Feature Properties

Nestled between the Atlantic Ocean and Georgica Pond lies a storied property synonymous with Hamptons history. The 8.22-acre two parcel compound has changed hands just three times despite being one of the first properties developed in the Georgica Dunes, with each owner treating the estate as a sacred trust - honoring its remarkable legacy while elevating its elegance. The offering comes with the last vacant buildable oceanfront parcel in the Village. Among the landscaped grounds, you'll discover over 500 feet of ocean frontage, unobstructed views, the last working boathouse on the pond, a red clay tennis court, a nearly 9000-square-foot main residence, and room for additional habitable structures. With award-winning design, bespoke craftsmanship, and a provenance that reads like a chapter of American cultural history, this is an unmatched residence ready to greet its next generation of proud stewards. Completed in 1894 by Laura Brevoort Sedgwick James, the residence is thought to be one of the oldest on the Georgica Dunes. In 1935, Juan Trippe, founder of Pan American World Airways, acquired the home and expanded the compound. In 1981, the property was sold to fashion designer Calvin Klein and his wife, Kelly Rector Klein, who launched a meticulous transformation of the home under renowned French architect Thierry Despont. The residence is a classic Shingle Style abode featuring gambrel roofs and over 5,000 square feet of decks, patios, and gardens for seamless indoor-outdoor living. Inside, the showplace expertly pairs glamorous contemporary design with original elements for a timeless aesthetic spanning more than a century of elegant living. Soaring beamed and coffered ceilings rise above original wide-plank pine, new oak, imported French stone, custom millwork and eight fireplaces. A gracious foyer with a two-story metal fireplace makes a dramatic first impression, while the formal dining room sets the stage for lavish entertaining. Linger in the charming tearoom, or gather in a living room topped by a glass catwalk or enjoy all-season enjoyment of the surrounding landscape in the attached screened-in porch. Entertaining is effortless with a main kitchen, prep kitchen and staff kitchen equipped with La Cornue, Viking and Sub-Zero appliances. A chic bar/lounge keeps refreshments within easy reach. Across the deck, the iconic tower is a retreat within a retreat featuring a curved staircase, a dome, a family room with its own wet bar, and a private bedroom suite above. The home's upper level includes a palatial owner's suite featuring a fireplace, two bathrooms with walk-in closets, and access to a large deck. Three secondary suites enjoy water vistas, while a study and wraparound decks complete the top floor. The thoughtfully appointed lower level - complete with a sixth bedroom suite, staff quarters, mudroom, laundry and sauna - ensures the estate runs effortlessly. Extensively updated for modern living, the residence boasts new hurricane-rated windows and doors, geothermal systems, a generator, fully integrated security and smart home automation. Thanks to its unrivaled location, the sanctuary commands virtually unimpeded, 360-degree views from dawn to dusk. Enjoy sunrise strolls on the beach, take a sunset paddle on the pond, and perfect your backhand on the clay tennis court featuring a viewing terrace. Garden paths amble past irrigated landscaping, native plantings and fountains, while the outdoor shower rinses sandy toes and paws. An automated entry, locked garden gates, a four-car garage, and ample parking complete the property. Alongside the tennis court, you'll find the ideal setting for a two-bedroom guest cottage and pool/spa addition. On the adjacent 1.89-acre parcel, architectural plans envision a three-story residence with a garage.

75 & 69 West End Road, East Hampton

$67,500,000

8 Beds ⋅ 13.5 Baths ⋅ 11482637 MLS

Privately tucked away on a 25-acre± peninsula fronting Georgica Pond, Burnt Point is a world-class waterfront estate redefining luxury living. Breathtaking in scale and setting, this 25,000 SF± architectural masterpiece offers sweeping water views on three sides-capturing the tranquil beauty across Georgica Pond down to the Atlantic Ocean-and features over 2,000 feet± of direct water frontage, along with a private dock and boathouse. Designed by renowned architect Francis Fleetwood and featured in Architectural Digest, the home was built with steel frame construction to the highest standards of craftsmanship. A long, gated driveway leads to a grand entrance with a covered porte cochere. Inside, the interiors curated by Brian O'Keefe and designer Marjorie Shushan evoke timeless elegance, with a recent reimagination by Michael Smith. Detailed with 200-year-old antique oak flooring, six stone fireplaces, and distinctive arched doorways. No two rooms are alike, and nearly every space is graced with panoramic water views. The estate includes a five-bedroom main residence and a fully self-contained, three-bedroom guest wing connected by a Cotswold stone breezeway. With 10 full bathrooms, 4 half baths, and two working elevators, the home is both spacious and thoughtfully functional. Amenities include a stunning waterside infinity-edge pool with waterfall spa, sunken Har Tru tennis court with viewing pavilion, screened outdoor dining area with limestone flooring and built-in barbecue, and extensive terraces crafted from European sandstone and Cotswold stone. Manicured lawns stretch to the water's edge, while a professional greenhouse, multiple garages accommodating up to 10 vehicles, and underground tunnels linking mechanical systems exemplify the estate's unmatched infrastructure. Just minutes from the East Hampton Airport and ocean beaches. This is more than a home; it's a legacy property and a rare Hamptons retreat where elegance meets serenity.

38 Mathews Road, East Hampton

$49,995,000

12 Beds ⋅ 13.5 Baths ⋅ 11607676 MLS

Set across nearly nine acres with a quarter mile of pristine waterfront, this extraordinary compound unites three contiguous estates, 54, 24, and 20 Jule Pond Drive, into one commanding sanctuary. Fordune Estates is the prestigious enclave in Southampton, originally created as the 250-acre oceanfront retreat of Henry Ford II, grandson of the Ford Motor Company founder. Today, Fordune spans approximately 42 acres and is home to an array of distinguished residences. Sweeping views stretch from Channel Pond to the Atlantic Ocean, creating a horizon line that's as open as it is dramatic, with direct beach access just to the west enhancing the experience. Expansive lawns, sculpted gardens, and natural shoreline define the setting, blending seamlessly to create an environment both powerful and serene. Together, the properties offer more than 15,000 square feet of refined living space across multiple residences, each complemented by pools and pool houses. An all-weather tennis court is located on 24 Jule Pond Drive. Flexible acquisition options include the full compound, the combined 24 and 20 offering, or 54 Jule Pond Drive individually as a singular waterfront residence. The 2.68-acre parcel at 20 Jule Pond Drive allows for a guest pavilion, wellness retreat, or private studio tailored to the next owner's vision. With close proximity to Southampton Village's Main Street-its shopping, dining, and cultural destinations-and minutes from premier golf courses, the setting delivers a coveted blend of privacy and effortless access.

54, 24, 20 Jule Pond Drive, Water Mill

$29,500,000

6 Beds ⋅ 6.5 Baths ⋅ 11678052 MLS

Located in the heart of Bridgehampton South, just over a mile from the town's charming shops and restaurants and only 2.5 miles+/- from Sagg Main and Gibson beaches, this tranquil estate offers a rare blend of privacy, luxury, and convenience. At the center sits a 6,640 SF+/- architectural masterpiece, designed and built by architectural designers Scott Mitchell and Sandy Gallin with an extraordinary level of craftsmanship and attention to detail. Set across 13.57 acres+/- of beautifully curated bucolic grounds, the estate is comprised of two single and separate parcels: a 5.12 acre+/- lot with a stunning custom-built farm-style residence and an 8.45 acre+/- vacant parcel with the potential to build a 15,000 SF+/- home, pool, pool house, tennis court, and tennis cabana. A 1,200' driveway winds through apple orchards, open lawns, and along a private pond spanning 0.84 acres+/-, culminating at a striking motor court framed by natural stone walls. A separate service driveway provides discreet secondary access to the gated property. The entry foyer opens to a carefully composed floor plan, where visual harmony and intuitive flow define each space. At the core, a bespoke chef's kitchen is flanked by three elegant living areas: a family room with multiple sets of French doors opening to the grounds; a breakfast room that flows seamlessly into the living room, and a formal dining room paired with a sophisticated bar room, ideal for entertaining. Every space is thoughtfully designed to maximize light, comfort, and connection to the outdoors. Subtle architectural transitions, refined finishes, and curated furnishings elevate the living experience throughout. Additional first-level features include a mud room, an attached garage, and a discreet guest bedroom with private entrance. The second level hosts four bedrooms, including a primary suite featuring a cozy sitting area, fireplace, and spa-like bathroom. Every suite offers unique architectural touches and serene views of the surrounding landscape. Outdoor living reaches resort-level luxury. The heated gunite pool merges into a custom-designed pond, creating a one-of-a-kind infinity edge experience against a backdrop of back-lit specimen trees and dramatic garden lighting-a serene, design-forward retreat rooted in privacy and nature. Multiple outdoor entertaining spaces-including a covered dining terrace, tucked-away sitting areas, and vine-wrapped porches-are woven throughout the landscape to allow for intimate or large-scale gatherings. Also included is a 410 SF+/- dock house, complete with a full bathroom, a private outdoor fireplace, and its own dock, offering a perfect retreat for guests or a private waterside escape. Immerse yourself in a lifestyle where natural beauty, architectural excellence, and luxurious tranquility converge.

266 & 300 Sagaponack Road, Bridgehampton

$25,000,000

6 Beds ⋅ 5.5 Baths ⋅ 11607677 MLS

Situated on approximately 4.79 acres of prime waterfront land, 24 and 20 Jule Pond Drive create a distinctive Hamptons retreat defined by privacy, presence, and coastal beauty. Sweeping vistas extend from Channel Pond to the Atlantic Ocean, with expansive frontage on Channel Pond and access to the ocean beach creating a setting that is both powerful and serene. At the core of the offering is 24 Jule Pond Drive, a substantial waterfront residence within the historic Fordune Estates of Water Mill. Fordune Estates is a prestigious enclave in Southampton, originally created as the 250-acre oceanfront retreat of Henry Ford II, grandson of the Ford Motor Company founder. Today it encompasses approximately 42 acres and is home to an array of distinguished residences. The home spans approximately 7,500 square feet with generous proportions throughout, featuring six bedrooms and five and one half baths. Surrounded by two serene ponds and positioned to maximize ocean and beach views, the property captures the full breadth of its waterfront setting. Outdoor living is equally compelling. The estate includes a heated gunite pool, pool house, covered dining pavilion, and an all-weather tennis court, creating a complete and effortless environment for relaxation and entertaining. The 2.68-acre parcel at 20 Jule Pond Drive expands the opportunity even further, offering room for a guest house, wellness retreat, or private studio crafted to the next owner's vision. For those seeking an estate defined by scale, connection to the land, and architectural presence, this combined offering stands apart. With close proximity to Southampton Village's Main Street, its shopping, dining, and cultural destinations, as well as premier golf courses just minutes away, the setting delivers a coveted blend of privacy and effortless access.

24, 20 Jule Pond Drive, Water Mill

$25,000,000

6 Beds ⋅ 7.5 Baths ⋅ 11607678 MLS

Set within the storied Fordune Estate, 54 Jule Pond Drive emerges as a significant waterfront offering in Southampton, an estate defined by scale, sweeping water views, and a deep connection to its surroundings. Fordune Estates, the prestigious enclave, was originally created as the 250-acre oceanfront retreat of Henry Ford II, grandson of the Ford Motor Company founder. Today it spans approximately 42 acres and is home to an array of distinguished residences. With expansive frontage on Channel Pond and access to the ocean beach, the setting is both powerful and serene. The main residence and pool house have been thoughtfully updated with new finishes throughout. Nearly every room frames a view, whether overlooking the tranquil pond at the front of the property, Channel Pond at the rear, or the dunes and shoreline visible from the second-floor primary suite. Covered decks and terraces extend the living spaces outward, connecting the home to its surrounding coastal landscape. A gated drive leads to the motor court and attached three-car garage. Inside, the double-height foyer flows into a pond-facing great room with a fireplace and a full-length covered terrace above the water. Adjacent, an inviting family room with its own fireplace connects directly to the outdoor entertaining areas, including the forty-foot by twenty-foot heated gunite pool, spa, and pool house. The pool house features a covered porch, changing room, and full bath for an elevated poolside experience. A first-floor guest suite opens directly to the pool terrace, creating seamless indoor-outdoor living. The formal dining room, anchored by a fireplace, leads to a generous chef's kitchen equipped with stainless appliances, double dishwashers, a butler's service bay, and an airy breakfast nook. A nearby service hall provides convenient access to the garage. Upstairs, the primary suite offers two individual bathrooms, walk-in closets, and a fireplace. Three additional guest suites complete the level, each with its own entry foyer, and one includes a fireplace. A loft above the garage provides added flexibility for guests, work, or recreation. With close proximity to Southampton Village's Main Street, along with its shopping, dining, and cultural destinations, and minutes from premier golf courses, the setting offers a coveted blend of privacy and effortless access. 54 Jule Pond Drive may be purchased individually as a singular waterfront residence, allowing the next owner to tailor the acquisition to their needs, vision, and long-term plans. Additionally, the full compound consisting of 54, 24, and 20 Jule Pond Drive may be acquired as one expansive estate.

54 Jule Pond Drive, Water Mill

$19,900,000

6 Beds ⋅ 4.5 Baths ⋅ 11803844 MLS

Sited on 2.6 acres in one of the Hamptons' most coveted locations, this picturesque property occupies the prominent corner of Further Lane and Spaeth Lane-just a few short blocks from Two Mile Hollow Beach, with easy ocean access right around the corner. The sprawling grounds feature a main house, a three-car garage, and a pool house with a 20-by-40-foot pool, all surrounded by stunning mature trees and beautifully maintained gardens. The approximately 3,700-square-foot main house, originally built in the 1960s and thoughtfully updated over the years, offers six bedrooms and four and a half bathrooms, all on a single level. A gated entry on Spaeth Lane ensures privacy, while a separate service entrance on the opposite side of the property adds convenience. An expansive driveway with an elegant oval loop provides ample parking. Beyond the existing residence lies an exceptional opportunity. With an allowable gross floor area of approximately 12,000 square feet, the property offers ample room to create a substantial estate compound, including a new custom residence, pool, pool house, and tennis court. Whether preserving and enhancing the existing improvements or starting anew, the possibilities are extraordinary. Ideally positioned near the ocean, Amagansett Village, and East Hampton Village, yet surrounded by unparalleled privacy, this is a truly special offering and a rare opportunity to create a legacy property in one of the most sought-after locations in the Hamptons.

5 Spaeth Lane, East Hampton

$17,950,000

8 Beds ⋅ 12.5 Baths ⋅ 11634093 MLS

Welcome to 58 Wainscott Stone Road, a timeless Hamptons classic situated on a 5.4-acre property in Wainscott South. The 13,400 +/- square foot gated estate is surrounded by a 10-acre reserve with a natural pond, enhancing the home's bucolic setting. This home offers unparalleled privacy just minutes from the storied Georgica Pond and pristine Atlantic ocean beaches. As you enter the home, you're welcomed by the light-filled grand foyer with its double height ceilings. The main level features a living room with a wood-burning fireplace directly off the kitchen, an elegant dining room, library, formal living room and sunroom each with its own gas lit fireplaces. The chef's kitchen, designed by Christopher Peacock, is equipped with top-of-the-line appliances, a butler's pantry, and a wet bar, ideal for culinary enthusiasts. This level is complete with a junior primary suite, a versatile room with full bathroom perfect for a home office, laundry and mud room. 58 Wainscott Stone is designed for both effortless entertaining and everyday comfort in mind which seamlessly opens to an expansive bluestone patio, with a fully equipped outdoor kitchen. Upstairs, the primary suite serves as a serene retreat with the sitting room and bedroom opening up to two separate terraces, dual walk-in closets, and a spa-like en suite bath including a double-sink vanity and soaking tub. Six additional en suite bedrooms provide ample space for family and guests. A convenient laundry room and elevator servicing all three levels complete the second floor. The finished lower level features a walk-in wine cellar, gym with steam shower and sauna, a screening room, and spacious recreation areas complete with a half bath. Two additional rooms and a full bath on the lower level offers more flexible space. The meticulously landscaped grounds with expansive lawns are ideal for both relaxation and entertainment, creating an unparalleled outdoor living experience. Bluestone patios surround a 60' x 20' heated gunite pool with spa perfect for lounging, dining, and soaking in the beautiful surroundings. The 545 +/- square foot craftsman studio adds another level to this unique property with its inviting lounge area, full bath, laundry, kitchenette, and outdoor shower. A sunken hard court tennis, half basketball court, custom treehouse, and attached 3-car garage complete this offering. Positioned south of the highway, this estate provides access to beloved farm stands and the coveted Beach Lane and Town Line Beach. Experience luxury living at this Wainscott South retreat, where every detail has been thoughtfully crafted.

58 Wainscott Stone Road, Wainscott

$15,995,000

13 Beds ⋅ 13.5 Baths ⋅ 11716662 MLS

A Gold Coast Legacy Estate: Along the storied bluffs of Lloyd Harbor's Gold Coast, where private drives wind through centuries-old trees and the water stretches endlessly toward the horizon, Fort Hill rises as one of the North Shore's most iconic waterfront estates. Welcome to 31 Fort Hill Drive, 28,000 square feet of architectural gravitas set across 10 secluded acres, with 870 feet of private beachfront and a deep-water dock. From its elevated perch, panoramic views of the Long Island Sound unfold in every direction: sunrise mists, sailboats at golden hour, winter tides crashing below. The perspective is cinematic. The privacy absolute. Originally built in 1910 and masterfully restored to its original glory, this Victorian Revival masterpiece is both historic landmark and modern sanctuary. Thirteen bedrooms, ten full baths, and four half baths are artfully distributed throughout grandly scaled living spaces designed for legacy living and world-class entertaining. A luminous solarium captures the changing light of the Sound. A stately wood-paneled library offers quiet retreat. An exquisitely detailed ballroom: rare in scale and craftsmanship, stands ready for unforgettable evenings. Seven fireplaces, intricate millwork, and curated architectural detail evoke an era when homes were built not merely to inhabit, but to endure. The fully renovated gourmet kitchen anchors the residence with contemporary precision: integrating seamlessly into formal dining rooms and intimate gathering spaces. Staff quarters, a 16-car garage with guest apartment suites above, and flexible rooms for theater, wellness, or gallery use ensure the estate functions as effortlessly as it impresses. Outdoors, three acres of curated formal gardens and a greenhouse create a private botanical world: lush lawns, sweeping terraces, and moments of serene seclusion. A squash court, expansive grounds, and private shoreline complete a compound that is as rare as it is commanding. Set within moments to Huntington Village and the train to Manhattan, Fort Hill is not simply a home. It is a generational estate - where American history, architectural pedigree, and natural beauty converge. By appointment only.

31 Fort Hill Drive, Lloyd Harbor

$15,995,000

6 Beds ⋅ 7.5 Baths ⋅ 11664762 MLS

A rare architectural estate with a coveted Hither Lane address, south of the highway in East Hampton Village, this recently completed residence unifies museum-quality craftsmanship, fully integrated state-of-the-art systems, and exceedingly stylish couture interiors. Discreetly positioned on Hither Lane-one of the most iconically beautiful streets and prestigious addresses in all the Hamptons-the property offers an uncommon combination of easy proximity to the beach and town, architectural integrity, and global sophistication. Exceptionally private on a gated and fully fenced acre with a gracious approach through a tree-lined allée, this village estate unfolds within a fully enclosed setting of beautifully curated landscaping and mature, specimen plantings. From this premier East Hampton Village address, three ocean beaches, The Maidstone Club, village dining, shopping, coffee, golf, and The Jitney are all within easy reach. - Architecture & Design Spanning multiple structures, the residence presents a refined dialogue between classic Hamptons craftsmanship and modern architectural expression. Traditional detailing is executed with precision, while contemporary elements introduce scale, light, and proportion throughout. Natural materials, bespoke millwork, and tailored finishes define the interiors. Glass curtain walls, soaring ceilings, and carefully calibrated volumes create seamless transitions between formal and informal living spaces, ideal for both daily life and large-scale entertaining. - Interiors The main level offers an open yet elegantly structured layout, allowing each space to maintain definition while flowing effortlessly into the next. • The formal living room draws inspiration from London's finest hotels, with lacquered wood-paneled walls, integrated architectural lighting, a custom wet bar, and a gas fireplace framed in Italian quartzite. • The dining room is anchored by illuminated Italian stone wall panels and floating glass shelving, enhanced by refined custom detailing. • The kitchen features bespoke Poliform/Varenna cabinetry, Wolf and Miele appliances, a butler's pantry, and an adjacent lounge designed for informal gathering. Upstairs, an expansive media room exceeding 30 feet includes a projection theater, wet bar, full bath, and motorized blackout shades-ideal for relaxed evenings or private screenings. - Primary Suite & Guest Accommodations The main-floor primary suite serves as a serene retreat, opening to a private sculpture garden and offering a spa-inspired bath with heated stone floors, dual vanities, and a glass-enclosed shower. Two custom walk-in closets and motorized window treatments complete the main suite. Five additional bedroom suites, each with en-suite baths and generous closets, provide exceptional comfort and privacy. - Outdoor Living The exterior program unfolds across three distinct pavilions, thoughtfully designed for year-round enjoyment: • A heated glass-roof atrium connects the main residence to an outdoor dining pavilion via sliding glass walls. • The primary outdoor living pavilion features 14-foot ceilings, a custom summer kitchen, wood-burning fireplace, and a dramatic infinity edge heated salt water spa. Motorized retractable screens allow effortless transition between open air and enclosed comfort. • The pool pavilion includes a full bath, outdoor shower, and a generously scaled, heated gunite pool, set to the sound of ocean waves carrying on summer evenings. - Technology & Amenities The estate is fully integrated with app-based smart systems controlling security, gates, climate, lighting, audio/video, pool and spa, window treatments, and irrigation-enabling seamless management remotely from anywhere in the world. Additional amenities include a gym, wine room, sauna...

67 Hither Lane, East Hampton

$14,500,000

6 Beds ⋅ 9.5 Baths ⋅ 11910782 MLS

Tucked away on a quaint lane mere minutes from the iconic Beach Lane, south of the highway in Wainscott, this exceedingly stylish, cedar shingled 6 bedroom traditional, conceived by Daniel Scotti Design and Development, features magical outdoor spaces with an oversized heated gunite pool and spa, and jaw dropping interiors that perfectly capture the quintessential Hamptons light. Set on a wide, double lot with beautiful southern exposure, specimen plantings and established landscaping by Laurel Group create peace and seclusion for the covered porch and broad patio with built in grill kitchen overlooking the pool and rear grounds. The generous 8000 SF home opens with an entry foyer flanked by bright sitting room, powder bath, and a first floor guest bedroom suite. Adorned with tongue and groove paneling with high gloss accents and 9-inch wide white Oak with a natural finish which display the abundant natural light beautifully. The open living room with dining room has a wall of French doors leading out to the slate patio with a built in Wolf grill kitchen and covered porch with brick fireplace and TV, completed with a half basketball court. The gourmet kitchen offers top of the line appliances by Wolf, Sub Zero, and Miele, including refrigerated drawers and a wine refrigerator, marble counters and island, breakfast area island, and custom Ciuffo wood cabinetry and harware. A gracious mud room with powder bath and storage pantry leads in from the detached two car garage. The upstairs level has a show shopping primary bedroom suite with a generous changing room and luxurious bath with honed Carrara marble counter tops, hardware by Barber Wilson Lefroy-Brooks Ltd England, and radiant heated flooring, complemented by an office and second bath and a terrace overlooking the rear grounds. Three generous en suite bedrooms and a laundry room complete the upstairs level. The stunning finished lower level features a gorgeous wine room, media room with pool area, rubber floored gym, bedroom, and powder bath. Smart home features include Sonos whole house indoor and outdoor system and Lutron lighting. A rare opportunity to own a truly special south of the highway property with an exceptionally stylish, turnkey home with magical outdoor spaces, near Beach Lane.

28 ROXBURY LA, East Hampton

$14,500,000

6 Beds ⋅ 6.5 Baths ⋅ 11290792 MLS

Experience unparalleled luxury and modern comfort in this exceptional 6-bedroom, 6.5-bathroom bayfront estate, ideally positioned on a secluded acre with direct access to a private beach. Built in 2023 by Martin Architects and meticulously crafted by 4MA, this expansive residence spans approximately 6,000 square feet, offering breathtaking water views from nearly every room. Key features include a heated Gunite infinity pool, a sophisticated Lutron system controlling lights, shades, alarms, cameras, and thermostats, along with integrated Sonos speakers in both the living room and exterior deck. Enjoy year-round comfort with central air conditioning and radiant heat in all bathrooms, complemented by elegant Florim tiles and oak wood flooring throughout. The main level boasts a gourmet kitchen with Poliform cabinetry, Gaggenau & Miele appliances, a spacious center island, and a butler's pantry with laundry area for added convenience. The expansive living room features an oversized fireplace and opens to outdoor pool and lounge areas, while the adjacent dining area offers seamless access for al fresco dining. Two ensuite bedrooms, one with direct pool access, complete this level. Upstairs, discover a luxurious primary suite with private deck access, a generous den or potential fifth bedroom also with deck access, and an additional ensuite bedroom with panoramic bay views and sunsets visible through expansive glass walls. The lower level provides ample space for recreation or relaxation, a private bedroom, another full bathroom, direct garage access, and a walkout to the outdoors. This is a truly spectacular new home offering privacy, premier water access, and unparalleled luxury. Discover the epitome of coastal living

70 Kettle Hole Road, Montauk

$13,995,000

10 Beds ⋅ 7.5 Baths ⋅ 11869109 MLS

Seize the opportunity to own one of East Hampton Village's most significant estates, the renowned J. D. Voorhees House, an extraordinary legacy property featured in East Hampton's Heritage Book by Robert A.M. Stern, Robert Hefner, and Clay Lancaster. This striking residence seamlessly blends architectural distinction, timeless elegance, and an unrivaled Village location overlooking Hook Pond and the Maidstone Club on more than 1.7 lush acres. Designed by noted East Hampton architect John Custis Lawrence and constructed between 1912 and 1913 by master builder Edward M. Gay, the home was commissioned for Dr. James Ditmars Voorhees, a prominent New York physician, and his wife Louise Brown, daughter of Samuel Q Brown of Tidewater Oil Company. Throughout the early twentieth century, the estate became a centerpiece of East Hampton's celebrated summer colony, hosting elegant concerts, charitable fundraisers, and society gatherings that contributed to the cultural fabric of the Village. Distinct from the cedar-shingled architecture that defines much of East Hampton, the JD Voorhees house was intentionally designed with clean lines and a stucco exterior inspired by European coastline homes. Nestled on more than 1.7 private acres surrounded by mature plantings, this home offers approximately 7,000 square feet of living space with ten bedrooms including three summer bedrooms, six full bathrooms, and two half baths. The gracious floor plan with elevated ceilings is equally suited for grand-scale entertaining or relaxed family living. A dramatic entry foyer opens to beautifully proportioned formal rooms, including an expansive living room with fireplace, a welcoming family room with billiards area, and a covered terrace overlooking the rear grounds. The formal dining room with fireplace connects to a spacious kitchen with butler's pantry, rear porch, and large laundry and storage room. The glass enclosed eastern facing breakfast room overlooks expansive rolling lawns. The second floor features a spacious primary suite with sitting room and private office/bedroom with bath, five additional guest bedrooms, three baths, and an enclosed western sunporch. A separate north wing offers three additional summer bedrooms and a full bath, providing ideal accommodations for guests, extended family, or staff. In addition there is a two car garage that has two adjacent rooms with a bathroom and there is a separate storage structure. Lovingly maintained by the same family for more than eighty years, this exceptional estate represents a once-in-a-generation opportunity to own an irreplaceable piece of East Hampton history. It also offers the flexibility for a new owner to either renovate or build new. Located just moments from the Village's boutiques, restaurants, galleries, Guild Hall, the East Hampton Library, Town Pond, as well as world-renowned ocean beaches, the J. D. Voorhees House is convenient to all in one of the Hamptons most coveted addresses. Well located on 1.73 acres, there is room for a 12,000 square foot residence with pool and tennis. *All calculations to be confirmed with a licensed surveyor and East Hampton Village.

80 Dunemere Lane, East Hampton

$13,750,000

6 Beds ⋅ 6.5 Baths ⋅ 11855556 MLS

Dating to 1865 and commanding a near half-acre perch on the corner of Bay Street and High Street in the Sag Harbor Village Historic District, the iconic Captain John Phillips House has been masterfully transformed by architect Ricardo Romo-Leroux, in collaboration with Green Barn Properties and Walden Pine Development, into a benchmark 6-bedroom, 6.5-bathroom village estate complete with a heated, gunite pool, pool cabana, and a custom 1-car garage, all surrounded by mature landscaping. Transcending the ubiquitous "white box" aesthetics of many spec builds, the home embraces bespoke artistry, featuring exceptional handcrafted finishes from luminous Venetian plaster and organic limewash to custom millwork. The main level centers around a double-sided fireplace and a breathtaking chef's kitchen outfitted with Sub-Zero, Wolf, and a centerpiece La Cornue range. Upstairs, three en-suite bedrooms offer serene privacy, including a luxurious primary suite and a junior primary, anchored by a fireplace. The light-filled, walk-out lower level is an enviable lifestyle destination unto itself, offering two guest bedrooms, a media room, a custom wine cellar, and a comprehensive wellness center complete with a gym, sauna, steam shower, and cold plunge. Located just steps from Main Street, the marina, and Havens Beach, this unparalleled estate blends the soul of a bygone era with five-star resort living. A unique opportunity to own a beautifully reimagined, turnkey, and historic Sag Harbor Village captain's estate that hadn't seen the market in nearly 60 years.

92 Bay Street, Sag Harbor

$12,950,000

10 Beds ⋅ 14.5 Baths ⋅ 11683279 MLS

In a world where privacy and security have become increasingly valued, this estate offers a rare opportunity to retreat to a secluded and protected setting, far removed from the density and unpredictability of major metropolitan areas. Perfectly positioned just 175 miles from New York City, approximately a 3-hour drive or a brief 48-minute flight from JFK, the property offers both escape and accessibility. Nearby regional airports accommodate private and charter aircraft, ensuring seamless travel for owners and guests. Set across 43 acres of extraordinary privacy, this three-story mountaintop estate offers awe-inspiring panoramic views and an unparalleled collection of luxury amenities. The estate is thoughtfully composed of five distinct buildings, including the main residence, estate manager's house, carriage house, barn, and pool house, each positioned to support refined living, guest accommodations, and seamless estate operations. Across the estate, there are 10 bedrooms, 15 bathrooms, 7 fireplaces, 14 garage bays, and over 30,000 square feet of living space. Resort-level amenities include a tennis court, swimming pool, outdoor heated spa, mature orchards, private vineyards, a series of gardens and an enchanting secret garden that creates a magical setting. The home at 15 Meadowood Lane is designed in a neo-classical style. Its architectural vision draws from early Southern American and European classical precedents. The estate incorporates traditional elements like symmetrical layouts, classical columns, pediments, and historic detailing. These inspirations evoke the architectural traditions of the 18th and early 19th centuries (1780-1820), reflecting a timeless, elegant estate rooted in classical tradition. The property consists of three tax parcels and reflects all structures, residences, and amenities of the entire estate. Based on current high-end construction standards, the estimated replacement cost of the improvements alone may exceed $53 million, highlighting the exceptional value of this offering. Priced at $12,950,000, representing approximately $425 per square foot. An irreplaceable opportunity of rare scale, privacy, and distinction.

15 Meadowood Lane, Chenango

$12,750,000

3 Beds ⋅ 4 Baths ⋅ 11125571 MLS

Located in one of the most exclusive waterfront enclaves in the Hampton's, this modern home sits on 1.7 bay front acres and hosts incredible bay and ocean views! Across the street to the ocean, the location and sunset views don't get any better! Includes great detailing, all amenities, and clean modern spaces, pool, and dock! The ultimate modern beach house.

360 Dune Road, Bridgehampton

$12,500,000

6 Beds ⋅ 3.5 Baths ⋅ 11781212 MLS

A Rare Brooklyn Heights Townhouse Offering. Introducing an extraordinary six-story residence on one of Pierrepont Street's most coveted blocks. Rich in history and architectural character, this remarkable home has had only four owners throughout its storied existence - a rare legacy that speaks to its timeless appeal. Spanning six floors with nineteen total rooms, the home is currently configured with four bedrooms and three-and-a-half bathrooms, while offering the flexibility for up to six bedrooms to suit a variety of living needs. Bathed in natural sunlight from every angle, the residence showcases exquisite original details including beautifully preserved wood floors, intricate moldings, an ornate skylight, and elegant fireplaces that bring warmth and sophistication throughout. Expansive interiors are complemented by multiple exposures offering captivating city, garden, water, and skyline views. A private balcony and serene courtyard provide peaceful outdoor retreats rarely found in townhouse living. Currently arranged as a gym and pottery studio, two versatile bonus spaces can easily be reimagined to suit a variety of lifestyle needs. Perfectly positioned in prime Brooklyn Heights, the home is just steps from the iconic Brooklyn Heights Promenade, with a children's park directly across the street and easy access to transportation, shopping, and neighborhood dining. A truly exceptional offering combining historic grandeur, flexible living spaces, and an unparalleled location.

21 Pierrepont Street, Brooklyn Heights

$11,500,000

7 Beds ⋅ 7.5 Baths ⋅ 11452302 MLS

Experience the pinnacle of Hamptons living in this extraordinary Bridgehampton estate, nestled south of the highway on 8.23 acres of breathtaking landscape. Tucked away at the end of a tranquil cul-de-sac, this one-of-a-kind property boasts a fully functioning private vineyard producing 10,000 - 12,000 bottles of Sauvignon Blanc, Sirah, and Cabernet Franc, offering an unparalleled lifestyle of elegance and exclusivity. The existing 7,000 sq. ft. traditional home is designed for refined comfort, featuring 7 en suite bedrooms, 7.5 baths, and impeccably curated living spaces that embody timeless Hamptons charm. Thoughtfully crafted interiors open seamlessly to meticulously landscaped exteriors, where a heated gunite pool and thoughtfully designed entertainment areas provide the perfect setting for relaxation and gatherings. Elevating this exceptional offering, plans are designed for a spectacular new 10-bedroom estate with a tasting room, envisioned by the renowned Hamptons design firms Stelle Lomont Rouhani Architects and LaGuardia Design. This future masterpiece promises to redefine luxury living with visionary architecture and unparalleled craftsmanship. With its sprawling vineyard views, resort-like amenities, and close proximity to Bridgehampton's world-class ocean beaches, this estate is a rare opportunity to embrace the best of Hamptons living.

Undisclosed Address, Bridgehampton

$11,495,000

5 Beds ⋅ 4 Baths ⋅ 11666189 MLS

Seize a rare opportunity to acquire a magnificent property on East Hampton's fabled Lee Avenue. Tucked away amidst a collection of prestigious homes in the heart of the Village Estate Section, this prized location offers easy access to two world-class beaches while sitting just moments from the bustle of Main Street. This classic cottage has been expanded and modernized, but never at the expense of its century-old charm. The long flag drive stretches from the southern side of the street and is bounded by mature landscaping, affording the .63+/- acre property a level of privacy usually reserved for much larger parcels. Beyond the gate, the grounds reveal themselves, opening to a large swath of flat lawn bordered by bountiful plantings. The walkway winds to the front door and enters into a bright, airy living space centered around a large wood-burning fireplace. The adjacent dining area and eat-in kitchen enjoy vaulted ceilings and are flooded with natural light, while a charming sunroom sits at the rear of the home, taking advantage of the southern exposure. The home's five bedrooms are well-proportioned and thoughtfully spaced from one another. The first-floor primary suite features a sitting area and French doors that lead out to the pool patio, while upstairs, the junior primary occupies its own private wing of the second floor. Out back, a bluestone patio lies beneath a pergola draped in wisteria - the perfect shady escape on a summer afternoon. The heated pool sits centered within its own patio, flanked by lush garden beds that separate it from the rest of the rear yard. Enjoy this special sanctuary just as it is, re-envision and expand it, or start from scratch on this premier parcel - there are no wrong answers on Lee Avenue.

57 Lee Avenue, East Hampton

$10,950,000

5 Beds ⋅ 6.5 Baths ⋅ 11020328 MLS

Serenity at its finest. Take a kayak or paddleboard down Sam's Creek to the beach or sit back and gaze at the endless sunset views. Located just seconds to the ocean, with water views down Sam's Creek all the way to the beach, this 4,800+/- sq. ft. was originally Designed by renowned architect Harry Bates and renovated and resigned by Sagaponack Builders in Spring 2021. This 5 bedroom, 6.5 baths modern gem has expansive patios and decks, which provides each bedroom with its own private outdoor space. The home is highlighted by a waterside heated saltwater pool, walls of glass, IPE decks with glass railings, and an outdoor kitchen. The open floor plan includes a living room with fireplace, dining area, and chef's kitchen with vaulted ceilings that flow seamlessly out to expansive decks on both sides, with endless views. The large south, water-facing sun-deck features one of a kind pergola with a retractable glass roof and phantom screens, heaters, outdoor kitchen, and firepit. The home is equipped with an elevator, 5 zone HVAC, generator, and 2 car carport and SUP system. Don't miss this rejuvenation and new waterfront zen oasis.

1076 OCEAN RD, Water Mill

$10,795,000

7 Beds ⋅ 8.5 Baths ⋅ 11690929 MLS

Built in 2016 this beautiful home is the perfect retreat for you to to unwind on 5.2 very private acres...an estate situation where you can really get away from it all. Enjoy breathtaking sunsets over 60 acres of protected reserve from this exceptional Nantucket-style estate, where meticulous craftsmanship and refined luxury define every detail. Spanning over 10,000± square feet across three expansive levels, all accessible by a grand staircase or private elevator, this residence is built to the highest standards with impeccable finishes throughout. The home features seven beautifully appointed bedrooms, eight full baths, and one half bath, along with five fireplaces that add warmth and elegance to its sophisticated interiors....And that's just the inside. Wait till you catch a glimpse of the property itself. It's a retreat that is beyond compare and a place you will never have to leave. The first floor welcomes you with a dramatic two-story foyer, leading to a gracious living room with double-height ceilings and a fireplace, and a formal dining room adorned with a coffered ceiling. The eat-in chef's kitchen is outfitted with state-of-the-art stainless steel appliances and flows seamlessly into an open-concept family room with vaulted ceilings and a fireplace. The lower level is designed for both relaxation and entertainment, featuring a stepped-seating theater, a fully mirrored gym, and an impressive 1,500-bottle wine cellar with a custom carved entry. An open-concept bar and game room with floor-to-ceiling windows, a fireplace lounge, and an additional guest suite complete this level. Modern amenities include Sonos sound throughout, a full-house generator, and radiant heat in all bathrooms and beneath all stone surfaces. A state-of-the-art mechanical system with dual furnaces ensures efficiency and comfort. Outdoors, the estate continues to impress with a 20' x 50' heated saltwater gunite pool and spa, complemented by a 1,000± square foot pool house equipped with a kitchen and full bath. Car enthusiasts will appreciate the attached three-car garage, an additional 1,200± square foot climate-controlled detached garage with three lifts, and a remarkable 2,400± square foot two-story barn offering space for up to ten more vehicles. The barn's upper level presents endless possibilities-ideal for a studio, gallery, fitness space, or retreat.

170 Scuttle Hole Road, Water Mill

$9,950,000

8 Beds ⋅ 9.5 Baths ⋅ 11940133 MLS

A rare opportunity to acquire a newly completed estate of extraordinary scale, privacy, and amenities in the heart of Water Mill. Privately set on 4.1 acres, this newly rebuilt 2026 estate encompasses more than 10,900sf of refined living space between the main residence and two-story cottage. Offered fully furnished, the estate is designed for sophisticated Hamptons living, combining exceptional scale, privacy, craftsmanship, and resort-style amenities with an effortless sense of comfort. A stately entrance opens to a light-filled main residence with expansive proportions and thoughtfully designed interiors. The first floor centers on a dramatic great room with a masonry fireplace, complemented by a separate family room with its own fireplace. The elegant eat-in kitchen features a full suite of professional-grade Wolf-Subzero appliances and flows seamlessly into a formal dining room, creating an ideal setting for both intimate meals and grand entertaining. Four bedroom suites on the first floor provide exceptional flexibility, including three with private full baths. A hallway full bath and powder room serve the entertaining spaces, while a custom-cabinetry pantry and well-appointed laundry room add convenience and functionality. The kitchen and family room open directly to the rear patio, pool and tennis court creating a seamless connection between indoor and outdoor living, Upstairs, two private wings create an ideal separation between the primary suite and guest accommodations. The expansive primary suite is a private retreat, featuring a spacious bedroom, dedicated lounge with balcony and masonry fireplace, custom walk-in closet, and a luxurious spa-style bathroom with dual water closets, soaking tub and a rain shower. The second wing features two additional en-suite bedrooms, including one with its own private balcony. The finished lower level adds further versatility with a full bath, dedicated wine and cigar room, and substantial storage. Private Cottage & Wellness House Set apart from the main residence, the cottage elevates the property beyond the traditional estate. Conceived as a private wellness, entertainment, and retreat destination, it provides an entirely separate environment for guests, recreation, and relaxation. The lower level features a dedicated media room, gym, and sauna with full bath, creating a private spa-like retreat. Upstairs, a generous lounge provides a flexible space for relaxing, or entertaining. A sophisticated kitchenette is equipped with a refrigerator/freezer; wine fridge and dishwasher, while a dedicated dining area create an inviting environment for extended stays and casual gatherings. A private outdoor deck completes the cottage, offering a peaceful vantage point from which to enjoy the surrounding grounds. Resort-Style Grounds The grounds have been designed to deliver a true resort experience at home. A heated Gunite pool with stone surround and generous sunbathing area anchors the grounds, while a fully equipped outdoor kitchen with gas grill, refrigerator, sink, and prep area makes summer entertaining effortless. The property also features a regulation-size tennis court, outdoor shower, expansive lawn ideal for recreation, and garden storage shed. Mature landscaping and 4.1 acres of private grounds offer an exceptional setting for recreation, entertaining, and relaxed summer living. With its exceptional scale, separate guest and wellness accommodations, resort-caliber amenities, and coveted Water Mill setting, this is a truly distinctive Hamptons estate-designed not simply as a residence, but as a private destination for living, entertaining, and enjoying the best of the East End.

560 Little Noyac Path, Water Mill

$9,790,000

4 Beds ⋅ 5.5 Baths ⋅ 11258774 MLS

Redesigned and entirely rebuilt in 2021, this seamless residence combines contemporary elegance with coastal living. Nestled atop a hill on a gated 1.1-acre property, the home enjoys commanding Atlantic Ocean views from the ground level and beyond. Step inside to discover a unique layout where the main living spaces, including a gourmet chef's kitchen, a cozy fireplace-adorned living room, and a luxurious primary suite, are thoughtfully positioned on the upper level to maximize light and views. Expansive decking and an outdoor kitchen create the perfect setting for entertaining while overlooking the heated gunite pool, hot tub, lush grounds, and endless ocean vistas. The first level features an inviting foyer leading to a versatile, light-filled den with oversized sliders opening to a covered patio, lounge areas, and outdoor shower. Three guest bedrooms, each with its own private bathroom, provide exceptional comfort and privacy. A recreational/gym space complete with a steam room and shower, along with a powder room, further enhances the home's amenities. Outside, relish the alfresco lifestyle with a heated gunite pool, hot tub, outdoor kitchen, and multiple entertaining areas surrounded by meticulously landscaped grounds. Modern features including solar panels, radiant heated flooring, and an electric vehicle charger ensure both sustainability and luxury in this exceptional coastal retreat. Adding to the property's appeal, proposed plans are in place for a substantial expansion of nearly 2,000 square feet. The addition would include two additional bedrooms, two full bathrooms, and a spacious recreational room, offering an exceptional opportunity to create a larger compound while further increasing the home's value and functionality.

6 Tara Road, Montauk

$9,500,000

5 Beds ⋅ 7.5 Baths ⋅ 11327102 MLS

Set on a private 10-acre East Hampton estate, 176 Two Holes of Water Road is a move-in-ready residence that blends timeless traditional architecture with sophisticated modern design. Originally built in 2000 and thoughtfully renovated in 2020, this 10,878+/- sq. ft. home showcases exceptional craftsmanship, light-filled interiors, and refined detailing throughout. The residence offers five spacious bedrooms, six full and two half bathrooms, and elegant living spaces throughout including a formal parlor, four-season sunroom, and glass-walled family room adjoining a custom chef's kitchen. The primary suite is a private escape, complete with a grand fireplace framed by antique millwork, multiple sitting areas, a roof terrace, and a luxurious spa-inspired bath with a custom walk-in closet. Among its standout features is a dedicated indoor wellness retreat, designed to offer year-round relaxation and rejuvenation. This private spa-like sanctuary includes a serene indoor pool, sauna, steam shower, and ample space for lounging, creating a resort-caliber experience within the comfort of home. Outdoors, enjoy a heated gunite pool, bocce court, covered verandas, a fire pit, and outdoor kitchen ideal for dining and entertaining amid beautifully landscaped grounds. Additional highlights include a gym, game room, and attached three-car garage. Just minutes from East Hampton Village, beaches, and restaurants, this extraordinary property offers the perfect balance of modern luxury and serene East End living.

176 Two Holes of Water Road, East Hampton

$9,495,000

8 Beds ⋅ 9.5 Baths ⋅ 11290793 MLS

Nestled on two picturesque acres, this stunning property features a private driveway and gated entry. Constructed in 2020 by renowned builder Larry Kane, the home seamlessly blends traditional and modern elements, and is abundant with natural light throughout. Upon entering through the front door, you are greeted by a gourmet chef's kitchen boasting an expansive island for seating, complemented by a dining area and an airy living room highlighted by a fireplace and soaring double-height vaulted ceilings. The kitchen seamlessly flows out to the pool area, perfect for seamless indoor-outdoor living. The main level also features a luxurious primary suite with a spa-like bathroom and a spacious walk-in closet. Adjacent, you'll find a well-appointed library with custom shelving, alongside an additional office or bedroom. Convenience is key with a side door entry and mudroom providing ample storage space. The upper levels of the house are divided into two wings, each offering two guest bedrooms with their own bathrooms, ensuring privacy and comfort for family and guests. The lower level is an entertainer's dream, complete with a wine room, theater room, gym, and a spa featuring a sauna, steam shower, soaking tub, and more. Two additional bedrooms with en-suite bathrooms, and a dedicated laundry room complete this level. Outside, the backyard oasis features meticulous landscaping surrounding a heated gunite pool and spa. A spacious yard provides ample room for relaxation and play, while an open pool house/cabana equipped with a fridge, sink, and outdoor shower enhances the outdoor living experience. Additional amenities include a two-car garage with extra storage space. Enjoy the serenity of two acres of lush wooded privacy on a quiet cul-de-sac, just moments away from Amagansett town amenities and the ocean. This property offers a rare blend of luxury, functionality, and tranquility, perfect for those seeking a sophisticated private retreat in a coveted location.

7 Ashwood Court, Amagansett

$8,795,000

8 Beds ⋅ 6 Baths ⋅ 11606215 MLS

Nestled in the heart of East Hampton Village, 52 & 54 Fithian Lane presents a rare opportunity to own a private compound encompassing two single and separate properties. Set on a beautiful 0.60 +/- acre lot and surrounded by lush greenery, the homes sit directly across from protected nature trails. Perfectly configured with a main house designed for everyday living and a separate guest house ideal for hosting friends and family. The two homes offer gracious indoor living and inviting outdoor spaces that flows seamlessly. 52 Fithian Lane spans 1,676 +/- square feet featuring 4 bedrooms and 4 full bathrooms. The first floor welcomes you with a foyer leading to a cozy den with a fireplace and an ensuite bedroom. An additional bedroom and full bath sit just across the hall. The main level opens to a bright, airy living, dining, and kitchen area ideal for entertaining. Upstairs, you'll find an ensuite primary bedroom and a guest bedroom with a full bath. Outdoor living is enhanced by a large deck and grilling area. 52 Fithian Lane can also accommodate a separate pool, if desired. The home at 54 Fithian Lane offers 1,790 +/- square feet with 4 bedrooms and 2 full bathrooms. The first floor features a foyer that flows into a den with a fireplace and an open concept living, dining, and kitchen area extending to a spacious deck. A convenient first-floor ensuite bedroom complements the layout, while the second floor includes three more bedrooms and a full bath. Outside, a heated Gunite pool with spa, fire pit area, and an attached one-car garage create a serene retreat designed for relaxation and enjoyment. Just moments from Village shops, acclaimed restaurants, and pristine ocean beaches, this exceptional compound offers both convenience and tranquility. Your East Hampton sanctuary awaits.

52 & 54 Fithian Lane, East Hampton

$8,500,000

3 Beds ⋅ 2.5 Baths ⋅ 11910781 MLS

Set along the quiet shoreline of Pipers Cove Bay in Shelter Island Heights, this west-facing waterfront retreat is tucked at the end of a private drive and has been thoughtfully reimagined by Heiberg Cummings, whose signature approach to layered design transforms the home into something both sophisticated and deeply connected to its surroundings. Every room on both levels is oriented toward the water, creating a constant dialogue between the interiors and the landscape beyond. Natural textures, a restrained palette, and carefully considered details allow the landscape to remain the focal point. The house unfolds around the view with a central wood-burning fireplace anchoring the open living room, kitchen and dining space. Glass doors open onto a series of waterfront decks, blurring the line between indoors and out and offering a front-row seat to the island's spectacular western sunsets. The primary suite occupies the main level, complete with an en-suite bath and private waterfront terrace. Downstairs, two bedrooms and a full bath are complemented by a generous waterfront den and library, creating an inviting second living space with uninterrupted views across the cove. On the opposite side of the den, a shaded terrace offers another quiet place to read, relax, or escape the afternoon sun. Outside, the property reveals itself one destination at a time. Multiple outdoor living spaces, perfect for hosting summer dinners on the terrace overlooking the water, or sunset cocktails in the private beach garden with two fire pits and a lantern lit dining area. Fully equipped beach bar , integrated outdoor sound system disappears into the landscape. Mooring rights for a vessel up to 40 feet make it easy to explore the surrounding waters before returning home for sunset. Private, thoughtfully designed, and deeply connected to the water, this is a home that captures the quieter side of the East End, where mornings begin on the beach, afternoons are spent on the water, and each day ends with the sun setting over Pipers Cove Bay. Residents also enjoy access to the Shelter Island Heights community tennis courts, while the Ferry, Marie Eiffel Market, Leon 1909, and the Heights' shops and waterfront are all just a short distance away, placing some of the island's favorite destinations within close proximity.

3 Bevan Pl, Shelter Island

$8,250,000

6 Beds ⋅ 7.5 Baths ⋅ 11566174 MLS

Beautifully appointed Transitional style home in a wonderful south-of-the highway location. Recently renovated to perfection, features include an open great room with vaulted ceilings, stunning eat-in kitchen and dining area, 6+ bedrooms, 6.2 bathrooms, three fireplaces, finished lower level with den, gym, bedroom and bathroom, and an attached three car garage. The professionally landscaped property surrounds the heated gunite pool, pool house and cabana. The perfect retreat in a fabulous Hampton's location! Just listed!

25 Swans Neck Lane, Water Mill

$7,900,000

7 Beds ⋅ 5.5 Baths ⋅ 11397551 MLS

New to the market! Sited on 1.9 gorgeous acres on Georgica Pond, this expansive 6,200 square foot French Country Estate is a one of a kind offering that's not to be missed, featuring 7 bedrooms, 5.5 bathrooms, and generous living/entertaining space indoors and out. A perfect oasis for the creative visionary seeking an inspiring setting. Here you'll enjoy blissful grounds graced by tall trees, lush shrubbery and pristine landscaping, a freeform 70' long gunite swimming pool and beautiful stone patios for private outdoor pleasure. A large grassy play area is an ideal attraction, or lounge and converse by the pool. Interiors are bathed in light from generous arched and oversized windows as well as glass doors, while vaulted beamed ceilings, rich wood flooring, detailed woodwork and stucco accent walls lend warmth and elegance. Beyond the gracious, airy entry foyer rests a soaring two story living room centered by a striking floor-to-ceiling fieldstone fireplace for gathering around with family and guests. French doors open to the patio and pool area as well as a round dining/sitting pavilion enveloped by glass, framing picturesque views. Other highlights include a junior guest suite on the main level, and divine primary suite tucked in a serene second floor "tower". This retreat, with a private terrace, overlooks Georgica Pond and the pool, and features a spa-like bath with dual sinks, marble floor and glass shower. Four additional bedrooms, two full baths, and laundry complete the guest wing. As alluring is the separate loft studio with bath and heated storage above the three car garage! Take your paddle board or kayak out on the pond via an enchanting private pebble pathway, daydream on the bench gazing out at nature's beauty, or enjoy all that the village has to offer including ocean beaches and local amenities right nearby. This south of the highway stunner is a must see!

112 Georgica Close Road, East Hampton

$7,850,000

4 Beds ⋅ 5.5 Baths ⋅ 11797500 MLS

Secreted within a hidden, private Hamptons enclave, minutes from three of the most coveted East End villages, discover "SkyBox," a once-in-a-lifetime opportunity to live in a secluded, published work of modern art, an artist compound like no other. This award-winning Water Mill creation, by the world-renowned team at 1100 Architect, is a hillside sculpture floating effortlessly on close to 10 acres of the highest elevation anywhere in eastern Long Island, affording 360-degree views of lush farmland, the polo fields and the Atlantic Ocean. The home has 4 bedroom suites over three levels of carefully considered details and views from every window. The property also includes a sculptural pool pavilion and a professional clay tennis court that seem to emerge from their natural surroundings, plus there is potential opportunity for subdivision. SkyBox, with all its sylvan wonder and jaw-dropping views, refers directly to the Hamptons' history as a retreat for artists and creatives of all kinds. Now you can be one of them. SkyBox spreads out over two floors plus a foyer level, each floor becoming more lavish as you ascend towards the crowning jewel of the rooftop deck. The entry impresses with curved architectural elements, and this floor also encompasses a sophisticated thousand-bottle wine room with integrated tasting table plus laundry and a windowed flex space for a potential gym/4th bedroom. The bedroom level has a spacious primary suite with a separate dressing area and steam spa shower. There is a light-filled landing with a fabulous gallery lounge/media den, plus two spacious ensuite guest bedrooms, currently being used as art studio spaces. This floor is wrapped in an ingenious exterior fiberglass screening, filtering the light gorgeously. The floating staircase takes you up to a truly stunning upper living level, surrounded by floor-to-ceiling windows with motorized sun shades; there are treetop sky & water views in every direction. The central atrium provides dramatic interest, leading to a conversation den, the great room and formal dining. The open kitchen with breakfast nook has built-in cabinetry & luxury appliances. A spiral atrium stair is your portal to the rooftop deck, the ultimate feature of Skybox, with unbelievable panoramic ocean views, a built-in wet bar, and 560 square feet of entertaining space. Other areas of the property include the masterful pool pavilion, also designed by 1100 Architect, beautifully incorporating warm wood with the steel pergola and 15x50 heated Gunite infinity pool and separate spa, evoking a timeless feel of California modernism. There is a chic full pool bath here as well as a separate cabana lounge, outdoor kitchen, & fire pit. Just beyond lies the Har-Tru tennis court with courtside lounge, and a freestanding two-car garage. By far, this is the best value in the Hamptons for improved land with significant architectural pedigree, priced far below replacement value. Potential for further expansion, subdivision or family compound. The location is an East End trifecta: easy access to three prime villages, ocean and bay beaches, and farm fields. Living at SkyBox is like living in a breathtaking work of modern art: now it can be yours.

1052 Noyac Path, Water Mill

$7,795,000

5 Beds ⋅ 5.5 Baths ⋅ 11781231 MLS

OPEN HOUSE PREVIEW: FRIDAY, MAY 22- MONDAY, MAY 25 FROM 1:00 PM TO 5:00 PM EACH DAY. Set on nearly two private acres with 177 feet of prime Cayuga Lake frontage, this extraordinary waterfront estate offers a convergence of modern engineering and resort level luxury just minutes from Ithaca and Cornell University. Conceived as a legacy property, the 6,408 square foot residence was constructed with poured concrete walls, double insulation, geothermal lake sourced heating and cooling, radiant heated floors, and a lifetime-limited warranty Grand Manor roof, creating a home of exceptional efficiency and craftsmanship. A gated entrance and granite curbed drive lead to the lakefront residence, where stonework, copper gutters, and Marvin window systems establish a timeless aesthetic. Inside, four panel Marvin glass doors disappear into the walls, opening the great room seamlessly to panoramic lake views and outdoor living spaces. The custom chef's kitchen is appointed with Sub Zero refrigeration, Wolf range and oven, Miele appliances, custom cabinetry, granite surfaces, and a handcrafted copper hood. Hubbardton Forge lighting, custom millwork, Sonos audio, Lutron lighting, and security and surveillance systems elevate the home throughout. Designed equally for relaxation and entertaining, the property features two wood burning fireplaces, a hidden wine cellar, recreation room with custom game table, lock out guest bunk suite with full kitchen, dual laundry rooms, and a primary suite with copper soaking tub, steam shower, waterfall views, and remote-controlled blinds. Outdoor amenities rival a private resort with a pergola featuring retractable shade, outdoor kitchen and shower, illuminated waterfalls and dock lighting, permanent boat and jet ski lifts, Trex docking, irrigation systems, and a custom porch swing overlooking the water. The deep water dock accommodates a 35 foot Sea Ray cruiser. The offering includes a separate approved parcel across Taughannock Boulevard, presenting future expansion or development potential. Offered turnkey furnished, with boat available separately, this is one of Cayuga Lake's most compelling and irreplaceable waterfront estates.

1371 Taughannock Blvd, Ithaca

$7,750,000

4 Beds ⋅ 5.5 Baths ⋅ 11638842 MLS

Dating to circa 1765, with walls originally constructed from the ballasts of ships, and sympathetically modernized in 2012, this graceful 4-bedroom former manse of the Old Whaler's Church offers impeccable style and irreplaceable character at a coveted address in the heart of Sag Harbor Village. Period architectural details in the Egyptian Revival style with a whaling motif, matching that of the church, remain beautifully preserved from an addition in the mid 1800s by Minard Lafever, designer of the iconic Old Whaler's Church. The home opens on a grand 50' hallway of brick, waxed, Venetian plaster, dentil molding, and the original wide plank, pumpkin pine floors. The living room and dining room, each adorned with fireplaces and Lafever's authentic moldings, flank the entry and profit from the natural light of nearly full height windows which open to the charming front porch. The entry hallway leads to the spacious and supremely stylish eat-in kitchen with bay window breakfast nook, island seating, and custom cabinetry by Dereyk Patterson, crowned by a handmade La Cornue Chateau range in Lafayette Blue. The open kitchen flows into a sitting room with fireplace. A second sitting room with French doors opens onto the elevated, rear dining deck, overlooking the heated, gunite, 30' lap pool and outdoor shower, all screened by mature hedges and landscaping. An en suite guest bedroom and powder bath complete the main level. Upstairs, the bright master suite offers walk-in closets and a luxurious Moroccan tile bath with dual vanity, free standing tub, and shower. A bright office off the landing and two en suite bedrooms complement the master. The third floor has a cedar room and storage space. The partially finished lower level has a sitting room with the original kitchen's oven, full bath, laundry room, and wine room. Central vacuum system and radiant heating in select rooms. Convenient to all the charms of Sag Harbor Village, this is a rare opportunity to own a fully renovated, trophy home of exceptional character and design.

12 Suffolk Street, Sag Harbor Village

$7,500,000

6 Beds ⋅ 8.5 Baths ⋅ 11680324 MLS

Welcome to this spectacular, newly constructed custom home located at 10 Springs Fireplace Road in East Hampton, NY. Situated on a sprawling 0.81 +/- acre lot, this exceptional property offers the ultimate blend of elegant design and premier indoor-outdoor entertaining spaces. Spanning nearly 4000 square feet of meticulously designed above-grade living space complimented by a fully finished basement, this home boasts 6 generous bedrooms and 7 full bathrooms with 2 half baths. The exterior radiates classic Hamptons sophistication with premium Alaskan Yellow Cedar shingles and sleek Marvin aluminum-clad black windows. The main level is crafted for effortless living, featuring a formal living room anchored by a direct vent gas fireplace, a spacious dining area, and a state-of-the-art kitchen complete with a walk-in pantry and a dedicated appliance garage. The first floor is rounded off by the primary suite, with walk in closet, spa like full bathroom with soaking tub and private patio. The second floor features a junior primary suite with private IPE deck overlooking the back yard. There are an additional 3 en-suite bedrooms and a convenient upper-level laundry room. The finished lower level dramatically expands your living footprint, offering a vast recreation room, a sixth bedroom, two full baths, and a secondary laundry area. All bathrooms have Robern medicine cabinets and custom designer wall sconces. Outside you will discover a true backyard oasis. The grounds center around a stunning gunite pool with gunite spa, framed by elegant stone terraces. Entertain year-round in the spectacular open-air pavilion (which has the option for fully automated screens), a gas fireplace, and a dedicated pool bath. Additional exterior amenities include an outdoor shower, deep covered porches. The covered porch off the kitchen features a 40" stainless steel grill with sink. There's also a detached 2-car garage featuring integrated solar panels. Experience the pinnacle of East Hampton luxury living.

10 Springs Fireplace Rd, East Hampton

$7,499,999

6 Beds ⋅ 7.5 Baths ⋅ 11777653 MLS

Welcome to 19 Holly St, Montauk - a newly constructed luxury residence of exceptional caliber, privately nestled within the coveted Hither Woods community and accompanied by deeded beach rights, including exclusive parking access and gate keys to several private ocean beaches along Old Montauk Highway. Scheduled for completion this summer, this extraordinary coastal retreat presents a rare opportunity to acquire a newly built legacy property in one of Montauk's most prestigious and tightly held enclaves. Set gracefully within a tranquil wooded setting and spanning more than 7,730 square feet of meticulously curated living space, this 5+ bedroom, 6 full bathroom, 2 half bathroom estate - complete with dedicated office space and an exquisite library/reading room - has been masterfully designed to embody understated opulence, architectural balance, and refined coastal sophistication. A serene white oak palette flows seamlessly throughout the residence, establishing an atmosphere of warmth, tranquility, and timeless elegance. The thoughtful interplay of natural wood, expansive glass, and hand-selected stone creates an elevated aesthetic that feels both modern and enduring. Grand-scale living areas are accentuated by soaring ceilings and dramatic walls of glass, allowing natural light to pour effortlessly through the home while creating an extraordinary sense of volume and openness. Every inch of the residence has been designed with uncompromising attention to detail. The spectacular chef's kitchen is outfitted with Wolf and Sub-Zero appliances and complemented by a beautifully appointed butler's pantry, seamlessly connecting the home's expansive entertaining spaces. Multiple indoor and outdoor living environments, two peaceful private courtyards, and a stunning second-floor terrace create an effortless flow between luxury living and Montauk's natural beauty. The primary living experience is further elevated by a fully finished lower level, hydronic heating, four-zone central air conditioning, a gas fireplace, 400-amp electric service, and a spacious two-car attached garage. The residence is also thoughtfully pre-wired for a future whole-house generator, EV charging capability, and an integrated sound system throughout. Curated finishes of the highest caliber define the interiors and exterior alike, including premium travertine and limestone selections, cedar roofing, custom wood detailing, and distinguished Newport Brass and Kohler plumbing fixtures - each element selected to create a cohesive and enduring luxury experience. The outdoor setting rivals the interiors in both beauty and execution. A spectacular fully heated gunite pool spanning nearly 650 square feet anchors the resort-style grounds, surrounded by over 2,000 square feet of decking, ambient landscape lighting, lush sod landscaping, and a striking oak pergola complete with a fully equipped outdoor kitchen designed for elevated entertaining beneath the Montauk sky. Crafted by AGC Construction - regarded as Montauk's most respected builder - this residence reflects a level of craftsmanship, execution, and luxury rarely brought to market. Perhaps most compelling is the extraordinary value proposition: the opportunity to acquire newly constructed luxury of this scale, finish level, and pedigree at approximately $970 per square foot - an offering that is becoming increasingly rare within the Montauk market. 19 Holly St is not simply a home; it is a statement of lifestyle, design, and permanence - a generational coastal estate where modern luxury and timeless Montauk beauty exist in perfect harmony.

N/C Holly St, Montauk

$7,395,000

5 Beds ⋅ 4.5 Baths ⋅ 11791168 MLS

Experience the best of Amagansett living in this exquisite classic residence, thoughtfully designed for both refined comfort and effortless entertaining. Encompassing approximately 4,600 square feet, this 5-bedroom home by John Hummel & Associates seamlessly blends timeless architecture with modern amenities and elevated finishes throughout. Privately sited down a deep, gated flag lot, the property unfolds into a beautifully landscaped setting of lush gardens, mature trees, and an expansive lawn-creating a rare sense of seclusion and a truly magical outdoor oasis. Inside, a dramatic double-height living and dining room anchored by a wood-burning fireplace is bathed in natural light, offering an airy and inviting atmosphere ideal for both intimate gatherings and larger-scale entertaining. The gourmet kitchen is appointed with top-of-the-line appliances, generous counter space, and effortless flow to the main living areas. Just beyond, a screened porch overlooks the pool, offering a seamless extension of indoor-outdoor living-perfect for morning coffee or evening unwinding in every season. The first floor features a luxurious primary suite, along with an additional en-suite guest bedroom, providing both privacy and convenience. Upstairs, two additional bedrooms and a charming balcony overlook the serene backyard, creating a peaceful retreat for family and guests alike. The finished lower level adds exceptional versatility, featuring a spacious playroom, guest bedroom, laundry room with two sets of washers and dryers, a wine cellar, and cedar closet. Outdoors, the property is designed for resort-style living, complete with a gunite pool and spa, outdoor shower, fully equipped outdoor kitchen, and thoughtfully integrated exterior lighting that transforms the grounds into a warm and inviting evening setting. A detached garage provides additional storage and convenience. Whether as a year-round residence or a summer escape, this Amagansett hidden gem is moments from pristine ocean beaches, farm stands, the village, and iconic Amagansett Square-offering a rare opportunity to own in one of the Hamptons' most coveted enclaves.

9 Old Montauk Highway, deep flag lot, Amagansett

$6,995,000

11943323 MLS

In Watermill, one half mile from Mecox Bay a unique opportunity to be only the third owner of a 1937 farmhouse on a farmer's acre overllooking 70 unobstructed acres of pristine farmland. The first level consists of an entry hall, one bedroom, one bathroom, a living room with a wood burning fireplace, dining room, office, eat-in kitchen, laundry room attached to a two car garage and a family room adajcent to a patio. A second level has a large primary suite with a second fireplace and ensuite bath. There is a seond bedroom with an ensuite bath as well as a third bedroom and bathroom. The kitchen has a Traulson refridgerator and Gaggenau oven and dishwasher. The house has central air, central vac and a security system. There is a full basement with a McClain furnace, two hot water heaters, a sump pump and a smart water shut-off system. The lush exterior is full of mature trees and plantings as well as a secluded 18 by 45 foot inground gunite pool. The house is on a corner lot with double setbacks and two driveways with room for further expansion.

18 Horsemill Lane, Watermill

$6,995,000

4 Beds ⋅ 4.5 Baths ⋅ 11328304 MLS

89 Cobb Road is a gorgeous, fully renovated farmhouse located South of the Highway in Water Mill, NY and just 1 mile from Flying Point Beach. This chic Hamptons classic home encompasses 4 bedrooms, 3.5 baths, a cozy living room and two indoor dining areas. Additionally, there is a separate structure with a beautifully appointed newly renovated studio with vaulted ceilings, full bath and garage below. Spend long summer days in the verdant gardens with your friends and family. Rest and relax by the inviting gunite pool, surrounded by a stone patio that's set up for both dining and lounging. At the front of the house, curl up with your favorite book on the wrap-around porches offering a serene spot to savor the picturesque surroundings. As you enter, you'll be greeted by a meticulously designed light filled living space, where every detail has been thoughtfully considered. Culinary enthusiasts will delight in the modern kitchen complete with Wolf and Sub-Zero appliances and an authentic brick wood-burning pizza oven, adding a touch of gourmet flair to your dining experiences. The existing main residence offers ample space for relaxation and rejuvenation however, this offering also includes plans to create an additional 1400 +/- SF to the already spectacular farmhouse making this property even more fabulous than it already is! When it's time to venture out, you'll find yourself mere minutes from the pristine shores of Mecox Bay, the Atlantic Ocean and Southampton Village shopping, galleries, and restaurants, offering an abundance of outdoor activities and natural beauty. Don't miss the opportunity to make this enchanting property your own and discover the allure of 89 Cobb Road.

89 Cobb Road, Water Mill

$6,950,000

5 Beds ⋅ 4 Baths ⋅ 11654587 MLS

Situated on prestigious Suffolk Street, this early 1800s Georgian residence represents the pinnacle of Sag Harbor Village living. Meticulously restored to honor its historic soul while integrating modern sophistication, the home offers a seamless blend of period detail and contemporary luxury. The front elevation, featuring classic 6-over-6 windows and a striking entry with original sidelights, gives way to an interior defined by grandeur and light. Beyond the threshold, two double-sized parlors exude an air of effortless sophistication, perfect for both formal entertaining and quiet reflection. The heart of the home is the newly renovated, sun-filled eat-in kitchen, which serves as a bridge between the residence's historic roots and its modern, functional design. Custom French doors open to a private, terraced garden, creating a seamless indoor-outdoor flow ideal for al fresco dining. This outdoor sanctuary is anchored by a heated Gunite pool and framed by lush, manicured landscaping, offering a rare level of seclusion and tranquility in the center of the Village. Spanning 3,400 SF +/- with five bedrooms and four bathrooms, the property's layout is as practical as it is elegant. Unique to this location, the home includes coveted off-street parking accessible via Amity Street, providing a level of convenience seldom found in historic Village properties. Every detail, from the freshly painted facades to the impeccably maintained finishes, has been curated to meet the highest standards of luxury. Located mere moments from the world-class dining, boutiques, and the waterfront that define Sag Harbor, this residence is more than a home-it is a piece of history. This is a rare opportunity to acquire a distinguished estate on one of the Hamptons' most sought-after streets.

9 Suffolk Street, Sag Harbor Village

$6,950,000

4 Beds ⋅ 4 Baths ⋅ 11614679 MLS

Discover the beauty of Lake Montauk from this impressive lakefront estate, offering sweeping water views and generous living spaces throughout. Completely renovated in 2014, this home has 4 bedrooms, 4 full bathrooms, and multiple bonus rooms, and provides exceptional flexibility for luxurious coastal living. The main level features a large open kitchen, living, and dining area, each room showcasing stunning views of the lake. Two versatile bonus rooms-ideal for a den and home office-add convenience and functionality. A full bathroom and a laundry room complete the first floor. This level also includes a spacious attached garage, offering ease and practicality for year-round living. Below, a full basement provides substantial storage space and presents an excellent opportunity to be finished in the future for additional living area if desired. The upper level is anchored by a serene primary suite overlooking the water, offering breathtaking vistas. Three additional guest bedrooms and two guest bathrooms provide ample space for visitors. Three extra rooms on this level offer endless possibilities-use them as a media room, gym, or studio. Step outside to an expansive patio, featuring a covered section with an outdoor fireplace, perfect for year-round entertaining. An outdoor shower adds a classic coastal touch. A private, easy path leads directly to the beach, making it effortless to launch kayaks, paddle boards, and more. A private mooring completes this exceptional waterfront offering, providing convenient access for boating enthusiasts.

278 West Lake Drive, Montauk

$6,750,000

6 Beds ⋅ 6.5 Baths ⋅ 11651344 MLS

A rare pond front offering in Bridgehampton South. Set on 0.92± acres overlooking picturesque Kellis Pond, this impeccably maintained three level 6,200± square foot gated traditional-style home delivers a compelling blend of scale, elegance, and waterfront serenity. The home opens to a dramatic double-height foyer and flows into a sun-filled living room with fireplace. A bright eat-in kitchen with top of the line appliances and breakfast nook anchors the main level, complemented by a sophisticated library with soaring stone fireplace, formal dining room, and butler's pantry-ideal for entertaining at any scale. Six bedrooms include a first floor junior primary suite, a grand second floor primary suite with private deck overlooking the pond, plus six and one-half baths throughout. The finished lower level expands the lifestyle offering with a den with fireplace, wine storage, flexible bedroom or office with full bath, and a versatile recreation, gym and storage area too. An elevator services all three levels. Outdoors, beautifully landscaped grounds frame a heated gunite pool, expansive bluestone patios, full bathroom, and tranquil pond views with the use of a shared dock. An attached two-car garage completes the property. Moments to Bridgehampton Village shoppes, acclaimed restaurants, transportation, and ocean beaches. A truly special waterfront opportunity.

7 Kellis Way, Bridgehampton

$6,495,000

6 Beds ⋅ 6.5 Baths ⋅ 11624719 MLS

Newest offering by Eminate Development | An increasingly rare waterfront estate with a grandfathered private dock-an amenity that simply cannot be replicated today. Set on just under an acre in a secluded private bay beach enclave, this exceptional retreat is defined by its direct access to the water, protected dockage, and approval for waterside swimming pool make it truly irreplaceable. Approached by a winding drive, the residence reveals a charming, storybook cottage façade that opens into the scale and refinement of a luxury beach house. Classic cedar shingles, a cedar shake roof, and copper gutters set a timeless tone, while inside, sun-drenched living spaces with wide-plank 8" white oak floors are oriented entirely toward the water. Lush grounds gently descend to the private dock, offering effortless access to paddleboarding, boating, and serene waterfront living-right from your own backyard. The main living area is anchored by a gourmet chef's kitchen featuring Carrara marble countertops, handcrafted cabinetry by Bucks County Custom Cabinetry, Sub-Zero and Wolf appliances, wine and beverage refrigerators, Shaw sinks, a butler's pantry with laundry, and a masonry fireplace. Walls of glass frame the waterfront backdrop, while an oversized Ipe deck extends the living space outdoors-perfect for sunset dinners and outdoor entertaining. The primary suite is a tranquil waterfront sanctuary with soaring double-height ceilings, a cozy fireplace, private deck access, a custom walk-in closet, and a spa-inspired bath with wet-room style shower and tub, plus a separate water closet. The main level also includes a junior suite, two additional en suite bedrooms (one with exterior access), a powder room, and a flexible lounge or sitting area. On the waterside lower level, expansive sliding glass doors open directly to the landscaped grounds, with space for a permitted pool and spa. This level features an oversized media room with wet bar, a second laundry room, two additional bedrooms, two full baths, and substantial storage ready for customization. Life here revolves around the water-launch your boat from your private dock, paddle at sunrise, stroll the shoreline, or unwind on the roof deck as the sky ignites with sunset. Additional dockage is available at the private marina, along with access to a lifeguarded sandy beach and close proximity to East Hampton's iconic waterfront dining destinations. A once-in-a-generation opportunity to own true waterfront with existing dockage-where endless summer days are not just imagined, but lived.

206 Waterhole Rd, East Hampton

$5,999,000

4 Beds ⋅ 4 Baths ⋅ 11933227 MLS

Set in the heart of Sag Harbor Village, just one block from Main Street, this Greek Revival-style townhouse at Watchcase offers the privacy and scale of a single-family residence with access to an exceptional suite of luxury amenities. Spanning approximately 3,509 square feet of interior space across four levels, with an additional 724 square feet of exterior space, the residence features four bedrooms, four bathrooms, a private elevator, one-car garage, and a spacious wraparound terrace with an outdoor shower. A welcoming entry porch opens to a gracious foyer and an expansive open-concept living and dining area with a fireplace. French doors lead to the terrace, creating a seamless connection between indoor and outdoor living. Also on this level is a versatile den that can serve as a home office or guest bedroom, along with a full bathroom. The second floor is anchored by a generous primary suite featuring walk-in California Closets and an en-suite bathroom with both a soaking tub and separate shower. Two additional guest bedrooms share a full bath, while a comfortable sitting room with its own fireplace provides another inviting space to relax. The finished lower level offers exceptional flexibility, with a mudroom, an additional bedroom or recreation space, a full bathroom, a wet bar, laundry, generous storage, and convenient access to the Watchcase Pool Pavilion and its extensive amenities. On the garage level, the residence includes a private one-car garage within Watchcase's secure, keyed-entry parking facility. Inspired by Sag Harbor's turn-of-the-century sea captains' homes, beachside bungalows, and village cottages, the Watchcase townhouses combine historic character with modern luxury. This residence offers the best of both worlds: the space, privacy, and comfort of a private home together with the convenience and services of one of Sag Harbor's most distinctive residential communities. Watchcase is ideally located just one block from the shops, restaurants, and charm of Main Street and only two blocks from Sag Harbor's deep-water harbor. The community comprises 63 residences, including factory lofts and penthouses, townhouses, and bungalow condominiums. Owners enjoy an extensive amenity package that includes concierge service, superintendent and porter services, the Watchcase Pavilion with saltwater pool, fitness center, yoga studio, locker rooms with sauna, spa treatment room, and an events lounge with fireplace and catering kitchen. The grand lobby living room features the Vault Bar and a dramatic two-sided fireplace. Watchcase Residences have also demonstrated strong rental appeal, with an exclusive rental program designed to make ownership and leasing seamless. Its distinctive architecture, comprehensive amenities, prime Sag Harbor Village location, and effortless lifestyle continue to appeal to both year-round and seasonal tenants. Monthly common charges: $4,972.45 Annual real estate taxes: $5,458.99

25 CHURCH ST Watchcase, Sag Harbor

$5,995,000

7 Beds ⋅ 7.5 Baths ⋅ 11688974 MLS

Minutes from the bustle and charm of Sag Harbor Village, set on an exceedingly private and gated acre-plus flag lot with mature hedges, this immaculate 7 bedroom, 6500 square foot traditional checks all the boxes of a quintessential Hamptons summer home with a heated, gunite pool and spa, exceptional outdoor spaces, lined with hydrangeas, built-in BBQ grill kitchen, and an expansive finished lower level. Through the automated gate, a tree-lined approach leads to the handsome, white, shingled traditional with an attached 2-car garage. Adorned with shiplap, the bright, full height foyer creates a dramatic first impression. With lovely indoor and outdoor flow, the open concept floor plan offers a gourmet eat-in kitchen with an adjacent living room with fireplace and sitting area, with two sets of French door leading to the covered porch overlooking the pool area and rear grounds. A formal dining room with passthrough wet bar and wine storage serves the kitchen. A guest bedroom suite, pool full bath, foyer powder bath, expansive mud room, laundry room, and two-car garage completes the main level. Upstairs has a generous primary suite with luxurious bath including a freestanding tub and floating dual vanity. Three spacious en suite guest bedrooms supplement. The finished lower level features a gym, recreation area, and two bedrooms. Unique opportunity to own a turnkey home of excellent quality on a private acre-plus flag lot with a heated, gunite pool and spa and outdoor spaces fit for summer in the Hamptons.

5 Rogers Court, Sag Harbor

$5,995,000

4 Beds ⋅ 4.5 Baths ⋅ 11679842 MLS

Perched on the crest of Chatfield Hill, the highest point in Sag Harbor Village, sits "Harborview"-an award-winning modernist retreat with incredible pedigree & unbeatable big water views. From this secluded vantage point, the home offers a breathtaking view of Sag Harbor Bay, capturing the shifting blues of the water and the golden transit of the sun, all from a jaw-dropping mid-century masterpiece unlike anything else in the Village. Originally envisioned by architect Bob Gilchrist as a "glass house" pavilion, the residence is a study in the harmony of opposites: texture and light. The 3,000+/- sq. ft. interior is a continuous gallery of light, where soaring mahogany ceilings, finished in a luminous white, float above pale floors and original marble walls. The spirit of the 1960s "Ultramodern" movement has been meticulously curated for the contemporary eye. There is floor-to-ceiling glass everywhere, including the stunning primary suite and 3 guest bedrooms surrounded by green specimen gardens. The heart of the home is an expansive great room anchored by a signature concrete fireplace, where massive windows invite the bay views inside as a living work of art, basking in the glow of the five original skylights. The water views continue from the expansive dining room and chef's kitchen, recently renovated with cool blue handmade cabinetry that vibes with the original architecture. This is a house that breathes; a space celebrated by The New York Times for its effortless cool. A highlight: down a striking open staircase, find a killer lower den & entertainment zone, with a wet bar & separate bath in black marble. The transition to the outdoors is seamless: the heated pool and tiered lounging areas are framed by mature greenery and original breeze block walls, offering a secluded theater for viewing the vibrant harborfront sunsets. Other features include a circular drive with a two-car attached garage and a large storage space ready to be reimagined as a chic media lounge or library.

31 Carver Street, Sag Harbor Village

$5,795,000

6 Beds ⋅ 8.5 Baths ⋅ 11515055 MLS

Scheduled for completion in Spring 2027, this soon-to-be-built 6-bedroom, 7 bathroom home will offer an inspired blend of timeless Hamptons style and modern sophistication. Sited just moments from East Hampton Village, the home is thoughtfully designed to deliver 4,476 square feet of luxury living, surrounded by professionally landscaped grounds and crafted with steadfast attention to detail. The exterior features natural cedar shake siding and a matching roof, creating a coastal aesthetic that's both classic and enduring. Inside, wide-plank natural white oak flooring will flow throughout light-filled spaces framed by high-performance glass package. The kitchen will be a chef's dream-equipped with Sub-Zero, Wolf, Miele, and Bosch appliances-while custom white oak vanities, natural stone countertops, and a sleek gas fireplace add refined warmth throughout the home. A finished 1,390-square-foot lower level will offer flexible space ideal for a media lounge, home gym, or wine cellar. All six bedrooms are designed as private retreats with en suite baths, thoughtfully laid out for both hosting and everyday living. The outdoor experience will be equally luxurious. Anchoring the exterior living space will be a heated 20' x 32' Gunite pool with a retractable cover, complemented by a well positioned pool house enhanced by a full bathroom. A natural stone patio invites alfresco entertaining, while a detached two-car garage will provide ample space for vehicles and storage. Located in a coveted East Hampton neighborhood within close proximity to ocean beaches, village shops, and world-class dining, this exceptional new construction represents a rare opportunity to own a legacy-quality home in one of the East End's most desirable locations. Exclusive, By Appointment Only.

14 Miller Lane, East Hampton

$5,295,000

7 Beds ⋅ 7.5 Baths ⋅ 11654700 MLS

Introducing a breathtaking East Hampton contemporary sanctuary tucked away at 147 Old Northwest Road. A blend of Modernist stature and Post Modern flourish, this 7-bedroom published architectural gem sprawls across 7178 square feet on a lush 7-acre gated estate, providing unmatched seclusion and serenity. Adjacent to a 46-acre forever green reserve, this sophisticated oasis redefines opulent living, offering a glimpse into the future of luxury by updating a classic Hamptons design that will never go out of style. Upon entering, natural light floods the living spaces through oversized windows and skylights, illuminating the manicured landscaping outside. The foyer leads to a living room with soaring ceilings, a dramatic domed skylight, and an oversized fireplace, creating an intimate ambiance for gatherings. The main level also features a spacious kitchen, formal dining room, solarium, cozy media room, and an opulent master suite with a fireplace, sauna, and private outdoor decks. The second floor boasts two en-suite guest bedrooms connected by a 40' long walkway, while the finished lower level offers a well-appointed library/office, separate gym, and a game room plus three additional guest bedrooms, each with their own exterior entrance. Outdoors, a stunning Modernist pool pavilion, 50' X 20' gunite pool, jacuzzi, all-weather tennis court, and luxe outdoor kitchen set the stage for lavish entertainment amongst mature plantings and specimen trees. A two-car garage and storage space complete this bucolic retreat. Room for pickleball. Nestled in seclusion yet minutes from the coveted villages of East Hampton and Sag Harbor, this residence embodies an alluring blend of modernist sophistication and tranquil natural beauty, the ultimate in luxurious contemporary Hamptons living.

147 Old Northwest Road, East Hampton

$5,250,000

6 Beds ⋅ 5.5 Baths ⋅ 11927950 MLS

This custom-built 5000+sf waterview residence offers a rare combination of scale, thoughtful design, and modern coastal living in Montauk. The home features 6 bedrooms and 5.5 bathrooms, including four ensuite bedrooms, delivering flexibility for full-time living or a high-end retreat. Interior living space spans three levels with a finished lower level (1482sf) ideal for additional recreation and gym use, a 1509sf main level, and a 1770sf second floor. A cathedral-ceiling great room anchors the main level, with oversized sliding doors that open directly to the lush yard, custom mahogany deck, sparkling 30x16 pool, and separate semi-recessed hot tub-creating a seamless indoor-outdoor flow. The kitchen is outfitted with a premium appliance package, complemented by European white oak engineered hardwood flooring throughout the main living areas. Climate control is handled by a high-efficiency VRF heat pump system providing year-round heating and cooling. Outdoor amenities include a 30' x 16' swimming pool, custom mahogany deck, and a separate semi-recessed hot tub, designed for both entertaining and everyday enjoyment. Additional features include an attached two-car garage (445sf) and a well-planned site layout. The primary bath is uniquely finished with a textured feature wall, freestanding soaking tub, matte black fixtures, a private water closet, and a stained wood vanity-delivering a clean, modern spa experience. A refined, move-in-ready offering in one of Montauk's most desirable neighborhoods. 25 S Duncan Dr is the latest offering from BuildWell, led by Evan Pargonas, reflecting a commitment to holistic design and construction that prioritizes sustainability and net-zero goals.

25 S Duncan Dr, Montauk

$5,250,000

4 Beds ⋅ 5.5 Baths ⋅ 11716567 MLS

An AIA Award-winning design by Lacuna Architecture Atelier, 9 Margarets Drive brings architecture, landscape, and natural light into remarkable harmony. Encompassing approximately 5,530 square feet, including a substantial finished lower level, the home offers four en-suite bedrooms, five full baths, and one half bath, with a design that creates a seamless connection between indoors and out. A soaring, light-filled great room unfolds beneath dramatic vaulted ceilings, where expansive walls of glass dissolve the boundary between interior and exterior spaces. A striking two-sided fireplace anchors the living areas, creating a natural dialogue between the home's architecture and surrounding landscape. At the heart of the residence, a chef's kitchen with top-tier appliances integrates beautifully with the living and dining spaces, equally suited to everyday living and entertaining. Custom white oak millwork and carefully selected finishes reflect the architectural vision of Gregory Thomas, known for exceptional craftsmanship and attention to detail, developed in collaboration with builder Sean Murphy. Each bedroom suite opens directly to the surrounding landscape, further reinforcing the home's connection to nature. Beyond the walls of glass, a 50' x 17' heated saltwater gunite pool anchors the outdoor setting, framed by expansive terraces and multiple lounge and dining areas. A beautifully appointed pool house with a full bath and outdoor shower, together with mature landscaping, creates exceptional privacy while preserving a sense of openness. The result is the ease and privacy of a refined private resort. Situated on a tree-lined street just moments from Shelter Island's beaches, marinas, and restaurants, 9 Margarets Drive offers a rare opportunity to own an architecturally significant residence defined by timeless design, natural beauty, and effortless indoor-outdoor living.

9 Margarets Drive, Shelter Island

$4,995,000

4 Beds ⋅ 3 Baths ⋅ 11584943 MLS

Tucked away on the shores of Fort Pond Bay, this well-kept 2,500 sq. ft. residence offers breathtaking water vistas and unforgettable sunsets. The first level features three bedrooms, two of which open directly onto a sheltered patio with panoramic bay views, along with a full bathroom. Upstairs, an expansive living room with a cozy wood-burning stove flows seamlessly into the dining area and fully equipped kitchen. Sliders open onto a generous wrap-around deck overlooking the water, perfect for entertaining or relaxing. The primary bedroom is also on this level with its own bath and private access to the deck, and there is an additional full bathroom on this floor for convenience. A versatile loft/office occupies the third floor, showcasing sweeping water views. Additional amenities include an attached garage for storage, an unfinished basement useful for storage, an outdoor shower, and direct water access ideal for kayaking or mooring a small boat out front. Just moments from the harbor and town center, this property is a rare Montauk retreat combining comfort, privacy, and unmatched sunsets.

58 Firestone Road, Montauk

$4,888,000

5 Beds ⋅ 5.5 Baths ⋅ 11945667 MLS

* More pictures coming on 8/23. Recently built new colonial with first floor master suite. This home features 5 bedrooms and 5.5 baths, a living room with stone fireplace, formal dining room, a gourmet kitchen with top-of-the-line appliances. Four car garage with stairs to bright high ceiling finished basement with full bath and gym. The kitchen flows into a comfortable family room and out to a covered porch and oversized paver patio designed for entertaining. 10 foot ceilings on main level and 9 foot on second story. Double boilers. Must see to believe.

36 MEADOW WOODS ROAD, Lake Success

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