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Featured Properties

$7,995,000
7 Beds 9 Baths 1034727 MLS
TO BE BUILT- COMING SOON to Water Mill-Still time to customize plans and colors Grand scale meets refined craftsmanship in this striking Post Modern estate, where 8,200 square feet of luxury unfolds across 1.08 impeccably landscaped acres in the heart of the Hamptons. Behind Hardi Plank siding and Azek trim, the interior reveals soaring 10-foot first-floor ceilings, five-inch oak floors throughout, and 400 Series Anderson divided-lite windows that bathe every room in sunlight. Seven generous bedrooms and eight-and-a-half baths deliver space for everyone, with radiant-heated bathroom floors adding a touch of everyday indulgence. The gourmet chef's kitchen anchors the home, showcasing a magnificent island crowned by a waterfall edge, ready for both intimate dinners and lively gatherings. When entertainment calls, retreat to the private theatre, work up a sweat in the gym, or unwind in the sauna. A dedicated wine closet keeps your favorite vintages within easy reach, while surround sound sets the mood in every corner. The finished basement, boasting nine-foot ceilings, expands your possibilities even further. Outside, a bluestone portico welcomes you home, and a 20-by-40 gunite pool tempts with a swim-up bench and sunbathing area. The poolside cabana, complete with a bathroom and game area, practically guarantees unforgettable summers. Thoughtful systems, including solar power, 300-amp service, and a three-car garage with high tracks, prove that quality runs deeper than looks. Moments from Bridgehampton's shops, golf courses, beaches, schools, and train- this exceptional residence invites you to experience Hamptons living at its finest....

165 Strongs Lane, Water Mill

$7,995,000
6 Beds 6 Baths 1015115 MLS
Tucked away at the end of a long private drive, hidden from view and unknown to many who pass nearby, this extraordinary waterfront estate offers a rare combination of privacy, history, and lifestyle in one of Rye’s most coveted neighborhoods. Originally built in 1856 as part of the area’s original homestead and thoughtfully expanded and enhanced over the years, the property spans 1.59 spectacular acres along Milton Harbor with direct access to Long Island Sound. A world apart from the ordinary, the 5,233-square-foot residence is surrounded by breathtaking gardens, mature specimen plantings, and a series of enchanting outdoor spaces that unfold from one destination to the next. Multiple terraces invite al fresco dining and entertaining—from morning coffee overlooking the water, to sunset cocktails by the pool, to gatherings at the dock as boats return from a day on the Sound. With six bedrooms, five full and one half baths, four garage bays, a waterside pool, and a private dock accommodating a vessel up to approximately 32 feet, the property delivers an unrivaled waterfront lifestyle. The setting evokes a distinctive “Bedford meets the water” feel—an uncommon blend of estate-like grounds, privacy, and natural beauty rarely found on the shoreline. While the home enjoys all the benefits of the vibrant Hix Park neighborhood community, it lives as its own private sanctuary. This is not a cookie-cutter property. It is for the buyer seeking something truly unique: a place with history, character, extraordinary land, stunning gardens, a dock, pool, water access, and a sense of discovery that cannot be replicated.

87 Hix Avenue, Rye

$7,995,000
4 Beds 6 Baths 1018047 MLS
Enter into timeless sophistication with this Modern Barn - a striking architectural statement set on 6+/- acres of lush, manicured grounds in the prestigious Water Mill South, with room for tennis. Perfectly positioned moments from world-class ocean beaches and village amenities, this Hamptons retreat with a 4.76+/- acre agricultural reserve wrapped around the property, offers 4 bedrooms, 4.5 bathrooms. Sleek, high-end appliances, generous prep space, and refined finishes make this kitchen a culinary centerpiece. Floor-to-ceiling Nano glass doors frame the heart of the home, creating expansive indoor-outdoor living space; Great for entertaining! Outdoors, a heated gunite pool with cascading waterfalls and a spa invites relaxation beneath the Hamptons sky. The primary suite serves as a private sanctuary, complete with a dedicated office. Upstairs, a sunlit lounge offers a sophisticated setting for leisure or entertaining, flanked by three luxurious ensuite bedrooms. The accessory structure enhances the property's appeal, featuring a cozy studio, an upper loft area, full bath, and inviting family room, connected to the 2-car garage. The unfinished lower level has potential for spacious overflow space, including a gym, a media room and 2 additional bonus rooms. Thoughtfully curated in modern design, this South of the Highway residence embodies Hampton's Luxury and includes exponential opportunities on the agricultural reserve. The residential home sits on 1.21+/- acres and the agricultural reserve is an overall 4.76+/- acres, which completes this package, offering a total of 6+/- acres.

104 Osprey Way, Water Mill

$7,995,000
5 Beds 5 Baths 1013521 MLS
MUTTONTOWN. Set on nearly four private acres directly across from the renowned Muttontown Preserve, this recently built architectural masterpiece masterfully captures the timeless grandeur of Long Island's Gold Coast while embracing the sophistication and conveniences of modern luxury living. Constructed by one of the North Shore and Hamptons' premier luxury builders, this exceptional stone and stucco estate showcases unparalleled craftsmanship, exquisite finishes, and resort-style amenities throughout. Approached by impeccably landscaped grounds featuring rolling lawns, mature specimen trees, vibrant gardens, three cascading waterfalls, and complete privacy fencing, the residence offers a truly breathtaking setting. Four porches, a wraparound patio, and a fully equipped outdoor kitchen create seamless indoor-outdoor living and entertaining spaces. Inside, a sun-drenched two-story foyer introduces soaring ceilings, elegant architectural details, and refined finishes at every turn. The home offers five spacious bedrooms, including luxurious primary suites on both the first and second levels, along with four full and one half baths. Exquisite features include extensive custom millwork, 18-inch crown moldings, mosaic-inlaid stone flooring, designer lighting, custom built-ins, radiant heat, and multiple gas fireplaces that create warmth and ambiance throughout the home. The gourmet chef's kitchen blends modern Tuscan-inspired design with top-tier functionality, featuring Wolf and Sub-Zero appliances, an oversized center island, beverage station, walk-in pantry, and sunlit breakfast area overlooking the grounds. A banquet-sized dining room highlighted by a dramatic contemporary fireplace provides the perfect setting for elegant entertaining, while the private home office offers a peaceful retreat with picturesque garden views. The first-floor primary suite serves as an ideal guest or owner’s retreat, while the spectacular second-floor primary suite rivals a luxury resort, complete with a private balcony, sitting area, custom fireplace, expansive walk-in closet, and spa-inspired bath featuring a soaking tub, dual vanities, and steam shower. Four additional bedrooms, a bonus suite, and a second laundry room complete the upper level. Additional amenities include dual laundry rooms, a three-car garage, whole-house water filtration system, smart home technology with Lutron lighting and motorized shades, advanced security system, central air conditioning, radiant and forced-air heating, 600-amp electric service, natural gas generator, sound-insulated windows, and a partially finished lower level offering endless possibilities for customization. Conveniently located approximately 30 miles from Manhattan and moments from major transportation, beaches, golf courses, marinas, equestrian facilities, fine dining, and shopping, this extraordinary estate presents a rare opportunity to own a private Gold Coast retreat where timeless elegance, modern luxury, and exceptional craftsmanship come together in perfect harmony.

1782 Route 106, Muttontown

$7,995,000
8 Beds 8 Baths 996411 MLS
Discover an unparalleled opportunity to own a piece of Hamptons history with this stunning residence, gracefully set within the prestigious Westhampton Beach Village. This exceptionally charming home exudes historic elegance, offering eight bedrooms, including a separate guest cottage with two bedrooms, full bathroom, and kitchenette accessible from the second story balcony or a private exterior staircase, seven bathrooms all meticulously crafted with attention to detail. Originally constructed in 1870 by skilled shipwrights from Sag Harbor, this estate is imbued with timeless character, featuring exquisite woodwork reminiscent of maritime craftsmanship. Recent renovations have seamlessly integrated modern amenities, ensuring a blend of old-world charm and current-day comforts. Step inside to discover an inviting interior where classic elegance meets modern convenience. The spacious primary suite is a private retreat, boasting a serene terrace with sweeping views of the beautifully manicured grounds. Additional bedrooms are equally impressive, each designed to provide a tranquil haven. The first floor features an array of principal rooms ideal for both relaxation and entertainment: a grand living room, a cozy family room, a formal dining room, and a chef's kitchen outfitted with high-end stainless-steel appliances. French doors open to an expansive patio, perfect for alfresco dining and gatherings. Beyond the main home, the property offers many recreational amenities. Enjoy friendly matches on the tennis court, play basketball, unwind with the private putting green, or relax in luxurious pool area featuring a welcoming salt water, heated gunite pool and spa. The estate also includes updated landscaping, automated gates and warm lighting. Whether hosting grand celebrations or enjoying peaceful seclusion, this extraordinary home offers an unparalleled lifestyle. Located on prestigious Beach Lane, this sanctuary of comfort is perfectly positioned for classic Hamptons living, Steps from the pristine ocean beach and the heart of the village nearby, enjoy easy access to vibrant restaurants, boutique shops, and local theater. Experience the perfect fusion of historic grandeur and modern sophistication in this Hamptons estate. Welcome home to timeless luxury.

92 Beach Lane, Westhampton Beach

$7,995,000
8 Beds 8 Baths 996185 MLS
A storied village estate set behind nearly two gated acres, commanding one of the most iconic corners within the the estate section of Westhampton Beach Village. A rare offering that captures the essence of classic Hamptons estate living. Originally built in 1870 by master shipwrights from Sag Harbor, this exceptional residence has been thoughtfully restored and reimagined, preserving its historic integrity while seamlessly incorporating today’s modern luxury and comfort. Privately set on beautifully manicured grounds just moments from the ocean beach and village center, the estate offers eight bedrooms, eight bathrooms, and a separate two-bedroom guest cottage complete with full bath, kitchenette, and private access—ideal for guests, extended family, or staff accommodations. Rich in architectural character, the home showcases remarkable craftsmanship, timeless millwork (including French doors and beautiful old-world hardware and locks) reflective of its maritime heritage. Elegant principal rooms create an inviting and sophisticated atmosphere throughout, blending historic charm with elevated modern living. A gracious living room, formal dining room, intimate sitting room, and chef’s kitchen with premium stainless-steel appliances are designed for both relaxed living and effortless entertaining. French doors open seamlessly to outdoor terraces and gathering spaces, creating a true indoor-outdoor Hamptons lifestyle. The primary suite serves as a private retreat, featuring a tranquil terrace overlooking the estate’s lush grounds and resort-style amenities. Outdoors, the property is designed for recreation and relaxation alike, complete with a heated saltwater gunite pool and spa, (with automatic cover) a newly surfaced all- weather tennis court, basketball court, private putting green, automated gated entry, and professionally designed landscape lighting. Offering a rare combination of historic significance, modern sophistication, privacy, and premier village location, 92 Beach Lane represents an extraordinary opportunity for luxury Hamptons living; with ample room to thoughtfully expand and customize the estate with additional living spaces, garage, pool house, or other luxury amenities to create a truly bespoke Hamptons retreat. Just moments from Westhampton Beach Village's charming and revitalized Main street, boutique shopping, local theatre & bar, and pristine ocean beaches.

92 Beach Lane, Westhampton Beach

$7,995,000
8 Beds 9 Baths 24170626 MLS
Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley, first pastor & town clerk. It also includes 250 Main St. - the iconic & brightly colored neighboring Gothic Revival Victorian, built Ca. 1826 by Hawley descendants. Working with Peter Coffin of DCA Architects & the Historic District Commission, the home underwent a meticulous full restoration & renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements & designer appointments inside & out. Together, both homes span a pastoral 3.16 acres, juxtaposing sidewalks to vibrant downtown Ridgefield with rear privacy including 2 magnificent barns. 236 Main's "Red Barn," Ca. 1900 & renovated in 2012 features: 2,015 sf, indoor basketball court, home office/conference rm, arts & crafts studio, 1 full/2 half bths & 2 car garage. 250 Main's Pool/Carriage house includes: 3,684 sf, 1-2 BRs, 2 full/1 half bths, 2 fplcs, 2 car garage (2 Tesla chargers), gym with sauna, game room/bar, poker room, arcade, 30+ seat movie theater, plus kitchen/great room open to the heated, gunite, saltwater pool, spa & outdoor resort oasis.

236 & 250 Main St, Ridgefield

$7,995,000
7 Beds 8 Baths 985566 MLS
Located on a quiet and highly sought-after cul-de-sac in Hewlett Neck, this newly constructed 9,200 sq ft estate offers privacy, scale, and a true waterfront lifestyle. Set on approximately 0.61 acres, the property enjoys expansive water views with multiple exposures. Designed for both luxury and functionality, the home features soaring 11.5-foot ceilings, radiant heated floors, a dramatic open layout with a mezzanine bridge, and six separate entrances. Each bedroom is designed as a private en-suite, offering comfort and privacy throughout. The chef’s kitchen is fully equipped with premium Dacor appliances, dual sinks, a built-in Miele coffee station, and a custom bar, ideal for entertaining. Additional interior highlights include a custom theater room with built-in surround sound, integrated smart home technology with in-wall iPads, electric window treatments, multi-zone climate control, and a comprehensive security and surveillance system. The exterior is designed to maximize lifestyle and entertaining, featuring a 1,300 sq ft heated in-ground pool with mosaic detailing and sundeck, a full cabana with outdoor kitchen and bath, and over 10,000 sq ft of outdoor living space. A 107-foot private walkway leads to the water, where a 65-foot dock accommodates large vessels (up to approximately 90 ft) and multiple jet skis. Additional features include a 3-car garage (wired for potential gym conversion), full-house backup generator, multiple mechanical systems including three boilers and two storage tanks, seven subpanels, and a substantial solid concrete storage space beneath the home with approximately 4.5-foot clearance, offering additional usable area.

190 Curtis Road, Hewlett Neck

$7,995,000
6 Beds 9 Baths 960949 MLS
Tucked behind a curtain of privacy hedges and located south of the highway in Southampton Village, 50 Tuckahoe Lane is a stunning brand-new construction set on 1.2 lush acres, thoughtfully designed to offer luxury, comfort, and refined Hamptons living. Recently Completed and Move in Ready, this 7,307 square-foot residence has been meticulously curated for both functionality and style. The approach down the long gravel driveway welcomes you to an elegant two-story cedar-clad home with clean architectural lines and expansive glass windows that fill the interiors with natural light. Step inside and be greeted by a soaring double-height foyer, setting the tone for the grand yet warm interior that flows effortlessly into the heart of the home-an open-concept living space anchored by a gourmet chef's kitchen. Outfitted with state-of-the-art stainless steel appliances, an oversized island, and a walk-in pantry, this kitchen is ideal for both casual breakfasts and large-scale entertaining. A sleek double-sided fireplace connects the great room and den, while a formal dining room, home office, mudroom with built-ins, and a junior primary suite with a private deck complete the first floor. Upstairs, the primary suite is a true retreat, offering two custom walk-in closets, a spa-like bathroom with a soaking tub and glass-enclosed shower, a separate sitting room, and a large private terrace overlooking the serene backyard. Three additional ensuite bedrooms and a laundry room complete the second floor. The finished lower level offers even more versatility with two ensuite bedrooms, a media lounge, recreation space, full bath, laundry, and potential for a gym, home theater, or playroom. Outside, this estate is a true entertainer's dream. A 20' x 50' heated gunite pool with integrated spa sits just off the rear patio, accompanied by a pool house, outdoor shower, and sunken patio lounge. A private sunken tennis court rounds out the outdoor amenities, creating a resort-like atmosphere that invites both relaxation and recreation. With 6 total bedrooms, 8 full baths, 1 half bath, and every modern amenity including central A/C, attached 2-car garage, private well water, and septic, 50 Tuckahoe Lane is not just a home it's a lifestyle. A rare offering in one of the Hamptons' most coveted locations.

50 Tuckahoe Lane, Southampton

$7,995,000
5 Beds 6 Baths 934969 MLS
Exquisite Oceanfront Masterpiece! Indulge in the epitome of waterfront opulence at this sprawling Mediterranean estate on the legendary Dune Road, where 174' of ocean frontage and uninterrupted Atlantic vistas unfold across a meticulously manicured 1.74 acre sanctuary. Crafted as a private Hamptons haven, this 4,618 square-foot, 5 bedroom, 6 bath architectural gem bathes in natural luminescence, its open and expansive, light-drenched interiors evoking the serenity of a world-class resort while delivering the intimacy of a bespoke legacy. Filled with possibilities on Exterior color choices as in artist rendering in first photo, this house could be the one of your dreams as is now, or re-designed. Step into a symphony of seamless sophistication with an open-concept floor plan that redefines coastal grandeur. The heart of the home is a culinary atelier worthy of Michelin acclaim—a chef’s kitchen adorned with state-of-the-art Sub-Zero, and Viking, appliances, cascading granite countertops, and custom cabinetry that marries form and function in effortless elegance. Flowing adjacently are dual palatial living spaces: a grand salon for intimate gatherings and an oversized great room crowned by a majestic stone fireplace, where flickering flames dance against panoramic ocean horizons. Ascend to the second level, where dual primary suites await as private sanctuaries of unparalleled luxury. Each features spa-like marble ensuites with soaking tubs, rain showers, and heated floors, ensuring rejuvenation at every turn. A fireside den/library serves as a refined retreat for contemplation or conversation, while three additional guest suites—each with its own en-suite sanctuary—offer sumptuous privacy. Outdoors, the estate transcends mere grounds to become an al fresco Eden. Enveloping the heated Gunite pool and bubbling spa is a vast expanse of premium mahogany decking, evoking the decks of a superyacht under the Hamptons sun. Lush, landscaped terraces, whispering sea breezes, and a discreet, meandering boardwalk lead directly to your private ribbon of dune-backed beach, where the rhythm of the waves becomes your daily symphony. Two garages and a very wide pebbled driveway large brought to fit 10 vehicles! This is more than a residence—it’s a legacy of lavish living, a RARE FIND and where every detail whispers exclusivity and every sunset heralds renewal. Secure your slice of eternal summer; inquiries invited for this irreplaceable Dune Road icon. One of the most incredible views exists here as opposite the home on Bayside, exists barren bayfront land, making this home and lot, the only one of its kind left!

605 Dune Road, Westhampton

$7,995,000
8 Beds 10 Baths 929847 MLS
Where History Breathes and Beauty Dwells: WHITE BRIDGE FARM c1775 Welcome to White Bridge Farm, an exquisite historic18th century estate restored and designed honoring and preserving the history with imagination and perfection. White Bridge Farm will take your breath away at every turn from the original restored iron main gate to magical stonewalls, pathways and gardens landscaped to intrigue all your senses with three miles of trails to the magic in all her structures. Pause at sitting areas overlooking the stream, the waterfall and fields with fountains and fire-pits and decorative arbors found throughout this160-acre sanctuary. The 1700's main home, with enchanting courtyard, interior and exterior original and authentic details is comprised of three bedrooms, formal living and dining rooms each with wood burning fireplace, the masterful kitchen, office, mudroom and four full baths and one-half bath. The main level primary en-suite with double height ceiling, wood burning fireplace and master bath is stunning. Upstairs you will find two sunlit en-suite bedrooms and an inviting sitting area. The roof is of handcrafted "dog-ear" copper tiling. All other buildings have copper standing seam roofing. The air is central, and floors are radiant, as in all living structures. The Barn complex creates a delightful courtyard comprised of two guest suites flanked by two magnificent barns. The main level ‘Bridle Suite', with flagstone flooring on the main level is an intriguing open concept space with original stall walls retained to define the spaces opening to brick patio. Above, the light-filled three bedroom ‘Hayloft Suite’ with restored wood flooring has open dining, three bedrooms and lounging terrace. Each suite has Big Chill appliances, WBFP, radiant flooring and W/D. The Barns: the "Horse Barn', has original cobblestone floors and completely restored. The stalls are intact and decorated as living spaces for gathering and bath with shower and copper tub with Lillie Herbeau filter. Upstairs is open space with soaring ceilings to dance, dream and create. The "Gathering Barn" completely restored with soaring ceilings and all original beams and intact stalls originally for hunting dogs decorated as living spaces and grand open spaces for gathering is truly incredible. Attached is a four bay garage with original barn doors, radiant floors and custom storage. The pool house with floor to ceiling stone wood burning fireplace and soaring ceiling highlighting architectural trusses is fabulous, as are the kitchen and bath. French doors open to the custom gunite pool with seating area designed to take in the views and surrounded by gracious plantings and gardens with bluestone decking, pergola, hot tub and stone shower. The systems throughout the property are as spectacular. A magical property for a lifetime of memories. Truly a sanctuary to be marveled.

47 White Bridge Rd, Chatham

$7,985,000
6 Beds 6 Baths 24205532 MLS
Introducing 12 Beltas Farm Lane, an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm-one of Westport's newest and most distinctive luxury enclaves. Once part of a 23-acre working family farm, this special setting has been thoughtfully transformed into an intimate collection of exceptional residences, with nearly five acres preserved as open space. The result is something increasingly rare in Westport: beautiful open views, a sense of space and privacy, and an enclave of significant luxury homes. Offered at $7,895,000 and built by Fairfield County Contractors, known for exceptional quality and craftsmanship, this remarkable new Westport home encompasses more than 9,000 square feet of sophisticated living space. A handsome wood roof introduces timeless architecture and the exceptional level of finish found throughout. Designed for today's luxury lifestyle, the residence features six ensuite bedrooms and beautifully proportioned living and entertaining spaces filled with natural light and oriented to capture the property's open views. A wine cellar adds another layer to the home's exceptional entertaining spaces, while the thoughtful floor plan balances impressive scale with comfortable everyday living. Outside, a stunning pool and spa create a private resort experience surrounded by the beauty and openness of the Beltas Farm setting. What distinguishes 12 Beltas Farm Lane is not simply the caliber of the new construction, but the rarity

12 Beltas Farm Ln, Westport

$7,950,000
6 Beds 6 Baths 1022948 MLS
Set in the heart of Southampton Village, this award-winning Victorian traditional has long been celebrated for its old world charm — wide-plank wood floors, exquisite tilework, and stately proportions that speak to a more gracious era of Hamptons living. Nearly 6,500 square feet of living space unfolds across a home that has been meticulously and recently restored to its finest expression, with European designer finishes and a soft, refined palette that makes every room feel both elevated and effortlessly livable. Six bedrooms and 6 marble bathrooms, are thoughtfully arranged to offer flexibility — privacy when desired, connection when needed. The primary suite and sitting area function as a sanctuary unto themselves, while a picturesque stand-alone garden cottage provides an additional private retreat alongside the classic in-ground pool and manicured English Garden. The chef's kitchen anchors the home with a massive central island, two oversized refrigerators, a professional range with dual ovens and griddle, and multiple dining configurations that make hosting feel natural rather than effortful. Wrap terraces front and back — newly furnished with European modern classics — extend the living space outdoors in a way that feels seamless rather than seasonal. A well-appointed lower level and a magical, tucked-away third floor complete this singular Southampton retreat. Please give 24 hour notice for showings.

55 Post Crossing, Southampton

$7,950,000
8 Beds 10 Baths 997025 MLS
INLAND VALE. Steeped in history. One of Northern Westchester’s most significant Country Estates. Magnificent and majestic stone and shingle residence originally built in the 1850’s. Renovated by Stanford White for Ulysses S. Grant, Jr. Remarkable preserved details including spectacular aged paneling, ten fireplaces with vintage mantles and tile, and extensive millwork. Long tree-lined drive to dramatic stone entrance. Magnificent oak paneled Great Hall with grand staircase and ceiling of Tiffany stained glass. Beautifully proportioned main rooms designed for entertaining on the grand scale. Impressive Living Room with mirroring fireplaces and French doors to columned porch. Formal Dining Room. Chef’s Kitchen with high-end appliances. Sun-filled Family Room with Breakfast Area and doors to outdoor terrace in walled garden. Remarkable Primary Suite with spacious Dressing Room and two Baths. Six additional Bedrooms. Playroom with built-in desks, game closet and doors to rooftop porch. Full Third Floor with glass-ceilinged Sitting Room, second Kitchen, Art Room/Studio and Exercise Room. Lower Level with Game Room, Wine Cellar and Pool Cabana. All mechanicals are updated including center air conditioning and a generator. Baths are Waterworks with luxurious radiant heat. Over eleven park-like acres with specimen trees, flowering shrubs and verdant lawns. Incredible old world stonewalls and terraces. The perfect retreat complete with swimming pool, tennis and half-basketball court. A once in a lifetime opportunity!

640 Grant Road, North Salem

$7,950,000
9 Beds 10 Baths 24168537 MLS
Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the home's historic integrity while introducing refined, livable spaces. Interiors by acclaimed designer Katie Ridder bring a fresh yet classic sensibility, blending color, texture, and bespoke detail throughout. The main residence offers 7 bedrooms and 6 full baths, anchored by five fireplaces that add warmth and character across its gracious living spaces. A classic carriage house offers a fully equipped 2-bedroom, 1-bath guest residence with its own kitchen, providing exceptional flexibility-ideal for extended stays, in-law living, or a private home office retreat. The grounds, designed by renowned landscape architect Janice Parker, are a true highlight-lush, structured, and beautifully layered for year-round interest. An in-ground saltwater pool completes the estate-like setting, creating a private retreat perfect for both entertaining and quiet enjoyment. Rich in history and elevated by a world-class design team, 16 East Trail offers a rare opportunity to own a piece of Darien's architectural legacy-seamlessly tailored for modern living.

16 E Trail, Darien

$7,950,000
6 Beds 8 Baths 24166431 MLS
New Construction BY Ritzzo Development a premier builder! Situated on a country road among luxury estates, this 8,050 sq. ft., to be built new construction strikes the perfect balance of secluded privacy and commanding views. The 8.18 acre lot is bordered by state forest on 3 sides. The welcoming front porch sets a sophisticated tone, leading into an interior defined by 5" white oak flooring, Pella windows and doors with exquisite craftsmanship throughout. The heart of the home is a chef's kitchen with custom white oak cabinetry paired with professional Sub-Zero/Wolf appliances, an inviting island, and a sun-drenched breakfast room. Dramatic architecture defines the family room, where exposed beams complement a soaring vaulted ceiling and a striking wood-burning hearth. The residence offers six en-suite bedrooms. The expansive primary retreat is a true standout, boasting dual bathroom suites and matching, dual walk-in closets. Functional luxury continues with a main-level guest suite, a dedicated home office, and two powder rooms on the main level. Personal gym in the lower level. Outdoor highlights include a premium granite patio with built in barbeque overlooking a stunning 18x36 in-ground gunite pool. For peace of mind the electric service is buried with 400-amp service, with a dedicated EV charger, plus a fully equipped Generac 26KW auto transfer generator. This is a rare opportunity to start the year in a home designed for ultimate style, comfort and sophistication

197 A Tinker Hill Rd, Washington

$7,900,000
7 Beds 9 Baths 24165104 MLS
Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and library, all complemented by bright, open living spaces with a kitchen family room space built for today's lifestyle. Two garage spaces offer room for six cars and incredible storage. The surprises don't stop indoors-step outside into meticulously maintained grounds showcasing a gorgeous pool, landscaping, split rail fences, and charming stone walls that evoke a sense of storybook elegance. A sprawling, incredible field offers endless opportunities for recreation or relaxation, and the potential to divide the property into two lots opens the door to even more possibilities. Adding to the allure is a stunning barn-style guest house, built in 2008, offering two bedrooms and endless possibilities. Whether it's a private retreat for guests, a party barn, or a multi-generational living space, this addition enhances the property's versatility. This is more than a home - it's a rare opportunity to own a piece of Darien's history, surrounded by natural beauty, modern comforts, and limitless potential. A true treasure, this iconic home is a generational opportunity awaiting you!

246 Brookside Rd, Darien

$7,900,000
7 Beds 8 Baths 24155364 MLS
Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet, including a recently appointed lower level. Accommodations are lavish, with seven principal bedrooms, each distinguished by its own fireplace and six & a half sumptuous baths. Inside, discover character-filled living spaces designed for grand entertaining and intimate repose. A spacious open plan kitchen / dining / family room flows into the formal Dining Room with custom millwork adjoining the elegant Living Room and screened porch. Luxury amenities abound, including an elevator to all 4 levels, a serene spa, dedicated billiards room and a timeless wood-paneled library/study. The second floor hosts dual primary suites and four supplementary bedrooms, while the third floor is home to a dedicated bunk room and a state-of-the-art home theater. The finished lower level is an entertainer's dream, offering a spacious recreation room, climate-controlled wine cellar, wet bar, two additional fireplaces, gym area and a half bath. The estate's auxiliary structures elevate the property to a luxurious, multifaceted estate and gathering complex.

19 Seherr Thoss Dr, Litchfield

$7,900,000
7 Beds 10 Baths 935646 MLS
Experience a one-of-a-kind modern retreat offering a true resort experience, wrapped in tranquility, privacy, and elevated design. Set at the end of a long, wooded driveway on 1.4 acres south of the highway, this brand-new 7-bedroom, 10-bathroom estate delivers architectural drama, refined luxury, and the full Hamptons resort lifestyle and is just minutes from East Hampton Village, Wainscott Ocean Beach, and Wölffer Estate Vineyard. Step into a breathtaking 25-foot entry with a floating 12-foot chandelier and a serene interior zen garden visible from the foyer and living spaces. The great room stuns with soaring 25-foot glass walls, white oak floors and a fluted-stone fireplace that anchors the modern aesthetic. The chef’s kitchen is a fully custom Italian-designed masterpiece featuring two sinks, two dishwashers, a 60" Gaggenau gas induction cooktop, Gaggenau double ovens, a built-in automatic coffee system, a hidden walk-in pantry, 36" fridge and freezer, 24" wine cooler, and an oversized island seating eight. Outside, enjoy a 40' x 18' heated gunite pool with fire-feature water bowls, expansive stone patio, and a pool house with full bathroom and outdoor shower. An outdoor kitchen with grill, sink, and refrigerator creates the perfect summer entertaining space. Inside, every bedroom features an ensuite bathroom with radiant heated floors and custom closets. The primary suite offers dual walk-in closets, a private balcony overlooking the pool, and a spa-level marble bathroom with heated floors, soaking tub, and an oversized shower. The fully finished lower level expands your lifestyle with a guest suite, spacious living/media area, and a private sauna for ultimate relaxation. Additional amenities include two laundry rooms, a two-car garage, Sonance speakers throughout, and every luxury upgrade expected in a modern Hamptons new build. This is a rare and exquisite modern estate offering true privacy, world-class amenities, and a resort-caliber lifestyle, crafted for the buyer who demands the exceptional.

21 Westwood Road, Wainscott

$7,895,000
4 Beds 3 Baths 1017424 MLS
A true private compound set on just shy of an acre in one of the Hamptons' most desirable enclaves and on one of Sag Harbor Village's finest streets, this exceptional home blends timeless European charm with modern luxury and comfort. The beautifully landscaped property features a substantial detached accessory structure with its own private entrance, a pool house, detached two-car garage, and heated saltwater pool, offering exceptional flexibility for guests, a home office, studio, fitness space, or extended living. Framed by lush flowering gardens that bloom from spring through autumn, along with shaded brick and bluestone paths, the property offers a rare sense of privacy in the heart of the Village. Inside, the home is rich with one-of-a-kind details, including exquisite 100-year-old stained and leaded glass pocket doors imported from Europe, period windows, maple floors, and mahogany used throughout the interior and exterior. The airy open floor plan is as functional as it is elegant. The chef's kitchen, anchored by a cozy fireplace with an antique mantel, flows seamlessly into a sunlit living space and through French doors to a spacious half-moon deck overlooking stone walkways and a brick patio. A large formal dining room and TV den, both featuring custom mahogany cabinetry, provide ample space for casual and formal gatherings. Outdoors, the fenced heated saltwater pool with bluestone coping, pool house, detached garage with stained-glass gable windows, and expansive grounds create an exceptional setting for entertaining and year-round enjoyment. Every inch of the property has been thoughtfully curated, from the mature gardens to the distinctive architectural details that make this home truly unforgettable. There is simply no home in Sag Harbor like it. Best of all, you're just moments from Sag Harbor's world-class shops, acclaimed restaurants, marinas, and cultural venues, allowing you to enjoy village living without sacrificing privacy or tranquility.

54 Palmer Terrace, Sag Harbor

$7,850,000
5 Beds 6 Baths 1021659 MLS
Westhampton Beach Waterfront | Where Every View Tells A Story Commanding over 200+ feet of pristine water frontage across 2.2 acres in the heart of Westhampton Beach, this brand-new construction is a rare convergence of architectural brilliance and effortless luxury. Designed with intention from the ground up, every room frames sweeping, unobstructed Bay views stretching all the way to Dune Road, a living canvas of breathtaking sunsets and shimmering water light. From the moment you arrive, the craftsmanship is unmistakable. A striking all-cedar exterior with a red cedar roof sets the tone, while Marvin modern doors and Ultimate windows frame every view with architectural precision. Inside, 8-inch white oak engineered hardwood floors flow seamlessly throughout, grounding every space with warmth and understated elegance. The state-of-the-art chef's kitchen is a masterclass in form and function, appointed with Sub-Zero and Wolf appliances, custom cabinetry, and a seamless open design that draws your eye effortlessly to the water beyond. The living room, anchored by a wet bar and Sub-Zero wine refrigerator, sets the stage for effortless entertaining at any scale. Five luxurious bedrooms and five-and-a-half spa-inspired baths are appointed with radiant heated floors, Toto fixtures, and California-style closets in every suite. Thoughtful technology and conveniences complete the picture, including Litron lighting, a Sonos sound system, private elevator, central vacuum system, dual laundry room, and two-car garage, ensuring every detail of daily living is as refined as it is effortless. Outside, the experience only deepens. IPE decking leads to a heated gunite pool, while a dedicated outdoor wellness area, complete with a sauna and outdoor shower, offers a private sanctuary built for restoration. A built-in BBQ creates an effortless setting for entertaining against the backdrop of 200+ feet of waterfront. This is the ultimate Hamptons experience, just minutes from the vibrant shops, dining, and culture of Westhampton Beach Village. 200+ feet of waterfront. Zero compromises.

9 E Division Street, Westhampton Beach

$7,800,000
7 Beds 8 Baths 1031122 MLS
Nestled on four rare waterfront acres in the prestigious Village of Lattingtown, this exceptional estate encompasses 6,351 square feet of luxurious living space in an idyllic North Shore setting. Surrounded by rare dual water views overlooking The Creek and the Long Island Sound, the property seamlessly blends timeless architecture with thoughtfully curated modern updates. Designed for both elegant entertaining and comfortable everyday living, the residence features seven bedrooms and eight baths. Beautifully renovated formal spaces set the tone throughout. The formal living room and dining room, each anchored by its own fireplace, provide refined settings for gatherings and special occasions. At the heart of the home, a spectacular chef's kitchen captures picturesque water views and is appointed with premium appliances and an expansive center island. An adjacent, completely remodeled family room creates a seamless flow for everyday living, while a nearby butler's pantry and wet bar elevate the home's entertaining capabilities. Tucked near the primary wing, a distinguished library with its own fireplace provides a quiet retreat. The expansive first-floor primary wing serves as a private sanctuary, where bay windows frame serene water views and create the perfect setting to enjoy your morning coffee. Complete with dual baths, dual walk-in closets, and direct access to the patio overlooking the beautifully landscaped grounds, this exceptional retreat seamlessly blends comfort, luxury, and the beauty of its waterfront setting. The renovated lower level extends the home's versatility with a spacious recreation room, a dedicated fitness and wellness area featuring a sauna and cold plunge, an additional bedroom, a full bath, cedar closet, and abundant storage. Completing the estate, an updated two-bedroom apartment above the garage provides exceptional flexibility as a private guest residence or accommodations for extended family. The resort-inspired grounds offer an extraordinary setting for relaxation and entertaining, where newly designed patios, a custom fire pit, a spectacular saltwater gunite pool, a beautifully appointed pool house, and expansive rolling lawns are perfectly positioned to capture breathtaking waterfront vistas and golden sunsets shimmering across the water. Modern comforts include geothermal heating and cooling, a whole-house water filtration system, a whole-house generator, a slate roof, and extensive landscape enhancements. Ideally situated near private clubs, beaches, fine dining, shopping, and transportation, this is a rare opportunity to own one of Lattingtown's premier waterfront estates.

2 Lands End Road, Locust Valley

$7,800,000
5 Beds 4 Baths 890164 MLS
Set on over two acres of pristine waterfront along the shoreline of Sands Point, this custom-built contemporary beach house, masterfully designed by award-winning architect Daniel Schartzman, is a true architectural masterpiece. Thoughtfully designed to embrace its breathtaking setting on the Long Island Sound, the residence features soaring walls of glass and oversized windows that bathe the interiors in natural light while capturing uninterrupted water views from nearly every angle. A timeless work of art, the home showcases exceptional design elements including cedar-paneled ceilings, a bamboo front door, natural travertine-clad walls, grasscloth wallpaper, and a sculptural curved double-sided fireplace that anchors the open living spaces. At the heart of the home lies a stunning glass-enclosed conservatory - blurring the lines between indoors and nature - creating a tranquil centerpiece that sets this residence apart. This residence has 4/5 bedrooms, 3.5 custom bathrooms, and an attached garage. The main-level primary suite opens directly to a serene waterfront terrace through sliding glass doors. Each bathroom is exquisitely appointed with bespoke vanities, intricate tilework, and beautiful stained glass windows. Seamless floor-to-ceiling storage solutions throughout the home contribute to its clean, minimalist aesthetic. Outdoors, a sprawling sun-soaked patio provides the perfect setting for both relaxation and entertaining, leading to a private sandy beach and a sunken outdoor shower - an ideal touch for rinsing off after a day by the water. Additionally, a resort-style in-ground pool with a cascading waterfall feature enhances the outdoor experience, while a spacious pergola offers a shaded retreat to take in the sweeping coastal panorama. The home is framed by a round pebble driveway and lush, manicured landscaping, creating a picture-perfect setting. A gated entry courtyard provides a dramatic sense of arrival, unveiling a stunning walkway that leads through the conservatory and on to the front entrance. Meticulously maintained and masterfully designed, this waterfront haven represents the pinnacle of elevated coastal living.

96 Old House Lane, Sands Point

$7,795,000
6 Beds 7 Baths 990599 MLS
Perfectly appointed this gorgeous modern traditional is a rare offering in the gated waterfront community of West Banks, North Haven just minutes from Sag Harbor Village . Beautifully manicured, and surrounded by a 20 acre reserve this property ensures the utmost privacy and serenity . Newly renovated this residence is sited on 1.27+/- acres and offers 6 bedrooms and 5 and 2 1/2 baths across 5500 +/- sf of beautifully designed living spaces. On arrival, your captivated by soaring double height ceilings and an open floor plan spanning the whole first level. Architecturally designed, the living room and fireplace hearth flow into a perfectly designed chef's kitchen with a large center island, Sub Zero and Wolf appliances and granite counters for entertaining. A gorgeous Great room with southern light cascading in features an oversized jewel fireplace, a full wet bar and entertainment area with a wide expanse of glass Nanawall doors for indoor-outdoor living at its best. Glass panels enclose a dedicated wine room off setting the curated ambiance in this living area. Anchoring this level is a plush primary suite opening out to a covered porch and lush gardens and is the perfect addition. Your second level features a large primary suite with wide views and decking overlooking this stunning property, a designer bath and grand custom closet. The open modern landing flows to an additional guest en-suite and 2 additional bedrooms thoughtfully completing this seamless design. The finished lower-level offers a designated theater area , a fully-equipped professional gym and game area for all to enjoy. Your outdoor living is perfection with a pool house cabana and en-suite large studio , a full outdoor kitchen with bar and all amenities and outdoor shower enhancing this sublime experience. The lush landscape design features beautiful mature plantings and many sun drenched entertaining areas with expansive stone patios surrounding the salt water, gunite infinity pool and spa. The rich beauty of this estate property has been thoughtfully cultivated with timeless charm and care. West Banks offers a newly installed AI system for safe gate monitoring , and a live in caretaker who is there for any and all of your concierge living needs. Surrounding this community is Love Lady nature sanctuary , a 10 acre park with walking paths and trails . Additional amenities are just steps away, and include a private community beach with gorgeous westerly sunsets, deep water dock, and community tennis . A designated property mooring is also part of this wonderful offering . This very special property is just minutes to shops, renowned restaurants and marinas in Sag Harbor Village. Truly a World Class Hampton's property!

1 Fox Crossing, Sag Harbor

$7,725,000
7 Beds 13 Baths 24164249 MLS
Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The main residence greets with a sweeping two story entry bathed in natural light, flanked by gracious formal living & dining rooms with fireplaces. The heart of the home, a chef's kitchen with custom cabinetry, high-end appliances, butler's pantry & French doors to an expansive terrace, seamlessly integrated with spectacular grounds. Additional main-level highlights include great room & study with fireplaces, steps from a serene covered porch; mudroom, full bath, & attached three-car garage. Upstairs, a primary suite sanctuary with fireplace, sitting room with wet bar, dressing room with custom cabinetry & spa-like bath with soaking tub & steam shower. Completing the 2nd floor, four additional bedrooms featuring en-suite baths & walk-in closets, family room and laundry. On the 3rd level, 2nd office, gym, half bath & ample storage. Elevator to wine cellar, home theater, billiards room & walkout au pair suite; commercial grade utilities & generator. Award-winning pool house, carriage house with in-law suite, heated gunite pool, spa & manicured grounds complete a remarkable legacy property.

206 Umpawaug Rd, Redding

$7,500,000
4 Beds 5 Baths 24165467 MLS
This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by Dramatic walls of glass framing endless water views from virtually every room offering seamless indoor-outdoor living. You will be immediately wowed by the jaw dropping great room with an incredible fireplace & soaring ceiling. At the heart of the home lies a stunning Poliform kitchen, the pinnacle of modern luxury, thoughtfully appointed with premium appliances and designed to delight the most discerning chef. Oversized dining area that effortlessly steps right onto the expansive Ipe deck for additional outdoor waterfront entertaining. The all glass-enclosed family room overlooks the sound as well as the heated saltwater pool. Upstairs, a dramatic suspended gallery leads to an octagonal office and private outdoor captain's walk with endless vistas. The primary suite is a sanctuary with panoramic water views, balcony, fireplace, custom closets, and a spa-inspired bath with oversized shower and infrared sauna. A separate wing offers three en-suite bedrooms with stunning new baths and custom bunks for additional guests. Exceptional boating amenities include a permanent pier of concrete

620 Colonial Rd, Guilford

$7,500,000
4 Beds 6 Baths 1010225 MLS
Own one of the last remaining multi-acre parcels of the original Jagger estate - a unique Hamptons compound where 1920s character meets modern architectural sophistication, set on 8.36 private acres across 5 parcels in Westhampton: a combination that simply does not exist elsewhere in this market. At the heart of the property, 18 Jagger Lane sits on 4 of the acres and comprises the main residence, a studio, a gunite pool, a pool cabana, and manicured grounds defined by mature specimen trees, curated plantings, and established landscaping that would take years-and significant investment-to achieve today. The well maintained 1929 shingled Dutch Colonial offers 3,323 SF of beautifully proportioned living space, with four bedrooms, 4.5 baths, and an attached two-car garage. The residence reflects its original architecture while incorporating the finishes and amenities expected today, including a chef's kitchen newly renovated in 2022 with a 6- burner Blue Star range and a 10'9" x 3'6" quartz island, a library with custom built-ins, multiple living spaces with fireplaces and sliders to the mahogany deck, and a private primary wing with dual baths, walk-in closets, laundry, and its own deck overlooking the magnificent pool. The second floor offers an ensuite guest bedroom and two additional bedrooms sharing a bath. Outside, a gated entrance opens to a series of distinct gardens, each unfolding into the next, creating depth, privacy, and a sense of discovery across the grounds. A separate studio serves as an office or guest retreat, complete with wide plank floors, a wood burning stove and a private garage while the 44 x 22- foot gunite pool, accessed through a garden gate, is complemented by a cabana straight out of Hollywood including a full bath, laundry, changing rooms, kitchenette, outdoor shower and twin pergolas, framing a covered outdoor living space. Four additional parcels, including 2 buildable lots, complete the estate: 20 Jagger Lane (0.9 acres), 24 Jagger Lane (0.9 acres), 22 Jagger Lane (1.4 acres), and 47 South Country Road (1 acre) offering extraordinary development potential for a compound, guest houses, or future investment. The four lots may be sold separately. For the discerning buyer who understands that value is measured in acres, privacy, and provenance-this is the one.

18 Jagger Lane, Westhampton

$7,499,999
6 Beds 8 Baths 999968 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

$7,495,000
6 Beds 9 Baths 1041473 MLS
Welcome to this exceptional estate set on 1.3 beautifully landscaped acres, offering the perfect blend of modern sophistication and timeless craftsmanship. Ideally positioned just moments from Bridgehampton village's shops and restaurants, the renowned ocean beaches, and the East End's celebrated wineries and farm stands, the location places the best of the Hamptons within easy reach, with convenient Hampton Jitney service to Manhattan close at hand. Wrapped in classic cedar shingle siding with a welcoming covered front porch, this home exudes warmth and understated elegance from the moment you arrive. The circular driveway provides ample parking, while an electric gated entry ensures privacy and security. Across from a scenic preserve and orchard, the setting offers tranquility and natural beauty at every turn, an ideal retreat for those seeking comfort, space, and refined living. Inside, soaring double-height ceilings and exposed reclaimed wood beams crown the great room, where a grand fireplace and walls of French doors fill the space with natural light. The chef's kitchen is a true showpiece, featuring a center island, Viking professional appliances, dual ovens and dishwashers, a wine fridge, and a butler's pantry. The first level also includes an elegant powder room, a spacious laundry room with dual washers and dryers, and an attached four-car garage equipped with an electric car charger. The primary suite offers a private haven with its own fireplace, two walk-in closets, and a luxurious en suite bath with dual vanities, a soaking tub, and a large glass shower, plus a private sitting room or office. Upstairs, a loft-style family room overlooks the great room below, surrounded by five guest suites, each with custom closets and radiant-heated bathrooms featuring floating vanities and brushed nickel Emtek hardware. The finished lower level expands the living space with a large tiled recreation room, full bath, and walkout access, perfect for a gym, home theater, or studio. Outside, find resort-inspired living: a gunite pool with spa and waterfall, a pool house with powder room, outdoor shower and changing room, and a full basement beneath the pool house, ideal for storing patio furniture and seasonal items. Bluestone patios and a covered dining terrace plumbed for an outdoor kitchen enhance the setting, while manicured lawns, mature trees, and lush plantings create a private oasis with room for tennis, an extraordinary property designed for refined living and effortless entertaining.

275 Narrow Lane, Bridgehampton

$7,495,000
9 Beds 8 Baths 940936 MLS
Set beyond a gated driveway and surrounded by mature landscaping, this recently renovated residence offers over 10,000 sq ft of interior living space across three levels; a scale rarely found in Hampton Bays waterfront homes. The property blends modern upgrades with direct water access, expansive outdoor living, and exceptional privacy, creating a setting well suited for multi-generational living, entertaining, or extended seasonal stays.The main level features a glass conservatory, chef’s kitchen with Thermador appliances, a first-floor primary suite with access to the three-season deck, an additional en-suite bedroom, a third bedroom, powder room, and laundry. The second floor includes five bedrooms, highlighted by a secondary suite with two walk-in closets, an en-suite bath, and a private balcony overlooking the water. Two additional full bathrooms support flexible guest use. The lower level offers an 8-seat movie theater, arcade room, and storage areas designed for extended living. A separate two-level accessory apartment includes one bedroom and one bathroom; ideal for guests, live-in support, or potential rental income, adding versatility to the property’s layout. Outdoor amenities include a gunite heated pool, hot tub, outdoor kitchen, and multiple lounge areas that create a seamless indoor-outdoor environment for dining and gathering. Waterfront features include a boat lift, direct canal access, and open water views from several vantage points. Additional features include a heated 5-car garage, solar panels, Tesla backup battery with dual chargers, and central vacuum. With its combination of interior scale, updated systems, extensive amenities, and waterfront access, this property represents a rare opportunity for expansive Hamptons living in a highly functional and well-connected setting.

19 W Tiana Road, Hampton Bays

$7,450,000
6 Beds 10 Baths 911214 MLS
Just one hour from Manhattan, this extraordinary Bedford Corners estate offers the ultimate in privacy, scale, and resort-style living. Encompassing 14,000 square feet of custom design on 11.27 gated acres, the residence combines timeless sophistication with every modern amenity. Perfect for either a primary or weekend residence. A Retreat for Living, Working and Entertaining The grand entry opens to sunlit living spaces and a dramatic 20-foot ceiling family room, anchored by a soaring floor-to-ceiling stone wood burning fireplace. Expansive entertaining rooms flow seamlessly to outdoor terraces and landscaped grounds. A grand formal dining room accompanied by a newly renovated chef’s kitchen sets the stage for both intimate dining and large-scale entertaining. For work or study, a distinguished office /library, richly finished in teak wood, with a wood burning fireplace provides a warm and refined setting - ideal for remote work, private meetings or quiet reading. Luxurious Private Quarters The residence features six bedrooms, including a serene primary suite with a wood burning fireplace, private sitting room, enclosed porch, and dual custom dressing rooms. Two bedrooms are located on the main level for flexibility, while the upper level offers four additional bedrooms plus a bonus media/theater room. An elevator services all floors for effortless convenience. Resort-Style Amenities Designed for year-round enjoyment, the estate offers an unmatched collection of amenities: Outdoor pool & spa with expansive stone terraces Air-conditioned pool house with full kitchen and bath Indoor swimming pool & spa for four-season use Australian classic clay tennis court for the avid player Gated entry for privacy and security Custom windows & doors and plenty of closets and storage space. Recent Enhancements The property has been meticulously updated with a new roof, modernized mechanical systems, freshly painted and a renovated kitchen, ensuring turnkey comfort. An Exceptional Offering Perfectly blending country serenity with proximity to New York City, this Bedford Corners estate delivers a rare opportunity: a private compound with resort-level amenities just minutes from both the charming village of Bedford & the city of Mount Kisco with shopping, restaurants and a hospital. Private resort style living less than a one hour commute to Manhattan.

284 W Patent Road, Bedford

$7,400,000
7 Beds 7 Baths 24144503 MLS
Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with nature. The residence-a nod to Antebellum architecture-presents grand columns, symmetrical facades, a 97-foot wraparound veranda, and ornate interior design. Every detail has been thoughtfully curated for comfort and quality.Your journey begins with the breathtaking grand foyer flanked by dual staircases and crowned by a soaring domed ceiling artfully decorated with colorful rosettes. Exemplary features include seven fireplaces, an elegant banquet-worthy formal dining room, a chef's kitchen with top-grade appliances, a spacious fireplaced breakfast room, a dazzling sun-filled family room, and two home offices.The exquisite primary suite is a luxurious haven featuring its own artfully adorned domed ceiling, sitting room, and wall-of-glass French doors open to a private balcony with views of the in-ground pool and woodlands. The sumptuous marble bath is a spa-like sanctuary. An invaluable addition to this amazing property is the finished studio over the six-car drive-through garage providing flexible living space. All this and so much more awaits in this extraordinary estate!

63 Turney Rd, Redding

$7,350,000
7 Beds 10 Baths 1006411 MLS
Old Westbury - Indoor Pool. Tucked away at the end of a quiet cul-de-sac, 12 Saddle Ridge Road is a spectacular complete gut renovated brick Colonial set on approximately 5.3 private acres. Offering approximately 10,380 square feet across three finished levels, this exceptional estate seamlessly blends timeless elegance with modern luxury. The residence features 7 en-suite bedrooms, 8 full bathrooms total, and 2 half bathrooms, including an expansive primary suite with a private library/sitting room & 2 ensuite bedrooms on the first floor. Designed for both grand entertaining and everyday comfort, the home offers 5 fireplaces, a chef’s kitchen with premium appliances, formal dining room, wet bar, media room, bonus room, indoor pool and sauna, finished basement, and a finished attic with multiple storage rooms. Additional highlights include two laundry rooms, one on the first floor, and one on the second floor with new appliances and a dedicated pet shower. Newly rebuilt from the inside out, the home showcases new windows, plumbing, electrical systems, interior framing, roofing system, 3 additional sub panels, spray foam insulation, and hardwood flooring. Modern amenities include five-zone high-efficiency heating and cooling, radiant heated floors, 400 AMP electrical service, a Generac standby generator, central vac with hideaway hose, secondary water shut-off valve at first floor for emergency, Tesla/electric vehicle charger, new front gate controls with intercom and advanced smart home technology with surveillance, intercom, music, and high-speed WiFi systems throughout. Resort-style outdoor amenities complete this extraordinary offering, featuring a heated indoor pool and spa, tennis court, basketball court, and beautifully private grounds.

12 Saddle Ridge Road, Old Westbury

$7,300,000
5 Beds 5 Baths 1017672 MLS
The first of three exclusive residences developed on the grounds of the former Colgate Estate, this exceptional offering embodies privacy, prestige, and timeless appeal. Striking contemporary architecture and sophisticated design define this private two-acre retreat in prestigious Lloyd Neck, offering water views, private beach access, and over 5,000 square feet of luxury living. Designed for seamless indoor-outdoor living, the home features expansive walls of glass, soaring ceilings, Accoya wood siding, and Luna wood ceilings extending from the interior to the exterior spaces. The dramatic great room opens to a designer kitchen featuring a statement lilac marble island, custom cabinetry, and premium appliances. Five bedrooms include a main-level primary suite, upper-level junior primary suite, and an additional en-suite bedroom. Highlights include a den with fireplace, mudroom, butler’s pantry, first-floor laundry, a glass-enclosed temperature-controlled wine display accommodating approximately 1,000 bottles, and an expansive lower level with defined spaces, already outfitted, offering endless possibilities for additional living, wellness, recreation, and entertainment spaces. Resort-style outdoor amenities include expansive terraces, a saltwater pool and spa, outdoor kitchen, professionally landscaped grounds, and a spectacular 1,300-square-foot upper terrace with a wood-burning fireplace. A rare opportunity to experience contemporary coastal living in one of Lloyd Neck’s most coveted locations.

28 Watch Way, Lloyd Harbor

$7,250,000
6 Beds 8 Baths 1047103 MLS
Moments from the bay beach, this newly built residence sets a new standard for modern Hamptons living. Rising across three finished levels and approximately 6,500 square feet, the six-bedroom, seven-bathroom home pairs bold contemporary architecture with warm, livable design - soaring ceilings, walls of glass, and a floor plan built for quiet retreat as easily as effortless entertaining. The sun-drenched main level opens with a dedicated home office and flows into open-concept living and dining areas anchored by a designer kitchen with custom cabinetry and professional-grade appliances. Disappearing glass walls extend the living space outdoors to a covered kitchen, dining, and lounge area - the true heart of the home come summer. Outside, the grounds rival a private resort: a heated gunite pool framed by expansive patios, sculptural lounging areas, and oversized decking, with a fireplace-warmed covered living room that keeps the outdoor season going year-round. Mature, professionally landscaped grounds wrap the property in privacy and calm. Upstairs, a collection of ensuite bedrooms includes a primary suite retreat with private outdoor access and a spa-caliber bath. The finished lower level trades formality for fun - a full gym, game room, wet bar, and two additional guest bedrooms make this the ultimate house for hosting family and friends. Rounding out the offering: a two-car garage, multiple fireplaces, and the turnkey finishes expected of a ground-up build. This is new construction done right - steps from the water, designed for how you actually live.

141 A Old House Landing Road, East Hampton

$7,250,000
5 Beds 5 Baths 24177235 MLS
Introducing: Katsura. It might surprise you to learn that the ultimate lake wilderness retreat you've been searching for in Maine, Vermont, or Montana is actually hidden right here in the foothills of Connecticut. Perfectly positioned just over two hours from NYC, Katsura Lodge is a masterclass in privacy, offering a rare opportunity to truly escape into nature. Set at the end of a gated, long private crushed stone driveway, this 118-acre unspoiled woodland sanctuary offers approximately a mile of pristine frontage on Winchester Lake. It is the ultimate luxury camp. A place to unplug, exhale, and reconnect with family and friends. Offering over 5,000 square feet of sophisticated living space, this custom built, 5 bedroom contemporary residence integrates beautifully with its surroundings. Exceptional craftsmanship including heart pine and stone floors, custom cherry cabinetry, and soaring cathedral ceilings creates an elevated, warm aesthetic. In the great room, an impressive double-height fireplace, crafted from stones sourced directly from the property, anchors the space, while a cozy windowed reading nook invites quiet afternoons. Seemingly endless Albertini sliding glass doors erase the line between indoors and out, framing captivating views of the manicured grounds and the water. The home is designed for seamless entertaining on any scale. A gourmet chef's kitchen features top-of-the-line appliances, an adjoining wet bar, and a spacious wine cellar.

841 Winchester Rd, Norfolk

$7,200,000
5 Beds 8 Baths 24191237 MLS
The wait is over-the Grand Dame of South Glastonbury is now available. Perched atop one of Connecticut's most breathtaking settings, this extraordinary custom French chateau commands sweeping views stretching to Massachusetts, along with spectacular sunsets over the Hartford skyline.A true labor of love, this remarkable estate reflects more than 13 years spent sourcing the finest materials and architectural inspirations from the grand estates of France and Newport, Rhode Island. Inside, every detail has been thoughtfully curated to capture the authenticity and elegance of a classic French chateau. Eight custom fireplaces imported from Europe, exquisite chandeliers inspired by Versailles, hand-crafted Habersham cabinetry, and premium Miele appliances define the stunning chef's kitchen. Each room offers its own distinct character, showcasing exceptional craftsmanship through intricate millwork, hand carved limestone fireplaces, Brazilian walnut and marble flooring, ornate medallions, solid mahogany doors, custom wrought iron, and a magnificent circular marble staircase. Step into a world of timeless elegance, where uncompromising quality and artistry are evident at every turn. Every room enjoys breathtaking views, from the spectacular primary suite to the attached guest house. Enter the primary retreat through its dramatic rotunda, leading to extraordinary custom closets, a luxurious spa bath, and a bedroom featuring a private balcony and a stunning marble-and-brass fireplace.

105 Crystal Ridge Rd, Glastonbury

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.