Refine Search
Sort by
345 Vineyard Point Rd, Guilford
$5,750,000
4 Beds ⋅ 8 Baths ⋅ 24212653 MLS
Privately nestled high on 4+ sweeping acres, in the prestigious, yet quietly refined, Sachem's Head enclave in Guilford, CT, this 2012 modern Mediterranean residence commands panoramic views of Long Island Sound. Grand yet classic interiors unfold in tasteful Palm Beach-inspired finishes, creating an atmosphere of understated elegance. Soaring ceilings, a floating stairway & multiple sets of formidable french doors welcome sea breezes to actively flow through the home, imparting the true "air" of coastal living. The primary suite sanctuary is situated on the main level, offering seamless single-floor living and an elegant elevator delivers effortless access to all levels in the home. The massive white kitchen overlooks Long Island Sound and has Calcutta countertops, a festive green pantry, Wolfe and SubZero appliances & cozy fireplace. Outside, an elevated pool/spa terrace has a relaxed resort-like vibe & connects the main home to the 1BR (5th BR)/2FBA w/kitchen guest house. The 4-stall barn, w/paddock, whispers of equestrian possibilities or creative studio use. The 5-bay heated-floor garage accommodates 7 cars. Solar energy systems lend a thoughtful green footprint, appealing to those who value sustainability. This is one of the larger parcels in Sachem's Head, come feel how this property seems transported from Malibu or Napa Valley, yet remains distinctly low-key New England. Masterfully constructed & impeccably maintained. Under 2hr drive from NYC & 20min to Yale.

345 Vineyard Point Rd, Guilford

24 Trails End, Chappaqua
$5,750,000
6 Beds ⋅ 8 Baths ⋅ 1017994 MLS
Welcome to 24 Trails End, an unparalleled private resort estate redefining luxury living on over 9 pristine, park-like acres. This majestic brick Colonial, quietly positioned at the end of a prestigious cul-de-sac, overlooks a scenic, spring-fed pond. Inside, classic architectural sophistication meets modern design, highlighted by a soaring double-height great room, dual home offices, and a rich mahogany billiard room with a wet bar and fireplace. The heart of the home is an expansive chef's kitchen, with an oversized marble island, and a sunny breakfast area. The lower level is an extraordinary recreation destination, boasting a 2600 sqft indoor sports court lined for basketball and pickleball, alongside a full home gym. Step outside to your private backyard paradise with an inviting heated Gunite pool, integrated spa, and a pool house/cabana surrounded by sprawling bluestone terraces and meandering walking trails. Two firepits located around the property and a serene pond with an island, an additional firepit and two docks for unmotorized boat usage complete this spectacular picture. An ultra-private lifestyle compound in the award winning Chappaqua schools, just under an hour from Manhattan.

24 Trails End, Chappaqua

14 Brittany Lane, New Rochelle
$5,750,000
3 Beds ⋅ 5 Baths ⋅ 1048050 MLS
Set within an exclusive gated community along the LI Sound, this extraordinary 6,000+ sq. ft. Mediterranean-style waterfront residence offers a rare combination of architectural elegance, exceptional craftsmanship, expansive living spaces, and an unparalleled waterfront lifestyle. Set on nearly one acre, the stucco-and-stone 3 bedroom home has expansion possibilities for additional bedrooms, enjoys beautiful water views and access to a private community beach. From the moment you enter, the quality, scale, and craftsmanship are immediately apparent. Venetian plaster walls, custom woodwork, and White Oak trim, moldings, and doors are featured throughout. A dramatic two-story entrance with a grand staircase creates an impressive introduction to the residence. The nearly 4,000 sq. ft first level is designed for sophisticated entertaining and everyday living, with soaring cathedral ceilings and generously proportioned rooms. Water views can be enjoyed from the living room, dining room, kitchen, family room, primary suite and bedrooms. The elegant living room features a striking coffered ceiling and water views, while the formal dining room provides an impressive setting for entertaining. At the heart of the home is a beautifully designed open-concept chef's kitchen, family room, and breakfast nook, all oriented toward the water. The kitchen features designer appliances, a combination of granite and wood countertops, and an oversized center island with storage and wine refrigerator. The adjoining family room features a wood-burning fireplace and numerous sliding glass doors that open to the expansive deck, creating a seamless connection between the interior and spectacular waterfront setting. The oversized deck overlooks the Long Island Sound and private community beach and features a gas grill, perfect for entertaining, outdoor dining, or relaxing while taking in the views. The luxurious primary bedroom suite is a private retreat with high ceilings, gas fireplace and magnificent waterfront sunrise views. The spa-like marble primary bath features a walk-in shower, dual sinks, and a freestanding soaking tub. An oversized custom outfitted his-and-hers walk-in closet provides exceptional storage and organization. A handsome mahogany office offers a sophisticated private workspace, while the spacious laundry room provides extensive storage and functionality. Upstairs, two large bedrooms offer generous accommodations, complemented by two full bathrooms and one half bath. A substantial bonus room provides tremendous flexibility and can be configured as an additional family room, media room, home gym, playroom, bedrooms, or private retreat. The upper level continues the home's generous proportions while taking advantage of the property's beautiful water views. Adding to the home's comfort, radiant heat extends throughout the residence as well as the 3-car garage, providing warmth underfoot and comfort during the colder months. Outside, the expansive deck serves as an extension of the home's living and entertaining spaces, overlooking the Long Island Sound and private community beach. A rare offering in one of Westchester's most desirable waterfront settings, this exceptional Mediterranean residence combines timeless architecture, exquisite craftsmanship, extraordinary scale, and a private Long Island Sound lifestyle near restaurants, yacht clubs, shopping and parks.

14 Brittany Lane, New Rochelle

1304 Seawane Drive, Hewlett Harbor
$5,750,000
7 Beds ⋅ 9 Baths ⋅ 1000982 MLS
Its Finally Here! The Home You've Always Dreamed of. Spectacular 8100 Sq Ft Colonial with 7 Bedrooms & 7.55 Baths on Almost 2 Acres of Prime Waterfront Property in Hewlett Harbor. Upon Entering the Massive Circular Driveway You Are Drawn to This Stately Brick House Gut Renovated 25 Years Ago. Upon Entering the Home You are Greeted by the 2 Story Entry Foyer Which is Open to the Second Floor Balcony. The Walls of Windows Provide Tons of Natural Light and Spectacular Water Views. Wonderful Flow for Entertaining in The Living Room, Den, XL Eat in Kitchen, Spacious Formal Dining Room & Library with Elegant Wood Cabinetry. The Main Floor Primary Suite is Overlooking the Waterfront, With a Radiant Heated Bath with Double Sinks & Toilets, a Jacuzzi Tub & Steam Shower. You will be Wowed by the 2 Walk in Closets. On the Second Level you will Find 5 Spacious Bedrooms with Huge Walk in Closets & Ensuite Baths. The Three Bedrooms Overlooking the Waterfront Have Access to the Terrace to Sit Outside and Enjoy the Water Views. The Full Finished 2100 Sq Ft Basement Redone 10 Years Ago, Boasts a Theatre, Recreation Room, Gym, Wine Cellar, Cedar Closet, Bonus Rm & Full Bath with Steam Shower. In Addition to the Grand Circular Driveway There's a 3 Car Attached Garage . The Resortlike Yard Features a Gunite Heated Pool/Spa, Outdoor Kitchen for Entertaining with BBQ, Refrigerator, Sink & Granite Countertops. Spacious Patio and a Redone 215' Vinyl Bulkhead that Has Been Raised. Every Opulent Amenity!! Great Location in Hewlett Harbor, Steps from Hewlett Bay Park. Convenient to LIRR, Shops, Trans, Houses of Worship, 15 Minutes to the Beach and 40 Min to NYC. Wonderful SD#14 Hewlett Woodmere. Don't miss This Gem!

1304 Seawane Drive, Hewlett Harbor

69 Birch Rd, Fairfield
$5,750,000
4 Beds ⋅ 5 Baths ⋅ 24177449 MLS
Your new fully custom near beach luxury residence is ready for you now... Introducing "White Birch", a masterfully executed collaboration between Fairfield County's premier Architect, Builder, & Designer, sets a new benchmark for bespoke coastal living and the effortless estate lifestyle. Every detail has been thoughtfully curated, every finish intentionally elevated, every inch built with specific intention and the highest level of craftsmanship. Completed in 2025 with gunite pool, hot tub, full outdoor kitchen, new patio & shower with changing stall - no expense was spared. Inspired by the world's finest hotels & surpassing that quality on 3 floors of living space: sophisticated & timeless rooms designed for quiet family time or large scale entertaining, peaceful reading nooks, 4 ensuite Bedrooms which includes the luxurious Primary w/balcony, fireplace, walk-in closets, and spa-caliber bathroom with soaking tub & steam shower; media/playroom with vaulted ceilings and full bath with sauna. Timeless paneling, rich ceiling details, organic textures & fabrics, and harmonious natural stone accents create an atmosphere of understated refinement and enduring beauty. Engineered with advanced smart home technology, commercial grade WiFi, & soundproof insulation ensures a seamless at-home experience. Set within the multi-million-dollar enclave of Fairfield Beach and just a stone's throw to the expansive LIS shoreline, this irresistible residence embodies the art of living beautiful

69 Birch Rd, Fairfield

34 Lawrence Lane, Palisades
$5,750,000
4 Beds ⋅ 4 Baths ⋅ 981378 MLS
FIRST TIME ON MARKET IN 30 YEARS — “ARCADIA” circa 1850 Historic riverfront home, offering 4,700sqft of living space along the majestic Hudson River in the heart of Snedens Landing. Arcadia is a rare and storied Italianate Victorian offering 163 feet of private rocky and sandy beach, extraordinary privacy, and sweeping river views from nearly every room. Tucked away on a quiet, dead-end lane with no through traffic, this remarkable property sits within the Palisades Historic District—an enclave of approximately 100 homes surrounded by more than 3,000 acres of protected parkland, including Tallman State Park and the Palisades Interstate Park system. Just 25 minutes from New York City, it offers a serene escape without sacrificing convenience. Dating to circa 1850 and believed to be among the earliest Italianate homes in Palisades, Arcadia is architecturally significant. Classic features include a low-pitched hipped roof, broad overhanging eaves with prominent brackets, tall paired and bay windows with detailed entablatures, and a full-length veranda complemented by a charming entrance porch. Rich in provenance, the home was originally built by Colonel A.V. Elliot and later owned by Henry E. Lawrence, father to Mary Tonetti, a prominent New York merchant who relocated the house to its present site in 1870 and later commissioned architect Cleveland Cady to build "Cliffside" three doors away. Arcadia became known as the residence of Annie Underhill—affectionately remembered as “Auntie Annie”—and has long been cherished as a gathering place for artists, writers, and creatives. Over the course of more than 175 years, the home has had only a handful of owners, a testament to its enduring appeal. The name Arcadia evokes an idyllic vision of pastoral beauty and harmony with nature—a fitting description for this extraordinary setting, where the Palisades cliffs gently give way to the Hudson River just north of the George Washington Bridge. This unique geographical feature creates one of the few accessible waterfront stretches along this dramatic shoreline. Life in Snedens Landing is defined by community and connection to nature. Residents enjoy access to hiking trails, a private tennis association, the Palisades Library and Community Center, and “The Triangle,” a beloved gathering spot for neighborhood events. The vibrant riverfront village of Piermont—with its restaurants, shops, and marinas—is just minutes away. With its rare waterfront setting, deep historical roots, and timeless architectural beauty, Arcadia offers a once-in-a-generation opportunity to own a truly special piece of Hudson River history.

34 Lawrence Lane, Palisades

118 Malba Drive, Malba
$5,750,000
6 Beds ⋅ 9 Baths ⋅ 989708 MLS
Set on a half-acre with 128 feet of direct waterfront, this 6,500 sq ft residence offers panoramic water views and a solid structural foundation. Rebuilt in 1980 with concrete and block construction, the home features detailed millwork, Kentucky oak, and Carrara marble flooring—preserve its distinctive elements while making the rest your own private oasis. Nearly every room captures waterfront and bridge views, where the water creates a sense of calm and fills the home with natural light. The main level features a gracious entry foyer with coat closet, Large EIK with center island, a formal dining room with custom built-ins and sliding doors to a waterfront patio, a formal living room with fireplace, a den, a sunken sitting room, a private office/bedroom, and powder room. The second level offers four spacious en-suite bedrooms, an additional full bathroom, and an impressive bonus room with soaring 25-foot ceilings. The third floor provides separate living quarters with private exterior access, and features two bedrooms, a full bathroom, a large living/game room, and multiple storage rooms—ideal for extended family or guests. The basement includes both a sauna and a steam room for a private, spa-like experience. A long and wide driveway leads to a six-car garage. Additional highlights include CAC, central vacuum, a large balcony, Romeo and Juliet balconies, Closets galore all cedar-lined, Sliding doors to back yard patio, remarkably low taxes and more. For boating enthusiasts, nearby dockage is available.

118 Malba Drive, Malba

3875 Hallock Lane, Mattituck
$5,750,000
5 Beds ⋅ 8 Baths ⋅ 907439 MLS
Welcome to Lion’s Gate on the Sound, a premier waterfront estate set on over 3 private, gated acres along the Long Island Sound in Mattituck. This move-in-ready sanctuary blends timeless architecture with modern luxury, offering unmatched privacy and sweeping coastal views. A newly resurfaced driveway leads through electronic gates to beautifully lit grounds featuring a restored gazebo, lush lawns, and thoughtful landscaping. Inside, the home shines with freshly refinished hardwood floors, custom details, and a reimagined primary suite with spa-like finishes. Smart-home automation, new TVs, and elegant upgrades enhance everyday living. The finished lower level offers a professional gym, billiard room, and custom bar, while the upgraded garage with epoxy floors and smart tech is ideal for car enthusiasts. Outdoors, enjoy a new dining pavilion, full irrigation, and multiple vantage points for stunning sunsets over the Sound. Perfectly located near vineyards, farm stands, and charming village life, Lion’s Gate on the Sound is more than a home, it’s a legacy estate of luxury, seclusion, and natural beauty. Seller working to obtain pool permit.

3875 Hallock Lane, Mattituck

Peconic
$5,700,000
4 Beds ⋅ 3 Baths ⋅ 1024359 MLS
An Exclusive North Fork Bayfront Retreat in an Unrivaled Private Setting Experience the beauty of one of the North Fork’s most coveted private waterfront locations. Perfectly positioned beside protected land, this exceptional property offers sweeping views of Peconic Bay and a picturesque view of the Little Creek inlet its a setting that can never be replicated. Owned by the same family for generations, this remarkable waterfront property presents a once in a lifetime opportunity to own a truly special piece of North Fork history. Wake to breathtaking sunrises, take in the ever changing views of Peconic Bay and the creek inlet, and enjoy the privacy and serenity that make this one of the North Fork’s premier waterfront settings. A legacy property where protected land, spectacular water views, and unmatched privacy come together. Room for pool overlooking tranquil pristine sanctuary and creek. Private. Protected. One of a Kind.

Peconic

2 Vista Lane, Brookville
$5,698,000
5 Beds ⋅ 7 Baths ⋅ 1053488 MLS
Welcome to 2 Vista Lane, an extraordinary custom brick and stone French Country Manor situated in the prestigious Broadhollow neighborhood in the Village of Brookville. Designed for both refined living and effortless entertaining, this architectural masterpiece features grand public spaces with radiant heated floors throughout the entry foyer, formal living room, dining room, and first floor powder room. The main level seamlessly flows into an executive private office and light filled living areas, punctuated by cozy wood burning fireplaces. Upstairs, the residence offers five spacious bedrooms, highlighted by a breathtaking primary suite featuring its own warming fireplace, an inviting seating area, a custom dressing room, and a spa like bath complete with radiant heated floors. Operational luxury extends to the lower level, which serves as an ultimate wellness and entertainment center featuring a private sauna, a dedicated massage room, a movie theater, and a temperature controlled wine cellar. Outside, the resort style grounds deliver an unparalleled private paradise with a world class tennis court, a sparkling heated gunite pool adorned with a cascading waterfall feature, and a fully equipped outdoor kitchen perfect for alfresco dining. Anchored by a three car garage, this magnificent estate harmoniously blends sophisticated craftsmanship with world class amenities in an iconic setting.

2 Vista Lane, Brookville

29 Monroe Drive, Montauk
$5,695,000
6 Beds ⋅ 7 Baths ⋅ 1034737 MLS
Exquisite Hither Hills Modern with Ocean Views Situated moments to deeded ocean beach access and set on .45 +/- acres, this newly constructed modern Montauk home spans over 4,5000 +/- sq.ft. of living space with ocean views throughout. The 6-bedroom, 5 full-bath, 2 half-bath home is bathed in natural light and features an open-layout concept seamlessly connecting the expansive state-of-the-art chef's kitchen with center island, breakfast area, dining and living spaces with a fireplace. This level also features a powder room and access through sliding glass doors to the outdoor deck with seating area overlooking the 24x16 inground heated gunite pool with spa, and multiple outdoor patios. The luxurious primary ensuite boasts a spacious walk-in closet, bathroom with a freestanding tub and dual vanities and private access to the backyard and outdoor shower. Three additional ensuite bedrooms and two guest bedrooms that share a full bath complete this level. The 2,000 +/- sq.ft. finished lower level has access to the backyard through double sliding glass doors and a recreation room, powder room and laundry room. Enhancing the homes functionality, 29 Monroe has a control 4 smart system that controls the SONOS sound, LUTRON lighting and HVAC systems throughout. Just a short distance to Montauk village, ocean beaches and renowned restaurants, 29 Monroe is one you don't want to miss! Some images have been digitally altered.

29 Monroe Drive, Montauk

160 Sound Drive, Greenport
$5,695,000
4 Beds ⋅ 5 Baths ⋅ 1012436 MLS
Introducing a stunning waterfront estate on the Long Island Sound, now available for the first time from its original owners. This coastal gem, located in the North Fork, is situated in one of the most sought-after and picturesque areas on the East End. Nestled on nearly 2 acres, this 4,500 sq. ft. residence offers exceptional views and over 200 feet of private waterfront. The spacious open floor plan includes a junior primary ensuite on the first floor, featuring a separate entrance, a wrap-around covered porch, and direct access to the backyard. The gourmet kitchen is designed to capture breathtaking coastal views, boasting custom cabinetry, high-end appliances, beautiful granite countertops, and a spacious island with seating. Al fresco dining is made easy through the breezeway, which leads to the inviting patio and outdoor decks. The living room and dining room, enhanced by a central fireplace, are filled with natural light and feature beautiful wood floors. Tucked behind the fireplace and accessed through sliding barn doors, the home office offers water views and separate access to the yard. Upstairs, the primary bedroom features a balcony and an ensuite bathroom, showcasing stunning views. Additional bedrooms with balconies, a full bathroom, and a bonus space ensure privacy and comfort for guests. An oversized lounge, also with a waterside balcony and fireplace, connects to the kitchen below via a private staircase, creating an ideal space for a quiet retreat. The spacious art studio, built as part of the expansion, has cork flooring and a wall of windows overlooking the outdoor entertaining space, which includes a fully equipped custom kitchen, dining area, stunning pool, and spa amenities. The yard's mature landscaping and expansive lawn create a welcoming atmosphere for gatherings, with curated spaces for relaxation, including Adirondack chairs nestled along the coastline to enjoy the breathtaking sunsets. Additional amenities include an attached garage, greenhouse, a full unfinished basement with side yard access, and a generator. This property is conveniently located near Greenport Village, wineries, farms, and the bucolic landscape that exemplifies the essence of the North Fork region.

160 Sound Drive, Greenport

85 Eleventh Street, Garden City
$5,695,000
7 Beds ⋅ 9 Baths ⋅ 967556 MLS
Built to Perfection with 314 Feet Frontage of Stunning Golf Course Views - This majestic brick Georgian Colonial on 2+ beautifully landscaped acres is a masterpiece of opulent design and luxury living. This sophisticated home is located in the most desired private location "on the hill" with breath-taking sunsets and rolling golf course views. Offering 10,000+ square feet of luxurious living space, this manor includes seven bedrooms, six full baths, and three powder rooms. Every detail was thoughtfully selected and quality crafted, from the tile, carpeting, and inlaid wood floors to the exquisite ceiling trim work and three ornate fireplaces. Upon entry you will find a dramatic two-story grand entrance with circular staircase, a spacious family room appointed with rich woodwork and detail evident with the built-ins, custom coffered ceiling and fireplace enhancing it's warm and inviting ambiance. Adjoining is a banquet-size formal dining room, and an elegant formal living room with fireplace that has fairway views as long as the eye can see. The gourmet kitchen has a large center island that opens to a welcoming breakfast room. The north wing hosts the lavish primary en-suite with fireplace, two separate full baths and three spacious walk-in closets. An additional large en-suite bedroom, gym, laundry/mud room with full-sized refrigerator and freezer, and two-car garage complete the north wing. The south wing hosts two powder rooms, a serene family room, back staircase to the second floor, and an additional two-car garage. The second floor brings you to two en-suite bedrooms, three additional bedrooms, a hall full bath, and vast storage space. The basement level includes a second laundry room, storage space, and limitless possibilities. Outside features a 60x20 heated in-ground pool, expansive blue-stone patio and breathtaking fairway views making this ideal for relaxing and entertaining. Just twenty miles east of Manhattan, this magnificent home is mere minutes from golf courses, schools, stores, restaurants, and parks. Award-winning Garden City School District., Additional information: Appearance:Excellent,Interior Features:Marble Bath,Separate Hotwater Heater:y

85 Eleventh Street, Garden City

237 Tokeneke Rd, Darien
$5,650,000
6 Beds ⋅ 6 Baths ⋅ 24210704 MLS
A rare opportunity for high-end new construction in the Tokeneke School district, 237 Tokeneke Road features a custom design by the immensely talented Nick Demaio of Demaio Design Group. Set on an exceptionally private, elevated lot, the home offers four floors of light-filled living with a thoughtful, functional layout. A grand foyer opens to a direct sightline into the expansive chef's kitchen. To the left of the entry is a cozy living room that flows into the formal dining room and ultimately back to the kitchen, creating an effortless connection for entertaining. A bar and butler's pantry complement the kitchen/ dining room spaces. A very large family room and dedicated office (one of two in the home) complete the main floor. There are 4 bedrooms on the second floor, including a primary suite with a spacious private bath and his and hers walk-in closets. The second bedroom has a private en suite bath, and the remaining 2 bedrooms sharing a Jack-and-Jill bath. The third floor offers flexible space, customizable based on your needs; the current design plan has a bedroom, full bath and second office space. The lower level is not to be missed. There is a 2 car garage with direct access to a very large mudroom, a guest bedroom and full bathroom, and large recreation room. Private, bright and beautifully designed, this custom home pairs generous living spaces with versatility on every level.

237 Tokeneke Rd, Darien

2 Hemlock Hill Lane, Bedford
$5,650,000
6 Beds ⋅ 7 Baths ⋅ 935005 MLS
Work is underway! An exceptional opportunity to own a newly built, ultra-luxury estate perfectly sited on over five pristine, private acres—just three minutes from Bedford Village. This chic, sun-drenched Modern Traditional features six ensuite bedrooms, a covered terrace, and a sparkling heated Shoreline pool and spa. The home is part of Hemlock Hills, an exclusive enclave of seven custom residences, showcasing masterful construction by award-winning luxury builders Simone Development. Privacy is assured in perpetuity, as Hemlock Hills adjoins the protected open land of the Rockefeller Preserve. This spectacular new build blends the best of comfort, convenience, and cutting-edge amenities—while giving buyers the opportunity to custom-design the finishes in their dream living space. Every inch reflects exceptional craftsmanship, from immaculate white oak floors and oversized, high-end Marvin windows to dramatic double sets of French doors and exquisite stonework. Impeccable infrastructure and precision engineering are a Simone signature—even the mechanical room is a marvel. Designed for effortless living and entertaining, the open floor plan enhances flow and blurs the line between indoors and out. The kitchen, with ten-foot ceilings, is a showstopper—anchored by a Wolf range, Sub-Zero refrigerator, custom cabinetry, and a dedicated coffee bar. From here, the layout sweeps through the dining room and great room to a covered veranda —heaven for year-round gatherings. The foyer offers a panoramic front-to-back introduction to the home, including views. Upstairs, the primary suite is a retreat with a spa-worthy bath featuring custom cabinetry, an oversized shower, soaking tub and massive dual walk in closets. A three-car garage, with separate heating and AC, boasts a durable epoxy floor and an EV charging outlet. Buyers can opt for personalized upgrades such as a custom cabana, outdoor kitchen and bar, and lower-level golf simulator. All this is just minutes from Bedford Village.

2 Hemlock Hill Lane, Bedford

8 Pleasant Valley Ln, Westport
$5,650,000
7 Beds ⋅ 9 Baths ⋅ 24172635 MLS
Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. Agent/Owner

8 Pleasant Valley Ln, Westport

25 Sheffield Rd, Egremont
$5,650,000
11 Beds ⋅ 10 Baths ⋅ 24013888 MLS
Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of the future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back to 1761, reported to be the 2nd oldest house in Egremont. Retaining much of its original charm and detail, this historic jewel boasts ample-sized rooms for gatherings and entertaining, a renovated chef's kitchen, a formal dining room, 3 grand fireplaces, 2 primary suites, and plenty of room for guests. Enjoy sweeping views of the grounds from the porch laid with locally sourced marble or relish in the shade of 'The Champion', a 250+-year-old Black Walnut Tree standing as the oldest in the state and serving as a living testament to Tullar Farms' rich past. The exterior is a sight to behold with ornate and symbolic details that capture the attention of all who pass by.

25 Sheffield Rd, Egremont

55 Coves Run, Oyster Bay Cove
$5,649,000
7 Beds ⋅ 8 Baths ⋅ 1001796 MLS
OYSTER BAY COVE. Set at the end of a serene cul-de-sac, this 9,400 sq. ft. estate blends modern luxury with European-inspired elegance on magnificent resort-style grounds offering exceptional privacy. A grand circular cobblestone driveway with fountain sets the tone for this impressive residence featuring soaring ceilings, sun-drenched interiors, expansive windows, and a dramatic open layout designed for both grand entertaining and comfortable living. The home offers 7 bedrooms and 7.5 baths with exquisite architectural details throughout. The chef’s kitchen features top-of-the-line appliances, custom cabinetry, and an oversized island. Elegant living spaces include a formal dining room, grand living room, billiard room, and private home office. The lower level is a true retreat with a basketball court, home theater, full bar, lounge, and wet & dry saunas. Outdoors, enjoy a heated gunite pool, spa, private tennis court, multiple balconies, and beautifully manicured grounds with multiple entertaining areas. A rare offering complete with a three-car garage, delivering resort-style living and unmatched privacy in a one-of-a-kind luxury estate.

55 Coves Run, Oyster Bay Cove

1766 Majors Path, Southampton
$5,600,000
6 Beds ⋅ 7 Baths ⋅ 1061138 MLS
SOUTHAMPTON ESTATE WITH POOL AND TENNIS Secluded on four acres in Southampton, this six bedroom estate offers a 6,700+/- sq. ft. home with pool and tennis. This home was renovated and re-designed in 2020. Enter the foyer to open first floor living areas flowing among a living room with fireplace, great room, kitchen with breakfast area and a dining room. On the other side of the foyer is an en-suite bedroom, a laundry room and access to the attached two-car garage with a study and full bath above. The master suite occupies one end of the second floor and features a fireplace in the bedroom, two closets and luxe bath with double vanity, shower and spa tub. The central part of the second floor on either side of a balcony is open to the first floor. At the other end of the second floor are two more en-suite bedrooms with access to a roof deck. There are 2,758+/- sq. ft. in the brand new 2022 renovated finished lower level with includes a guest room, full bath, gym, sauna, wet bar, pool table and large entertaining space with access to the pool and backyard. Outdoors enjoy the spacious deck, patio, pool and spa, and tennis court. Relax and unwind in the peaceful privacy here, or arrive at Southampton Village or ocean beaches in minutes. Bay beaches, Bridgehampton and Sag Harbor are also in easy reach.

1766 Majors Path, Southampton

12 Quaker Ridge Drive, Brookville
$5,599,999
6 Beds ⋅ 9 Baths ⋅ 901446 MLS
Brookville New Construction | Welcome home to 12 Quaker Ridge Drive — a pristine brick, center-hall colonial set on 2 acres at the end of a quiet cul-de-sac. This modern estate features six bedrooms — including a first-floor suite — formal living and dining areas, an open-concept kitchen, 3-car garage, and more. Behind a set of iron doors, you're welcomed by an open foyer and curved oak staircase leading both up and downstairs, complemented by a second back staircase for convenient access to all levels. To the left, a formal living room offers a naturally lit space for entertaining, flowing seamlessly into the open family room centered around a marble-encased gas fireplace. Just beyond, a spacious breakfast nook with French doors opens to the expansive patio and backyard. The heart of the home is the stunning kitchen — a showcase of both form and function — featuring not one, but two quartz waterfall islands with storage and seating, two dishwashers, sinks, and ovens, along with a Wolf 6-burner gas range, paneled Sub-Zero refrigerator/freezer, and an abundance of custom cabinetry. A formal dining room with views of the front courtyard offers the perfect setting for larger gatherings. The true primary suite transforms the upper left wing of the home into a private retreat. Hidden behind double doors, the oversized bedroom boasts a private balcony overlooking the backyard and patio. Two generous walk-in closets and a luxurious en-suite bath — complete with steam shower, soaking tub, and dual vanities — create a spa-like experience in the comfort of your home. Five additional bedrooms, each with their own large closets and en-suite bathrooms, complete the second floor, alongside a fully equipped laundry room, two linen closets, and the back staircase for easy access to the kitchen and family spaces below. Thoughtful upgrades include radiant heat under all tiled surfaces, a full unfinished basement with 9-foot ceilings, a walk-out entrance, and an additional full bathroom — perfect for customization. Outdoors, the backyard will be an entertainer’s dream, showcasing a heated saltwater Gunite pool surrounded by a porcelain patio and lush landscaped grounds. The property’s 3-car garage and long, private driveway offer ample parking for residents and guests alike. This exceptional Brookville residence combines timeless architecture with modern luxury — offering both comfort and sophistication at every turn. Schedule your private tour today and experience the rare opportunity to call 12 Quaker Ridge Drive home.

12 Quaker Ridge Drive, Brookville

43-41/45 Burling Street, Flushing
$5,599,000
1062902 MLS
An exceptional development opportunity featuring two adjacent lots totaling approximately 16,000 square feet, ideally situated in the highly desirable heart of Downtown Flushing. The property consists of two separate lots: one with an existing ranch-style home and the other consisting of vacant land. Plan A – Multifamily Residential Development: Potential to develop five separate three-family residential buildings, each with a proposed building footprint of approximately 20' x 70'. Plan B – Mixed-Use Development: Potential to develop a community facility combined with parking and residential use, offering up to approximately 24,000 buildable square feet, subject to applicable zoning regulations and approvals. Conveniently located near shopping centers, restaurants, supermarkets, public transportation, and other neighborhood amenities. All information, including but not limited to property taxes, lot dimensions, zoning, floor area ratio (FAR), permitted uses, buildable square footage, and development potential, is provided for informational purposes only and is not guaranteed and should be independently verified by the purchaser.

43-41/45 Burling Street, Flushing

730 Remsens Lane, Muttontown
$5,599,000
6 Beds ⋅ 7 Baths ⋅ 1026409 MLS
Introducing an Extraordinary new Construction Estate in the prestigious Village of Muttontown, Set on approximately 3 Private acres overlooking a Picturesque Golf Couse. This Exceptional 2026 built residence offers the perfect blend of Modern Luxury , Elegance, and Sophistication. Featuring Six (6) Spacious Bedrooms and 6.5 designer bathrooms, with Radiant Heated Floors. The home showcases impeccable craftsmanship and high-end finishes throughout. A Grand Entrance welcomes you into a breathtaking Great Room, with soaring ceilings, expansive windows, and abundant natural light, creating an impressive setting for both everyday living and entertaining. Designed for comfort and style, the residence includes two fireplaces- One Gas and One Electric, adding warmth and ambiance to the home's thoughtfully designed living spaces. The open and flowing floor plan seamlessly connects formal and informal areas while maximizing the stunning Golf Course Views. Nestled on a beautifully situated 3-acre property, this Magnificent estate offers privacy, tranquility, and resort-style living in one of Long Island's most sought-after communities. A rare opportunity to own a newly built luxury home in the Heart of Muttontown. (Optional pool, optional outdoor kitchen, optional elevator.)

730 Remsens Lane, Muttontown

321 Locust Avenue, Rye
$5,595,000
6 Beds ⋅ 7 Baths ⋅ 1047642 MLS
This exceptional new construction by JAF Builders, one of Westchester’s premier developers, offers 5851 square feet of sophisticated living in the heart of Rye. Ideally located just minutes from the train and downtown Rye's fabulous shops and restaurants, this stunning property enjoys extraordinary views of three golf courses; Apawamis Club, Westchester Country Club and The Meadows. This stunning 6 bedroom, 6.1 bath colonial offers a seamless blend of time-honored craftsmanship and contemporary luxury, featuring a thoughtfully designed layout and elevated, clean finishes crafted with meticulous precision. The first floor boasts 10-foot ceilings, a large center hall foyer, and a bright, open-concept chef's kitchen featuring a center island, breakfast area, custom cabinetry, and high-end appliances. The kitchen flows effortlessly into a spacious family room with a fireplace—perfect for family gatherings. An elegant living room, formal dining room, butler's pantry, private study, guest bedroom with an en-suite bath, powder room, large pantry, mud room with radiant heated floor, and access to the two-car garage complete this level. Upstairs, the primary suite impresses with a tray ceiling, two huge walk-in closets, a spa-like bath with radiant heated floor, and doors opening to a private deck. Three additional en-suite bedrooms, each with tray ceilings, and a laundry room round out the second floor. The walk-out lower level, with 9-foot ceilings and recessed lighting offers outstanding flexibility with a playroom, bedroom, full bathroom, exercise room, bar cabinet, optional theater, and a door leading to an outdoor patio. There are also three distinct outdoor living spaces — an extra-large deck off of the kitchen, a covered porch with wiring for a television off the family room, and a private deck off the primary suite — designed for effortless indoor-outdoor living. The expansive, private backyard provides ample space for a custom pool. This exquisite home sits on over a half-acre of beautifully landscaped grounds, offering a perfect balance of elegance and comfort in a prime Rye location. Scheduled for completion in Summer 2027.

321 Locust Avenue, Rye

421 Edge of Woods Road, Water Mill
$5,595,000
5 Beds ⋅ 9 Baths ⋅ 1048083 MLS
Privately set at the end of a long driveway on approximately 2.5 acres in Water Mill, this private Water Mill estate combines scale, privacy and resort-style living with convenient access to Southampton Village, ocean beaches, dining and shopping. Built in 2019, the approximately 7,635-square-foot residence offers 5 bedrooms, 8 full baths and 1 half bath across three finished levels, complemented by two separate pool houses and an oversized 3-car garage. The main level is designed for both everyday living and entertaining, with an expansive gourmet kitchen featuring fully integrated Thermador appliances, oversized paneled refrigeration, wine refrigerator and radiant-heated floors, opening to generous living and dining spaces. Three gas fireplaces add warmth throughout the home. Upstairs, two spacious primary suites each feature private balcony access, dual closets, luxurious baths and radiant-heated floors, joined by two additional bedrooms and a dedicated laundry room. The finished lower level provides substantial additional living space with a large recreation area, fifth bedroom and full bath, ideal for guests, fitness, media or play. Outdoors, the property unfolds into a private Hamptons retreat centered around a heated gunite pool, expansive bluestone patios and multiple areas for lounging, dining and entertaining. Two approximately 370-square-foot accessory pool houses further elevate the setting—one with a full kitchen, lounge, and bath, and the second offering flexible finished space well suited for a home office, gym, yoga studio, art studio or playroom. Additional highlights include an owned rooftop solar system, whole-property fiber-optic Wi-Fi coverage extending to the pool and accessory buildings, bedroom blackout shades, and a dedicated elevator bay designed for future installation. A rare combination of privacy, versatility and Hamptons lifestyle in an exceptional Water Mill setting.

421 Edge of Woods Road, Water Mill

42 Nettleton Hollow Rd, Washington
$5,595,000
5 Beds ⋅ 10 Baths ⋅ 24176543 MLS
Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, "Stone Bridge" is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington, Connecticut's highly desirable Nettleton Hollow area, this masterfully crafted property offers an unparalleled sanctuary of elegance and privacy. Constructed by the HOBI Award-winning Corbo Associates, the residence spans more than 7,000 square feet of sophisticated living space, complemented by an additionally finished 3,100 square feet on the lower level. A seamless indoor-outdoor flow defines the main living areas, which open gracefully onto sprawling terraces and a covered patio complete with an outdoor fireplace. The manicured grounds serve as a private resort, featuring mature plantings, artisanal stonework, a full irrigation system, and a pristine, heated gunite pool. Inside, soaring ceilings and expansive walls of glass flood every room with natural light while bringing the breathtaking countryside views indoors. The estate features five luxurious bedroom suites, including the rare flexibility of both first- and second-floor primary retreats. An elevator effortlessly ensures absolute accessibility throughout the home.

42 Nettleton Hollow Rd, Washington

19 Riverview St, Essex
$5,500,000
3 Beds ⋅ 5 Baths ⋅ 24180097 MLS
Set in a magnificent North Cove waterfront location, this exquisitely designed and masterfully crafted residence captures striking views of the Connecticut River and Long Island Sound, all just moments from the Village of Essex. Built in 2014 with exceptional attention to detail, the nearly 6,000-square-foot home offers a timeless architectural aesthetic, beautifully balanced living spaces, and expansive walls of windows and French doors that frame the inspiring water views. Spacious stone terraces extend the living areas outdoors, while professionally landscaped grounds feature mature gardens, specimen plantings, and graceful shade trees. Inside, custom moldings, wood, tile, and marble flooring, along with a state-of-the-art hydro-air heating and cooling system, reflect the home's quality and thoughtful design. A separate finished bonus room with its own staircase offers exceptional flexibility as an au pair suite, private studio, or home office, while a three-bay garage provides ample space and convenience. The spectacular waterfront grounds are designed for both entertaining and relaxation, featuring expansive bluestone terraces, an outdoor gas fire pit, and a stunning pool and spa complex, all set against the breathtaking backdrop of North Cove and the Connecticut River. Completing this exceptional offering is a shared dock with a slip accommodating a boat up to 25 feet, making this a truly distinctive waterfront retreat.

19 Riverview St, Essex

87 4th Street, Garden City
$5,500,000
6 Beds ⋅ 6 Baths ⋅ 1035608 MLS
Experience luxury living in this Center Hall Colonial located in the prestigious Central Section of Garden City. Offering over 5500 square feet of updated and beautifully designed living space this house is ideal for entertaining. The open-concept floor plan features expansive living and dining areas, a stunning new chef's kitchen and private home office with fireplace creates comfort. With 6 spacious bedrooms on the second floor and 5.5 updated bathrooms boasting high-end finishes throughout this is truly a move in ready home. The enormous finished basement with gym, new full bath, and egress plus a full finished attic provide additional flexible space for recreation, theatre and guests. Full house water filtration and built in stereo system throughout the house. The private expansive yard has room for a pool and/or sport court. Don't miss this opportunity to live on the desirable numbered streets of Garden City!

87 4th Street, Garden City

23 Mauwee Brook Rd, Kent
$5,500,000
4 Beds ⋅ 6 Baths ⋅ 24148400 MLS
"The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to Kent Center with Swyft, Wilson's and great shopping, this exceptional offering provides tranquil escape while remaining close to vibrant shops and renowned award winning restaurants and just 90 minutes from NYC. Step inside and discover a light filled haven with soaring ceilings and curved walls and a stunning view of the waterfall from the Living room, which opens on to a picturesque stone terrace overlooking the babbling brook. A Michael Arad-designed addition of a full bedroom suite complete with office and captivating vistas. A tennis court, gorgeously designed pool and spa, acres of meadows and rolling landscape make this the perfect estate. A natural planted roof, and Deborah Nevins-designed park, gardens, perennial paths. The Stephen Sills designed interior spaces complement the curved walls, glass-covered corridor,

23 Mauwee Brook Rd, Kent

67 Carter St, New Canaan
$5,500,000
5 Beds ⋅ 8 Baths ⋅ 24147148 MLS
67 Carter Street - Exceptional Modern Estate Experience unrivaled luxury at this extraordinary 2.5-acre sanctuary in New Canaan. Encompassing nearly 7,300 sq ft above grade and an additional 2,000 sq ft in the lower level with soaring 10-foot ceilings, this architectural masterpiece offers a refined and expansive living experience. A chef's gourmet kitchen anchors the home, complemented by five luxurious bedrooms and seven designer bathrooms. The spectacular primary suite spans over 1,000 sq ft, featuring a spa-level bath reminiscent of a five-star resort. The third-floor office and library boast panoramic views, while striking fireplaces and fluid indoor-outdoor transitions elevate every room. The lower level doubles as a wellness retreat with space for a private gym and spa. An additional 2,000 sq ft of outbuildings opens the door to creative or recreational possibilities, whether studio, guest space, or workshop. Set high above neighboring homes, the estate commands sweeping treetop views and absolute seclusion. Despite its private feel, it remains conveniently close to New Canaan's premier shopping, dining, and schools. Enjoy a New England arboretum atmosphere with walking trails, a tranquil koi pond, and multiple entertaining terraces across all levels-perfect for hosting or relaxation. This is more than a home-it's a one-of-a-kind estate where Gold Coast elegance meets modern sophistication. Designed for those who expect nothing less than perfection.

67 Carter St, New Canaan

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.

How much is your home worth?

Get instant property value now!