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6 Pheasant Run, Nissequogue
$6,400,000
5 Beds ⋅ 10 Baths ⋅ 000034 MLS
Waterfront – Set along 243’ of pristine Long Island Sound frontage, this extraordinary waterfront estate offers a truly rare combination of sweeping unobstructed water views, direct access to a sandy beach, and beautifully manicured level grounds with no high bluff — creating an unparalleled coastal setting rarely found on the North Shore. Privately nestled at the end of a private cul-de-sac on 2 lush acres, this over 7,000 square foot custom residence plus an unbelievable entertainment lower level is surrounded by magnificent specimen plantings, manicured gardens, and expansive Ipe Brazilian walnut decking designed to embrace the breathtaking waterfront backdrop from every angle. Nearly every room captures stunning water views, creating a seamless connection to the shoreline while filling the home with natural light and tranquility. Custom built with uncompromising quality and craftsmanship, the residence showcases high-end custom finishes, exquisite detailed moldings, elegant designer touches, and only the finest materials and systems throughout. Sophisticated yet inviting, the home offers an exceptional blend of refined luxury and relaxed coastal living. Every detail has been thoughtfully curated with no expense spared. Designed for both grand-scale entertaining and intimate everyday living, the property offers exceptional indoor and outdoor gathering spaces where unforgettable memories are waiting to be made. Enjoy breathtaking sunsets over the Long Island Sound with unobstructed views stretching to Connecticut, all from the privacy of your own extraordinary waterfront retreat. Ideally located approximately 60 miles from Manhattan and moments from fine dining, shopping, marinas, Stony Brook University, and Stony Brook University Hospital, the property offers a rare blend of private coastal living and everyday convenience A true private oasis, this remarkable estate offers the feeling of being worlds away while enjoying the beauty, serenity, and prestige of luxury waterfront living at its absolute finest.

6 Pheasant Run, Nissequogue
345 McLain Street, Bedford Hills
$6,400,000
6 Beds ⋅ 5 Baths ⋅ 992131 MLS
WOLSEY FARM. One of Bedford’s most iconic estate properties—first time offered in nearly 100 years. Remarkable Colonial Estate dating to 1810. Grand main rooms with incredibly preserved period detailing. Stunning interior with graciously proportioned rooms, high ceilings, period millwork, intricate moldings and spectacular quarter-sawn oak floors with black walnut inlays. Impressive Portico supported by massive Corinthian columns. Center Entrance Hall. Living Room with fireplace and doors to covered porch for alfresco entertaining. Formal Dining Room for entertaining. Country Kitchen with breakfast area. Family Room with doors to terrace. Library and Office for working remotely. Six Bedrooms including Primary Suites. Spectacular terrace and covered porch for alfresco entertaining. Heated Pool with Spa. Over eighteen spectacular acres with incredible trees and flowering plantings in the heart of Bedford. Gate House with fireplace-the ideal artists’s or writer’s studio. Two Bedroom Guest Cottage. Second “Superintendent’s” Cottage with two Bedrooms. Numerous barns and farm buildings including large Chicken Coop. Six fenced paddocks, an orchard, a spring-fed pond and open meadows. A once in a lifetime opportunity!

345 McLain Street, Bedford Hills
14 Wenwood Drive, Brookville
$6,399,999
6 Beds ⋅ 8 Baths ⋅ 989641 MLS
Brookville | Bring your dream home to life. 14 Wenwood Drive offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home in the heart of Brookville. Featuring 6 bedrooms, 6 full baths, and one powder, with intricate attention to details throughout. Take advantage of the ability to curate finishes to your own taste. In addition to the open floor plan and soaring ceilings, this home includes a private elevator, second back staircase, radiant heating throughout, professionally-designed landscaping, 2 courtyards, and a bluestone patio surrounding the heated, saltwater, gunite swimming pool, and 3-car garage. Don't miss the chance to add your final touches to this modern colonial. Estimated completion: Summer 2027

14 Wenwood Drive, Brookville
24 Landview Drive, Dix Hills
$6,399,000
5 Beds ⋅ 7 Baths ⋅ 957362 MLS
Elevate your lifestyle at 24 Landview Drive, a New Construction Estate that defines Luxury Living in desirable Dix Hills! This new custom-built offers 8,880 sq ft of living space with an additional 3,320 sq ft of unfinished lower level, and features exquisite detail and masterful design throughout. Flawlessly built by TELIA Contracting and artfully designed by BESS DECOR, this Estate is perfection for grand entertaining and family living! Enjoy a Chef's dream gourmet kitchen with Subzero & Wolf appliances, a butler's pantry with wet bar, 5 oversized en-suite bedrooms, 6.5 baths, a luxury library/home office with speakeasy dry bar and a heated legal 4 car garage. This estate features soaring high coffered ceilings, custom moldings, paneling and millwork throughout, 4 gas fireplaces, custom built-ins and vanities, marble tile and slabs throughout, quartz countertops, radiant heat, custom iron railings, two staircases and an elevator spanning from the basement to the 3rd floor walk-in attic. The estate offers 7 heating/cooling zones, a full unfinished basement (prepped for home theater, wine cellar, wet bar and bathroom) with walkout access, central vac, Buderus boiler and full house generator. The palatial rooms, craftmanship and attention to detail in every corner within this estate truly characterizes it as a luxurious masterpiece of unmatched aura that perfectly transitions into the outdoor living space as well. Multiple french doors lead into the majestic backyard which features an incredible outdoor living experience with covered heated patios, oversized second floor balconies from the bedrooms, full outdoor kitchen, outdoor fireplace with lounge/cigar area, full outdoor bathroom with shower, a private fire pit sitting area, along with a 30x50 gunite saltwater heated pool with built-in hot tub spa, fire feature, waterfall feature and sun deck. Entire estate is pre-wired for audio/video and security system. If you are ready to enjoy unparalleled luxury living, then this distinguished estate that seamlessly blends timeless architecture with modern sophistication is ready to offer you the ultimate living experience!!!

24 Landview Drive, Dix Hills
900 W Shore Road, Mill Neck
$6,398,000
5 Beds ⋅ 6 Baths ⋅ 1022544 MLS
Perched atop 3 magnificently landscaped acres in the prestigious enclave of Mill Neck, this extraordinary custom-built estate seamlessly blends timeless architecture, exceptional craftsmanship, and modern luxury. Built in 2013, the residence was thoughtfully designed to capture breathtaking panoramic water views of Oyster Bay Harbor, Cove Neck, Centre Island, and the Long Island Sound from nearly every room. Approached through a private gated entrance, the property is surrounded by lush manicured lawns, specimen trees, vibrant gardens, and an impressive collection of fruit-bearing trees, creating a serene estate like setting. The exterior showcases stunning Mediterranean travertine stone, Marvin storm rated windows with rich mahogany interiors, handcrafted imported Italian doors and hardware, a custom curved “Artistic” mahogany entry door, and a "Ludowici" terra cotta roof. Constructed on oversized "Mat Foundations" a superior structural system rarely found in residential construction, the home reflects an exceptional level of quality and engineering. Inside, soaring 25-foot ceilings, Brazilian cherry flooring, custom Wenge oak doors imported from Italy, exquisite Murano glass lighting, and walls of glass create an atmosphere of sophistication and grandeur. A magnificent one-piece custom made curved staircase serves as a striking architectural centerpiece, while every principal room is positioned to maximize the spectacular water views. The chef’s kitchen is beautifully appointed with custom mahogany cabinetry, a spacious center island, premium appliances including Bosch, Wolf, BlueStar, Liebherr, and Sub-Zero, and a fully equipped butler’s pantry. Designed for both intimate gatherings and large scale entertaining, the home offers elegant formal and informal living spaces that flow seamlessly onto expansive terraces and wrap-around balconies overlooking the water. The residence features five spacious bedrooms and six bathrooms, including four full baths and two powder rooms. The first-floor primary suite serves as a private sanctuary with water views, a luxurious spa bath, radiant heated floors, and custom California Closets. Each additional bedroom is ensuite and enjoys its own private balcony, creating a unique retreat for family and guests alike. The walk-out lower level is an entertainer’s dream, featuring a custom wet bar with Sub-Zero refrigeration, ice maker, dishwasher, gas fireplace, temperature-controlled 1,200-bottle wine cellar with integrated cigar humidor, private guest suite, second laundry room, library, multiple storage rooms, and direct access to an oversized patio overlooking the serene water view setting. This smart home is equipped with Control4 automation, Lutron lighting, Sonos audio throughout all three levels and outdoor spaces, VMS security, intercom system, HEPA air filtration, whole-house dehumidification, nine-zone heating, nine-zone cooling, radiant heated bathroom floors, 400-amp electrical service, natural gas, AC condenser unit installed Aug 2026, irrigation supplied by a private well, greenhouse, copper gutters with dry wells, French drains, and a whole-house Cummins generator backup. Rarely does a residence combine such extraordinary construction quality, resort-style amenities, spectacular water views, and unmatched privacy. Located just 45 minutes from Manhattan, this exceptional Gold Coast estate represents a truly rare offering in one of Long Island’s most coveted communities.

900 W Shore Road, Mill Neck
17 Sutton Place, Lawrence
$6,395,000
8 Beds ⋅ 10 Baths ⋅ 1025922 MLS
Welcome to this magnificent custom Tudor in the heart of Lawrence. Completely gutted, expanded, and rebuilt approximately 20 years ago, this extraordinary home showcases exceptional craftsmanship and timeless luxury. Featuring soaring ceilings, a full finished basement spanning the entire footprint of the home, and a finished attic, every inch of this residence has been thoughtfully designed. Highlights include exquisite custom millwork, designer hardwood floors with herringbone detailing, radiant heat, stunning onyx and marble finishes, custom built-ins and vanities, a gym, outdoor kitchen, grand main and secondary staircases, en-suite bedrooms, custom closets, premium interior doors, top-of-the-line appliances, and bespoke cabinetry. The level of quality, detail, and craftsmanship found throughout is simply unmatched. Unlike anything that’s been on the market in Lawrence, a truly one-of-a-kind home that must be seen to be believed. The information has been provided by the Seller and public records and has not been verified by the Broker. Information is deemed reliable but not guaranteed.

17 Sutton Place, Lawrence
22 Willow Road, Woodsburgh
$6,395,000
9 Beds ⋅ 12 Baths ⋅ 943102 MLS
Welcome to this magnificent custom designed Estate! This prestigious brick colonial set on over an acre is in the exclusive village of Woodsburgh. This one of a kind home features 9 bedrooms, 9 full bathrooms, 3 half baths, and is perfectly designed for grand entertaining! Arrive through a stately circular driveway, flanked by two separate two-car garages (4 total) positioned on either side of the residence. Enter the breathtaking expansive foyer with soaring ceilings and experience the elegance of luxury living. With an open floor plan and attention to detail the home showcases 10 foot ceilings and 22 feet in the grand living room which boasts an adjacent library. The first floor features a primary suite that offers dual ensuite bathrooms, 2 home offices, as well as a guest suite. The heart of the home is the chef's eat in kitchen, which seamlessly flows to a great room and oversized formal dining room, ideal for hosting gatherings of any size. The sweeping staircase leads to the second floor, designed for comfort and privacy with 6 generously sized bedrooms and 5 bathrooms. Throughout the level, you'll find an abundance of closet space and sitting areas to gather. The massive walkout basement, provides a bedroom and 2 bathrooms. It is an entertainers paradise complete with a full recreation area, an indoor endless lap pool and gym. There is even an event space with custom bar and kitchen. Additional features include 2 laundry rooms, an elevator to all 4 floors and a dumb waiter. The excitement continues outside with a gunite salt water pool and hot tub, sports court, large patio and landscaped grounds. Built for both comfort and leisure, this Woodsburgh home truly has it all. Make this dream home your dream come true home! Do not miss this one! Too much to list but no detail has been missed.

22 Willow Road, Woodsburgh
25 Lake Road, Lake Success
$6,300,000
6 Beds ⋅ 7 Baths ⋅ 1028608 MLS
25 Lake Road | Waterfront Contemporary on the Golf Course — Village of Lake Success | Smart Home. 10816 Sqft On 0.92 Acres. A Masterpiece of Waterfront Luxury: Where elite contemporary living meets country club prestige. This custom-built 2002 contemporary estate offers an extraordinary blend of privacy, grand scale, and resort-style living, uniquely positioned on the waterfront alongside the rolling greens of a private golf course. The dramatic split-level layout showcases soaring ceilings and walls of glass, framing a state-of-the-art chef's kitchen, a refined private library, and 6 bedrooms with 7 designer bathrooms—including a palatial primary suite with panoramic water views. The resort-caliber grounds feature a heated pool, fireplace, a finished pool house, a full outdoor kitchen, and a fenced basketball court. The estate is approached via a grand horseshoe driveway with parking for over 10 vehicles, complemented by an attached 3-car garage. Set within the exclusive, gated Village of Lake Success, residents enjoy private police, an 18-hole golf course, tennis and pickleball courts, and community pools. Zoned for Blue Ribbon Lakeville Elementary and Great Neck South schools, with seamless access to the LIE and GCP. All information is deemed reliable but not guaranteed. --------------- Architecture: Custom-built 2002 contemporary with dramatic split-level layout and glass walls.///Primary Suite: Palatial waterfront sanctuary featuring panoramic views and designer spa bath.///Culinary Kitchen: State-of-the-art chef's kitchen with premium finishes and appliances.///Outdoor Oasis: Heated pool, finished pool house, full outdoor kitchen, and fenced basketball court.///Parking: Grand horseshoe driveway for 10+ vehicles plus an attached 3-car garage.///Community: Exclusive Village of Lake Success with private police and 18-hole golf course.///Recreation: Private village access to tennis, pickleball courts, and community pools.///Education: Top-tier, Blue Ribbon Lakeville Elementary and Great Neck South Schools. All information is deemed reliable but not guaranteed.

25 Lake Road, Lake Success
177 Albany Boulevard, Atlantic Beach
$6,299,000
7 Beds ⋅ 6 Baths ⋅ 1024817 MLS
Bayfront New Construction | 7 Beds | Private Dock | Pool | Rooftop Deck. Wake up to open bay water from nearly every room. This brand-new contemporary home sits on an oversized bayfront lot in the Village of Atlantic Beach, delivering 5,100 square feet of coastal luxury with sunrise and sunset views over the water. For boaters, it is rare. A new bulkhead, private deck, and dock put the bay at your back door, and the beach, boardwalk, and waterfront dining are minutes away. Inside, 7 bedrooms and 6 full baths give you room for family and guests without compromise. The primary suite is a retreat of its own, with a private balcony over the water, walk-in closet, and spa-style bath. High ceilings, custom finishes, and generous storage carry through every level. The first floor lives easy for entertaining, with 3 bedrooms, 2 full baths, a living room with wet bar, and an eat-in chef's kitchen anchored by a center island with granite counters and a wine refrigerator. Step outside to true resort living: a heated inground pool, a rooftop deck built for sunset gatherings, and a 2-car garage. Smart thermostat, whole-house sound, and a full entertainment system are built in. All of this behind the gates of Atlantic Beach, with 24/7 security, tennis courts, and the beach at hand, and quick access to JFK and Manhattan. This is bayfront living, brand new and move-in ready.

177 Albany Boulevard, Atlantic Beach
10 Mary Jane Ln, Westport
$6,299,000
6 Beds ⋅ 7 Baths ⋅ 24147970 MLS
New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with generous room sizes, flexible living areas, and seamless indoor-outdoor flow. Additional highlights include a three-car garage, elevator-ready and thoughtful design throughout. Conveniently located close to Westport schools, train, beaches, and town amenities, this is a rare opportunity to own a custom home in a coveted setting. **See photos for progress update!**

10 Mary Jane Ln, Westport
1061 Route 83, Pine Plains
$6,250,000
4 Beds ⋅ 7 Baths ⋅ 1062928 MLS
A good country house reveals itself through its relationship to the land, the proportions of its rooms, and the pleasure of spending time there. At Heron Hill, these qualities come together in a Greek Revival home set on 38 acres in Pine Plains, in the heart of Millbrook Hunt Country. The white clapboard facade, framed by rolling lawn and clipped boxwood, has a pleasing balance and quiet presence. A columned entrance establishes the house’s classical character, while the surrounding landscape opens to long views across fields and wooded hills. Within, the house offers a sequence of rooms that feel both substantial and intimate. Rich wood paneling, a coffered ceiling, and two wood burning fireplaces lend warmth to the principal living space, where a curved staircase rises to a wood paneled upper landing. A lacquered library provides a more secluded place to read or work, while the dining room and window-lined sunroom accommodate the sociable rhythms of country life. The kitchen is arranged around a generous island, with a breakfast area set beneath a broad arched window overlooking the grounds. Throughout the interiors, carefully selected materials complement the architecture, bringing individuality to rooms connected by consistent attention to scale and detail. Four bedrooms, a large playroom, four full bathrooms and three half baths provide comfortable accommodation for family and guests. Along the rear of the house, a columned loggia creates a place to sit, dine, and take in the landscape. Beyond it, lawns give way to fenced fields, mature trees, and the hills in the distance. A freeform swimming pool, edged by a stone terrace, follows the natural character of the grounds, while a separate barn completes the country setting. A two-car garage includes a two-bedroom apartment above, ideal for guests or a caretaker. Heron Hill offers the enduring pleasures of a country home; welcoming rooms, thoughtful architectural detail, and a landscape that becomes part of daily life.

1061 Route 83, Pine Plains
24 Arrowhead Way, Darien
$6,250,000
5 Beds ⋅ 9 Baths ⋅ 24214699 MLS
In the prestigious Tokeneke Association, this elegant 8,300sf Colonial on 1.78 acres sits above lawns and beautiful gardens. Almost a 50% new addition and extensive renovations in 2006, the owners respected the architectural heritage while introducing the ease and refinement of contemporary living. The pool and spa sit within the back wraparound terrace, now an exceptional outdoor living sanctuary. A living room, sunroom, formal dining room, the connecting kitchen and family room with fireplace and the spectacular first floor primary wing all open through French doors onto the sunlit terrace and sweeping lawns. The vaulted primary suite with fireplace, his/her baths and dressing rooms leads to your own patio. Steps from the entry foyer is an elegant living and dining room, and a beautiful kitchen with an impressive nine-foot marble island opens onto the family room with fireplace and breakfast room all opening to the gardens, creating a natural flow from formal living to relaxed everyday life. Upstairs is a second primary suite with fireplace and sitting room and three additional en suite bedrooms. A cathedral ceiling great room with exposed beams and attached bath creates the ultimate in an entertaining space. A playroom is on the third floor. The walk-out lower level features a stone and wood office with fireplace, bar and wine cellar and exercise room. A two car garage cottage has heated upstairs office/sleeping room. Serene and private. 47 miles NYC. The best of Darien

24 Arrowhead Way, Darien
21 Sturges Commons, Westport
$6,250,000
6 Beds ⋅ 9 Baths ⋅ 24194597 MLS
NEW CONSTRUCTION NEAR COMPLETION IN THE COVETED HUNT CLUB NEIGHBORHOOD BY THE MOST SOUGHT-AFTER LUXURY BUILDER, MATTERA CONSTRUCTION, celebrated for creating architecturally significant & stunning modern homes that blend timeless elegance, exceptional craftsmanship & bespoke interiors. A Mattera home is a masterpiece with state-of-the-art amenities, breathtaking design & uncompromising structural integrity. This impeccably designed 6-bedroom residence offers sophisticated interiors & seamless indoor-outdoor living across four finished levels, perfectly sited on a quiet, private cul-de-sac. The light filled main level showcases an open floor plan with a two-story foyer, a custom kitchen and breakfast area, family room with fireplace, private office, living room, dining room, mudroom & two powder rooms. Upstairs, the luxurious primary suite is a true retreat with a spa-inspired bath, expansive dressing areas, 2 walk-in closets plus 4 additional ensuite bedrooms & a spacious laundry room. The walkout lower level provides a recreation/family room, gym, 6th bedroom & a full bath. The finished third floor offers flexible space for a playroom, office, media room plus a half bath. The resort-style backyard includes a heated Gunite pool and spa, expansive stone patio, outdoor kitchen and beautifully landscaped grounds. Offering a rare opportunity to own an exceptional Mattera home of enduring quality & the highest level of craftsmanship, consistently creating lifelong admirers

21 Sturges Commons, Westport
105 Woodhill Lane, Manhasset
$6,250,000
4 Beds ⋅ 5 Baths ⋅ 1048059 MLS
Built in 2023 and set on 1.15 landscaped acres in Flower Hill, 105 Woodhill Lane pairs classic Colonial architecture with the thoughtful appointments of a custom luxury residence. Located within the Port Washington School District, this Manhasset home offers elegant entertaining spaces, two primary suites, and beautifully designed outdoor living. A circular driveway, manicured grounds, and welcoming front porch establish a gracious sense of arrival. Inside, hardwood floors, detailed millwork, and impressive ceiling heights define the interiors. A formal living room with coffered ceilings complements the dramatic two-story formal dining room. At the heart of the home, the chef’s kitchen features an oversized center island, premium stainless steel appliances, abundant cabinetry, and generous space for gathering. The adjoining family room is anchored by a gas fireplace, while a sweeping spiral staircase creates a striking architectural focal point. French doors open to a covered bluestone porch and patio, extending the living spaces outdoors. A sitting room, powder room, and oversized two-car garage with extra-high ceilings complete the main level. Upstairs, two primary suites offer exceptional flexibility. One features a walk-in closet and private en-suite bath. The more expansive retreat showcases soaring ceilings, a private sitting area with a gas fireplace, spacious dual closets, and a spa-inspired bath with a double vanity, dedicated makeup vanity, soaking tub, private water closet, and steam shower. Two additional bedrooms, another full bath, and a separate laundry room complete this level. The laundry area includes a specialized garment-care machine for refreshing and preparing clothing, while six integrated central vacuum systems serve the home. The finished lower level, with its own outside entrance, provides additional space for recreation and guests, including full bath, spacious living area, additional rooms, and ample storage. Outdoors, an expansive paver patio creates an inviting setting for dining and entertaining, framed by landscaped grounds and an in-ground vinyl pool and spa with a waterfall. Convenient to shopping, dining, transportation, and Americana Manhasset, 105 Woodhill Lane brings together recent construction, distinctive architectural detail, and the space to enjoy a refined indoor-outdoor lifestyle.

105 Woodhill Lane, Manhasset
991 Lake Ave, Greenwich
$6,250,000
5 Beds ⋅ 7 Baths ⋅ 24182061 MLS
Some properties simply need to be experienced in person, and 991 Lake Avenue is one of them. Set on four beautifully landscaped and exceptionally private acres, this distinctive European-inspired estate offers nearly 9,500 sq. ft. of gracious living and entertaining space. Dramatic beamed rooms, stone fireplaces and light-filled interiors give the home wonderful character, while French doors open to expansive terraces, formal gardens and a 40' x 20' pool and spa. Five bedrooms, a spacious game room and extensive office space provide exceptional flexibility. A rare Backcountry setting where privacy, scale and serenity come together, just five minutes from the Merritt Parkway with convenient access to all that Greenwich has to offer.

991 Lake Ave, Greenwich
631 West Rd, New Canaan
$6,200,000
6 Beds ⋅ 5 Baths ⋅ 24209323 MLS
Set high above West Road on nearly five sunlit acres, the Leuthold House embraces south and west light and looks out over its own spring-fed pond from every room. Allan Gelbin, the Frank Lloyd Wright apprentice who supervised the building of Tirranna, designed it in 1966 with an unlimited budget and considered it his finest work. Offered for the first time in 29 years. A long curve of glass, white plaster and mahogany follows the land beneath deep overhangs and two planted green roofs. Life flows easily inside and out. The generous living room, with clerestory windows, fireplace and wet bar, opens through walls of glass to the terrace and a pool that traces the curve of the house. The dining room opens to the kitchen and its curved breakfast nook, or closes off for formal evenings. The first-floor primary suite spans its own wing with dressing room, two mahogany closets, spa bath and a private terrace with the best view in the house. Upstairs, four bedrooms and three baths open to a roof terrace. The office hides its files behind a disappearing mahogany wall and steps out to a private garden. Gelbin's teak and mahogany millwork runs throughout. A covered breezeway connects the private guest house with bedroom, bath, kitchenette and living area. 150 specimen trees, gardens and landscape lighting. Restored by Hobbs Inc. and JMK Architects with geothermal radiant heat and cooling. Cover of Connecticut Cottages & Gardens. Architecturally important and completely livable.

631 West Rd, New Canaan
3645 and 3651 Soundview Avenue, Peconic
$6,200,000
7 Beds ⋅ 5 Baths ⋅ 1049858 MLS
Rare North Fork Beachfront estate, shy 3.25 acre compound! The main house features over 3,000 sq. ft. of living space and the beach house offers approximately 1,600 sq. ft. A powder white sandy path leads to a gorgeous private beach with 116+ ft. of waterfront. Enjoy panoramic water views of the sparkling Long Island Sound and enchanting sunsets with this incredible property that presents a multitude of opportunities for its next owner. Listed as a compound but also separately: see 3645 Soundview Ave - the main house (MLS #1007876) and 3651 Soundview Ave - the beach house (MLS #1009245). Please note that this compound listing reflects 3645 Soundview Avenue in fields where only one property's information can be displayed. Please note that combined information of both properties is also displayed where permissible.

3645 and 3651 Soundview Avenue, Peconic
7 Penniman Point Road, Quogue
$6,195,000
4 Beds ⋅ 4 Baths ⋅ 981632 MLS
Quogue Waterfront Tucked away on a quiet, coveted creek in Quogue, 7 Penniman Point, presents a rare opportunity to own a private waterfront retreat in one of the Hamptons most exclusive villages. Set on 2.52 acres and surrounded by water and natural beauty, the property offers a peaceful setting and water views towards Quantuck Bay. Move into a spacious four bedroom home with an open kitchen, fireplace and living spaces throughout or build your dream house. There is plenty of acreage to add both a pool and tennis court and dock for your boat. This property embodies classic Hamptons waterfront living with privacy and elegance.

7 Penniman Point Road, Quogue
21 Calhoun Dr, Greenwich
$6,150,000
5 Beds ⋅ 8 Baths ⋅ 24205524 MLS
A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat, complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a Cottage, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.

21 Calhoun Dr, Greenwich
4725 Orchard Street, Orient
$6,000,000
3 Beds ⋅ 3 Baths ⋅ 1015950 MLS
Set on 9.1 remarkably private acres in one of Orient's most scenic and protected landscapes, this distinctive residence offers a rare combination of architectural character, beautifully developed grounds, and sweeping pastoral views across meadows, Hallock Bay, and Gardiners Bay beyond. Originally part of the historic Hallock farm, the property has been thoughtfully cultivated over decades. Specimen trees, extensive landscaping, and a pond create a setting that feels both intentional and deeply connected to the surrounding natural environment. The elevated position captures expansive vistas while preserving a remarkable sense of privacy. The cedar-clad home was designed to maximize natural light and take full advantage of its extraordinary surroundings. Floor-to-ceiling windows frame the landscape, while more than 1,000 square feet of porches and decking create a seamless relationship between indoor and outdoor living. Classical proportions are balanced by a contemporary coastal sensibility, resulting in a residence that feels timeless, comfortable, and distinctly North Fork. Outdoor amenities are equally compelling. A large gunite pool is set within a bluestone surround and complemented by a brick patio and pergola-covered terrace. The accessory building immediately adjacent incorporates a pool house, substantial loft space, and a two-car garage, providing flexibility for storage, recreation, or studio use. Located within the coveted Narrow River corridor, the property offers easy access to quiet beaches, exceptional wildlife viewing, and the marina, while remaining moments from Orient Village. Properties of this scale and setting rarely come to market, particularly in a location where protected landscapes and enduring views define long-term value.

4725 Orchard Street, Orient
120 W Creek Farms Road, Sands Point
$6,000,000
4 Beds ⋅ 4 Baths ⋅ 984288 MLS
Available for the first time in nearly 50 years and one of only a handful of SP waterfront homes to offer significant acreage, 120 West Creek Farms Road allows you to experience coastal living at its best with rolling lawns, in-ground pool and expansive bluestone terraces for lounging and dining while enjoying sensational sunsets. The 4500 sf home is elevated above the flood plain and positioned to capture panoramic views from west to east. Located at the end of Sands Point's loveliest streets and surrounded by magnificently landscaped property, this home offers both privacy and easy access to the Village and to Port Washington's convenient and vibrant services and amenities.

120 W Creek Farms Road, Sands Point
22 Bayfield Lane, Westhampton Beach
$6,000,000
6 Beds ⋅ 5 Baths ⋅ 874422 MLS
On over two acres, this Village estate is in close proximity to both vibrant Main Street and Dune Road's ocean beaches. Enter the gated estate through a circular drive off Bayfield Lane to the classic Dutch-doored front foyer. There is also a gated service entrance off Stevens Lane. A perfect weekend get-away or a year-round residence, this home boasts an expansive great room with soaring ceilings, exposed beams, and a gas fireplace. The handsome study, with wood-burning fireplace, and sunny all-seasons enclosed porch offer rooms for entertainment and relaxation. The eat-in kitchen has a large center island, ample pantry space, a classic Garland range, and an adjacent mudroom/ laundry room with a separate entrance. A generous primary suite, two additional bedrooms with a shared bath, and a powder room complete the first floor. The second story provides an additional en-suite, along with two more bedrooms with a shared bath. The sprawling hedged property includes mature landscaping, heated gunite pool, and tennis court. Two-lot subdivision is also in progress. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

22 Bayfield Lane, Westhampton Beach
3 Valentine Farm Court, Old Brookville
$5,999,999
7 Beds ⋅ 9 Baths ⋅ 1021590 MLS
Old Brookville | Welcome to 3 Valentine Farm Court, where timeless architecture, exceptional craftsmanship, and an unmatched collection of luxury amenities define one of the North Shore's most impressive private estates. Positioned behind double iron gates at the end of a secluded cul-de-sac, this stately brick center hall colonial is situated on more than three meticulously landscaped acres, combining remarkable privacy with an extraordinary level of recreation and entertaining amenities. The residence is introduced by a spectacular two-story domed foyer showcasing a sparkling chandelier, intricate hand-painted ceiling details, and extensive custom millwork carried throughout every level of the home. Formal and informal living spaces are thoughtfully arranged, including an expansive formal living room, richly appointed mahogany library, inviting family room with one of three wood-burning fireplaces, formal dining room, powder room, and a spacious first-floor en-suite bedroom with separate exterior access. The custom kitchen is appointed with premium gas appliances, custom cabinetry, a center island with seating, an adjoining breakfast area, and an expansive butler's pantry connecting directly to the formal dining room. Extending from the main level, an elevated terrace with a built-in outdoor kitchen overlooks the estate grounds and pool complex below. The second level features five bedroom suites, each with their own full bathroom. Occupying its own wing of the home, the primary suite includes a private balcony overlooking the property, separate sitting room, two oversized walk-in closets, and an expansive en-suite bathroom with dual vanities and a jetted soaking tub. Designed as an exceptional recreational and entertaining space, the lower level features a custom wet bar, expansive gathering areas, a fully equipped fitness center, additional bedroom and full bathroom, oversized laundry room, and a below-grade indoor sports court with min. 15-foot ceilings—a rarely available amenity in residential construction. The outdoor amenities are equally impressive. The resort-inspired grounds are centered around an oversized gunite swimming pool with an integrated spa and water features, surrounded by expansive patios and mature landscaping. A fully equipped pool house includes a full bathroom, laundry facilities, and an indoor kitchen with a built-in grill opening directly onto the pool terrace. Completing the estate is a full-size sports court configured for both tennis and basketball, along with an oversized three-car garage equipped with vehicle lifts offering additional space for the car enthusiast. Representing an exceptional combination of scale, craftsmanship, and amenities on more than three private acres, 3 Valentine Farm Court presents a rare opportunity within one of the North Shore's most distinguished settings.

3 Valentine Farm Court, Old Brookville
18 Gwynne Road, Melville
$5,999,999
6 Beds ⋅ 9 Baths ⋅ 1031747 MLS
Poised behind private gates atop one of Long Island's highest elevations, this extraordinary all-brick manor estate is a masterwork of timeless architecture and uncompromising luxury. Encompassing six lavish bedroom suites, six full baths, and three elegant powder rooms, the residence is surrounded by picturesque English gardens and acres of lush parkland, offering an unrivaled sense of serenity, privacy, and grandeur. Bordering an extensive network of scenic hiking and horseback riding trails, the estate offers a seamless connection to nature, creating an exceptional setting for outdoor recreation and equestrian pursuits. A true trophy estate, this one-of-a-kind property boasts its own FAA-recognized private helipad, providing the rare privilege of effortless helicopter access to Manhattan, the Hamptons, and beyond—transforming travel into an experience of unparalleled convenience. Every inch of this magnificent residence reflects exceptional craftsmanship and meticulous attention to detail. Rich custom millwork, exotic quarter-sawn hardwood floors, and imported marble finishes create an atmosphere of refined elegance, while state-of-the-art geothermal heating and cooling, radiant heated floors throughout, and advanced energy-efficient systems provide modern comfort without compromise. Designed for both everyday luxury and grand-scale entertaining, the estate features a spectacular gourmet eat-in chef's kitchen, an opulent primary suite worthy of a five-star resort, expansive guest or extended-family accommodations, four stately fireplaces, intricate bespoke ornamental ironwork, a comprehensive security system, and a heated driveway. The resort-inspired grounds are nothing short of extraordinary, showcasing a heated saltwater swimming pool and spa enhanced by cascading waterfalls, creating a private oasis of relaxation. Inside, an exceptional array of amenities awaits, including a starlit home theater, indoor squash court, full basketball court, professional-grade fitness center, game room, workshop, and beautifully appointed guest quarters. A residence of this caliber is exceptionally rare—where architectural excellence, cutting-edge innovation, and world-class amenities converge to create one of Long Island's most distinguished private estates. Additional Features: Energy-efficient insulated doors, elegant formal living and dining rooms, exquisite marble baths, generously appointed guest quarters, abundant storage and utility spaces, and an uncompromising commitment to craftsmanship, luxury, and enduring quality. This remarkable estate offers an unparalleled lifestyle where privacy, prestige, and sophisticated living exist in perfect harmony, presenting a once-in-a-generation opportunity to own one of Long Island's most iconic legacy properties.

18 Gwynne Road, Melville
21 Lake Road, Great Neck
$5,999,888
7 Beds ⋅ 7 Baths ⋅ 1000890 MLS
Private waterfront living and walk to golf course. The Most Beautiful Home 13 Miles from the Midtown Tunnel with Unparalleled Views *****MUST SEE!! ***** Private showing Welcome to one of the most extraordinary waterfront estates in the New York metropolitan area — a breathtaking architectural masterpiece set along the shimmering waters of Lake Success, a rare glacial lake formed more than 10,000 years ago at the end of the Ice Age. Located in the prestigious Village of Lake Success, this one-of-a-kind estate offers unmatched privacy, scale, and natural beauty just moments from Manhattan. Situated on approximately 0.98 acres with nearly 11,000 square feet of interior space across five expansive levels, this spectacular 7-bedroom, 7-bathroom residence was inspired by the philosophy of renowned architect Frank Lloyd Wright, blending timeless organic architecture with breathtaking waterfront surroundings. Dramatic 14+ foot ceilings and walls of glass frame tranquil lake views from nearly every room, creating a seamless connection between indoor living and the natural world outside. Designed for both grand entertaining and intimate everyday living, the home features an extraordinary collection of luxury amenities, including a private dance studio, fitness room, wine cellar, multiple walk-in closets, heated floors, expansive terraces, multiple kitchens, dumbwaiter, central vacuum, laundry chute, private sheds, and a 3-car garage. Extensive steel construction provides a level of structural integrity rarely found in residential properties. The resort-style outdoor experience is equally exceptional. The estate showcases a luxurious heated pool and spa with automatic cover, expansive decks and patios, and 11 beautifully curated flower beds creating a private botanical sanctuary. The grounds are perfectly suited for elegant entertaining, wedding celebrations, and unforgettable gatherings. Perfectly positioned alongside the renowned Lake Success Golf Club, the property offers direct golf course access just moments away — an extraordinary lifestyle opportunity for golf and country club enthusiasts. Wake up each morning to the peaceful sounds of birdsong and gentle water reflections while enjoying the ever-changing beauty of Long Island’s hidden lake system — an underground-connected aquifer ecosystem unlike anything else in the region. Watch turtles sunbathe by the shore and majestic predatory birds soar overhead as nearby bird sanctuaries and preserved natural landscapes create a setting of rare serenity and privacy. Throughout the seasons, the property offers more than 70 unique visual experiences and a remarkable array of wildlife, including the American Bald Eagle, hawks, owls, egrets, swans, ducks, geese, frogs, rabbits, and other native species rarely experienced this close to New York City. Steeped in history, the property was once connected to the visionary developer of the surrounding lake community and was later home to the inventor of the portable EKG machine. Today, it stands as one of the most unique and iconic waterfront estates on Long Island — offering a level of character, craftsmanship, serenity, and presence that simply cannot be replicated. Despite its serene and secluded atmosphere, the home offers exceptional convenience: • Approximately 22 minutes to Midtown Manhattan • Approximately 15 minutes to both JFK and LaGuardia Airports Set within the prestigious Lake Success Country Club community, residents enjoy a truly exceptional private-club lifestyle. Exclusive village amenities include a dedicated Village Police Department, championship 18-hole golf course, elegant clubhouse, Olympic-size swimming pool, tennis and pickleball courts, and a fully equipped fitness center.The residence is zoned for the highly regarded Lakeville Elementary School, Great Neck South Middle School, and Great Neck South High School.

21 Lake Road, Great Neck
824 Dune Road, Westhampton Dunes
$5,999,000
5 Beds ⋅ 6 Baths ⋅ 1056794 MLS
Located in Westhampton Dunes, 824 Dune Road is an exceptionally pristine and meticulously maintained bayfront property offering remarkable privacy, direct water access, and rare potential for expansion. Surrounded by more than 200 mature trees, the property feels completely private while still capturing the open bay views that make Dune Road so special. The residence is entirely turnkey, with five bedrooms, four full baths, two half baths, generous living and entertaining spaces, and a well-appointed kitchen featuring Gaggenau appliances. Outside, the property is equally impressive. A 20' x 40' heated gunite pool was recently marble-dusted and outfitted with a brand-new electric cover. The grounds also feature a garage, outdoor shower, private dock with direct bay access, and a deeded private right-of-way across Dune Road for easy access to the ocean. Perhaps most notable is the opportunity to expand, an increasingly rare offering on Dune Road. With substantial privacy, bayfront and ocean access, a pool, dock, garage, and room to create even more, 824 Dune Road presents an exceptional opportunity in Westhampton Dunes. Impeccably maintained and completely turnkey, this is a property that can simply be enjoyed from day one.

824 Dune Road, Westhampton Dunes
853 W Park Avenue, Long Beach
$5,998,863
5 Beds ⋅ 6 Baths ⋅ L3578465 MLS
Discover one of the most expansive bayfront properties in Long Beach, featuring exclusive private docking rights and set on a prime corner lot that offers breathtaking views of Reynolds Channel, the city skyline, and spectacular sunsets. First Floor: Step into a grand entry hall and enjoy the convenience of a three-car garage with an electric car charging port, ample storage closets, an elevator, and plumbing provisions for a future bath. An exceptionally large outdoor patio with half of it covered provides a perfect space for entertaining. Second Floor: The chef's kitchen is a culinary dream, equipped with top-of-the-line appliances including Sub-Zero refrigeration, Wolf oven range, and Miele appliances. This level also includes a comfortable living room/den, a formal dining room, a media room, a guest bedroom with an en-suite bath, a half bath, and a cabana bathroom. The elevator is easily accessible on this floor. Third Floor: The luxurious master bedroom suite features an office, a fitness area, and a wet wine bar, along with a private deck offering stunning views. This floor also includes an additional bedroom, a full bath, two Jack and Jill bedrooms with a shared bath, and a children's playroom complete with a secret door. Fourth Floor: Enjoy panoramic views from the incredible rooftop deck with durable Trex flooring. The property boasts a generous 63x145 waterfront expanse with a dock, a floating dock, and jet ski ramps. Experience unparalleled bayfront living!, Additional information: Appearance:MINT,Interior Features:Guest Quarters,Lr/Dr

853 W Park Avenue, Long Beach
98 Banks Pl, Fairfield
$5,995,000
4 Beds ⋅ 6 Baths ⋅ 24216271 MLS
Timeless luxury meets exceptional craftsmanship at 98 Banks Place, where a meticulous restoration & rebuild, completed in 2017, transformed an 1830 Greek Revival into a home offering the comfort of new construction while preserving the soul, warmth, & character only a home of this era can provide. Original floors, brick, timbers, custom windows, reclaimed hardware, & period details blend seamlessly with custom millwork, barrel ceilings, Belgian stone flooring, designer finishes, radiant-heated floors, & all-new systems. A chef's kitchen w/ concealed scullery anchors gracious living spaces, while an inviting family room & serene primary suite balance gathering & retreat. Set on nearly 5.5 private acres, the property is designed for indoor-outdoor living w/ a resort-style pool, year-round spa, expansive bluestone patio, outdoor kitchen, double-sided fireplace, & new pool house offering flexible space for guests, entertaining, an in-law suite, or future living accommodations. Sweeping lawns, formal gardens, an apple orchard, enclosed vegetable garden, & mature green screening create a private retreat unlike any other. Moments from Southport Village, Southport Harbor, Pequot Library, Southport Beach, dining, & the train, this is a rare opportunity to enjoy estate-like living in one of Fairfield County's most sought-after coastal communities, where old-world charm, modern ease, & a walkable coastal lifestyle come together in a truly one-of-a-kind offering.

98 Banks Pl, Fairfield
19 Harding Ln, Westport
$5,995,000
6 Beds ⋅ 9 Baths ⋅ 24199970 MLS
Magnificent new construction by AR Luxury Homes on a flat, private acre at the end of a coveted cul-de-sac in Greens Farms. Thoughtfully designed finishes by Tara Benet Design of Greenwich, this 6-bedroom, 6 full/2 half bath residence offers 7,874 sq ft across the first and second floors, plus a finished 1,950+/- sq ft walk-out lower level. Soaring 10' first-floor ceilings anchor an open plan with a great room, custom kitchen, formal dining room, living room, office, wet bar, and mudroom. The primary suite offers a spa bath and walk-in closet, with four additional ensuite bedrooms. The walk-out lower level includes a bedroom, full bath, playroom, gym, and ample storage. Outside, enjoy a 20' x 40' heated pool with spa and automatic cover on a bucolic property. City water, septic, and propane service the home. There is space for an elevator to all floors that can be added, and 1,800 sq ft can be finished on the walk up third floor at additional cost. A rare opportunity, with time to customize select finishes. Home to be completed late spring 2027.

19 Harding Ln, Westport
67 Peach Hill Rd, Darien
$5,995,000
6 Beds ⋅ 9 Baths ⋅ 24191678 MLS
Privately set on 2.15 beautifully landscaped, park-like acres just minutes from town, this exceptional six-bedroom residence offers a rare blend of timeless elegance, everyday comfort, and complete privacy. Thoughtfully designed for the way people truly live, the home is filled with light, gracious proportions, and inviting spaces that welcome both intimate gatherings and memorable celebrations. The heart of the home is a beautifully appointed chef's kitchen with a sunlit breakfast area that opens seamlessly to the spacious family room, where French doors invite you outdoors to expansive lawns and peaceful sunsets. Formal living and dining rooms provide the perfect backdrop for entertaining, while a butler's pantry and generous mudroom bring effortless function to everyday life. The tranquil primary suite is a retreat of its own, featuring a cozy fireplace, a private balcony overlooking the grounds, and a luxurious spa-inspired bath. Five additional en suite bedrooms offer exceptional comfort and privacy for family and guests. A finished third level provides a flexible bedroom and bonus space ideal for a home office, playroom, or creative studio, while the expansive lower level offers endless possibilities for recreation, fitness, media, or entertaining. Outside, sweeping lawns, mature landscaping, and exceptional privacy create a setting that feels worlds away, yet is only moments from town, schools, and everything Darien has to offer.

67 Peach Hill Rd, Darien

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