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$2,745,000
4 Beds ⋅ 4 Baths ⋅ 1029802 MLS
Situated on over two acres within an exclusive cul-de-sac, this newly constructed residence built by renowned builder Southampton Building Company Corp., is now on the market! The home is just moments from Breakwater Beach, the Long Island Sound and Mattituck Inlet, offering convenient access to beaches, boating and the best of North Fork living. The Developer features four bedrooms and four full bathrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second. The chef’s kitchen is appointed with top-tier appliances, including a 48-inch dual-fuel double-oven range, professional-grade vent hood and wine refrigerator, creating a space that is as functional as it is beautiful. A sprawling lower level with 10-foot ceilings, three egress windows and a private exterior entrance offers exceptional flexibility for recreation, wellness, or future customization. A fully customizable and expandable smart-home system, radiant-heated flooring throughout, custom-designed closets and premium finishes throughout reflect an exceptional level of quality and craftsmanship. Builders 5000 sq.ft. expansive patios extend the living spaces outdoors, creating an inviting setting for entertaining and relaxation. The private backyard is highlighted by a spectacular 20-by-60-ft heated saltwater pool with an automatic cover, along with a dedicated sport court designed for pickleball and basketball. Combining exceptional design, uncompromising quality, and an irreplaceable location, this is a rare opportunity to own a true legacy property in one of Mattituck’s most desirable enclaves. Home includes three levels of furnishings, full arborvitae privacy screening and an extensive new construction warranty package for the home and pool

2790 Stanley Road, Mattituck
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 1019925 MLS
SHINNECOCK HILLS - A Private Retreat with Resort-Style Amenities! This exceptional 1-acre property offers the ultimate in luxury, relaxation, and entertainment. Thoughtfully designed for both sports enthusiasts and entertainers, the home features a heated pool with two sun decks, a private pickleball court, and a detached building with a gym and custom bar-perfect for at-home gatherings. End your day in the soothing jacuzzi spa or on one of two spacious covered decks. For gardening enthusiasts, the expansive vegetable garden with a BBQ area sets the stage for farm-to-table dining. Inside, the meticulously updated home boasts an open floor plan with breathtaking water views from nearly every room. The custom kitchen features top-of-the-line appliances, stone counters, and a gas cooktop, while the adjacent dining room offers a cathedral ceiling and cozy fireplace. The primary suite includes a private dressing area, en suite bath, laundry, and access to the back porch. Two additional bedrooms and a full bath provide ample space for guests. The elegant living area, with its cathedral ceilings, loft, and half bath, flows seamlessly onto the second covered deck, complete with a fire pit for cozy evening gatherings. Just down the road, a pristine sandy beach beckons, offering days of fun and sunsets that capture the essence of living-well. Don't miss this rare opportunity., Additional information: Appearance:Mint,ExterioFeatures:Tennis,Interior Features:Guest Quarters,Marble Bat

32 Inlet Road W, Hampton Bays
$2,700,000
6 Beds ⋅ 3 Baths ⋅ 1005789 MLS
A rare opportunity to own a legacy compound on Shelter Island, this offering brings together three income-producing historic cottages and a separate buildable lot, all just moments from the water. Positioned at 2 Prospect Avenue and 38 Rock Point Road, the properties are offered as one cohesive investment, blending immediate revenue with exceptional future potential. Each of the three cottages features two bedrooms and one bath, with strong summer rental histories and an undeniable sense of place rooted in the island’s coastal charm. Rich in character and provenance, each residence tells its own story. The Hill Cottage, dating to the 1890s, is a one-of-a-kind former boathouse thoughtfully relocated from a grand Nostrand Avenue estate, with original architectural details preserved throughout. The Red Cottage, originally built in the 1920s as a fisherman’s retreat, has been expanded to include enclosed patios at both the front and rear. The Main House, constructed in the 1940s, has been carefully renovated to enhance modern comfort while maintaining the craftsmanship and warmth of its era. Completing the offering, the adjacent lot at Rock Point Road presents a rare blank canvas, ready for a primary residence and pool, surrounded by three established rental cottages. Whether envisioned as a private multi-generational retreat, a boutique rental compound, or a long-term development investment, this is a truly exceptional opportunity to own a piece of Shelter Island’s history with both immediate income and enduring upside in one of Long Island’s most sought-after enclaves.

2 Prospect Avenue, Shelter Island
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 995366 MLS
A Rare Opportunity!!! This incredible property boasts 1.75 private acres on the Long Island Sound. Enjoy spectacular unobstructed views, from an elevated position, of the pristine shoreline, the beautiful waves, and the Connecticut coast, private access to your own beach, and much much more. The long driveway brings you to an almost secluded hideaway with some of the finest water views on Long Island. The home itself offers a sun-filled living room with a fireplace and dining area, both featuring floor to ceiling windows which show off the magnificent seascape. The home also hosts an eat-in-kitchen, 3 bedrooms, 3 baths, a large basement, an oversized 2 car garage, and a large deck to enjoy the breathtaking scenery. If being on the water is for you, you've arrived. Don't miss this one time opportunity.

100 Sound Drive, Greenport
$2,700,000
977463 MLS
Discover an exceptional industrial property in 11 Pine Aire Drive, Bay Shore, New York 11706. This versatile property offers 10,000 SF of industrial space on a generous 0.65-acre lot, all in a prime IND 1 zoning location. With the flexibility to be delivered fully vacant, this property presents a rare owner-user opportunity. Conveniently situated in Bay Shore, NY, the building features three drive-ins, ample parking, and a partially HVAC equipped interior with 12'6 ceiling heights.

11 Pineaire Drive, Bay Shore
$2,700,000
5 Beds ⋅ 5 Baths ⋅ 892370 MLS
Welcome to your dream waterfront retreat! This beautifully expanded Ranch-style home offers the perfect blend of luxury, comfort, and panoramic bayfront living. Spanning 3,300 square feet, this open-concept residence boasts 5 spacious bedrooms and 4.5 bathrooms, thoughtfully designed for both entertaining and everyday living. Step into a sunlit, open-concept living area with, elegant hardwood floors, and a cozy fireplace that serves as the heart of the home. The seamless flow from the living room to the gourmet kitchen and dining area makes it ideal for hosting gatherings or enjoying peaceful family evenings. Step outside to your private backyard oasis featuring a sparkling in-ground pool, expansive patio, and breathtaking bay views—perfect for summer lounging or evening sunsets by the water. Each bedroom offers ample space and privacy, including a luxurious primary suite with spa-like en-suite bath. With 4.5 bathrooms, there’s room and comfort for everyone. Located on a serene bayfront lot, this property offers the rare combination of tranquil waterfront living with modern amenities and space.

1016 Channel Drive, Hewlett Harbor
$2,699,999
5 Beds ⋅ 6 Baths ⋅ 1016664 MLS
Welcome to this exceptional Hewlett residence, where timeless elegance meets effortless modern living. Nestled on spectacular park-like grounds in one of Hewlett's most sought-after neighborhoods, this stunning 5-bedroom home offers the perfect blend of luxury, comfort, and entertaining space. Designed with an expansive open floor plan, the home is filled with natural light and features beautifully appointed living and dining areas that flow seamlessly throughout. The spacious layout is ideal for both everyday living and hosting guests on any scale. Step outside to your private backyard oasis, set on an oversized property surrounded by lush landscaping. Enjoy summer days by the large in-ground pool, unwind in the hot tub, or entertain family and friends in the beautiful cabana complete with a full bathroom for added convenience. Whether hosting elegant gatherings or enjoying quiet moments in your own resort-style retreat, this property offers an unparalleled lifestyle. A rare opportunity to own a truly special home in a highly desirable Hewlett location. An entertainer's dream with extraordinary indoor and outdoor living spaces, this remarkable property must be seen to be appreciated.

1319 Auerbach Avenue, Hewlett Harbor
$2,699,999
4 Beds ⋅ 4 Baths ⋅ 1014075 MLS
A true modern masterpiece, 37 Wilmington Drive is a stunning Dubai inspired contemporary home, extensively expanded and reimagined to deliver the ultimate luxury lifestyle. Set on a private and beautifully landscaped 0.8-acre property, this exceptional residence showcases dramatic architecture, soaring ceilings ranging from 17 to over 30 feet, radiant heated porcelain floors, walls of glass, built-in speakers, custom lighting, and designer finishes throughout. Exterior architectural downlighting illuminates both the front and rear of the home, creating a striking ambiance day and night. The open concept living, dining, and chef's kitchen areas are designed for seamless entertaining, while a separate fireplace warmed den offers a more intimate retreat. The main level also features a laundry room, three spacious bedrooms, including a private en suite, and an additional full bath. A dramatic staircase leads to the second level, where the luxurious primary suite offers custom walk-in closets, a private balcony, and a spa inspired bath with a soaking tub, oversized shower, and double vanity. A spacious loft style lounge with abundant storage provides flexibility for a fifth bedroom, or office if desired. The finished lower level includes a bonus media room, full bath, and direct garage access. Step outside and experience your own private resort vacation without ever leaving home. The spectacular backyard is centered around a brand new custom heated saltwater pool featuring elegant waterfall fountains, illuminated wall spouts, designer LED lighting, and a shallow sun shelf perfectly designed for in water lounge chairs. Expansive entertainment patios with sleek glass railings, maintenance free turf, multiple cascading waterfalls, an outdoor fireplace, gas fire pit area, and a dedicated outdoor movie-viewing space create an unparalleled setting for relaxation and entertaining. Every detail has been thoughtfully curated to provide a luxurious, low maintenance lifestyle. Perfectly situated in one of Melville's most desirable locations within the Half Hollow School District. Near parks, shopping, dining, and major roadways, this turnkey residence offers a rare blend of architectural sophistication, resort-style amenities, and effortless indoor outdoor living.

37 Wilmington Drive, Melville
$2,699,999
3 Beds ⋅ 3 Baths ⋅ 971092 MLS
Boaters Paradise! Magnificent Corner Lot Direct Bay Front & Canal Location. Contemporary Home W/ 3 Bedrooms and 2.5 Baths. Expansive Bay front Views Throughout! Incredible Chefs Kitchen, Beautiful Formal Dining Room, Large Master Suite with Luxury Full Bath and Private Deck Stunning Bay Views throughout. Backyard is an Entertainers Dream with Large In Ground Heated Pool, Private Dock With boat lift on canal as to not block any views. Leased solar panels to help keep energy bills low! Come enjoy life On The Bay!

609 E Bay Drive, Long Beach
$2,699,900
5 Beds ⋅ 4 Baths ⋅ 974758 MLS
Stunning Old Brookville Estate on 2 Acres with Pool & Outdoor Oasis Welcome to this exquisite 5-bedroom, 4-bathroom home nestled on 2 acres of beautifully landscaped property in the prestigious area of Old Brookville. This elegant residence offers the perfect blend of luxury, comfort, and privacy. Step inside to discover spacious living areas filled with natural light, including a grand living room with a cozy fireplace, a formal dining room, and a gourmet kitchen. The primary suite is a private retreat, complete with a spa-like en-suite bathroom. The fully finished basement is an entertainer’s dream, featuring a custom bar and ample space for gatherings. Outdoors, enjoy a serene backyard paradise with an in-ground pool, a charming gazebo, and a spacious patio—perfect for relaxing or entertaining. This exceptional property offers a rare opportunity to own a piece of paradise in one of Long Island’s most desirable locations. Don’t miss out on this remarkable home!

Glen Head
$2,699,000
4 Beds ⋅ 4 Baths ⋅ 1028543 MLS
This rarely available extraordinary new construction is a fully loaded masterpiece situated on a one acre lot (yes one acre!) with 5,200 square feet on the top two levels, plus an additional 700 square-foot 2.5 car monster garage, plus 1,100 square feet in the fully finished basement for a total of approximately 7,000SF of usable space! With years of experience in building luxury homes that include thoughtful and practical upgrades that can't be found anywhere else, this home is being built by one of Long Island's premier builders -- Keith Olsen of Home Solutions -- getting ready to deliver another proud, fully loaded home. Pictures are AI Generated Renderings. Very experienced builder with resume of many different homes and styles. Home is currently sided, roofed, and interior is framed. The builder moves fast but still time to customize! The exterior features include a new driveway lined with Belgian block, pavered walkways in various places, stone facade around front door and garage, Black Andersen 400 series windows, and a gigantic single garage door with a "see-it-to-believe-it" ceiling height to maximize use. A thoughtfully designed landscaping package completes the setting with new trees, shrubbery, sod, fencing, boulders, a multi-zone sprinkler system, and a huge modern inground pool surrounded by pavers and hugged by a beautiful outdoor pavilion! The home also includes a lighted sports court painted and striped for pickleball and basketball!! Step inside to a dramatic double-story foyer that sets the tone for the home’s impressive interior. The sheer magnitude of the size of the home hits you when you first enter. Soaring 10’ ceilings on first floor give this home a mansion like feel and subtle openings to the various rooms make you appreciate its size and unqiue layout. Wide-plank wood floors flow throughout, accented by glass and black metal railings, crown moldings, coffered ceilings, and extensive custom trim-work. No expense spared with the moldings on this one!! Decked to the nines!! The first floor features a study that can be converted to a bedroom on the first floor if needed in the future, a generously sized living room that leads into a sitting room that leads into the open den and kitchen areas. There is also a full bath on the first floor, and direct entry into the 2.5 car garage. The kitchen island is not your basic island. It is a gigantic centerpiece with waterfall quartz edges, LED lighting, tons of storage and room for hosting your guests. Professional-grade appliances include a 48” chef’s range, drawer microwave, side-by-side 30” refrigerator and 30” freezer, and a hidden walk-in pantry with custom shelving. This kitchen is both a showpiece and a chef’s dream. The second floor has 4-5 bedrooms and 3 baths in total. The laundry room is also located on the second floor. The impressive master suite has a walk in closet and en suite bath and beautiful design features. There is also a unique bounce room that can be converted to an additional bedroom in future. The bounce room has glass railings on one side overlooking the main entry foyer - it’s spectacular! The basement just keeps adding to the home with a fully finished product that includes an outside entrance, an egress window, a game room and private home theatre!! The finished basement is designed for both relaxation and entertainment. Behind the beauty, the home is built with efficiency and comfort in mind. Spray foam insulation, including a “hot roof” system, provides outstanding energy performance. The hydronic heating and central air system features a hospital-grade HEPA MERV-13 filter for cleaner air. A high efficiency modulating boiler and Turbo Max hot water heater, along with a recirculation line, ensure reliability and comfort throughout the home. With thoughtful design, high-end finishes, modern systems, and an unmatched blend of elegance and comfort, this home truly has it all!

107 Caramel Road, Commack
$2,699,000
5 Beds ⋅ 4 Baths ⋅ 1029820 MLS
Welcome to 4 Shannon Drive, a sprawling 4,095-square-foot home located in the heart of Woodbury. A stunning post modern 5 bedroom Colonial showcasing exceptional craftsmanship and timeless design. This elegant residence offers a spacious and versatile layout, featuring oversized rooms, soaring ceilings and sun-drenched rooms, sweeping staircase, and seamless flow for entertaining. At the heart of the home is a large chef’s center island kitchen equipped with top-of-the-line appliances, radiant heated flooring and custom Wood Cabinetry, ideal for culinary enthusiasts and gatherings of any size. Tucked away from the main living areas, a main floor guest bedroom and fully renovated bathroom offers privacy and independence. The second floor primary suite is defined by vaulted ceilings and the cozy glow of a gas fireplace. This expansive retreat features a walk-in closet and flows seamlessly into a reimagined, spa-inspired ensuite. Designed for rejuvenation, the bathroom offers a sleek double vanity, a deep jacuzzi tub for indulgent soaks, and an oversized steam shower, creating a private haven of sophisticated comfort. Additional 3 generously sized bedrooms provide flexibility for extended living. Additional features a finished basement with ample storage, a first floor laundry room, gas heat, central vacuum, State of the Art security and camera system, whole house water filtration system, 3 car garage, CAC plus so much more! Set on an incredible .46-acre landscaped property with In Ground Heated Pool and built in professional BBQ, this special home offers fabulous outdoor entertaining possibilities. Set in one of Long Island's most prestigious school districts, and just minutes to shopping, dining, and the train station, this home perfectly balances a lifestyle defined by style, scale, and a premier North Shore location.

4 Shannon Drive, Woodbury
$2,699,000
6 Beds ⋅ 4 Baths ⋅ 1019623 MLS
Welcome to 301 Old Mill Road, a masterfully crafted custom-built new construction nestled on a private lot backing directly to protected preserve land, offering exceptional privacy in the heart of Saint James. Designed with extraordinary attention to detail, this exceptional 6-bedroom, 4-bath residence blends timeless architecture with refined modern luxury, showcasing soaring ceilings, elegant living spaces, thoughtfully curated finishes, distinctive copper roof accents, and impeccable craftsmanship throughout. Additional highlights include a gourmet chef’s kitchen and an expansive lower level with 9-foot ceilings and egress, offering endless possibilities. Every detail reflects quality, comfort, and thoughtful design, creating a truly one-of-a-kind home that must be experienced in person. Available color upgrade through builder.

301 Old Mill Road, Saint James
$2,699,000
5 Beds ⋅ 4 Baths ⋅ 989507 MLS
Welcome to this exceptional home located in Brookville Village, within Jericho School District. Perfectly situated in a peaceful and quiet neighborhood, this property offers both comfort and convenience. Close to schools, making daily routines effortless; Easy access to major highways for a smooth commute; Minutes from shopping, dining, and everyday essentials; New attic insulation for improved energy efficiency; Brand new roof for long-term peace of mind; Newly installed 22 kW whole-house generator; Chimney recently repointed with new lining; Recently redone gunite pool – perfect for relaxation and entertaining; Spacious outdoor area ideal for gatherings and activities; This home combines modern upgrades with a tranquil setting, offering a rare opportunity to own this move-in ready gem!

14 Ormond Park Road, Glen Head
$2,699,000
6 Beds ⋅ 6 Baths ⋅ 980502 MLS
Exquisite Resort-Style Retreat in East Quogue. Recently renovated, turn-key estate set on a sprawling 1.6-acre lot at the end of a private, long driveway, this home offers an unparalleled resort-like setting designed for both grand entertaining and serene relaxation. Spanning 4,100 square feet of meticulously crafted living space, the interior flows seamlessly from one designer room to the next. Chef’s kitchen leads to a bright, inviting breakfast room right next to the formal dining room. Additionally, the first floor offers a large living room with fireplace as well as a private office and den. The second floor offers the large primary bedroom plus junior suite as well as two more bedrooms that share a bathroom, making a total of four bedrooms and three full bathrooms on the second floor. The basement is an additional 2,000 square foot of finished space with plenty of versatility. This level includes two bedrooms with egress windows, a full bathroom, a separate walk-out entrance, a home gym area, and a family room. Located above the detached two-car garage is also a full bonus apartment with kitchen and full bathroom. The expansive backyard has a pristine heated saltwater pool that serves as the centerpiece of the outdoor oasis. There's also basketball with ample room remaining to add a tennis court. True Virtual Tour available upon request.

26 Box Tree Road, E. Quogue
$2,699,000
6 Beds ⋅ 9 Baths ⋅ 947101 MLS
Discover refined Hamptons living in this newly completed residence set on a private, thoughtfully positioned lot in the hamlet of Quiogue. Designed with a rear-yard focus to maximize privacy and outdoor enjoyment, the home offers an elegant balance of modern architecture and timeless finishes throughout. An open-concept main level features a chef’s kitchen with premium appliances, spacious dining area, and sun-filled great room anchored by a fireplace and soaring ceilings, creating an ideal setting for both everyday living and entertaining. The primary suite serves as a serene retreat with a private balcony, spa-inspired bath, with generous walk-in closets, while additional bedrooms are beautifully appointed with en-suite baths. A second-floor den provides flexible living space and can easily function as a sixth bedroom. Outdoors, the property is designed for relaxed luxury, featuring a heated saltwater Gunite pool, expansive patio, and manicured grounds complemented by a stylish pool house with full bath, covered patio and outdoor kitchen. A fully finished, permitted lower level adds exceptional bonus space for recreation, media, including an en-suite bedroom. Additional highlights include fully owned solar panels for energy-conscious living, high-end mechanical systems, and meticulous craftsmanship throughout. Discover Westhampton Beach Village shops, dining, and ocean beaches, this exceptional home offers scale, privacy, and modern comfort rarely found at this price point.

66 Peters Lane, Westhampton Beach
$2,696,888
7 Beds ⋅ 7 Baths ⋅ 1032383 MLS
Welcome to Courtside Manor, a home that instantly quiets the outside world and replaces it with light, balance, and possibility. Thoughtfully renovated from top to bottom, this extraordinary private estate is designed for those who value craftsmanship, privacy, and lifestyle at scale. The estate comprises two beautifully renovated residences. The main house spans a total of approximately 3,600 square feet, offering 8 rooms, including 4 spacious bedrooms and 5 luxurious bathrooms. Complementing the property is a 1,534-square-foot pool house, featuring 5 rooms, including 3 bedrooms and 2 bathrooms, creating the ideal setting for extended family, guests, or private accommodations. Every system and finish has been carefully curated so the home not only looks exceptional, but lives effortlessly. Sunlight pours through new Pella high-efficiency windows with wood interior finishes, illuminating white oak hardwood floors and an open, breathable layout. Architectural details including James Hardie board-and-batten siding, elegant wainscoting, vaulted and angled ceilings, and 100% cedar shingle exteriors add warmth, texture, and timeless character throughout the estate. The main living room and family room are warm and inviting, anchored by wood-burning fireplaces and the formal living room is enhanced by a fully appointed wet bar with running water, wine cooler, and wine rack. The designer chef’s kitchen features high-end Bosch appliances, Italian quartz countertops, a fully vented hood, and premium features designed for effortless entertaining. The sun room overlooks the expansive backyard, which extends the living space outdoors, creating a seamless indoor-outdoor flow. The primary suite offers a private retreat with an electric fireplace, spa-inspired bath featuring a freestanding soaking tub, radiant heated floors, and a private balcony overlooking the grounds. A junior primary suite also includes radiant heated floors, while the remaining bedrooms are spacious and versatile. All closets are custom built from solid maple wood. The property has been comprehensively upgraded with a brand-new roof, central air conditioning, a Bosch high-efficiency electric heating system, three HVAC zones (2 serving the main residence and one dedicated to the pool house), new high-efficiency electric water heaters, and a brand-new sprinkler system. Outdoors, the estate offers a private resort experience with a heated saltwater pool featuring an in-water sun deck, multiple lounge areas, and a high-efficiency heating system. The grounds include an official-size tennis, basketball, and pickleball court, a five-hole putting green, and a fully equipped outdoor kitchen with a pizza oven, BBQ with stovetop, double refrigerators, integrated storage, and a trash receptacle. The pool house is a residence in its own right, offering water-resistant vinyl interiors, American quartz countertops, butcher block accents, its own dedicated electric meter, HVAC system, and a massive terrace overlooking the pool and grounds. Private tennis, pickleball, and basketball courts were completed by a renowned court specialist whose work extends to the US Open, delivering a refined, tournament-caliber surface to your residence. The fully finished lower level expands the home’s living space with a full bar, bathroom, dedicated custom laundry room, and versatile recreation areas ideal for media, fitness, or entertaining. A large cedar closet provides additional luxury storage for leather goods, furs, handbags, shoes, and seasonal pieces. Beyond the gates, enjoy access to seven private beaches and parks, nearby restaurants, and the Long Island Rail Road just 1.2 miles away for an easy commute to New York City. More than a renovation, this is a redefinition of luxury living, bright yet warm, private yet connected, with every detail thoughtfully designed for effortless everyday living. Courtside Manor is not just where you live. It is how you live.

75 Centerport Road, Greenlawn
$2,695,950
4 Beds ⋅ 3 Baths ⋅ 1032956 MLS
Discover turnkey Hamptons living at 36 Breezy Drive, a completely renovated four-bedroom, three-bath residence offering approximately 2,578 square feet on a private 0.56-acre parcel minutes from Sag Harbor Village and Long Beach. Reimagined from top to bottom, the light-filled interior balances modern refinement with relaxed coastal style. Wide-plank wood flooring, contemporary lighting, crisp millwork and a sophisticated neutral palette unify a flexible floor plan designed for effortless everyday living and entertaining. The newly renovated kitchen anchors the home with custom white cabinetry, marble countertops and backsplash, stainless-steel appliances, generous storage and an oversized center island with seating. It flows naturally into multiple dining and living areas, where expansive windows, French doors and a brick fireplace create an inviting atmosphere for intimate evenings or larger gatherings. All three bathrooms have been beautifully updated with contemporary vanities, glass-enclosed showers, large-format stone-look tile and modern fixtures. Four well-proportioned bedrooms include an expansive upper-level primary retreat with a sitting area, workspace and treetop views. First-floor bedrooms provide added flexibility for guests, extended family or a private office. A spacious screened porch extends the living area outdoors, offering an ideal setting for summer dining and lounging. Beyond it, a fenced garden terrace, mature landscaping and a broad lawn create exceptional privacy. The detached two-car garage includes valuable upper-level bonus space, while a separate outbuilding offers even greater versatility. Set within a peaceful cul-de-sac neighborhood yet convenient to Sag Harbor’s celebrated shops, restaurants, marinas and beaches, this fully renovated residence presents a rare combination of turnkey comfort, adaptable space and effortless Hamptons living.

36 Breezy Drive, Sag Harbor
$2,695,000
5 Beds ⋅ 4 Baths ⋅ 1031524 MLS
This charming cedar shingle Cape has been expanded and completely renovated, resulting in a home that exudes a timeless sense of place across three full floors of living space. With five bedrooms and four bathrooms, the home expands comfortably for guests yet feels equally intimate for smaller gatherings, striking a perfect balance for those looking to host but also enjoy a refined and exceptional East End retreat Stunning carpentry, high-end appliances, and designer fixtures carry throughout. The custom-built kitchen features bespoke cabinetry and hardware, flowing seamlessly into a dining area and a light-filled living room anchored by a wood-burning fireplace. Oversized windows and a vaulted ceiling define the dining room, which connects to an oversized back deck overlooking the sprawling backyard. Outside, a gunite, heated, saltwater pool complements the cedar-shingled accessory structure, which combines a pool house with its own bathroom, a garage, a covered outdoor patio with a gas fireplace, and an outdoor shower. Back inside, two additional guest bedrooms share a full bath on the second floor, while downstairs, two large recreation rooms offer further customization and flexibility. The location is just as compelling as the house itself, minutes from Goose Creek Beach, Cedar Beach, Croteaux Vineyards, and the many shops and restaurants of Southold Hamlet. This is a special property with a real point of view that you'll look forward to walking into each time you return home.

605 Cedar Drive, Southold
$2,695,000
4 Beds ⋅ 4 Baths ⋅ 906140 MLS
ARCHITECTURAL MILLWORK... COFFERED CEILING... RAISED MOLDINGS....DESIGNER BATHS... CUSTOM KITCHEN WITH 10 FT ISLAND .... STAINLESS APPLIANCES ...QUARTZ COUNTERTOPS ...SUN ROOM OFF KITCHEN....HARDWOOD FLOORING... ALL NEW ANDERSEN BLACK FRAME WINDOWS ...HARDIE PLANK SIDING TOTAL RENOVATION JUST COMPLETED SHOWS LIKE A MODEL

19 MICHAELS Lane, Old Brookville
$2,695,000
2 Beds ⋅ 3 Baths ⋅ 1021582 MLS
One of the most unique luxury condos at The Residences at Glen Harbor with the largest patio over 1,200 that fully wraps around and is ideally situated on the first floor with panoramic waterfront views of the harbor and LI Sound. Unit #101 is being offered fully furnished as an option allowing for immediate enjoyment on day one with many upgrades made too, including custom entertainment built-ins, bedroom closets and a functional in unit mud room with storage, plus laundry. In addition, this particular condo also comes with a private secure storage space inside the building located just by the unit. 2 parking spaces in the garage. This newly listed condo is spacious and a beautiful open floor plan. The kitchen has two islands now, quartz countertops featuring Sub-Zero and Wolf appliances. Dining Room open to Living Room with walls of windows bringing in the natural light and looking out to the direct waterfront view. Modern and effortless living at this luxury condo building full of amenities. The primary bedroom suite offers a serene oasis overlooking the water, custom built-in closets throughout and the two walk-in closets, porcelain spa bathroom. The guest bedroom was created to become an en-suite experience, very private and comfortable. The Residences at Glen Harbor delivers a luxury waterfront lifestyle with exceptional amenities including 24 hour doorman and concierge services, welcome lobby, clubhouse lounge, coffee bar, two fitness centers including a cardio room and free weight room, resort-style heated swimming pool outside, pool house pavilion, sun decks, bbq area and so much more. Full building generator. Residents also enjoy a scenic boardwalk along the waterfront, unobstructed views of Hempstead Harbor and the Long Island Sound, beautifully landscaped grounds, and a private community atmosphere. Conveniently located near shopping, dining, transportation, and North Shore conveniences. Fully furnished option. Move in immediately and enjoy, just bring your toothbrush.

10 Shore Road Unit #101, Glenwood Landing
$2,695,000
4 Beds ⋅ 4 Baths ⋅ 1019371 MLS
Welcome to this newly renovated, New England-inspired colonial home in Southampton, situated on a shy 1.5 acres at the entrance to the Hamptons. Upon arrival, the residence is set back on the property, providing a great deal of privacy. As you enter the home, you are greeted by high ceilings and a spacious foyer. The open floor plan is filled with natural light and seamlessly connects the living and dining areas. The kitchen features custom white cabinetry and stainless steel appliances, along with a casual dining island. Two sets of sliding doors provide easy access to the private backyard, accessing the pool and spacious entertaining patio. Additionally, the side yard offers ample space for curating a garden or outdoor lounge. On the main floor, you will find an office, a full bathroom with laundry facilities, and a lounge that opens to the backyard, making it an inviting space to gather and enjoy the pool. Upstairs, wide hallways lead to a loft space and four bedrooms. The primary suite includes a spa-inspired bathroom with a soaking tub, while the junior ensuite bedroom offers lovely views of the backyard. The two additional generously sized bedrooms share a full bathroom. The full, unfinished lower level provides versatile options, whether you envision it as a recreation room, gym, or home theater. Enjoy convenient access to picturesque beaches, golf courses, equestrian fields, and the charming village, where you can indulge in shopping, dining, and nightlife options.

148 Hills Station Road, Southampton
$2,695,000
3 Beds ⋅ 2 Baths ⋅ 994603 MLS
3 Bedroom Sag Harbor Waterfront w/ Dock & Panoramic Bay Views LIfe on the water! Immaculately maintained waterfront home in Noyac with a private dock and sweeping panoramic views across Noyac Bay to Shelter Island and the North Fork-an exceptional and increasingly rare offering in today's Hamptons market. This 3-bedroom, 2-bath residence offers approximately 1,600+/- sq. ft. of living space and a layout that is move-in ready, while also presenting clear opportunity to update, expand, or reimagine over time (subject to permits). The true value lies in the setting-open water vistas in multiple directions, expansive sky, and ever-changing light that define the waterfront experience. Enjoy direct access to the bay from your dock-perfect for boating, kayaking, or paddleboarding-and return home to sunsets. Located just moments from Sag Harbor Village shops, restaurants, and marinas, this property offers a rare balance of privacy and convenience. With existing dock infrastructure and this level of water access becoming increasingly difficult to replicate, it represents a compelling opportunity for both lifestyle and long-term value.

100 Crescent Street, Sag Harbor
$2,695,000
4 Beds ⋅ 3 Baths ⋅ 982077 MLS
Turnkey Modern Retreat in East Hampton's Northwest Woods Discover sophisticated design and effortless living at 44 Diane Drive. This light-filled 2,500 SF contemporary residence is situated on a private 0.75-acre lot in a tranquil Northwest Woods community. The home features 4 bedrooms and 2.5 bathrooms, anchored by a voluminous Great Room with soaring ceilings, skylights, and oversized windows that maximize natural light. The first-floor primary suite offers privacy and convenience, while the newly renovated kitchen features designer finishes and professional-grade appliances. Modern mechanicals include central air conditioning and a heated pool system. Exterior amenities include a south-facing 40' heated pool, expansive decking, a stone patio, and a dedicated outdoor shower. Residents benefit from exclusive community tennis court access. Strategically located minutes from East Hampton Village, bay beaches, and scenic nature trails. Professional photography and video are currently in progress.

44 Diane Drive, East Hampton
$2,695,000
6 Beds ⋅ 5 Baths ⋅ 960397 MLS
FLOWER HILL, ROSLYN | BRICK CENTER HALL COLONIAL. Located on a quiet cul-de-sac in the Flower Hill section of Roslyn, this stately brick Center Hall Colonial, built in 2001, offers timeless architecture on an exceptional scale. A classic two-story entry sets the tone, introducing a thoughtfully designed layout with gracious formal rooms, expansive living areas, and effortless flow ideal for both entertaining and everyday living. Rich architectural details, soaring ceilings, and oversized windows fill the home with natural light throughout. This spacious residence features 6 bedrooms and 4 full and 1 half baths, providing flexibility, guest quarters, or dedicated office space. The primary suite offers a private retreat with en-suite bath with spa-like potential and ample closet space, while additional bedrooms are well-appointed and comfortably sized. The property’s serene setting is complemented by mature landscaping and a sense of tranquility rarely found — all while remaining moments from the heart of Roslyn Village’s acclaimed fine dining, boutique shopping, parks, and convenient access to major transportation. A must see!

4 Peachtree Lane, Roslyn
$2,695,000
944855 MLS
Well-positioned commercial building featuring recent upgrades in a high-traffic area surrounded by emerging business developments. The property offers excellent accessibility with close proximity to major highways and public transportation. Notable improvements include a newly paved parking lot and a recently installed generator. Available for sale or lease, this is an ideal opportunity for investors, owner-users, or tenants seeking visibility and convenience

1687 Church Street, Holbrook
$2,690,000
4 Beds ⋅ 6 Baths ⋅ 1028051 MLS
Welcome to 3 Polo Grounds Lane, a beautifully appointed, impeccably maintained, move in condition, and manicured grounds Mediterranean-inspired estate set on a full acre in the heart of East Quogue. Located in a cul de sac private neighborhood designed and constructed in the highest standards by a builder as his summer Hamptons retreat. The home is surrounded on two sides with protected land where no one can build. It's offered for year around living or effortless Hamptons vacations. From the moment you enter the gracious open foyer, the home unfolds into an expansive, light-filled great living room with soaring 20-foot ceilings and a dramatic wall of French doors to create a seamless connection to the outdoors that invites you to the oversized heated pool, expansive paved terraces surrounded by peace, and lush mature landscaping, and full-size all-weather tennis court. A striking double-sided gas fireplace anchors both the open foyer and living room as well as the formal dining area, setting an inviting yet sophisticated tone for intimate gatherings and grand scale entertaining alike. Formal dining room is a generously proportioned room with a fireplace and French doors that overlooks the garden and has great flow into the living room and kitchen. The state-of-the-art bright chefs eat-in kitchen is a true showpiece, thoughtfully designed with a large center island, marble countertops, backsplash, custom inset cabinetry, and a generous built-in pantry. A distinctive Italian painted sink adds a unique design element, while premium appliances from Viking, Thermador, and Miele deliver a chef-caliber experience. French doors open directly to al fresco dining, creating effortless indoor-outdoor flow. The first level features a stylish junior suite with a beautifully appointed full bath and direct French door access to the pool and outdoor entertaining areas. An additional room on this level—complete with a deep built-in closet and full bath—offers exceptional flexibility as a private office, den, or lounge. The upstairs is a dramatic bright, catwalk that overlooks the main living space below, enhancing the home’s architectural openness. The private primary generously sized suite occupies its own wing and serves as a serene retreat, featuring a gas fireplace and a private deck with sweeping views of the pool, tennis court, and manicured grounds. Two spacious walk-in closets with custom built-ins and a light-filled bath with soaking tub, double vanity, and oversized shower complete the suite. Two additional guest bedrooms provide comfort and privacy—one with its own balcony—while sharing a well-appointed full bath. Juliet balconies throughout the home further enhance its Mediterranean character, adding elegance, charm, and an airy sense of openness. The expansive finished lower level offers a large recreation area, with a spacious lounge, gym area, laundry room, cedar closet, and abundant storage. Outdoors, the property lives like a private resort. It is bathed in sunlight all day for your Hamptons enjoyment. It features an expansive front and rear lawn that unfolds into a private oasis. Relax beside the oversized heated pool, beautifully illuminated for evening enjoyment, or entertain beneath the mature vine pergola. A private all-weather tennis court offers recreation at your doorstep, while specimen trees, perennial gardens, vegetable garden, lush plantings, and curated landscape lighting create a setting of complete privacy and year-round beauty. This smart home is designed for modern living, allowing you to control entrance to home, heating, air conditioning, lighting, alarm, cameras, oil, pool temperature, remotely. A separate oversized two-car garage with additional second-floor storage completes this exceptional offering. Ideally located just minutes from the Hamptons’ renowned ocean beaches, highway, as well as nearby village shops and restaurants, 3 Polo Grounds is a must-see!

3 Polo Grounds Lane, E. Quogue
$2,690,000
4 Beds ⋅ 6 Baths ⋅ 994672 MLS
Welcome to 14 Belvedere Court, a spacious end-unit residence set on an expansive lot within the prestigious Chatham at North Hills. This elegant home features soaring ceilings, rich stone and hardwood flooring, and a two-car attached garage. A gracious layout offers beautifully appointed formal living and dining rooms, ideal for entertaining. The heart of the home is the impressive Great Room, complemented by an eat-in chef’s kitchen equipped with a suite of high-end stainless steel appliances, and an inviting den anchored by a striking centered fireplace. A exterior door off the den open to a newly constructed deck, creating a seamless indoor-outdoor living experience. The main level includes a powder room and two en-suite bedrooms, highlighted by a luxurious primary suite with dual walk-in closets and a spa-inspired bath featuring a large glass-enclosed shower and jetted soaking tub. Upstairs, a generously sized loft, currently configured as a home office, offers versatile living space, along with two additional spacious bedrooms and two fully renovated, modern bathrooms. The expansive lower level provides exceptional lifestyle flexibility, complete with a full bath, library, bar area, game/playroom, dedicated media room, wine cellar, and abundant storage. Situated within a fully gated community with 24-hour security, residents enjoy premier amenities including tennis and basketball courts, two playgrounds, indoor and outdoor pools, a jacuzzi, fitness centers, a children’s playroom, card room, and more. Located in the highly regarded Herricks School District, this home offers a rare blend of luxury, comfort, and convenience.

14 Belvedere Court, North Hills
$2,688,000
5 Beds ⋅ 7 Baths ⋅ 1023191 MLS
You've found the masterpiece! Perfectly positioned on one of Garden City Estates quiet tree-lined streets; 8 Brixton Rd is the sophisticated new construction everyone has been waiting for. Thoughtfully designed with the perfect blend of luxury and functionality, this exceptional colonial offers 5 bedrooms, 6 1/2 bathrooms and beautifully finished spaces throughout. The heart of the home is the spectacular eat-in chef's kitchen, featuring top of the line appliances (Wolf and Sub-Zero), custom cabinetry, a walk-in pantry, and butlers pantry- perfect for both everyday living and effortless entertaining. The first floor also offers spacious living and dining rooms with real hardwood floors throughout, a mud room with laundry and outside entrance, powder room, and a private guest suite with a Jack-and-Jill full bathroom. Upstairs, you'll find4 generously sized bedrooms, each with it's own en-suite bathroom, including a stunning primary retreat with a double vanity, soaking tub, over-sized shower, and radiant heated floors. A show-stopping front facing home office and second floor laundry add both convenience and functionality. The fully finished basement, complete with a full bathroom, offers endless possibilities for media room, recreation space, gym, playroom, or extended guest suite. This is the kind of home that checks every box- timless design, custom high-end details, and the feel of a luxury home designed just for you. Close to school and parks, 1 block from shops and .6 miles from train.

8 Brixton Road, Garden City
$2,688,000
5 Beds ⋅ 6 Baths ⋅ 1020663 MLS
Discover the perfect blend of comfort, style, and functionality in this exceptional expanded Ranch, where a charming front porch welcomes you home and sets the stage for the warm, inviting living spaces within, all located in the Syosset School District. Thoughtfully designed with spacious sun-filled interiors, soaring ceilings, skylights, and dramatic walls of windows. An open layout connecting the dining and living room spaces features an impressive cathedral ceiling, exposed wood beam accents, custom built-ins and expansive windows. Filled with natural light and timeless architectural details, this inviting space is perfect for everyday living and entertaining. The gourmet eat-in kitchen is the heart of the home, featuring premium appliances, granite countertops, a generous center island, and abundant workspace for gathering with family and friends. The luxurious first-floor primary suite provides a private retreat with a cozy fireplace, spa-inspired bath, oversized room size closet, home office, and direct access to the backyard deck. Three additional bedrooms and two full baths complete the main level, while a private, spacious second-floor guest suite/playroom with its own bath offers the perfect space for extended family or visitors. The finished lower level expands the living space with a media room featuring a fireplace, fitness area, full bath, and outside entrance, creating endless possibilities for work, recreation, or multi-generational living. Designed for year-round comfort, this home also includes radiant heat, a whole-house generator, and a heated two-car garage with epoxy flooring. Step outside to your own backyard retreat with an expansive deck overlooking the heated inground gunite pool, surrounded by mature landscaping that provides beauty and privacy. Offering an incredible combination of space, quality, and amenities in one of Long Island’s most sought-after communities, this is an exceptional opportunity to own a truly special home just minutes from shopping, parks, transportation, and everything Syosset has to offer.

39 Cherry Lane, Syosset

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.