OFFERED AS YEAR ROUND RENTAL (NOT SEASONAL OR SHORT TERM) – Welcome to 47 Whitebrook Drive, Riverhead! This spacious and inviting year round rental offers a comfortable single level living space with three bedrooms, two full baths across approximately 1,500 square feet. The open floor plan has hardwood floors throughout and a warm entertaining room with fireplace creating the perfect place to call home. The eat in kitchen is fully equipped with stainless steel appliances, custom cabinetry and with great flow throughout. The backyard is well manicured with great open space, paver patio and pergola to enjoy on the 0.79 acre property. Other great features include central air conditioning, a full unfinished basement with ample storage and laundry hook up in the basement. Whitebrook Drive is located on a quiet private street off Flanders road but with easy access to Riverhead, the North Fork and The Hamptons. The home is offered for a 12 month lease beginning October 1st.
Create your own masterpiece on this Double lot 150 X 150 located in the private Shinnecock Shores community, possible conforming sub-division, newer vinyl bulkhead, steps to private beach. Assume house needs everything. Incredible location endless possibilities.
Beautiful Southampton private home with sprawling backyard, large pond, and pond house.
Walk to Southampton Village restaurants shopping very close to Cooper’s Beach. The best of all the Southampton Village has to offer all within walking distance.
Also a short walk five minutes from the train station. Seven minutes from the Hampton jitney station.
Three bedroom, two bath. Full kitchen. Dining room, living room. Private oasis pond house overlooking beautiful lily pad pond with giant trees and private garden.
Available the month of August-Labor Day $20,000. Available weekly $5000 per week.
SOUTHAMPTON VILLAGE CHARM – IDEAL LOCATION, TIMELESS APPEAL
Nestled in the heart of Southampton Village, this recently renovated colonial home seamlessly blends historic charm with modern convenience. Beyond being a stunning residence, this home offers a proven rental history, making it a compelling investment opportunity. Just minutes from the vibrant village center, this property captures the essence of Southampton living. With 6 bedrooms, 7 bathrooms, and a thoughtful layout, this residence is perfectly suited for luxurious living and entertaining. The main level features an inviting open floor plan, highlighted by multiple sunlit living spaces, a cozy fireplace, and a formal dining room. The fully-equipped chef’s kitchen is a standout, boasting quartz countertops, a large center island, stainless steel appliances, and a commercial-grade gas stove. Adjacent to the kitchen, a serene sun-room surrounded by lush greenery offers an ideal space for an office or sitting area. The main-floor primary suite is a private retreat, featuring a separate sitting room, en-suite bathroom, and exclusive access to a charming patio adorned with bistro lights. Upstairs, five spacious bedrooms, each with updated en-suite baths, offer comfort and elegance for family and guests. Step outside to your backyard oasis, where relaxation awaits. A pergola-covered deck, stone patio, and sparkling in-ground pool are surrounded by mature landscaping, a picturesque English garden, and sculptural accents. Evenings can be spent gathered around the fire pit or enjoying outdoor activities in this thoughtfully designed space. A true turn-key village home with easy access to the Southampton train and Jitney. The driveway can accommodate up to 10 cars, with extra street parking available.
Seize this rare pre-construction opportunity to build your dream home on the water in Remsenburg. Architectural plans are complete and Southampton Town permits are in the final stages of approval, putting you within reach of breaking ground on a stunning approximately 2,500 sq ft new build with 4 bedrooms, 3 bathrooms, and a flexible bonus room ideal as a fifth bedroom or private home office.
Set on a private 0.37-acre canal-front lot with direct water access, the property is primed and ready — a brand-new 150′ vinyl bulkhead and 50′ marine-grade wood walkway have already been completed, along with native landscaping. An optional lap pool can be incorporated to round out this exceptional waterfront retreat. Whether you’re looking for a custom forever home or a sound investment, 19 Seatuck Lane offers a turnkey path to building a brand-new home on the water.
Pre- Construction
Indoor-Outdoor Living in Hampton Bays
Situated south of the highway in the desirable Tiana Shores enclave of Hampton Bays, this expanded ranch offers the perfect blend of relaxed Hamptons living and year-round comfort. Flooded with natural light, the home features a refined, contemporary design throughout. A newly updated chef’s kitchen flows effortlessly into a welcoming den with a wood-burning fireplace-ideal for cozy evenings. An additional great room with vaulted ceilings overlooks the expansive, beautifully landscaped grounds, creating a bright and airy space to gather and unwind. The home includes three bedrooms and two newly renovated bathrooms, each appointed with modern, stylish finishes. Outdoors, enjoy true resort-style living. The property boasts lush, mature landscaping that provides exceptional privacy, a sprawling lawn perfect for fun, a heated in-ground pool, an oversized stone patio, and a fully equipped outdoor kitchen-designed for effortless entertaining and relaxation. Ideally located just minutes from the Tiana Bay Beach Club and the area’s coveted ocean beaches, this home captures the essence of Hamptons coastal living.
Renovated, updated, and meticulously maintained, this turnkey three-bedroom, two-bath home sits on a half-acre at the end of a quiet cul-de-sac, bordering the Long Pond Greenbelt for exceptional privacy and a peaceful natural setting. Inside, soaring ceilings and an open, light-filled living space create an easy flow for everyday living and entertaining. The modern kitchen features smart-enabled appliances, custom LED lighting, and Lutron lighting controls. The primary suite opens directly to the deck, inviting you outside to your own private retreat. Spend summer days by the heated pool, host dinner on the deck, or enjoy the expansive lawn with plenty of room to romp, play, or simply relax. A walkout lower level offers endless possibilities for additional living, recreation, fitness, or office space. Ideally located between Bridgehampton and Sag Harbor, and just moments from ocean beaches, this move-in-ready home offers the perfect blend of comfort, style, and Hamptons living.
Investors or primary owner dream, could be your beautiful summer home or rental with 5BR/2BT ready for a Full-Sized Pool w/ beautiful private yard and location.
Situated on more than half an acre (.55 acres) home features 5 bedrooms, 2 baths w/ office, updated kitchen, living/dining room, laundry and full basement.
DESIRABLE LOCATION:
No car is necessary, as you’re walking distance to the Village and Hampton Jitney.
Walking distance & 4 block from the main street, which includes features such as a Hampton Jitney stop, restaurants, delis & various shops.
HOME FEATURES:
5 bedrooms and 2 bathrooms with open living area, huge property ready for a beautiful pool, w/ spacious outdoor sitting areas.
INSIDE FEATURES:
Beautiful kitchen, dining and living room area, dining room table with large living room area.
Kitchen/Dining Room area transition to an outdoor deck sitting area.
• Master Bedroom –King bed, includes walk-in closet, full jack and Jill bath.
• Bedroom (2) – Queen bed, includes spacious closet.
• Bedroom (3) – Queen bed, includes spacious closet.
• Bedroom (4) – Twin bed w/ trundle, spacious closet.
• Bonus Rooms: bedroom and Office.
BACKYARD FEATURES:
Huge (fenced-in) backyard ready for entertainment space:
• Private Pool: can be an 18 by 40 high-end heated salt & natural mineral pool w/ 8-foot-deep end. This could be an entertainment and leisure pool.
• Large patio ready for an outdoor Fireplace.
• Large Deck: Featuring a 6-seater outdoor dining table w/ Propane BBQ Grill and a small (4) seater wicker sofa.
• Property Landscaping: Beautiful Private landscaped and spacious backyard for entertaining.
Just Listed! Bridgehampton Surrounded by Reserve
Set on 0.70 acres and surrounded by more than 38 acres of protected reserve, this exceptional estate offers approximately 4,500 square feet of thoughtfully designed luxury living. The home features five spacious bedrooms, six-and-a-half baths, a private office, library, formal dining room, and an expansive gourmet kitchen that opens seamlessly to the great room. Entertaining is effortless with a wet bar, butler’s pantry, and an array of premium amenities throughout. Outdoor living is equally impressive, highlighted by a large covered porch overlooking the heated gunite pool and beautifully landscaped grounds. Additional features include a three-car garage and exceptional craftsmanship throughout. Originally built as the builder’s own residence, the home showcases superior construction, meticulous attention to detail, and the highest quality finishes.
High-Visibility Fully Renovated Commercial Property
Looking for a commercial property with unmatched visibility in the Hamptons? This 0.92-acre fully renovated site sits on County Rd 39, one of Southampton’s busiest corridors, where every car traveling in and out of the Hamptons passes by. Surrounded by strong neighboring businesses, including the Mercedes-Benz dealership just down the road, the property offers incredible exposure and flexibility with a current footprint of approximately +/- 4,637 sq. ft. across two structures, plus an unfinished walkable attic adding another +/- 900 sq. ft. of potential. The front building features a lobby with office and half bath, plus a two-bay garage with 14′ ceilings currently used as a car dealership. On the side, a three-car garage with 14′ ceilings and an office is ideal for a mechanic, detailer, or service business, while a separate rear building provides another three-car garage currently used for storage. Parking is plentiful, with spaces throughout the property and a secured rear lot that can accommodate approximately 40+ vehicles, complete with perimeter fencing, one-way entry/exit, and full camera surveillance. With existing tenants already in place generating income and plenty of space and possibilities for future expansion, this property presents a rare opportunity to own a highly visible commercial site in one of Southampton’s most active locations.
Available starting Nov 20, 2026. ENDLESS WATERFRONT VISTAS & ICONIC SUNSETS. Water views from almost every room! This sprawling home has it all. Open concept floor plan perfect for entertaining. Main floor features larger than life eat in kitchen, sun room, sunken living room, open concept living and dining, powder, laundry, extra large primary suite with walk in closet and XL en suite bathroom. 2nd floor features five bedrooms including a primary suite with private deck and four full baths. Lower level comprised of kitchenette, full bath, and walk out access to a heated gunite pool overlooking Peconic Bay. Additional features include a palatial, partially-covered deck with lounge and outdoor dining, massive backyard, and a private boat launch for kayaks, jet skis, and small watercraft. Minutes to Sag Harbor, Bridgehampton, and Water Mill.
In the estate section of Southampton Village, 81 Meadowmere Place is a standard-bearer for elegance and luxury living in the Hamptons. Impeccably maintained and ready for immediate enjoyment, the 4-story estate features 8 bedrooms, 10 full and 3 half baths, an elevator to all four floors, detached 2-car garage, pool house, and large custom gunite pool with a spectacular waterfall feature. Arrive to a gorgeous estate with an elegant facade with matching Juliet balconies. Interiors are grand and sophisticated, with a traditional floor plan highlighted by multiple French doors to the grounds, floor-to-ceiling windows, and three wood-burning fireplaces. Ready for modern luxury living and entertaining with easy indoor-outdoor flow. The level of craftsmanship and care is immediately visible with gorgeous wood paneling, crown and foot molding and, especially, the architectural curved staircase that leads to each level. The eat-in kitchen is equipped with premium appliances and sits between the formal dining room and sunny breakfast nook wrapped in bay windows. On the opposite side of the house, find a large living room and an adjacent elegant library with custom cabinetry and millwork featuring a full bar lounge creating the perfect setting for quiet study or refined entertaining while showcasing beautiful views of the surrounding gardens. On the second level, on its own wing, find a luxurious sanctuary: the primary suite offers a spacious bedroom with a balcony overlooking the pool and expansive yard, two ultra-premium marble en-suite bathrooms, a boutique walk-in closet, and two adjacent home offices or studies. In addition, on the other side of the second level, there are two additional guest rooms, ensuite, well-sized, and designed for impressive accommodation. On the third level, find an additional two bedrooms and two full baths plus a living room with wet bar and additional flex space for storage. The lower level expands the refined living space, accessed by a beautiful curved staircase, as well as by elevator. A large recreation area, two ensuite bedrooms, large laundry room and storage room complete this level. The rear grounds are a private resort with open skies, tall hedges and salt-kissed breezes. A heated pool also serves as a tasteful water feature with waterfall edge and fountains and mature gardens on all sides. Ample patio space invites sunbathing by the pool, relaxing by the outdoor fireplace, and dining al fresco, with covered and open-air patio areas. A rare luxury, the pool house has a living room and an eat-in kitchen, laundry, and two full bathrooms; plus, its own patio area. As a whole, the elegant coastal compound maintains an aesthetic harmony with pearly white exteriors and matching dormer windows on all three structures. To add to the modern amenities, all bathroom floors have radiant heat when desired, there is a water purification system servicing the entire house and a back-up generator.
OFFERED AS SEASONAL RENTAL (NOT YEAR ROUND) – Welcome to 6 Bay Drive in Hampton Bays, a spacious and inviting four bedroom, three bath home offering over 3,000 square feet of living space on nearly half an acre with water access at the end of Bay Drive and a setting that perfectly captures the Hamptons lifestyle. Built in 1997 and well maintained, this residence blends timeless design with modern comfort, making it an ideal stay. Inside you’ll find sun-filled living spaces designed for both entertaining and relaxation, including a generous open floor plan, a well-appointed kitchen, and ample room for gathering with friends and family. Large windows frame tranquil views while central heating and cooling provide all around comfort. The home also includes an attached garage and plenty of storage, making long stays both practical and enjoyable. Outdoors, the property offers a peaceful setting with mature landscaping and space to enjoy fresh coastal air, whether it’s morning coffee on the deck or evening gatherings under the stars. Conveniently located in a quiet neighborhood, yet just minutes from the beaches, marinas, dining, and shops that make Hampton Bays so desirable, this home delivers both serenity and accessibility. With its combination of space, comfort, and coastal charm, 6 Bay Drive is the perfect retreat for those seeking a relaxed and stylish stay in the Hamptons. Schedule a viewing today and secure this inviting home for your next getaway.
OFFERED AS SEASONAL RENTAL (NOT YEAR ROUND) – Welcome to 8 Paynes Lane, East Quogue! Indulge in this charming Cape Cod style retreat in the heart of East Quogue, offering the perfect seasonal rental opportunity for those seeking comfort, convenience, and a true Hamptons lifestyle. This beautifully maintained home features four bedrooms and three full baths across nearly 1,800 square feet, blending classic character with modern updates. The open floor plan allows natural light to flow through the living and dining spaces, while the eat-in kitchen with quartz countertops, a center island, and hardwood floors provides the ideal setting for entertaining or casual family meals. A first-floor bedroom and full bath add accessibility and ease for guests, while recessed lighting, ceiling fans, walk-in closets, and natural wood details enhance the home’s warm and inviting feel. Step outside to a private backyard oasis complete with a pool, spacious deck, and covered porch, perfect for sunny afternoons, al fresco dining, or simply relaxing with friends and family. The property includes covered parking for two vehicles and is equipped with oil heat and ductless cooling to ensure year-round comfort. Located in a quiet yet convenient neighborhood, the home is just minutes from local shops, dining, pristine beaches, and all the charm that East Quogue and the surrounding Hamptons communities are known for. This fully equipped and turnkey rental makes for an ideal coastal escape for all of the comfort and pleasure you seek in The Hamptons.
Property has been subdivided. Awaiting final address. Vacant Lot with Board of Health Approval
