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134 Ponquogue Avenue Unit #Multi-Family, Southampton
$1,500,000
1063315 MLS
PRIME HAMPTON BAYS INVESTMENT OPPORTUNITY! Discover this fully occupied 3-4-family investment property ideally situated on a spacious 0.73-acre lot in the heart of Hampton Bays. Offering approximately 2,782 square feet of gross living area, this income-producing property presents an exceptional opportunity for investors seeking immediate rental income and long-term appreciation potential in one of Long Island's most desirable coastal communities. Its convenient location provides easy access to the beautiful beaches of the Hamptons, Shinnecock Bay, marinas, local shopping, restaurants, and recreational amenities. Just minutes from the Hampton Bays LIRR station and King Kullen Shopping Center, the property offers the perfect combination of coastal charm and everyday convenience. With all four apartments currently occupied, this established rental property provides an attractive opportunity to acquire a stabilized investment in a sought-after East End location. An excellent addition to an investment portfolio or an opportunity for those looking to establish a presence in the Hamptons real estate market. All information, including rental income, expenses, square footage, and permitted property uses, should be independently verified.

134 Ponquogue Avenue Unit #Multi-Family, Southampton

190a Wakeman Road Unit #A, Hampton Bays
$1,495,000
6 Beds ⋅ 3 Baths ⋅ 1063374 MLS
Tucked away on a private flag lot spanning a generous half-acre, this inviting Hamptons retreat offers the perfect balance of space, comfort, and effortless indoor-outdoor living. With six bedrooms, three full bathrooms, and approximately 2,700 square feet, the home offers generous space for gathering and the flexibility to accommodate a variety of lifestyles. At the heart of the home, a generous great room creates a welcoming space for everyday living and entertaining, complemented by a well-appointed kitchen and dining area. The first floor features a spacious primary suite with a private bath, along with two additional bedrooms, offering flexibility and convenience. Upstairs, a second living area serves as a comfortable TV lounge, connecting three additional bedrooms and a full bathroom. Outside, the property unfolds into a beautifully maintained, expansive lawn framed by mature landscaping. An 18' x 36' heated pool anchors the backyard, while a sun-filled deck, charming trellis-covered patio, and inviting fire pit area create multiple settings for outdoor dining, entertaining, and long summer evenings. Ideally situated just minutes from Hampton Bays' beautiful ocean beaches, picturesque bay beaches, restaurants, shopping, and everyday conveniences, the home also offers easy access to Westhampton Beach and Southampton Village. Whether envisioned as a year-round residence, a summer escape, or an investment property with an established and proven rental history, this property presents an exceptional opportunity to enjoy the Hamptons lifestyle in a private, relaxed setting.

190a Wakeman Road Unit #A, Hampton Bays

27 Ocean Avenue, Hampton Bays
$750,000
2 Beds ⋅ 1 Baths ⋅ 1060700 MLS
Welcome to 27 Ocean Avenue, a charming two-bedroom, one-bath beach cottage offering the perfect blend of comfort, privacy, and coastal charm. Recently updated with a beautifully renovated kitchen featuring Bertazzoni appliances, new flooring throughout, this inviting home is move-in ready and full of potential. Set on a lovely, private lot with ample outdoor entertaining space, the property also features a spacious storage shed, ideal for tools, hobbies, or additional storage. Whether you're searching for a year-round residence, weekend retreat, or investment opportunity, this Hampton Bays gem offers endless possibilities. Conveniently located 4 miles to Ponquogue ocean beach, dining, and shopping. Property is being sold as-is and furnished.

27 Ocean Avenue, Hampton Bays

53 Foster Avenue, Hampton Bays
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 1061971 MLS
Exceptional Opportunity on Nearly One Acre in Hampton Bays Set on approximately 0.90 acres in Hampton Bays, 53 Foster Avenue presents a unique opportunity to create a private Hamptons retreat with multiple existing structures, expansive grounds, and exceptional flexibility. Whether envisioning a thoughtfully redesigned residence or a custom new home, this property offers tremendous potential for buyers looking to create something truly special. The property currently features a main residence of approximately 2,465 square feet, a renovated twostory cottage, and a substantial detached garage/workshop measuring approximately 1,659 square feet. The main residence offers three bedrooms and two full bathrooms, along with a sunroom, screened porch, and generous living areas. The home presents an opportunity for significant renovation or potential replacement, allowing a new owner to reimagine the property to suit their individual needs and lifestyle. A standout feature is the renovated two-story cottage, offering a contemporary kitchen, updated bathroom, and comfortable living spaces. This charming additional residence provides wonderful flexibility for accommodating guests, extended residents, or a variety of lifestyle needs. Complementing the residences is an oversized detached garage/workshop with an office area, providing substantial space for vehicle storage, recreational equipment, hobbies, or a creative workspace. The property's expansive grounds offer additional possibilities for outdoor entertaining, landscaped gardens, and a potential swimming pool. Hampton Bays is celebrated for its relaxed coastal atmosphere, beautiful beaches, vibrant waterfront dining, and exceptional recreational opportunities. Just minutes away, Ponquogue Beach offers pristine Atlantic Ocean shoreline, while the surrounding waters of Shinnecock Bay and the Peconic Bay provide endless opportunities for boating, fishing, paddleboarding, and kayaking. The area's thriving restaurant scene features everything from casual seafood favorites and lively waterfront establishments to upscale dining destinations. Popular local spots such as Cowfish, RUMBA, and Oakland's Restaurant & Marina contribute to the neighborhood's appeal, while nearby shops, farm stands, and convenient transportation options make Hampton Bays an ideal destination for both year-round living and weekend escapes. Combining nearly an acre of land, versatile existing structures, and an exceptional Hamptons location, 53 Foster Avenue presents a rare opportunity to create a personalized coastal retreat with lasting appeal.

53 Foster Avenue, Hampton Bays

16 Squiretown Road, Hampton Bays
$549,000
2 Beds ⋅ 1 Baths ⋅ 1061320 MLS
SHOWING BY APPOINTMENT ONLY - Looking for land or a property that offers the opportunity to renovate, or tear down to build new, in the Hamptons? This 0.36-acre property is located in close proximity to Main Street and Good Ground Park in the hamlet of Hampton Bays. The site has 2 structures on it currently- a pre-existing cottage, with 1,063 +/- SF of living space, comprised of 2 bedrooms, 1 bath, living room, dining room, and kitchen area with pantry on the first level, plus a walk-up staircase to an unfinished attic with sloped ceilings on the second level. The basement mechanical/storage area is unfinished, with an approximate ceiling height 6 feet 7 inches. The XL accessory structure is also pre-existing, encompasses 402 +/- SF, and is listed on the Certificate of Occupancy as a detached 2-car garage. Ceiling Height at the peak is approx. 14 feet in the accessory structure. There is room for a pool; a 20x40 swimming pool previously stood on the property and was demolished under a demo permit in 2017. Southampton Town Beach Parking Rights, with beautiful Ponquogue Beach located approx. 3.7 miles driving distance. No representations are made regarding the working order of any appliances, mechanical systems, plumbing fixtures, or the sanitary system. Selling AS IS. No clearing restrictions, no wetlands, not in a Flood Zone. Cash Buyers Only due to current conditions, and water service is disconnected at this property. No unaccompanied visits/trespassing.

16 Squiretown Road, Hampton Bays

16B Squiretown Road, Hampton Bays
$1,100,000
4 Beds ⋅ 2 Baths ⋅ 1061201 MLS
Beautifully landscaped with specimen plantings and towering evergreen trees for privacy, this pristine Hamptons Retreat offers 4 Bedrooms, 2 Baths, and over 1,900 +/- SF of comfortable living space. Renovated in 2014, with new kitchen cabinets and stainless-steel appliances, bathroom remodeling, installation of central air, and also more recent upgrades in 2026, this 2-story home is move-in ready and awaits your special touches. There is a large balcony deck and covered paver patio, lush lawns and plenty of room for a swimming pool. The inverted living plan has the second floor set up with kitchen and dining areas, living room, three bedrooms plus a full bathroom. On the first floor, there is another bedroom, full bath, an expansive den with a sliding glass door to the rear yard, laundry room and an entry door to the attached 1-car garage. The driveway entry is elegantly landscaped and fenced-in with entry gates allowing for the site area where the house sits with its surrounding lawn areas and gardens to be fully enclosed for security and privacy on the flag lot, and well set back from the street. There is a sizeable parking area and turnaround space on the property. Enjoy the gorgeous grounds, sights and sounds of nature year-round in this park-like setting, which is also conveniently located close to Main Street and Good Ground Park in Hampton Bays. Southampton Town Beach Parking Rights. Ponquogue Beach, with its breathtaking ocean shoreline, is approximately a 3.7-mile drive.

16B Squiretown Road, Hampton Bays

111 Bay Avenue E, Hampton Bays
$999,999
3 Beds ⋅ 2 Baths ⋅ 1056359 MLS
Coastal living comes to life at 111 E Bay Avenue, a beautiful Hampton Bays home where the feeling is just as special as the property itself. This charming 3-bedroom, 2-bath residence offers an inviting open floor plan with high ceilings, skylights that bring beautiful natural light into the home, warm wood floors throughout, custom built-in wall cabinetry perfect for displaying artwork and personal treasures, and a gas fireplace that creates a cozy gathering place for family and friends. The spacious primary bedroom suite offers a peaceful retreat of its own, with a private deck where you can step outside and unwind in the jacuzzi while enjoying the quiet surroundings. A partially finished basement provides even more versatility, featuring a private office, two egress windows, and plenty of storage for everything that comes with life by the water. But the magic of this home truly comes alive outdoors. Set on approximately .46 acres, the backyard has been thoughtfully created for enjoying life, entertaining, and making memories. Two spacious decks provide plenty of room to gather, including one with a new jacuzzi, while the heated pool invites you to spend long summer days relaxing in the sun. The outdoor kitchen is ready for everything from casual poolside lunches to special dinners with friends, while the firepit offers the perfect place to gather as the evening winds down. A charming gazebo with electric creates another favorite destination, where you can stretch out on the comfortable outdoor couches, watch a movie, enjoy a glass of wine, or simply take in the peaceful surroundings. There is a wonderful sense of privacy and escape here, yet you are just moments from the pristine beaches of Dune Road, waterfront restaurants, local marinas, and some of the best boating Hampton Bays has to offer. Spend the morning at the beach, the afternoon by the pool, and the evening gathered around the fire with the people you love. This is the kind of home where summer memories are made and where outdoor living becomes part of everyday life. 111 E Bay Avenue is more than a house—it is a place to slow down, entertain, relax, and truly enjoy the Hamptons coastal lifestyle.

111 Bay Avenue E, Hampton Bays

19 Bay Woods Drive, Hampton Bays
$1,699,000
4 Beds ⋅ 5 Baths ⋅ 1059857 MLS
Dream Home Awaits in Bay Woods, Hampton Bays! **Property Overview:** Step into luxury with this stunning modern home nestled in the highly sought-after Bay Woods community of Hampton Bays. This gorgeous residence offers an unparalleled blend of comfort, elegance, and recreational opportunities, perfect for families and entertainers alike. **Key Features:** - **Spacious Living: Boasting 3 ensuite bedrooms, each with unique characteristics, including two with inviting sitting areas - ideal for private retreats. - **Entertainment Ready: The heart of the home features a remarkable great room and an expansive living room, both flooded with natural light, perfect for gatherings or cozy nights by the fireplace. - **Gourmet Chef’s Kitchen: Unleash your culinary creativity in the chef-worthy kitchen, equipped with top-of-the-line appliances, ample counter space, and an elegant design that harmonizes functionality and beauty. - **Outdoor Oasis: Step outside to your wrap-around deck and indulge in the sun-soaked south facing inground pool surrounded by meticulously landscaped grounds, providing both beauty and privacy. Perfect for summer barbecues or peaceful evenings under the stars! - **Formal Dining Room: Host unforgettable dinner parties in the sophisticated formal dining room that sets the scene for exquisite meals and cherished memories. **Additional Features:** - **Sunlit Spaces: An expansive sunroom featuring a charming wood-burning stove, perfect for relaxation and enjoying the seasonal views. - **Convenient Amenities: A half bath for guests, a circular driveway for easy access, and an additional fireplace in the primary bedroom to ensure warmth and comfort. - **Nature at Your Doorstep: Enjoy the beauty of nature with walking trails and numerous parks nearby. Plus, you’re just moments away from breathtaking bay beaches and the ocean, inviting you to explore the great outdoors. **Why Bay Woods?** Living in this community means not just owning a home, but embracing a lifestyle. With its scenic beauty, a tight-knit community feel, and endless recreational opportunities, Bay Woods offers the perfect backdrop for your dream life. **Don’t Miss Out!** This exquisite modern home is more than just a property; it’s a sanctuary waiting to be filled with love and laughter. Schedule your private showing today and step into the life you’ve always dreamed of! Your Bay Woods dream home awaits!

19 Bay Woods Drive, Hampton Bays

2 Easterly Road, Hampton Bays
$775,000
3 Beds ⋅ 2 Baths ⋅ 1059631 MLS
QUIET HAMPTON BAYS RETREAT This charming Hamptons home sits on a quiet Hampton Bays street close to the bay, ready to become your escape to the Hamptons. Sited on .37 acre the home has 952 +/- SF (plus a full walkout lower level), 3 bedrooms, 2 full baths, and ample room for a pool. There is plenty to love about the existing home with beautiful hardwood floors, bright interior spaces, easy indoor-outdoor access to the rear patio, and an eat-in kitchen. A large bay window brings warmth and natural light to the living room, an inviting space to enjoy today or update to your taste. The rear deck and masonry patio offer a foundation for outdoor dining and lounging, while the spacious, fully fenced yard offers potential for a pool, subject to approvals. With both interior and exterior access, the partially finished walkout lower level offers additional space to create a home office, gym, or media lounge. This delightful neighborhood offers easy access to all of Southampton.

2 Easterly Road, Hampton Bays

30 Squires Boulevard, Hampton Bays
$1,475,000
4 Beds ⋅ 3 Baths ⋅ 1058952 MLS
Set on 1.08 acres at the end of a quiet cul-de-sac and bordered by a wooded Southampton Town reserve, this spacious Hampton Bays home offers privacy, flexibility and all the ingredients for easy Hamptons living. The main level is designed around an open flow, with the kitchen, living and dining areas connecting to a light-filled great room wrapped in windows and overlooking the surrounding greenery. Down the hall are three bedrooms, including the primary en suite, along with an additional full bath. The ground level adds an entirely separate dimension to the home, with a generous fourth bedroom, full bath, a sitting room with pocket doors, bonus room ideal for an office, den or additional flex space, and a large landing currently used as a home gym. Outside is where the property really comes into its own. Sliding doors open directly to the pool deck, where a heated pool is surrounded by expansive multi-level decking with plenty of room for lounging and entertaining. A covered deck creates an inviting outdoor living room, while the wooded setting offers exceptional privacy and space to enjoy the property throughout the season. Whether envisioned as a year-round home, Hamptons getaway or investment property, 30 Squires Boulevard presents an opportunity to create something special in a location surrounded by everything Hampton Bays has to offer, from waterfront dining and boating to ocean beaches and beautiful bay beaches just minutes away.

30 Squires Boulevard, Hampton Bays

67 Wakeman Road, Hampton Bays
$899,000
3 Beds ⋅ 2 Baths ⋅ 1058476 MLS
Imagine a morning at Ponquogue Beach, an afternoon on the boat, and an evening relaxing in your own hot tub. At 67 Wakeman Road, the best part of a day in Hampton Bays is knowing you have this inviting coastal retreat to come home to. Completely updated and beautifully maintained, this three-bedroom, two-bath home feels like a beach house should: bright, comfortable, and ready to enjoy. Cathedral ceilings and skylights bring a bright, airy feel to the living room and eat-in kitchen with quartz countertops—an inviting setting for breakfast before the beach or gathering with friends after a day on the water. The spacious primary bedroom offers a peaceful place to recharge, while beach-pebble detailing on the shower floor brings a little of the shoreline indoors. Let the evening unfold. Dinner on the deck, the soothing sound of the rock waterfall, a soak in the hot tub—the perfect ending to a day by the water. Beautifully landscaped, the .24-acre property offers a lovely lawn for entertaining and Green Giant arborvitae along the rear property line, all on a manageable scale that leaves more time for enjoying your weekends. Updated James Hardie fiber cement siding and a two-car garage with a car lift add to the home’s appeal. Just over 2 miles from renowned Ponquogue Beach on the Atlantic Ocean and 1.5 miles from town, you’re close to marinas, shopping, and favorite dining spots, including Canoe Place Inn, Cowfish, RUMBA, Oakland’s, and Sundays. Whether you come for the weekends or settle in year-round, this is a home that makes the Hampton Bays lifestyle feel easy. A coastal retreat best appreciated in person. Come for the beach. Come home to relax.

67 Wakeman Road, Hampton Bays

25 Old Squiretown Rd, Hampton Bays
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 1057318 MLS
Chic Mid-Century Modern home situated on a private 0.72-acre lot surrounded by mature trees and landscaping. Features include an open floor plan, vaulted ceilings, great room with wood-burning fireplace, and sliding glass doors leading to an expansive deck and heated pool. Updated kitchen with new Bosch stainless steel refrigerator, dishwasher, and induction range. Spacious primary bedroom with yard views, plus two guest bedrooms, one full bath, and one half bath. Recent upgrades include Bosch heating and central air conditioning, new pool pump and filters, and new roof with skylights. Conveniently located with easy access to both the North and South Forks, near Great Peconic Bay beaches, ocean beaches, shopping, and restaurants.

25 Old Squiretown Rd, Hampton Bays

41 Homewood Drive, Hampton Bays
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 1057137 MLS
UPDATED HAMPTONS RETREAT NEAR SHINNECOCK BAY This well-maintained 3-bedroom, 2-bath home offers the ease of one-level living with an open floor plan, a fireplace, and thoughtfully updated interiors. The kitchen and bathrooms have been tastefully renovated, with all three bedrooms and two baths conveniently located on the main level. A spacious lower level provides additional living space and abundant storage. Glass sliders from the kitchen open to a covered dining area, deck with built-in bar, and backyard with pool. Landscaped grounds create a private setting for relaxing and entertaining. Nearby Tiana Shores Association offers membership opportunities with access to a private bay beach, pool, tennis court, and clubhouse. Approximately half a mile from Shinnecock Bay access and conveniently located near Hamptons beaches, villages, shops, restaurants, and local vineyards, this home is ideally situated for enjoying all the area has to offer.

41 Homewood Drive, Hampton Bays

61 Washington Heights Avenue, Hampton Bays
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 1044708 MLS
Ideally located in Hampton Bays, this beautifully appointed 4-bedroom 2.5 bath home offers an exceptional blend of comfort, style, and outdoor living. Enjoy an easy walk or bike ride to Peconic Bay Beach, then come home to your heated salt water 16’ x 32’ in-ground pool and spacious outdoor entertaining areas . The open-concept interior features hardwood floors throughout, high hats, crown molding, architectural columns, a wood-burning fireplace, granite, marble and tile finishes, and an inviting front porch and rear deck with motorized awning. The spacious primary suite offers a Jacuzzi tub, separate shower, and walk-in closet. Additional highlights include 2-car garage, oversized driveway ,new insulated garage door, and in-ground sprinklers. A wonderful opportunity to enjoy the Hamptons lifestyle close to beaches, boating, and all that Hampton Bays has to offer!

61 Washington Heights Avenue, Hampton Bays

87 North Road, Hampton Bays
$3,099,999
1052176 MLS
Own a piece of the Hamptons that pays you back. This opportunity is a fully built-out mixed-use property in Shinnecock Hills, Hampton Bays, on the busy main road between the Shinnecock Canal and Southampton Village. The 0.32-acre lot holds two buildings, about 12 parking spaces, and road frontage that gets year-round local traffic plus the summer rush heading east. The main building's ground floor is an established, fully licensed bar and restaurant known locally as the Fish Hotel. It features a mahogany bar, a commercial kitchen, and a live-music stage. Upstairs are eight renovated studios, each with its own bath, kitchenette, and electric meter. Behind it is a separate three-bedroom Cape-style house with its own driveway and yard. The numbers are just as strong. The restaurant is leased through July 2030 at $6,500 per month, which gives you long-term, dependable base income; but there is an option to be delivered vacant. The property currently brings in about $201,600 a year in rent. With the four vacant studios re-leased at a conservative $1,500 per month, projected gross income rises to about $273,600, for a projected net operating income of about $192,824. That's a 6.22% stabilized cap rate. Property taxes run only about $6,600 a year, a rare advantage for a Hamptons income property. There's room to grow, too. The studios were most recently leased to a Southampton restaurant group for staff housing at $2,500 per unit, and the East End's ongoing demand for employee housing keeps these units in high demand. Offering memorandum and rent roll available to qualified buyers. All figures are projections; buyer to verify.

87 North Road, Hampton Bays

112 Lynncliff Road, Hampton Bays
$649,000
2 Beds ⋅ 1 Baths ⋅ 1053465 MLS
Your Hamptons Haven Awaits in Hampton Bays Embrace effortless coastal living in this charming 2-bedroom, 1-bath Ranch. Gather around the cozy fireplace in the sunny living room, or unwind in the spacious family room overlooking the beautiful backyard. The open kitchen and dining area make everyday living and hosting a breeze. Set on a generously sized property with a large shed and plenty of room to install a private pool, this lot is ready for your custom outdoor oasis. Best of all, you're perfectly positioned just moments from town, boutique shopping, fine dining, and beautiful bay and ocean beaches. Whether you're seeking a year-round residence, a beach getaway, or an investment opportunity, this home offers the ultimate Hamptons lifestyle.

112 Lynncliff Road, Hampton Bays

46 Rampasture Unit #3, Hampton Bays
$379,000
2 Beds ⋅ 1 Baths ⋅ 1049864 MLS
Waterfront Hamptons living without the usual Hamptons price tag. This bright and spacious 2-bedroom co-op offers direct access to Tiana Bay, beautiful sunsets, a large private deck with retractable awning, dock access, and a sprawling lawn overlooking the bay; all just outside your door. Spend your days kayaking, paddleboarding, or simply settling in by the water and watching the sun go down. Inside, the residence offers abundant natural light, a comfortable layout, low carrying costs, and the opportunity to make it your own. Ideally located just minutes from world-class ocean beaches, marinas, waterfront dining, shopping, and everything Hampton Bays has to offer. Whether you’re looking for a weekend retreat, or summer escape, this is a rare opportunity to enjoy the waterfront lifestyle at an exceptional value.

46 Rampasture Unit #3, Hampton Bays

54 Rampasture Road, Hampton Bays
$3,995,000
6 Beds ⋅ 6 Baths ⋅ 1046981 MLS
Waterfront 1.1 Acres New Construction Experience modern waterfront living at 54 Rampasture Road, a newly constructed six-bedroom residence set on approximately 1.1 acres along Tiana Bay. Offering more than 140 feet of shoreline, the property combines striking contemporary architecture, refined interiors and a seamless connection to the water. Walls of glass fill the main living spaces with natural light and frame views across the grounds toward the bay. The open-concept kitchen serves as the centerpiece of the home, featuring custom natural-oak and contrasting dark cabinetry, dramatic stone surfaces, an oversized waterfall island and direct access to the outdoor entertaining areas. The adjoining dining and living spaces open to an expansive rear terrace, heated pool and beautifully landscaped lawn, creating an effortless setting for entertaining and everyday waterfront living. The home offers six bedrooms, five full bathrooms and one powder room across three finished levels. The primary suite provides a private retreat with a dramatic bedroom and spa-inspired bath, while the additional bedrooms and bathrooms are finished with a sophisticated mix of stone, wood and designer fixtures. A spacious finished lower level provides flexible room for recreation, media, fitness and guests. Outside, the pool, terraces and multiple gathering areas are surrounded by mature trees and thoughtfully designed landscaping, providing privacy while maintaining views toward Tiana Bay. With potential for a permitted dock and direct access to the bay, 54 Rampasture Road presents a rare opportunity to own a newly built waterfront retreat in the Hamptons.

54 Rampasture Road, Hampton Bays

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.

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