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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
$839,999
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

82 Argonne Road E, Hampton Bays
$899,000
3 Beds ⋅ 2 Baths ⋅ 1053691 MLS
Welcome to this charming and thoughtfully updated ranch located in a prime south-of-the-highway location in Hampton Bays. Perfectly combining classic Hamptons appeal with modern convenience, this residence has been refreshed over the past few years to offer a seamless blend of comfort and style. The bright and spacious open layout fluidly connects the kitchen, dining, and living areas. Highlighted by skylights and rich hardwood flooring throughout, the main living room centers around a cozy wood-burning fireplace—ideal for relaxed gatherings and crisp coastal evenings. Enjoy updated bathrooms and a flowing floor plan that includes three generous bedrooms. The primary suite features its own private full bath, while the remaining two bedrooms and living area share a beautifully appointed full bathroom. Step outside onto a newly installed south-facing deck designed to capture maximum sunlight. The expansive backyard offers plenty of room for a future pool, currently featuring a play set with plenty of yard space for play. This South-of-the-Highway location is situated close to everything Hampton Bays has to offer, you are just minutes from the LIRR train station, vibrant downtown shopping and dining, the high school, and stunning local ocean beaches. The home is being sold 'as is' and awaits its next owner.

82 Argonne Road E, Hampton Bays

46 Red Cedar Point Road, Hampton Bays
$2,995,000
2 Beds ⋅ 1 Baths ⋅ 1025760 MLS
Tucked within the highly coveted private enclave of the Red Cedar Point Association, 46 Red Cedar Point Road presents an exceptional waterfront opportunity with breathtaking panoramic views across Great Peconic Bay toward Robins Island, the North Fork, and beyond. Fully gut-renovated in 2026, this coastal retreat has been thoughtfully reimagined to pair modern finishes with one of the Hamptons' most extraordinary natural settings. Sweeping water views are enjoyed throughout the residence and take center stage from the main living areas, creating a striking backdrop for everyday living and entertaining. The current residence offers 2 bedrooms and 1 bath, anchored by a wood-burning fireplace and complemented by multiple decks, a one-car garage, lower-level space, and generous outdoor areas designed to embrace the waterfront setting. Offering significant additional upside, the ground-level lower level features approximately 9-foot ceilings and substantial expansion potential. Subject to applicable approvals and renovations, the residence may be expanded to approximately 2,000 square feet with 4 bedrooms and 2 baths, creating the opportunity to meaningfully increase both living space and functionality. Set along quiet backroads and bordered by natural preserve land, the property offers a rare combination of privacy and accessibility. Enjoy effortless access to the bay and surrounding Hamptons destinations while avoiding much of the seasonal congestion associated with the area's primary routes. Residents of the Red Cedar Point Association enjoy access to three private sandy bay beaches, while Southampton Town permits provide additional access to the Town's renowned ocean beaches. With extraordinary panoramic views, a newly renovated interior, private association amenities, and compelling expansion potential, 46 Red Cedar Point Road offers the opportunity to enjoy a waterfront Hamptons retreat today while creating an even more substantial residence for the future.

46 Red Cedar Point Road, Hampton Bays

10 Glenmore Drive, Hampton Bays
$1,260,000
3 Beds ⋅ 2 Baths ⋅ 1053693 MLS
Magnificent Move In Ready post-modern ranch with every tasteful amenity imaginable. Glorious heated built-in pool, outdoor shower, wood decking, and magnificent landscaping throughout. Mature trees surrounding the property create a surprising feel of privacy across the half acre. Unexpected amenities include a commercial Pitts & Spitts smoker with grilling shed; screened gazebo with wicker furniture that creates an Adirondack feel; green lawn area for games, raised vegetable garden; and perennial gardens in park-like oasis. Spectacular for entertaining with newly renovated kitchen with stainless appliances and wine fridge. The large, light-filled, open living room welcomes guests year-round, with sliding doors out to the pool and yard in the summer and a cozy wood burning fireplace in cooler months. The property boasts three bedrooms and two newly renovated bathrooms. Master bedroom has an en-suite bathroom and access to a private side deck and the pool. The two other bedrooms are set up with king and queen beds and share the newly renovated bathroom across the living room on the guest side of the house. Partial finished basement with new washer and dryer and storage area. Close to green market, shopping, restaurants, 10-minute walk to the bay and a quick 15-minute drive to gorgeous ocean beaches.

10 Glenmore Drive, 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

45 Peconic Road, Hampton Bays
$1,100,000
5 Beds ⋅ 2 Baths ⋅ 1049296 MLS
Fire your landlord and you collect the rent with this unique investment opportunity featuring two separate homes on a wooded half-acre parcel just a few short blocks from a sandy Peconic Bay beach. The first home is a brick ranch offering a full basement, knotty pine details throughout, three bedrooms, a living room, eat-in kitchen, oil heat, and a deck. The second home features two bedrooms, a kitchen, living room, one bath, full basement, and electric heat. Both homes are currently rented month-to-month, with tenants paying their own electric and heat. Some TLC is needed, but the setting, rental potential, and convenient beach proximity make this a standout opportunity. Some photos have been digitally enhanced.

45 Peconic Road, 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

11 Shinnecock Road, Hampton Bays
$2,225,000
3 Beds ⋅ 4 Baths ⋅ 1045737 MLS
Set on a rare 1.1 acres in Hampton Bays, this nearly 2,800-square-foot, gut-renovated historic farmhouse offers three bedrooms, three additional bonus rooms, and three legal floors of finished living space. Completed in 2025, the residence thoughtfully blends the character of its historic origins with modern finishes, amenities, and a flexible floor plan. White oak flooring, abundant natural light, and custom woodwork carry throughout the open living spaces. The chef’s kitchen features premium appliances by La Cornue, Wolf, and Thermador, custom wood countertops, and a marble backsplash, opening seamlessly to a built-in breakfast nook and expansive dining area. High vaulted ceilings enhance the scale of the main level, where an oversized living room provides generous space for gathering and entertaining. A separate den offers a more intimate retreat, complete with custom built-in shelving and French doors opening directly to a private garden patio. The home’s three finished levels provide exceptional versatility. The first floor includes a private junior primary ensuite and second bedroom, while the second-floor primary suite features its own balcony. Three additional bonus rooms offer flexible space for a home office, library, fitness or wellness room, or additional recreational use. Beautifully appointed bathrooms with custom marble finishes complement the home’s thoughtful renovation. A legally finished third floor, complete with an installed sprinkler system, provides additional usable living space and further distinguishes the home’s expansive floor plan. Outside, the 1.1-acre property offers a level of space and possibility rarely found in such a convenient Hampton Bays location. Two outdoor patios, a covered front porch, wildflower garden and an existing barn are already in place, with ample room to further enhance the property with a pool, pool house, guest cottage, tennis, or detached garage. The parcel also offers subdivision potential, subject to all applicable approvals. Ideally positioned between Southampton Village and the revitalized Village of Westhampton Beach, the property offers convenient access to exceptional dining, shopping, and entertainment, while remaining just minutes from Ponquogue & Town of Southampton beaches, local restaurants, shops, and markets. Beautifully renovated, move-in ready, and set on more than an acre, 11 Shinnecock Road is a rare Hamptons offering with the space, style, and setting to have it all.

11 Shinnecock Road, Hampton Bays

33A Newtown Road, Hampton Bays
$2,595,000
5 Beds ⋅ 6 Baths ⋅ 1045249 MLS
Privately positioned on a flag lot and approached by a long driveway, this expansive residence feels like a retreat from the moment you arrive. The setting is private, the scale is impressive, and the home is designed for the kind of easy indoor-outdoor living that defines summers in the Hamptons. Inside, a dramatic foyer with dual curved staircases opens to a light-filled floor plan with multiple living and entertaining spaces, an eat-in kitchen, dining area, recreation room and a flexible first-floor bedroom with private exterior entrance and nearby full bath. Upstairs, a central lounge connects five bedrooms, including an oversized primary suite with a spa-style bath, soaking tub and large shower with body sprays. An architectural upper-level catwalk adds light and captures views toward the nearby marina, while the substantial finished lower level offers high ceilings, recreation and lounge areas, wet bar, full bath, bonus rooms and exterior egress. The lifestyle continues outside with a swimming pool, covered and open patios, an outdoor kitchen with grill and pizza oven, plus a separate rear entertaining area with its own wet bar. A detached three-car garage with additional finished loft space above adds even more flexibility for guest quarters. Few properties make it this easy to have both space and lifestyle in one place. Marinas, waterfront dining and neighborhood restaurants are all within walking distance, while beaches, shops and village amenities are only minutes away. Add in a strong rental-income history and a layout built for weekends, extended stays and year-round living, and the property becomes just as compelling as an investment as it is a private Hamptons retreat.

33A Newtown Road, Hampton Bays

8 Boathouse Road, Hampton Bays
$2,200,000
11 Beds ⋅ 6 Baths ⋅ 1045061 MLS
NEW! Unique Mid-Century Six-Cottage Compound in Shinnecock Hills First time ever on market opportunity to own an original mid-century cottage compound in the sought-after Shinnecock Hills. Set on a flat 1.16-acre parcel with R-20 zoning, the property consists of six cottages, offering a unique opportunity for investment, rental income, personal use, or a combination of all three. Five of the cottages, each approximately 500 SF, have 2 bedrooms, one bath and open kitchen, dining, living area. One cottage, approximately 800 SF, has one bedroom, one bath and open kitchen, dining, living area. Just a quarter mile from Peconic Bay, with the Town boat launch conveniently located around the corner, the property puts boating, fishing, kayaking, and waterfront recreation within easy reach. Multiple renowned waterfront restaurants along Peconic and Shinnecock Bays are also close by. An exceptional opportunity to own a piece of old-school Hamptons/Poconos style character while enjoying the convenience of being close to Southampton and the area's beaches, restaurants, and marinas. With six cottages on a generous, level parcel, 8 Boat House Road offers flexibility and potential rarely found in Shinnecock Hills. Beat the traffic and enjoy the best of the East End from this unique six-cottage compound.

8 Boathouse Road, Hampton Bays

4 Wooded Lane, Hampton Bays
$1,189,000
4 Beds ⋅ 3 Baths ⋅ 1043324 MLS
A rare 1.27-acre offering in Hampton Bays, 4 Wooded Lane is tucked away in the private Red Creek Ridge neighborhood just minutes from West Landing and East Landing beaches. Surrounded by mature landscaping and offering exceptional outdoor space, the property presents an opportunity to create a true Hamptons retreat, with room for a pool and plenty of space for outdoor entertaining. Inside, the four-bedroom, two-and-a-half-bath home offers a flexible layout with multiple living and entertaining spaces, an eat-in kitchen, dedicated dining area, and a spacious first-floor bonus room ideal for a home office or den. Upstairs are four bedrooms, including the primary suite with a private bath and walk-in closet, while the finished lower level provides additional space for recreation, a gym, media room, or storage. Whether enjoyed as-is or reimagined over time, the property's combination of acreage, privacy, and proximity to the water is increasingly hard to find in Hampton Bays. Minutes from local beaches, marinas, restaurants, and everything the East End has to offer, 4 Wooded Lane is an opportunity to put your own stamp on a property with the space and setting to grow into.

4 Wooded Lane, Hampton Bays

14 Kathy Street, Hampton Bays
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 1042932 MLS
Your dream home awaits in trendy Hampton Bays! This beautifully updated home offers the perfect blend of modern comfort, stylish upgrades, and an incredible outdoor lifestyle. The home features new stainless-steel appliances, updated kitchens and baths, and new laminate flooring throughout. Additional improvements include new windows, a new roof, egress windows, and a new oil-fired hydronic heating system. Enjoy year-round comfort with central air conditioning, plus split systems in the fully finished basement. The fully finished basement provides additional living and recreational space, with potential for an accessory apartment with proper permits. Step outside and discover your own private summer playground! The spacious backyard is designed for entertaining and relaxing, featuring a new oversized heated saltwater pool with solar cover and stadium stairs, outdoor shower, Jacuzzi (6 person), new fire pit, and irrigation system. The outdoor living space is enhanced by an impressive built-in outdoor kitchen featuring Corian countertops, a large stainless-steel grill, two refrigerators, two sinks, a separate infrared burner, and ample storage. All of this is set on durable, low-maintenance composite decking, creating the perfect setting for summer gatherings, pool days, outdoor dining, and entertaining family and friends. This is more than a home—it’s the Hampton Bays lifestyle. Move-in ready, beautifully updated, and packed with amenities designed for enjoying every season on Long Island. Come see everything this exceptional property has to offer!

14 Kathy Street, Hampton Bays

27 W Tiana Road Unit #A, Hampton Bays
$749,000
3 Beds ⋅ 1 Baths ⋅ 1040542 MLS
Charming Farm Ranch in the Heart of Hampton Bays Nestled on a generous property in one of Hampton Bays’ most sought-after locations, this warm farm ranch offers classic Hamptons character with smart, long-term updates. The main level features 3 bedrooms, a full bath, and a sun-filled eat-in kitchen. Upstairs, cedar closets and an expansive open space offer endless possibilities — home office, guest suite, studio, and more. Major mechanicals are done: new oil boiler & central A/C (2025), 30-year architectural roof, updated leaders & gutters, sprinkler system, and new storm door. The sprawling flat lot leaves room to add a pool or simply enjoy the open space — a rare find out east. Minutes from the bay, beaches, and all the Hamptons has to offer. A must-see — opportunities like this don’t last.

27 W Tiana Road Unit #A, Hampton Bays

10 Bay View Drive, Hampton Bays
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 1039554 MLS
Set on a peaceful stretch of Shinnecock Bay in Hampton Bays, this sleek new-construction home sits atop one of the area's highest points, offering unobstructed water views from nearly every room. Floor-to-ceiling windows and an open layout create seamless indoor-outdoor living. Three floors, five bedrooms, and four and a half baths, including four en suites — one on the ground floor. Four of the five bedrooms open directly to a deck or garden, with wraparound decks on the second and third floors offering sweeping water views. First and second-floor laundry rooms add everyday convenience. Outside: a heated pool, private dock, and beach access to Shinnecock Bay for boating and kayaking, plus a fire pit and outdoor shower for classic coastal evenings.

10 Bay View Drive, Hampton Bays

111 W Tiana Road, Hampton Bays
$1,150,000
4 Beds ⋅ 2 Baths ⋅ 1035288 MLS
Welcome to this stunning Modern Cape Cod, beautifully and thoughtfully built in 1993, located in the heart of Tiana Shores, situated just blocks from Tiana Shores Association Beach Club. Upon entry, the grand foyer welcomes you into an expansive, formal, elegant, open concept living room and dining room with wood-burning fireplace. The beautiful and spacious eat in kitchen was renovated nine years ago and boasts quartz countertops, stainless steel appliances, abundant cabinetry, tile backsplash and tile floors. This turnkey home includes four bedrooms and two renovated baths. There is central air conditioning throughout the home. In 2020, the owners updated the home’s roof, siding and gutters. This property is fenced in with beautiful curb appeal and a TimberTech deck out back built in 2020. The asphalt driveway was just updated one year ago and the driveway holds 6-7 cars. The property is irrigated with a sprinkler system. There is a basement with egress windows, updated hot water heater and 275 gallon oil tank. The duct work and vents were professionally cleaned in 2025. There are additional highlights that come with this home including plans for possible expansion of two car garage and owners suite! With annual membership to the Tiana Shores Association, enjoy wonderful amenities including a pool, clubhouse, tennis court, beach, and Tiana Bay! This home is not to be missed!

111 W Tiana Road, Hampton Bays

21 Bay Avenue W, Hampton Bays
$1,699,000
4 Beds ⋅ 3 Baths ⋅ 1034640 MLS
Quiet, Private, Set on 1.87 Acre Flag Lot. Beautifully Maintained Immaculate Two Story Traditional of 2,600+- sq.ft. Four Bedrooms, Three Bathrooms., First Floor Features Living Room with Masonry fireplace, & oak floors. Formal Dining, Corian Kitchen with Stainless Appliances which opens Skylit Great Room, 1 Bath all on 1st Floor. Second Floor Features Vaulted Ceiling Primary Bedroom with private in suite bathroom and Masonry Fireplace, Walk in Closet + additional closets. 3 Additional Bedrooms, and one Full Bath. Full basement with high ceilings. Two car attached garage. Lovely Sundeck for entertaining with Tiki Bar. Loads of room for pool. Beautifully landscaped and very private. Sprinkler system. Schedule your private showing.

21 Bay Avenue W, Hampton Bays

39 Sherwood Road, Hampton Bays
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 1035961 MLS
Introducing this stunning four-bedroom, three-bathroom home offering 2,633± sq. ft. of thoughtfully designed living space, complete with a two-car garage, in the desirable Tianna Shores community. The home features a dramatic double-height great room, an expansive kitchen, and a versatile first-floor den or dining room. A bonus room adjacent to a full bathroom provides the flexibility to serve as a fifth bedroom, home office, or guest suite. Upstairs, you'll find four spacious bedrooms and two full bathrooms. Outside, the generous backyard offers plenty of room for a pool and is surrounded by mature trees, creating a private setting for outdoor living. A massive rear deck provides the perfect space for entertaining, dining, or relaxing. The unfinished lower level spans approximately 1,400± sq. ft., presenting an exceptional opportunity to create a media room, gym, recreation space, or additional living area. Once finished, the home could offer over 4,000± sq. ft. of living space across three levels. Located in the coveted Tianna Shores community, residents enjoy access to a private beach, swimming pool, and tennis courts. This is an outstanding opportunity to customize a spacious home in one of the Hamptons' most desirable waterfront communities.

39 Sherwood Road, Hampton Bays

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