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$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

$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

$2,300,000
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

$1,250,000
4 Beds 2 Baths 1045410 MLS
Clean Contemporary with Cathedral ceilings Move-in Condition on Dead-End Avenue. Roof and skylights replaced 3 years ago. 18 x 36 Heated in-ground vinyl pool, liner in pool is 4 years old. Propane Pool heater is 3 years old. 1700 sq ft Bluestone Patio on 1/2-acre lot. Four nice sized bedrooms, Two Bathrooms, Two Living Rooms, Office/Dining rm, Heated-A/C Sunroom. Hardwood floors, Cathedral Ceilings W/ Skylights throughout the first floor. Oil Baseboard Heat w/ Hot Water Storage Tank. Basement has Permitted Playroom with an Egress Window. Has a Laundry area and workspace. The oil tank, Electric panels and storage in basement. The Electric Panel and Sub Panel have been updated. Heated One Car Garage with Atic Storage. Cedar closets and plenty of storage space. Located within a short distance to Town center. Easy access to East and West Exit of Sunrise Hwy. Shopping Center, Train Station, Jitney Bus stop within 2.5 miles of the house.

17 Columbine S, 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

$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

$750,000
1043940 MLS
Build Your Hamptons Dream in Hampton Bays An exceptional opportunity to create your own Hamptons retreat on this spacious 0.75-acre parcel in a prime Hampton Bays setting. Ideally situated just minutes from beautiful ocean beaches and within walking distance of the bay and local restaurants, the property offers the perfect balance of coastal living and everyday convenience. The generous lot provides ample space to envision a custom residence with a pool and outdoor entertaining areas, creating a private retreat designed around the Hamptons lifestyle. With larger parcels becoming increasingly difficult to find in such a convenient location, this is a unique opportunity to build from the ground up and make it entirely your own. Bring your vision to life and enjoy everything Hampton Bays has to offer—from beaches and boating to dining and village amenities—all just moments from home.

115 Bay Avenue E, Hampton Bays

$1,199,000
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

$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

$1,550,000
3 Beds 3 Baths 1040930 MLS
Welcome to 78 Channing Cross in Hampton Bays, a beautifully maintained and light-filled home set on nearly two private acres. Enter through dramatic 10-foot double doors into a cathedral-ceiling living room featuring hardwood floors, a wood-burning fireplace, and a striking wall of glass opening to the patio. The eat-in kitchen includes a charming breakfast nook surrounded by floor-to-ceiling windows that capture beautiful morning light. A formal dining room, laundry area, and access to the oversized two-car garage complete this wing of the home. On the opposite side of the house is the main-level primary ensuite with office, den or potential fourth bedroom. Upstairs are two additional spacious bedrooms and a full bath. The full basement features high ceilings and excellent finishing potential, while unfinished space above the garage offers another opportunity for expansion. Major utility systems have been installed or updated within the past five years. Immaculately maintained and move-in ready, the home also features a covered porch and expansive private grounds with ample room for a pool and potential tennis court. Just minutes from West Landing Beach, 78 Channing Cross is an ideal place to unwind and enjoy everything the Hamptons has to offer. Pool, tennis court, bedroom conversion, and expansion are subject to customary permits and approvals.

78 Channing Cross, Hampton Bays

$799,000
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

$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

$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, elegant formal open concept living room and dining room with wood burning fireplace. The 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. This property is fenced in with beautiful curb appeal and a TimberTech deck out back built in 2020. Also in 2020, the owners updated the home’s roof, siding and gutters. 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 updated hot water heater and 275 gallon oil tank. The duct work and vents were 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 a pool, clubhouse, tennis, beach, and Tiana Bay! This home is not to be missed!

111 W Tiana Road, Hampton Bays

$1,699,000
3 Beds 5 Baths 1037991 MLS
19 Bay Woods Dr offers the space, comfort, and lifestyle thats desirable. Inside, the home features expansive living areas filled with natural light, including a beautiful 2 level sunroom that creates the perfect space to relax year-round while enjoying views of the surrounding property. Designed for both everyday living and entertaining, the layout flows effortlessly from indoors to outdoors. Step outside to your private backyard retreat featuring an in ground pool-ideal for summer gatherings, quiet afternoons, and enjoying the Hampton Bays lifestyle. Adding exceptional versatility, the home also includes a large basement with direct connection to the attached two-car garage, creating additional space for storage, recreation, hobbies, a home gym, or flexible future use. Located moments from local marinas, bay access, beaches, restaurants, and the charm of Hampton Bays, this property offers a balance of privacy and convenience in one of Long Island's most sought-after coastal communities. Live like your on vacation everyday in the Hampton Bays.

19 Bay Woods Drive, 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

$660,000
2 Beds 1 Baths 1036558 MLS
Welcome to 4 Vine Street, Hampton Bays—an incredible opportunity to own your own piece of the Hamptons! Whether you’re searching for the perfect starter home, a year-round residence, or a summer getaway, this charming 2-bedroom ranch offers comfort, convenience, and an unbeatable East End lifestyle. Inside you'll discover beautiful hardwood floors throughout and an inviting open-concept layout where the living room flows seamlessly into the eat-in kitchen, creating a comfortable space for everyday living and entertaining. A unique oak spiral staircase leads to the full finished basement with a separate outside entrance, providing valuable additional space and flexibility. Outside, enjoy a fully fenced backyard complete with a patio and in-ground sprinklers—perfect for summer barbecues, entertaining, or simply relaxing after a day at the beach. Add in the home’s extremely low taxes, and this is an opportunity that becomes even harder to find in the Hamptons. The location is where this home truly shines. Hampton Bays is surrounded by some of the East End’s most beautiful waterways, with easy access to Ponquogue Beach, Tiana Beach, Meschutt Beach, Shinnecock Bay and the beaches along Dune Road. Ponquogue Bridge provides direct access to Dune Road’s ocean beaches, waterfront restaurants and marinas, while the community offers boating, fishing, jet skiing, kayaking, parks, seafood markets and everything that makes the Hamptons lifestyle so special. Everyday conveniences are just minutes away. Stop & Shop is approximately 0.3 mile away, Wild By Nature about 0.6 mile and King Kullen approximately 1.1 miles away. The home is also located within the Hampton Bays School District, with Hampton Bays Middle School approximately 0.9 mile away, Hampton Bays Elementary School approximately 1 mile away and Hampton Bays Secondary School approximately 1.6 miles away. For commuters and weekenders, the Hampton Bays LIRR station is conveniently located right in the heart of downtown Hampton Bays, providing rail access west toward New York City and east throughout the Hamptons. The trip toward Manhattan is roughly 2+ hours depending on the train and transfers, making this a realistic weekend escape from NYC while still offering the feeling of being worlds away. Spend your weekends exploring everything the East End has to offer. Head approximately 35 miles east to Montauk, with the drive typically around an hour depending on traffic, or take the train from Hampton Bays to Montauk in approximately 53 minutes. Enjoy Southampton, Bridgehampton, Sag Harbor and East Hampton along the way, or spend an afternoon experiencing Long Island wine country, including destinations such as Wölffer Estate Vineyard in Sagaponack and the renowned vineyards of the North Fork. From mornings at the beach and afternoons on the water to waterfront dining, boating, wineries, local shops and unforgettable Hamptons summers, 4 Vine Street puts the East End lifestyle within reach without the typical Hamptons price tag. Extremely low taxes, 2 bedrooms, a finished basement, fenced yard and a prime Hampton Bays location—this is the perfect starter home or summer escape. A must-see opportunity that will not last at this price!

4 Vine Street, 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

$1,199,000
3 Beds 3 Baths 1034637 MLS
Hampton Bays Coastal Oasis Near East Landing Bay Beach Welcome to your dream retreat in Hampton Bays, perfectly situated just moments from East Landing Bay Beach, vibrant downtown dining, shopping, and scenic ocean beaches. This charming home offers 3 spacious bedrooms and 2.5 baths, expertly designed for both relaxed living and effortless entertaining. The main level features a light-filled open-concept layout connecting a modern kitchen and dining area to a warm living room anchored by a classic fireplace. Additional dedicated living spaces include a cozy family room and a quiet home office, perfect for working remotely or relaxing with a book. Step outside into your private backyard sanctuary. Surrounded by lush, mature landscaping, the property boasts a refreshing swimming pool and multiple expansive decks designed for sunbathing, al fresco dining, and evening gatherings. Whether you are looking for a summer getaway or a year-round residence near the water, this exceptional home captures the best of Hamptons bayfront living.

29 Columbine Avenue N, Hampton Bays

$1,925,000
3 Beds 3 Baths 1030841 MLS
THIS BRAND NEW, CUSTOM BUILD, currently in its final completion phase of exterior construction (driveway and landscaping), spanning approximately 2,400 square feet on a 0.49-acre lot. Inside, an open-concept floor plan showcases soaring cathedral ceilings, hardwood floors, oversized windows, a chef’s kitchen with a 10-foot stone island, and a living room centered around a limestone gas fireplace. The main level includes a primary suite with a walk-in closet and en-suite bath, while two additional king-sized bedrooms are connected by a Jack-and-Jill bathroom. The property also offers a full, unfinished basement with 9-foot ceilings and an egress window. Built with energy efficiency in mind, it includes spray-foam insulation, an integrated solar panel system, ENERGY STAR-qualified casement and double-pane windows, propane heating, central air, a tankless water heater, and a high HERS rating. Exterior and mechanical features include an attached 2-car garage with attic storage, buried underground utilities, a spacious deck with glass slider access, room for a pool, and opportunities to finalize the landscaping and driveway in a quiet neighborhood within walking distance to the beach and minutes to the highway. Bring your vision and complete the final exterior touches on this exceptional modern Hamptons home today!

17 Bittersweet Avenue, 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.