Refine Search
Sort by
15 Windwood Court, Westhampton
$1,485,000
3 Beds ⋅ 3 Baths ⋅ 914465 MLS
South of the highway in a private, sought-after Westhampton neighborhood, this lovingly maintained 3-bedroom, 3-bath home with office showcases pride of ownership. A pristine circular driveway, mature landscaping, and updated cedar plank exterior set the tone, leading inside to cathedral ceilings and an airy open layout with formal living and dining rooms. The light-filled kitchen opens to a spacious den with fireplace and sliders to dual cedar decks overlooking the lush, fully fenced backyard. The first floor also offers a laundry room and newly updated full bath, while upstairs the bedrooms all feature soaring ceilings, including a primary en suite and an office—both with access to a large deck perched above the oversized two-car garage. Modern amenities include a Nest thermostat, Sonos with interior and exterior speakers, central air on the second floor, and a security system with video cameras. Outdoors, the private oasis is complete with a cedar dining deck and awning, a separate deck with a heated 36 x16 saltwater pool all embraced by specimen plantings including Japanese maple, magnolia, dogwood, weeping beech, and holly. Just 2.5 miles from the Village of Westhampton Beach, within the Westhampton Beach School District, and offering both Village and Southampton Town beach rights, this turn-key retreat is ideal for year-round or seasonal living.

15 Windwood Court, Westhampton

21 Windwood Court, Westhampton
$1,350,000
4 Beds ⋅ 3 Baths ⋅ 892084 MLS
WESTHAMPTON SOUTH: WHB SCHOOL DISTRICT: This 4 bedroom, 2 and 1/2 bath home is located in desirable Westhampton The ground floor is spacious featuring a large living room with a cozy fireplace, formal dining room and large eat in kitchen. Completing the main floor is a welcoming entry foyer, a 1/2 bath and washer/dryer area. Upstairs is a large primary en-suite bedroom, 3 additional bedrooms and a full bath. There's a full unfinished basement as well. Outside grounds are nicely landscaped and there is a patio area surrounding a gunite salt water pool. Only 2.5 Miles to the Village of Westhampton Beach and located in the Westhampton Beach School district. The home has both Westhampton Beach Village and Southampton Town Beach rights.

21 Windwood Court, Westhampton

138A Montauk Highway, Westhampton
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 901414 MLS
This beautiful shingle-style home abutting 2 acres of town-owned reserve offers the perfect blend of Hamptons privacy, charm and comfort. Set back over 315 feet+/- from the road on .75 acres, the property provides ample room to add a pool and create your own outdoor Hamptons tranquil oasis. Featuring 4 bedrooms, 2 full bathrooms, and 1 half bath, the thoughtful layout is ideal for both everyday living and entertaining. The heart of the home is a spacious double-height living room with a cozy gas fireplace which can be easily converted back to wood-burning, seamlessly connected to the dining area and flowing effortlessly to the backyard. The well-appointed kitchen, convenient laundry room, and attached 2-car garage add to the home's functionality. On the first level, a private primary en-suite boasts a large walk-in closet, and room to install sliding doors for backyard and deck access. There is also an additional bonus room which functions perfectly as a home office or study with garden views. Upstairs there are three versatile rooms that may function as guestrooms, home offices, or creative studio spaces. The current home spans 1,995 SF+/-, with the possibility to expand to meet your needs. An unfinished full basement also awaits your vision - perfect for a media room, gym, wine cellar, or additional living space. In a highly sought after location just minutes from Westhampton Village, Eastport Village, renowned Hamptons beaches, and acclaimed restaurants. For tennis and pickleball enthusiasts, enjoy Tennis at the Barn just moments away. A rare opportunity to purchase at this price point in this location. Whether as a year-round residence or a weekend escape, this Hamptons haven offers timeless style, a prime location, and the flexibility to create the lifestyle you've always imagined.

138A Montauk Highway, Westhampton

5 Wood Hollow Drive, Westhampton
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 950808 MLS
Welcome to 5 Wood Hollow Drive, a beautifully maintained home in the sought-after Mill Pond development. This large spacious 3-bedroom, 2-bath residence offers a very comfortable living space with room to spare, and hardwood floors throughout the main living areas. A formal foyer welcomes you into elegant living and dining spaces, perfect for entertaining. The well-appointed kitchen opens to a cozy great room and includes a sun-filled eat-in area with sliding doors leading to a spacious patio—ideal for indoor-outdoor living. The primary bedroom features an ensuite bath and a walk-in closet, creating a private retreat. Two additional bedrooms and a full hall bath provide ample space for guests, or a home office. Additional highlights include a separate laundry room with a washer and dryer less than one year old, a full basement with an egress window and cedar closet offering endless possibilities, and an attached two-car garage. Outside, enjoy a generous backyard ready for you to create your own personal oasis.

5 Wood Hollow Drive, Westhampton

6 Wintergreen Lane, Westhampton
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 903536 MLS
Tucked away on a private cul-de-sac, just two miles from Main Street, 6 Wintergreen Lane in Westhampton presents a rare opportunity in one of the Hamptons' most desirable communities. Built in 1978, this three-bedroom, two-bathroom home offers 1,947 square feet of interior space on a generous 0.84-acre property. Currently in need of updating, the residence provides multiple possibilities for the next owner: restore its original charm, renovate and modernize, or take advantage of the included approved demolition and building permit to create a brand-new 5,200+ square foot estate. Inside, the one-story home features vaulted ceilings, great room with a wood-burning fireplace, an eat-in kitchen with breakfast nook, and formal dining room. The home offers 3 bedrooms, including a primary suite with ensuite bath & two additional bedrooms which share a hall bath. There is a bonus room with full bathroom and spacious walk-in closet above the 2-car garage. The grounds are highlighted by an expansive lawn, a heated, inground pool with brick patio surround, and outdoor shower. Owners will also enjoy beach rights to both Southampton Town and Westhampton Village beaches, along with convenient access to the village, train stations, all just 75 miles from Manhattan. Whether thoughtfully restored, stylishly renovated, or entirely rebuilt, this property is a blank canvas offering endless potential to create a custom Hamptons retreat.

6 Wintergreen Lane, Westhampton

150 Montauk Highway, Westhampton
$1,180,000
3 Beds ⋅ 3 Baths ⋅ 923457 MLS
Just 24 years young, this bright contemporary home is no ordinarily constructed home. Rather, it is a spacious, custom build with attention to space, sunlight and ADA accessibility offering an open floor plan about its 3,000+ interior square feet. Built in 2001, this handsome residence is sited extra deeply on one full acre with an abundance of natural flora about its periphery. Sun drenched by design to include oversized windows and skylights, the home offers an inviting living room with impressive wood burning stove complete with soap stone surround for heat retention. It enjoys a bright, dedicated dining area and attractive, newly remodeled kitchen (ADA accessible) with gorgeous, stylish, custom cabinetry and hardware. There is both a first floor primary ensuite along with a guest en suite. A great bonus is the generously sized great room equipped with an Endless® pool, available for you to keep should you wish or deconstruct to utilize the room as a game room or even a den. A 2nd floor guest en-suite along with an open loft is enhanced by majestic windows projecting glorious daylight about the wide stairwell and open hallway. Thoughtfully constructed and designed, this home is extremely efficient in lowering its carbon foot print employing an impressive array of 48 solar panels. An oversized, 1 1/2 car attached garage is an added bonus and leads to a full, unfinished basement. Yes, you too, can own in The Hamptons! Experience this most surprising home, ready to be customized for your ownership. Priced to sell.

150 Montauk Highway, Westhampton

539 Dune Road Unit #29, Westhampton
$1,175,000
2 Beds ⋅ 2 Baths ⋅ 891430 MLS
Resort-style oceanfront living awaits at the highly desirable Seascape Condominiums in Westhampton. This southwest corner 2-bedroom, 2-bath unit offers rare, uninterrupted views of the Atlantic and adjacent open dunes, thanks to its prime position next to vacant land. The open, airy interior features a bright living and dining area, a large kitchen island with seating for six, and a private deck perfect for lounging or dining al fresco. Both bathrooms are tastefully updated with marble countertops, tile, and flooring and polished chrome fixtures. Additional comforts include three ductless air conditioning/heating units and a standard-sized in-unit washer and dryer. A private boardwalk leads to the heated saltwater gunite pool, outdoor showers, foot baths, and the pristine ocean beach. The complex underwent a full exterior renovation in 2021–2022, including new siding, decks, sliders, and windows. With a pet-friendly policy, 24/7 live-in resident manager, plenty of storage, and beautifully maintained grounds, Seascape offers turn-key luxury in one of the Hamptons’ most coveted beachfront communities.

539 Dune Road Unit #29, Westhampton

112 Ashley, Westhampton
$1,170,000
3 Beds ⋅ 3 Baths ⋅ 1012889 MLS
Discover effortless living in this beautifully maintained 3-bedroom, 3-bath residence offering 2,300± sq. ft. in Westhampton's premier gated 55+ community. Ideally positioned as a desirable corner unit, the home is filled with natural light and enjoys enhanced privacy and open views. Designed for easy living and entertaining, it features a first-floor en-suite primary bedroom, spacious guest accommodations, abundant storage, and an oversized garage. Seamless indoor-outdoor living extends to a private deck with electric awning and a covered patio overlooking a peaceful nature preserve. Residents enjoy exceptional amenities including a clubhouse, indoor and outdoor pools, tennis, pickleball, bocce, and recreation areas-all just minutes from the shops, restaurants, and beaches of Westhampton Beach.

112 Ashley, Westhampton

48A Sea Gate Avenue, Westhampton
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 987926 MLS
Nestled on a private .28 acre lot bordering open farmland, this beautifully maintained and thoughtfully expanded Cape offers a rare blend of tranquility, privacy, and convenience in sought-after Westhampton. Located just 2.7 miles from Westhampton Beach Village’s Main Street, this serene retreat delivers the perfect Hamptons lifestyle. Spanning 2,000+/- square feet across two levels, the home is thoughtfully designed to invite natural light into every corner, and offer comfortable, easy living. Upon entry, you’re welcomed by an open-concept living and dining area, where custom built-in cabinetry enhances both style and functionality. The inviting living room is centered around a striking wood-burning brick fireplace and features sliding glass doors that lead directly to the backyard, seamlessly blending indoor and outdoor living. A conveniently located powder room just off the living room with stackable laundry adds to the home’s practicality. The well-appointed kitchen is refined with marble countertops, generous counterspace, and stainless steel appliances, including a gas range. The desirable floor plan includes a first-floor owner suite complete with a private bath featuring a jacuzzi tub and separate walk-in shower. Sliding glass doors provide direct access to the backyard patio, creating a peaceful, private escape. Upstairs, two generously sized bedrooms and a full bath offer ample space for guests or family. The lower level, with its own outside entrance and high ceilings, presents excellent potential for additional finished space, a home office, gym, or additional storage. Outdoors, the property transforms into a true haven. The 18x26 heated in-ground pool, fully serviced and updated in 2023 with a newer liner and heater, is surrounded by an expansive paver patio, also installed in 2023. Adjacent outdoor living and dining areas make this the ideal setting for entertaining or relaxing in complete privacy. Surrounded by mature trees and open farmland, the backyard setting offers unparalleled privacy, where time slows and the natural surroundings take center stage. Additional highlights include low taxes ($5,075.36), placement within the Westhampton Beach School District, and access to Southampton Town beaches, with the option to buy-in to the Westhampton Beach Village beaches. Offering a turn-key opportunity in an unbeatable location, 48A Sea Gate is ready to be enjoyed just in time for summer. *Home is being sold as is.*

48A Sea Gate Avenue, Westhampton

38 Columbia Avenue, Westhampton
$975,000
3 Beds ⋅ 2 Baths ⋅ 969782 MLS
Experience modern living in this newly renovated split-level home, thoughtfully designed for comfort, flexibility, and style. The interior boasts brand-new windows throughout and a contemporary kitchen equipped with sleek stainless steel appliances. The lower level offers a spacious and inviting den, a private bedroom, full bathroom, and laundry area. A separate walk-out entrance adds convenience and offers flexible living potential, perfect for a family room, guest quarters and so much more. Main-level you'll find 2 bedrooms, full bathroom, a bright and airy living room, and an open-concept kitchen and dining area—perfect for everyday living and entertaining. Sliding glass doors lead to an elevated deck overlooking a beautifully large & leveled backyard. At the heart of the outdoor space is a 16' x 32' in-ground pool, featuring brand-new vinyl lining and a surrounding deck that offers generous space for outdoor dining, lounging, and summer gatherings—creating a true backyard oasis. Engineered hardwood throughout. Waterproofing for the basement, LED recessed lighting throughout. New Washer and dryer are pending delivery. **All information is deemed reliable but should be independently verified. A 2.5% Peconic Bay Region Community Preservation Transfer Tax may apply to the purchaser Proof of funds required with all offers**

38 Columbia Avenue, Westhampton

38 Columbia, Westhampton
$950,000
3 Beds ⋅ 2 Baths ⋅ 895568 MLS
Experience modern living in this newly renovated split-level home, thoughtfully designed for comfort, flexibility, and style. The interior boasts brand-new windows throughout and a contemporary kitchen equipped with sleek stainless steel appliances. The lower level offers a spacious and inviting den, a private bedroom, full bathroom, and laundry area. A separate walk-out entrance adds convenience and offers flexible living potential. Main-level you'll find 2 bedrooms, full bathroom, a bright and airy living room, and an open-concept kitchen and dining area—perfect for everyday living and entertaining. Sliding glass doors lead to an elevated deck overlooking a beautifully large & leveled backyard. (Seedlings have just been placed) At the heart of the outdoor space is a 16' x 32' in-ground pool, featuring brand-new vinyl lining and a surrounding deck that offers generous space for outdoor dining, lounging, and summer gatherings—creating a true backyard oasis. Engineered hardwood throughout brand new roof brand new siding with insulation *New roof *Brand new windows throughout. *Waterproofing for the basement. *LED recessed lighting throughout *Washer dryer coming in next week Potential Mother/Daughter or Rental Income Investment with proper permits. All information is deemed reliable but should be independently verified. A 2.5% Peconic Bay Region Community Preservation Transfer Tax may apply to the purchaser Proof of funds required with all offers.

38 Columbia, Westhampton

49 Samantha Circle Unit #49, Westhampton
$945,000
2 Beds ⋅ 2 Baths ⋅ 993952 MLS
Welcome to luxurious resort-style living in the highly desirable Westhampton Pines 55+ community. This beautifully maintained Bridghampton one-story model offers the perfect blend of luxury and low-maintenance living in the heart of the Hamptons. Filled with natural light, this spacious home features an open and inviting layout with a large living room with a gas fireplace and a formal dining area. A chef's eat-in-kitchen with granite countertops, stainless steel appliances, abundant cabinetry, and a sunny breakfast nook overlooking peaceful greenspace. The spacious primary suite features a spa-like ensuite bath with a jacuzzi tub, a separate shower, and an oversized walk-in closet. A generously sized guest bedroom and nearby full bath provide an ideal space for visitors. Additional highlights include in-unit laundry with washer/dryer, attached two-car garage, and a private patio perfect for outdoor dining or relaxing. Westhampton Pines residents enjoy an exceptional active adult lifestyle with a beautifully appointed clubhouse featuring indoor and outdoor heated pools, fitness center, tennis courts, pickleball, bocce, billiards, a card room, and vibrant social spaces. Ideally located near Westhampton Beach shopping, dining, and local beaches, with access to Rogers Beach, this move-in-ready home offers an incredible opportunity to enjoy luxury Hamptons living without further East End congestion - all in a sought-after gated 55+community.

49 Samantha Circle Unit #49, Westhampton

143 Scott Drive W, Westhampton
$860,000
2 Beds ⋅ 2 Baths ⋅ 843360 MLS
Have you dreamed of owning in the Hamptons? New to the market, in the desirable Westhampton Pines neighborhood, is a lovely, well maintained condo that is now available in a luxury 55+ gated community. The highly desirable approximately 2000 sq.ft. Bridgehampton model features an open floor plan all on one level. This beautiful unit boasts a gourmet kitchen with custom backsplash, rich cherry wood cabinets, stone counters, stainless steel appliances and a large eat in area. Off the kitchen is an oversized private patio facing a serene nature preserve. The main living space is complemented with a spacious great room with gas fireplace flowing to a formal dining room. The perfect place for entertaining! There is a guest bedroom with a full bath and closet. A spacious en suite primary bedroom with a custom walk in closet and attached bath finish the condo. There is also a laundry room, dry bar and an attached two car garage. This condo is very quiet, and private. Additionally, as a resident in Westhampton Pines you benefit from the 8100 sq.ft. clubhouse and amenities including indoor and outdoor heated pools, Jacuzzi fitness center, billiard room, bocce, tennis and pickle ball courts. Westhampton Pines has a thriving social scene with a monthly calendar of activities and events. With low taxes, a 24 hour guard house and minutes to Westhampton Beach and the surrounding area this will not last.

143 Scott Drive W, Westhampton

4 Cooks Lane, Westhampton
$850,000
4 Beds ⋅ 2 Baths ⋅ 935189 MLS
Nestled on a generous 40,000 sq ft lot in the heart of Westhampton, this 4-bedroom, 3-bathroom home offers the perfect blend of comfort, and privacy. Featuring a full basement, this property provides ample room for storage or future finishing opportunities. Enjoy the outdoors like never before with a private Jacuzzi, outdoor shower, and expansive yard—ideal for entertaining or relaxing under the Long Island sky. Whether you're looking for a seasonal escape or a year-round residence, this home delivers space, serenity, and the charm of Westhampton living. Located minutes from world-class beaches, vibrant village amenities, and just a short drive to all the Hamptons have to offer—this is a rare opportunity not to be missed.

4 Cooks Lane, Westhampton

729 Ent Avenue, Westhampton
$755,000
3 Beds ⋅ 2 Baths ⋅ 993400 MLS
Incredible opportunity to own a true piece of Long Island and American military history in the highly sought-after Hampton’s West Estates with property taxes under $3,000 a year. Originally developed over 80 years ago as housing for families connected to Francis S. Gabreski Air Base during World War II, this historic community is filled with charm, character, and a rich story unlike anything else on Long Island. The roads throughout the development were intentionally designed wider to accommodate military vehicles, creating a unique neighborhood layout and timeless feel that still stands out today. Located just minutes from world-famous Hampton beaches, vibrant Main Street shopping, waterfront dining, marinas, golf courses, wineries, parks, and some of the most desirable restaurants and destinations on the East End, this location offers the perfect blend of luxury, lifestyle, and history. Many homes within the development are attached, making this magnificent detached expanded sprawling ranch an even rarer and more desirable opportunity. One of the largest ranch models in the entire development, this incredible home offers just under 1,500 square feet of living space with roof, trim, and gutters only 4 months young. Leased solar panels providing tremendous long-term savings. The property immediately impresses with a beautiful new oversized blacktop driveway, cedar front siding, sidewalks throughout the community, and outstanding curb appeal. Step into your own private Hampton retreat featuring a resort-style backyard oasis complete with a fully fenced in-ground swimming pool and multiple entertaining spaces designed perfectly for unforgettable summer gatherings and luxurious outdoor living. Whether you are looking for a year-round residence, a dream summer escape, or an incredible investment opportunity, this property checks every box. Inside, the home features gleaming hardwood floors and an open flowing layout filled with natural light. The chef’s kitchen offers abundant oak cabinetry, stainless steel appliances, double ovens, recessed lighting, glass-front cabinets, propane gas cooking, a breakfast bar, and a secondary prep sink, all flowing seamlessly into a formal dining room surrounded by floor-to-ceiling windows overlooking the property. The kitchen also opens into an enormous den/great room featuring soaring vaulted ceilings, recessed lighting, ceiling fans, and sliders leading directly out to the backyard oasis, plus an additional side entrance for convenience. The bedroom wing of the home features a massive primary suite with a beautifully updated spa-inspired bathroom showcasing floor-to-ceiling subway tile, black hexagon flooring, and designer finishes. Two additional generously sized bedrooms and an beautifully updated hall bath with a premium Schluter shower system, offering high-end waterproofing technology, sleek modern finishes, and exceptional craftsmanship. The home also features a full unfinished basement offering endless possibilities for storage, recreation space, gym, workshop, or future expansion. Situated on two separate lots, this incredible property offers one of the larger parcels in the entire development with unbelievably low taxes for such a premier Hampton location. Updated pool, resurfacing and leveling steel wall in-ground, new liner, pump, and piping.

729 Ent Avenue, Westhampton

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.