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$1,595,000
4 Beds 2 Baths 918931 MLS
Nestled in the heart of Southampton, south of Route 27, this charming half-dormered Cape is much more spacious than it appears and offers the perfect opportunity to enjoy the Hamptons lifestyle. Featuring 4 bedrooms, 2 full bathrooms, and hardwood floors throughout most of the home, this inviting residence blends timeless character with thoughtful updates in an unbeatable location. Step inside to a bright and welcoming living room highlighted by a large picture window that fills the space with natural light. The formal dining room, enhanced with updated lighting, provides direct access to the backyard, making it ideal for everyday living and entertaining. The updated eat-in kitchen features gas cooking, new cabinetry, updated plumbing, a deep sink, and plenty of room for casual meals and family gatherings. The first floor also offers two comfortable bedrooms with hardwood flooring and a full bathroom, providing flexibility for guests, a home office, or convenient first-floor living. A full unfinished basement offers abundant storage and endless potential for future living space, a home gym, workshop, or recreation area. Upstairs, you'll find two generously sized bedrooms, each with oversized walk-in closets, along with a beautifully updated full bathroom that completes the second level. Outside, the spacious backyard provides plenty of room to relax, entertain, garden, or simply enjoy the outdoors. Ideally located just minutes from Southampton Village, world-famous ocean beaches, shopping, dining, schools, and transportation, this home is a wonderful opportunity to enjoy all that Southampton has to offer—whether as a year-round residence, weekend getaway, or investment property.

111 Miller Road, Southampton

$1,559,000
4 Beds 3 Baths 1045106 MLS
A chic, well-appointed Hamptons cottage offering an easy entry into the Southampton lifestyle. This four-bedroom, two-and-a-half-bath home is set on a generous half-acre with a fully fenced backyard, ample room for a pool, and thoughtfully designed outdoor spaces made for relaxed summer living. Inside, bright, updated interiors feature an open concept living, dining, and kitchen area with hardwood floors, a spacious center island, stone countertops, stainless steel appliances, and an effortless coastal feel. Four comfortable bedrooms and beautifully updated baths provide plenty of room for family and guests, while central air and a dedicated laundry area add everyday convenience. Outdoors, an expansive lawn creates a private backdrop for summer gatherings, with a patio, Jacuzzi, fire pit, outdoor shower, and storage shed already in place, while still leaving plenty of room to make the property your own. Adjacent to Southampton Golf Club and within easy reach of Southampton Village, ocean beaches, dining, shopping, and everything the East End has to offer, the home is equally suited as a year-round residence, weekend escape, or investment property with a strong rental history. Turnkey, inviting, and refreshingly easy - a versatile Southampton home ready to enjoy from day one.

845 County Road 39, Southampton

$1,525,000
3 Beds 3 Baths 1046627 MLS
This immaculately maintained and beautifully decorated townhouse at The Courtyards is located just a short drive from Southampton Village, its restaurants, shops, and renowned ocean beaches. The first floor features a bright and open living room, dining area, updated kitchen, full bath, and sliders leading to a private patio with space for outdoor dining, lounging, and a hot tub for relaxing and rewinding. Upstairs, the spacious primary suite includes a large bath with shower and Jacuzzi tub plus a walk-in closet, along with two additional spacious bedrooms and a full bath. The fully finished lower level offers an infrared sauna, exercise area, sectional sofa for relaxing and watching TV, and laundry room. The condo includes a one car garage. The Courtyards community features a heated pool, cabana with changing room, and playground.

28 Andrew Court, Southampton

$1,495,000
4 Beds 3 Baths 1046663 MLS
This contemporary 4-bedroom townhouse offers spacious, light-filled living in one of Southampton's most desirable locations. Designed for both comfort and entertaining, the open-concept living, dining, and kitchen area features double-height ceilings, a dramatic floor-to-ceiling fireplace, and a flowing layout that seamlessly connects the home's main living spaces. The thoughtfully designed layout includes two primary suites-one upstairs with a spacious bath and generous accommodations, and a second on the main level with direct access to the pool area. In total, the home offers four bedrooms and three full baths, providing flexibility for family and guests alike. Additional highlights include hardwood floors throughout, a heated pool, sunny decks, a full-height basement for abundant storage, and an attached two-car garage. Community tennis courts add to the lifestyle amenities. Ideally located just moments from the beaches of Great Peconic Bay, renowned East End golf courses, marinas, and Southampton's award-winning ocean beaches, this bright and well-maintained home presents an exceptional opportunity to enjoy the very best of East End living.

39 Spring Pond Lane, Southampton

$1,495,000
3 Beds 3 Baths 1021332 MLS
Builder owned, beautifully renovated Townhome. When you enter this beautifully renovated and immaculate 2,904+/- sq. ft. (2000 above ground 900 below ground) 3 level townhome with three bedrooms and three full baths, which is extremely rare for Southampton with this much space, you will be thoroughly delighted. It is bright, welcoming and very tastefully finished and appointed. Health conscious buyers will also appreciate the whole house water filter. The first floor serves as a great room, including a bright living room with gas fireplace, open dining, and an upgraded eat-in kitchen featuring stainless steel appliances, quartz countertops and backsplash, with seating at a quartz counter height peninsula. The ample dining area has a door leading to the spacious patio, hot tub and garage. The outdoor space is roomy enough for dining al fresco, relaxing and cooking, and it's landscaped for privacy and has a wonderful spa. Whether you are outside or indoors, this is a wonderful entertaining space. A superbly renovated full bath is also on the first floor and includes a large frameless shower with mosaic tile frieze, and a marble-top vanity. Upstairs are three bedrooms, all of them spacious and with generously sized closets. The oversized primary suite boasts a large and fully outfitted walk-in closet along with an elegantly renovated bath that features a double marble-top vanity, large soaking tub, and glass-doored shower and a heated toilet with bidet. The other two bedrooms, both bright and immaculate, share a renovated bath with marble-top vanity and glass shower with porcelain walls and mosaic tile frieze. An extra bonus of this home is its finished lower level for laundry, lots of storage and the new hvac handler. The laundry appliances are new. The detached one-car garage is located behind the house and adjacent to the outdoor living space. In just a few seconds you are out of your car and in your beautiful home! Further amenities here include a 20 by 50 gunite pool just steps from this condo, two playgrounds and a basketball court on the 8.8 meticulously maintained acres. The beautiful designer furniture is also available for purchase separately. Additionally, the complex is across the way from a family friendly tennis club and day camp. Cannot get any more convenient than that!

22 Gianna Court, Southampton

$1,495,000
5 Beds 2 Baths 1002100 MLS
Investors or primary owner dream, could be your beautiful summer home or rental with 5BR/2BT ready for a Full-Sized Pool w/ beautiful private yard and location. Situated on more than half an acre (.55 acres) home features 5 bedrooms, 2 baths w/ office, updated kitchen, living/dining room, laundry and full basement. DESIRABLE LOCATION: No car is necessary, as you’re walking distance to the Village and Hampton Jitney. Walking distance & 4 block from the main street, which includes features such as a Hampton Jitney stop, restaurants, delis & various shops. HOME FEATURES: 5 bedrooms and 2 bathrooms with open living area, huge property ready for a beautiful pool, w/ spacious outdoor sitting areas. INSIDE FEATURES: Beautiful kitchen, dining and living room area, dining room table with large living room area. Kitchen/Dining Room area transition to an outdoor deck sitting area. • Master Bedroom –King bed, includes walk-in closet, full jack and Jill bath. • Bedroom (2) – Queen bed, includes spacious closet. • Bedroom (3) – Queen bed, includes spacious closet. • Bedroom (4) – Twin bed w/ trundle, spacious closet. • Bonus Rooms: bedroom and Office. BACKYARD FEATURES: Huge (fenced-in) backyard ready for entertainment space: • Private Pool: can be an 18 by 40 high-end heated salt & natural mineral pool w/ 8-foot-deep end. This could be an entertainment and leisure pool. • Large patio ready for an outdoor Fireplace. • Large Deck: Featuring a 6-seater outdoor dining table w/ Propane BBQ Grill and a small (4) seater wicker sofa. • Property Landscaping: Beautiful Private landscaped and spacious backyard for entertaining.

248 County Rd 39, Southampton

$1,395,000
3 Beds 3 Baths 1027749 MLS
Enter onto 2.5 private acres in Southampton. Surrounded by nature you will find this unique 3 bedroom 2.5 bath farmhouse. This house has an oversized living room with fireplace, which leads to a private dining area and full kitchen with additional seating. A three season room is perfect for those quiet moments to read a book overlooking your sanctuary. Upstairs you will find 2 bedrooms with a full bath. Off the kitchen you have an oversized bedroom (ensuite) with it's own private entrance. Natural light throughout for that cozy feel all year long. A detached 564 sq ft accessory structure can be used for cars or additional storage and workspace, the possibilities are endless. This is the perfect home for an investor or the year round buyer. The property is conveniently close to Southampton's ocean beaches, village, dining and shopping.

1680 N Sea Road, Southampton

$1,325,000
2 Beds 2 Baths 1040167 MLS
Water-View Southampton Condo with Exceptional Finished Lower Level. Enjoy the relaxed Southampton lifestyle from this beautifully updated 2-bedroom, 2-bath condominium with ~500 sf finished lower level with office, bedroom area, and full bath. The community offers an appealing collection of recreational amenities, including a pool, tennis/pickleball/ basketball court, seasonable dockage available as well as convenient walk-in access for kayaks and paddleboards. Crab Beach is directly across the street, a 2-minute walk from your front door. The main level offers approximately 1,140 square feet of comfortable living space, with an inviting layout, renovated kitchen, and two renovated bathrooms. The kitchen is equipped with GE Café refrigerator, range and microwave, plus a Bosch dishwasher. The spacious living area features hardwood flooring that flows seamlessly from the living room into both enclosed sunrooms with continuous, level flooring throughout the main floor

400 Noyack Road Unit #E2, Southampton

$1,325,000
2 Beds 2 Baths 944598 MLS
Elegantly finished and impeccably maintained, this refined carriage house delivers both premier location and exceptional quality, with effortless access to all the coveted amenities of Southampton Village - boutique shopping, acclaimed restaurants, verdant parks, and, of course, some of the world's most celebrated ocean beaches. A charming covered front porch sets a gracious tone upon arrival, leading into a sun-filled open-concept living room anchored by a wood-burning fireplace. The beautifully appointed eat-in kitchen features premium appliances, generous storage, and seamless flow to a dining area bathed in natural light. An inviting en-suite bedroom completes the main level with comfort and style. The finished lower level expands the home's versatility, offering an airy open layout ideal for a guest bedroom, home office, laundry, media lounge, fitness area, or a spacious recreation room. Combining an enviable village location with timeless design, modern comforts, and low-maintenance living, this residence is a rare opportunity to enjoy the very best of Southampton.

21 N Sea Road, Southampton

$1,199,000
2 Beds 2 Baths 1027985 MLS
Enjoy the ease of quintessential Hamptons living in this highly desirable corner-unit townhouse within the Southampton Meadows community. Located South of the Highway in the heart of Southampton Village, this beautifully situated home features a bright and airy living space accentuated by dramatic vaulted ceilings and a classic wood-burning fireplace. The open-concept first floor flows effortlessly from the kitchen into a spacious dining area, with sliding glass doors that lead directly out to a private, garden patio—perfect for seamless indoor-outdoor entertaining and al fresco dining. The second level offers a private retreat with generously sized bedrooms, full bath with dual vanity and laundry. Residents enjoy premium community amenities, including a heated saltwater swimming pool and recently resurfaced tennis courts, all just minutes from world-class ocean beaches, pristine village boutiques, fine dining, and local transportation. Peconic transfer tax is applicable *Pool photo is AI enhanced*

570 Hampton Road Unit #31, Southampton

$999,999
4 Beds 2 Baths 978940 MLS
RARE OPPORTUNITY in North Sea – Hamlet of Southampton Located in an up-and-coming section of Southampton, this 0.51-acre property is designated as a legal two-family, the property currently includes two detached ranch-style homes, each offering 2–3 bedrooms, 1 bathroom, and a basement (in each home). Both homes are in need of renovation, presenting a true blank canvas for investors, builders, or end users looking to create something special. With ample space, the property can allow for the construction of even a new 2,500+ sq ft home with an in-ground pool, making it an ideal opportunity to maximize value. Property Highlights: • Legal two-family with R-10 zoning • Two detached homes on one lot • 0.51-acre parcel • FEMA Zone X • Strong income-producing potential or end-user flexibility Located north of Southampton Village and the neighboring hamlets of Water Mill, Bridgehampton, and Sag Harbor. Enjoy close proximity to North Sea Harbor, Conscience Point Marina, and Towd Point Beach, perfect for boating, waterfront activities, and scenic sunsets. Drive-by only. Property being sold as-is.

33 Locust Avenue Unit #33 & 29, Southampton

$899,999
3 Beds 2 Baths 1050252 MLS
Set on a half-acre lot in the peaceful North Sea area of Southampton, known for its relaxed pace, scenic surroundings and multimillion-dollar homes, this 1994 ranch offers roughly 1,368 sf of single-level living on a private lane shared by nine homes. Three bedrooms, a brick fireplace with wood burning stove, and a light-filled den wrapped in windows overlooking the in-ground pool - flexible additional living space with its own exterior door. A screened porch runs the length of the front. Newer propane gas boiler; forced-air ductwork already in place throughout, making central air an easy add-on option. New Bathfitter Shower & Tub w/warranty. Six-zone inground sprinkler system. Offered as-is, including the pool. Less than five miles to the famous Coopers Beach and some of the most beautiful ocean beaches in the world; minutes to North Sea Harbor and Conscience Point; nine minutes to Southampton Village and the LIRR. Southampton School District. FEMA Flood Zone X. Taxes ONLY $2,739.

11 Robinhood Lane, Southampton

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.