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$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/ lifetime 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

$2,750,000
3 Beds 3 Baths 1049087 MLS
South of the highway on Old Fort Pond with access to Shinnecock Bay, this well-maintained waterfront home offers panoramic water views and spectacular sunrises and sunsets. The light-filled open floor plan features 3 bedrooms, a home office, and spacious living areas designed to take advantage of the waterfront setting. The large kitchen is equipped with stainless steel appliances and opens to a generous great room with walls of sliding glass doors leading to the waterside deck. Enjoy seamless indoor-outdoor living with an expansive lawn overlooking the water and a private dock ideal for boating, fishing, kayaking, and paddleboarding. A first-floor den with a full bath provides additional living space and flexibility for guests. The second-floor primary suite features a private balcony with water views, an en-suite bath, and a Jacuzzi tub. Two additional guest bedrooms and a full bath complete the second level. Conveniently located minutes from Southampton Village, fine dining, shopping, world-class ocean beaches, and all the amenities of the Hamptons. Exclusive waterfront offering with private dock, expansive water views, and easy access to Shinnecock Bay.

38 Old Fort Lane, Southampton

$5,595,000
5 Beds 9 Baths 1048083 MLS
Privately set at the end of a long driveway on approximately 2.5 acres in Water Mill, this private Water Mill estate combines scale, privacy and resort-style living with convenient access to Southampton Village, ocean beaches, dining and shopping. Built in 2019, the approximately 7,635-square-foot residence offers 5 bedrooms, 8 full baths and 1 half bath across three finished levels, complemented by two separate pool houses and an oversized 3-car garage. The main level is designed for both everyday living and entertaining, with an expansive gourmet kitchen featuring fully integrated Thermador appliances, oversized paneled refrigeration, wine refrigerator and radiant-heated floors, opening to generous living and dining spaces. Three gas fireplaces add warmth throughout the home. Upstairs, two spacious primary suites each feature private balcony access, dual closets, luxurious baths and radiant-heated floors, joined by two additional bedrooms and a dedicated laundry room. The finished lower level provides substantial additional living space with a large recreation area, fifth bedroom and full bath, ideal for guests, fitness, media or play. Outdoors, the property unfolds into a private Hamptons retreat centered around a heated gunite pool, expansive bluestone patios and multiple areas for lounging, dining and entertaining. Two approximately 370-square-foot accessory pool houses further elevate the setting—one with a full kitchen, lounge, and bath, and the second offering flexible finished space well suited for a home office, gym, yoga studio, art studio or playroom. Additional highlights include an owned rooftop solar system, whole-property fiber-optic Wi-Fi coverage extending to the pool and accessory buildings, bedroom blackout shades, and a dedicated elevator bay designed for future installation. A rare combination of privacy, versatility and Hamptons lifestyle in an exceptional Water Mill setting.

421 Edge of Woods Road, Water Mill

$2,100,000
3 Beds 4 Baths 1041905 MLS
Welcome to 24 Pond Crossing, Southampton of the highly sought after Pond Crossing condo community located just south of Montauk Highway beside Old Fort Pond. This exceptional offering has been fully updated from top to bottom with no upgrade spared featuring 3 bedrooms, an office and 3.5 bath across approximately 2,750 sqft of total living space. The floor plan has the most spacious open concept layout designed for both everyday living with great flow for entertaining between the front sitting area or the open chef's kitchen. Showcased are high end appliances including Subzero refrigerator, Viking range, Bosch dishwasher and wine refrigerator. A generous center island overlooks a casual living space around your indoor fireplace leading out to the privately hedged backyard ideal for a cook out or intimate dinner. High ceilings, recessed lighting create a joining space to the upper level where the office, bedroom and primary suite with generous closets and modern spa bath. Additional highlights include central air, natural gas heating, central vacuum, two car garage and a full unfinished basement. Pond Crossing is a community totaling 16 units and clubhouse and this is one of only 5 constructed with a 2 car garage. The clubhouse has a private keyed entry sitting area, gym and in ground heated gunite pool available to all of the residents. Don't miss your opportunity to reside in the beautiful Pond Crossing community of Southampton.

24 Pond Crossing Unit #11, Southampton

$2,735,000
3 Beds 3 Baths 1033910 MLS
Set on .83 of an acre on a private cul-de-sac, this 2,238-square-foot, three-bedroom, three-bath farmhouse lives entirely on one level, under three miles from world-class ocean beaches and from Village shops and restaurants. Room to breathe, and a quiet street you'll be glad to come home to. Inside, wide plank wood floors run throughout and the interior has been freshly painted, with large windows filling the rooms with natural light and a Franklin stove anchoring the great room. The kitchen is new down to the cabinets, counters, and appliances, with an adjoining pantry and laundry. The two guest bedrooms sit at the front of the house, well separated from the primary, each with its own updated ensuite bath. The first-floor primary suite - very generous, and genuinely rare in this market - has a wood stove of its own, a bay window looking out over the peaceful back yard, and a new bath finished in marble mosaic with a walk-in shower. Out back, a deck overlooks a flat, open expanse of lawn that is fully fenced, with east-west exposure. The property has a charming mix of mature plantings and new landscaping, with brick paver walkways throughout. A large driveway leads to an oversized 800-square-foot attached two-car garage with full basement access. What sets the house apart is what it costs to run. Geothermal heating and cooling - drawing on a private well - is paired with owned solar panels, a whole-house generator, a full-house surge protector, and municipal water alongside the well for irrigation. Utility costs here are a fraction of what a house this size would normally carry. The hard work is done: move in and enjoy it exactly as it is. And when future needs call for more space, the potential is already built in. A full attic with interior stairs and high ceilings, along with a 1,908-square-foot lower level, offers the potential for additional living space - expansion whenever you're ready, on your own timeline. Turnkey today, with room to grow tomorrow.

9 Aberdeen Lane, 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

$2,990,000
3 Beds 3 Baths 1023422 MLS
Bright and Spacious Summer Home A rare combination of privacy and convenience, this sun-filled three-bedroom, 2.5-bath home is set on a generous 0.49-acre property in Southampton Village, featuring an expansive, beautifully landscaped backyard designed for seclusion and year-round enjoyment. Mature plantings and thoughtful landscaping create a peaceful retreat, ideal for both quiet relaxation and entertaining. Inside, the home offers well-proportioned bedrooms and elegant marble bathrooms, along with a custom modern white eat-in chef's kitchen featuring quartz and Glassos countertops and stainless steel appliances. The inviting living room is anchored by a wood-burning fireplace, adding warmth and character. Outdoors, a bluestone patio extends from the home to a heated 40x18 gunite pool, complemented by a dedicated outdoor dining area-perfect for hosting or unwinding in a private setting. Ideally located near both the Village center and renowned ocean beaches-including Coopers Beach, often ranked among America's best-this property offers the perfect balance of privacy, space, and accessibility.

770 Hill Street, Southampton

$2,700,000
3 Beds 3 Baths 1019925 MLS
SHINNECOCK HILLS - A Private Retreat with Resort-Style Amenities! A Private Retreat with Resort-Style Amenities Set on a beautifully appointed one-acre property, this exceptional home offers a rare combination of luxury, privacy, recreation, and breathtaking water views. Designed for both relaxed living and effortless entertaining, the property feels like your own private resort. The outdoor amenities are truly exceptional, featuring a heated pool with two sun decks, a private sport court, and a detached building with a fully equipped gym and custom bar. Unwind in the jacuzzi spa, gather with friends on either of two spacious covered decks, or enjoy evenings gathered around the fire pit. For those who love to garden and entertain, the expansive vegetable garden and dedicated BBQ area create the perfect setting for outdoor cooking and memorable farm-to-table dining. Inside, the meticulously updated home showcases an open, light-filled floor plan with beautiful water views from nearly every room. The custom kitchen is appointed with top-of-the-line appliances, stone countertops, and a gas cooktop, opening to a dining area with soaring cathedral ceilings and a welcoming fireplace. The private primary suite offers a dressing area, en suite bath, laundry, and direct access to the rear porch. Two additional bedrooms and a full bath comfortably accommodate family and guests. The elegant living area features cathedral ceilings and a convenient half bath, with seamless access to the second covered deck—an inviting space for afternoon relaxation or intimate evenings by the fire. And just down the road, a pristine sandy beach awaits, offering endless days by the water and spectacular sunsets. A rare opportunity to enjoy the very best of Hamptons-style living—with resort-caliber amenities, water views, and a private setting all in one extraordinary property.

32 Inlet Road W, Hampton Bays

$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

$1,495,000
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

$2,495,000
3 Beds 2 Baths 990507 MLS
Privacy, outdoor living, and a relaxed Southampton setting define this North Sea retreat. Set on approximately 0.70 acres, this 3-bedroom, 2-bath home is designed around its beautifully landscaped grounds, with an in-ground pool, expansive decking, and multiple spaces for outdoor dining, lounging, and entertaining. Inside, oversized windows and French doors create a strong connection to the gardens and pool, particularly from the sun-filled den/sunroom and dining area. The kitchen is equipped for serious cooking and entertaining with a 6-burner Thermador range, Thermador refrigerator and range hood, two dishwashers, and a Marvel wine refrigerator. Hardwood floors and a wood-burning fireplace add warmth and character to the living room, while the primary suite offers an en-suite bath and direct access to the hot tub and outdoor shower area. A full finished walk-out basement provides additional flexible space along with the laundry room. Privately positioned in Southampton's North Sea area, 44 Straight Path offers an inviting combination of established landscaping, indoor-outdoor living, and a pool-centered setting. Schedule your private showing and experience 44 Straight Path for yourself.

44 Straight Path, 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.