Southampton Real Estate

Welcome to Southampton, NY – a charming coastal community nestled in the heart of Suffolk County. Known for its breathtaking beaches, vibrant arts scene, and rich history, Southampton is not only a desirable destination for residents but also home to an exceptional school district that prioritizes educational excellence.

The Southampton School District is renowned for its commitment to fostering a nurturing and stimulating learning environment. With a focus on individualized education, the district serves students from pre-kindergarten through high school, ensuring that each child receives the attention and resources they need to thrive. Small class sizes allow for personalized instruction, enabling teachers to cater to diverse learning styles and encourage academic growth.

In addition to a rigorous curriculum, Southampton schools offer a wide array of extracurricular activities, including arts, athletics, and community service programs. These opportunities not only enhance students' educational experiences but also promote teamwork, leadership, and personal development. The district's commitment to innovation is evident in its integration of technology into the classroom, preparing students for success in an ever-evolving world.

Parents will appreciate the strong sense of community that characterizes the Southampton School District. Active involvement from families is encouraged, fostering a collaborative atmosphere that supports student achievement. With a focus on character education, students learn the importance of respect, responsibility, and resilience, values that will serve them well both in and out of the classroom.

Living in Southampton means being part of a vibrant community that values education and invests in its future. Explore the possibilities that await in this idyllic town, where exceptional schools and a beautiful coastal lifestyle come together to create the perfect place to call home.

Newest Listings in Southampton

$2,900,000

1063571 MLS

RARE FIVE-UNIT INVESTMENT COMPOUND & LOW TAXES | HAMPTON BAYS, NY. A rare five-unit compound on 0.80-acre property, in Hampton Bays, featuring a two-story main house and four detached cottages, each separately configured and currently leased. Just locks from the Shinnecock Bay shore line. This exceptional offering features a spacious two-story main house with 4 bedrooms and 4 full bathrooms, plus four detached cottages consisting of three 2-bedroom units and one 1-bedroom unit, each with its own full bathroom. The property also offers 8 parking spaces, providing added convenience for residents. Currently fully occupied, all five residences generate a combined $213,600 in gross annual rental income, with reported annual operating expenses of $36,249 and an estimated net operating income of $177,351. Ideally located near Shinnecock Bay, beautiful beaches, shopping, dining, and recreational amenities, this distinctive property combines the charm of Hamptons coastal living with established rental income and long-term investment potential. An outstanding opportunity for investors seeking a diversified rental portfolio in one of Long Island's desirable East End communities. All information, rental income, expenses, and property uses should be independently verified.

127 Inlet Road W, Hampton Bays

$1,695,000

3 Beds ⋅ 2 Baths ⋅ 1062749 MLS

Water Mill Opportunity - Customize Your Dream Hamptons Retreat! An exceptional opportunity to create your own Hamptons retreat in the coveted hamlet of Water Mill. Home is being sold as is and buyer is to assume completion of the property and all permits. This three-bedroom, two-bathroom residence offers a head start on your vision, with the exterior completed and a swimming pool already in place. The interior remains unfinished, presenting a rare opportunity for the next owner to customize the living spaces, finishes, and details to their personal taste. With the groundwork already established, this property offers the potential to transform an existing structure into a personalized getaway or year-round residence. Enjoy the appeal of Water Mill and the opportunity to bring your vision to life in one of the Hamptons' most desirable locations.

203 Head Of Pond Road, Water Mill

$6,650,000

5 Beds ⋅ 5 Baths ⋅ 1063165 MLS

Set on 6.2 private acres, Cabin in the Woods is a distinctive architectural residence designed by renowned architect Jasmit Singh Rangr of Rangr Studio. With dramatic cantilevered forms, clean architectural lines, natural wood, and expansive glass, the award-winning design balances a striking modern aesthetic with inviting interiors that embrace the tranquil setting. An elongated infinity-edge gunite pool appears to extend into the forest, while a tennis court, spa, and separate structure housing a gym complete the property's impressive outdoor amenities. The 5-bedroom, 4.5-bathroom residence features refined modernist interiors that pair natural materials with understated elegance. At the heart of the home, an open kitchen, dining area, and great room with a fireplace connect to two screened porches and overlook the deck, oversized pool, and surrounding landscape through expansive walls of glass. One screened porch features a fireplace, while the other offers a built-in grill, creating inviting spaces for al fresco dining, entertaining, and relaxation. Two primary suites, each with a private balcony, complement three additional bedrooms and provide a thoughtful separation between private and shared spaces. Combining architectural distinction, extensive outdoor amenities, and exceptional privacy, Cabin in the Woods offers a distinctive approach to Hamptons living, conveniently located near Southampton's beaches, restaurants, golf, and shopping. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

137 Great Hill Road, Southampton

$1,900,000

3 Beds ⋅ 3 Baths ⋅ 1055974 MLS

The Hamptons Hillcrest Jewel located at 149 Miller Road, ideally situated in the heart of Southampton, is a large irregular lot that offers the perfect blend of convenience, privacy, and opportunity for a second-floor addition. Built in 1963 and set back from the road along a long private driveway, this inviting 3-bedroom, 2½ bath residence is just minutes from Southampton's beautiful beaches, village shops, restaurants, and train station. The home offers comfortable living spaces designed for both everyday living and entertaining, along with a spacious deck overlooking the private grounds. A spacious rear area with a full bath offers excellent potential to be converted in a private primary suite accessing the deck, creating additional living space and enhancing the home’s overall functionality. A finished lower level provides valuable additional space that can be tailored to your needs-whether as a guest area, recreation room, home office, or extended living space. Set on approximately 0.23-acre lot totaling 10,019 square feet, the property offers exceptional depth, outdoor space, and privacy, extending from Miller Road to Hillcrest Avenue. For those envisioning additional living space, the property offers the potential for a second-floor addition. The expansive lot may also offer a various size pool potential with a full-size pool being subject to zoning permitting, variances, and all other applicable approvals. Whether you're seeking a full-time residence, a Hamptons retreat, or an investment opportunity, 149 Miller Road offers a versatile property in a highly desirable Southampton location- with the space, privacy, and potential to make it your own.

149 Miller Road, Southampton

$1,095,000

3 Beds ⋅ 2 Baths ⋅ 1061837 MLS

Beautifully maintained 3-bedroom, 2-bath contemporary located on a quiet street off Little Fresh Pond Road. Open floor plan with vaulted beam ceilings, spacious great room with wood-burning stove, and sliding doors leading to a private deck overlooking lush grounds. Updated kitchen with stainless steel appliances, breakfast area, and covered brick patio for outdoor entertaining. All three bedrooms feature sliding doors with access to the private yard. Room for a pool. Conveniently located just minutes from Southampton Village shops, restaurants, and ocean beaches. A wonderful opportunity to enjoy the Hamptons lifestyle.

274 Little Fresh Pond Road, Southampton

$24,950,000

6 Beds ⋅ 7 Baths ⋅ 1059111 MLS

Nestled on one of the world's most coveted addresses, Meadow Lane in Southampton, this 6-bedroom, 7-bathroom oceanfront home offers an exceptional Hamptons lifestyle defined by solitude, natural beauty, and effortless access to both ocean and bay. Behind private gates and spanning 167 feet of pristine oceanfront, the property offers an extraordinary sense of seclusion and serenity. Sweeping water views unfold from the grounds and interiors, while spectacular sunsets provide a breathtaking backdrop throughout the day. A private, wooded pathway leads directly to the ocean, creating a rare and intimate connection to the ocean. Whether preserving and enhancing its existing elegance or creating a newly designed home, this property presents an amazing opportunity in Southampton's most desirable location with the room to expand up to 15,000 square feet. Bathed in abundant natural light, the residence offers an atmosphere designed for tranquil living and effortless entertaining. The dramatic living room features soaring double-height ceilings and a wood-burning fireplace, complemented by an enclosed porch and inviting den. Expansive windows frame the surrounding landscape bringing the beauty of the ocean into the home. Enjoy the Outdoors with a heated Gunite swimming pool, sunken Har-Tru tennis court, and an oversize deck with gorgeous ocean views. This is a truly exceptional opportunity to own a oceanfront retreat on Meadow Lane capturing a rare beauty and privilege of life on the ocean and on one of Southampton's most prestigious addresses. this oceanfront retreat captures the timeless beauty, exclusivity, and privilege of life on Meadow Lane.

2040 Meadow Lane, Southampton

$5,600,000

6 Beds ⋅ 7 Baths ⋅ 1061138 MLS

SOUTHAMPTON ESTATE WITH POOL AND TENNIS Secluded on four acres in Southampton, this six bedroom estate offers a 6,700+/- sq. ft. home with pool and tennis. This home was renovated and re-designed in 2020. Enter the foyer to open first floor living areas flowing among a living room with fireplace, great room, kitchen with breakfast area and a dining room. On the other side of the foyer is an en-suite bedroom, a laundry room and access to the attached two-car garage with a study and full bath above. The master suite occupies one end of the second floor and features a fireplace in the bedroom, two closets and luxe bath with double vanity, shower and spa tub. The central part of the second floor on either side of a balcony is open to the first floor. At the other end of the second floor are two more en-suite bedrooms with access to a roof deck. There are 2,758+/- sq. ft. in the brand new 2022 renovated finished lower level with includes a guest room, full bath, gym, sauna, wet bar, pool table and large entertaining space with access to the pool and backyard. Outdoors enjoy the spacious deck, patio, pool and spa, and tennis court. Relax and unwind in the peaceful privacy here, or arrive at Southampton Village or ocean beaches in minutes. Bay beaches, Bridgehampton and Sag Harbor are also in easy reach.

1766 Majors Path, Southampton

$5,495,000

4 Beds ⋅ 6 Baths ⋅ 1060873 MLS

Millfarm Lane on Reserve Perfectly positioned on Millfarm Lane, one of Water Mill's most desired and consistently appreciating locations, this classic Hamptons traditional home captures the absolute best of Hamptons living. Positioned on a pristine 0.73-acre lot, abutting a 20+ acre forever-protected agricultural reserve. The home's layout is perfectly aligned with a highly coveted southeastern backyard exposure, bathing the primary living spaces in brilliant natural light and guaranteeing maximum, unobstructed sun across the pool during peak summer months. Ready for immediate luxury living today and for generations to come, the home offers 6,530 +/- SF of total living space (including the unfinished lower level with egress that awaits your imagination), 4 bedrooms, 5.5 baths, a fireplace, an attached 2-car garage, and a heated saltwater gunite pool. Thoughtfully expanded and renovated since 2019, the turnkey home is highlighted by 9' ceilings, high-end moldings, and easy indoor-outdoor living and entertaining spaces. Pocket doors connect the spacious living room, which is equally suited as a study, to an inviting gathering room with a wood-burning fireplace and glass doors opening onto the stunning grounds. At the heart of the home, the eat-in kitchen includes a breakfast area, a central island with seating for 4, granite and quartz countertops, and a 5-burner Thermador gas cooktop. The adjoining dining room and outdoor patio offer easy options for dining indoors or out. On the main level, a wing for everyday living can be accessed from the interior and the side entrance, leading to an oversized mudroom with a pantry and nearby storage closets. The well-appointed laundry room offers stone counters, cabinetry, a barn sink, and a desk alcove, while a powder room is directly accessible from the patio. A convenient first-floor junior primary suite includes a walk-in closet and a bath with radiant-heated floors, a shower, and a double vanity. A dedicated staircase leads to a bright media and billiards room with a wet bar, wine and beverage fridge, and full bath. An adjoining attic provides additional storage, and an oversized 2-car garage accommodates fitness, storage, and parking. Upstairs, the primary suite enjoys views across the agricultural reserve and a sunlit bath with a double vanity, shower, and freestanding tub. Two spacious guest bedrooms complete the floor, each with a private bath, one ensuite. Outside, tall privet hedges frame the fully manicured grounds, accented with specimen plantings and landscape lighting. Adding to the classic Hamptons feeling, two expansive bluestone patios connect the home to a heated 20'x40' gunite saltwater pool, and a broad lawn provides room for outdoor gatherings, complemented by a storage shed and a productive vegetable garden. Just 1 mile from the Hampton Jitney, 1.5 miles from Water Mill Square, and 2 miles from Southampton Village, the home puts ocean beaches, boutiques, and fine dining within easy reach in one of the East End's strongest-performing real estate corridors. Broker/Owner.

9 Millfarm Lane, Water Mill

$2,700,000

4 Beds ⋅ 3 Baths ⋅ 1054275 MLS

New to the market with ideal location. Perched on a hill and set on nearly an acre, this property offers a great opportunity for investors or end users looking to create something special. With its desirable location, generous property size, and flexible layout, the possibilities are endless. Inside, you'll find high ceilings, generous living spaces, and a versatile configuration featuring 4 bedrooms, 2 full baths, and 1 half bath. The primary suite boasts its own private balcony, adding to the home's appeal. The property includes a pool, 2-car garage, basement, and expansive backyard, offering plenty of space and potential for future enhancements. For boating enthusiasts, the nearby marina provides convenient access to the water and the opportunity to keep your boat close by. The area is surrounded by well-known restaurants and local favorites, while nearby bay beaches, including Towd Point, offer relaxing summer days at the beach and memorable evenings gathered around a bonfire under the stars. Ideally located between Bridgehampton, Sag Harbor, and Southampton, you'll be close to local farm stands, beaches, marinas, dining, and all that the South Fork has to offer. The elevated setting also provides beautiful sunset views. An excellent investment opportunity with nearly an acre of property, this home offers tremendous potential in a central and highly desirable Hamptons location.

6 Turtle Pond Road, Southampton

$2,500,000

4 Beds ⋅ 3 Baths ⋅ 1057007 MLS

Nestled just moments from Southampton Village, this beautifully four-bedroom, two-and-a-half-bath home offers the perfect balance of comfort, style, and location. Set on 1.1 Acre, the property is a private sanctuary ideal for both relaxing and entertaining. Enjoy the sun-drenched 20’ x 40’ heated pool surrounded by lush landscaping, or take in tranquil bay views from the upper-level balconies. Inside, the spacious layout features tasteful updates throughout, including modern baths and a bright, airy kitchen. Whether you’re living year round, hosting summer gatherings or enjoying a peaceful weekend escape, this home delivers. Located just minutes from world-class beaches, restaurants, boutique shopping, theaters, and scenic parks—experience the best of the Hamptons lifestyle.

370 Old Canoe Place Road, Southampton

$4,995,000

4 Beds ⋅ 4 Baths ⋅ 1055908 MLS

Located on Breese Lane in Southampton Village, this Neoclassical-style residence is set amidst professionally landscaped grounds with mature plantings and manicured gardens. A stone-covered entry with classic columns leads to a light-filled interior featuring approximately 16-foot ceilings, oversized French doors, and a single-level floor plan. The main living area includes a great room with a wood-burning fireplace and an adjoining dining area overlooking the rear grounds. Numerous French doors provide natural light and direct access to outdoor living spaces. The primary suite features vaulted ceilings, an en suite bath, and French doors opening to the patio and gardens. Two additional guest bedrooms each offer en suite baths. A library with fireplace and loft provides additional living space suitable for a variety of uses. The finished lower level offers more than 2,000 +/- square feet of additional space, including a bedroom, full bath, office, den, and flexible recreation areas. Outdoor amenities include a 10' x 40' heated gunite pool surrounded by mature trees, perennial gardens, and landscaped grounds. Conveniently located near Southampton Village's shopping, restaurants, cultural destinations, and ocean beaches, this property offers village living with access to nearby amenities.

170 Breese Lane, Southampton

$1,725,000

4 Beds ⋅ 3 Baths ⋅ 1053735 MLS

Welcome to this immaculate 4-bedroom, 3 full bath coastal retreat perfectly situated just moments from the ocean, bay beaches, charming villages, and some of the area's most beloved restaurants. Designed for both relaxed living and effortless entertaining, this home offers a spacious, sun-filled layout with beautiful coastal decor throughout. Two fireplaces create warm and inviting gathering spaces, while the finished basement provides additional room for recreation, guests, or a private retreat. Step outside to your own backyard oasis - a beautifully landscaped, quiet setting featuring a heated pool and 6-seat hot tub, perfect for summer evenings under the stars. Whether hosting or unwinding, this outdoor space delivers privacy and serenity.

32 Sugar Loaf Road, Southampton

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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.