Homes for Sale near The Hayground School

/15
$2,195,000
- 6 Beds
- 4.5 Baths
- 4,218 Sq Ft
162 Middle Line Hwy, Southampton, NY 11968

Discover an architectural marvel that marries the industrial elegance of a New York City loft with the serene beauty of Southampton's scenic hills. This unique modern home, set upon 2.1 acres of lush landscape, offers an unparalleled opportunity to indulge in luxury living while unlocking significant income potential. As you step inside this 2-story sanctuary, the open layout unfolds before you,

Geoff Gifkins Nest Seekers International LLC

162 Middle Line Hwy, Southampton, NY 11968
/22
$11,995,000
- 7 Beds
- 7.5 Baths
- 7,000 Sq Ft
78 Bridgefield Rd, Bridgehampton, NY 11932

Experience the pinnacle of Hamptons living in this extraordinary Bridgehampton estate, nestled south of the highway on 8.23 acres of breathtaking landscape. Tucked away at the end of a tranquil cul-de-sac, this one-of-a-kind property boasts a fully functioning private vineyard producing 10,000 - 12,000 bottles of Sauvignon Blanc, Sirah, and Cabernet Franc, offering an unparalleled lifestyle of

Breitenbach Advisory Team Compass

78 Bridgefield Rd, Bridgehampton, NY 11932
/5
$3,595,000
- 7 Beds
- 5.5 Baths
- 4,500 Sq Ft
3 Cosdrew La, East Hampton, NY 11937

This beautiful To Be Built home is 4500 sq ft across three levels with 7 bedrooms and 5.5 baths will be complete May 2026 and sits on a .58. Perfectly located minutes to downtown East Hampton and Sag Harbor. This ideal location will provide you with a multitude of choices for dining, shopping, and relaxation. Conveniently located close to East Hampton's world-renowned ocean beaches. This light,

Caryn Kalisky-Duffy Compass

3 Cosdrew La, East Hampton, NY 11937
/29
$13,495,000
- 6 Beds
- 9 Baths
- 6,700 Sq Ft
54 Cobb Isle Rd, Water Mill, NY 11976

Wrapped in breathtaking views over Mecox Bay and the Atlantic Ocean, this perfectly positioned waterfront estate delivers the very best of coastal contemporary luxury in the Hamptons. Located South of the Highway in Water Mill, 54 Cobb Isle Road is an idyllic property designed for inspiration, featuring an unmatched setting and vantage, luxurious lifestyle amenities, and enduring elegance. Stated

Vincent Horcasitas Saunders & Associates

54 Cobb Isle Rd, Water Mill, NY 11976
/40
$3,425,000
- 5 Beds
- 4.5 Baths
- 3,600 Sq Ft
86 Northwest Path, Sagaponack, NY 11962

Sagaponack Retreat on 2.9 Acres. Set on nearly 3 acres in one of the Hamptons’ most coveted locations, this classic cedar-shingle residence combines timeless architecture with modern comfort. Offering 5 bedrooms, 4 full baths, and 1 half bath across 3,600 sq. ft., the home is designed for both effortless entertaining and relaxed year-round living. A sun-filled great room anchors the open floor

John Patrick Douglas Elliman Real Estate

86 Northwest Path, Sagaponack, NY 11962
/2
$1,500,000
- Land
- 1.5 Acres
- $1,000,000 per Acre
12 Path End Ct, Water Mill, NY 11976

1.5 acre lot. It is located at a end of cul-de-sac in Rosko Acres in Water Mill. It is conveniently centered among all the coveted Hamptons towns; ~7 miles to Southampton Village, Sag Harbor, and Bridgehampton, ~4 miles to Towd Point bay beach, and quick access to get back into the city. The natural surroundings at the end of a cul de sac provides peace and quiet. Get tucked away in your natural

Julia Crowley Saunders & Associates

12 Path End Ct, Water Mill, NY 11976
/18
$2,495,000
- 4 Beds
- 4 Baths
- 2,100 Sq Ft
45 Harbor Watch Ct, Sag Harbor, NY 11963

Located just moments from the heart of Sag Harbor Village, this inviting 4-bedroom, 2.5-bath traditional offers comfort, privacy, and easy Hamptons living. A double-height cathedral-ceiling living room welcomes you with abundant natural light and an airy sense of space. The open kitchen flows directly into the living area and out to an expansive deck-perfect for seamless indoor/outdoor living.

Amadeus Ehrhardt Compass

45 Harbor Watch Ct, Sag Harbor, NY 11963
/21
$49,995,000
- 12 Beds
- 14 Baths
- 15,000 Sq Ft
54, 24, 20 Jule Pond Dr, Water Mill, NY 11968

Set across nearly nine acres with a quarter mile of pristine waterfront, this extraordinary compound unites three contiguous estates, 54, 24, and 20 Jule Pond Drive, into one commanding sanctuary. Fordune Estates is the prestigious enclave in Southampton, originally created as the 250-acre oceanfront retreat of Henry Ford II, grandson of the Ford Motor Company founder. Today, Fordune spans

Jennifer Friedberg Compass

54, 24, 20 Jule Pond Dr, Water Mill, NY 11968
/31
$2,395,000
- 4 Beds
- 3 Baths
- 2,650 Sq Ft
66 Knoll Rd, Southampton, NY 11968

Southampton Cove - Waterfront Community Located in the coveted waterfront community of Southampton Cove and set on 0.45 acres, this bright and charming Traditional offers the perfect Hamptons living surrounded by nature, beaches, and serene privacy. This 4-bedroom, 3-bath residence features 3,000 +/-sq.ft among the 3 levels with sun-filled living space with an open, flowing layout ideal for

Cristina Matos Brown Harris Stevens Hamptons

66 Knoll Rd, Southampton, NY 11968
/23
$3,795,000
- 6 Beds
- 4.5 Baths
- 5,400 Sq Ft
28 Deer Ridge Trail, Water Mill, NY 11976

Set so high as to take advantage of the 180 degree view of Peconic Bay, this 6 bedroom, 4.5 bath house was meticulously designed by celebrity decorator Benjamin Noriega-Ortiz, who captured the openness and light through the use of color, materials, and architecture. The professional kitchen has high end appliances, marble counters, and plenty of space to cook and entertain. The kitchen leads to a

Ian Dios Compass

28 Deer Ridge Trail, Water Mill, NY 11976
/24
$3,495,000
- 4 Beds
- 3 Baths
- 3,000 Sq Ft
16 Georgica Woods Ln, Wainscott, NY 11975

Wainscott 4BR Rental w 50ft Heated PoolNewly renovated, 4+ bedroom rental with pool on Georgica Woods Lane in Wainscott. Enter a beautifully furnished sanctuary that exudes grace and elegance at every turn. The sun-drenched living room boasts double-height ceilings, an abundance of glass, and charming exposed beams, creating a bright and airy atmosphere. Whether you're hosting a gathering or

Craig Beem Brown Harris Stevens Hamptons

16 Georgica Woods Ln, Wainscott, NY 11975
/15
$24,500,000
- 7 Beds
- 10 Baths
- 7,000 Sq Ft
104 Georgica Close Rd, East Hampton, NY 11937

Completely reimagined by esteemed builder Jeffrey Colle and designed by The Team at Estates by Jeffrey Colle, this spectacular waterfront estate is sited on 2 +/- acres and spans over 300 feet of linear frontage on Georgica Pond. This newly constructed down to the studs residence, will be spread across three levels and encompass seven bedrooms, an expansive living area, professional-grade

Hedgerow Exclusive Team Hedgerow Exclusive Properties

104 Georgica Close Rd, East Hampton, NY 11937
/13
$1,495,000
- 3 Beds
- 2.5 Baths
- 1,328 Sq Ft
41 Swamp Rd, East Hampton, NY 11937

Discover this inviting two-story home in East Hampton, boasting approximately 1,300 sq ft of living space. Built in 1984, this delightful residence features 3 bedrooms and 2.5 bathrooms, with beautiful wood beams in the ceiling that add a touch of rustic charm to the interior. The living room serves as the focal point of the first floor, featuring a stunning spiral staircase that leads to the

Hara Kang Douglas Elliman Real Estate

41 Swamp Rd, East Hampton, NY 11937
/6
$7,850,000
- 7 Beds
- 10 Baths
- 9,000 Sq Ft
1694 Millstone Rd, Sag Harbor, NY 11963

Set for completion July 2025 - Discover elevated living at 1694 Millstone Rd in Sag Harbor, where modern sophistication meets timeless European elegance. Nestled on nearly two acres, this striking cedar and stone residence welcomes you with clean architectural lines and expansive windows that bathe the interior in natural light. Inside, the grand foyer flows into spacious living areas finished

Terry Cohen Compass

1694 Millstone Rd, Sag Harbor, NY 11963
/36
$10,395,000
- 6 Beds
- 9 Baths
- 10,000 Sq Ft
989 Deerfield Rd, Water Mill, NY 11976

Your expectations will be exceeded by the true modern design at 989 Deerfield Road, a +/- 10,000 sf architectural masterpiece in central Watermill. Nestled beside 100 acres of scenic reserve and farm fields, this stunning modern features 6 ensuite bedrooms along with 3 half baths. Abundant floor-to-ceiling glass offers breathtaking views, while warm concrete walls and a floating white oak

Scott McGinniss Compass

989 Deerfield Rd, Water Mill, NY 11976
/33
$4,495,000
- 5 Beds
- 7 Baths
- 4,400 Sq Ft
11 Carver St, Sag Harbor, NY 11963

Perched on one of the highest points in Sag Harbor Village, on a generous third of an acre, with western exposure for lovely sunsets from the dining terrace, this designer owned and recently renovated 5-bedroom village gem features bright and voluminous interiors and inviting outdoor spaces complete with a heated, gunite pool and pool house. The property has several amenities quite uncommon for

Dana Trotter The Agency Hamptons

11 Carver St, Sag Harbor, NY 11963
/6
$25,000,000
- 6 Beds
- 5.5 Baths
- 7,500 Sq Ft
24, 20 Jule Pond Dr, Water Mill, NY 11968

Situated on approximately 4.79 acres of prime waterfront land, 24 and 20 Jule Pond Drive create a distinctive Hamptons retreat defined by privacy, presence, and coastal beauty. Sweeping vistas extend from Channel Pond to the Atlantic Ocean, with expansive frontage on Channel Pond and access to the ocean beach creating a setting that is both powerful and serene. At the core of the offering is 24

Jennifer Friedberg Compass

24, 20 Jule Pond Dr, Water Mill, NY 11968
/11
$1,490,000
- Land
- 0.23 Acre
- $6,478,261 per Acre
69 Hillside Dr E, Sag Harbor, NY 11963

This amazing location is in the process of being submitted to the town for plans to build a brand new construction in Sag Harbor Village from renowned Hamptons architect Peter Cook. This listing is for the land, the existing home that is there and a building permit for a new home. 69 Hillside Drive has an enviable location and inspired design ready to deliver the best of luxury living in the

Vincent Horcasitas Saunders & Associates

69 Hillside Dr E, Sag Harbor, NY 11963
/6
$6,995,000
- Land
- 6.6 Acres
- $1,059,848 per Acre
11 Green Hollow Rd, East Hampton, NY 11937

An exceptional opportunity awaits on nearly 7 pristine acres in East Hampton, offering a rare combination of privacy, scale, and premier location. Nestled at 11 Green Hollow Road and bordered by reserve on two sides, this 6.6-acre parcel lies just 1.5 miles west of Town Pond and East Hampton Village. A unique dual-jurisdiction offering, the property encompasses 2.4 acres within East Hampton

Steven Zellman Saunders & Associates

11 Green Hollow Rd, East Hampton, NY 11937
/32
$1,995,000
- 3 Beds
- 3 Baths
- 1,577 Sq Ft
57 Jermain Ave, Sag Harbor, NY 11963

Just Listed Corner of Oakland- Circa 1938 original. Well cared for with many upgrades and room for a pool. Three+ bedrooms, three full baths, a den, two kitchens, two living rooms. Expandable, room for pool, an affordable village manse ready for showings. The long side frontage is on Oakland, where the car park is, a stone's throw from Mashashimuet Park, Pickle Ball / Tennis and Otter Pond Park

Simon Harrison Simon Harrison Real Estate

57 Jermain Ave, Sag Harbor, NY 11963
/19
$2,695,000
- 2 Beds
- 2.5 Baths
- 1,205 Sq Ft
41 Snake Hollow Rd, Bridgehampton, NY 11932

Set on just under an acre in a private, peaceful Bridgehampton location, this property has 2 bedrooms and 2.5 baths, and offers flexibility and opportunity. The original cottage features 2 bedrooms and one and a half baths, plus a separate studio with its own bath-perfect for a home office or creative space. A 20'x40' heated Gunite pool and expansive patio complete the outdoor setting. Move in

Lee Minetree Saunders & Associates

41 Snake Hollow Rd, Bridgehampton, NY 11932
/3
$5,850,000
- 8 Beds
- 8 Baths
- 6,400 Sq Ft
9 Shadyrest Dr, Sag Harbor, NY 11963

Introducing a rare pre-construction offering in Sunset Shores, an exclusive Sag Harbor enclave with deeded access to the calm waters of Peconic Bay. Just minutes from the village and tucked into a quiet cul-de-sac, 9 Shadyrest Drive blends timeless Hamptons architecture with clean modern interiors, expansive living space, and top-tier outdoor amenities-delivered Summer 2026. Set on .58 acres,

Scott Strough Compass

9 Shadyrest Dr, Sag Harbor, NY 11963
/25
$3,725,000
- 4 Beds
- 3.5 Baths
- 4,200 Sq Ft
1224 Brick Kiln Rd, Sag Harbor, NY 11963

Welcome to 1224 Brick Kiln, an unparalleled 4-bedroom, 3.5-bathroom estate exuding luxury and seclusion. Nestled on a sprawling 6.2-acre private compound, this residence is a sanctuary of tranquility, offering an oasis just minutes from the lively Sag Harbor Main Street and the picturesque Mashashimuet Park. As you approach the residence, a winding circular driveway welcomes you, featuring ample

Douglas Sabo Nest Seekers International LLC

1224 Brick Kiln Rd, Sag Harbor, NY 11963
/7
$4,995,000
- Land
- 7.4 Acres
- $675,000 per Acre
78 Bridgefield Rd, Bridgehampton, NY 11932

7.4+/- acres in Bridgehampton South, currently being used as a fully functioning private vineyard producing 10,000 - 12,000 bottles of Sauvignon Blanc, Sirah, and Cabernet Franc. Elevating this exceptional offering, plans are designed for a spectacular tasting room, envisioned by the renowned Hamptons design firms Stelle Lomont Rouhani Architects and LaGuardia Design

Breitenbach Advisory Team Compass

78 Bridgefield Rd, Bridgehampton, NY 11932
/6
$895,000
- Land
- 0.65 Acre
- $1,376,923 per Acre
27 Woodbine Place, Southampton, NY 11968

Located just north of Southampton Village, this wooded parcel is one of the few remaining vacant building lots in the area. The parcel is in the Southampton Public School district and is near the Southampton Town Recreation Center (SYS). Situated in the R-20 zoning district with 28,314+/- sq. ft. (.65+/- acres) of property, there is plenty of room to build a comfortable new home.

John Wines Saunders & Associates

27 Woodbine Place, Southampton, NY 11968
/34
$8,395,000
- 7 Beds
- 9.5 Baths
- 6,900 Sq Ft
276 N Main St, Southampton, NY 11968

This stunning modern home offers luxurious living on 1.17+\- acres with 7 spacious bedrooms and 9.5 elegant bathrooms; a rare opportunity to own an expansive, newly constructed, custom-built home in the Village of Southampton. A grand entrance unfolds into a double-height foyer that transitions into an open living room, formal dining area, and eat-in gourmet kitchen with top-of-the line

Aimee Barone White Brown Harris Stevens (Westhampton Beach)

276 N Main St, Southampton, NY 11968
/36
$5,495,000
- 5 Beds
- 7 Baths
- 5,200 Sq Ft
35 Sunset Dr, Sag Harbor, NY 11963

Just completed and move-in ready, 35 Sunset Drive is a striking new modern residence located in Bay Point, one of Sag Harbor's most sought-after waterfront enclaves. Surrounded by the waters of Noyac Bay and Sag Harbor Cove, and moments from Long Beach and the Village, this contemporary masterpiece offers a seamless blend of cutting-edge design, natural materials, and luxurious indoor-outdoor

Scott Strough Compass

35 Sunset Dr, Sag Harbor, NY 11963
/10
$1,700,000
- 3 Beds
- 2.5 Baths
62 Huckleberry Ln, East Hampton, NY 11937

Welcome to your dream home at 62 Huckleberry Lane, nestled in the heart of East Hampton, NY! This charming residence offers a welcoming ambiance with 3 spacious bedrooms and 2.5 well-appointed bathrooms. Step inside and experience the comfort of a home designed to provide both relaxation and entertainment. The open living space is perfect for gatherings, while the well-equipped kitchen invites

Larry Zimmerman Compass

62 Huckleberry Ln, East Hampton, NY 11937
/13
$7,495,000
- 7 Beds
- 8.5 Baths
- 7,520 Sq Ft
512 Edge of Woods Rd, Water Mill, NY 11976

Stunning New Construction in the Hamptons: Welcome to 512 Edge of Woods - a newly constructed transitional residence offering refined design, modern comfort, and over 7,520 square feet of beautifully finished living space. Situated on 0.94 landscaped acres and available in December 2025, this three-story home blends classic Hamptons craftsmanship with contemporary finishes. The main floor

Ellie Hunter Compass Greater NY LLC

512 Edge of Woods Rd, Water Mill, NY 11976
/29
$8,395,000
- 7 Beds
- 9.5 Baths
- 6,500 Sq Ft
276 N Main St, Southampton, NY 11968

This stunning modern home offers luxurious living on 1.17+\- acres with 7 spacious bedrooms and 9.5 elegant bathrooms; a rare opportunity to own an expansive, newly constructed, custom-built home in the Village of Southampton. A grand entrance unfolds into a double-height foyer that transitions into an open living room, formal dining area, and eat-in gourmet kitchen with top-of-the line

Aimee Barone White Brown Harris Stevens W Hampton

276 N Main St, Southampton, NY 11968
/31
$5,975,000
- 5 Beds
- 4 Baths
- 4,192 Sq Ft
16 Elisha's Path, East Hampton, NY 11937

Located on a quiet cul-de-sac south of the highway in Wainscott, this 5-bedroom, 4-bathroom contemporary offers a well-balanced layout across two levels and over 4,000 +/- sq. ft. of living space. Set on 1.2 acres, the property features a 20'x40' heated gunite pool, generous outdoor living areas, and mature landscaping with irrigation. The main level includes a large living room with fireplace,

Vincent Horcasitas Saunders & Associates

16 Elisha's Path, East Hampton, NY 11937
/23
$2,295,000
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
57 Palmer Terrace, Sag Harbor, NY 11963

This recently renovated home in Sag Harbor Village is chic and inviting with the heart of a Hamptons beach cottage, just past Main Street. Ready for immediate luxury living with 1,500 +/- sq. ft. of living space, 3 bedrooms, 2 full baths. Interiors beam with natural light throughout the single-level home, highlighted by beautiful hardwood floors and a large great room. The eat-in kitchen includes

Laura U. White Saunders & Associates

57 Palmer Terrace, Sag Harbor, NY 11963
/18
$14,995,000
- 7 Beds
- 10 Baths
- 9,126 Sq Ft
39 Topping Field Ct, Bridgehampton, NY 11932

Located on a quiet cul-de-sac South of the Highway, this transitional-style home in Bridgehampton offers exceptional design, scale, and amenities. With 7 bedrooms, 8 full baths, 2 half baths, and over 9,100+/- square feet of living space on 0.93+/- acres, home is thoughtfully crafted for comfort, functionality, and style. An airy entry foyer leads to a bright and open layout that includes a

Christopher Burnside Brown Harris Stevens (Bridgehampton)

39 Topping Field Ct, Bridgehampton, NY 11932
/33
$3,650,000
- 5 Beds
- 4.5 Baths
- 3,468 Sq Ft
25 Round Pond Ln, Sag Harbor, NY 11963

Welcome to Twin Ponds, a waterfront Contemporary retreat with every desire realized for a chic, waterfront escape. Nestled at 25 Round Pond Lane in coveted Sag Harbor, this home is where Hamptons luxury meets the zen of nature. With a full rebuild that showcases artistry and elegance, you've found your unique sanctuary. Prepare to be captivated by the expansive 3,790 square feet of style spread

Jack Pearson Compass

25 Round Pond Ln, Sag Harbor, NY 11963
/36
$5,495,000
- 6 Beds
- 8 Baths
- 7,083 Sq Ft
2 Southampton Hills Ct, Southampton, NY 11968

Introducing 2 Southampton Hills Court, a brand-new exclusive offering set on one of the most peaceful and picturesque streets in Southampton North. This 7,100+/- square foot home (including a 2,000 sq. ft. finished lower level) spans three levels and features 6 bedrooms, 6 full and 2 half bathrooms, all professionally designed with a refined, contemporary aesthetic. The main level is anchored by

Evan Kulman Compass

2 Southampton Hills Ct, Southampton, NY 11968
/15
$1,950,000
- 2 Beds
- 2.5 Baths
- 1,852 Sq Ft
2803 Noyac Rd, Sag Harbor, NY 11963

Stunning like new home. Water views. A must see under $2M in Sag Harbor.

Nicole Tunick Douglas Elliman Real Estate

2803 Noyac Rd, Sag Harbor, NY 11963
/39
$10,500,000
- 7 Beds
- 9 Baths
- 9,600 Sq Ft
158 Cobb Rd, Water Mill, NY 11976

New Construction | Water Mill SouthJust completed by boutique custom builder Heartwood Corp, this 7-bedroom, 9-bathroom, 9,600-square-foot Water Mill South estate showcases signature craftsmanship and refined detail. Positioned on prestigious Cobb Road behind a motorized gate and enveloped by mature, professionally designed landscaping, the property offers a private retreat moments from

Nicholas Amato Corcoran

158 Cobb Rd, Water Mill, NY 11976
/28
$9,995,000
- 8 Beds
- 11 Baths
- 8,733 Sq Ft
58 Clearview Farm Rd, Southampton, NY 11968

Tucked away at the end of a quiet cul-de-sac in the heart of Southampton, 58 Clearview Farm Road unveils a brand-new transitional-style estate that epitomizes modern Hamptons luxury. Just completed in 2025 and nestled on 1.07 beautifully manicured acres overlooking a tranquil agricultural reserve, this 8-bedroom, 9 full and 2 half-bathroom masterpiece spans 8,733 square feet of thoughtfully

Patrick Giugliano Nest Seekers International LLC

58 Clearview Farm Rd, Southampton, NY 11968
/32
$1,750,000
- 3 Beds
- 3.5 Baths
- 1,408 Sq Ft
3625 Noyack Rd, Sag Harbor, NY 11963

Waterfront Views of the entire coast of North Haven, the full length of Long Beach, with an exacting view of the July 4th Fireworks over the iconic bridge to Sag Harbor. Main House plus legal guest cottage included. Two houses include four bedrooms, 3.5 baths...all bulkheaded above the Bay, or in the case of the guest house, on the beach. Fish, Ski, Snorkel, Stand Up Paddle, BBQ, Entertain...or

Simon Harrison Simon Harrison Real Estate

3625 Noyack Rd, Sag Harbor, NY 11963
/44
$12,450,000
- 7 Beds
- 12 Baths
- 11,100 Sq Ft
361 Mitchell Ln, Bridgehampton, NY 11932

Nestled in the heart of Bridgehampton's renowned horse country, 361 Mitchell Lane offers a rare blend of timeless elegance and cutting-edge luxury. Situated on a 1-acre lot just 0.7 miles from Bridgehampton Village and minutes from world-class ocean beaches, this newly built estate showcases thoughtful landscaping that ensures both privacy and beauty. From the moment you approach via the

Martha Gundersen Douglas Elliman Real Estate

361 Mitchell Ln, Bridgehampton, NY 11932

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