Homes for Sale near The Hayground School

• 

  

  

  /20

  $29,500,000

  • 6 Beds
  • 6.5 Baths
  • 6,640 Sq Ft

  266 & 300 Sagaponack Rd, Bridgehampton, NY 11932

  Located in the heart of Bridgehampton South, just over a mile from the town's charming shops and restaurants and only 2.5 miles+/- from Sagg Main and Gibson beaches, this tranquil estate offers a rare blend of privacy, luxury, and convenience. At the center sits a 6,640 SF+/- architectural masterpiece, designed and built by architectural designers Scott Mitchell and Sandy Gallin with an

  Lori Schiaffino Compass

  266 & 300 Sagaponack Rd, Bridgehampton, NY 11932
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  /30

  $3,195,000

  • 4 Beds
  • 4 Baths
  • 2,750 Sq Ft

  156 Merchants Path, Sag Harbor, NY 11963

  Light-filled estate on 1.56 private acres, recently upgraded with a finished lower level and boasting a heated pool. Easy luxury living awaits on 2,750 +/- sq. ft. of space with 4 bedrooms and 4 baths, plus a full floor renovation, new HVAC, and new pool heater/equipment. Interiors beam with light across gorgeous hardwood floors, while multiple sliding glass doors bring the outside in. Open

  Vincent Horcasitas Saunders & Associates

  156 Merchants Path, Sag Harbor, NY 11963
• 

  

  

  /32

  $7,500,000

  • 8 Beds
  • 10 Baths
  • 9,600 Sq Ft

  148 Middle Line Hwy, Southampton, NY 11968

  Commanding 2 sprawling acres in the heart of Southampton, this masterfully designed new construction estate represents the pinnacle of Hamptons luxury. Room to build tennis or padel court. Spanning an impressive 9,600 +/- SF across 3 finished levels, the residence offers a rare combination of grand architectural scale and intimate, sophisticated comfort. With 8 spacious bedrooms and 10 bathrooms

  Vincent Horcasitas Saunders & Associates

  148 Middle Line Hwy, Southampton, NY 11968
• 

  

  

  /25

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  22 Fern Rd, Southampton, NY 11968

  This is what you've been waiting for - a picture-perfect Hamptons home with 3 bedrooms and 3 full baths, set in a desirable waterfront community with private beach and bay access exclusive to residents. Recently enhanced with a brand-new heated pool and finished walkout basement (2025), this property blends timeless Hamptons charm with modern convenience. Wrapped in classic cedar-shake siding,

  Sarah Doud Saunders & Associates

  22 Fern Rd, Southampton, NY 11968
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  /48

  $67,500,000

  • 8 Beds
  • 14 Baths
  • 25,000 Sq Ft

  38 Mathews Rd, Wainscott, NY 11975

  Privately tucked away on a 25-acre± peninsula fronting Georgica Pond, Burnt Point is a world-class waterfront estate redefining luxury living. Breathtaking in scale and setting, this 25,000 SF± architectural masterpiece offers sweeping water views on three sides-capturing the tranquil beauty across Georgica Pond down to the Atlantic Ocean-and features over 2,000 feet± of direct water frontage,

  James Petrie Compass

  38 Mathews Rd, Wainscott, NY 11975
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  /26

  $4,700,000

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  81 Upper Seven Ponds Rd, Water Mill, NY 11976

  Set on a quiet private block in the heart of Water Mill, this classic Hamptons retreat offers timeless style, modern comfort, and exceptional privacy on 1.2 acres. The traditional residence spans 4,000 +/- SF, plus a large finished lower level, with 4 bedrooms, 4.5 baths, a 2-car garage, heated gunite pool, and pool house. Inside, the home is bright, open, and inviting, with a thoughtful floor

  James Scott Bradley Saunders & Associates

  81 Upper Seven Ponds Rd, Water Mill, NY 11976
• 

  

  /4

  $6,900,000

  • Land
  • 1.9 Acres
  • $3,631,579 per Acre

  7 Town Line Rd, Wainscott, NY 11975

  An iconic address, a celebrated design team, and a fully approved vision for an enviable estate-this is the ultimate Hamptons canvas, ready to be realized. Fully ARB-approved with approved building permit, this rare offering comes with pre-existing clearing and a coveted square footage advantage. Plans are in place for a magnificent new estate by John Lafferty, AIA, to be brought to life by Home

  Vincent Horcasitas Saunders & Associates

  7 Town Line Rd, Wainscott, NY 11975
• 

  

  /34

  $3,995,000

  • 4 Beds
  • 3 Baths
  • 2,218 Sq Ft

  3058 Noyack Rd, Sag Harbor, NY 11963

  A fully curated designer retreat, ready to be enjoyed from the moment you arrive. Designer-owned and featured in Rue Magazine and on The Reveal on Prime, Noyack Cottage is a newly renovated Sag Harbor retreat by celebrated interior designer Cara Woodhouse, offered fully furnished and curated-so you're buying not just a home, but a lifestyle that has already been thoughtfully designed for you.

  Lori Schiaffino Compass

  3058 Noyack Rd, Sag Harbor, NY 11963
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  /20

  $1,625,000

  • 2 Beds
  • 1.5 Baths
  • 1,571 Sq Ft

  212 Upper 7 Ponds Rd, Water Mill, NY 11976

  Beautiful designer renovated home set on an idyllic pond in Water Mill North with water views from every room. Luxurious furnishings decorate this modern house with open plan living and two bedrooms in the main house. There is also a 300 sq. ft. air conditioned studio. Simple and perfect summer living, entertaining and relaxing. An outdoor shower awaits your return from the ocean beach, which is

  Mark Greenwald Saunders & Associates

  212 Upper 7 Ponds Rd, Water Mill, NY 11976
• 

  

  /28

  $1,695,000

  • 3 Beds
  • 2 Baths
  • 1,241 Sq Ft

  40 Highlands Dr, Southampton, NY 11968

  Tucked away on a peaceful cul-de-sac in Glenview Hills, North Sea, this New York/Palm Beach designer's home offers three-bedrooms, two-baths and the privacy and space to make it your own. Built in 1991 with 1,241 square feet of living space on .47 acre, the home features an open floor plan(with insulated cathedral ceilings) where the living room(with wood burning fireplace), dining area and

  Jane Gill Saunders & Associates

  40 Highlands Dr, Southampton, NY 11968
• 

  

  /25

  $3,495,000

  • 3 Beds
  • 4 Baths
  • 2,400 Sq Ft

  48 Bob White Dr, Water Mill, NY 11976

  Situated at the end of a cul-de-sac street, this new-to-the-market contemporary couldn't be more private and quiet and is surrounded by many substantial multi-million dollar estates. The home features a beautiful one-acre property with three bedrooms, a den/sitting room, four bathrooms, and a heated pool with extensive decking around the perimeter. Centrally located "just" north of the

  Andrew Green Saunders & Associates

  48 Bob White Dr, Water Mill, NY 11976
• 

  

  /5

  $16,995,000

  • Land
  • 10.65 Acres
  • $1,595,775 per Acre

  443 N Sea Mecox Rd, Southampton, NY 11968

  Set on 10.65 acres in Southampton, this offering presents a rare combination of scale, flexibility, and forward-looking potential. Currently configured as a single expansive parcel, the property is in the process of being subdivided into four approximately 2.65 acre lots, each capable of accommodating a substantial residence with pool, pool house, and tennis. Offering rare versatility, a buyer

  Kieran Brew SERHANT.

  443 N Sea Mecox Rd, Southampton, NY 11968
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  /7

  $6,795,000

  • 6 Beds
  • 7.5 Baths
  • 5,300 Sq Ft

  207 Middle Line Hwy, Southampton, NY 11968

  Perfectly positioned in Southampton and just moments from the villages of Water Mill, Bridgehampton, and Sag Harbor Village, this exceptional new construction offers the ultimate in modern Hamptons living. Set on 1.21 private acres backing onto a protected Suffolk County reserve, the property provides both tranquility and convenience. Spanning over 7,000 square feet of living space, the home

  Aimee Barone White Brown Harris Stevens W Hampton

  207 Middle Line Hwy, Southampton, NY 11968
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  /20

  $3,595,000

  • 5 Beds
  • 8 Baths
  • 5,243 Sq Ft

  266 Water Mill Towd Rd, Water Mill, NY 11976

  Perfectly situated on an acre in the heart of Water Mill, this newly renovated contemporary delivers style, space, and convenience-just 4 miles to Southampton Village, 5 to Bridgehampton, and 9 to Sag Harbor. Thoughtfully updated and expanded, the 5-bedroom, 7 bath home blends crisp modern finishes with natural light and open flow. The first floor features a spacious living room with fireplace,

  Joseph Piccininni Compass

  266 Water Mill Towd Rd, Water Mill, NY 11976
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  /33

  $7,975,000

  • 8 Beds
  • 9 Baths
  • 8,000 Sq Ft

  471 Middle Line Hwy, Sag Harbor, NY 11963

  Tucked away down a winding driveway, past a gated entrance, and set on 6.5 acres of serene privacy, this extraordinary gabled estate offers the perfect Hamptons retreat. Conveniently located near the attractions of Bridgehampton and Sag Harbor, this immaculate residence spans over 8,000 square feet of pristine living space, featuring custom interior design and high-end details on all three

  Enzo Morabito Douglas Elliman Real Estate

  471 Middle Line Hwy, Sag Harbor, NY 11963
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  /46

  $3,650,000

  • 4 Beds
  • 4.5 Baths

  78 Walker Ave, Sag Harbor, NY 11963

  Presenting an exceptional opportunity to own a stunning new property in the coveted Azurest community of Sag Harbor, NY. This 4-bedroom, 4.5-bathroom residence seamlessly blends sophisticated design with modern luxury, offering a peaceful and private retreat with expansive water-facing views of Sag Harbor Bay. Spanning 3,020 sqft, the home provides generous living space, ideal for both relaxation

  Joseph Andreassi Compass

  78 Walker Ave, Sag Harbor, NY 11963
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  /21

  $2,995,000

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  5 Cowhill Ln, Wainscott, NY 11975

  Contemporary Luxury Living in the Heart of WainscottExperience serene Hamptons living in this turnkey contemporary retreat, ideally set on a quiet lane just behind Wainscott Village. Sun-filled and thoughtfully designed, the residence offers approximately 2,500 square feet of stylish living space on 0.52 acres, blending modern architecture with a relaxed coastal living and seamless

  Angela Boyer Sothebys Int'l Realty Hamptons

  5 Cowhill Ln, Wainscott, NY 11975
• 

  

  /11

  $1,590,000

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  4 S Breeze Dr, East Hampton, NY 11937

  Set on just under an acre, this Wainscott property offers exceptional value and potential in a highly desirable location between Sag Harbor and East Hampton Village. The main level features a bright and open living space with vaulted ceilings, abundant natural light, and a wood-burning fireplace. The kitchen flows seamlessly into the dining area, creating an easy layout for everyday living and

  Dimitri Simonovic The Agency Hamptons

  4 S Breeze Dr, East Hampton, NY 11937
• 

  

  /19

  $1,995,000

  • 4 Beds
  • 3 Baths
  • 1,755 Sq Ft

  12 Rose St, Sag Harbor, NY 11963

  In the very heart of Sag Harbor Village, history gains a modern, creative pulse at Rose Hill Cottage. This newly renovated residence captures the quintessential spirit of the East End while offering a rare level of versatility, set on a coveted village street that combines exceptional privacy with prominent business exposure. Spanning almost 1,800 square feet of sun-drenched interiors, Rose Hill

  Jack Pearson Compass

  12 Rose St, Sag Harbor, NY 11963
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  /48

  $10,950,000

  • 5 Beds
  • 6.5 Baths
  • 4,900 Sq Ft

  1076 Ocean Rd, Water Mill, NY 11976

  Serenity at its finest. Take a kayak or paddleboard down Sam's Creek to the beach or sit back and gaze at the endless sunset views. Located just seconds to the ocean, with water views down Sam's Creek all the way to the beach, this 4,800+/- sq. ft. was originally Designed by renowned architect Harry Bates and renovated and resigned by Sagaponack Builders in Spring 2021. This 5 bedroom, 6.5 baths

  Brian Zegans Coastline Real Estate

  1076 Ocean Rd, Water Mill, NY 11976
• 

  

  /20

  $1,495,000

  • 2 Beds
  • 2 Baths
  • 1,697 Sq Ft

  64 E Shore Rd, Southampton, NY 11968

  This wonderful beach house is sited in a private beachfront community and across the street from bay beach access with views of Little Peconic Bay. Lived in year-round by its owner, the home has everything needed for a charming beach lifestyle. Hear the waves, smell the salt air, and relax! First floor, living room and den with water views, dining, kitchen with access to outdoor deck, full

  John Watson Saunders & Associates

  64 E Shore Rd, Southampton, NY 11968
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  /10

  $5,495,000

  • Land
  • 33.69 Acres
  • $163,105 per Acre

  731 Deerfield (Lot #4) Rd, Water Mill, NY 11976

  Where the Hamptons Still Feel Like the HamptonsSet in the heart of Water Mill North, this extraordinary 33.69-acre agricultural reserve represents a rare and irreplaceable offering. Untouched by development and preserved in its pure, scenic condition, the land unfolds as a sweeping canvas of open skies, fertile fields, and pastoral beauty. Recognized for its special character within the

  Beth Marano Corcoran

  731 Deerfield (Lot #4) Rd, Water Mill, NY 11976
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  /35

  $7,150,000

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  10 Bluff Point Ln, Sag Harbor, NY 11963

  At the quiet water's edge of Morris Cove, East of Eden rests at one of Sag Harbor Village's most intimate and storied waterfront settings. Reached by a discreet lane and neighboring the former estate of John and Elaine Steinbeck, the secluded property reflects the creative and subtle sophistication that defines this historic enclave. This timeless retreat, set on a third-acre with private dock

  Jack Pearson Compass

  10 Bluff Point Ln, Sag Harbor, NY 11963
• 

  

  /21

  $34,700,000

  • 9 Beds
  • 10 Baths
  • 19,460 Sq Ft

  975 Flying Point Rd, Water Mill, NY 11976

  An extraordinary, unparalleled opportunity to possess the trifecta water vision of bay, pond, and ocean. This is truly a treasured trophy. Set South of the Highway on nearly three pristine acres in Water Mill, 975 Flying Point Road offers an unbelievable new construction opportunity. With 415' of water frontage, sweeping pond, bay, and ocean views, room to build a private dock, and a coveted

  Richard Doyle Saunders & Associates

  975 Flying Point Rd, Water Mill, NY 11976
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  /12

  $1,850,000

  • 2 Beds
  • 1.5 Baths
  • 1,445 Sq Ft

  20 Ridge Rd W, Sag Harbor, NY 11963

  Situated on an expansive double lot within a serene Sag Harbor enclave, this light-filled residence offers a rare combination of immediate turn-key living and significant development upside. The home is in impeccable move-in condition, featuring an airy, open-concept layout defined by a sophisticated coastal aesthetic. At its heart, a sleek, modernized kitchen comes fully equipped with premium

  Scott Strough Compass

  20 Ridge Rd W, Sag Harbor, NY 11963
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  /34

  $38,000,000

  • 4 Beds
  • 4.5 Baths
  • 5,500 Sq Ft

  64 W End Rd, East Hampton, NY 11937

  Dueling Vistas Ocean and PondIn a prime East Hampton Village location, this property is surrounded by preserved land, nestled into its own serene cove, and offers complete privacy situated on the shores of Georgica Pond with breathtaking sunset views. With both ocean and pond views, residents can indulge in swimming and sunbathing at the waterside gunite pool. Spanning 2.71 acres on one of

  Paul Brennan Douglas Elliman Real Estate

  64 W End Rd, East Hampton, NY 11937
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  /28

  $23,995,000

  • 8 Beds
  • 13 Baths
  • 11,287 Sq Ft

  84 Wainscott Hollow Rd, Wainscott, NY 11975

  South of the highway and moments from the ocean, this newly constructed estate in Wainscott offers a luxurious, timeless experience. Poised to be your forever home, this property includes a pool, spa, pool house, and private pickleball court, spread across a generous 1.39-acre parcel. Enjoy views over pristine agricultural land, setting the stage for unrivaled estate living. Designed by the

  Vincent Horcasitas Saunders & Associates

  84 Wainscott Hollow Rd, Wainscott, NY 11975
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  /38

  $6,495,000

  • 7 Beds
  • 11 Baths
  • 7,985 Sq Ft

  2524 Noyack Rd, Sag Harbor, NY 11963

  Stunning new construction situated on a 1.60+\- acre flag lot near the village of Sag Harbor, across from Little Peconic Bay. In a completely private, tranquil setting, this modern traditional style home features 7 bedrooms, 9 full and 2 half bathrooms, and total living space including the lower level of 7,985 square feet. The main level features a double-height foyer leading to a great room with

  Christopher Burnside Brown Harris Stevens Hamptons

  2524 Noyack Rd, Sag Harbor, NY 11963
• 

  

  /21

  $12,750,000

  • 3 Beds
  • 4 Baths
  • 2,500 Sq Ft

  360 Dune Rd, Water Mill, NY 11976

  Located in one of the most exclusive waterfront enclaves in the Hampton's, this modern home sits on 1.7 bay front acres and hosts incredible bay and ocean views! Across the street to the ocean, the location and sunset views don't get any better! Includes great detailing, all amenities, and clean modern spaces, pool, and dock! The ultimate modern beach house.

  Matthew Breitenbach Compass

  360 Dune Rd, Water Mill, NY 11976
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  /47

  $34,995,000

  • 8 Beds
  • 9.5 Baths
  • 12,400 Sq Ft

  2 A W Water St, Sag Harbor, NY 11963

  In the historic heart of Sag Harbor — a village shaped by its storied whaling past and now celebrated for its cultural sophistication — Residence A stands as a singular architectural statement along one of the most coveted stretches of waterfront. Commanding approximately 250 feet of prime frontage on the harbor, this exceptional estate is far more than a home; it is a four-level masterwork of

  Shawn Elliott Nest Seekers LLC

  2 A W Water St, Sag Harbor, NY 11963
• 

  

  /22

  $14,000,000

  • Land
  • 2.91 Acres
  • $4,810,997 per Acre

  975 Flying Point Rd, Water Mill, NY 11976

  Fully permitted to BUILD TODAY. An extraordinary, unparalleled opportunity to possess the trifecta water vision of bay, pond and ocean. Approved plans and permits are in place. This is truly a treasured trophy. Set South of the Highway in the heart of Water Mill, 975 Flying Point Road presents an extraordinary opportunity to create a legacy estate on nearly 3 acres of pristine waterfront land.

  Richard Doyle Saunders & Associates

  975 Flying Point Rd, Water Mill, NY 11976
• 

  

  /21

  $2,495,000

  • 4 Beds
  • 4 Baths
  • 2,100 Sq Ft

  42 Whooping Hollow Rd, East Hampton, NY 11937

  Experience refined Hamptons living in this beautifully renovated 4-bedroom, 4-bath home set on a landscaped half-acre in East Hampton's desirable Northwest. Thoughtfully updated with modern finishes and timeless design, the home offers a seamless blend of comfort, style, and functionality. A gracious foyer welcomes you into the main living spaces, leading to an inviting eat-in chef's kitchen

  Cindy Scholz Compass

  42 Whooping Hollow Rd, East Hampton, NY 11937
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  /50

  $7,200,000

  • 6 Beds
  • 5.5 Baths
  • 5,074 Sq Ft

  299 Narrow Ln, Southampton, NY 11968

  Private Gated Estate in Southampton Village with Pool, Spa, PoolSet behind a stately brick pillared gated entrance, a striking crushed red lava rock driveway framed by mature specimen trees creates a dramatic approach to this exceptional Southampton Village estate on 1.2 acres, set in a coveted location offering a seamless balance of privacy and proximity to the ocean and village. The

  Angela Boyer Sothebys Int'l Realty Hamptons

  299 Narrow Ln, Southampton, NY 11968
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  /17

  $2,950,000

  • 5 Beds
  • 4.5 Baths
  • 3,115 Sq Ft

  86 Northwest Path, Sagaponack, NY 11962

  Dramatically situated at the end of a long, tree-lined driveway astride nearly three acres in Sagaponack, you’ll find this spacious, classic cedar-shingle residence offering tranquility and seclusion in equal measure. Specimen trees anchor the landscape, offering a sense of permanence. Built for active lifestyles, there’s an expansive heated pool for laps or lounging. The survey offers space for

  Lorraine Pharaoh Brandon William Raveis New York LLC

  86 Northwest Path, Sagaponack, NY 11962
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  /27

  $3,295,000

  • 4 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  16 E Gate Rd, Wainscott, NY 11975

  Gracious two-story traditional is conveniently located a very short distance from shopping, dining, and Jitney. This home is less than two miles to coveted Beach Lane and is centrally located between Bridgehampton, Sag Harbor and East Hampton. Built in 2006, the beautifully maintained 3,200+/- SF home has 4 inviting bedrooms and 3.5 immaculate baths. A light-filled open first floor plan includes

  Laura U. White Saunders & Associates

  16 E Gate Rd, Wainscott, NY 11975
• 

  

  /29

  $1,895,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  9 Helens Ln, Southampton, NY 11968

  Southampton Cove Retreat – Renovated 3BR with Water Views & Deck Just renovated! This stunning 3-bedroom, 2-bath home offers an open floor plan with brand-new floors and modern bathrooms. The spacious great room flows seamlessly to a large deck, perfect for entertaining or relaxing while enjoying serene water views. A bonus room on the first floor has a separate kitchenette and laundry. Located

  Nancy Pearson Sothebys Int'l Realty Hamptons

  9 Helens Ln, Southampton, NY 11968
• 

  

  /46

  $6,495,000

  • 7 Beds
  • 7.5 Baths
  • 6,000 Sq Ft

  142 Six Pole Hwy, Sag Harbor, NY 11963

  , Additional information: Separate Hotwater Heater:yes

  Nicole Tunick Douglas Elliman Real Estate

  142 Six Pole Hwy, Sag Harbor, NY 11963
• 

  

  /27

  $69,000,000

  • 6 Beds
  • 9 Baths
  • 7,500 Sq Ft

  125 Dune Rd, Bridgehampton, NY 11932

  Welcome to 125 Dune Road, a Kristen Farrell & Co design + build custom level new construction oceanfront home located on one of the most coveted streets in Bridgehampton. Designed to capture both sunrise and sunset, 125 Dune Road is under construction and will include a total of 15,000 +/- sq ft across all levels of indoor and outdoor space; 7,500 +/- sq ft of indoor finished space, 1,400 +/- sq

  Terry Cohen Compass

  125 Dune Rd, Bridgehampton, NY 11932
• 

  

  /15

  $1,350,000

  • 2 Beds
  • 2 Baths
  • 1,411 Sq Ft

  45 Wickatuck Dr, Sag Harbor, NY 11963

  A rare "original owner" jewel near Long Beach and Serene Green. Meticulously kept and full of potential, this cottage offers the perfect footprint for a Hamptons expansion. Attached garage, room for a pool, and unbeatable proximity to Sag Harbor's best farmstands and beaches. Your opportunity awaits.

  Denise Wilder Compass

  45 Wickatuck Dr, Sag Harbor, NY 11963
• 

  

  /15

  $25,000,000

  • 6 Beds
  • 7.5 Baths
  • 7,500 Sq Ft

  54 Jule Pond Dr, Southampton, NY 11968

  Set within the storied Fordune Estate, 54 Jule Pond Drive emerges as a significant waterfront offering in Southampton, an estate defined by scale, sweeping water views, and a deep connection to its surroundings. Fordune Estates, the prestigious enclave, was originally created as the 250-acre oceanfront retreat of Henry Ford II, grandson of the Ford Motor Company founder. Today it spans

  Jennifer Friedberg Compass

  54 Jule Pond Dr, Southampton, NY 11968

Showing Results 161 - 200, Page 5 of 6