Homes for Sale near The Hayground School

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  /21

  $1,495,000

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

  64 E Shore Rd, Southampton, NY 11968

  This wonderful beach house with views of Little Peconic Bay, is sited in a private beachfront community and across the street from bay beach access . 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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  /36

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 3,900 Sq Ft

  5 Bark Ct, Wainscott, NY 11937

  A rare turnkey retreat awaits on 1.25 professionally landscaped acres bordering protected nature preserves in Wainscott. Wide-plank white oak flooring flows beneath a clean, modern aesthetic, while every system, from Lutron lighting to five-zone Sonos audio, can be monitored and controlled remotely. Spa-inspired bathrooms reflect a refined European sensibility, and the chef's kitchen anchors

  Lee Leslie Concierge Auctions, LLC

  5 Bark Ct, Wainscott, NY 11937
• 

  

  

  /26

  $3,895,000

  Open Sat 10AM - 11:30AM $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,777 Sq Ft

  568 Old Sag Harbor Rd, Bridge Hampton, NY 11932

  Set at the end of a private driveway on 3.3 acres in Bridgehampton, this beautifully maintained traditional Hamptons residence offers approximately 4,000 square feet of timeless living space designed for comfort, entertaining, and year-round enjoyment. The home features a dramatic double-story entryway, four bedrooms including a first-floor bedroom with en-suite bath, a fully renovated kitchen,

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  568 Old Sag Harbor Rd, Bridge Hampton, NY 11932
• 

  

  

  /50

  $2,850,000

  • 4 Beds
  • 4.5 Baths
  • 2,636 Sq Ft

  20 Spinnaker Way, Southampton, NY 11968

  SOUTHAMPTON | PICTURE PERFECT POST MODERNSet down a long private country drive, this beautifully maintained Post Modern home offers the ideal Hamptons retreat, blending comfortable living with exceptional indoor and outdoor entertaining spaces. A dramatic double-height foyer welcomes you into the light-filled interior, where an open-concept layout seamlessly connects the great room with

  Angela Boyer Sothebys Int'l Realty Hamptons

  20 Spinnaker Way, Southampton, NY 11968
• 

  

  

  /28

  $23,995,000

  $1M PRICE INCREASE

  • 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
• 

  /2

  $1,695,000

  • Land
  • 2.64 Acres
  • $642,045 per Acre

  2236 Deerfield Rd, Sag Harbor, NY 11963

  2236 Deerfield Road presents a rare opportunity to build a custom Hamptons retreat on 2.64 private acres in one of Sag Harbor's most desirable locations. Set along a peaceful stretch of Deerfield Road and surrounded by upscale homes and natural landscape, the property offers the ideal balance of privacy, tranquility, and convenience. With ample space for a luxury residence and resort-style

  Jessica Vertullo Compass

  2236 Deerfield Rd, Sag Harbor, NY 11963
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  /22

  $2,195,000

  • 1 Bed
  • 1.5 Baths

  15 Church St Unit G-108, Sag Harbor, NY 11963

  This spacious one bedroom home on the garden level offers tremendous front-to-back light from the East and West and offers a spectacular open layout. Monthly common charges are $1,478 and yearly taxes are $3,150. The home's charming entrance is through a private garden off the beautifully landscaped courtyard. Bringing in the green surroundings, a dramatic glass solarium serves as the bright and

  Jeremy Dunham Compass

  15 Church St Unit G-108, Sag Harbor, NY 11963
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  /45

  $13,495,000

  • 6 Beds
  • 6.5 Baths
  • 6,000 Sq Ft

  36 Oakland Ave, Sag Harbor, NY 11963

  Newly constructed and set along the western-facing shoreline of Otter Cove, this exceptional Sag Harbor residence captures picturesque sunsets, tranquil water views, and the rare combination of waterfront living with immediate proximity to the Village. The 6-bedroom house sits in a quiet residential pocket overlooking lawns and water, yet is still located within moments of the harbor, its boats,

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  36 Oakland Ave, Sag Harbor, NY 11963
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  /24

  $3,795,000

  $355K PRICE DROP

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

  25 Harrison St, Sag Harbor, NY 11963

  Rich in history and beautifully updated for modern living, this charming 3-bedroom, 2-bath home sits on .38 acres in the heart of Sag Harbor Village. Thoughtfully enhanced by its current owner, the property features beautifully reimagined gardens, selected for a garden tour, a fully restored barn and a newly renovated first-floor bath. At the heart of the home, the chef's kitchen opens to a brick

  Katie Milligan Compass

  25 Harrison St, Sag Harbor, NY 11963
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  /2

  $1,250,000

  • 3 Beds
  • 1 Bath
  • 1,068 Sq Ft

  22 Chestnut St, Sag Harbor, NY 11963

  Nestled in the highly sought-after Pine Neck community, this "sweet" 1960s beach cottage offers a rare opportunity to capture a piece of original Hamptons charm. Set on a double corner lot, this property is a blank canvas awaiting a visionary touch to transform it into a modern coastal masterpiece. The residence maintains its authentic mid-century spirit, featuring a functional floorplan designed

  Nicole Tunick Douglas Elliman Real Estate

  22 Chestnut St, Sag Harbor, NY 11963
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  /42

  $7,850,000

  • 4 Beds
  • 5.5 Baths
  • 3,471 Sq Ft

  1052 Noyac Path, Water Mill, NY 11976

  Secreted within a hidden, private Hamptons enclave, minutes from three of the most coveted East End villages, discover "SkyBox," a once-in-a-lifetime opportunity to live in a secluded, published work of modern art, an artist compound like no other. This award-winning Water Mill creation, by the world-renowned team at 1100 Architect, is a hillside sculpture floating effortlessly on close

  Jack Pearson Compass

  1052 Noyac Path, Water Mill, NY 11976
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  /21

  $12,750,000

  $5M PRICE DROP

  • 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

  New Construction $31M PRICE INCREASE

  • 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
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  /27

  $15,950,000

  New Construction

  • 4 Beds
  • 5.5 Baths
  • 3,328 Sq Ft

  25 Bluff Point Rd, Sag Harbor, NY 11963

  5 Bluff Point Road is a remarkable new waterfront residence overlooking Morris Cove, where award-caliber architecture and waterfront living converge in one of Sag Harbor's most coveted settings. The home represents a thoughtful study in proportion, light, and connection to the surrounding landscape. Clad in cedar board-and-batten siding and complemented by a detached double-height garage of

  Benjamin Jordan Douglas Elliman Real Estate

  25 Bluff Point Rd, Sag Harbor, NY 11963
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  /48

  $14,695,000

  • 7 Beds
  • 10 Baths
  • 8,941 Sq Ft

  522 Wickapogue Rd, Southampton, NY 11968

  Newly constructed architectural showpiece in the heart of Southampton, where modern design meets the timeless elegance of Hamptons living. Set on one pristine acre with protected farmland vistas and distant Atlantic Ocean views, this exceptional estate offers over 8,800 square feet of meticulously crafted living space across three levels, featuring 7 bedrooms, 8 full baths, and 3 half

  Geoff Gifkins Nest Seekers International LLC

  522 Wickapogue Rd, Southampton, NY 11968
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  /16

  $8,800,000

  • 9 Beds
  • 11 Baths
  • 10,500 Sq Ft

  87 Castle Hill Ct, Southampton, NY 11968

  A rare opportunity to own one of Southampton’s most distinctive private compounds. Situated on approximately 5 acres, this extraordinary contemporary estate features two architecturally striking residences with a combined living area of approximately 10,500 square feet, dual swimming pools, exceptional privacy, and remarkable future potential. Experience exceptional luxury and privacy on this

  Ren Wang Sany Realty Group LLC

  87 Castle Hill Ct, Southampton, NY 11968
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  /25

  $1,820,000

  $375K PRICE DROP

  • 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
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  /13

  $2,500,000

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  51 Garden St, Sag Harbor, NY 11963

  Charming mid 1800s traditional perfectly situated within sight of Sag Harbor Cove and two blocks from the central business district on a double lot features a freestanding garage and room for a swimming pool. Original details and windows make this the historical restoration project about which you have always dreamed. Tucked away in a rear corner, the pre-existing and nonconforming siting of the

  Raymond Lord Douglas Elliman Real Estate

  51 Garden St, Sag Harbor, NY 11963
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  /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
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  /24

  $3,295,000

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

  51 Little Noyack Path, Water Mill, NY 11976

  Secluded and serene on 1.1 lush acres in Water Mill, this timeless 3 bedroom, 3 bath traditional home, thoughtfully renovated in 2024, blends classic Hamptons charm with a sleek, modern interior aesthetic. Mature trees and beautifully manicured grounds surround the property, while expansive mahogany decking and handsome stone patios create seamless indoor-outdoor living throughout. Step into a

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  51 Little Noyack Path, Water Mill, NY 11976
• 

  

  /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
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  /29

  $5,995,000

  • 2 Beds
  • 2.5 Baths
  • 1,931 Sq Ft

  15 Church St Unit PH320, Sag Harbor, NY 11963

  Occupying the entire 3rd floor of the southwest wing of the Watchcase Factory Lofts, this two-bedroom, two-and-a-half bath, over 1900SF Penthouse residence offers 3 exposures, a private rooftop terrace and exceptional sunlight. 10'+ old growth pine-beamed ceilings, exposed brick and numerous oversize 7-foot windows characterize this residence's inherent allure. There is nothing else like it in

  Jack Pearson Compass

  15 Church St Unit PH320, Sag Harbor, NY 11963
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  /9

  $3,995,000

  $405K PRICE DROP

  • Land
  • 10,454 Sq Ft
  • $16,645,833 per Acre

  11 Terry Dr, Sag Harbor, NY 11963

  A rare opportunity to craft your dream home on Sag Harbor Bay in the coveted Azurest community, now with permits in place for a 3,000 +/- SF custom beach house on 0.24 +/- acres! Enjoy waterfront living on Havens Beach with direct bay access, white sugar sand, and stunning views. Located just minutes from Sag Harbor Village and East Hampton Village, enjoy a convenient locale in a tranquil,

  Lori Schiaffino Compass

  11 Terry Dr, Sag Harbor, NY 11963
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  /14

  $1,998,999

  $750K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,970 Sq Ft

  203 Head of Pond Rd, Water Mill, NY 11976

  An extraordinary opportunity to create your dream waterfront estate in one of the Hamptons' most coveted locations. Nestled along the tranquil shores of Mill Pond in Water Mill. The home has been thoughtfully taken down to the studs, with an extensive renovation already underway. Architectural plans have been professionally designed to transform the residence into a stunning, modern Hamptons

  Liyah Deen Listing Pro Realty Services

  203 Head of Pond Rd, Water Mill, NY 11976
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  /2

  $1,375,000

  • Land
  • 1.4 Acres
  • $982,143 per Acre

  586 Route 114, East Hampton, NY 11937

  1.4 acre parcel available, the property can accommodate a substantial home, heated gunite pool and pool house. Start from scratch and create the home you have always dreamed of, all within a quick 5 minute drive of Sag Harbor Village as well as easy access to East Hampton.

  Mark Greenwald Saunders & Associates

  586 Route 114, East Hampton, NY 11937
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  /26

  $4,300,000

  • 6 Beds
  • 5 Baths
  • 5,247 Sq Ft

  2 Hilltop Ln, East Hampton, NY 11937

  This beautifully renovated 6 bedroom, 5 bathroom residence sits on 1.46 private acres in East Hampton and offers an exceptional blend of timeless elegance and modern luxury. Built in 2005 and extensively updated throughout 2025 and 2026, the home spans approximately 5,247 square feet of living space and features a thoughtful layout perfect for both grand entertaining and comfortable everyday

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  2 Hilltop Ln, East Hampton, NY 11937
• 

  

  /4

  $5,800,000

  • Land
  • 14.38 Acres
  • $403,310 per Acre

  1240 Majors Path, Southampton, NY 11968

  A Rare Hamptons Opportunity Awaits on Majors Path - Three 4+ Acre Lot Sub-Division in Process. Imagine standing on more than 14 acres of pristine Southampton land, where the only limits are the boundaries of your imagination. This 3-lot subdivision (single family residential zoning), offers savvy Buyers and visionary Builders alike, the rare combination of scale, flexibility, and prime

  Stacee Massoni Sothebys Int'l Realty Hamptons

  1240 Majors Path, Southampton, NY 11968
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  /6

  $2,950,000

  • Land
  • 2.41 Acres
  • $1,224,066 per Acre

  212 Little Noyac Path, Water Mill, NY 11976

  Water Mill North Land for Sale With Large Building EnvelopeSet on a generous 80,000 +/- sq. ft. parcel in Water Mill North, this vacant lot off Noyac Path offers a rare opportunity to build a substantial estate in an area defined by high-value neighboring properties. With CR-40 zoning and an expansive building envelope, the property is well suited for a significant new residence with

  Angela Boyer Sothebys Int'l Realty Hamptons

  212 Little Noyac Path, Water Mill, NY 11976
• 

  

  /30

  $39,950,000

  $32M PRICE DROP

  • 13 Beds
  • 19 Baths
  • 17,173 Sq Ft

  71 Cobb Ln, Water Mill, NY 11976

  Set on over 9 acres with 3,173 +/- feet of private shoreline on Burnett Creek, this generational estate offers an opportunity like no other in the Hamptons. Located along a private peninsula on Mecox Bay, the property presents the ultimate in setting and exclusivity. Designed by renowned architect Barnes Coy Architects, the 17,173 +/- sq. ft. residence has been meticulously maintained and

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  71 Cobb Ln, Water Mill, NY 11976
• 

  

  /26

  $2,795,000

  • 4 Beds
  • 4 Baths
  • 3,388 Sq Ft

  15 Laurel Ln, Sag Harbor, NY 11963

  Nestled on the edge of Sag Harbor Village within the celebrated 1200 Acre Long Pond Greenbelt, this 3,388 SF residence overlooks tranquil Lily Pond and offers a rare combination of privacy, nature, and convenience in the very center of the Hamptons. A soaring 30-foot entrance foyer welcomes you into a home designed for both entertaining and one floor everyday living. Wide-plank oak flooring, a

  Simon Harrison Simon Harrison Real Estate

  15 Laurel Ln, Sag Harbor, NY 11963
• 

  

  /6

  $25,900,000

  • 9 Beds
  • 11 Baths

  582 Halsey Ln, Bridge Hampton, NY 11932

  Set on 1.4 +/- western facing acres along prestigious Halsey Lane in Bridgehampton South, 582 Halsey Lane presents a rare opportunity to secure a fully envisioned new construction estate prior to completion. Thoughtfully designed with a comprehensive amenity package and exceptional attention to detail, the residence encompasses approximately 11,000 +/- square feet across three levels. The

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  582 Halsey Ln, Bridge Hampton, NY 11932
• 

  

  /17

  $5,250,000

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  21 E Shore Dr, Southampton, NY 11968

  A rare dual-waterfront opportunity in Southampton, this unique property offers direct frontage on both Little Peconic Bay and Fresh Pond, creating an exceptional setting with water on either side. With approximately 111 feet of sandy beach on the bay and a protected bulkhead with dock, the property provides immediate access to open water while also offering a more sheltered environment for

  Enzo Morabito Douglas Elliman Real Estate

  21 E Shore Dr, Southampton, NY 11968
• 

  

  /28

  $3,595,000

  $400K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,742 Sq Ft

  1824 Majors Path, Southampton, NY 11968

  Stunning 4-Bedroom with Pool, 1.35+/- Acres on Majors Path, SouthamptonWelcome to this beautifully renovated and gated Southampton retreat where modern luxury meets timeless Hamptons style. Set on 1.35+/- private acres, this meticulously maintained two-story home offers exceptional indoor and outdoor living, 4 bedrooms, 4 full baths, and 1 half bath. Highlights include a brand-new Gunite

  Craig Beem Brown Harris Stevens Hamptons

  1824 Majors Path, Southampton, NY 11968
• 

  

  /33

  $4,495,000

  • 5 Beds
  • 5.5 Baths
  • 5,260 Sq Ft

  44 Ocean View Pkwy, Southampton, NY 11968

  Just imagine pulling into your gated, stunning, traditional home in Southampton. Spread across 2.2 acres on one of the most prestigious streets in the Hamptons, the feeling you get when you arrive at the front door can be described in one word: home. This cedar-shingled traditional boasts a gated entry, private driveway, and a thoughtful layout perfect for both relaxation and entertaining.

  Vincent Horcasitas Saunders & Associates

  44 Ocean View Pkwy, Southampton, NY 11968
• 

  

  /24

  $3,850,000

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft

  1 Carver St, Sag Harbor, NY 11963

  Coastal Sophistication: Modern Masterpiece in Sag Harbor VillagePerched at one of the village's highest points, 1 Carver Street is an architectural sanctuary designed for the sophisticated entertainer. This light-drenched contemporary balances gallery-style aesthetics with the vibrant, walkable energy of Sag Harbor Village. A soaring atrium with a custom white oak staircase connects two

  Nicole Tunick Douglas Elliman Real Estate

  1 Carver St, Sag Harbor, NY 11963
• 

  

  /25

  $15,500,000

  $2M PRICE DROP

  • 8 Beds
  • 9.5 Baths
  • 11,726 Sq Ft

  2 W Water St, Sag Harbor, NY 11963

  Presenting a truly exceptional waterfront offering at 2 West Water Street, Residence B, this remarkable property spans approximately 11,723± sq. ft. of thoughtfully designed interior and exterior living space. Created by J. Bialsky Premier Design & Development in collaboration with award-winning Andre Kikoski Architect, this turnkey residence represents a sophisticated blend of innovative

  Zach Elliott Nest Seekers LLC

  2 W Water St, Sag Harbor, NY 11963
• 

  

  /45

  $10,750,000

  • 7 Beds
  • 9 Baths
  • 8,142 Sq Ft

  37 Tiffany Way, Water Mill, NY 11976

  At the end of a quiet cul-de-sac, just minutes from Bridgehampton Village, this exceptional estate has been completely reimagined through a meticulous down-to-the-studs renovation completed just two years ago. Set on a beautifully landscaped acre, the residence balances architectural scale with a warmth that immediately feels like home. A soaring double-height entry introduces light-filled

  Lillian Holtzclaw Compass

  37 Tiffany Way, Water Mill, NY 11976
• 

  

  /27

  $4,795,000

  • 3 Beds
  • 2.5 Baths
  • 3,170 Sq Ft

  14 Wood Edge Ct, Water Mill, NY 11976

  ** 4 Bedroom Septic per DOH stamp on original survey**. Surrounded by distinguished estate-like properties, this meticulously curated elegant residence offers the quintessential Hamptons lifestyle. Characterized by timeless shingle-style architecture and pristine, professionally designed grounds, spanning 1.35 acres of absolute privacy. Freshly painted in June 2026 from its classic cedar shingles

  Patty Oakley Saunders & Associates

  14 Wood Edge Ct, Water Mill, NY 11976
• 

  

  /27

  $8,500,000

  • 4 Beds
  • 3 Baths
  • 3,059 Sq Ft

  15 Little Cobb Rd, Water Mill, NY 11976

  Perched on a hill overlooking breathtaking Mill Creek and Mecox Bay, 15 Little Cobb Road offers a rare combination of panoramic waterfront views, privacy, and history in the heart of Water Mill. Set in an X flood zone with no wetlands and fully bulkheaded, this exceptional property enjoys peace of mind along with one of the most beautiful outlooks on the East End. Once home to Toby and Dan

  Martha Gundersen Douglas Elliman Real Estate

  15 Little Cobb Rd, Water Mill, NY 11976

Showing Results 161 - 200, Page 5 of 6