Wainscott, NY Homes

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  /46

  $7,900,000

  New Construction

  • 7 Beds
  • 10 Baths
  • 6,350 Sq Ft

  21 Westwood Rd, Wainscott, NY 11975

  Experience a one-of-a-kind modern retreat offering a true resort experience, wrapped in tranquility, privacy, and elevated design. Set at the end of a long, wooded driveway on 1.4 acres south of the highway, this brand-new 7-bedroom, 10-bathroom estate delivers architectural drama, refined luxury, and the full Hamptons resort lifestyle and is just minutes from East Hampton Village, Wainscott

  Dave Barkstedt Serhant East End LLC

  21 Westwood Rd, Wainscott, NY 11975
• 

  

  

  /15

  $140,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft
  • House for Rent

  14 Elishas Path, Wainscott, NY 11975

  Private oasis South of the Highway in Wainscott. Completely renovated and upgraded with top-of-the-line appliances and finishes for your summer relaxing and enjoyment. Modern open concept on a cul-de-sac location, 1.2 acres of land, this beautiful, elegant house features 4 bedrooms, 3.5 bathrooms with a lower level in-suite with separate entrance. Enjoy the park-like outdoors with ample decking

  Amelia Doggwiler Brown Harris Stevens Hamptons

  14 Elishas Path, Wainscott, NY 11975
• 

  $3,510,000

  Sold May 15, 2026

  40 Daniels Hole Rd, East Hampton, NY 11937

  • 7 Beds
  • 4.5 Baths
  • 3,200 Sq Ft
  • Built 1989

  Last Sold Summary

  • 17% Above List Price
  • $1,097/SF
  • 38 Days On Market

  Current Estimated Value $3,369,000

  Last Listing Agent Dana Trotter The Agency Hamptons

  40 Daniels Hole Rd, East Hampton, NY 11937
• 

  Est $2,656,000

  Not Listed For Sale

  12 S Breeze Dr Unit 2, East Hampton, NY 11937

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  12 S Breeze Dr Unit 2, East Hampton, NY 11937

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent James Blueweiss Brown Harris Stevens Hamptons
• 

  

  

  /27

  $3,895,000

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

  43 Westwood Rd, Wainscott, NY 11975

  On a quiet lane, this newly renovated home blends modern design with relaxed Hamptons living. Clean architectural lines, sunlit interiors, and seamless indoor-outdoor flow define this stylish south-of-the-highway retreat near Sag Harbor, Bridgehampton, and East Hampton Village. Set on a shy half acre, the home offers 4 bedrooms, 4 baths, and 3,400 +/- sq. ft. of living space with room to expand.

  Nancy Mizrahi Saunders & Associates

  43 Westwood Rd, Wainscott, NY 11975
• 

  

  /28

  $95,000 Per Month

  • 4 Beds
  • 3 Baths
  • House for Rent

  47 W Gate Rd, Wainscott, NY 11975

  Wainscott Opportunity - Traditional Home with pool on nearly a half-acre in the heart of Wainscott. The home offers an open and inviting layout that is ideal for entertaining. The spacious living areas flow seamlessly, with natural light enhancing the home's warm character. There is a cozy den and bedroom on the main level with a full bath. On the second level, there is an ensuite primary bedroom

  47 W Gate Rd, Wainscott, NY 11975
• 

  $5,450,000

  Sold Aug 27, 2025

  12 Rolling Wood Ln, East Hampton, NY 11937

  • 7 Beds
  • 10.5 Baths
  • 8,200 Sq Ft
  • Built 2023

  Last Sold Summary

  • 7% Below List Price
  • $665/SF
  • 43 Days On Market

  Current Estimated Value $2,451,734

  Last Listing Agent Justin Agnello Douglas Elliman Real Estate

  12 Rolling Wood Ln, East Hampton, NY 11937
• 

  Est $4,694,667

  Not Listed For Sale

  401 Route 114, East Hampton, NY 11937

  • 6 Beds
  • 6.5 Baths
  • 4,865 Sq Ft
  • Built 1998

  401 Route 114, East Hampton, NY 11937

  Last Sold Summary

  • 171 Days On Market

  Last Listing Agent Timothy Burch Brown Harris Stevens Hamptons
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  /33

  $7,995,000

  $500K PRICE DROP

  • 7 Beds
  • 7.5 Baths
  • 7,366 Sq Ft

  7 Lee Ln, Wainscott, NY 11975

  Ready for immediate occupancy and fully furnished. Stunning new construction from renowned Hamptons Paramount Development Group, South of the Highway in Wainscott. Sited on a flag lot off the end of a cul-de-sac and surrounded by scenic easement, this brand-new home has 7,366 +/- sq. ft. of living space on 3 levels with 7 bedrooms, 7.5 baths, an attached 2-car garage, and heated saltwater pool

  Vincent Horcasitas Saunders & Associates

  7 Lee Ln, Wainscott, NY 11975
• 

  

  /23

  $45,000 Per Month

  • 4 Beds
  • 4 Baths
  • 3,500 Sq Ft
  • House for Rent

  9 Debras Way, Wainscott, NY 11975

  This beautifully maintained property offers the perfect blend of comfort, style, and privacy on a quiet cul-de-sac just minutes from world-class beaches, farmstands, East Hampton, Sag Harbor and Sagaponack villages. Step inside to an inviting, sun-filled interior with an open living layout, high ceilings, and seamless indoor–outdoor flow. The home features generously sized bedrooms, updated

  Andrey Trigubovich Douglas Elliman Real Estate

  9 Debras Way, Wainscott, NY 11975
• 

  $2,000,000

  Sold Sep 19, 2025

  49 Sayres Path, Wainscott, NY 11975

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Built 1960

  Last Sold Summary

  • 20% Below List Price
  • $1,600/SF
  • 52 Days On Market

  Current Estimated Value $2,053,680

  Last Listing Agent Marie Breslin O Kane Realty

  49 Sayres Path, Wainscott, NY 11975
• 

  Not Listed For Sale

  93 Wainscott Rd NW, East Hampton, NY 11937

  • 4 Beds
  • 4 Baths
  • 2,300 Sq Ft
  • Built 1991

  93 Wainscott Rd NW, East Hampton, NY 11937

  Last Sold Summary

  • 255 Days On Market

  Last Listing Agent Bryan Midlam Compass
• 

  

  /32

  $6,400,000

  $195K PRICE DROP

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

  26 Osborn Farm Ln, Wainscott, NY 11975

  Relax in style "south of the highway", in this western facing home on a protected agricultural preserve all within a mile of East Hampton's famed Beach Lane beach and Wainscott Main Street. The endless sunsets will awaken the artist in you while you enjoy this charming traditional four bedroom home on a quiet lane off Sayre's Path. Featuring a heated saltwater pool, second floor primary

  Lawrence Haag Compass

  26 Osborn Farm Ln, Wainscott, NY 11975
• 

  

  /21

  $20,000 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  139 Rte 114, Wainscott, NY 11937

  Enjoy classic Hamptons charm in this updated traditional farmhouse with peach tree views. Minutes from the shops and restaurants of East Hampton Village, this three bedroom, two bath home offers a timeless take on the easy breezy summer days of simpler times out here. A newly renovated kitchen is at the heart of the home and spacious living areas lead to a large private deck out back, perfect for

  139 Rte 114, Wainscott, NY 11937
• 

  $1,995,000

  Sold Apr 21, 2026

  28 Ridge Rd, East Hampton, NY 11937

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1990

  Last Sold Summary

  • 17% Below List Price
  • $1,108/SF
  • 179 Days On Market

  Current Estimated Value $1,971,819

  Last Listing Agent Timothy O'Connor Brown Harris Stevens Hamptons

  28 Ridge Rd, East Hampton, NY 11937
• 

  Est $1,821,500

  Not Listed For Sale

  8 Bathgate Rd, Wainscott, NY 11975

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1976

  8 Bathgate Rd, Wainscott, NY 11975

  Last Sold Summary

  • 400 Days On Market

  Last Listing Agent Meegan Darby Corcoran
• 

  

  /24

  $3,295,000

  $200K PRICE DROP

  • 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
• 

  Not Listed For Sale

  581 Wainscott-Northwest Rd, Wainscott, NY 11975

  • 6 Beds
  • 5.5 Baths
  • Built 2022

  581 Wainscott-Northwest Rd, Wainscott, NY 11975

  Last Sold Summary

  • 567 Days On Market

  Last Listing Agent Enzo Morabito Douglas Elliman Real Estate
• 

  

  /12

  $3,995,000

  Pending

  • Land
  • 1.1 Acres
  • $3,631,818 per Acre

  48 Sayre's Path, Wainscott, NY 11975

  West facing flag lot with 180' abutting agriculture reserve. This 1.1-acre parcel is 100 percent clearable and will accommodate a 3,945 square foot house with pool and pool house. Exactly 1.5 miles to Beach Lane Ocean, on the way stop at Babinski's farm stand.

  Shannan M. North Brown Harris Stevens Hamptons

  48 Sayre's Path, Wainscott, NY 11975
• 

  Est $1,331,873

  Not Listed For Sale

  25 Ridge Rd, Wainscott, NY 11975

  • 3 Beds
  • 2 Baths
  • Built 1985

  25 Ridge Rd, Wainscott, NY 11975

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Tina DeVita Signature Premier Properties
• 

  

  /6

  $4,350,000

  Pending

  • Land
  • 11.8 Acres
  • $368,644 per Acre

  550 / 549 Wainscott Northwest Rd, Wainscott, NY 11975

  PRIME 11.8 ACRE PARCEL IN EAST HAMPTON, ALOT OF POTENTIAL FOR INVESTORS/DEVELOPERS. OFFERING PRIVACY AND ENDLESS POSSIBILITIES. IDEAL FOR A CUSTOM ESTATE OR RETREAT, MINUTES FROM BEACHES, SHOPS, AND VILLAGE AMENITIES. INCLUDES 0.10 ACRE LOT ACROSS STREET.

  Ximena Ibarra Real Estate Classic LLC

  550 / 549 Wainscott Northwest Rd, Wainscott, NY 11975
• 

  Not Listed For Sale

  570 Wainscott Rd NW, Wainscott, NY 11975

  • 4 Beds
  • 6.5 Baths
  • 2,845 Sq Ft
  • Built 2009

  570 Wainscott Rd NW, Wainscott, NY 11975

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Timothy Burch Brown Harris Stevens Hamptons
• 

  

  /18

  $1,750,000

  Pending

  • 3 Beds
  • 2 Baths

  11 Oakwood Ct, Wainscott, NY 11975

  Set on a full acre in Wainscott South, this charming traditional saltbox-style home offers a rare opportunity on a quiet cul-de-sac just moments from pristine ocean beaches. Surrounded by established estates, the property presents outstanding potential with flat topography, ample room for a pool and pool house, and a generous building envelope should you wish to expand or rebuild. The existing

  Mark Greenwald Saunders & Associates

  11 Oakwood Ct, Wainscott, NY 11975
• 

  Not Listed For Sale

  492 Route 114, Wainscott, NY 11975

  • 4 Beds
  • 5.5 Baths
  • Built 2004

  492 Route 114, Wainscott, NY 11975

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent marcy braun Douglas Elliman Real Estate
• 

  /2

  $5,995,000

  Pending

  • Land
  • 1.73 Acres
  • $3,465,318 per Acre

  75 Wainscott Main St, Wainscott, NY 11975

  In the land of the big ground nuts also known as potato fields and behind the historic Wainscott Chapel is an untouched 1.73-acre parcel cleared with 175' of north facing farm views. This lot will accommodate a 6,236 square foot residence with room for pool and pool house. Less than 1 mile to Beach Lane Ocean with a fantastic farm stand on the route.

  Shannan M. North Brown Harris Stevens Hamptons

  75 Wainscott Main St, Wainscott, NY 11975
• 

  Est $2,537,628

  Not Listed For Sale

  484 E Hampton Sag Harbor Turnpike, East Hampton, NY 11937

  • 4 Beds
  • 3.5 Baths
  • Built 1980

  484 E Hampton Sag Harbor Turnpike, East Hampton, NY 11937

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Simone Doroski Nest Seekers International LLC
• 

  /2

  $2,995,000

  • Land
  • 27,878 Sq Ft
  • $4,679,688 per Acre

  80 Westwood Rd, Wainscott, NY 11975

  A rare opportunity in coveted Wainscott South. Set on approximately 0.64± acres south of the highway, this property offers the perfect canvas to create your dream Hamptons retreat just 1.5 miles from pristine ocean beaches. Nestled in one of Wainscott's most sought-after locations and surrounded by picturesque farmland, the setting is peaceful, private, and quintessentially Hamptons. An

  Christopher Burnside Brown Harris Stevens Hamptons

  80 Westwood Rd, Wainscott, NY 11975
• 

  Est $5,872,667

  Not Listed For Sale

  12 Rolling Wood Ln, East Hampton, NY 11937

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1986

  12 Rolling Wood Ln, East Hampton, NY 11937

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent marcy braun Douglas Elliman Real Estate
• 

  

  /29

  $14,500,000

  • 6 Beds
  • 10 Baths
  • 5,337 Sq Ft

  28 Roxbury La, East Hampton, NY 11937

  Masterfully conceived and executed by Daniel B. Scotti Design & Development, this custom estate is privately set on nearly an acre along a quiet lane in Wainscott, just 1.25 miles from Beach Lane. Encompassing approximately 8,000 square feet across three beautifully finished levels, the six-bedroom residence combines classic Hamptons architecture with exceptional craftsmanship and a highly

  Dana Trotter The Agency Hamptons

  28 Roxbury La, East Hampton, NY 11937
• 

  Est $3,393,000

  Not Listed For Sale

  29 Georgica Woods Ln, Wainscott, NY 11975

  • 4 Beds
  • 4 Baths
  • Built 1991

  29 Georgica Woods Ln, Wainscott, NY 11975

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Enzo Morabito Douglas Elliman Real Estate
• 

  

  /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
• 

  Not Listed For Sale

  777 Route 114, Wainscott, NY 11937

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 1981

  777 Route 114, Wainscott, NY 11937

  Last Sold Summary

  • 95 Days On Market

  Last Listing Agent Mary Ellen Mcguire Brown Harris Stevens Hamptons
• 

  

  /4

  $5,995,000

  $1M PRICE DROP

  • Land
  • 1.9 Acres
  • $3,155,263 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
• 

  Not Listed For Sale

  528 Wainscott Nw Rd, Wainscott, NY 11975

  • 5 Beds
  • 5 Baths
  • 4,800 Sq Ft
  • Built 2000

  528 Wainscott Nw Rd, Wainscott, NY 11975

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Raymond Lord Douglas Elliman Real Estate
• 

  

  /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
• 

  Est $2,690,667

  Not Listed For Sale

  9 Ardsley Rd, Wainscott, NY 11975

  • 4 Beds
  • 3.5 Baths
  • Built 1999

  9 Ardsley Rd, Wainscott, NY 11975

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Kris Pilles East End Luxury Ltd
• 

  

  /11

  $1,590,000

  Pending

  • 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
• 

  Est $3,248,000

  Not Listed For Sale

  12 Sachem's Path, Wainscott, NY 11975

  • 4 Beds
  • 4.5 Baths
  • 2,600 Sq Ft
  • Built 2000

  12 Sachem's Path, Wainscott, NY 11975

  Last Sold Summary

  • 147 Days On Market

  Last Listing Agent William Wolff Douglas Elliman Real Estate
• 

  

  /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
• 

  Est $2,718,999

  Not Listed For Sale

  4 Glen Oak Ct, East Hampton, NY 11937

  • 4 Beds
  • 4.5 Baths
  • 3,300 Sq Ft
  • Built 1986

  4 Glen Oak Ct, East Hampton, NY 11937

  Last Sold Summary

  • 98 Days On Market

  Last Listing Agent Hara Kang Douglas Elliman Real Estate

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