Woodbury, NY Homes

• 

  

  

  /34

  $1,525,000

  $25K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,170 Sq Ft

  10 Clemson Ln, Woodbury, NY 11797

  Expanded Splanch with Endless Possibilities in the Syosset School District! Offering approximately 3,170 square feet of versatile living space on .21 acres, this beautifully expanded Splanch is designed to accommodate today's evolving lifestyles. Featuring 5 spacious bedrooms and 3.5 baths, this exceptional home offers the flexibility of two primary bedroom suites—ideal for multi-generational

  Fran Mazer Compass Greater NY LLC

  10 Clemson Ln, Woodbury, NY 11797
• 

  $967,000

  Sold Jun 11, 2026

  84 Aspen Dr W, Woodbury, NY 11797

  • 4 Beds
  • 2.5 Baths
  • 2,145 Sq Ft
  • Built 1979

  Last Sold Summary

  • 10% Above List Price
  • $451/SF
  • 9 Days On Market

  Current Estimated Value $890,000

  Last Listing Agent Jennie Katz Blue Island Homes NY LLC

  84 Aspen Dr W, Woodbury, NY 11797
• 

  Est $3,040,890

  Not Listed For Sale

  82 Cypress Dr, Woodbury, NY 11797

  • 7 Beds
  • 4.5 Baths
  • 5,644 Sq Ft
  • Built 1926

  82 Cypress Dr, Woodbury, NY 11797

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Fran Mazer Compass Greater NY LLC
• 

  

  

  /50

  $2,548,000

  $452K PRICE DROP

  • 5 Beds
  • 6.5 Baths
  • 5,741 Sq Ft

  21 Chauncey Place, Woodbury, NY 11797

  Welcome to this exceptional custom-built Colonial nestled in the highly sought-after Swan Lake development of Woodbury, located within the award-winning Syosset School District. Boasting approximately 6,000 square feet of thoughtfully designed living space, this magnificent residence offers 12 spacious rooms, including 5 generously sized bedrooms—each featuring its own walk-in closet—and 6 full

  Robert Korber Signature Premier Properties

  21 Chauncey Place, Woodbury, NY 11797
• 

  $980,000

  Sold Sep 25, 2025

  235 Woodbury Rd, Woodbury, NY 11797

  • 4 Beds
  • 3 Baths
  • 2,332 Sq Ft
  • Built 1923

  Last Sold Summary

  • 2% Below List Price
  • $420/SF
  • 22 Days On Market

  Current Estimated Value $1,077,851

  Last Listing Agent Peter Grosso RE/MAX Integrity Leaders

  235 Woodbury Rd, Woodbury, NY 11797
• 

  Est $1,709,365

  Not Listed For Sale

  3 Hunting Hill Rd, Woodbury, NY 11797

  • 5 Beds
  • 2.5 Baths
  • 2,909 Sq Ft
  • Built 1967

  3 Hunting Hill Rd, Woodbury, NY 11797

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Barbara Drucker Douglas Elliman Real Estate
• 

  

  /26

  $2,199,000

  Pending

  • 6 Beds
  • 3.5 Baths
  • 3,994 Sq Ft

  251 Baird Ct, Woodbury, NY 11797

  Welcome to 251 Baird Court, nestled in the heart of Woodbury. This spacious 6-bedroom, 3.5-bathroom home offers the perfect blend of comfort, functionality, and outdoor living. Inside, you'll find a thoughtfully designed layout featuring a welcoming eat-in kitchen, a formal dining room ideal for entertaining, and generously sized bedrooms that provide ample space for family and guests. Additional

  David Cohen Corcoran SRG Residential

  251 Baird Ct, Woodbury, NY 11797
• 

  $1,825,000

  Sold Feb 02, 2026

  54 Three Ponds Ln W, Woodbury, NY 11797

  • 3 Beds
  • 3.5 Baths
  • 2,625 Sq Ft
  • Built 2022

  Last Sold Summary

  • $695/SF
  • 3 Days On Market

  Last Listing Agent Zach Elliott Nest Seekers LLC

  54 Three Ponds Ln W, Woodbury, NY 11797
• 

  Est $1,883,276

  Not Listed For Sale

  15 Hunting Hill Rd, Woodbury, NY 11797

  • 5 Beds
  • 3.5 Baths
  • 3,174 Sq Ft
  • Built 1966

  15 Hunting Hill Rd, Woodbury, NY 11797

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Alexa Nicolette Signature Premier Properties
• 

  

  /28

  $1,379,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft

  49 Canterbury Rd, Woodbury, NY 11797

  Luxury Living, Incredible Outdoor Space & Endless Potential in WoodburyWelcome to 49 Canterbury Road, an expanded split-level residence offering exceptional space, a spectacular resort-style backyard, and the opportunity to make this well-maintained home your own in one of Woodbury's most desirable neighborhoods within the Syosset School District.Set on beautifully landscaped

  Danielle Taylor Vantage Realty Partners

  49 Canterbury Rd, Woodbury, NY 11797
• 

  $2,950,000

  Sold Dec 02, 2025

  22 Woodbury Farms Dr, Woodbury, NY 11797

  • 5 Beds
  • 3.5 Baths
  • 4,156 Sq Ft
  • Built 1997

  Last Sold Summary

  • 9% Below List Price
  • $710/SF
  • 49 Days On Market

  Current Estimated Value $2,890,189

  Last Listing Agent Fran Mazer Compass Greater NY LLC

  22 Woodbury Farms Dr, Woodbury, NY 11797
• 

  Est $2,155,917

  Not Listed For Sale

  98 Cypress Dr, Woodbury, NY 11797

  • 5 Beds
  • 3.5 Baths
  • 4,130 Sq Ft
  • Built 1968

  98 Cypress Dr, Woodbury, NY 11797

  Last Sold Summary

  Last Listing Agent Fran Mazer Compass Greater NY LLC
• 

  

  /49

  $1,750,000

  $50K PRICE DROP Pending

  • 5 Beds
  • 3.5 Baths
  • 2,603 Sq Ft

  28 Elm St, Woodbury, NY 11797

  Elegant Move-In-Ready Ranch with Pool, Office, and Full Finished Basement in the Syosset School District.Welcome to 28 Elm Street, a beautifully renovated five-bedroom, three-bath ranch offering the perfect combination of modern design, functionality, and timeless comfort. Located on a quiet, tree-lined street in one of Woodbury’s most desirable neighborhoods, this home is ideal for everyday

  Sima Levy Nest Seekers LLC

  28 Elm St, Woodbury, NY 11797
• 

  $770,000

  Sold Apr 21, 2026

  7 Village Ln, Woodbury, NY 11797

  • 3 Beds
  • 2.5 Baths
  • 1,488 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Below List Price
  • $517/SF
  • 60 Days On Market

  Last Listing Agent Nadia Chai Coldwell Banker American Homes

  7 Village Ln, Woodbury, NY 11797
• 

  Est $998,972

  Not Listed For Sale

  230 Woodbury Rd, Woodbury, NY 11797

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 1966

  230 Woodbury Rd, Woodbury, NY 11797

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Michael Pascullo Douglas Elliman Real Estate
• 

  

  /41

  $869,999

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  104 Woodlake Dr W, Woodbury, NY 11797

  Enjoy Country Club Living with amenities galore.This Updated Condo in Desirable Woodland Pond Convenient to all Features A Newer Stainless Steel Granite Eat in Kitchen with Excessive White cabinetry,3 Updated Bathrooms,Hard Wood Floors,Beautiful Mill work,Large Formal Dining Room,Step Down Living Room/Den with Ose to Trex Deck,Vaulted Ceiling,Skylight.Minutes to Shopping ,Restaurants,Public

  Lenny Rosenfeld Douglas Elliman Real Estate

  104 Woodlake Dr W, Woodbury, NY 11797
• 

  $1,400,000

  Sold May 18, 2026

  26 Roseanne Dr, Woodbury, NY 11797

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 1981

  Last Sold Summary

  • 12% Above List Price
  • $500/SF
  • 9 Days On Market

  Current Estimated Value $1,267,050

  Last Listing Agent Yiyi Zhang E Realty International Corp

  26 Roseanne Dr, Woodbury, NY 11797
• 

  Est $1,792,000

  Not Listed For Sale

  28 Hillside Ave, Woodbury, NY 11797

  • 5 Beds
  • 4 Baths
  • 864 Sq Ft
  • Built 2022

  28 Hillside Ave, Woodbury, NY 11797

  Last Sold Summary

  • 85 Days On Market

  Last Listing Agent Catherine Horan Signature Premier Properties
• 

  

  /35

  $1,899,000

  $200K PRICE DROP Pending

  • 4 Beds
  • 4.5 Baths
  • 2,707 Sq Ft

  1 the Brae, Woodbury, NY 11797

  Discover the perfect blend of mid-century elegance and expansive potential at 1 The Brae. Nestled on a sprawling 1.00-acre lot in one of Woodbury’s most coveted neighborhoods, this 4-bedroom, 5-bathroom residence offers a rare sanctuary of privacy and grace. Built in 1958 and spanning 2,707 square feet across two levels, the home features a thoughtful layout with a cozy fireplace and a versatile

  Batul Morbi Compass Greater NY LLC

  1 the Brae, Woodbury, NY 11797
• 

  $950,000

  Sold Sep 04, 2025

  25 A Winthrop Dr, Woodbury, NY 11797

  • 5 Beds
  • 2 Baths
  • 1,923 Sq Ft
  • Built 1973

  Last Sold Summary

  • 21% Below List Price
  • $494/SF
  • 101 Days On Market

  Current Estimated Value $1,173,000

  Last Listing Agent Debra Newton Signature Premier Properties

  25 A Winthrop Dr, Woodbury, NY 11797
• 

  Est $1,896,765

  Not Listed For Sale

  102 Cypress Dr, Woodbury, NY 11797

  • 5 Beds
  • 3 Baths
  • 4,073 Sq Ft
  • Built 1961

  102 Cypress Dr, Woodbury, NY 11797

  Last Sold Summary

  • 160 Days On Market

  Last Listing Agent Fran Mazer Compass Greater NY LLC
• 

  

  /48

  $1,249,999

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,182 Sq Ft

  48 Chestnut Ln, Woodbury, NY 11797

  Perfectly situated in The Greens at Woodbury, this beautiful 3-bedroom, 3.5-bath Aspen model offers an exceptional location near the cul-de-sac and community pool, along with a private backyard setting.The sun-filled interior showcases a sleek, modern aesthetic with hardwood floors throughout. At the heart of the home is a brand-new designer eat-in kitchen featuring custom cabinetry,

  Jared Sarney Corcoran SRG Residential

  48 Chestnut Ln, Woodbury, NY 11797
• 

  $715,000

  Sold Apr 29, 2026

  61 Estate Ct, Woodbury, NY 11797

  • 3 Beds
  • 2.5 Baths
  • 2,159 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $331/SF
  • 25 Days On Market

  Last Listing Agent Tim Lau Daniel Gale Sothebys Intl Rlty

  61 Estate Ct, Woodbury, NY 11797
• 

  Est $1,960,775

  Not Listed For Sale

  3 Lori Ct, Woodbury, NY 11797

  • 5 Beds
  • 3 Baths
  • 3,506 Sq Ft
  • Built 1961

  3 Lori Ct, Woodbury, NY 11797

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Amy Maximov BH&G R E Realty Connect
• 

  

  /22

  $1,180,000

  • 3 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  71 Eagle Chase, Woodbury, NY 11797

  Welcome to 71 Eagle Chase, a beautiful home in the prestigious 24-hour gated Eagle Chase community, featuring 3 bedrooms and 2.5 bathrooms. Enter through grand double doors into a bright, open-concept layout with soaring vaulted ceilings and a skylight that fills the space with natural light. The main level includes a guest bedroom with a private balcony, a home office, and a powder room. The

  Amber Lin Keller Williams Rlty Landmark

  71 Eagle Chase, Woodbury, NY 11797
• 

  $2,347,500

  Sold Feb 27, 2026

  12 Orchard Dr, Woodbury, NY 11797

  • 5 Beds
  • 3.5 Baths
  • 2,633 Sq Ft
  • Built 1959

  Last Sold Summary

  • 5% Below List Price
  • $892/SF
  • 30 Days On Market

  Current Estimated Value $2,293,129

  Last Listing Agent Zach Elliott Nest Seekers LLC

  12 Orchard Dr, Woodbury, NY 11797
• 

  Est $1,881,057

  Not Listed For Sale

  24 Pine Dr, Woodbury, NY 11797

  • 3 Beds
  • 2 Baths
  • 2,005 Sq Ft
  • Built 1957

  24 Pine Dr, Woodbury, NY 11797

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Barry Paley Keller Williams Points North
• 

  

  /27

  $719,000

  $30K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  12 Hampton Way, Woodbury, NY 11797

  Enjoy a country club lifestyle in the desirable Woodbury Village Community with Syosset Schools! Summer fun can be found in the outdoor pool, tennis, pickleball courts & playground! Move-In Ready, this spacious 2–3 bedroom, 2.5 bath townhouse features an eat in granite kitchen with stainless steel appliances & abundant cabinetry, kitchen bay window, vaulted ceilings & skylights. The open-concept

  Valerie Rosenblatt Daniel Gale Sothebys Intl Rlty

  12 Hampton Way, Woodbury, NY 11797
• 

  $1,575,000

  Sold Feb 24, 2026

  32 The Preserve, Woodbury, NY 11797

  • 3 Beds
  • 3.5 Baths
  • 3,064 Sq Ft
  • Built 2006

  Last Sold Summary

  • 13% Above List Price
  • $514/SF
  • 7 Days On Market

  Last Listing Agent Matthew Lenner Real Broker NY LLC

  32 The Preserve, Woodbury, NY 11797
• 

  Est $2,905,782

  Not Listed For Sale

  18 Pine Dr, Woodbury, NY 11797

  • 6 Beds
  • 4.5 Baths
  • 5,310 Sq Ft
  • Built 2003

  18 Pine Dr, Woodbury, NY 11797

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Qian Huang Lin Pan Realty Group LLC
• 

  

  /25

  $1,288,000

  • 4 Beds
  • 2 Baths
  • 1,713 Sq Ft

  17 Wren Dr, Woodbury, NY 11797

  Completely renovated and move-in ready! This stunning 4-bedroom, 3-bathroom home showcases a bright open floor plan with high-end finishes throughout. Features include a gorgeous new chef’s kitchen with quartz countertops, spacious living and dining areas, beautifully updated bathrooms, recessed lighting, hardwood floors, and a fully finished basement offering flexible living space. Located on a

  Ginny Jiang Skylux Realty Inc

  17 Wren Dr, Woodbury, NY 11797
• 

  $1,490,000

  Sold May 27, 2026

  21 Colgate Ln, Woodbury, NY 11797

  • 4 Beds
  • 3.5 Baths
  • 2,128 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Above List Price
  • $700/SF
  • 14 Days On Market

  Current Estimated Value $1,468,214

  Last Listing Agent Craig Bell BH&G R E Realty Connect

  21 Colgate Ln, Woodbury, NY 11797
• 

  Est $1,723,497

  Not Listed For Sale

  12 Elm St, Woodbury, NY 11797

  • 4 Beds
  • 3 Baths
  • 2,044 Sq Ft
  • Built 1955

  12 Elm St, Woodbury, NY 11797

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Patti Pascullo Douglas Elliman Real Estate
• 

  

  /21

  $849,888

  • 3 Beds
  • 2.5 Baths
  • 1,530 Sq Ft

  109 Aspen Dr E, Woodbury, NY 11797

  This Updated 3 Bedroom, 2.5 Bath Townhouse with a Full Finished Basement is located in The Woodlands Community within the Syosset School District! IT IS MOVE IN READY WITH A LOVELY SERENE LOCATION! The home has many upgrades such as Oak Hardwood Flooring and Recessed Lighting Throughout. The Eat in Kitchen has Granite Countertops, a Granite Island and Stainless-Steel Appliances. Continuing on the

  Laura Bloom Douglas Elliman Real Estate

  109 Aspen Dr E, Woodbury, NY 11797
• 

  $1,350,000

  Sold Feb 23, 2026

  2 Joan Ct, Woodbury, NY 11797

  • 4 Beds
  • 2.5 Baths
  • 2,784 Sq Ft
  • Built 1981

  Last Sold Summary

  • 8% Above List Price
  • $485/SF
  • 7 Days On Market

  Current Estimated Value $1,419,780

  Last Listing Agent Vivian Li Prospes Real Estate Corp

  2 Joan Ct, Woodbury, NY 11797
• 

  Est $3,710,175

  Not Listed For Sale

  9 Fox Meadow Ct, Woodbury, NY 11797

  • 6 Beds
  • 6.5 Baths
  • 6,146 Sq Ft
  • Built 2007

  9 Fox Meadow Ct, Woodbury, NY 11797

  Last Sold Summary

  • 109 Days On Market

  Last Listing Agent Fran Mazer Compass Greater NY LLC
• 

  

  /33

  $2,895,000

  • 6 Beds
  • 5.5 Baths
  • 5,289 Sq Ft

  7 Windemere Crest, Woodbury, NY 11797

  Welcome to this stunning, fully gut-renovated Contemporary nestled on one of the largest lots in the prestigious gated community of Windemere — a rare 1.26-acre private cul-de-sac setting with room for a pool and endless possibilities.From the moment you arrive via the elegant circular driveway, this 5-bedroom, 5.5-bath showpiece makes an unforgettable impression. Thoughtfully designed with

  Zach Elliott Nest Seekers LLC

  7 Windemere Crest, Woodbury, NY 11797
• 

  $1,405,000

  Sold Jan 30, 2026

  3 Aron Dr, Woodbury, NY 11797

  • 4 Beds
  • 2.5 Baths
  • 3,026 Sq Ft
  • Built 1976

  Last Sold Summary

  • $464/SF
  • 22 Days On Market

  Current Estimated Value $1,450,865

  Last Listing Agent Jared Sarney Corcoran SRG Residential

  3 Aron Dr, Woodbury, NY 11797
• 

  Est $3,142,818

  Not Listed For Sale

  13 Fox Meadow Ct, Woodbury, NY 11797

  • 8 Beds
  • 6 Baths
  • 6,099 Sq Ft
  • Built 1938

  13 Fox Meadow Ct, Woodbury, NY 11797

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Susan Cohen Compass Greater NY LLC
• 

  

  /37

  $2,395,000

  • 6 Beds
  • 5.5 Baths
  • 4,085 Sq Ft

  96 Plainview Rd, Woodbury, NY 11797

  Nestled on one private acre in the heart of Woodbury, this exceptional center hall Colonial offers the perfect blend of timeless elegance, modern updates, and outstanding versatility. Set on a beautifully landscaped one-acre property, the home provides a peaceful retreat while remaining just minutes from shopping, major parkways, the LIRR, and Syosset schools.The main residence features 5

  Michael Pesce BERKSHIRE HATHAWAY

  96 Plainview Rd, Woodbury, NY 11797

Showing Results 121 - 160, Page 4 of 18