4,332

Homes in ZIP Code 12496

Section Image Section Image
  • /9

    $75,000 Sold Jul 11, 2025

    611 Old Rd, Windham, NY 12496

    • Land
    • 1.7 Acres
    • $44,118 per Acre

    Last Sold Summary

    • 61 Days On Market

    Last Listing Agent Mary Donovan Gallagher & Company

    611 Old Rd, Windham, NY 12496
    • /18

      Est $191,678 Not Listed For Sale

      26 Mill St, Windham, NY 12496

      • 3 Beds
      • 1 Bath
      • 824 Sq Ft
      • Built 1940
      26 Mill St, Windham, NY 12496

      Last Sold Summary

      • 28% Above List Price
      • $182/SF
      • 31 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Claudia Zucker Living Structures

  • /30

    $1,200,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft

    206 Siam Rd, Windham, NY 12496

    Welcome to FieldHouse 206—a stunning Catskills retreat where modern style meets serene natural beauty. This thoughtfully renovated 3-bedroom, 2-bath home spans 2,170 sq. ft. and is the perfect place to unwind, reconnect, and savor every moment. Set on 8.88 acres across three separate lots, this property offers more than just space—it offers possibility. With DEP approval for a four-bedroom septic

    Agent Photo

    Mark McAlpine

    Compass Greater New York, LLC

    (518) 809-8609

    206 Siam Rd, Windham, NY 12496
  • /75

    $1,450,000 Sold Sep 05, 2025

    16 High Rd W, Windham, NY 12496

    • 5 Beds
    • 4.5 Baths
    • 4,140 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $350/SF
    • 55 Days On Market

    Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

    16 High Rd W, Windham, NY 12496
    • /30

      Est $645,082 Not Listed For Sale

      121 Thunderbird Terrace, Windham, NY 12496

      • 3 Beds
      • 2.5 Baths
      • 2,020 Sq Ft
      • Built 1941
      121 Thunderbird Terrace, Windham, NY 12496

      Last Sold Summary

      • 2% Below List Price
      • $324/SF
      • 30 Days On Market

      Last Sold Price $655,000

      Last Listing Agent Paul Heintz Anatole House LLC

  • /22

    $289,000

    • 2 Beds
    • 2 Baths
    • 838 Sq Ft

    5359 Main St, Windham, NY 12496

    Prime Windham Village Location: Just outside your door, wander to restaurants, movies, breweries, pubs, miniature golf, seasonal farmers market and year round town events.Convenient NYC bus access just outside your door for easy escape for the weekend. Only minutes to the Windham Mt. Club for skiing and nearby golf courses makes this a desirable location for this 2 bedroom, 2 bath condo with

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    (518) 735-8525

    5359 Main St, Windham, NY 12496
  • /50

    $885,000 Sold Dec 15, 2025

    30 The Loop, Windham, NY 12496

    • 5 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • Built 1970

    Last Sold Summary

    • 11% Below List Price
    • $285/SF
    • 291 Days On Market

    Current Estimated Value $1,203,753

    Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

    30 The Loop, Windham, NY 12496
    • /72

      Est $668,640 Not Listed For Sale

      23 Manor Dr, Windham, NY 12496

      • 3 Beds
      • 3 Baths
      • 2,485 Sq Ft
      • Built 2024
      23 Manor Dr, Windham, NY 12496

      Last Sold Summary

      • 6% Above List Price
      • $254/SF
      • 56 Days On Market

      Last Sold Price $630,000

      Last Listing Agent Corey Marikovics Past Member

  • /32

    $675,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,350 Sq Ft

    5287 New York 23, Windham, NY 12496

    Charming Vintage Village Home with Endless Potential!Step into the timeless charm of this beautifully renovated 3-bedroom, 2-bath home in the heart of Windham, perfectly paired with an additional 0.35-acre lot. From the moment you arrive, this property welcomes you with its warmth and character, blending vintage allure with modern updates for a truly special living experience.The main

    Agent Photo

    Mark McAlpine

    Compass Greater New York, LLC

    (518) 732-8909

    5287 New York 23, Windham, NY 12496
  • /35

    $815,000 Sold Dec 24, 2025

    2 Biff Andrus Rd, Windham, NY 12496

    • 4 Beds
    • 3 Baths
    • 3,500 Sq Ft
    • Built 2002

    Last Sold Summary

    • 18% Below List Price
    • $233/SF
    • 346 Days On Market

    Current Estimated Value $845,274

    Last Listing Agent Richard Vizzini Corcoran Country Living

    2 Biff Andrus Rd, Windham, NY 12496
    • /52

      Est $718,333 Not Listed For Sale

      266 Siam Rd, Windham, NY 12496

      • 4 Beds
      • 3 Baths
      • 2,464 Sq Ft
      • Built 1987
      266 Siam Rd, Windham, NY 12496

      Last Sold Summary

      • 8% Below List Price
      • $317/SF
      • 53 Days On Market

      Last Sold Price $780,000

      Last Listing Agent Regina Tortorella Past Member

  • /9

    $450,000

    • Land
    • 10 Acres
    • $45,000 per Acre

    000 New York 296, Windham, NY 12496

    10 Acres of Prime Forested Land | Windham, NY | Development or Dream Compound PotentialAn extraordinary opportunity awaits on Route 296 in Windham, NY - two adjacent 5-acre parcels totaling 10 acres of pristine Catskills forest, ideally situated for those with vision. Slightly sloped and elevated just enough to offer potential eastern-facing views with selective clearing, this land offers

    Agent Photo

    Jason Dugo

    Dugo Realty

    (518) 601-3072

    000 New York 296, Windham, NY 12496
  • /35

    $325,000 Sold Apr 28, 2025

    430 Rt 32c, Ashland, NY 12407

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 1950

    Last Sold Summary

    • 2% Above List Price
    • $177/SF
    • 155 Days On Market

    Current Estimated Value $359,383

    Last Listing Agent Mark McAlpine Past Member

    430 Rt 32c, Ashland, NY 12407
    • /92

      Est $1,257,737 Not Listed For Sale

      668 Mill St, Windham, NY 12496

      • 8 Beds
      • 6.5 Baths
      • 6,061 Sq Ft
      • Built 1983
      668 Mill St, Windham, NY 12496

      Last Sold Summary

      • 14% Above List Price
      • $181/SF
      • 46 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Regina Tortorella Past Member

  • /34

    $239,500

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    55 Quads Way, Windham, NY 12496

    Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes,

    Lisa Jaeger Coldwell Banker Village GreenW

    55 Quads Way, Windham, NY 12496
  • /28

    $280,000 Sold Apr 24, 2025

    36 Loo Bridge Ln, Windham, NY 12496

    • 2 Beds
    • 2.5 Baths
    • 1,211 Sq Ft
    • Built 1987

    Last Sold Summary

    • 12% Below List Price
    • $231/SF
    • 118 Days On Market

    Current Estimated Value $293,472

    Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

    36 Loo Bridge Ln, Windham, NY 12496
    • /57

      Est $495,931 Not Listed For Sale

      499 County Route 10, Windham, NY 12496

      • 4 Beds
      • 1.5 Baths
      • 2,700 Sq Ft
      • Built 1965
      499 County Route 10, Windham, NY 12496

      Last Sold Summary

      • 8% Above List Price
      • $171/SF
      • 51 Days On Market

      Last Sold Price $461,250

      Last Listing Agent Sharri Cunningham Bunce Realty

  • /41

    $399,000 Pending

    • 5 Beds
    • 3 Baths
    • 2,472 Sq Ft

    317 Mitchell Hollow Rd, Windham, NY 12496

    PRICE REDUCTION! — calling all investors, DIY buyers, and project-minded designers! Prime Windham location, major updates done — now it's your turn to finish and make it shine. This spacious 5-bedroom, 3-bath home offers tremendous potential with many big-ticket updates already completed, including a new roof, wood flooring, updated kitchen with granite counters and newer appliances, fresh

    Lisa Jaeger Coldwell Banker Village GreenW

    317 Mitchell Hollow Rd, Windham, NY 12496
  • /15

    $81,500 Sold Aug 13, 2025

    1 - 886 Mill St, Windham, NY 12496

    • Land
    • 1.2 Acres
    • $67,917 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 268 Days On Market

    Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

    1 - 886 Mill St, Windham, NY 12496
    • /15

      Not Listed For Sale

      76 Begley Rd, Windham, NY 12496

      76 Begley Rd, Windham, NY 12496

      Last Sold Summary

      • 86 Days On Market

      Last Sold Price $145,000

      Last Listing Agent Regina Tortorella Past Member

  • /100

    $2,799,000 Pending

    • 6 Beds
    • 4.5 Baths
    • 5,872 Sq Ft

    81 Sundance Dr, Windham, NY 12496

    Secluded Mountain Estate with 20+ Acres, Panoramic Views & Sport Court in Windham, NY. Privately gated at the very end of Sundance Drive, this extraordinary log estate is one of only five luxury homes in this sought-after enclave each on expansive land, but none offering the privacy, scale, or setting of this one. Set on a sweeping tract with panoramic mountain views, this home blends refined

    Regina Tortorella Coldwell Banker Village GreenW

    81 Sundance Dr, Windham, NY 12496
  • /73

    $1,810,000 Sold Mar 05, 2026

    150 Trailside Rd, Windham, NY 12496

    • 9 Beds
    • 7 Baths
    • 6,859 Sq Ft
    • Built 2001

    Last Sold Summary

    • 20% Below List Price
    • $264/SF
    • 304 Days On Market

    Current Estimated Value $2,026,272

    Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

    150 Trailside Rd, Windham, NY 12496
    • /46

      Est $400,722 Not Listed For Sale

      406 Campbell Rd, Windham, NY 12496

      • 2 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1984
      406 Campbell Rd, Windham, NY 12496

      Last Sold Summary

      • $332/SF
      • 63 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Lisa Gambella Past Member

  • /48

    $749,000

    • 4 Beds
    • 3.5 Baths
    • 2,088 Sq Ft

    93 Maplewood Ave, Windham, NY 12496

    Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain.On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward

    Doina Dewell Coldwell Banker Village GreenW

    93 Maplewood Ave, Windham, NY 12496
  • /26

    $66,000 Sold Jun 04, 2025

    0 Hayden Rd, Windham, NY 12496

    • Land
    • 5 Acres
    • $13,200 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 330 Days On Market

    Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

    0 Hayden Rd, Windham, NY 12496
    • /13

      Not Listed For Sale

      115 Windham Ridge Rd Unit 19F, Windham, NY 12496

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft
      • Built 1986
      115 Windham Ridge Rd Unit 19F, Windham, NY 12496

      Last Sold Summary

      • $343/SF
      • 64 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Ellen Boldis Berkshire Hathaway HomeService

  • /61

    $1,125,000

    • 5 Beds
    • 5.5 Baths
    • 3,643 Sq Ft

    3 South St, Windham, NY 12496

    Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek

    Regina Tortorella Coldwell Banker Village GreenW

    3 South St, Windham, NY 12496
  • /73

    $715,000 Sold Nov 24, 2025

    122 Old Rd, Windham, NY 12496

    • 4 Beds
    • 2.5 Baths
    • 1,823 Sq Ft
    • Built 1982

    Last Sold Summary

    • 5% Below List Price
    • $392/SF
    • 42 Days On Market

    Current Estimated Value $724,959

    Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

    122 Old Rd, Windham, NY 12496
    • /44

      Est $634,311 Not Listed For Sale

      77 Windham Mount Village, Windham, NY 12496

      • 4 Beds
      • 3.5 Baths
      • 2,044 Sq Ft
      • Built 1986
      77 Windham Mount Village, Windham, NY 12496

      Last Sold Summary

      • 2% Below List Price
      • $318/SF
      • 5 Days On Market

      Last Sold Price $649,000

      Last Listing Agent Debra Bunce Past Member

  • /68

    $769,000

    • 3 Beds
    • 2 Baths
    • 2,049 Sq Ft

    39 Brook Hollow Ln, Windham, NY 12496

    Updated Log Cabin Retreat with Private Fishing Pond & Flowing Stream in the Catskills If you've been dreaming of a place that feels completely tucked away in nature--yet just minutes to town and the slopes--this one delivers in all the right ways. Set at the end of a quiet cul-de-sac, this rustic log home is surrounded by 4 private acres with your own pond and a flowing stream that you can

    Regina Tortorella Coldwell Banker Village GreenW

    39 Brook Hollow Ln, Windham, NY 12496
  • /41

    $640,000 Sold Nov 21, 2025

    212 South St, Windham, NY 12496

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $286/SF
    • 69 Days On Market

    Last Listing Agent Mary Donovan Gallagher & Company

    212 South St, Windham, NY 12496
    • /47

      Est $1,091,886 Not Listed For Sale

      19 Goff Rd, Windham, NY 12496

      • 4 Beds
      • 4 Baths
      • 3,213 Sq Ft
      • Built 2005
      19 Goff Rd, Windham, NY 12496

      Last Sold Summary

      • 22% Above List Price
      • $279/SF
      • 132 Days On Market

      Last Sold Price $895,000

      Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

  • /58

    $715,000

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    60 County Route 65 A, Windham, NY 12496

    Price Cut! Windham Creek Lodge is an active, income-producing short-term rental property generating 70K-80K in annual income. The recent price reduction enhances the profit margin while offering additional room to scale and maximize returns. Fully renovated in 2023-2024, this modern multi-family chalet is ideally located just minutes from Windham Mountain Club and Hunter Mountain—positioning it

    Lisa Jaeger Coldwell Banker Village GreenW

    60 County Route 65 A, Windham, NY 12496
  • /41

    $999,000 Sold Dec 30, 2025

    51 Barnum Rd, Windham, NY 12496

    • 6 Beds
    • 4.5 Baths
    • 2,679 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Above List Price
    • $373/SF
    • 15 Days On Market

    Last Listing Agent Catherine Quintard Compass Greater NY, LLC

    51 Barnum Rd, Windham, NY 12496
    • /5

      Not Listed For Sale

      Tbd Nauvoo Rd, Windham, NY 12496

      Tbd Nauvoo Rd, Windham, NY 12496

      Last Sold Summary

      • 49 Days On Market

      Last Sold Price $16,000

      Last Listing Agent Arlena Armstrong-petock Country House Realty, Inc.

  • /106

    $3,250,000 New Construction

    • 6 Beds
    • 5 Baths
    • 5,021 Sq Ft

    219 Club Rd, Windham, NY 12496

    STR Projected Revenue: 161.6K(incl. 13,528 cleaning fee)Occupancy: 42 ADR: 1043 Welcome to the ultimate ski-in/ski-out escape at Windham Mountain Club, where modern design, four-season mountain living, and front-row slope access come together in a way that feels both luxurious and totally effortless. This brand-new, custom-built home is perched just steps from the chairlift, making it one

    Regina Tortorella Coldwell Banker Village GreenW

    219 Club Rd, Windham, NY 12496
  • /43

    $518,000 Sold Aug 21, 2025

    996 County Route 10, Windham, NY 12496

    • 2 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 2020

    Last Sold Summary

    • 5% Below List Price
    • $357/SF
    • 59 Days On Market

    Current Estimated Value $503,215

    Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

    996 County Route 10, Windham, NY 12496
    • /21

      Not Listed For Sale

      0 Off Begley Rd Unit 153152, Windham, NY 12496

      0 Off Begley Rd Unit 153152, Windham, NY 12496

      Last Sold Summary

      • 128 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Regina Tortorella Past Member

  • /64

    $1,899,000

    • 5 Beds
    • 3.5 Baths
    • 4,044 Sq Ft

    22 The Loop, Windham, NY 12496

    A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you

    Regina Tortorella Coldwell Banker Village GreenW

    22 The Loop, Windham, NY 12496
  • /38

    Sold Apr 03, 2025

    2810 Route 10, Ashland, NY 12407

    • 6 Beds
    • 4 Baths
    • Built 1969

    Last Sold Summary

    • 60 Days On Market

    Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

    2810 Route 10, Ashland, NY 12407

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home