4,511

Windham, NY Homes

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  • /17

    $152,000

    Pending
    • 1 Bath
    • 560 Sq Ft

    7 Quads Way, Windham, NY 12496

    Welcome to this cozy and beautifully maintained corner unit ground floor condo located at 7 Quads Way in the sought after Quads Condominium in Windham NY. From the moment you step inside you can feel how thoughtfully cared for this inviting space is making it easy to relax and feel right at home! The living area centers around a charming fireplace updated with stone creating the perfect spot to

    Emelisa Mendoza RE/MAX Town & Country

    7 Quads Way, Windham, NY 12496
  • /42

    $655,000

    Sold Dec 23, 2025

    442 Mitchell Hollow Rd, Windham, NY 12496

    • 3 Beds
    • 2.5 Baths
    • 2,868 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Below List Price
    • $228/SF
    • 146 Days On Market

    Current Estimated Value $672,361

    Last Listing Agent Mark McAlpine Compass Greater New York, LLC

    442 Mitchell Hollow Rd, Windham, NY 12496
    • /34

      Est $480,544

      Not Listed For Sale

      116 Galway Rd, Windham, NY 12496

      • 3 Beds
      • 2 Baths
      • 1,867 Sq Ft
      • Built 2021
      116 Galway Rd, Windham, NY 12496

      Last Sold Summary

      • 66 Days On Market

  • /49

    $149,000

    • Land
    • 5.25 Acres
    • $28,381 per Acre

    L37 Boulder Brook Rd Unit Lot 13, Windham, NY 12496

    Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

    Kyla Thomas Howard Hanna Rand Realty

    L37 Boulder Brook Rd Unit Lot 13, Windham, NY 12496
  • /34

    $420,000

    Sold Jul 14, 2025

    296 Mitchell Hollow Rd, Windham, NY 12496

    • 3 Beds
    • 1 Bath
    • 1,486 Sq Ft
    • Built 1847

    Last Sold Summary

    • 4% Below List Price
    • $283/SF
    • 33 Days On Market

    Current Estimated Value $438,167

    Last Listing Agent Allison Morelle Coldwell Banker Village GreenK

    296 Mitchell Hollow Rd, Windham, NY 12496
    • /2

      Est $663,097

      Not Listed For Sale

      108 Begley Rd, Windham, NY 12496

      • 3 Beds
      • Built 2025
      108 Begley Rd, Windham, NY 12496

      Last Sold Summary

      • 13 Days On Market

  • /38

    $2,495,000

    $2M PRICE INCREASE
    • 8 Beds
    • 3.5 Baths
    • 3,350 Sq Ft

    3 Leon MacGlashan Rd, Windham, NY 12454

    Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan RoadNestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities.

    Jake Garay Serhant LLC

    3 Leon MacGlashan Rd, Windham, NY 12454
  • /59

    $1,392,500

    Sold Mar 06, 2026

    3 the Enclave, Windham, NY 12496

    • 4 Beds
    • 4.5 Baths
    • 2,893 Sq Ft
    • Built 2002

    Last Sold Summary

    • 13% Below List Price
    • $481/SF
    • 116 Days On Market

    Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

    3 the Enclave, Windham, NY 12496
    • /16

      Not Listed For Sale

      605 Old Rd, Windham, NY 12496

      • 2 Beds
      • 1 Bath
      • 889 Sq Ft
      • Built 1900
      605 Old Rd, Windham, NY 12496

      Last Sold Summary

      • 16 Days On Market

  • /34

    $319,000

    • 2 Beds
    • 2.5 Baths
    • 1,238 Sq Ft

    55 Windham Ridge Rd Unit 15H, Windham, NY 12496

    Competitively Priced Catskills End Unit Townhouse - Renovated and furnishings are optional adding potential for practically turnkey property! This beautifully updated end-unit townhouse blends modern comfort with mountain charm, offering style, warmth, and exceptional value. As you step inside, you're welcomed by a tastefully renovated kitchen that flows effortlessly into the inviting main living

    Regina Tortorella Coldwell Banker Village GreenW

    55 Windham Ridge Rd Unit 15H, Windham, NY 12496
  • /30

    $397,500

    Sold Nov 25, 2025

    1020 Maplecrest Rd, Windham, NY 12439

    • 4 Beds
    • 2 Baths
    • 2,267 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $175/SF
    • 54 Days On Market

    Last Listing Agent Mary Donovan Gallagher & Company

    1020 Maplecrest Rd, Windham, NY 12439
    • /35

      Est $1,438,910

      Not Listed For Sale

      241 Campbell Rd, Windham, NY 12496

      • 5 Beds
      • 3.5 Baths
      • 5,580 Sq Ft
      • Built 2005
      241 Campbell Rd, Windham, NY 12496

      Last Sold Summary

      • 28 Days On Market

  • /14

    $75,000

    • Land
    • 1 Acre
    • $75,000 per Acre

    0 Mountain View Rd, Windham, NY 12496

    Your 1 Acre in Windham Awaits! For everyone who's ever called us and said, "I just want a small piece of land to hold onto, "maybe build on it someday." This one is for you! This 1-acre wooded lot on a private country road offers the ideal setting for your next project. Whether you're planning to build a cozy cabin, dream home, or vacation rental, this mostly level property is ready for you to

    Regina Tortorella Coldwell Banker Village GreenW

    0 Mountain View Rd, Windham, NY 12496
  • /52

    $685,000

    Sold Dec 15, 2025

    128 Mount Greenery Rd, Windham, NY 12496

    • 4 Beds
    • 3 Baths
    • 2,759 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Below List Price
    • $248/SF
    • 44 Days On Market

    Current Estimated Value $707,968

    Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

    128 Mount Greenery Rd, Windham, NY 12496
    • /8

      Not Listed For Sale

      0 Mill St Unit 131275, Windham, NY 12496

      0 Mill St Unit 131275, Windham, NY 12496

      Last Sold Summary

      • 618 Days On Market

  • /40

    $1,650,000

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft

    10 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills'

    Jillian Pajer Douglas Elliman Real Estate

    10 Stonewall Ln, Windham, NY 12496
  • /54

    $398,000

    Sold Mar 23, 2026

    17 Mitchell Hollow Rd, Windham, NY 12496

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft
    • Built 1900

    Last Sold Summary

    • 9% Below List Price
    • $208/SF
    • 98 Days On Market

    Last Listing Agent Sharri Cunningham Bunce Realty

    17 Mitchell Hollow Rd, Windham, NY 12496
    • /13

      Not Listed For Sale

      0 Club Rd Unit 131268, Windham, NY 12496

      0 Club Rd Unit 131268, Windham, NY 12496

      Last Sold Summary

      • 516 Days On Market

  • /13

    $120,000

    • Land
    • 1 Acre
    • $120,000 per Acre

    L19.11 South St, Windham, NY 12496

    Build your Catskills getaway on this 1acre unimproved lot located on South Street in Windham, NY. Offering a peaceful setting with convenient access to Windham Mountain Club, village amenities, dining, and year-round recreation. Adjoining 1.2 acre lot for sale separately. A great opportunity for a custom home, weekend retreat, or long-term investment. Bring your vision and create a home that

    Susan Miller WINDSTAR REALTY GROUP LLC

    L19.11 South St, Windham, NY 12496
  • /31

    $159,900

    Sold Jun 22, 2026

    L34 Boulder Brook Rd, Windham, NY 12496

    • Land
    • 8.33 Acres
    • $19,196 per Acre

    Last Sold Summary

    • 221 Days On Market

    Last Listing Agent Kyla Thomas Howard Hanna Rand Realty

    L34 Boulder Brook Rd, Windham, NY 12496
    • /48

      Est $536,456

      Not Listed For Sale

      50 County Rd Unit 65, Windham, NY 12496

      • 5 Beds
      • 4.5 Baths
      • 2,404 Sq Ft
      • Built 1875
      50 County Rd Unit 65, Windham, NY 12496

      Last Sold Summary

      • 19 Days On Market

  • /26

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    406 Campbell Rd, Windham, NY 12496

    Welcome to 406 Campbell Road, a peaceful Catskills retreat tucked among mature trees just minutes from the heart of Windham. This inviting home offers the perfect blend of privacy, comfort, and year-round recreation. Relax on the spacious covered front porch overlooking beautifully crafted bluestone walkways and landscaped grounds. The setting creates a true mountain-lodge atmosphere while

    Agnieszka Wdziekowska Taufield VENTURE FOX REALTY GROUP LLC

    406 Campbell Rd, Windham, NY 12496
  • /27

    $154,000

    Sold Apr 30, 2026

    5220 New York 23 Unit 126, Windham, NY 12496

    • 1 Bed
    • 1 Bath
    • 423 Sq Ft
    • Built 1960

    Last Sold Summary

    • 9% Below List Price
    • $364/SF
    • 159 Days On Market

    Last Listing Agent Savannah Delaney Weichert Realtors Fontaine

    5220 New York 23 Unit 126, Windham, NY 12496
    • /7

      Est $197,546

      Not Listed For Sale

      32 Hickory Hill Rd, Windham, NY 12496

      • 2 Beds
      • Built 1953
      32 Hickory Hill Rd, Windham, NY 12496

      Last Sold Summary

      • 7 Days On Market

  • /6

    $257,000

    • Land
    • 25,700 Sq Ft
    • $435,593 per Acre

    57 South St, Windham, NY 12496

    Unique opportunity - one of the LAST lots on South Street! Flat parcel overlooking the golf course. Close access to everything Windham has to offer: ski, golf, biking, movie theater, shops and downtown restaurants. Utilities access on site: water (town), sewer (town), electric (NYSEG).

    Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

    57 South St, Windham, NY 12496
  • /31

    $850,000

    Sold Oct 03, 2025

    205 Nauvoo Rd, Windham, NY 12496

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $386/SF
    • 21 Days On Market

    Current Estimated Value $797,052

    Last Listing Agent Kathy Marino Bunce Realty

    205 Nauvoo Rd, Windham, NY 12496
    • /19

      Est $812,333

      Not Listed For Sale

      12 Mount View Estates Rd, Windham, NY 12496

      • 4 Beds
      • 4 Baths
      • 4,000 Sq Ft
      • Built 2006
      12 Mount View Estates Rd, Windham, NY 12496

      Last Sold Summary

      • 5 Days On Market

  • /44

    $159,900

    • Land
    • 8.72 Acres
    • $18,337 per Acre

    L36 Boulder Brook Rd Unit Lot 12, Windham, NY 12496

    Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

    Kyla Thomas Howard Hanna Rand Realty

    L36 Boulder Brook Rd Unit Lot 12, Windham, NY 12496
  • /39

    $835,000

    Sold Mar 04, 2026

    407 Mill St, Windham, NY 12496

    • 3 Beds
    • 2.5 Baths
    • 2,864 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $292/SF
    • 163 Days On Market

    Current Estimated Value $840,641

    Last Listing Agent Brittany Craig Houlihan Lawrence Inc.

    407 Mill St, Windham, NY 12496
    • /10

      Est $1,315,140

      Not Listed For Sale

      99 Buckskin Loop, Windham, NY 12496

      • 5 Beds
      • 2.5 Baths
      • 3,596 Sq Ft
      • Built 2002
      99 Buckskin Loop, Windham, NY 12496

      Last Sold Summary

      • 68 Days On Market

  • /40

    $1,950,000

    • 5 Beds
    • 4.5 Baths
    • 3,150 Sq Ft

    15 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

    John Oliveira Douglas Elliman Real Estate

    15 Stonewall Ln, Windham, NY 12496
  • /30

    $220,000

    Sold Oct 24, 2025

    91 Windham Ridge Rd Unit 18B, Windham, NY 12496

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $235/SF
    • 199 Days On Market

    Last Listing Agent Wayne Bunce Bunce Realty

    91 Windham Ridge Rd Unit 18B, Windham, NY 12496
    • /34

      Est $506,054

      Not Listed For Sale

      211 Siam Rd, Windham, NY 12496

      • 2 Beds
      • 2 Baths
      • 1,370 Sq Ft
      • Built 1885
      211 Siam Rd, Windham, NY 12496

      Last Sold Summary

      • 60 Days On Market

  • /39

    $659,777

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

    60 County Route 65-A, Windham, NY 12496

    Welcome to Windham Creek Lodge. Are you looking for a money maker? a year-round residence? or your private get away? Here it is! Located just minutes from Windham Mountain and short ride to Hunter Mountain. It's currently used as short term rental with a proven rental track record. It was renovated in 2023-2024 including both updated kitchens and baths, appliances, two new electric fireplaces,

    Douglas Schenk RE/MAX Capital

    60 County Route 65-A, Windham, NY 12496
  • /7

    $750,000

    Sold Oct 29, 2025

    234 South St, Windham, NY 12496

    • 6,932 Sq Ft
    • Built 1900

    Last Sold Summary

    • 32% Below List Price
    • $108/SF
    • 83 Days On Market

    Last Listing Agent Irene Pinto Brainard Ridge Management

    234 South St, Windham, NY 12496
    • /35

      Est $663,082

      Not Listed For Sale

      861 County Route 10, Windham, NY 12496

      • 3 Beds
      • 2 Baths
      • 1,530 Sq Ft
      • Built 1979
      861 County Route 10, Windham, NY 12496

      Last Sold Summary

      • 5 Days On Market

  • /78

    $935,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    2074-2080 County Route 10, Windham, NY 12496

    A private mountain escape with 2 homes! Set on 12 breathtaking acres with sweeping views of Windham Mountain and the surrounding ranges, this exceptional 3-bedroom, 2-bath property offers a rare combination of luxury, versatility, and investment opportunity. Offered only due to relocation, this is a truly one-of-a-kind Catskills retreat. The beautifully appointed, recently completed main

    Lisa Gambella WINDSTAR REALTY GROUP LLC

    2074-2080 County Route 10, Windham, NY 12496
  • /26

    $150,000

    Sold Feb 24, 2026

    384 New York 296, Hensonville, NY 12439

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1835

    Last Sold Summary

    • 30% Below List Price
    • $125/SF
    • 82 Days On Market

    Last Listing Agent Brian Kozloski Century 21 New West

    384 New York 296, Hensonville, NY 12439
  • /2

    $59,000

    Pending
    • Land
    • 14.9 Acres
    • $3,960 per Acre

    L17 Birchwood Dr, Windham, NY 12496

    14. 9 acres of wooded privacy for you in a fantastic location. This land consists of two separate parcels being sold together (61.3.- and 61-3-11) Land is unimproved, with no well or septic in place. Located on road with only a few homes so if privacy and nature are what you seek, this may be the ideal spot. Limited information on boundaries of property, land is owned by a trust.

    Brian Brosen eXp Realty

    L17 Birchwood Dr, Windham, NY 12496

Showing Results 201 - 240, Page 6 of 18

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