Windham, NY Homes

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  /109

  $2,175,000

  • 6 Beds
  • 4.5 Baths
  • 4,104 Sq Ft

  19 Twin Maples, Windham, NY 12496

  Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the

  Regina Tortorella Coldwell Banker Village GreenW

  19 Twin Maples, Windham, NY 12496
• 

  

  

  /46

  $585,000

  Sold Aug 29, 2025

  14 - 57 Windham Mountain Village, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 1,510 Sq Ft
  • Built 1986

  Last Sold Summary

  • 11% Below List Price
  • $387/SF
  • 181 Days On Market

  Last Listing Agent Russell Pelham Real Broker, LLC

  14 - 57 Windham Mountain Village, Windham, NY 12496
• 

  

  

  /52

  Est $821,741

  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

  • 53 Days On Market
• 

  

  

  /30

  $525,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,335 Sq Ft

  20 Sutton Hollow Rd, Windham, NY 12496

  Modern Farmhouse Getaway with Streamside Serenity - Fully Renovated & Fully Furnished! This turn-key, completely renovated modern farmhouse is ready to welcome you! Just 12 minutes from the Windham Mountain Club and only a short drive to Hunter and Belleayre, this stylish 3-bedroom plus open sleeping loft retreat delivers four-season Catskill charm with designer finishes and a prime location for

  Regina Tortorella Coldwell Banker Village GreenW

  20 Sutton Hollow Rd, Windham, NY 12496
• 

  

  

  /45

  $521,000

  Sold Jul 02, 2025

  13 Boulder Brook Rd, Windham, NY 12496

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $283/SF
  • 39 Days On Market

  Current Estimated Value $558,444

  Last Listing Agent Mary Donovan Gallagher & Company

  13 Boulder Brook Rd, Windham, NY 12496
• 

  

  /92

  Est $1,307,146

  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

  • 46 Days On Market
• 

  

  /66

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 2,878 Sq Ft

  5678 New York 23, Windham, NY 12496

  Turn-Key Catskills Timber Frame Retreat | Sold Fully Furnished | Mountain Views | Walk to Restaurants | Minutes to Windham Mountain Club This is the kind of authentic Catskills Mountain retreat buyers spend years searching for. Proudly perched on a hill in one of Windham's most charming locations, this true 1900s timber frame home seamlessly blends historic character with the modern finishes and

  Regina Tortorella Coldwell Banker Village GreenW

  5678 New York 23, Windham, NY 12496
• 

  

  /32

  $680,000

  Sold Apr 28, 2026

  5287 New York 23, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 2,350 Sq Ft
  • Built 1850

  Last Sold Summary

  • 1% Above List Price
  • $289/SF
  • 15 Days On Market

  Last Listing Agent Mark McAlpine Compass Greater New York, LLC

  5287 New York 23, Windham, NY 12496
• 

  

  /57

  Est $498,359

  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

  • 51 Days On Market
• 

  

  /44

  $449,000

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft

  97 Carrington Rd, Windham, NY 12496

  Streamfront Serenity Meets Mountain Views -- Bordering Protected NYC DEP Lands Bordered by 160 acres of DEP land and the pristine Batavia Kill Creek, this beautifully updated split-level retreat delivers the kind of setting buyers come to the Catskills for--wide open meadows, mountain views, and the calming sound of water just steps from your back deck. This is where privacy, nature, and

  Regina Tortorella Coldwell Banker Village GreenW

  97 Carrington Rd, Windham, NY 12496
• 

  

  /50

  $702,000

  Sold Dec 22, 2025

  73 Beaver Hill Rd, Windham, NY 12496

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $281/SF
  • 75 Days On Market

  Last Listing Agent Patricia Charbonneau Brainard Ridge Management

  73 Beaver Hill Rd, Windham, NY 12496
• 

  

  /17

  Not Listed For Sale

  70 Begley Rd, Windham, NY 12496

  70 Begley Rd, Windham, NY 12496

  Last Sold Summary

  • 189 Days On Market
• 

  

  /52

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  591 & 587 Co Rd 56, Windham, NY 12496

  Looking for a charming home set perfectly on a country road with privacy, mountain views, adjacent to thousands of acres of state land, AND close to Catskill Park trailheads, CD Lane Park and Windham Mtn Club? Come visit 591 County Route 56 - you won't be disappointed! Enter the warm and welcoming living room where the cathedral ceiling and sky lights allow the sun to stream in to brighten your

  Sharon Knudsen Coldwell Banker Village GreenW

  591 & 587 Co Rd 56, Windham, NY 12496
• 

  

  /73

  $599,000

  Sold Jan 08, 2026

  110 Maplecrest Rd, Windham, NY 12439

  • 8 Beds
  • 4 Baths
  • 3,577 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Below List Price
  • $167/SF
  • 125 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  110 Maplecrest Rd, Windham, NY 12439
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  /11

  Not Listed For Sale

  79 Begley Rd, Windham, NY 12496

  79 Begley Rd, Windham, NY 12496

  Last Sold Summary

  • 158 Days On Market
• 

  

  /40

  $545,000

  • 2 Beds
  • 2 Baths
  • 1,390 Sq Ft

  53 Windham Mount Village, Windham, NY 12496

  Renovated Windham Mountain Village Townhouse - Steps to Slopes & Lodge, Walk to Lift, Season Tenant in Place, Income from Day One, Pool & Tennis Access-Located at the Windham Mountain Club, this beautifully updated 2-bedroom, (plus a flex room that is used as a third bedroom), 2-bathroom townhouse in Windham Mountain Village offers the perfect blend of a peaceful Catskills retreat and a smart

  Regina Tortorella Coldwell Banker Village GreenW

  53 Windham Mount Village, Windham, NY 12496
• 

  

  /41

  $340,000

  Sold Apr 03, 2026

  317 Mitchell Hollow Rd, Windham, NY 12496

  • 5 Beds
  • 3 Baths
  • 2,472 Sq Ft
  • Built 1970

  Last Sold Summary

  • 20% Below List Price
  • $138/SF
  • 103 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  317 Mitchell Hollow Rd, 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
• 

  

  /63

  $2,500,000

  $200K PRICE DROP Pending

  • 7 Beds
  • 5.5 Baths
  • 5,569 Sq Ft

  110 Old Rd, Windham, NY 12496

  Luxury Mountain Retreat | 7 Bed • 5.5 Bath • 5 Acres | Direct Windham Mountain Views | Smart Home | No HOA. Experience luxury mountain living in this brand-new custom-built 7-bedroom, 5.5-bath chalet with unobstructed views of Windham Mountain Club, set on 5 private acres just minutes from downtown Windham, NY. Designed with impeccable European craftsmanship, high-end technology, and

  Regina Tortorella Coldwell Banker Village GreenW

  110 Old Rd, Windham, NY 12496
• 

  

  /34

  $400,000

  Sold Dec 30, 2025

  4992 New York 23, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 1,812 Sq Ft
  • Built 1986

  Last Sold Summary

  • 18% Below List Price
  • $221/SF
  • 146 Days On Market

  Last Listing Agent Irene Pinto Brainard Ridge Management

  4992 New York 23, 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

  • 64 Days On Market
• 

  

  /63

  $1,149,000

  • 5 Beds
  • 5.5 Baths
  • 3,460 Sq Ft

  292 South St Unit 2, Windham, NY 12496

  Turn-Key Furnished Investment Opportunity Across from Windham Mountain Club with Existing Bookings Ready to Transfer to the New Owner for Immediate Income Proven Short-Term Rental Investment directly across from Windham Mountain Club. Perfectly positioned within walking distance to town and ''The Valley,'' Windham Mountain Club's exciting new amenities expansion, this luxury townhouse offers

  Regina Tortorella Coldwell Banker Village GreenW

  292 South St Unit 2, Windham, NY 12496
• 

  

  /43

  $240,000

  Sold Apr 17, 2026

  113 Windham Ridge Rd, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Built 1986

  Last Sold Summary

  • 14% Below List Price
  • $234/SF
  • 207 Days On Market

  Current Estimated Value $249,196

  Last Listing Agent Ellen Boldis Berkshire Hathaway HomeService

  113 Windham Ridge Rd, Windham, NY 12496
• 

  

  /44

  Est $712,334

  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

  • 5 Days On Market
• 

  

  /74

  $425,000

  $274K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,950 Sq Ft

  25 Vets Rd, Windham, NY 12496

  Welcome to your peaceful sanctuary in the heart of Windham, a rare blend of convenience, natural beauty, and endless potential. Just a short stroll from Main Street and less than half a mile from the slopes, this rambling ranch sits in the perfect spot to enjoy everything Windham has to offer while feeling miles away from it all. Surrounded by lush Macintosh apple and pear trees, grape arbors,

  Regina Tortorella Coldwell Banker Village GreenW

  25 Vets Rd, Windham, NY 12496
• 

  

  /17

  $65,000

  Sold Aug 14, 2025

  Tbd Hollow View Rd, Windham, NY 12496

  • Land
  • 5.01 Acres
  • $12,974 per Acre

  Last Sold Summary

  • 56% Below List Price
  • 291 Days On Market

  Last Listing Agent Arlena Armstrong Anatole House LLC

  Tbd Hollow View Rd, Windham, NY 12496
• 

  

  /47

  Est $1,057,774

  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

  • 132 Days On Market
• 

  

  /59

  $699,000

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  769 Mitchell Hollow Rd, Windham, NY 12496

  Bright Sparrow Farmhouse - Modern Catskills Farmhouse with Solar Power Backup, Private Pond, Mountain Views & Proven Airbnb Income | Windham, NY Welcome to Bright Sparrow Farmhouse--where modern farmhouse style meets smart, energy-efficient living on over 8.22 private acres with a pond, unobstructed Catskill Mountain views, and a turnkey short-term rental / Airbnb investment property with proven

  Regina Tortorella Coldwell Banker Village GreenW

  769 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /100

  $2,625,000

  Sold Apr 13, 2026

  81 Sundance Dr, Windham, NY 12496

  • 6 Beds
  • 4.5 Baths
  • 5,872 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $447/SF
  • 138 Days On Market

  Current Estimated Value $2,673,861

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  81 Sundance Dr, 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
• 

  

  /68

  $1,899,000

  New Construction $201K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,723 Sq Ft

  4 Goff Rd, Windham, NY 12496

  Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, relaxation, and awe-inspiring views. Enveloped in two-story walls of glass, this brand new residence

  Regina Tortorella Coldwell Banker Village GreenW

  4 Goff Rd, Windham, NY 12496
• 

  

  /35

  $755,000

  Sold May 01, 2026

  91 Beaver Hill Rd, Windham, NY 12496

  • 4 Beds
  • 3 Baths
  • 1,839 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $411/SF
  • 42 Days On Market

  Last Listing Agent Patricia Charbonneau Brainard Ridge Management

  91 Beaver Hill Rd, 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
• 

  

  /43

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  21 French Park Ct Unit 7B, Windham, NY 12496

  If you know Windham Ridge, you know there are only a handful of units with a front row seat to Windham Mountain. Welcome to Unit 7B! With Windham Mountain Club in the background and woods in the foreground your view is nothing but Mother Nature as far as you can see. No rooftops, parked cars, or front doors to see here. Sit on the lovely stone patio and enjoy your morning coffee as you watch the

  Sharon Knudsen Coldwell Banker Village GreenW

  21 French Park Ct Unit 7B, Windham, NY 12496
• 

  

  /16

  $225,000

  Sold Oct 27, 2025

  40 Quads Way, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1986

  Last Sold Summary

  • 10% Below List Price
  • $223/SF
  • 115 Days On Market

  Current Estimated Value $237,532

  Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

  40 Quads Way, Windham, NY 12496
• 

  

  /14

  Not Listed For Sale

  9 Old State Route 23, Windham, NY 12496

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1960

  9 Old State Route 23, Windham, NY 12496

  Last Sold Summary

  • 33 Days On Market
• 

  

  /89

  $1,749,000

  • 5 Beds
  • 3.5 Baths
  • 3,893 Sq Ft

  33 Elm Ridge Rd, Windham, NY 12496

  Hidden from view at the end of a long private driveway, this extraordinary contemporary retreat is set on 12.69 meticulously maintained acres and offers what is arguably one of the most breathtaking settings in all of Windham. Panoramic mountain views, vibrant sunsets painted in shades of pink and orange, a sparkling private pond, and complete privacy create a setting that feels worlds away from

  Regina Tortorella Coldwell Banker Village GreenW

  33 Elm Ridge Rd, Windham, NY 12496
• 

  

  /34

  $1,695,000

  Sold Apr 01, 2026

  11 Whisper Creek Dr Unit 503, Windham, NY 12496

  • 4 Beds
  • 4 Baths
  • 2,030 Sq Ft
  • Built 2016

  Last Sold Summary

  • 6% Below List Price
  • $835/SF
  • 13 Days On Market

  Current Estimated Value $1,102,952

  Last Listing Agent Irene Pinto Brainard Ridge Management

  11 Whisper Creek Dr Unit 503, Windham, NY 12496
• 

  

  /29

  Not Listed For Sale

  18 East Rd Unit 1, Hensonville, NY 12439

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Built 1981

  18 East Rd Unit 1, Hensonville, NY 12439

  Last Sold Summary

  • 91 Days On Market
• 

  

  /44

  $399,000

  Pending

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

  7 Karlstadt Rd, Windham, NY 12496

  Luxury Furnished Catskills Cottage Near Windham Mountain Club | Renovated & Rental-Ready Just 2 Hours from NYC The turnkey Catskills vacation home buyers have been searching for just hit the market. Located only 1 mile from skiing at Windham Mountain Club, this freshly renovated and fully furnished 4-bedroom mountain cottage blends modern comfort, mountain charm, and exceptional Airbnb/STR

  Regina Tortorella Coldwell Banker Village GreenW

  7 Karlstadt Rd, Windham, NY 12496

Showing Results 81 - 120, Page 3 of 18