Windham, NY Homes

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  /33

  $283,500 Sold Aug 26, 2025

  71 County Road 65 Unit 4, Hensonville, NY 12439

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $220/SF
  • 47 Days On Market

  Current Estimated Value $320,982

  Last Listing Agent Susanna Scott-Mitchell Compass Greater NY, LLC

  71 County Road 65 Unit 4, Hensonville, NY 12439
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  /30

  Est $706,467 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  67 Clarence D Lane Rd Unit 1, Windham, NY 12496

  67 Clarence D Lane Rd Unit 1, Windham, NY 12496
• 

  

  

  /19

  $390,000

  • 3 Beds
  • 3.5 Baths
  • 3,683 Sq Ft

  2914 Route 10, Windham, NY 12496

  This large 3 bed, 3.5 bath home sits on 5 peaceful acres and has plenty of space inside and out. Built in 1993, it offers 2,610 sq ft of living space. The home has new tile floors, central A/C, and a 10-year-old roof. We are located just a short drive from popular ski slopes, restaurants and other entertainment. Interior in good livable condition. Owners are in the process of installing a new

  

  Qizhan Yao

  Realmart Realty, LLC

  (518) 897-3596

  2914 Route 10, Windham, NY 12496
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  /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
• 

  

  

  /17

  Est $635,923 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,017 Sq Ft

  120 Mount Greenery Rd, Windham, NY 12496

  120 Mount Greenery Rd, Windham, NY 12496
• 

  

  /5

  $99,000

  • Land
  • 0.5 Acre
  • $198,000 per Acre

  448-1 South St, Windham, NY 12496

  Prime vacant land in the sought-after Town of Windham, offering sewer hook up and an unbeatable location. This opportunity includes two level half-acre parcels situated just up the road from Windham Mountain, the Windham Country Club golf course, and the beloved Chicken Run Restaurant—placing you in the heart of one of the Catskills' most desirable four-season destinations. purchase One or both

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 601-3628

  448-1 South St, Windham, NY 12496
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  /18

  $150,000 Sold Feb 25, 2025

  26 Mill St, Windham, NY 12496

  • 3 Beds
  • 1 Bath
  • 824 Sq Ft
  • Built 1940

  Last Sold Summary

  • 14% Below List Price
  • $182/SF
  • 31 Days On Market

  Current Estimated Value $168,014

  Last Listing Agent Claudia Zucker Living Structures

  26 Mill St, Windham, NY 12496
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  /7

  Est $217,882 Not Listed For Sale

  • 2 Beds

  32 Hickory Hill Rd, Windham, NY 12496

  32 Hickory Hill Rd, Windham, NY 12496
• 

  

  /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
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  /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

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  30 The Loop, Windham, NY 12496
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  /52

  Est $819,000 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,464 Sq Ft

  266 Siam Rd, Windham, NY 12496

  266 Siam Rd, Windham, NY 12496
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  /63

  $2,699,999

  • 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
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  /38

  $625,000 Sold Mar 10, 2025

  153 Slater Rd, Maplecrest, NY 12454

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Above List Price
  • $514/SF
  • 19 Days On Market

  Current Estimated Value $631,518

  Last Listing Agent Richard Vizzini Corcoran Country Living

  153 Slater Rd, Maplecrest, NY 12454
• 

  

  /92

  Est $1,279,649 Not Listed For Sale

  • 8 Beds
  • 6.5 Baths
  • 6,061 Sq Ft

  668 Mill St, Windham, NY 12496

  668 Mill St, Windham, NY 12496
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  /110

  $1,450,000

  • 6 Beds
  • 6 Baths
  • 4,284 Sq Ft

  93 & 99 Nauvoo Rd, Windham, NY 12496

  Come relax in the cool Mediterranean vibes of this lovingly maintained home with gorgeous GUEST HOUSE. The huge wrap around deck is perfect for your alfresco dining while you enjoy the stunning view of Windham Mtn and your enchanting back yard with cozy pond. Sheltered on two sides by state land, this property is a private oasis yet conveniently located close to town. You will appreciate the

  Sharon Knudsen Coldwell Banker Village GreenW

  93 & 99 Nauvoo Rd, Windham, NY 12496
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  /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

  Last Listing Agent Richard Vizzini Corcoran Country Living

  2 Biff Andrus Rd, Windham, NY 12496
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  /57

  Est $521,959 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,700 Sq Ft

  499 County Route 10, Windham, NY 12496

  499 County Route 10, Windham, NY 12496
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  /63

  $1,149,000

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

  292 South St Unit 2, Windham, NY 12496

  Incredible Investment Opportunity - Proven Short-Term Rental Income!Welcome to 292 South St, Windham - a luxury townhouse with exceptional income potential, already generating 85,000-110,000 annually while being rented for just a small portion of the year. This high-performing vacation rental has significant upside for buyers active on platforms like Airbnb, Vrbo, and AirDNA. With full-time

  Regina Tortorella Coldwell Banker Village GreenW

  292 South St Unit 2, Windham, NY 12496
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  /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 $301,867

  Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

  36 Loo Bridge Ln, Windham, NY 12496
• 

  Est $662,774 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  543 N Settlement Rd, Windham, NY 12496

  543 N Settlement Rd, Windham, NY 12496
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  /74

  $499,000

  • 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
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  /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
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  /46

  Est $456,733 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  406 Campbell Rd, Windham, NY 12496

  406 Campbell Rd, Windham, NY 12496
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  /59

  $759,000

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

  769 Mitchell Hollow Rd, Windham, NY 12496

  Bright Sparrow Farmhouse - Modern Farmhouse on 8+ Acres with Private Pond, Mountain Views & Proven Rental Income | Windham, NY Welcome to Bright Sparrow Farmhouse—your dream Catskills retreat where modern farmhouse style meets timeless charm on over 8.22 private acres with a spring-fed pond, unobstructed mountain views, and a turnkey short-term rental setup with proven income. Located just 10

  Regina Tortorella Coldwell Banker Village GreenW

  769 Mitchell Hollow Rd, Windham, NY 12496
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  /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

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

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

  115 Windham Ridge Rd Unit 19F, Windham, NY 12496
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  /68

  $1,899,000 New Construction

  • 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
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  /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

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  122 Old Rd, Windham, NY 12496
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  /44

  Est $704,686 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,044 Sq Ft

  77 Windham Mount Village, Windham, NY 12496

  77 Windham Mount Village, Windham, NY 12496
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  /42

  $1,949,000

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

  33 Elm Ridge Rd, Windham, NY 12496

  The Mountains Are Calling and I Must Go.'' P.S., I plan to be VERY comfortable when I get there!Welcome to 33 Elm Ridge - the best of the Catskills - the ultimate in mountain opulence. This shingled contemporary makes quite the impression on its incredible setting; 3,900sqft of living space spans over 3 floors which include 5 bds, 3.5 bths & a walk-out basement that's ready to party. It's set on

  Regina Tortorella Coldwell Banker Village GreenW

  33 Elm Ridge Rd, 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
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  /47

  Est $980,281 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,213 Sq Ft

  19 Goff Rd, Windham, NY 12496

  19 Goff Rd, Windham, NY 12496
• 

  

  /73

  $2,250,000 Pending

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

  150 Trailside Rd, Windham, NY 12496

  Investor Opportunity: Luxury Slopeside Home at Windham Mountain Club - Airbnb-Ready Income Property Welcome to 150 Trailside Road, the most competitively priced slopeside home at Windham Mountain Club—a rare and lucrative opportunity for savvy property investors targeting the booming short-term rental market in the Catskills. With direct access to the slopes, a sprawling 6,859 sq. ft. layout, and

  Regina Tortorella Coldwell Banker Village GreenW

  150 Trailside Rd, Windham, NY 12496
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  /10

  $58,000 Sold Mar 20, 2025

  0 Mount Pisgah Rd, Windham, NY 12496

  • Land
  • 2.5 Acres
  • $23,200 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 70 Days On Market

  Last Listing Agent Gregory Kardos Kardos & Co Real Estate, LLC

  0 Mount Pisgah Rd, Windham, NY 12496
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  /5

  Not Listed For Sale

  Tbd Nauvoo Rd, Windham, NY 12496

  Tbd Nauvoo Rd, Windham, NY 12496
• 

  

  /71

  $875,000

  • 4 Beds
  • 3.5 Baths
  • 3,075 Sq Ft

  116 Nilson Dr, Windham, NY 12496

  Price Cut! Don't be fooled by first impressions — this ranch-style home is far more expansive than it appears from the road. Step inside and be truly enthralled by this beautifully expanded and thoughtfully reimagined residence, set in a quiet residential cul-de-sac where peaceful neighborhood living meets country charm, just minutes from Windham Village. A rare find for the area, the property

  Lisa Jaeger Coldwell Banker Village GreenW

  116 Nilson Dr, Windham, NY 12496
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  /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
• 

  

  /21

  Not Listed For Sale

  0 Off Begley Rd Unit 153152, Windham, NY 12496

  0 Off Begley Rd Unit 153152, Windham, NY 12496
• 

  

  /42

  $479,000

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft

  7 Karlstadt Rd, Windham, NY 12496

  Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham Mountain Escape to the mountains and fall in love with this newly renovated Catskill Mountain cottage, ideally situated just minutes from world-class skiing and golfing at Windham Resort. Nestled in a prestigious yet charming community only about two hours from NYC, this property blends cozy mountain

  Regina Tortorella Coldwell Banker Village GreenW

  7 Karlstadt 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 $497,288

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  996 County Route 10, Windham, NY 12496

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