Windham, NY Homes

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  /9

  Est $594,678 Not Listed For Sale

  248 Club Rd, Windham, NY 12496

  248 Club Rd, Windham, NY 12496

  Last Sold Summary

  • 3% Above List Price
  • 92 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Regina Tortorella Past Member
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  /44

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,566 Sq Ft

  13 Brainard Ridge Rd, Windham, NY 12496

  5 Years New! Stylishly Renovated Townhome in the Heart of Windham Mountain Club. Renovated approximately five years ago and move-in ready, this beautifully updated 3-bedroom, 3-bath townhome offers exceptional value in the heart of the growing Windham Mountain Club community. With 1,566 square feet of living space across three thoughtfully designed levels (includes the finished basement), the

  Regina Tortorella Coldwell Banker Village GreenW

  13 Brainard Ridge Rd, Windham, NY 12496
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  /54

  $1,350,000 Sold Aug 08, 2025

  12 Jacob Strasse Rd, Windham, NY 12496

  • 6 Beds
  • 5.5 Baths
  • 5,500 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $245/SF
  • 41 Days On Market

  Current Estimated Value $1,374,497

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  12 Jacob Strasse Rd, Windham, NY 12496
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  /18

  Est $262,694 Not Listed For Sale

  14 Martin Ln, Hensonville, NY 12439

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1985

  14 Martin Ln, Hensonville, NY 12439

  Last Sold Summary

  • 19% Above List Price
  • $191/SF
  • 157 Days On Market

  Last Sold Price $220,500

  Last Listing Agent Alexis Amico Dugo Realty
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  /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
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  /39

  $314,500 Sold Apr 09, 2025

  4 French Park Dr Unit 4B, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1983

  Last Sold Summary

  • 16% Below List Price
  • $205/SF
  • 278 Days On Market

  Last Listing Agent Sharri Cunningham Bunce Realty

  4 French Park Dr Unit 4B, Windham, NY 12496
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  /2

  Est $533,639 Not Listed For Sale

  770 Mitchell Hollow Rd, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft
  • Built 1972

  770 Mitchell Hollow Rd, Windham, NY 12496

  Last Sold Summary

  • 3% Above List Price
  • $321/SF
  • 43 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Michael Morgenfruh Frank Lumia Real Estate Plus! LLC
• 

  

  /55

  $625,000 Pending

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

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496

  Another Price Improvement — Exceptional Value for a Turn-Key, Four-Season Mountain Retreat in the Catskills This beautifully renovated corner townhouse at Brainard Ridge presents an outstanding opportunity to own a fully furnished, move-in-ready retreat at Windham Mountain Club. With a rare expanded floor plan offering 4-5 bedrooms and 3.5 baths, this home is designed to comfortably host loved

  Lisa Jaeger Coldwell Banker Village GreenW

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496
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  /2

  $960,000 Sold Nov 07, 2025

  149 Magda Ln, Windham, NY 12496

  • 4 Beds
  • 5 Baths
  • 2,140 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $449/SF

  Current Estimated Value $986,417

  Last Listing Agent non-member non member NON MLS OFFICE

  149 Magda Ln, Windham, NY 12496
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  /7

  Not Listed For Sale

  TBD Mill St, Windham, NY 12496

  TBD Mill St, Windham, NY 12496

  Last Sold Summary

  • 135 Days On Market

  Last Sold Price $75,000

  Last Listing Agent Louis Naccarato Corcoran Country Living
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  /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
• 

  

  /37

  $999,999 Sold Mar 10, 2026

  20 Brookhollow Ln, Windham, NY 12496

  • 3 Beds
  • 3.5 Baths
  • 3,284 Sq Ft
  • Built 2024

  Last Sold Summary

  • 15% Below List Price
  • $305/SF
  • 68 Days On Market

  Last Listing Agent Pamela King-Belfor Four Seasons Sotheby's Int.

  20 Brookhollow Ln, Windham, NY 12496
• 

  

  /31

  Est $428,592 Not Listed For Sale

  296 Mitchell Hollow Rd, Windham, NY 12496

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

  296 Mitchell Hollow Rd, Windham, NY 12496

  Last Sold Summary

  • 217% Above List Price
  • $91/SF
  • 183 Days On Market

  Last Sold Price $135,000

  Last Listing Agent Sharon Knudsen Past Member
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  /63

  $2,500,000 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
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  /59

  $875,000 Sold Jun 20, 2025

  216 New York 296, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 2,342 Sq Ft
  • Built 1940

  Last Sold Summary

  • 27% Below List Price
  • $374/SF
  • 196 Days On Market

  Last Listing Agent Elizabeth 'Beth' Alfeld Keller Williams Realty HV Nort

  216 New York 296, Windham, NY 12496
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  /11

  Not Listed For Sale

  0 N Ridge Extension Lot 25 Unit 145406, Windham, NY 12496

  0 N Ridge Extension Lot 25 Unit 145406, Windham, NY 12496

  Last Sold Summary

  • 263 Days On Market

  Last Sold Price $149,000

  Last Listing Agent Anne Jakubowski Bunce Realty
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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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  /15

  $212,500 Sold Jun 13, 2025

  0 Ruland Rd Unit 155000, Windham, NY 12454

  • Land
  • 10 Acres
  • $21,250 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 57 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village Green

  0 Ruland Rd Unit 155000, Windham, NY 12454
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  /4

  Not Listed For Sale

  79 Old Rd, Windham, NY 12496

  79 Old Rd, Windham, NY 12496

  Last Sold Summary

  • 5 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Anjali Arora Corcoran Country Living - Hud
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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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  /39

  $340,000 Sold Dec 17, 2025

  4 French Park Dr Unit 1 (2a), Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1983

  Last Sold Summary

  • 5% Below List Price
  • $244/SF
  • 88 Days On Market

  Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

  4 French Park Dr Unit 1 (2a), Windham, NY 12496
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  /5

  Est $1,263,491 Not Listed For Sale

  127 Brainard Ridge Rd, Windham, NY 12496

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 2020

  127 Brainard Ridge Rd, Windham, NY 12496

  Last Sold Summary

  • 46% Above List Price
  • $393/SF
  • 97 Days On Market

  Last Sold Price $865,000

  Last Listing Agent Debra Bunce Past Member
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  /74

  $449,000

  • 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
• 

  

  /33

  $795,000 Sold Oct 27, 2025

  233 Begley Rd, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 2,542 Sq Ft
  • Built 2001

  Last Sold Summary

  • $313/SF
  • 22 Days On Market

  Current Estimated Value $829,120

  Last Listing Agent Lubomir Hodan Shaw Country Realty, Inc.

  233 Begley Rd, Windham, NY 12496
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  /46

  Est $332,281 Not Listed For Sale

  66 Loo Bridge Ln Unit 12G, Windham, NY 12496

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

  66 Loo Bridge Ln Unit 12G, Windham, NY 12496

  Last Sold Summary

  • 2% Below List Price
  • $281/SF
  • 173 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Sharri Cunningham Bunce Realty
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  /42

  $1,650,000

  • 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’

  John Oliveira Douglas Elliman Real Estate

  10 Stonewall Ln, Windham, NY 12496
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  /44

  $1,400,000 Sold Feb 06, 2026

  2 the Enclave Unit W10, Windham, NY 12496

  • 4 Beds
  • 4.5 Baths
  • 2,600 Sq Ft
  • Built 1999

  Last Sold Summary

  • 18% Below List Price
  • $538/SF
  • 117 Days On Market

  Last Listing Agent Patricia Charbonneau Brainard Ridge Management

  2 the Enclave Unit W10, Windham, NY 12496
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  /72

  Est $869,912 Not Listed For Sale

  39 Trail View Ln, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 3,914 Sq Ft
  • Built 2022

  39 Trail View Ln, Windham, NY 12496

  Last Sold Summary

  • 7% Above List Price
  • $207/SF
  • 508 Days On Market

  Last Sold Price $810,000

  Last Listing Agent Regina Tortorella Past Member
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  /27

  $999,000 Pending

  • 7 Beds
  • 3 Baths
  • 4,281 Sq Ft

  5474 New York 23, Windham, NY 12496

  This large historic home is the original site of Windham's first settler in 1785 and the Reynolds have been entertaining family & friends there since 1959!Located on the west side of town, it is an easy walk to Windham's shops & restaurants.It has a formal living room, (which has been used for an office and playroom), a large dining area and a large, comfortable family room. The kitchen is well

  Jane Reynolds Jane H. Reynolds

  5474 New York 23, Windham, NY 12496
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  /54

  Sold Apr 07, 2025

  11 Whisper Creek Dr Unit 601B, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 1,506 Sq Ft
  • Built 2019

  Last Sold Summary

  • 92 Days On Market

  Last Listing Agent Regina Tortorella Past Member

  11 Whisper Creek Dr Unit 601B, Windham, NY 12496
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  /2

  Not Listed For Sale

  33 High Ridge Rd, Windham, NY 12439

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 1979

  33 High Ridge Rd, Windham, NY 12439

  Last Sold Summary

  • $298/SF
  • 20 Days On Market

  Last Sold Price $599,900

  Last Listing Agent Stacy Keck-Colliton Coldwell Banker Timberland Properties
• 

  

  /18

  $463,000

  • 3 Beds
  • 2 Baths
  • 1,249 Sq Ft

  111 Brainard Ridge Rd Unit 11B, Windham, NY 12496

  Brainard Ridge Charmer!Ready for 4 season active life style. Charming 3 bedroom, 2 bath plus extra sleeping alcove, Brainard Ridge Townhome. Open and airy floor plan, lots of natural light! Cozy living room with large wood burning fireplace, nice dining area, cheery kitchen, Primary bedroom with ensuite bath, plus extra sleeping alcove. Lower level with bunkroom, and guest bedroom, second

  Patricia Charbonneau Brainard Ridge Management

  111 Brainard Ridge Rd Unit 11B, Windham, NY 12496
• 

  

  /85

  $1,709,999 Sold Feb 09, 2026

  12 Lauren Ln, Windham, NY 12496

  • 6 Beds
  • 4.5 Baths
  • 4,855 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Below List Price
  • $352/SF
  • 97 Days On Market

  Current Estimated Value $1,697,294

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  12 Lauren Ln, Windham, NY 12496
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  /2

  Est $1,925,201 Not Listed For Sale

  502 County Route 10, Windham, NY 12496

  • 4 Beds
  • 4.5 Baths
  • 4,300 Sq Ft
  • Built 2023

  502 County Route 10, Windham, NY 12496

  Last Sold Summary

  • 19% Below List Price
  • $552/SF
  • 108 Days On Market

  Last Sold Price $2,375,000

  Last Listing Agent Angela Lanuto Coldwell Banker Village Green
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  /7

  $1,998,500 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  4 Estate View Dr, Windham, NY 12496

  To be built. Experience unparalleled luxury in this custom-built mountain retreat. Situated on 10.5 private acres in the heart of the Catskills, Windham Luxury Estates offers an extraordinary opportunity to own a meticulously designed 3 level, 5k+ sq ft retreat. Built by Vaughn Construction, this 5 bed, 5.5 bath will showcase an open concept that connects the kitchen, dining & living areas-with

  Patrick Dunn KW Platform

  4 Estate View Dr, Windham, NY 12496
• 

  

  /40

  $2,250,000 Sold May 15, 2025

  18 White Way, Windham, NY 12496

  • 6 Beds
  • 6 Baths
  • 4,228 Sq Ft
  • Built 2015

  Last Sold Summary

  • 10% Below List Price
  • $532/SF
  • 82 Days On Market

  Current Estimated Value $2,326,496

  Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

  18 White Way, Windham, NY 12496
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  /10

  Not Listed For Sale

  0 Mount Pisgah Rd, Windham, NY 12496

  • 3 Beds
  • Built 2008

  0 Mount Pisgah Rd, Windham, NY 12496

  Last Sold Summary

  • $23/SF
  • 70 Days On Market

  Last Sold Price $58,000

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

  

  /44

  $1,775,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,218 Sq Ft

  31 Windham Farms Rd, Windham, NY 12496

  Modern Mountain Luxury | Windham, New YorkExperience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout

  Pamela King-Belfor Four Seasons Sotheby's Int.

  31 Windham Farms Rd, Windham, NY 12496
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  /26

  $425,000 Sold Dec 15, 2025

  410 Big Hollow Rd, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1970

  Last Sold Summary

  • $316/SF
  • 28 Days On Market

  Last Listing Agent Diana Polack Compass Greater NY, LLC

  410 Big Hollow Rd, Windham, NY 12496
• 

  

  /65

  Not Listed For Sale

  128 Mount Pisgah Rd, Windham, NY 12496

  • 5 Beds
  • 5 Baths
  • 4,233 Sq Ft
  • Built 2007

  128 Mount Pisgah Rd, Windham, NY 12496

  Last Sold Summary

  • 4% Below List Price
  • $376/SF
  • 89 Days On Market

  Last Sold Price $1,590,000

  Last Listing Agent Kathy Marino Bunce Realty

Showing Results 121 - 160, Page 4 of 18