Windham, NY Homes

• 

  

  

  /48

  $635,000

  Sold Apr 20, 2026

  355 South St, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,438 Sq Ft
  • Built 1975

  Last Sold Summary

  • 14% Below List Price
  • $442/SF
  • 99 Days On Market

  Current Estimated Value $655,290

  Last Listing Agent Patricia Charbonneau Brainard Ridge Management

  355 South St, Windham, NY 12496
• 

  

  

  /35

  Not Listed For Sale

  11 Whisper Unit 105g, Windham, NY 12496

  • 3 Beds
  • 4 Baths
  • 1,686 Sq Ft
  • Built 2016

  11 Whisper Unit 105g, Windham, NY 12496

  Last Sold Summary

  • 24 Days On Market
• 

  

  

  /58

  $3,649,000

  Pre-Foreclosure

  • 5 Beds
  • 7 Baths
  • 5,532 Sq Ft

  6 White Way, Windham, NY 12496

  Welcome to White Way Mountain House, an Aspen-inspired log and post-and-beam mountain retreat set ski-in, ski-off on the White Way Trail at Windham Mountain. Spanning 5,532 square feet across three levels, this five-bedroom, seven-bath chalet was designed for the full mountain living experience: two wood-burning stone fireplaces, radiant heat throughout, a dedicated ski and boot room with heated

  Anthony D'Argenzio Houlihan Lawrence Inc.

  6 White Way, Windham, NY 12496
• 

  

  

  /54

  $590,000

  Sold Apr 27, 2026

  5320 New York 23, Windham, NY 12496

  • 8 Beds
  • 8 Baths
  • 3,712 Sq Ft
  • Built 1900

  Last Sold Summary

  • 31% Below List Price
  • $159/SF
  • 279 Days On Market

  Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

  5320 New York 23, Windham, NY 12496
• 

  

  

  /33

  Not Listed For Sale

  11 Whisper Unit 405f, Windham, NY 12496

  • 4 Beds
  • 4 Baths
  • 1,856 Sq Ft
  • Built 2016

  11 Whisper Unit 405f, Windham, NY 12496

  Last Sold Summary

  • 96 Days On Market
• 

  

  /40

  $1,900,000

  Pending

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

  8 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

  8 Stonewall Ln, Windham, NY 12496
• 

  

  /57

  $740,000

  Sold Nov 14, 2025

  720 Mill St, Windham, NY 12496

  • 4 Beds
  • 2 Baths
  • 2,442 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $303/SF
  • 66 Days On Market

  Current Estimated Value $757,232

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  720 Mill St, Windham, NY 12496
• 

  

  /35

  Not Listed For Sale

  11 Whisper Unit 108c, Windham, NY 12496

  • 2 Beds
  • 3 Baths
  • 1,727 Sq Ft
  • Built 2016

  11 Whisper Unit 108c, Windham, NY 12496

  Last Sold Summary

  • 72 Days On Market
• 

  

  /25

  $459,000

  • Land
  • 29,620 Sq Ft
  • $675,000 per Acre

  0 Club Rd Unit 20256096, Windham, NY 12496

  Welcome to Windham Mountain, where this .68-acre homesite offers an unparalleled opportunity to build your dream getaway just steps from the ski trails. Perfectly situated for both privacy and convenience, this property captures the essence of true mountain living.With its gently sloping terrain, the lot is ideally suited for a tri-level home design with a finished walkout basement, allowing

  Regina Tortorella Coldwell Banker Village GreenW

  0 Club Rd Unit 20256096, Windham, NY 12496
• 

  

  /46

  $585,000

  Sold Dec 22, 2025

  183 County Road 65, Hensonville, NY 12439

  • 5 Beds
  • 3 Baths
  • 2,644 Sq Ft
  • Built 2003

  Last Sold Summary

  • $221/SF
  • 245 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  183 County Road 65, Hensonville, NY 12439
• 

  

  /35

  Not Listed For Sale

  11 Whisper Unit 305f, Windham, NY 12496

  • 3 Beds
  • 4 Baths
  • 1,856 Sq Ft
  • Built 2016

  11 Whisper Unit 305f, Windham, NY 12496

  Last Sold Summary

  • 7 Days On Market
• 

  

  /37

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,545 Sq Ft

  149 Peck Rd, Maplecrest, NY 12454

  Tucked away in a peaceful, semi-private setting just minutes from Windham Mountain Ski Resort, this distinctive 1978 contemporary offers the perfect blend of rustic charm and modern comfort. With 3 bedrooms, 2.5 baths, and the ability to comfortably sleep 10, this property isideal as a year-round getaway, investment rental, or full-time residence.Step inside to an inviting open-concept

  Judy Gregory Gilcrest Properties

  149 Peck Rd, Maplecrest, NY 12454
• 

  

  /51

  $999,999

  Sold Jul 03, 2025

  39 White Way, Windham, NY 12496

  • 6 Beds
  • 4 Baths
  • 3,260 Sq Ft
  • Built 1996

  Last Sold Summary

  • 26% Below List Price
  • $307/SF
  • 540 Days On Market

  Current Estimated Value $1,062,871

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  39 White Way, Windham, NY 12496
• 

  

  /15

  Not Listed For Sale

  0 Vining & Goff Rd Unit 20214430, Windham, NY 12496

  0 Vining & Goff Rd Unit 20214430, Windham, NY 12496

  Last Sold Summary

  • 20 Days On Market
• 

  

  /45

  $349,999

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,739 Sq Ft

  477 Campbell Rd, Windham, NY 12496

  Your wonderful Summer weekend getaway! 7 glorious acres, 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or

  Robyn Tricinelli Century 21 Alliance

  477 Campbell Rd, Windham, NY 12496
• 

  $1,255,000

  Sold Apr 24, 2026

  206 Siam Rd, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft
  • Built 1983

  Last Sold Summary

  • 5% Above List Price
  • $578/SF
  • 37 Days On Market

  Current Estimated Value $1,215,060

  Last Listing Agent Mark McAlpine Compass Greater NY, LLC

  206 Siam Rd, Windham, NY 12496
• 

  

  /4

  Not Listed For Sale

  79 Old Rd, Windham, NY 12496

  79 Old Rd, Windham, NY 12496

  Last Sold Summary

  • 5 Days On Market
• 

  

  /15

  $213,500

  • Land
  • 6.1 Acres
  • $35,000 per Acre

  0 Larsen Dr Unit 20253291, Windham, NY 12496

  One of Windham's Most Special Lots — Unrivaled Views & Serene Privacy Perched in one of Windham's most coveted settings, this remarkable 6.1-acre parcel offers breathtaking, sweeping views of the ski slopes and surrounding mountain ranges—truly among the very best views in all of Windham. This is a rare opportunity to own a piece of land that will be the envy of others, combining panoramic beauty

  Regina Tortorella Coldwell Banker Village GreenW

  0 Larsen Dr Unit 20253291, Windham, NY 12496
• 

  

  /38

  $630,000

  Sold Apr 27, 2026

  24 Windham Mount Village Unit 24, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $412/SF
  • 53 Days On Market

  Last Listing Agent Patricia Charbonneau Brainard Ridge Management

  24 Windham Mount Village Unit 24, Windham, NY 12496
• 

  

  /41

  Est $426,061

  Not Listed For Sale

  53 Shock St, Windham, NY 12496

  • 2 Beds
  • 1 Bath
  • 1,142 Sq Ft
  • Built 1984

  53 Shock St, Windham, NY 12496

  Last Sold Summary

  • 9 Days On Market
• 

  

  /34

  $685,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  730 Mill St, Windham, NY 12496

  Wonderful Windham Cape Cod on picturesque 6.8 acres, gazebo, and private pond! Welcome to this country gem! Many renovations in 2016: with a one car garage, breezeway, well equipped kitchen with granite counters, island and lovely, sun filled first floor ensuite bedroom with beautiful views out to the deck and gorgeous grounds. The main floor offers a second full bath, dining area and

  Patricia Charbonneau Brainard Ridge Management

  730 Mill St, Windham, NY 12496
• 

  

  /76

  $1,350,000

  Sold May 02, 2026

  11 Whisper Creek Dr Unit 504, Windham, NY 12496

  • 4 Beds
  • 4 Baths
  • 1,856 Sq Ft
  • Built 2016

  Last Sold Summary

  • $727/SF
  • 100 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  11 Whisper Creek Dr Unit 504, Windham, NY 12496
• 

  

  /7

  Not Listed For Sale

  0 Boulder Brook Rd, Windham, NY 12496

  0 Boulder Brook Rd, Windham, NY 12496

  Last Sold Summary

  • 203 Days On Market
• 

  

  /7

  $89,000

  • Land
  • 3.7 Acres
  • $24,054 per Acre

  0 Larsen Dr Unit 20253287, Windham, NY 12496

  Create your dream escape on this private 3.7-acre parcel located just minutes from Windham Mountain Resort and the heart of Windham, NY. Quietly tucked away on a private country road, this wooded and untouched land offers the ideal setting for a custom home. Surrounded by nature and set in one of the Catskills' most desirable locations, you'll enjoy both seclusion and convenience just moments

  Regina Tortorella Coldwell Banker Village GreenW

  0 Larsen Dr Unit 20253287, Windham, NY 12496
• 

  

  /55

  $600,000

  Sold May 22, 2026

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

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $286/SF
  • 161 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

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

  

  /3

  Not Listed For Sale

  421 County Route 56, Windham, NY 12496

  421 County Route 56, Windham, NY 12496

  Last Sold Summary

  • 620 Days On Market
• 

  

  /50

  $569,900

  $330K PRICE DROP

  • Land
  • 40.07 Acres
  • $14,223 per Acre

  TBD Boulder Brook Lots 33-38 Rd, Windham, NY 12496

  A Rare Opportunity in the Heart of Windham, NY. Welcome to Boulder Brook, an extraordinary and rare offering in the majestic Catskills. Just minutes from the slopes of Windham Ski Resort, this private subdivision presents a unique chance to own an entire mountain retreat or select from four individually surveyed lots, all nestled along a quiet, established country road. Boulder Brook is a blend

  Kyla Thomas Howard Hanna Rand Realty

  TBD Boulder Brook Lots 33-38 Rd, Windham, NY 12496
• 

  

  /64

  $780,000

  Sold Mar 19, 2026

  78 Mitchell Hollow Rd, Windham, NY 12496

  • 3 Beds
  • 3.5 Baths
  • 2,324 Sq Ft
  • Built 2019

  Last Sold Summary

  • 1% Below List Price
  • $336/SF
  • 44 Days On Market

  Current Estimated Value $808,458

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  78 Mitchell Hollow Rd, Windham, NY 12496
• 

  /2

  Est $623,799

  Not Listed For Sale

  39 Loretta Ln, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 2,111 Sq Ft
  • Built 1999

  39 Loretta Ln, Windham, NY 12496
• 

  

  /16

  $289,000

  • Land
  • 4.33 Acres
  • $66,744 per Acre

  4 Windham Farms Rd, Windham, NY 12496

  Welcome to ''Windham Farms'' in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 4 features an installed gravel parking area directly off Windham Farms Road, available 200 amp underground electric service at

  Laurie Hanenberg Hunter Windham Real Estate

  4 Windham Farms Rd, Windham, NY 12496
• 

  

  /82

  $522,500

  Sold Jul 03, 2025

  231 County Route 65, Windham, NY 12496

  • 6 Beds
  • 3.5 Baths
  • 4,014 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $130/SF
  • 141 Days On Market

  Last Listing Agent Ted Banta RVW Select Properties

  231 County Route 65, Windham, NY 12496
• 

  

  /34

  Not Listed For Sale

  256 County Road 65, Hensonville, NY 12439

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • Built 1930

  256 County Road 65, Hensonville, NY 12439

  Last Sold Summary

  • 218 Days On Market
• 

  

  /35

  $790,000

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  97 Clarence D Lane Rd Unit D, Windham, NY 12496

  Welcome to your new mountain home! This spacious 4-bedroom, 2-bath townhouse on Windham Mountain offers the perfect blend of ski-lodge charm and modern comfort, moments to the slopes. With 2,112 square feet of living space, there's plenty of room to gather, relax, and make lasting memories in every season. Inside, you'll find soaring wood-beamed ceilings, a dramatic stone hearth, and two

  Jessica Surbeck Windstar Realty Group, LLC

  97 Clarence D Lane Rd Unit D, Windham, NY 12496
• 

  

  /27

  Est $732,479

  Not Listed For Sale

  310 Mill St, Windham, NY 12496

  • 6 Beds
  • 6 Baths
  • 3,600 Sq Ft
  • Built 1988

  310 Mill St, Windham, NY 12496

  Last Sold Summary

  • 18 Days On Market
• 

  

  /20

  $209,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  139 Windham Ridge Rd Unit D, Windham, NY 12496

  At the very end of Windham Ridge Road, minutes from Windham Mountain, this perfect, private getaway is waiting for you! Wake up to dazzling views of Windham Mountain every season, through south-facing sliding glass doors and windows. This 700 square foot unit lives large! The spacious living area features a cathedral ceiling, skylights and a cozy wood burning fireplace flanked by a built-in desk

  Jessica Surbeck Windstar Realty Group, LLC

  139 Windham Ridge Rd Unit D, Windham, NY 12496
• 

  /2

  Not Listed For Sale

  516 Route 40, Windham, NY 12454

  • 3 Beds
  • 1 Bath
  • 1,544 Sq Ft
  • Built 1940

  516 Route 40, Windham, NY 12454

  Last Sold Summary

  • 24 Days On Market
• 

  

  /21

  $99,000

  Pending

  • Land
  • 7.06 Acres
  • $14,023 per Acre

  0 Mitchell Hollow Rd, Windham, NY 12496

  7.06 Acres in Windham - Ready to Build, Mountain Views, Minutes to TownThis 7.06-acre lot checks all the boxes if you're looking for a build-ready property in the Catskills. This lot offers mostly level grade and has already been cleared and surveyed. A brand-new driveway is in place, electric is available at the lot, and a 2021 DEP site visit confirmed a satisfactory perc test for a raised

  Regina Tortorella Coldwell Banker Village GreenW

  0 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /35

  Not Listed For Sale

  Lot 2 New York 23, Windham, NY 12496

  Lot 2 New York 23, Windham, NY 12496

  Last Sold Summary

  • 225 Days On Market
• 

  

  /10

  $375,000

  $100K PRICE INCREASE

  • Land
  • 2.4 Acres
  • $156,250 per Acre

  L38 Panarama Ln Unit 38, Windham, NY 12496

  Destination Windham! This 2.4 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

  Susan Miller WINDSTAR REALTY GROUP LLC

  L38 Panarama Ln Unit 38, Windham, NY 12496
• 

  /2

  Not Listed For Sale

  11365 New York 23, Windham, NY 12496

  • 7 Beds
  • 6.5 Baths
  • 5,800 Sq Ft
  • Built 1886

  11365 New York 23, Windham, NY 12496

  Last Sold Summary

  • 194 Days On Market

Showing Results 241 - 280, Page 7 of 18