Windham, NY Homes

• 

  

  

  /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
• 

  

  

  /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

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
• 

  

  

  /78

  $895,000

  New Construction $40K PRICE DROP

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

  2074-2080 County Route 10, Windham, NY 12496

  A rare Catskills treat! Own your own Catskills compound. Two separate homes create the perfect setting for extended family, weekend guests or a private retreat with income potential. 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

  Lisa Gambella WINDSTAR REALTY GROUP LLC

  2074-2080 County Route 10, 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
• 

  

  

  /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

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
• 

  /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
• 

  

  /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
• 

  

  /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

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
• 

  

  /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
• 

  

  /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 $816,026

  Last Listing Agent Kathy Marino Bunce Realty

  205 Nauvoo Rd, 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

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
• 

  

  /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
• 

  

  /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 $849,283

  Last Listing Agent Brittany Craig Houlihan Lawrence Inc.

  407 Mill St, 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

  Last Listing Agent Anjali Arora Corcoran Country Living - Hud
• 

  

  /37

  $575,000

  $20K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /41

  Est $433,239

  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

  Last Listing Agent Matthew Loder Country Boy Realty
• 

  

  /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
• 

  

  /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
• 

  

  /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

  Last Listing Agent Regina Tortorella Past Member
• 

  

  /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
• 

  

  /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
• 

  

  /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

  Last Listing Agent Sheila Word Coldwell Banker Village GreenW
• 

  

  /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
• 

  

  /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 $631,451

  Last Listing Agent Patricia Charbonneau Brainard Ridge Management

  355 South St, Windham, NY 12496
• 

  /2

  Est $658,012

  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
• 

  

  /21

  $359,900

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

  2635 County Route 10, Windham, NY 12496

  What an amazing opportunity! Delightful ranch home with full walk out finished basement. Bright and sunny on 2+ acres with mountain views!

  Thomas Fedorson Greene County Realty

  2635 County Route 10, 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
• 

  

  /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

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW
• 

  

  /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
• 

  

  /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 $782,563

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  720 Mill St, 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

  Last Listing Agent Tracy Boomhower Country Views Realty, Inc.
• 

  

  /33

  $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
• 

  

  /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

  Lot 2 New York 23, Windham, NY 12496

  Lot 2 New York 23, Windham, NY 12496

  Last Sold Summary

  • 225 Days On Market

  Last Listing Agent Leighton Ashley Coldwell Banker Timberland
• 

  

  /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
• 

  $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 $1,187,229

  Last Listing Agent Mark McAlpine Compass Greater NY, LLC

  206 Siam Rd, 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

  Last Listing Agent Daniel Weinheimer Past Member
• 

  

  /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
• 

  

  /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

Showing Results 241 - 280, Page 7 of 18