Homes in ZIP Code 12496

• 

  

  

  /42

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  689 Old Rd, Hensonville, NY 12439

  Step into the charm of this 1930s 2-bedroom, 2-bath ranch, just minutes from the Village of Windham and Windham Mountain. Nestled on a full acre and bordered by 25.5 acres of protected NYC watershed land, the property offers rare privacy and a seamless connection to nature. Wake up to the gentle sounds of a seasonal creek and lush surrounding greenery, a true mountain escape.Outside, a

  

  Mark McAlpine

  Compass Greater New York, LLC

  689 Old Rd, Hensonville, NY 12439
• 

  

  

  /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

  Current Estimated Value $924,543

  Last Listing Agent Richard Vizzini Corcoran Country Living

  2 Biff Andrus Rd, Windham, NY 12496
• 

  

  

  /6

  Not Listed For Sale

  80 Begley Rd, Windham, NY 12496

  80 Begley Rd, Windham, NY 12496

  Last Sold Summary

  • 120 Days On Market
• 

  

  

  /33

  $789,000

  $11K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 4,368 Sq Ft

  559 Case Rd, Windham, NY 12496

  AT 559, ITS TIME! TO MAKE YOUR CASE FOR WINDHAM. Welcome to 559 Case Road in Ashland-Windham, a spacious Colonial set on almost 8 private acres, surrounded by the natural beauty of the Catskills in the Upper Hudson Valley. Offering 6 bedrooms and 3.5 bathrooms, this property is a great full-time residence, weekend retreat, or investment property. A sun-filled entryway with soaring ceilings and

  

  Al Iaquinta

  Iaquinta Premier Properties

  559 Case Rd, Windham, NY 12496
• 

  

  

  /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
• 

  

  /35

  Est $345,784

  Not Listed For Sale

  430 Rt 32c, Ashland, NY 12407

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1950

  430 Rt 32c, Ashland, NY 12407

  Last Sold Summary

  • 155 Days On Market
• 

  

  /4

  $115,000

  • Land
  • 1.6 Acres
  • $71,875 per Acre

  0 County Road 65 Unit 20261215, Windham, NY 12496

  Windham Townhship (Hensonville) these 2 adjoining lots are set back behind House #225 each lot is .8 acre with total of 1.6 acresPotential sewer hook up to be brought up from road . Sewer goes to first house. There is one .8 acre lot between house and lots for sale. Property starts apprx 351' in from road. Great place for small houses, RV wooded and fairly level

  

  Carol Shaw

  Shaw Country Realty, Inc.

  0 County Road 65 Unit 20261215, Windham, NY 12496
• 

  

  /73

  $1,810,000

  Sold Mar 05, 2026

  150 Trailside Rd, Windham, NY 12496

  • 9 Beds
  • 7 Baths
  • 6,859 Sq Ft
  • Built 2001

  Last Sold Summary

  • 20% Below List Price
  • $264/SF
  • 304 Days On Market

  Current Estimated Value $1,808,856

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  150 Trailside Rd, Windham, NY 12496
• 

  

  /28

  Est $446,484

  Not Listed For Sale

  904 N Settlement Rd, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Built 2003

  904 N Settlement Rd, Windham, NY 12496

  Last Sold Summary

  • 139 Days On Market
• 

  

  /35

  $485,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  5134 New York 23, Windham, NY 12496

  Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity.Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature

  

  Jason Dugo

  Dugo Realty

  5134 New York 23, Windham, NY 12496
• 

  

  /11

  $107,500

  Sold Jun 02, 2026

  511 Campbell Rd, Ashland, NY 12496

  • Land
  • 2.5 Acres
  • $43,000 per Acre

  Last Sold Summary

  • 28% Below List Price
  • 180 Days On Market

  Last Listing Agent Laurie Hanenberg Hunter Windham Real Estate

  511 Campbell Rd, Ashland, NY 12496
• 

  

  /26

  Est $767,548

  Not Listed For Sale

  22 Brook Hollow Ln, Windham, NY 12496

  • 4 Beds
  • 2 Baths
  • 2,842 Sq Ft
  • Built 2007

  22 Brook Hollow Ln, Windham, NY 12496

  Last Sold Summary

  • 42 Days On Market
• 

  

  /7

  $689,000

  • 5 Beds
  • 5 Baths
  • 2,500 Sq Ft

  5355 New York 23, Windham, NY 12496

  CALLING INVESTORS - PRIME WINDHAM VILLAGE OPPORTUNITY Rare opportunity in the heart of Windham Village with exceptional commercial and residential development potential. Positioned in one of the Catskills' most desirable four-season destinations, this property offers investors the chance to capitalize on the continued growth and popularity of Windham.Windham is truly ''the place to be,''

  

  Carol Shaw

  Shaw Country Realty, Inc.

  5355 New York 23, Windham, NY 12496
• 

  

  /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

  Current Estimated Value $725,285

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  122 Old Rd, Windham, NY 12496
• 

  

  /31

  Est $248,032

  Not Listed For Sale

  60 Quads Way, Windham, NY 12496

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

  60 Quads Way, Windham, NY 12496

  Last Sold Summary

  • 350 Days On Market
• 

  

  /24

  $415,000

  $19K PRICE INCREASE

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

  2914 Route 10, Windham, NY 12496

  Set on 5 peaceful acres in the heart of the Catskills, this spacious 3-bedroom, 3.5-bathroom home offers the perfect blend of comfort, convenience, and mountain living. Built in 1993, the home features 2,610 square feet of living space with a functional layout designed for both everyday living and entertaining. Enjoy the fresh, modern feel of new tile flooring, a clean white interior and

  

  Jack Yao

  Realmart Realty, LLC

  2914 Route 10, 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
• 

  

  /22

  Est $255,639

  Not Listed For Sale

  24 Quads Way, Windham, NY 12496

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

  24 Quads Way, Windham, NY 12496

  Last Sold Summary

  • 140 Days On Market
• 

  

  /20

  $325,000

  $24K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  315 Begley Rd, Windham, NY 12496

  Just minutes from the village of Windham, skiing, and golf, this meticulously maintained ranch is set on a beautiful country road in a true four-season community. The easy, flowing floor plan features a bright eat-in kitchen that opens directly to a spacious rear deck-perfect for outdoor dining and entertaining. Inside, you'll find three comfortable bedrooms, 1.5 baths, and a welcoming living

  

  Carol Shaw

  SHAW COUNTRY REALTY INC

  315 Begley Rd, Windham, NY 12496
• 

  

  /31

  $159,900

  Sold Jun 22, 2026

  Tbd, Windham, NY 12496

  • Land
  • 8.33 Acres
  • $19,196 per Acre

  Last Sold Summary

  • 341 Days On Market

  Last Listing Agent Kyla Thomas Howard Hanna Rand Realty

  Tbd, Windham, NY 12496
• 

  

  /30

  Est $676,829

  Not Listed For Sale

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

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 1973

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

  Last Sold Summary

  • 54 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
• 

  

  /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
• 

  

  /17

  Est $583,480

  Not Listed For Sale

  120 Mount Greenery Rd, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 2,017 Sq Ft
  • Built 1988

  120 Mount Greenery Rd, Windham, NY 12496

  Last Sold Summary

  • 61 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

  $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 $493,434

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  996 County Route 10, Windham, NY 12496
• 

  

  /18

  Est $183,241

  Not Listed For Sale

  26 Mill St, Windham, NY 12496

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

  26 Mill St, Windham, NY 12496

  Last Sold Summary

  • 31 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
• 

  $169,900

  Sold Jun 22, 2026

  TBD Lot 8 Boulder Brook Rd, Windham, NY 12496

  • Land
  • 6.17 Acres
  • $27,536 per Acre

  Last Sold Summary

  • 287 Days On Market

  Last Listing Agent Kyla Thomas Howard Hanna Rand Realty

  TBD Lot 8 Boulder Brook Rd, Windham, NY 12496
• 

  

  /30

  Est $658,677

  Not Listed For Sale

  121 Thunderbird Terrace, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft
  • Built 1941

  121 Thunderbird Terrace, Windham, NY 12496

  Last Sold Summary

  • 30 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
• 

  

  /48

  $560,000

  Sold May 25, 2026

  31 Koonan Rd, Windham, NY 12496

  • 4 Beds
  • 2 Baths
  • 1,052 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $532/SF
  • 232 Days On Market

  Current Estimated Value $583,141

  Last Listing Agent Brandon Oot Core Real Estate Team

  31 Koonan Rd, Windham, NY 12496
• 

  

  /72

  Est $768,698

  Not Listed For Sale

  23 Manor Dr, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 2,485 Sq Ft
  • Built 2024

  23 Manor Dr, Windham, NY 12496

  Last Sold Summary

  • 56 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
• 

  

  /55

  $355,000

  Sold Jan 09, 2026

  23 Townhouse Ln Unit 1, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft
  • Built 1980

  Last Sold Summary

  • 9% Below List Price
  • $192/SF
  • 101 Days On Market

  Current Estimated Value $375,690

  Last Listing Agent Sharon Knudsen Coldwell Banker Village GreenW

  23 Townhouse Ln Unit 1, Windham, NY 12496
• 

  

  /30

  Est $379,000

  Not Listed For Sale

  3 Begley Rd, Windham, NY 12496

  • 4 Beds
  • 2 Baths
  • 1,916 Sq Ft
  • Built 1922

  3 Begley Rd, Windham, NY 12496

  Last Sold Summary

  • 96 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
• 

  

  /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
• 

  

  /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

Showing Results 41 - 80, Page 2 of 18