Windham, NY Homes

/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.

(518) 634-9387

0 County Road 65 Unit 20261215, Windham, NY 12496
/51
$1,117,500 Sold Apr 29, 2025

292 South St, Windham, NY 12496
- 5 Beds
- 5.5 Baths
- 3,643 Sq Ft
- Built 2021
Last Sold Summary
- 3% Below List Price
- $307/SF
- 59 Days On Market
Last Listing Agent Regina Tortorella Past Member

292 South St, Windham, NY 12496

/30
Est $669,812 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
- 13% Above List Price
- $365/SF
- 54 Days On Market
Last Sold Price $592,000

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

/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

(518) 627-5170

5134 New York 23, Windham, NY 12496
/9
$75,000 Sold Jul 11, 2025

611 Old Rd, Windham, NY 12496
- Land
- 1.7 Acres
- $44,118 per Acre
Last Sold Summary
- 61 Days On Market
Last Listing Agent Mary Donovan Gallagher & Company

611 Old Rd, Windham, NY 12496

/17
Est $609,418 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
- 16% Above List Price
- $260/SF
- 61 Days On Market
Last Sold Price $525,000

Last Listing Agent Robert Conway Berkshire Hathaway Home Services Blake

/22
$289,000
- 2 Beds
- 2 Baths
- 838 Sq Ft
5359 Main St Unit 2h., Windham, NY 12496

Prime Windham Village Location - Step out your door and wander to restaurants, the farmers market, local brewery, miniature golf, movies, and year-round town events. Convenient NYC bus access just moments away makes this the perfect easy escape.Only minutes to Windham Mountain skiing and nearby golf courses, this desirable 2-bedroom, 2-bath condo with slope views offers both lifestyle and

Carol Shaw

Shaw Country Realty, Inc.

(518) 619-5220

5359 Main St Unit 2h., Windham, NY 12496
/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 $325,924

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

71 County Road 65 Unit 4, Hensonville, NY 12439

/18
Est $191,678 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
- 28% Above List Price
- $182/SF
- 31 Days On Market
Last Sold Price $150,000

Last Listing Agent Claudia Zucker Living Structures

/30
$1,200,000 Pending
- 3 Beds
- 2 Baths
- 2,170 Sq Ft
206 Siam Rd, Windham, NY 12496

Welcome to FieldHouse 206—a stunning Catskills retreat where modern style meets serene natural beauty. This thoughtfully renovated 3-bedroom, 2-bath home spans 2,170 sq. ft. and is the perfect place to unwind, reconnect, and savor every moment. Set on 8.88 acres across three separate lots, this property offers more than just space—it offers possibility. With DEP approval for a four-bedroom septic

Mark McAlpine

Compass Greater New York, LLC

(518) 809-8609

206 Siam Rd, Windham, NY 12496
/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

/30
Est $645,082 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
- 2% Below List Price
- $324/SF
- 30 Days On Market
Last Sold Price $655,000

Last Listing Agent Paul Heintz Anatole House LLC

/22
$289,000
- 2 Beds
- 2 Baths
- 838 Sq Ft
5359 Main St, Windham, NY 12496

Prime Windham Village Location: Just outside your door, wander to restaurants, movies, breweries, pubs, miniature golf, seasonal farmers market and year round town events.Convenient NYC bus access just outside your door for easy escape for the weekend. Only minutes to the Windham Mt. Club for skiing and nearby golf courses makes this a desirable location for this 2 bedroom, 2 bath condo with

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 735-8525

5359 Main St, Windham, NY 12496
/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
Current Estimated Value $1,203,753

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

30 The Loop, Windham, NY 12496

/72
Est $668,640 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
- 6% Above List Price
- $254/SF
- 56 Days On Market
Last Sold Price $630,000

Last Listing Agent Corey Marikovics Past Member

/31
$399,000
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
436 Big Hollow Rd, Maplecrest, NY 12454

Up the road from thousands of acres of state hiking trails and from CD Lane Park with swimming, kayaking, and family fun, this location is a true four-season retreat. Minutes to Windham and Hunter ski resorts, golf courses, and local venues, the setting offers year-round recreation at your doorstep.Set back from a quiet country road on nearly 4 acres, this property is all about the outdoors.

Carol Shaw

Shaw Country Realty, Inc.

(518) 667-5960

436 Big Hollow Rd, Maplecrest, NY 12454
/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 $845,274

Last Listing Agent Richard Vizzini Corcoran Country Living

2 Biff Andrus Rd, Windham, NY 12496

/52
Est $718,333 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
- 8% Below List Price
- $317/SF
- 53 Days On Market
Last Sold Price $780,000

Last Listing Agent Regina Tortorella Past Member

/32
$675,000 Pending
- 3 Beds
- 2 Baths
- 2,350 Sq Ft
5287 New York 23, Windham, NY 12496

Charming Vintage Village Home with Endless Potential!Step into the timeless charm of this beautifully renovated 3-bedroom, 2-bath home in the heart of Windham, perfectly paired with an additional 0.35-acre lot. From the moment you arrive, this property welcomes you with its warmth and character, blending vintage allure with modern updates for a truly special living experience.The main

Mark McAlpine

Compass Greater New York, LLC

(518) 732-8909

5287 New York 23, Windham, NY 12496
/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 $293,472

Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

36 Loo Bridge Ln, Windham, NY 12496

/92
Est $1,257,737 Not Listed For Sale

668 Mill St, Windham, NY 12496
- 8 Beds
- 6.5 Baths
- 6,061 Sq Ft
- Built 1983
668 Mill St, Windham, NY 12496

Last Sold Summary
- 14% Above List Price
- $181/SF
- 46 Days On Market
Last Sold Price $1,100,000

Last Listing Agent Regina Tortorella Past Member

/68
$875,000
- 4 Beds
- 3.5 Baths
- 3,075 Sq Ft
116 Nilson Dr, Windham, NY 12496

Fall in love with the ease of single-level living wrapped in privacy, beauty, and timeless style. Set on three peaceful acres, this thoughtfully reimagined home feels like a hidden retreat -- close to everything, yet wonderfully your own. From the moment you enter, the home welcomes you with warmth and refinement. Arched openings, crown moldings, and curated details create an elegant flow from

Lisa Jaeger Coldwell Banker Village GreenW

116 Nilson Dr, 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

/57
Est $495,931 Not Listed For Sale

499 County Route 10, Windham, NY 12496
- 4 Beds
- 1.5 Baths
- 2,700 Sq Ft
- Built 1965
499 County Route 10, Windham, NY 12496

Last Sold Summary
- 8% Above List Price
- $171/SF
- 51 Days On Market
Last Sold Price $461,250

Last Listing Agent Sharri Cunningham Bunce Realty

/34
$239,500
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
55 Quads Way, Windham, NY 12496

Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes,

Lisa Jaeger Coldwell Banker Village GreenW

55 Quads Way, 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 $2,026,272

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

150 Trailside Rd, Windham, NY 12496

/15
Not Listed For Sale

76 Begley Rd, Windham, NY 12496
76 Begley Rd, Windham, NY 12496

Last Sold Summary
- 86 Days On Market
Last Sold Price $145,000

Last Listing Agent Regina Tortorella Past Member

/41
$399,000 Pending
- 5 Beds
- 3 Baths
- 2,472 Sq Ft
317 Mitchell Hollow Rd, Windham, NY 12496

PRICE REDUCTION! — calling all investors, DIY buyers, and project-minded designers! Prime Windham location, major updates done — now it's your turn to finish and make it shine. This spacious 5-bedroom, 3-bath home offers tremendous potential with many big-ticket updates already completed, including a new roof, wood flooring, updated kitchen with granite counters and newer appliances, fresh

Lisa Jaeger Coldwell Banker Village GreenW

317 Mitchell Hollow Rd, Windham, NY 12496
/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

/46
Est $400,722 Not Listed For Sale

406 Campbell Rd, Windham, NY 12496
- 2 Beds
- 1.5 Baths
- 1,204 Sq Ft
- Built 1984
406 Campbell Rd, Windham, NY 12496

Last Sold Summary
- $332/SF
- 63 Days On Market
Last Sold Price $400,000

Last Listing Agent Lisa Gambella Past Member

/100
$2,799,000 Pending
- 6 Beds
- 4.5 Baths
- 5,872 Sq Ft
81 Sundance Dr, Windham, NY 12496

Secluded Mountain Estate with 20+ Acres, Panoramic Views & Sport Court in Windham, NY. Privately gated at the very end of Sundance Drive, this extraordinary log estate is one of only five luxury homes in this sought-after enclave each on expansive land, but none offering the privacy, scale, or setting of this one. Set on a sweeping tract with panoramic mountain views, this home blends refined

Regina Tortorella Coldwell Banker Village GreenW

81 Sundance Dr, 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 $724,959

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

122 Old Rd, Windham, NY 12496

/13
Not Listed For Sale

115 Windham Ridge Rd Unit 19F, Windham, NY 12496
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Built 1986
115 Windham Ridge Rd Unit 19F, Windham, NY 12496

Last Sold Summary
- $343/SF
- 64 Days On Market
Last Sold Price $240,000

Last Listing Agent Ellen Boldis Berkshire Hathaway HomeService

/48
$749,000
- 4 Beds
- 3.5 Baths
- 2,088 Sq Ft
93 Maplewood Ave, Windham, NY 12496

Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain.On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward

Doina Dewell Coldwell Banker Village GreenW

93 Maplewood Ave, 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

/44
Est $634,311 Not Listed For Sale

77 Windham Mount Village, Windham, NY 12496
- 4 Beds
- 3.5 Baths
- 2,044 Sq Ft
- Built 1986
77 Windham Mount Village, Windham, NY 12496

Last Sold Summary
- 2% Below List Price
- $318/SF
- 5 Days On Market
Last Sold Price $649,000

Last Listing Agent Debra Bunce Past Member

/61
$1,125,000
- 5 Beds
- 5.5 Baths
- 3,643 Sq Ft
3 South St, Windham, NY 12496

Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek

Regina Tortorella Coldwell Banker Village GreenW

3 South St, 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

/47
Est $1,091,886 Not Listed For Sale

19 Goff Rd, Windham, NY 12496
- 4 Beds
- 4 Baths
- 3,213 Sq Ft
- Built 2005
19 Goff Rd, Windham, NY 12496

Last Sold Summary
- 22% Above List Price
- $279/SF
- 132 Days On Market
Last Sold Price $895,000

Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

/68
$769,000
- 3 Beds
- 2 Baths
- 2,049 Sq Ft
39 Brook Hollow Ln, Windham, NY 12496

Updated Log Cabin Retreat with Private Fishing Pond & Flowing Stream in the Catskills If you've been dreaming of a place that feels completely tucked away in nature--yet just minutes to town and the slopes--this one delivers in all the right ways. Set at the end of a quiet cul-de-sac, this rustic log home is surrounded by 4 private acres with your own pond and a flowing stream that you can

Regina Tortorella Coldwell Banker Village GreenW

39 Brook Hollow Ln, Windham, NY 12496

Showing Results 41 - 80, Page 2 of 18

New York Greene County Windham

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