Windham, NY Homes

/27
$799,000
- 3 Beds
- 3 Baths
- 1,528 Sq Ft
71 Windham Mount Village Unit 71, Windham, NY 12496

Windham Mt. Village . This Beautiful Townhouse is located at the base of Windham slopes . Just steps from skiing and directly across from the clubhouse and indoor pool, this beautifully updated residence offers exceptional four-season appeal and strong rental demand. The flexible layout is easily adaptable to a 2-bedroom plus sleeping loft, with a separate lockout bedroom/studio-ideal for

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 806-2865

71 Windham Mount Village Unit 71, Windham, NY 12496
/20
$17,201 per month
- 5 Beds
- 3.5 Baths
- 4,789 Sq Ft
- Condo for Rent
241 Campbell Rd Unit SI ID1375256P, Windham, NY 12496

The advertised rate of $17,202/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

241 Campbell Rd Unit SI ID1375256P, Windham, NY 12496
/60
$575,000 Sold Nov 07, 2025

36 Mount Greenery Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,376 Sq Ft
- Built 1986
Last Sold Summary
- 4% Below List Price
- $418/SF
- 72 Days On Market
Current Estimated Value $577,355

Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

36 Mount Greenery Rd, Windham, NY 12496

/25
Not Listed For Sale

0 Route 10, Windham, NY 12496
- 3 Beds
- Built 2016
0 Route 10, Windham, NY 12496

Last Sold Summary
- $52/SF
- 189 Days On Market
Last Sold Price $195,000

Last Listing Agent Regina Tortorella Past Member

/40
$684,000
- 5 Beds
- 3.5 Baths
- 2,640 Sq Ft
134 Magda Ln, Windham, NY 12496

Charming Country Retreat Just Minutes to WindhamNestled on a private dead-end road just minutes from Windham's slopes, golf courses, and vibrant village, this beautiful recently renovated 5-bedroom, 3-bath home sits on 5.5 acres of peaceful country setting. Blending timeless country charm with modern style, the home features warm wood floors, an inviting open kitchen and dining area, and

Carol Shaw

Shaw Country Realty, Inc.

(518) 413-0731

134 Magda Ln, Windham, NY 12496
/26
$13,000 per month
- 2 Beds
- 2 Baths
- 295 Sq Ft
- Townhouse for Rent
274 County Road 65 Unit 40, Windham, NY 12496

Seasonal Rental, development has shuttle bus to and from Windham Mt. Club, great location. Lovely 2 bedroom, 2 baths with laundry. Open living area, stone wood burning fireplace, sliding doors to deck. Upper level has 2 bedrooms, living room has pull out couch, Unit sleeps 7 persons. Don't miss out on this lovely rental. ** AVAILABLE for entire 26/27 ski season 13000 or 3,300 per month.

Mary Donovan Gallagher & Company

274 County Road 65 Unit 40, Windham, NY 12496
/17
Sold Apr 22, 2025

70 Begley Rd, Windham, NY 12496
- Land
- 7.2 Acres
Last Sold Summary
- 189 Days On Market
Last Listing Agent Regina Tortorella Past Member

70 Begley Rd, Windham, NY 12496

/34
Est $1,702,886 Not Listed For Sale

21 Sundance Dr, Windham, NY 12496
- 4 Beds
- 4.5 Baths
- 4,359 Sq Ft
- Built 2005
21 Sundance Dr, Windham, NY 12496

Last Sold Summary
- 14% Above List Price
- $344/SF
- 58 Days On Market
Last Sold Price $1,500,000

Last Listing Agent Josie Reo MLS 4 Less Realty

/46
$850,000 Pending
- 8 Beds
- 8 Baths
- 3,700 Sq Ft
5320 New York 23, Windham, NY 12496

In the heart of Windham, "the place to be," this rare multi-use property offers endless possibilities for residential, commercial, or mixed-use ventures. Formerly a thriving B&B, it features two buildings with a total of 8 bedrooms and 8 bathrooms, a large open kitchen plus accessory kitchen, and expansive spaces perfect for a restaurant, café, art studio, gallery, retail shop, or

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 261-9298

5320 New York 23, Windham, NY 12496
/36
$8,495 per month
- 5 Beds
- 4 Baths
- 3,000 Sq Ft
- House for Rent
170 Maplecrest Rd, Hensonville, NY 12439

WELCOME TO THE MID-CENTURY WINDHAM ART HOUSE WITH LUXURIOUS YEAR-ROUND HOT TUB, OUTDOOR SEASONAL SWIMMING POOL, WALL-TO-WALL FIREPLACE, CUSTOM BAR, 2.7 ACRES LAND WITH PRIVATE CREEK AND MORE! This gorgeous 5 bedroom 2.5 bath home of nearly 3,000 sq ft offers so much: NATURE and PRIVACY, beautiful lawns, a creek, huge trees; RELAX and ENTERTAINMENT, swimming pool, hot tub, fireplace, bar, grill,

Martina Dechevska Find Real Estate LLC

170 Maplecrest Rd, Hensonville, NY 12439
/34
$450,000 Sold May 23, 2025

116 Galway Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,867 Sq Ft
- Built 2021
Last Sold Summary
- 2% Below List Price
- $241/SF
- 66 Days On Market
Current Estimated Value $476,301

Last Listing Agent Patrick Dunn Core Real Estate Team

116 Galway Rd, Windham, NY 12496

/6
Not Listed For Sale

0 Larsen Dr Unit 152095, Windham, NY 12496
0 Larsen Dr Unit 152095, Windham, NY 12496

Last Sold Summary
- 81 Days On Market
Last Sold Price $65,000

Last Listing Agent Regina Tortorella Past Member

/47
$1,595,000
- 5 Beds
- 4 Baths
- 4,056 Sq Ft
5433 New York 23, Windham, NY 12496

Set right in the heart of the town of Windham, this exceptional brand new construction offers the rare combination of village proximity, mountain views, and income producing potential. Thoughtfully designed as a two-story residence with a private backyard and a separate barn with utilities already in place, the property presents a turnkey opportunity for an accessory dwelling unit, guest house,

Catherine Quintard

Compass Greater NY, LLC

(518) 400-5046

5433 New York 23, Windham, NY 12496
/38
$2,300 per month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Condo for Rent
5359 New York 23 Unit 2E, Windham, NY 12496

Opportunity awaits as this beautifully designed 2-bedroom 2 bath Windham condo rental a minute drive to Windham Mountain hits the market! You get the best of everything here as this property is located right on Main Street where you can find everything but also so close to the ski resort! Features include large cozy great room with dining/living room combo with 2 large windows, recessed lighting

Wayne Newcomb Newcomb Realty Group LLC

5359 New York 23 Unit 2E, Windham, NY 12496
/30
$490,000 Sold Jun 20, 2025

3 Begley Rd, Windham, NY 12496
- 4 Beds
- 2 Baths
- 1,916 Sq Ft
- Built 1922
Last Sold Summary
- 2% Below List Price
- $256/SF
- 96 Days On Market
Current Estimated Value $354,000

Last Listing Agent Jessica Surbeck WINDSTAR REALTY GROUP LLC

3 Begley Rd, Windham, NY 12496

/11
Not Listed For Sale

0 Begley Rd Unit 154599, Windham, NY 12496
0 Begley Rd Unit 154599, Windham, NY 12496

Last Sold Summary
- 25 Days On Market
Last Sold Price $175,000

Last Listing Agent Regina Tortorella Past Member

/59
$685,000
- 5 Beds
- 3 Baths
- 3,184 Sq Ft
523 Mitchell Hollow Rd, Windham, NY 12496

Catskills living with standout appeal in Windham—the ultimate four-season destination for skiing, golf, hiking, breweries, and live music venues. This sprawling, rambling layout was designed for memorable gatherings, offering 5 generous bedrooms and 3 full baths, ideal for hosting family, friends, or guests in style. Warm up by the fireplace after a day on the mountain, then step outside to your

Carol Shaw

Shaw Country Realty, Inc.

(518) 777-2454

523 Mitchell Hollow Rd, Windham, NY 12496
$269,000 Sold Sep 19, 2025

79 Windham Ridge Rd Unit 17A, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
- Built 1983
Last Sold Summary
- $222/SF
- 14 Days On Market
Current Estimated Value $265,297

Last Listing Agent FRANK GOMEZ Real Broker NY LLC

79 Windham Ridge Rd Unit 17A, Windham, NY 12496

/60
Est $598,822 Not Listed For Sale

162 Ruland Rd, Windham, NY 12496
- 1 Bed
- 1,849 Sq Ft
- Built 2020
162 Ruland Rd, Windham, NY 12496

Last Sold Summary
- 9% Above List Price
- $297/SF
- 64 Days On Market
Last Sold Price $550,000

Last Listing Agent Regina Tortorella Past Member

/40
$599,000
- 3 Beds
- 2 Baths
- 2,250 Sq Ft
16 Hickory Hill Rd, Windham, NY 12496

Discover the perfect mountain lifestyle in this beautifully renovated, fully furnished, 3-bedroom, 2-bath home with direct slope views and seamless access to world-class recreation. Completely renovated in 2022 with a new roof, skylights, and custom kitchen featuring a professional 6-burner Vulcan stove, this property blends modern comfort with outdoor living. Inside, you'll find stainless steel

Carol Shaw

Shaw Country Realty, Inc.

(518) 855-9686

16 Hickory Hill Rd, Windham, NY 12496
/24
$227,500 Sold Jun 30, 2025

35 Quads Way, Windham, NY 12496
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
- Built 1986
Last Sold Summary
- 5% Below List Price
- $226/SF
- 80 Days On Market
Current Estimated Value $249,113

Last Listing Agent Mary Donovan Gallagher & Company

35 Quads Way, Windham, NY 12496

/39
Est $300,959 Not Listed For Sale

51 Carrington Rd, Windham, NY 12496
- 1 Bed
- 1 Bath
- 1,144 Sq Ft
- Built 1984
51 Carrington Rd, Windham, NY 12496

Last Sold Summary
- 9% Above List Price
- $240/SF
- 89 Days On Market
Last Sold Price $275,000

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
/11
$138,000 Sold Apr 04, 2025

79 Begley Rd, Windham, NY 12496
- Land
- 4.72 Acres
- $29,237 per Acre
Last Sold Summary
- 23% Below List Price
- 158 Days On Market
Last Listing Agent Regina Tortorella Past Member

79 Begley Rd, Windham, NY 12496

/27
Est $387,617 Not Listed For Sale

24 Vets Rd, Windham, NY 12496
- 3 Beds
- 1.5 Baths
- 1,588 Sq Ft
- Built 1947
24 Vets Rd, Windham, NY 12496

Last Sold Summary
- 23% Above List Price
- $198/SF
- 36 Days On Market
Last Sold Price $315,000

Last Listing Agent Megan Morse Romeo Team Realty

/9
$450,000
- Land
- 10 Acres
- $45,000 per Acre
000 New York 296, Windham, NY 12496

10 Acres of Prime Forested Land | Windham, NY | Development or Dream Compound PotentialAn extraordinary opportunity awaits on Route 296 in Windham, NY - two adjacent 5-acre parcels totaling 10 acres of pristine Catskills forest, ideally situated for those with vision. Slightly sloped and elevated just enough to offer potential eastern-facing views with selective clearing, this land offers

Jason Dugo

Dugo Realty

(518) 601-3072

000 New York 296, Windham, NY 12496
/33
$639,000 Sold Jan 30, 2026

19 Brook Hollow Ln, Windham, NY 12496
- 4 Beds
- 2 Baths
- 2,240 Sq Ft
- Built 1983
Last Sold Summary
- $285/SF
- 51 Days On Market
Current Estimated Value $632,616

Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

19 Brook Hollow Ln, Windham, NY 12496

/38
Est $629,393 Not Listed For Sale

153 Slater Rd, Maplecrest, NY 12454
- 3 Beds
- 2 Baths
- 1,215 Sq Ft
- Built 1983
153 Slater Rd, Maplecrest, NY 12454

Last Sold Summary
- 1% Above List Price
- $514/SF
- 19 Days On Market
Last Sold Price $625,000

Last Listing Agent Richard Vizzini Corcoran Country Living

/13
$99,000
- Land
- 8.24 Acres
- $12,015 per Acre
539 Route 40, Maplecrest, NY 12454

Centrally located between Windham and Hunter, minutes to CD Lane Park, State hiking trails, Colgate Lake and everything this area has to offer. This 8 + acre parcel has a septic design in place designed by Kaaterskill Engineering and submitted to DEP and approved. This makes this lot desirable with no soil testing and design which could usually take Months and Money.cleared closer to road which

Carol Shaw

Shaw Country Realty, Inc.

(518) 809-8670

539 Route 40, Maplecrest, NY 12454
/14
$76,000 Sold Dec 30, 2025

0 County Route 40, Windham, NY 12454
- Land
- 4.9 Acres
- $15,510 per Acre
Last Sold Summary
- 45% Below List Price
- 204 Days On Market
Last Listing Agent Anne Jakubowski Bunce Realty

0 County Route 40, Windham, NY 12454

/28
Est $427,447 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
- 4% Above List Price
- $403/SF
- 139 Days On Market
Last Sold Price $412,500

Last Listing Agent Richard Vizzini Corcoran Country Living

/22
$319,000
- 2 Beds
- 2.5 Baths
- 1,178 Sq Ft
63 Windham Ridge Rd Unit 16C, Windham, NY 12496

Welcome to the sought after Town of Windham to this beautiful Townhouse complex of Windham Ridge,a 4 Seasons Community that offers a fantastic opportunity for outdoor enthusiasts and those looking for a cozy retreat. Located near the Village, it is close to a variety of amenities, including restaurants, shops and movie theaters while still providing the serenity and access to outdoor activities

Carol Shaw

Shaw Country Realty, Inc.

(518) 609-8924

63 Windham Ridge Rd Unit 16C, Windham, NY 12496
$520,000 Sold Oct 07, 2025

21 Nauvoo Rd, Windham, NY 12496
- 2 Beds
- 1.5 Baths
- 1,072 Sq Ft
- Built 1956
Last Sold Summary
- 10% Below List Price
- $485/SF
- 173 Days On Market
Current Estimated Value $517,201

Last Listing Agent Joel Craig Coldwell Banker Village Green

21 Nauvoo Rd, Windham, NY 12496

/48
Est $552,738 Not Listed For Sale

50 County Rd Unit 65, Windham, NY 12496
- 5 Beds
- 4.5 Baths
- 2,404 Sq Ft
- Built 1875
50 County Rd Unit 65, Windham, NY 12496

Last Sold Summary
- 9% Below List Price
- $254/SF
- 19 Days On Market
Last Sold Price $610,000

Last Listing Agent Patrick Dunn Core Real Estate Team

/23
$349,000
- 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.

(518) 735-6784

315 Begley Rd, Windham, NY 12496
/67
$725,000 Sold Sep 09, 2025

8 Evans Rd, Windham, NY 12496
- 5 Beds
- 3.5 Baths
- 3,862 Sq Ft
- Built 2000
Last Sold Summary
- 90,638% Above List Price
- $188/SF
- 22 Days On Market
Current Estimated Value $729,841

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

8 Evans Rd, Windham, NY 12496

/31
Est $236,041 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
- 2% Below List Price
- $238/SF
- 350 Days On Market
Last Sold Price $240,000

Last Listing Agent Brian Cohen RHR Realty Group

/26
$399,000
- 3 Beds
- 3.5 Baths
- 3,683 Sq Ft
2914 Route 10, Windham, NY 12496

This large 3 bed, 3.5 bath home sits on 5 peaceful acres and has plenty of space inside and out. Built in 1993, it offers 2,610 sq ft of living space. The home has new tile floors, central A/C, and a 10-year-old roof. We are located just a short drive from popular ski slopes, restaurants and other entertainment. Interior in good livable condition. Owners are in the process of installing a new

Jack Yao

Realmart Realty, LLC

(518) 897-3596

2914 Route 10, Windham, NY 12496
$158,000 Sold Jan 29, 2026

2 Quads Way, Windham, NY 12496
- 1 Bed
- 1 Bath
- 560 Sq Ft
- Built 1987
Last Sold Summary
- $282/SF
- 50 Days On Market
Current Estimated Value $156,169

Last Listing Agent Gal Ozana Ozana Realty Group

2 Quads Way, Windham, NY 12496

/64
Est $610,532 Not Listed For Sale

29 Martin Ln, Hensonville, NY 12439
- 4 Beds
- 2 Baths
- 2,116 Sq Ft
- Built 1994
29 Martin Ln, Hensonville, NY 12439

Last Sold Summary
- 4% Above List Price
- $276/SF
- 40 Days On Market
Last Sold Price $585,000

Last Listing Agent Regina Tortorella Past Member

Showing Results 1 - 40, Page 1 of 18

New York Greene County Windham

Home Trends in Windham, NY

On average, homes in Windham, NY sell after 107 days on the market compared to the national average of 55 days. The median sale price for homes in Windham, NY over the last 12 months is $692,500, up 28% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$692,500

Median Single Family Sale Price

$715,000

Median Townhouse Sale Price

$339,000

Median 2 Bedroom Sale Price

$272,000

Average Price Per Sq Ft

$333

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

10.10

Median List Price

$707,500

Median Change From 1st List Price

Median Home Sale Price YoY Change

28%

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Windham, NY Homes

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Home Trends in Windham, NY

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