Homes in ZIP Code 12496

/37
$599,000
- 3 Beds
- 2 Baths
- 1,125 Sq Ft
16 Hickory Hill Rd, Windham, NY 12496

Windham: ''The place to Be'' for year round outdoor enthusiasts This gem has direct views of Windham slopes, proximity to golf courses, Windham Village, restaurants, walking paths and various venues, makes it a captivating endeavor. Renovated in 2022 with new roof, skylights and custom kitchen, This property boasts a prime location in a vibrant 4-season community. Offering 3 bedrooms and 2 baths,

Carol Shaw

SHAW COUNTRY REALTY INC

16 Hickory Hill Rd, Windham, NY 12496
/30
$2,000 Per Month
- 3 Beds
- 2 Baths
- 786 Sq Ft
- Condo for Rent
121 Brainard Ridge Rd, Windham, NY 12496

Seasonal summer or winter rental. Now is the perfect time to secure your seasonal rental in Windham. This bright and cozy 3-bedroom, 2-bath townhouse is ideally located right on the side of Windham Mountain Club, offering a peaceful setting with convenient access to everything the area has to offer. Inside, you'll find a warm and inviting space filled with natural light, a wood-burning fireplace

Alexis Amico

Dugo Realty

121 Brainard Ridge Rd, 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 $586,705

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
- 189 Days On Market

/33
$799,000
- 6 Beds
- 3 Baths
- 2,468 Sq Ft
5429 New York 23, Windham, NY 12496

In the Heart of Windham Village Perfectly positioned in the center of it all, this beautifully restored Village home offers effortless access to Windham's vibrant lifestyle--restaurants, pubs, brewery, weekend Farmers Market, and seasonal events all just moments away. The NYC bus route is nearby, making this an ideal getaway with no car required, and popular wedding venues are close at hand.

Carol Shaw

SHAW COUNTRY REALTY INC

5429 New York 23, Windham, NY 12496
/14
$2,150 Per Month
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
- House for Rent
18 Brockett Rd, Windham, NY 12496

Charming 2 bed, 2 bath house, very close to town. Beautifully renovated, clean, light and bright, with hardwood and cork flooring, washer and dryer, dishwasher, gas fireplace, full basement and detached garage. Front porch, back patio and yard for outdoor enjoyment. Available fully, partially or unfurnished. Rent includes internet and use of electric generated by solar panels. No pets.

Jessica Surbeck Windstar Realty Group, LLC

18 Brockett 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 $275,529

Last Listing Agent FRANK GOMEZ Real Broker NY LLC

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

/34
Est $1,695,558

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
- 58 Days On Market

/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

5359 Main St Unit 2h., 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 3,900 per month.

Mary Donovan Gallagher & Company

274 County Road 65 Unit 40, 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 $248,938

Last Listing Agent Mary Donovan Gallagher & Company

35 Quads Way, Windham, NY 12496

/29
Not Listed For Sale

12 - 2C Stonewall Ln, Windham, NY 12496
- 4 Beds
- 3.5 Baths
- 2,700 Sq Ft
12 - 2C Stonewall Ln, Windham, NY 12496

Last Sold Summary
- 0 Days On Market

/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

71 Windham Mount Village Unit 71, Windham, NY 12496
/3
$2,100 Per Month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Condo for Rent
5359 State Route 231, Windham, NY 12496

Experience easy mountain living in Windham! This charming 2-bedroom, 2-bath condo features a welcoming living room, dedicated dining space, and the convenience of in-unit laundry. Includes assigned parking and is just moments from Windham Mountain—perfect for those seeking relaxation and recreation.

Simran Bajaj Realty Connect USA LLC

5359 State Route 231, 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 $649,185

Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

19 Brook Hollow Ln, 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

/59
$665,000

$20K PRICE DROP
- 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.

523 Mitchell Hollow Rd, 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 $519,744

Last Listing Agent Joel Craig Coldwell Banker Village Green

21 Nauvoo Rd, Windham, NY 12496

/29
Not Listed For Sale

21 - 4A Stonewall Ln, Windham, NY 12496
- 5 Beds
- 4.5 Baths
- 3,148 Sq Ft
- Built 2024
21 - 4A Stonewall Ln, Windham, NY 12496

Last Sold Summary
- 0 Days On Market

/45
$1,850,000
- 5 Beds
- 3 Baths
- 3,740 Sq Ft
37 The Loop, Windham, NY 12496

VIEWS -LOCATION Spectacular true log home just a short walk to the slopes of Windham Mountain Club offering the perfect four-season retreat in the heart of the Catskills. This meticulously maintained 5-bedroom, 3-bath home blends warm mountain character with comfort and style, all within minutes of Windham Village restaurants, breweries, movies, golf courses, walking trails, and year-round

Carol Shaw

SHAW COUNTRY REALTY INC

37 The Loop, 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 $736,592

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

8 Evans 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

/41
$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.

134 Magda Ln, 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 $159,366

Last Listing Agent Gal Ozana Ozana Realty Group

2 Quads Way, Windham, NY 12496

/29
Not Listed For Sale

25 - 4C Stonewall Ln, Windham, NY 12496
- 4 Beds
- 3.5 Baths
- 2,700 Sq Ft
25 - 4C Stonewall Ln, Windham, NY 12496

Last Sold Summary
- 1 Day On Market

/34
$239,500

$10K PRICE DROP
- 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
/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

/42
Est $453,126

Not Listed For Sale

27 Steep Hill Rd, Ashland, NY 12407
- 4 Beds
- 2 Baths
- 1,920 Sq Ft
- Built 1969
27 Steep Hill Rd, Ashland, NY 12407

Last Sold Summary
- 294 Days On Market

/67
$875,000

$40K PRICE DROP Pending
- 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
/47
$169,900

Sold Jun 22, 2026

8 Boulder Brook Rd, Windham, NY 12496
- Land
- 6.17 Acres
- $27,536 per Acre
Last Sold Summary
- 221 Days On Market
Last Listing Agent Kyla Thomas Howard Hanna Rand Realty

8 Boulder Brook Rd, Windham, NY 12496

/60
Est $587,758

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
- 64 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
/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

/39
Est $331,781

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
- 89 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
/11
$107,500

Sold Jun 02, 2026

497 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

497 Campbell Rd, Ashland, NY 12496

/54
Not Listed For Sale

11 Whisper Creek Dr Unit 601B, Windham, NY 12496
- 3 Beds
- 3 Baths
- 1,506 Sq Ft
- Built 2019
11 Whisper Creek Dr Unit 601B, Windham, NY 12496

Last Sold Summary
- 92 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
/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 $905,443

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

30 The Loop, Windham, NY 12496

/27
Est $353,087

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
- 36 Days On Market

Showing Results 1 - 40, Page 1 of 18

New York Greene County Windham 12496

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Homes in ZIP Code 12496

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