Windham, NY Houses for Sale

/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.

(518) 608-3522

134 Magda Ln, Windham, NY 12496
/31
$799,000
- 6 Beds
- 3 Baths
- 2,468 Sq Ft
5429 New York 23, Windham, NY 12496

In the Heart of Windham VillagePerfectly 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.

(518) 975-3376

5429 New York 23, Windham, NY 12496
/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.

(518) 873-7938

37 The Loop, Windham, NY 12496
/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
/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
/41
$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

(518) 872-6656

689 Old Rd, Hensonville, NY 12439
/33
$800,000
- 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

(518) 800-3084

559 Case Rd, Windham, NY 12496
/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
/25
$396,000
- 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. We are in the process of installing a new roof.

Jack Yao

Realmart Realty, LLC

(518) 839-2235

2914 Route 10, Windham, NY 12496
/31
$379,000

$20K PRICE DROP
- 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
/23
$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.

(518) 735-6784

315 Begley Rd, Windham, NY 12496
/48
$749,000

$100K PRICE DROP
- 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
/97
$1,349,000
- 4 Beds
- 3.5 Baths
- 3,977 Sq Ft
78 Buckskin Loop, Windham, NY 12496

Welcome to Windmont--Windham's most exclusive gated community--where luxury living meets the serenity of a private, thousand-acre natural preserve. Opportunities to own here are few and far between, making this a truly rare offering. Enter through secured gates and follow a scenic road to a paved, winding driveway that leads to this beautifully updated contemporary home, privately sited on 5

Regina Tortorella Coldwell Banker Village GreenW

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

Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and perfectly positioned in one of the Catskills' most desirable four-season destinations. Located within walking distance to Windham's restaurants, shops, nightlife, and ''The Valley,'' Windham Mountain Club's exciting new expansion featuring pools, tennis, pickleball, spa amenities, golf,

Regina Tortorella Coldwell Banker Village GreenW

3 South St, Windham, NY 12496
/86
$1,699,000
- 5 Beds
- 5 Baths
- 4,848 Sq Ft
27 Anchor Camp Rd, Windham, NY 12496

Luxury Windham Log Cabin Retreat Near Windham Mountain Club | Air Conditioned, Ski Slope Views, Stream, Hot Tub & STR Potential! The Catskills dream that buyers have spent years searching for finally exists--and it's less than 5 minutes from Windham Mountain Club. Privately tucked away on nearly 6 acres in one of Windham's most desirable newer luxury home enclaves, this spectacular

Regina Tortorella Coldwell Banker Village GreenW

27 Anchor Camp Rd, Windham, NY 12496
/64
$1,899,000
- 5 Beds
- 3.5 Baths
- 4,044 Sq Ft
22 The Loop, Windham, NY 12496

A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you

Regina Tortorella Coldwell Banker Village GreenW

22 The Loop, Windham, NY 12496
/49
$599,000
- 3 Beds
- 2 Baths
- 2,182 Sq Ft
150 Vining Rd, Windham, NY 12496

150 Vining Road, Windham, NY Beautifully renovated contemporary mountain retreat set on 1 acre of lush lawn just minutes from the Windham Mountain Club. Blending rustic charm with modern finishes, this inviting home offers 1,394 square feet of above-grade living space plus an additional 788 square feet in the finished lower level--totaling 2,182 square feet of living space designed for

Regina Tortorella Coldwell Banker Village GreenW

150 Vining Rd, Windham, NY 12496
/109
$2,175,000
- 6 Beds
- 4.5 Baths
- 4,104 Sq Ft
19 Twin Maples, Windham, NY 12496

Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the

Regina Tortorella Coldwell Banker Village GreenW

19 Twin Maples, Windham, NY 12496
/30
$525,000

$20K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,335 Sq Ft
20 Sutton Hollow Rd, Windham, NY 12496

Modern Farmhouse Getaway with Streamside Serenity - Fully Renovated & Fully Furnished! This turn-key, completely renovated modern farmhouse is ready to welcome you! Just 12 minutes from the Windham Mountain Club and only a short drive to Hunter and Belleayre, this stylish 3-bedroom plus open sleeping loft retreat delivers four-season Catskill charm with designer finishes and a prime location for

Regina Tortorella Coldwell Banker Village GreenW

20 Sutton Hollow Rd, Windham, NY 12496
/66
$799,000
- 4 Beds
- 3.5 Baths
- 2,878 Sq Ft
5678 New York 23, Windham, NY 12496

Turn-Key Catskills Timber Frame Retreat | Sold Fully Furnished | Mountain Views | Walk to Restaurants | Minutes to Windham Mountain Club This is the kind of authentic Catskills Mountain retreat buyers spend years searching for. Proudly perched on a hill in one of Windham's most charming locations, this true 1900s timber frame home seamlessly blends historic character with the modern finishes and

Regina Tortorella Coldwell Banker Village GreenW

5678 New York 23, Windham, NY 12496
/44
$499,000
- 3 Beds
- 3 Baths
- 1,566 Sq Ft
13 Brainard Ridge Rd, Windham, NY 12496

5 Years New! Stylishly Renovated Townhome in the Heart of Windham Mountain Club. Renovated approximately five years ago and move-in ready, this beautifully updated 3-bedroom, 3-bath townhome offers exceptional value in the heart of the growing Windham Mountain Club community. With 1,566 square feet of living space across three thoughtfully designed levels (includes the finished basement), the

Regina Tortorella Coldwell Banker Village GreenW

13 Brainard Ridge Rd, Windham, NY 12496
/44
$449,000
- 4 Beds
- 2 Baths
- 1,808 Sq Ft
97 Carrington Rd, Windham, NY 12496

Streamfront Serenity Meets Mountain Views -- Bordering Protected NYC DEP Lands Bordered by 160 acres of DEP land and the pristine Batavia Kill Creek, this beautifully updated split-level retreat delivers the kind of setting buyers come to the Catskills for--wide open meadows, mountain views, and the calming sound of water just steps from your back deck. This is where privacy, nature, and

Regina Tortorella Coldwell Banker Village GreenW

97 Carrington Rd, Windham, NY 12496
/52
$575,000
- 3 Beds
- 2 Baths
- 1,376 Sq Ft
591 & 587 Co Rd 56, Windham, NY 12496

Looking for a charming home set perfectly on a country road with privacy, mountain views, adjacent to thousands of acres of state land, AND close to Catskill Park trailheads, CD Lane Park and Windham Mtn Club? Come visit 591 County Route 56 - you won't be disappointed! Enter the warm and welcoming living room where the cathedral ceiling and sky lights allow the sun to stream in to brighten your

Sharon Knudsen Coldwell Banker Village GreenW

591 & 587 Co Rd 56, Windham, NY 12496
/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
/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
/59
$734,000

$65K 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
/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
/67
$1,749,000

$351K PRICE DROP
- 5 Beds
- 2.5 Baths
- 3,893 Sq Ft
33 Elm Ridge Rd, Windham, NY 12496

200,000 PRICE REDUCTION. Exceptional value for this private Catskills estate--offering a setting that would be difficult to replicate at this price point. Welcome to 33 Elm Ridge, a beautifully sited contemporary home on 12+ acres of manicured, park-like grounds. A long, private driveway leads to a peaceful setting with mountain views, a private pond, and an outbuilding, all just minutes from

Regina Tortorella Coldwell Banker Village GreenW

33 Elm Ridge Rd, Windham, NY 12496
/44
$399,000
- 4 Beds
- 2 Baths
- 1,008 Sq Ft
7 Karlstadt Rd, Windham, NY 12496

Luxury Furnished Catskills Cottage Near Windham Mountain Club | Renovated & Rental-Ready Just 2 Hours from NYC The turnkey Catskills vacation home buyers have been searching for just hit the market. Located only 1 mile from skiing at Windham Mountain Club, this freshly renovated and fully furnished 4-bedroom mountain cottage blends modern comfort, mountain charm, and exceptional Airbnb/STR

Regina Tortorella Coldwell Banker Village GreenW

7 Karlstadt Rd, Windham, NY 12496
/44
$1,750,000

New Construction $25K PRICE DROP
- 5 Beds
- 4.5 Baths
- 3,218 Sq Ft
31 Windham Farms Rd, Windham, NY 12496

Modern Mountain Luxury | Windham, New YorkExperience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout

Pamela King-Belfor Four Seasons Sotheby's Int.

31 Windham Farms Rd, Windham, NY 12496
/78
$935,000

New Construction
- 3 Beds
- 2 Baths
- 1,922 Sq Ft
2074-2080 County Route 10, Windham, NY 12496

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 opportunity. Offered only due to relocation, this is a truly one-of-a-kind Catskills retreat. The beautifully appointed, recently completed main residence features spacious living areas,

Lisa Gambella WINDSTAR REALTY GROUP LLC

2074-2080 County Route 10, Windham, NY 12496
/39
$1,360,000

New Construction $15K PRICE DROP
- 4 Beds
- 3.5 Baths
- 4,280 Sq Ft
305 Mitchell Hollow Rd, Windham, NY 12496

Modern Mountain Luxury | Windham, New York. Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout

Pamela King-Belfor Four Seasons Sotheby's Int.

305 Mitchell Hollow Rd, Windham, NY 12496
/54
$699,000
- 7 Beds
- 3 Baths
- 3,485 Sq Ft
200 & 212 Co Rd 40, Windham, NY 12496

HISTORIC Batavia Kill Property - 7.2 Acres with Redevelopment Potential.A rare multi-use setting along the scenic Batavia Kill, featuring open meadows, sweeping hill views, and a peaceful natural backdrop. Land directly across the road is owned by New York City, helping preserve the quiet surroundings and open character of the area. The location is prime only 3.5 miles to Windham Ski Resort

Susan Lennon Coldwell Banker Timberland

200 & 212 Co Rd 40, Windham, NY 12496
/41
$1,450,000

New Construction $50K PRICE INCREASE
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
17 Stonewall Ln, Windham, NY 12496

Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

John Oliveira Douglas Elliman Real Estate

17 Stonewall Ln, Windham, NY 12496
/41
$1,700,000
- 4 Beds
- 3.5 Baths
- 2,770 Sq Ft
23 Stonewall Ln, Windham, NY 12496

Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

John Oliveira Douglas Elliman Real Estate

23 Stonewall Ln, Windham, NY 12496
/4
$799,000

New Construction
- 3 Beds
- 2.5 Baths
- 2,118 Sq Ft
69 County Road 32c, Windham, NY 12496

• Escape NYC• Catskills Mountain Retreat• New Construction in Windham Area The proposed 2,118-square-foot home is designed for modern Catskill living, featuring soaring vaulted ceilings with exposed beams and dramatic trapezoid windows that capture natural light and panoramic views of the surrounding mountains.The open-concept layout connects the great room, kitchen, and dining area,

John Pumilia Shaw Country Realty, Inc.

69 County Road 32c, Windham, NY 12496
/45
$795,000
- 4 Beds
- 3.5 Baths
- 3,292 Sq Ft
24 Case Rd, Windham, NY 12496

Located amongst rolling hills and an adjacent stream, you will find this custom-built gem! Home offers 4 bedrooms, 3.5 baths, sited on 8.64 acres. Minutes away from Windham Mountain, golf, and the Town of Windham, this meticulously maintained home is bright, airy and can comfortably sleep10. Home boasts an open floor plan on the main level with 3 bedrooms, 2.5 baths, den/office, LR with solid oak

Patricia Charbonneau Brainard Ridge Management

24 Case Rd, Windham, NY 12496
/33
$749,000

$50K PRICE DROP
- 3 Beds
- 3.5 Baths
- 3,279 Sq Ft
415 Old Rd, Windham, NY 12496

Don't miss this unique opportunity to establish a year-round retreat in the Catskill Mountains, ideal for hosting family and friends on two separate lots. The grounds offer apple picking, fishing in the pond, and swimming, while children can enjoy outdoor activities and grandparents relax on the upper deck with scenic mountain views--all accessible from your own front yard. In winter, prepare for

Laurie Hanenberg Hunter Windham Real Estate

415 Old Rd, Windham, NY 12496
/37
$425,000
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
751 Mitchell Hollow Rd, Windham, NY 12496

Charming 3-bedroom, 2-bath ranch set on over an acre of picturesque property in Windham. Offering the ease of single-level living and sold completely furnished, this move-in-ready home is the perfect mountain retreat, full-time residence, or weekend getaway. The home is in a highly desirable area close to local restaurants, parks, hiking trails and the Windham Mountain Resort. Inside, enjoy

Kathy Marino Bunce Realty

751 Mitchell Hollow Rd, Windham, NY 12496
/12
$550,000
- 2 Beds
- 1 Bath
- 1,122 Sq Ft
183 N South St N, Windham, NY 12496

Exceptional Opportunity in a Prime Windham Location! property is sub- dividable. Owner is motivated bring offers!!!Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce! Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term investment

John Pumilia Shaw Country Realty, Inc.

183 N South St N, Windham, NY 12496

Showing Results 1 - 40, Page 1 of 2

New York Greene County Windham

Why Live in Windham

Windham, NY, located in the Catskills, has been a popular destination since the 1820s, with tourism booming after the opening of a ski resort in 1960. The Windham Mountain Club remains a major attraction, offering skiing, an 18-hole golf course, and horseback riding. Beyond the slopes, the area is known for hiking, mountain biking, and fishing, with The Windham Path providing a nearly 2-mile trail suitable for leisurely hikes and cycling. The town's Main Street features local restaurants, shops, and historic churches, with The Chicken Run offering live music and hearty meals. For groceries, residents often visit the Main Street Market or travel 15 miles to the nearest Hannaford supermarket. Homes in Windham range from condos and townhouses with resort amenities to private single-family chalets, often designed with timbering, stone foundations, and A-frame roofs. The Windham-Ashland-Jewett Central School District serves all grade levels on one campus, maintaining small class sizes and offering college-level courses. Community events, such as free summer concerts and the Autumn Affair Fall Fest, are organized by the Windham Chamber of Commerce. Windham is accessible via state Route 23, with Interstate 87 providing routes to Albany, 30 miles away, and New York City, 120 miles away. For medical care, residents travel 40 miles to Margaretville Hospital.

Learn more about living in Windham

Home Trends in Windham, NY

On average, homes in Windham, NY sell after 108 days on the market compared to the national average of 58 days. The median sale price for homes in Windham, NY over the last 12 months is $680,000, up 30% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$680,000

Median Single Family Sale Price

$699,000

Median Townhouse Sale Price

$377,000

Median 2 Bedroom Sale Price

$274,500

Median 1 Bedroom Sale Price

$154,000

Average Price Per Sq Ft

$339

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

9.20

Median List Price

$700,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

30%

How to Buy a Home How to Finance a Home How to Sell a Home

In Windham, there are currently 56 houses for sale, offering an array of options for potential buyers. With houses priced between $179,000 to $3,195,000, there's a range to accomodate every budget. As of May, 2026 the median home price in Windham is $700,000, while the average sale price is $800,696, offering insights into the local housing market. On average, houses spend 108 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Windham, NY and find the perfect place to call home.

Windham Single Family Homes By Price

Windham Types of Homes for Sale

Windham Real Estate Listings

More About Living in Windham

Windham Homes for Sale by Style

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Single-family Homes for Sale in Nearby Counties

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