25

Modern Homes for Sale in Windham, NY

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  • /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. Proud of ownership is seen throughout. The flexible layout is easily adaptable to a 2-bedroom plus sleeping loft, with a separate

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 806-2865

    71 Windham Mount Village Unit 71, 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

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 855-9686

    16 Hickory Hill Rd, Windham, NY 12496
  • /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,

    Agent Photo

    Catherine Quintard

    Compass Greater NY, LLC

    (518) 400-5046

    5433 New York 23, Windham, NY 12496
  • /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

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 619-5220

    5359 Main St Unit 2h., Windham, NY 12496
  • /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.

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 667-5960

    436 Big Hollow Rd, Maplecrest, NY 12454
  • /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

    Agent Photo

    Jack Yao

    Realmart Realty, LLC

    (518) 897-3596

    2914 Route 10, 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
  • /110

    $1,450,000

    • 6 Beds
    • 6 Baths
    • 4,284 Sq Ft

    93 & 99 Nauvoo Rd, Windham, NY 12496

    Come relax in the cool Mediterranean vibes of this lovingly maintained home with gorgeous GUEST HOUSE. The huge wrap around deck is perfect for your alfresco dining while you enjoy the stunning view of Windham Mtn and your enchanting back yard with cozy pond. Sheltered on two sides by state land, this property is a private oasis yet conveniently located close to town. You will appreciate the

    Sharon Knudsen Coldwell Banker Village GreenW

    93 & 99 Nauvoo Rd, Windham, NY 12496
  • /63

    $1,149,000

    • 5 Beds
    • 5.5 Baths
    • 3,460 Sq Ft

    292 South St Unit 2, Windham, NY 12496

    Incredible Investment Opportunity - Proven Short-Term Rental Income!Welcome to 292 South St, Windham - a luxury townhouse with exceptional income potential, already generating 85,000-110,000 annually while being rented for just a small portion of the year. This high-performing vacation rental has significant upside for buyers active on platforms like Airbnb, Vrbo, and AirDNA. With full-time

    Regina Tortorella Coldwell Banker Village GreenW

    292 South St Unit 2, Windham, NY 12496
  • /68

    $1,899,000 New Construction

    • 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

    • 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
  • /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
  • /44

    $1,175,000

    • 5 Beds
    • 3 Baths
    • 4,489 Sq Ft

    32 Glennamaddy Rd, Windham, NY 12496

    STUNNING LOCATION! Situated above Windham Ridge this Custom designed & built (by one of Windham's top builders) Contemporary style home has direct ski slope views in a special setting. Conveniently just 2 minutes to Windham Village & 5 minutes to Windham Mountain. Extraordinary mountain home. Efficient & economical design. Upon entering, a bit of a WOW, with 25ft. Beamed, vaulted ceilings &

    Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

    32 Glennamaddy Rd, Windham, NY 12496
  • /46

    $1,775,000

    • 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 Sothebys Intl

    31 Windham Farms Rd, Windham, NY 12496
  • /38

    $1,900,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,150 Sq Ft

    8 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'

    Jillian Pajer Douglas Elliman Real Estate

    8 Stonewall Ln, Windham, NY 12496
  • /39

    $1,360,000 New Construction

    • 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
  • /27

    $1,400,000 New Construction

    • 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'

    Jillian Pajer Douglas Elliman Real Estate

    17 Stonewall Ln, Windham, NY 12496
  • /41

    $2,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    22 Club Rd, Windham, NY 12496

    New Attractive Price! On Windham Mountain. This Stunning and Immaculate, Contemporary, Log and Stone, shows Pride of Ownership in this 4 bedroom, 3.5 bath Spacious living area with wonderful views and lovely stone fireplace. Spacious working kitchen with granite counters, Stainless-Viking appliances, raised bar counter with 3 stools for that quick cup of coffee in and morning. Large wood dining

    Irene Pinto Brainard Ridge Management

    22 Club Rd, Windham, NY 12496
  • /47

    $2,650,000

    • 6 Beds
    • 5 Baths
    • 4,730 Sq Ft

    208 Mill St, Windham, NY 12496

    LUX MANSION WINDHAM — Turnkey Luxury STR | $323K Revenue · $180K NOI | Hot Tub · Sauna · Cold PlungeRare opportunity to acquire a fully operating, newly built (2024) luxury short-term rental minutes from Windham Mountain — known to guests as Lux Mansion, Windham. Three years of documented financials available to qualified buyers.VERIFIED PERFORMANCE • 2025 Gross Revenue: $323,480 • 2025

    Twinkle Barot Iconic Pros

    208 Mill St, Windham, NY 12496
  • /48

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    110/2 Highridge Rd, Hensonville, NY 12439

    Charming 3-Bedroom Retreat in Serene Wooded Setting Nestled on a private road in a tranquil wooded haven, this newly renovated 3-bedroom, 2-bath retreat seamlessly blends modern comforts with cozy charm. Perfect as a primary residence, vacation home, or income-generating AirB&B, this property offers exceptional versatility and appeal. Key Features: Upper Level: Spacious bedroom, full bath, and an

    Fred Mazza Bunce Realty

    110/2 Highridge Rd, Hensonville, NY 12439
  • /28

    $339,000

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    274 Route 65 Unit 41, Windham, NY 12496

    Enter this lovely Townhome and feel right at home. This is an end unit, lovely setting. There is a storage shed for skis and bikes outside, enter the unit into a mud room, The first floor has a half bath/laundry room, lovely galley kitchen with a window, plenty of light. This is open to the living an dining areas. Living room has a large bay window, sliding doors to a patio, plenty of privacy, as

    Mary Donovan Gallagher & Company

    274 Route 65 Unit 41, Windham, NY 12496
  • /38

    $294,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    71 County Road 65 Unit 6, Hensonville, NY 12439

    Built in 2020 and maintained in like-new condition, this end-unit townhome offers contemporary design, lasting quality, and proven versatility. Whether you're looking for a strong short-term rental investment or your own Catskills escape, this property checks every box. The bright, open-concept living and dining area flows easily to a private deck, ideal for outdoor meals or quiet relaxation. The

    Susanna Scott-Mitchell Compass Greater NY, LLC

    71 County Road 65 Unit 6, Hensonville, NY 12439
  • /30

    $489,000

    • 4 Beds
    • 3.5 Baths
    • 2,058 Sq Ft

    274 Brooksburgh Rd Unit 48, Windham, NY 12496

    Ine of just a few larger units in Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized bedrooms,

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 48, Windham, NY 12496
  • /36

    $399,000

    • 4 Beds
    • 3.5 Baths
    • 1,717 Sq Ft

    274 Brooksburgh Rd Unit 67, Windham, NY 12496

    This 4 bedroom, 3.5 bath unit is ''Like New''. Half/ bath/l audry. Kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stools, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 67, Windham, NY 12496
  • /32

    $325,000

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    274 County Route 65 Unit 55, Windham, NY 12496

    Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of

    Mary Donovan Gallagher & Company

    274 County Route 65 Unit 55, Windham, NY 12496

Home Trends in Windham, NY

Housing Trends

Median Sale Price
$708,500
Median Single Family Sale Price
$697,000
Median Townhouse Sale Price
$340,000
Median 2 Bedroom Sale Price
$269,000
Average Price Per Sq Ft
$336
Number of Homes for Sale
62
Last 12 months Home Sales
82
Months of Supply
9.10
Median List Price
$700,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
44%
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