134

Homes for Sale in 12496

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  • /55

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    5376 State Route 23, Windham, NY 12496

    Prime location and versatility make this Main Street Windham offering an outstanding opportunity. High visibility at one of the town's busiest intersections is not only great exposure but a rare find. For decades, this building was the home and shop of the local barber. In recent years the street level space served as the main office for a local builder. Currently vacant, this property has great

    Sharri Cunningham Bunce Realty

    5376 State Route 23, Windham, NY 12496
  • /5

    $154,000

    • Land
    • 17.15 Acres
    • $8,980 per Acre

    0 High Peak Road Lot 61 & 20, Windham, NY 12496

    Nestled in the heart of the Catskills, this 17-acre parcel of unimproved land on High Peak Road offers a rare opportunity to own a significant piece of Greene County's most sought-after landscape. Surrounded by the natural splendor that has made Windham a beloved four-season destination, this blank canvas invites you to bring your vision -- whether a private retreat, a custom dream home, or a

    Sheila Word Coldwell Banker Village GreenW

    0 High Peak Road Lot 61 & 20, Windham, NY 12496
  • /89

    $3,649,000 Pre-Foreclosure

    • 5 Beds
    • 7 Baths
    • 6,207 Sq Ft

    6 White Way, Windham, NY 12496

    Welcome to 6 White Way, striking the perfect balance of Mountain Elegance and Rustic Splendor. Enjoy effortless ski in, ski out access from this rare superior trailside home. This impeccably built, 6,207 Sq. Ft. home offers 5 bedrooms and 7 full bathrooms. From the moment you enter the grand entry way with its beautiful log stairway opening to the impressive sun filled elegantly furnished formal

    Patricia Charbonneau Brainard Ridge Management

    6 White Way, Windham, NY 12496
  • /26

    $690,000

    • 5 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    5355 New York 23, Windham, NY 12496

    Legal Four Family Mixed Use Building on Main Street in the Center of Historic Windham Mountain Resort Area. Located in the heart of the Town amongst all the Restaurants and Bars makes this Building Very Attractive. Live in one and rent the other 3 units. Rent the three residential apartments and operate out of the commercial space, or savy Investors may Rent all 4 for Passive Income, AirBNB,

    Anthony Guglieri PRIME TIME REAL ESTATE INC

    5355 New York 23, Windham, NY 12496
  • /22

    $289,900

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    107 Route 40 Rd, Windham, NY 12496

    Charming 2 bed home near Windham Mountain. Close to 3 additional ski hills within 35 min. Endless outdoor adverntures await.Welcome to this beautiful 2 bd 1 ba home tucked away in the small hamlet of Hensonville NY. Located minutes from local restaurants and activities. This inviting property offers the ideal blend of comfort and location. Wheather you are looking for a full time residence,

    Brian Cohen RHR Realty Group

    107 Route 40 Rd, Windham, NY 12496
  • /40

    $599,000

    • 3 Beds
    • 2 Baths
    • 2,250 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,

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 855-9686

    16 Hickory Hill Rd, Windham, NY 12496
  • /77

    $1,300,000

    • 5 Beds
    • 3 Baths
    • 2,834 Sq Ft

    42 N Ridge Extension, Windham, NY 12496

    The Catskills Called -- And This Log Cabin Answered. Privately set among the trees with sweeping mountain views, this beautifully maintained log cabin is minutes to Windham Mountain Club and Main Street. Spanning three levels with five bedrooms and three full baths, it offers open-concept living with a soaring great room, floor-to-ceiling stone fireplace, and a wall of glass framing the views.

    Regina Tortorella Coldwell Banker Village GreenW

    42 N Ridge Extension, Windham, NY 12496
  • /41

    $1,345,000

    • 4 Beds
    • 3.5 Baths
    • 2,856 Sq Ft

    2 Watch Hill Ln, Windham, NY 12496

    Classic Timber frame Construction, on Windham Mt., Walk to trails. Enjoy the convenience of location in this 4 bedroom 3.5 bath with attached garage to enter a large ski room with all the storage needed. Large formal entrance gives way to Spacious and Comfy Great room with large stone fireplace, vaulted ceilings and plenty of windows to let in the light and the lovely views, leads to a sizable

    Irene Pinto Brainard Ridge Management

    2 Watch Hill Ln, Windham, NY 12496
  • /30

    $1,200,000

    • 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

    Agent Photo

    Mark McAlpine

    Compass Greater NY, LLC

    (518) 809-8609

    206 Siam Rd, Windham, NY 12496
  • /44

    $1,775,000 New Construction

    • 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
  • /17

    $152,000

    • 1 Bath
    • 560 Sq Ft

    7 Quads Way, Windham, NY 12496

    Welcome to this cozy and beautifully maintained corner unit ground floor condo located at 7 Quads Way in the sought after Quads Condominium in Windham NY. From the moment you step inside you can feel how thoughtfully cared for this inviting space is making it easy to relax and feel right at home! The living area centers around a charming fireplace updated with stone creating the perfect spot to

    Emelisa Mendoza RE/MAX Town & Country

    7 Quads Way, Windham, NY 12496
  • /47

    $2,750,000

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

    208 Mill St, Windham, NY 12496

    Welcome to 208 Mill Street, Windham—a newer, contemporary Catskills ski home designed for easy mountain weekends and high-performing short-term rental ownership. Set on approximately 2.13 acres with mountain views, this spacious retreat offers roughly 4,795 sq ft of finished living space with 6 bedrooms and 4.5 baths, making it ideal for larger groups, multi-family getaways, or hosting-driven

    Twinkle Barot Iconic Pros

    208 Mill St, Windham, NY 12496
  • /34

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    730 Mill St, Windham, NY 12496

    Wonderful Windham Cape Cod on picturesque 6.8 acres, gazebo, and private pond! Welcome to this country gem! Many renovations in 2016: with a one car garage, breezeway, well equipped kitchen with granite counters, island and lovely, sun filled first floor ensuite bedroom with beautiful views out to the deck and gorgeous grounds. The main floor offers a second full bath, dining area and

    Patricia Charbonneau Brainard Ridge Management

    730 Mill St, Windham, NY 12496
  • /39

    $1,375,000 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

    $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
  • /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
  • /31

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 2,084 Sq Ft

    34 Old Rd, Windham, NY 12496

    Discover an exceptional Windham, NY mountain retreat just ~2 miles from Windham Mountain, offering both lifestyle appeal and income potential. This spacious, rustic 3-bedroom, 1.5-bath home features two separate living rooms—one on the first floor and one on the second floor—providing flexible space for entertaining, relaxing, or multi-group living. A cozy fireplace, open living areas, modern

    Michael Mariani Patricia Forgione's Realty

    34 Old Rd, 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
  • /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

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 735-6784

    315 Begley 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
  • /10

    $429,000

    • Land
    • 58.8 Acres
    • $7,296 per Acre

    523 Campbell Rd, Ashland, NY 12496

    This exceptional 58.8-acre pristine, gentle sloping hemlock forest, situated in the Catskill Mountains and adjoining state land, offers a unique opportunity for those seeking tranquility near premier recreational destinations. Located just minutes from Windham Mountain Ski Slopes, renowned golf courses, a Class A trout stream, and acclaimed local restaurants, this property features a

    Laurie Hanenberg Hunter Windham Real Estate

    523 Campbell Rd, Ashland, NY 12496
  • /42

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft

    10 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

    10 Stonewall Ln, Windham, NY 12496
  • /40

    $1,900,000

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

    19 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

    19 Stonewall Ln, Windham, NY 12496
  • /41

    $1,400,000

    • 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
  • /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

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 777-2454

    523 Mitchell Hollow Rd, Windham, NY 12496
  • /77

    $2,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    90 Club Rd, Windham, NY 12496

    Spectacular mountain views and steps away from the trails, this chalet is a Windham Mountain classic! One of the original homes on the mountain, it combines rustic charm with modern amenities. The heart of this home is its expansive great room perfect for relaxing after a day on the slopes or entertaining friends and family. Soaring cathedral ceilings with exposed wood beams add a sense of

    Sharri Cunningham Bunce Realty

    90 Club Rd, Windham, NY 12496
  • /32

    $995,000

    • 5 Beds
    • 4 Baths
    • 2,546 Sq Ft

    128 Steinmetz Rd, Ashland, NY 12407

    Set on 6.5 private acres in Ashland and just minutes to Windham Village this stunning log home offers the perfect blend of rustic character and modern comfort. Featuring 5 bedrooms and 4 baths, the home boasts a warm and inviting layout ideal for entertaining or large gatherings. Rich, hardwood floors, a cozy fireplace, and a welcoming covered front porch set the tone, while a rear deck overlooks

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    (518) 855-7394

    128 Steinmetz Rd, Ashland, NY 12407
  • /14

    $544,000

    • 3 Beds
    • 2.5 Baths
    • 1,082 Sq Ft

    108 Brainard Ridge Rd Unit 14B, Windham, NY 12496

    Attractive New Price! Become part of the Windham Family Year Round! from this well cared for Brainard Ridge 3 bedroom 2.5 bath. Enter the heated ski room with plenty of storage for all your gear, opening to the spacious great room, Living room, Dining, updated Kitchen, cabinets-counters and appliances newly painted. Has Vaulted ceilings, skylights and wood burning fireplace, Light and bright yet

    Irene Pinto Brainard Ridge Management

    108 Brainard Ridge Rd Unit 14B, Windham, NY 12496
  • /43

    $259,000

    • 2 Beds
    • 2.5 Baths
    • 1,411 Sq Ft

    76 Loo Bridge Ln Unit 12B, Windham, NY 12496

    NEW PRICE 259,000 - MOTIVATED SELLERS | BUY NOW!This cozy country townhouse-style condo offers an affordable four-season retreat in the heart of Windham, NY--ideal as a ski getaway, low-maintenance second home, or income-producing rental. Located in a quiet, private section of Windham Ridge, just minutes to Windham Mountain, village shops, restaurants, and golf, and only 2.5 hours from

    Lisa Jaeger Coldwell Banker Village GreenW

    76 Loo Bridge Ln Unit 12B, Windham, NY 12496
  • /25

    $459,000

    • Land
    • 0.68 Acre
    • $675,000 per Acre

    0 Club Rd Unit 20256096, Windham, NY 12496

    Welcome to Windham Mountain, where this .68-acre homesite offers an unparalleled opportunity to build your dream getaway just steps from the ski trails. Perfectly situated for both privacy and convenience, this property captures the essence of true mountain living.With its gently sloping terrain, the lot is ideally suited for a tri-level home design with a finished walkout basement, allowing

    Regina Tortorella Coldwell Banker Village GreenW

    0 Club Rd Unit 20256096, Windham, NY 12496
  • /13

    $120,000

    • Land
    • 1 Acre
    • $120,000 per Acre

    L19.11 South St, Windham, NY 12496

    Build your Catskills getaway on this 1acre unimproved lot located on South Street in Windham, NY. Offering a peaceful setting with convenient access to Windham Mountain Club, village amenities, dining, and year-round recreation. Adjoining 1.2 acre lot for sale separately. A great opportunity for a custom home, weekend retreat, or long-term investment. Bring your vision and create a home that

    Susan Miller WINDSTAR REALTY GROUP LLC

    L19.11 South St, Windham, NY 12496
  • /8

    $99,900

    • Land
    • 1.1 Acres
    • $90,818 per Acre

    L46.111 Panarama Ln, Windham, NY 12496

    Build your dream mountain getaway on this 1.1 acre unimproved lot just minutes from the Windham Mountain Club expansion. Surrounded by natural beauty, this property offers privacy, fresh air, and easy access to skiing, hiking, biking, golf, and charming village amenities. A perfect canvas for a custom Catskills home.A great opportunity in a rapidly evolving Catskills destination.

    Susan Miller WINDSTAR REALTY GROUP LLC

    L46.111 Panarama Ln, Windham, NY 12496
  • /11

    $135,000

    • Land
    • 1.2 Acres
    • $112,500 per Acre

    L19.12 South St, Windham, NY 12496

    Build your Catskills getaway on this 1.2-acre unimproved lot located on South Street in Windham, NY. Offering a peaceful setting with convenient access to Windham Mountain Club, village amenities, dining, and year-round recreation. Adjoining 1 acre lot for sale separately. A great opportunity for a custom home, weekend retreat, or long-term investment. Bring your vision and create a home that

    Susan Miller WINDSTAR REALTY GROUP LLC

    L19.12 South St, Windham, NY 12496
  • /12

    $359,900

    • Land
    • 4.2 Acres
    • $85,690 per Acre

    L44.10 Panarama Ln, Windham, NY 12496

    Build your Catskills vision on this 4.2-acre vacant parcel ideally located near the Windham Mountain Club expansion. This unimproved lot offers a peaceful, wooded setting with excellent proximity to skiing, golf, dining, and year-round resort amenities. A prime opportunity for a private retreat, vacation home, or future investment in one of the area's most sought-after mountain communities.

    Susan Miller WINDSTAR REALTY GROUP LLC

    L44.10 Panarama Ln, Windham, NY 12496
  • /18

    $3,600,000

    • 6 Beds
    • 5 Baths
    • 5,000 Sq Ft

    209 Club Rd, Windham, NY 12496

    This is the mountain house everyone else wishes they'd found first. Set on one of Windham's most coveted lots, this 6-bedroom, 5-bath home combines true slope-side access with panoramic views that stretch across the Catskills. It's a genuine ski-in, ski-out property with easy access to Wonderama and Lower Wipeout. In the mornings, clip in and go. At day's end, you can choose your own finale, take

    Patricia Charbonneau Brainard Ridge Management

    209 Club Rd, Windham, NY 12496
  • /34

    $299,777

    • 4 Beds
    • 1.5 Baths
    • 1,457 Sq Ft

    28 Sutton Hollow Rd, Windham, NY 12496

    Want to be close to Windham Mountain? Looking for an affordable country home? A money making Air B&B? Look no further! Welcome to 28 Sutton Hollow Road. This single-family home located only 5 minutes to Windam Main Street, and only 10 miles to Hunter! Offering nice sized rooms with plenty of closet and storage space, partial basement and oversized garage for additional storage! On the first floor

    Douglas Schenk RE/MAX Capital

    28 Sutton Hollow Rd, Windham, NY 12496
  • /54

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,903 Sq Ft

    215 Siam Rd, Windham, NY 12496

    Incredible buy at this new price! The Windham Round House, one of most distinctive and architecturally unique homes in the area. Lovingly designed and built by the original owners, this octagon-style residence sits on 5 private acres with open lawns, a charming stone wall, evergreen woods beyond, multiple outbuildings including a two-car garage—offers a remarkable setting that must be seen to be

    Lisa Jaeger Coldwell Banker Village GreenW

    215 Siam Rd, 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
  • /20

    $425,000

    • 5 Beds
    • 3 Baths
    • 2,160 Sq Ft

    12112 State Hwy Unit 23, Prattsville, NY 12468

    Restored, top to bottom 1890s 5 bedroom, 3 full bathroom home located 5min down the road to Windham Mountain. This now modern home has an open concept, with living room, kitchen, dining area, laundry, 2 beds , and 2 full bathrooms on the first floor and 3 bedrooms and 1 full bathroom upstairs. Outside there is a large back composite deck with hot tub, large fenced yard, firepit, covered patio

    Jamie Sittner Find Advisors

    12112 State Hwy Unit 23, Prattsville, NY 12468
  • /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

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