119

Homes for Sale in 12496

Section Image Section Image
  • /20

    $209,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    139 Windham Ridge Rd Unit D, Windham, NY 12496

    At the very end of Windham Ridge Road, minutes from Windham Mountain, this perfect, private getaway is waiting for you! Wake up to dazzling views of Windham Mountain every season, through south-facing sliding glass doors and windows. This 700 square foot unit lives large! The spacious living area features a cathedral ceiling, skylights and a cozy wood burning fireplace flanked by a built-in desk

    Jessica Surbeck WINDSTAR REALTY GROUP LLC

    139 Windham Ridge Rd Unit D, Windham, NY 12496
  • /37

    $825,000

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft

    97 Clarence D Lane Rd Unit D, Windham, NY 12496

    Welcome to your new mountain home! This spacious 4-bedroom, 2-bath townhouse on Windham Mountain offers the perfect blend of ski-lodge charm and modern comfort, moments to the slopes. With 2,112 square feet of living space, there's plenty of room to gather, relax, and make lasting memories in every season. Inside, you'll find soaring wood-beamed ceilings, a dramatic stone hearth, and two

    Jessica Surbeck WINDSTAR REALTY GROUP LLC

    97 Clarence D Lane Rd Unit D, Windham, NY 12496
  • /22

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,446 Sq Ft

    542 Mitchell Hollow Rd, Windham, NY 12496

    Welcome to 542 Mitchell Hollow Road, Windham, NY, a charming home set on a beautifully maintained property in the heart of the Catskills. This inviting residence offers a wonderful combination of comfort, space, and natural surroundings, making it ideal as a full-time home, weekend retreat, or investment opportunity. Expansive decking provides excellent outdoor living space for relaxing,

    Shpresa Camaj Real Broker NY LLC

    542 Mitchell Hollow Rd, Windham, NY 12496
  • /29

    $1,350,000

    • Land
    • 11.74 Acres
    • $114,991 per Acre

    0 South St, Windham, NY 12496

    Prime Windham Mountain Club Development Opportunity: Nearly 12 Acres Across from the Slopes, Bordering ''The Valley'': Windham Mountain Club's new amenities complex. Underground Electric & Municipal Sewer Access available. Calling all developers, builders, and investors--this is one of Windham's most strategic opportunities. This offering includes two combined lots totaling nearly 12 acres in a

    Regina Tortorella Coldwell Banker Village GreenW

    0 South St, Windham, NY 12496
  • /77

    $599,900

    • 3 Beds
    • 3 Baths
    • 1,870 Sq Ft

    513 County Road 10, Windham, NY 12496

    Mountain Majesty Meets Everyday Luxury on 2.8 Serene Acres! Escape to the perfect blend of rustic warmth and contemporary functionality. Nestled against the spectacular backdrop of Windham Mountain, this exceptional log home effortlessly serves as an active full-time residence or the ultimate four-season mountain getaway. The main level features a bright, open-concept floor plan designed for both

    Ted Banta RVW Select Properties

    513 County Road 10, Windham, NY 12496
  • /11

    $129,000

    • Land
    • 2.52 Acres
    • $51,190 per Acre

    557 Campbell Rd, Ashland, NY 12496

    Amongst the pines find an enviable 2.5 acre parcel with full survey, and DEP approved septic plans. This perfect canvas is shovel ready for building your very own A Frame, Log Home or Mountain Modern Chalet. Now is your chance to select one of three all approved lots with complete property line survey, site plan for house, well and septic locations and fully engineered septic plans for a

    Laurie Hanenberg Hunter Windham Real Estate

    557 Campbell Rd, Ashland, NY 12496
  • /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

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 634-9387

    0 County Road 65 Unit 20261215, 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
  • /23

    $419,900

    • 4 Beds
    • 3 Baths
    • 3,960 Sq Ft

    12281 New York 23, Ashland, NY 12407

    Excellent opportunity to own a spacious multi-family property in the heart of the Catskills. This approximately 3,960 sq ft property offers three residential units, making it ideal for investors or owner-occupants seeking rental income. Situated on approximately 0.74 acres along State Highway 23, the property provides convenient access to nearby towns, outdoor recreation, and year-round

    Christopher White The Property Shop

    12281 New York 23, Ashland, NY 12407
  • /22

    $289,000

    • 2 Beds
    • 2 Baths
    • 838 Sq Ft

    5359 Main St, Windham, NY 12496

    Prime Windham Village Location: Just outside your door, wander to restaurants, movies, breweries, pubs, miniature golf, seasonal farmers market and year round town events.Convenient NYC bus access just outside your door for easy escape for the weekend. Only minutes to the Windham Mt. Club for skiing and nearby golf courses makes this a desirable location for this 2 bedroom, 2 bath condo with

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    (518) 735-8525

    5359 Main St, 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
  • /2

    $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
  • /32

    $319,000

    • 2 Beds
    • 2.5 Baths
    • 1,211 Sq Ft

    44 Loo Bridge Ln Unit 14B, Windham, NY 12496

    NEW PRICE! Turn Key! Pride of Ownership shows in this Windham Ridge 2 bedroom 2.5 bath, come and be part of the Windham Family in this sweet year round community. 1st level has Primary ensuite, and guest room with its own bath. 2nd level opens up to a spacious great room with open concept, bright and sunny. Fully equipped kitchen, A wood burning fireplace for those chilly days, vaulted ceilings

    Irene Pinto Brainard Ridge Management

    44 Loo Bridge Ln Unit 14B, 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
  • /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
  • /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

    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
  • /44

    $1,775,000 Open Sat 12:30PM - 2PM

    • 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

    $2,650,000

    • 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
  • /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

    $1,360,000 Open Sat 12:30PM - 2PM

    • 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. The flexible layout is easily adaptable to a 2-bedroom plus sleeping loft, with a separate lockout bedroom/studio-ideal for

    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

    $325,000

    • 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
  • /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
  • /14

    $544,000

    • 3 Beds
    • 2.5 Baths
    • 1,702 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
  • /39

    $259,000

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

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

    Exceptional Value at 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 low-maintenance vacation getaway, or combination income-producing rental. Located in Windham Ridge, a short term friendly development, just minutes to Windham Mountain Club, village shops, restaurants, hiking, golf,

    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

Showing Results 1 - 40, Page 1 of 3

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