Windham, NY Homes for Sale

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  /74

  $2,200,000

  • 5 Beds
  • 4 Baths
  • 3,409 Sq Ft

  5433 State Route 23, Windham, NY 12496

  Stunning NEW SPEC HOME on Main Street in Windham — nearly complete and ready for summer! This fully renovated 5-bed, 3.5-bath home offers 13' vaulted ceilings, a custom kitchen with quartz counters, 100-year-old wood island, built-in table with bench seating, SS appliances, tiled backsplash, and bar with beverage center. Features include a gas fireplace, 4-zone multimedia system, recessed

  Caitlin Cucchiella Core Real Estate Team

  5433 State Route 23, Windham, NY 12496
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  /48

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  110/2 Highridge Rd, Hensonville, NY 12439

  Charming 3-Bedroom Retreat in Serene Wooded SettingNestled 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

  Fred Mazza Bunce Realty

  110/2 Highridge Rd, Hensonville, NY 12439
• 

  

  

  /96

  $1,699,000

  • 5 Beds
  • 3.5 Baths
  • 4,312 Sq Ft

  102 Thunderbird Terrace, Windham, NY 12496

  Custom Log Cabin with Modern Finishes, The Feel of a New Build, and Stunning Mountain Views- Nestled on nearly 2 acres, this breathtaking custom log cabin combines luxury, charm, and nature. Built with meticulous attention to detail, the home shows as if it is new construction, exuding a fresh and pristine feel throughout, making it indistinguishable from a brand-new build. With 5 bedrooms, 3.5

  Regina Tortorella Coldwell Banker Village GreenW

  102 Thunderbird Terrace, Windham, NY 12496
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  /14

  $109,000

  • Land
  • 4.90 Acres
  • $22,245 per Acre

  0 County Route 40, Windham, NY 12454

  Your dream home awaits on this quiet country road in picturesque East Jewett, NY. Nicely situated between Hunter and Windham Ski Resorts this vacant 4.90 acre flag shaped parcel has DEP septic approval for a 4 bedroom house. Build your dream home tucked away and surrounded by mature evergreen trees. Add a pond and you will never want to leave! House plans available with seller/contractor willing

  Anne Jakubowski Bunce Realty

  0 County Route 40, Windham, NY 12454
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  /33

  $530,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  15 Route 79, Windham, NY 12496

  Exceptional Village Investment with Airbnb Track Record & Expansion PotentialWelcome to Windham, where modern luxury meets country charm—just steps from ski slopes, golf, restaurants, wine bars, and the NYC bus line. Set along the tranquil Batavia Creek, this beautifully renovated home is both a proven short-term rental success and an incredible four-season getaway.Currently

  Baris Demirel Serhant LLC

  15 Route 79, Windham, NY 12496
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  /54

  $439,000

  • 4 Beds
  • 3 Baths
  • 1,814 Sq Ft

  17 Mitchell Hollow Rd, Windham, NY 12496

  Whether your search is for personal use or investment property, this Windham Farmhouse, just steps from the center of town, offers versatility and plenty of room for the whole family. A unique three floor layout allows for everyone to have their own space. The first and lowest level is the main living area: Kitchen, Dining, Living Room as well as a bedroom and full bath. The sunroom is an added

  Sharri Cunningham Bunce Realty

  17 Mitchell Hollow Rd, Windham, NY 12496
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  /55

  $665,000

  • 4 Beds
  • 3.5 Baths
  • 1,512 Sq Ft

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496

  New Price! Nestled within the Brainard Ridge development on Windham Mountain, this gorgeous townhouse offers a blend of comfort and luxury, perfect for snow sports enthusiasts and nature lovers alike. This unique corner unit, is a rarity in the Brainard Ridge community, featuring a one of a kind expanded floor plan of 4-5 bedrooms and 3.5 bathrooms thoughtfully designed to accommodate large

  Lisa Jaeger Coldwell Banker Village Green

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496
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  /16

  $99,000

  • Land
  • 7 Acres
  • $14,023 per Acre

  0 Mitchell Hollow Rd, Windham, NY 12496

  7.06 Acres in Windham - Ready to Build, Mountain Views, Minutes to TownThis 7.06-acre lot checks all the boxes if you're looking for a build-ready property in the Catskills. This lot offers mostly level grade and has already been cleared and surveyed. A brand-new driveway is in place, electric is available at the lot, and a 2021 DEP site visit confirmed a satisfactory perc test for a raised

  Regina Tortorella Coldwell Banker Village GreenW

  0 Mitchell Hollow Rd, Windham, NY 12496
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  /33

  $343,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  689 Old Rd, Hensonville, NY 12439

  Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking

  Kathy Shumway Win Morrison Realty-K

  689 Old Rd, Hensonville, NY 12439
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  /15

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  384 New York 296, Hensonville, NY 12439

  A Prime Investment Opportunity Fixer-Upper in the Heart of Windham, NY! Unlock the potential of this charming 3-bedroom, 2-bath fixer-upper nestled in the picturesque Hamlet of Hensonville, NYa hidden gem in the Catskill Mountains. Perfect for investors or visionary homeowners, this property offers a solid foundation and endless possibilities to create the perfect retreat or a lucrative rental.

  Phil Uhrik Win Morrison Realty - Catskill

  384 New York 296, Hensonville, NY 12439
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  /71

  $2,099,000

  • 5 Beds
  • 3.5 Baths
  • 4,834 Sq Ft

  77 Beaver Hill Rd, Windham, NY 12496

  Designed by a renowned Manhattan architect known for $20M Aspen ski homes, this 4,834-square-foot Catskills estate offers world-class design and unparalleled craftsmanship. Built as the architect's personal residence, it's a sanctuary for relaxation, entertaining, and year-round mountain living. Set on over four private acres bordering the protected Bataviakill Watershed, the home seamlessly

  Regina Tortorella Coldwell Banker Village GreenW

  77 Beaver Hill Rd, Windham, NY 12496
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  /45

  $585,000

  • 5 Beds
  • 3 Baths
  • 2,644 Sq Ft

  183 County Road 65, Hensonville, NY 12439

  Fully Renovated Mountain Retreat with Two Fireplaces and Stunning Views Just 3 Miles from the Slopes! Welcome to your dream getaway in Windham! This fully renovated 5-bedroom, 3-bath home combines modern luxury with mountain charm, just 2.5 hours from NYC. Whether you crave adventure or relaxation, this 2,700 sq. ft. retreat has it all. Unwind in a private hot tub under a canopy of stars or hit

  Regina Tortorella Coldwell Banker Village GreenW

  183 County Road 65, Hensonville, NY 12439
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  /14

  $75,000

  • Land
  • 1.00 Acre
  • $75,000 per Acre

  0 Mountain View Rd, Windham, NY 12496

  Your 1 Acre in Windham Awaits! For everyone who's ever called us and said, "I just want a small piece of land to hold onto, "maybe build on it someday." This one is for you! This 1-acre wooded lot on a private country road offers the ideal setting for your next project. Whether you're planning to build a cozy cabin, dream home, or vacation rental, this mostly level property is ready for you to

  Regina Tortorella Coldwell Banker Village GreenW

  0 Mountain View Rd, Windham, NY 12496
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  /27

  $669,000

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  85 Cambridge Heights Rd, Windham, NY 12496

  Enjoy the summer months taking in the beautiful views from the large Trex decking. Warm up in front of the woodburning fireplace in the winter months. Close to Windham Mountain. A great property to enjoy all four seasons.

  Sheila Word Coldwell Banker Village Green

  85 Cambridge Heights Rd, Windham, NY 12496
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  /9

  $499,000

  • Land
  • 15 Acres
  • $32,487 per Acre

  65 Sundance Dr, Windham, NY 12496

  The search for the perfect building lot ends here. Welcome to 65 Sundance Drive, a 15.36-acre gem nestled in the heart of Windham. This extraordinary property offers underground electricity and a roughed-in driveway, making it easier than ever to turn your dream home into reality. From this private lot, you'll enjoy postcard-worthy views of Windham's iconic ski slopes, with selective clearing.

  Regina Tortorella Coldwell Banker Village GreenW

  65 Sundance Dr, Windham, NY 12496
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  /9

  $75,000

  • Land
  • 2.00 Acres
  • $37,500 per Acre

  0 Trailview Ln, Windham, NY 12496

  Transform Your Vision at Trail View-Dreaming of the perfect place to make your vision a reality? Trail View is where it all begins-a breathtaking 2-acre lot nestled in the heart of Windham, offering stunning slope views and endless possibilities. Whether you're planning your dream home, a cozy vacation cabin, or a chic rental property, this lot is ready to bring your ideas to life! Imagine

  Regina Tortorella Coldwell Banker Village GreenW

  0 Trailview Ln, Windham, NY 12496
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  /8

  $325,000

  • Land
  • 1.20 Acres
  • $270,833 per Acre

  L37 Panarama Ln, Windham, NY 12496

  Destination Windham! This 1.2 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

  Susan Miller WINDSTAR REALTY GROUP LLC

  L37 Panarama Ln, Windham, NY 12496
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  /10

  $375,000

  • Land
  • 2.40 Acres
  • $156,250 per Acre

  L38 Panarama Ln Unit 38, Windham, NY 12496

  Destination Windham! This 2.4 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

  Susan Miller WINDSTAR REALTY GROUP LLC

  L38 Panarama Ln Unit 38, Windham, NY 12496
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  /28

  $445,000

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

  274 Route 65 Unit 43, Windham, NY 12496

  Dreaming of a quick escape from NYC's chaos? Just 2.5 hours from the city, nestled in the heart of the Catskill Mountains, lies this breathtaking 4-bedroom, 3.5-bath townhouse with access to a community pool and shuttle service to and from the Windham Mountain Resort. This spacious three-story townhouse seamlessly blends comfort and adventure. With an open concept floor plan, vaulted ceilings,

  Regina Tortorella Coldwell Banker Village GreenW

  274 Route 65 Unit 43, Windham, NY 12496
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  /6

  $130,000

  • Land
  • 9 Acres
  • $14,607 per Acre

  0 Route 296 Unit 11403984, Windham, NY 12496

  Generous parcel in the town of Windham, great location close to Hunter and the Windham Mountain Club. Clearing will create views.

  Jessica Surbeck WINDSTAR REALTY GROUP LLC

  0 Route 296 Unit 11403984, Windham, NY 12496
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  /65

  $2,350,000

  • 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

  Kathy Marino Bunce Realty

  90 Club Rd, Windham, NY 12496
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  /10

  $60,000

  • Land
  • 1.60 Acres
  • $37,500 per Acre

  0 Homestead Ln Unit 155406, Windham, NY 12496

  Looking for the perfect spot to build your dream home or weekend retreat? Welcome to 1.6 wooded acres with stunning, uninterrupted views of Windham's iconic ski slopes! Imagine waking up to the beauty of nature, the fresh mountain air filling your lungs, and the slopes only a short 2-mile drive away. Land like this in Windham especially with views like these is a rare find, making this an

  Regina Tortorella Coldwell Banker Village GreenW

  0 Homestead Ln Unit 155406, Windham, NY 12496
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  /18

  $1,450,000

  • Land
  • 12 Acres
  • $123,509 per Acre

  0 South St, Windham, NY 12496

  Calling all Developers, Builders & Investors who have been looking for the perfect location to develop in the wildly growing town of Windham, NY! Introducing the ultimate development opportunity- this 11+ acre surveyed parcel of land is bordered by Windham Mountain's snowtubing park on the right, stream frontage at the rear, 45 acres of protected NYC land to the left and direct views of the ski

  Regina Tortorella Coldwell Banker Village GreenW

  0 South St, Windham, NY 12496
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  /64

  $1,975,000

  • 5 Beds
  • 3.5 Baths
  • 4,044 Sq Ft

  22 The Loop, Windham, NY 12496

  Walk to the Slopes! 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 with a magnificent wall of glass

  Regina Tortorella Coldwell Banker Village GreenW

  22 The Loop, Windham, NY 12496
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  /18

  $470,000

  • 5 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  57 Chase Dr, Hensonville, NY 12439

  Great opportunity to own a vacation home in Windham! Lots of room for loved ones & guests.Featuring 5 bedrooms, 2 1/2 baths, open floor plan, and wood burning fireplace. Property has a pond.Conveniently located to Elm Ridge Club which has tennis courts, swimming pool & recreation room.Windham Mountain Club is minutes away.

  Sheila Word Coldwell Banker Village Green

  57 Chase Dr, Hensonville, NY 12439
• 

  

  /98

  $2,100,000

  • 6 Beds
  • 5.5 Baths
  • 4,104 Sq Ft

  19 Twin Maples, Windham, NY 12496

  Welcome to an unparalleled luxury living experience at this exquisite post-and-beam residence, expertly crafted to captivate the most discerning of high-end homebuyers, luxury vacationers, and ski enthusiasts. Spanning over 4,100 square feet, this six-bedroom, six-bathroom marvel is a testament to superior craftsmanship and sophisticated design. Step into the grand great room, where a two-story

  Regina Tortorella Coldwell Banker Village GreenW

  19 Twin Maples, Windham, NY 12496
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  /20

  $425,000

  • Land
  • 0.46 Acre
  • $923,913 per Acre

  2 Twin Maples Ln, Windham, NY 12496

  This shovel-ready building lot comes complete with architectural plans approved by the WMO Board of Directors, access to community water, community sewer, underground electric, high-speed internet and cable right at the road, and sweeping mountain views with clearing. Situated in the private community of Village East, which is part of the prestigious Windham Mountain Club, this location is

  Regina Tortorella Coldwell Banker Village GreenW

  2 Twin Maples Ln, Windham, NY 12496
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  /45

  $328,888

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  26 Townhouse Ln Unit 4, Windham, NY 12496

  SCORE-One of the last of the affordable townhouse/condos on the mountain top in luxurious Windham NY. Corner Unit!! With new condo prices Skyrocketing in this beautiful resort area, you can own this multilevel 2bd 2bth home w/soaring ceilings, multiple decks off both your living and bedrooms spaces, fireplace with separate level for all mechanical and storge. Short Term Rental, ski with the

  Brian Cohen RHR Realty Group

  26 Townhouse Ln Unit 4, Windham, NY 12496
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  /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 so

  Jason Dugo Dugo Realty

  5134 New York 23, Windham, NY 12496
• 

  

  /27

  $638,000

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  9 Pinekill Ln, Windham, NY 12496

  Renovated Mountain Retreat house on 2.4 landscaped acres.! This beautifully renovated 3-bedroom, 2-bath home, updated in 2022, Located within walking distance to CD Lane Park for swimming, boating, and BBQs, and close to the Catskill Forest Preserve for hiking and biking, this property is perfect for outdoor enthusiasts. Inside, you'll find a spacious open floor plan with a modern kitchen and

  Serena Shi Sany Realty Group LLC

  9 Pinekill Ln, Windham, NY 12496
• 

  

  /23

  $289,000

  • Land
  • 4.33 Acres
  • $66,744 per Acre

  0 Windham Farms Rd Unit 153973, Windham, NY 12496

  Windham Farms Road is now installed with underground electric service. Open estate like views with horse fencing along roadside provides a distinguished entrance to the two available lots. The Owner/Developer possesses the insight to forge a development that is both environmentally sound and aesthetically pleasing. Continuous daily enhancements are being made to these prospective home sites.Lot 4

  Laurie Hanenberg Hunter Windham Real Estate

  0 Windham Farms Rd Unit 153973, Windham, NY 12496
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  /28

  $439,000

  • Land
  • 3.47 Acres
  • $126,513 per Acre

  2 Windham Farms Rd, Windham, NY 12496

  Welcome to Windham Farms, Windham, NY : The newest luxury subdivision now offering quality planned building lots including survey, installed driveways leading to designated house site, underground electric, DEP approved and installed septic systems and drilled well. The Developer envisions custom mountain homes that are both eco-friendly and aesthetically pleasing, complementing our year-round

  Laurie Hanenberg Hunter Windham Real Estate

  2 Windham Farms Rd, Windham, NY 12496
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  /34

  $299,900

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

  71 Route 65 Unit 6, Windham, NY 12496

  Just a few years young, this townhome offers a turnkey buying opportunity. Generous living area opens to a sizeable deck; sleek modern kitchen with maple cabinetry, crisp, clean bathrooms and two spacious bedrooms provide all you need for a vacation getaway! Plenty of extras worth mentioning: Paneled solid wood doors, ample, deep and spacious closets, not to mention air conditioning throughout.

  Sharri Cunningham Bunce Realty

  71 Route 65 Unit 6, Windham, NY 12496
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  /5

  $253,000

  • Land
  • 0.60 Acre
  • $421,667 per Acre

  57 South St, Windham, NY 12496

  Unique opportunity - one of the LAST lots on South Street! Flat parcel overlooking the golf course. Walking distance to everything Windham has to offer - ski, golf, biking, movie theater, shops and downtown restaurants. Utilities - This lot is serviced by municipal water, municipal sewer, electric, and cable directly off the road.

  Aira Ilao ListWithFreedom.com

  57 South St, Windham, NY 12496
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  /24

  $475,000

  • Land
  • 0.68 Acre
  • $698,529 per Acre

  0 Club Rd Unit 150906, Windham, NY 12496

  View to Fly from the lot to the ski trail access located just 500ft away! Welcome to Windham Mountain, where this .68 acre building lot awaits your dream home! Nestled just steps from trail access, this prime piece of land offers everything you need to create your perfect mountain retreat. With a gently sloping grade, this lot is ideal for a tri level home (including a finished walkout

  Regina Tortorella Coldwell Banker Village GreenW

  0 Club Rd Unit 150906, Windham, NY 12496
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  /36

  $549,000

  • 7 Beds
  • 7 Baths
  • 4,800 Sq Ft

  41 County Road 40, Hensonville, NY 12439

  A Great Investment Opportunity with a 5 Unit Multi-family & a Large Barn in Windham - in the Charming Hamlet of Hensonville! The annual rent roll is $62,700. There are 4 units with 2 bedrooms and 1 bath and 1 unit with 3 bedrooms and 2 baths. There's ample parking, a front covered patio, a 2nd floor covered deck, yard space, a huge barn, and 3 driveway entrances. It has great proximity to the

  Theodore Banta III RVW Select Properties

  41 County Road 40, Hensonville, NY 12439
• 

  

  /27

  $999,000

  • 7 Beds
  • 3 Baths
  • 4,281 Sq Ft

  5474 New York 23, Windham, NY 12496

  This large historic home is the original site of Windham's first settler in 1785 and the Reynolds have been entertaining family & friends there since 1959!Located on the west side of town, it is an easy walk to Windham's shops & restaurants.It has a formal living room, (which has been used for an office and playroom), a large dining area and a large, comfortable family room. The kitchen is well

  Jane Reynolds Jane H. Reynolds

  5474 New York 23, Windham, NY 12496
• 

  

  /58

  $279,000

  • Land
  • 13 Acres
  • $21,797 per Acre

  383 Begley Rd, Windham, NY 12496

  A Beautiful 12.8 Acre Parcel of Land in Windham across from State Land! The land features approximately 1,180' of road frontage and it's only minutes to Windham Ski Mountain and all the amenities the mountaintop has to offer: golfing, hiking, biking, cycling, fishing, & more. The land is private and wooded with beautiful views of the sunrise and sunset.. There's an area that can be developed into

  Theodore Banta III RVW Select Properties

  383 Begley Rd, Windham, NY 12496
• 

  

  /42

  $1,949,000

  • 5 Beds
  • 2.5 Baths
  • 3,893 Sq Ft

  33 Elm Ridge Rd, Windham, NY 12496

  The Mountains Are Calling and I Must Go.'' P.S., I plan to be VERY comfortable when I get there!Welcome to 33 Elm Ridge - the best of the Catskills - the ultimate in mountain opulence. This shingled contemporary makes quite the impression on its incredible setting; 3,900sqft of living space spans over 3 floors which include 5 bds, 3.5 bths & a walk-out basement that's ready to party. It's set on

  Regina Tortorella Coldwell Banker Village GreenW

  33 Elm Ridge Rd, Windham, NY 12496
• 

  /2

  $140,000

  • Land
  • 1.20 Acres
  • $116,667 per Acre

  0 Circle Rd, Windham, NY 12496

  Great location minutes from Windham Mt and surrounding area. No need to woory about the time and expense of a prek test, sewer hook-up is in the street. Get your building permit and start work on your country home. Next to this lot i=s an additional .80 acres available for a package deal!

  John Pumilia Shaw Country Realty, Inc.

  0 Circle Rd, Windham, NY 12496

Showing Results 81 - 120, Page 3 of 4