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Windham, NY Homes for Sale with Garage

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  • /29

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 1,614 Sq Ft

    490 Mill St, Windham, NY 12496

    Windham - ''The Place to Be!''Perched to capture panoramic views of the surrounding mountains and Windham's ski slopes, this beautifully crafted cedar home offers the perfect year-round escape in the heart of the Catskills. Just minutes to Windham Village, you'll enjoy easy access to golf courses, breweries, restaurants, walking paths, live venues, and all the four-season attractions this

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 759-7415

    490 Mill St, Windham, NY 12496
  • /35

    $699,000

    • 5 Beds
    • 3 Baths
    • 2,640 Sq Ft

    134 Magda Ln, Windham, NY 12496

    Charming Country Retreat Just Minutes to Windham Nestled on a private dead-end road just minutes from Windham's slopes, golf courses, and vibrant village, this beautifully 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 multiple

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    (518) 413-0731

    134 Magda Ln, Windham, NY 12496
  • /28

    $549,500

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

    215 Siam Rd, Windham, NY 12496

    Nestled in the scenic beauty of Windham, NY, this unique octagon house offers a truly one-of-a-kind retreat close to skiing, golf, and hiking adventures. Set on over 5 acres of parklike surroundings, this property provides plenty of space for relaxation and exploration. The main home features 3 bedrooms and 2.5 baths, offering comfort and charm with stunning mountain views with surround windows

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 757-0479

    215 Siam Rd, Windham, NY 12496
  • /67

    $799,000

    • 5 Beds
    • 3.5 Baths
    • 2,315 Sq Ft

    8 Evans Rd, Windham, NY 12496

    Stunning 3,862 Sq Ft Windham Retreat with Ski Slope Views, Pool, A/C, Masonry Patios, Lush Landscaping, Dual 2-Car Garages & Paved Driveway. Pride of ownership radiates throughout this meticulously maintained Windham property, offering 3,862 square feet of finished living space—including a beautifully appointed lower level—in a serene, park-like setting just two minutes from the heart of

    Regina Tortorella Coldwell Banker Village GreenW

    8 Evans Rd, Windham, NY 12496
  • /35

    $899,000

    • 4 Beds
    • 3 Baths
    • 2,720 Sq Ft

    2 Biff Andrus Rd, Windham, NY 12496

    Windham Mountain Retreat - situated in a prime location just minutes to town and Windham Mountain Club. Designed with comfort and relaxation in mind, this space is also ideal for entertaining guests. Enjoy breathtaking mountain views from nearly every vantage point. Enter the home into the spacious mudroom, ideal for ski gear storage. The open concept living space, accentuated by a the grandeur

    Richard Vizzini Corcoran Country Living

    2 Biff Andrus Rd, Windham, NY 12496
  • /51

    $1,149,000

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

    292 South St Unit 2, Windham, NY 12496

    Welcome to 292 South St, Windham - a luxurious mountain retreat blending sophistication and adventure. Located steps from Windham Mountain Club and just 2.5 hours from NYC, this stunning townhouse offers modern comfort, breathtaking views, and unmatched convenience. Perfect for mountain enthusiasts and anyone seeking a serene escape, it's an ideal private sanctuary or investment property. Inside,

    Regina Tortorella Coldwell Banker Village GreenW

    292 South St Unit 2, Windham, NY 12496
  • /49

    $850,000

    • 8 Beds
    • 8 Baths

    5320 New York 23, Windham, NY 12496

    Historic Inn on Main Street in downtown section of the Ski/Resort Community of Windham, NY. 7 Guest Suites plus Owners Apartment and Photo/Music/Art Studio. Well appointed and turn-key. (formerly rated #1 on Trip Advisor) Sale to settle an Estate.

    Steven Weisz William Pitt Sothebys Intn'l

    5320 New York 23, Windham, NY 12496
  • /27

    $999,000

    • 7 Beds
    • 2 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
  • /48

    $499,000

    • 4 Beds
    • 2 Baths
    • 2,287 Sq Ft

    18 Maplewood Ave, Windham, NY 12496

    Charming 4-Bedroom Ranch on 1.6 Acres in Windham, NYDiscover your dream retreat in the heart of the Catskills! Nestled in the picturesque village of Windham, just minutes from vibrant downtown and the renowned Windham Mountain Resort with its array of restaurants and shops, this spacious 4-bedroom, 2-bathroom ranch offers the perfect blend of comfort and charm.Situated on a

    Fred Mazza Bunce Realty

    18 Maplewood Ave, Windham, NY 12496
  • /36

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    315 Begley Rd, Windham, NY 12496

    Located just minutes from the heart of Windham, NY, this inviting 3-bedroom, 1.5-bath ranch is the perfect base for four-season living in the Catskills. Set on a spacious, tree-lined lot with a detached two-car garage and generous backyard, the home offers the ideal balance of privacy, convenience, and potential.Step inside to find a warm and welcoming layout featuring a large living area with

    Regina Tortorella Coldwell Banker Village GreenW

    315 Begley Rd, Windham, NY 12496
  • /34

    $489,000

    • 3 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    4992 New York 23, Windham, NY 12496

    Perched above the road opposite the Windham Path, sits this thoughtfully renovated 3 bedroom, 2.5 bath . this home is ready for you to enjoy year round! The bright and airy professional kitchen offers GE Cafe appliances, striking granite counters and island. the generous dining area affords plenty of room for family and friends. Enjoy lush green summer views of Windham Mt. from the cozy living

    Irene Pinto Brainard Ridge Management

    4992 New York 23, Windham, NY 12496
  • /50

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,220 Sq Ft

    212 South St, Windham, NY 12496

    Location is everything. This home sits on 1.80 acres. The perfect location for skiing, golfing, walk to town, library, movies, restaurants. Sit and watch the fireworks at Windham Mt. Club. Views in every direction. Upper level boasts a stone fireplace w/wood burning insert. wood floors, even a bar, and eat in kitchen plus dining room which gets wonderful light. Kitchen has been redone with

    Mary Donovan Gallagher & Company

    212 South St, Windham, NY 12496
  • /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
  • /72

    $699,000

    • 4 Beds
    • 4 Baths
    • 2,950 Sq Ft

    25 Vets Rd, Windham, NY 12496

    Peaceful Sanctuary in the Heart of WindhamStep into a unique opportunity to own a stunning property perfectly balancing convenience, tranquility, and potential. Located less than half a mile from Windham Ski Resort and tucked just behind Main Street, this rambling ranch offers the best of both worlds easy access to dining, shopping, bars, skiing, festivals, and concerts, while feeling like a

    Regina Tortorella Coldwell Banker Village GreenW

    25 Vets Rd, Windham, NY 12496
  • /33

    $343,000

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

    689 Old Rd, Windham, NY 12496

    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

    689 Old Rd, Windham, NY 12496
  • /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
  • /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
  • /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
  • /37

    $559,000

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    21 Nauvoo Rd, Windham, NY 12496

    Your four season Catskills dream home is calling. This two bedroom mid-century ranch is conveniently located within sight of Windham Mountain and just down the road from the bustling Village of Windham. The home features expansive mountain views as well as a large yard surrounded by mature trees. The 3.5 acre property insures privacy year round. Outdoor entertaining is encouraged via the large

    Joel Craig Coldwell Banker Village Green

    21 Nauvoo Rd, Windham, NY 12496
  • /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
  • /27

    $659,000

    • 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
  • /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
  • /7

    $1,998,500 New Construction

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

    4 Estate View Dr, Windham, NY 12496

    To be built. Experience unparalleled luxury in this custom-built mountain retreat. Situated on 10.5 private acres in the heart of the Catskills, Windham Luxury Estates offers an extraordinary opportunity to own a meticulously designed 3 level, 5k+ sq ft retreat. Built by Vaughn Construction, this 5 bed, 5.5 bath will showcase an open concept that connects the kitchen, dining & living areas-with

    Patrick Dunn KW Platform

    4 Estate View Dr, Windham, NY 12496
  • /29

    $1,900,000 Open Sun 11AM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,148 Sq Ft

    15 Stonewall Ln, Windham, NY 12496

    Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it's for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from 2,356

    Pamela King-Belfor Four Seasons Sotheby's Int.

    15 Stonewall Ln, Windham, NY 12496
  • /29

    $1,400,000 Open Sun 11AM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    17 Stonewall Ln, Windham, NY 12496

    Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it's for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from 2,356

    Pamela King-Belfor Four Seasons Sotheby's Int.

    17 Stonewall Ln, Windham, NY 12496
  • /29

    $1,650,000 Open Sun 11AM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    13 Stonewall Ln, Windham, NY 12496

    Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it's for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from 2,356

    Pamela King-Belfor Four Seasons Sotheby's Int.

    13 Stonewall Ln, Windham, NY 12496
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