19

Windham, NY 1-Story Homes for Sale

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  • /26

    $299,999

    • 2 Beds
    • 2 Baths

    5359 Main St Unit 2C, Windham, NY 12496

    Turn-Key & Motivated Seller Due to Work Relocation Location is everything-and this condo has it all. Perfectly situated on Main Street and just one minute from Windham Mountain, this beautifully designed 2-bedroom, 2-bath home offers an open single-level floor plan plus a versatile flex space for a home office, guest room, or whatever you need. Enjoy the best of both worlds with views of Main

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    (518) 600-2711

    5359 Main St Unit 2C, Windham, NY 12496
  • /24

    $334,900

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    504 Rt 40, Windham, NY 12454

    Nestled in the quaint hamlet of Maplecrest, this inviting 2-bedroom home offers the perfect blend of tranquility and convenience. Ideally located between Windham and Hunter Mountains, it's just minutes from world-class skiing, hiking, golf, and other outdoor adventures. Enjoy easy access to nearby CD Lane Park, Colgate Lake, and the iconic Kaaterskill Falls.This home boasts a semi-finished

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 741-2720

    504 Rt 40, Windham, NY 12454
  • /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
  • /19

    $334,900

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    504 Route 40, Maplecrest, NY 12454

    Nestled in the quaint hamlet of Maplecrest, this inviting 2-bedroom home offers the perfect blend of tranquility and convenience. Ideally located between Windham and Hunter Mountains, it's just minutes from world-class skiing, hiking, golf, and other outdoor adventures. Enjoy easy access to nearby CD Lane Park, Colgate Lake, and the iconic Kaaterskill Falls.This home boasts a semi-finished

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    (518) 759-6904

    504 Route 40, Maplecrest, NY 12454
  • /74

    $499,000

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

    25 Vets Rd, Windham, NY 12496

    Welcome to your peaceful sanctuary in the heart of Windham, a rare blend of convenience, natural beauty, and endless potential. Just a short stroll from Main Street and less than half a mile from the slopes, this rambling ranch sits in the perfect spot to enjoy everything Windham has to offer while feeling miles away from it all. Surrounded by lush Macintosh apple and pear trees, grape arbors,

    Regina Tortorella Coldwell Banker Village GreenW

    25 Vets Rd, Windham, NY 12496
  • /74

    $875,000 Open Sat 3PM - 6PM

    • 4 Beds
    • 3.5 Baths
    • 3,075 Sq Ft

    116 Nilson Dr, Windham, NY 12496

    Price Cut! Tucked away in a quiet residential cul-de-sac, 116 Nilson Drive offers the best of both worlds — peaceful neighborhood living surrounded by nature, yet just minutes from Main Street, Windham Mountain Club, and Christman's Golf Course. A rare find for the area, this welcoming residential enclave adds a special sense of character and community. It's a place where kids ride bikes,

    Lisa Jaeger Coldwell Banker Village GreenW

    116 Nilson Dr, Windham, NY 12496
  • /43

    $484,000

    • 4 Beds
    • 2 Baths
    • 1,368 Sq Ft

    7 Karlstadt Rd, Windham, NY 12496

    Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham Mountain Escape to the mountains and fall in love with this newly renovated Catskill Mountain cottage, ideally situated just minutes from world-class skiing and golfing at Windham Resort. Nestled in a prestigious yet charming community only about two hours from NYC, this property blends cozy mountain

    Regina Tortorella Coldwell Banker Village GreenW

    7 Karlstadt Rd, Windham, NY 12496
  • /48

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,088 Sq Ft

    93 Maplewood Ave, Windham, NY 12496

    Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain.On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward

    Doina Dewell Coldwell Banker Village GreenW

    93 Maplewood Ave, Windham, NY 12496
  • /33

    $340,000

    • 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
  • /52

    $259,000

    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft

    113 Windham Ridge Rd, Windham, NY 12496

    New Price and One Year of HOA Dues Covered by the Seller Your mountain getaway is calling. This beautifully renovated and fully furnished two bedroom, two full bath townhouse offers comfort, character, and convenience, located only minutes from the Windham ski area. Whether you are seeking weekend adventures or year round living, this home is ready for you. Step inside to an inviting open concept

    Ellen Boldis Berkshire Hathaway HomeService

    113 Windham Ridge Rd, Windham, NY 12496
  • /33

    $340,000

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

    689 Old Farm Rd, East Windham, 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 Farm Rd, East Windham, NY 12439
  • /48

    $499,000

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

    18 Maplewood Ave, Windham, NY 12496

    Charming 4-Bedroom Ranch on 1.6 Acres in Windham, NY Discover 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 generous 1.6-acre

    Fred Mazza Bunce Realty

    18 Maplewood Ave, Windham, NY 12496
  • /33

    $340,000

    • 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

    689 Old Rd, Hensonville, NY 12439
  • /14

    $1,589,000

    • 3 Beds
    • 3 Baths
    • 1,655 Sq Ft

    10 Enclave Dr N Unit 106, Windham, NY 12496

    Stunning Enclave 3 bedroom, 3 bath, inspired full renovation, impeccably furnished with slopeside views!Enjoy trailside living at its best, natural sunlight abounds in the gorgeous living area with stunning gas fireplace, modern décor, contemporary sleek kitchen with farmhouse sink, elegant cabinetry and counter tops. A separate wonderful dining area with plenty of seating for friends and

    Irene Pinto Brainard Ridge Management

    10 Enclave Dr N Unit 106, Windham, NY 12496
  • /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

    Jason Dugo Dugo Realty

    5134 New York 23, Windham, NY 12496
  • /12

    $575,000

    • 2 Beds
    • 1 Bath
    • 1,122 Sq Ft

    183 N South St N, Windham, NY 12496

    Exceptional Opportunity in a Prime Windham Location!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 oppertunity.Just a short walk (2,500 feet) to Windham

    John Pumilia Shaw Country Realty, Inc.

    183 N South St N, Windham, NY 12496
  • /33

    $449,999

    • 2 Beds
    • 3 Baths
    • 2,026 Sq Ft

    61 South St, Windham, NY 12496

    Sold as is. $100,000 YES - $100,000 DISCOUNT FOR A CASH TRANSACTION ! THIS PROPERTY IS ON THE 5TH AVE OF WINDHAM! minutes to the ski slopes and across the street from the golf course and clubhouse! Mid-century modern ski house, needs considerable maintenance & modernization, but oh so worth it. This is a financial home run! Property is a useable acre that directly abuts golf course (across the

    Eric Schatz Schatz Realty Group

    61 South St, Windham, NY 12496
  • /26

    $189,000

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

    384 New York 296, Hensonville, NY 12439

    Handyman special in the heart of the Catskills! This 3-bedroom, 2-bath, 1.5-story home is ready for your finishing touch. Great location just minutes to Windham Mountain, hiking trails, golf, and year-round outdoor fun. Perfect for renovation, investment, or a mountain getaway—bring your vision and make it shine! Perfect for second home, Rental or AirBnB!

    Brian Kozloski Century 21 New West

    384 New York 296, Hensonville, NY 12439
  • /27

    $628,000

    • 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

Home Trends in Windham, NY

Housing Trends

Median Sale Price
$630,000
Median Single Family Sale Price
$737,500
Median Townhouse Sale Price
$255,000
Median 2 Bedroom Sale Price
$249,900
Median 1 Bedroom Sale Price
$170,000
Average Price Per Sq Ft
$340
Number of Homes for Sale
79
Last 12 months Home Sales
71
Months of Supply
13.40
Median List Price
$699,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
12%
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