22

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
  • /42

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,004 Sq Ft

    442 Mitchell Hollow Rd, Windham, NY 12496

    Nestled just 2.9 miles away from the breathtaking slopes of Windham Mountain and across the street from 89 acres of protected land sits this stunning 3 bed, 2.5 bath ranch. The home offers a captivating blend of modern touches and natural beauty. As you step into this picturesque retreat, panoramic views of the surrounding landscape greet you from every window, with the Windham slopes on display

    Agent Photo

    Mark McAlpine

    Compass Greater New York, LLC

    (518) 327-4735

    442 Mitchell Hollow Rd, Windham, NY 12496
  • /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
  • /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
  • /48

    $849,000

    • 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
  • /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

    Regina Tortorella Coldwell Banker Village GreenW

    315 Begley Rd, Windham, NY 12496
  • /74

    $499,000

    • 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
  • /74

    $915,000

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

    116 Nilson Dr, Windham, NY 12496

    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, neighbors wave

    Lisa Jaeger Coldwell Banker Village GreenW

    116 Nilson Dr, Windham, NY 12496
  • /39

    $484,000

    • 4 Beds
    • 2 Baths
    • 1,008 Sq Ft

    7 Karlstadt Rd, Windham, NY 12496

    Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham MountainEscape 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

    Regina Tortorella Coldwell Banker Village GreenW

    7 Karlstadt Rd, 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
  • /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
  • /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
  • /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, 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
  • /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
  • /26

    $215,000

    • 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
  • /51

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft

    370 Begley Rd, Windham, NY 12496

    Rare Opportunity Surrounded by 700 Acres of State LandThat's right—700 acres of forever-protected State Land at your doorstep! Step into your own personal oasis where you can hike, hunt, explore, or simply enjoy the peace and quiet with birdsong, wildlife, and the whispering wind through the trees.This spotless 1,800 sq ft modular ranch offers a bright and open floor plan with

    Lisa Jaeger Coldwell Banker Village GreenW

    370 Begley Rd, Windham, NY 12496
  • /46

    $269,000

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

    113 Windham Ridge Rd, Windham, NY 12496

    *****NEW PRICE ALERT!*****We've adjusted the price on this 2-bedroom/2-full bath mountain townhouse making it an incredible value!Fall is showing off its best colors right now!!! How about a foliage drive or hike this weekend? Welcome to your mountain escape! This beautifully renovated and fully furnished townhouse offers the perfect blend of modern comfort and rustic charm-just minutes

    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 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
  • /14

    $1,650,000

    • 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 decor, 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
  • /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
  • /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

Home Trends in Windham, NY

Housing Trends

Median Sale Price
$550,000
Median Single Family Sale Price
$725,000
Median Townhouse Sale Price
$339,000
Median 2 Bedroom Sale Price
$272,450
Median 1 Bedroom Sale Price
$182,500
Average Price Per Sq Ft
$337
Number of Homes for Sale
87
Last 12 months Home Sales
69
Months of Supply
15.10
Median List Price
$694,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
4%
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