24

Windham, NY 1-Story Homes for Sale

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  • /21

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    135 Route 40, Windham, NY 12496

    Whether you're searching for your first home, a weekend getaway, or a smart investment in the Catskills, this recently renovated ranch in Windham delivers exceptional value. Ideally located just minutes from both Windham Mountain Club and Hunter Mountain, as well as CD Lane Park, hiking, dining, and everything the area has to offer, this move-in-ready home puts four-season recreation right at

    Agent Photo

    Jason Dugo

    Dugo Realty

    135 Route 40, Windham, NY 12496
  • /22

    $269,000

    $20K PRICE DROP
    • 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

    5359 Main St Unit 2h., Windham, NY 12496
  • /31

    $349,000

    $50K PRICE DROP
    • 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.

    436 Big Hollow Rd, Maplecrest, NY 12454
  • /42

    $315,000

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

    689 Old Rd, Hensonville, NY 12439

    Step into the charm of this 1930s 2-bedroom, 2-bath ranch, just minutes from the Village of Windham and Windham Mountain. Nestled on a full acre and bordered by 25.5 acres of protected NYC watershed land, the property offers rare privacy and a seamless connection to nature. Wake up to the gentle sounds of a seasonal creek and lush surrounding greenery, a true mountain escape.Outside, a

    Agent Photo

    Mark McAlpine

    Compass Greater New York, LLC

    689 Old Rd, Hensonville, NY 12439
  • /35

    $460,000

    $25K PRICE DROP
    • 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

    Agent Photo

    Jason Dugo

    Dugo Realty

    5134 New York 23, Windham, NY 12496
  • /22

    $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

    315 Begley Rd, Windham, NY 12496
  • /22

    $269,000

    $20K PRICE DROP
    • 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

    5359 Main St, Windham, NY 12496
  • /101

    $949,000

    • 3 Beds
    • 3 Baths
    • 2,236 Sq Ft

    89 Sky Hill Rd, Windham, NY 12496

    Nestled at the end of a long private driveway in the heart of Windham, NY, this quintessential log cabin offers the perfect blend of mountain charm, privacy, and breathtaking views. Set against a backdrop of mountain and ski slope vistas, this exceptional retreat captures everything buyers dream of when searching for a Catskills getaway, full-time residence, or second home just a short drive from

    Regina Tortorella Coldwell Banker Village GreenW

    89 Sky Hill Rd, Windham, NY 12496
  • /23

    $199,000

    • 1 Bed
    • 1 Bath
    • 435 Sq Ft

    5220 State Route 23 Unit 229, Windham, NY 12496

    Rare Turnkey Income Producer! 2nd-Floor Winwood End Unit with Ski Slope Views Welcome to The Winwood, where affordability meets premium four-season Catskills living. This unique and well-appointed second-floor end unit condominium offers one of the most accessible and value-packed opportunities to own in the highly desirable Windham market. Whether you are searching for a carefree weekend

    Regina Tortorella Coldwell Banker Village GreenW

    5220 State Route 23 Unit 229, Windham, NY 12496
  • /48

    $749,000

    $100K PRICE DROP
    • 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
  • /71

    $1,275,000

    • 3 Beds
    • 3 Baths
    • 1,506 Sq Ft

    11 Whisper Creek Dr Unit 301b, Windham, NY 12496

    Rare Ski Slope View Condo | True Ski-In/Ski-Out Luxury at Windham Mountain Club! Whisper Creek, one of the few ski-in/ski-out condominiums at Windham Mountain Club, offers coveted ski slope views. This rarely available Whisper Creek unit presents an exceptional opportunity to own in one of the Catskills' most desirable four-season resort communities. Whether you're searching for a luxury mountain

    Regina Tortorella Coldwell Banker Village GreenW

    11 Whisper Creek Dr Unit 301b, Windham, NY 12496
  • /52

    $547,000

    $28K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    591 & 587 Co Rd 56, Windham, NY 12496

    Looking for a charming home set perfectly on a country road with privacy, mountain views, adjacent to thousands of acres of state land, AND close to Catskill Park trailheads, CD Lane Park and Windham Mtn Club? Come visit 591 County Route 56 - you won't be disappointed! Enter the warm and welcoming living room where the cathedral ceiling and sky lights allow the sun to stream in to brighten your

    Sharon Knudsen Coldwell Banker Village GreenW

    591 & 587 Co Rd 56, Windham, NY 12496
  • /74

    $425,000

    $274K PRICE DROP
    • 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
  • /43

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    21 French Park Ct Unit 7B, Windham, NY 12496

    If you know Windham Ridge, you know there are only a handful of units with a front row seat to Windham Mountain. Welcome to Unit 7B! With Windham Mountain Club in the background and woods in the foreground your view is nothing but Mother Nature as far as you can see. No rooftops, parked cars, or front doors to see here. Sit on the lovely stone patio and enjoy your morning coffee as you watch the

    Sharon Knudsen Coldwell Banker Village GreenW

    21 French Park Ct Unit 7B, Windham, NY 12496
  • /37

    $349,000

    $76K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    751 Mitchell Hollow Rd, Windham, NY 12496

    Charming 3-bedroom, 2-bath ranch set on over an acre of picturesque property in Windham. Offering the ease of single-level living and sold completely furnished, this move-in-ready home is the perfect mountain retreat, full-time residence, or weekend getaway. The home is in a highly desirable area close to local restaurants, parks, hiking trails and the Windham Mountain Resort. Inside, enjoy

    Kathy Marino Bunce Realty

    751 Mitchell Hollow 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
  • /8

    $119,600

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    366 State Route 296, Windham, NY 12496

    Opportunity awaits in the heart of the Catskills. This bungalow-style home offers approximately 1,456 square feet of living space with 3 bedrooms and 2 full bathrooms situated on an approximately 21,780-square-foot lot. The property also includes a detached garage, full basement, private well, and septic system.Located along Route 296 in Windham, the property enjoys convenient access to

    Christopher Rose Listing by REALHome Services & Solutions

    366 State Route 296, Windham, NY 12496
  • /37

    $575,000

    Open Sat 11AM - 1PM $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,545 Sq Ft

    149 Peck Rd, Maplecrest, NY 12454

    Open House Saturday, August 15, 11am - 1 pm. Tucked away in a peaceful, semi-private setting just minutes from Windham Mountain Ski Resort, this distinctive 1978 contemporary offers the perfect blend of rustic charm and modern comfort. With 3 bedrooms, 2.5 baths, and the ability to comfortably sleep 10, this property isideal as a year-round getaway, investment rental, or full-time

    Judy Gregory Gilcrest Properties

    149 Peck Rd, Maplecrest, NY 12454
  • /21

    $359,900

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

    2635 County Route 10, Windham, NY 12496

    What an amazing opportunity! Delightful ranch home with full walk out finished basement. Bright and sunny on 2+ acres with mountain views!

    Thomas Fedorson Greene County Realty

    2635 County Route 10, Windham, NY 12496
  • /27

    $565,000

    • 5 Beds
    • 2 Baths

    96 56, Windham, NY 12496

    An amazing opportunity to own the perfect mountain retreat! This legal two-family home offers incredible flexibility as a two-unit investment property or an owner-occupied home with income-producing potential. The main house features a living room and formal dining room with beautifully refinished hardwood floors, an updated kitchen with granite countertops and brand-new stainless steel

    Doris Kennedy Kennedy L I Realty

    96 56, Windham, NY 12496
  • /48

    $449,000

    $50K PRICE DROP
    • 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
  • /23

    $297,000

    $13K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,890 Sq Ft

    504 County Route 40, Maplecrest, NY 12454

    Totally renovated 2-bedroom, 2-full bath ranch-style home featuring an open floor plan and a full finished walk-out basement that offers versatile living space with the potential for additional bedrooms. The interior showcases a new kitchen with quartz countertops, an undermount sink, a tiled backsplash, maple cabinetry, and high-quality appliances. Additional updates include ceramic tiled

    Douglas Schenk RE/MAX Capital

    504 County Route 40, Maplecrest, NY 12454
  • /59

    $895,000

    New Construction $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    2074 County Road 10, Windham, NY 12496

    A rare Catskills treat! Own your own Catskills compound. Two separate homes create the perfect setting for extended family, weekend guests or a private retreat with income potential. Set on 12 breathtaking acres with sweeping views of Windham Mountain and the surrounding ranges, this exceptional 3-bedroom, 2-bath property offers a rare combination of luxury, versatility, and investment

    Lisa Gambella Windstar Realty Group, LLC

    2074 County Road 10, Windham, NY 12496
  • /22

    $279,990

    $10K PRICE DROP
    • 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

Home Price Trends

Median Sale Price
$715,000
Median Single Family Sale Price
$685,000
Median Townhouse Sale Price
$469,500
Median 2 Bedroom Sale Price
$319,000
Median 1 Bedroom Sale Price
$158,000
Average Price Per Sq Ft
$346
Number of Homes for Sale
81
Last 12 months Home Sales
93
Months of Supply
10.50
Median List Price
$699,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
55%
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