13

Windham, NY Homes for Sale under $500,000

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  • /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
  • /9

    $500,000

    • Land
    • 0.52 Acre
    • $961,538 per Acre

    220 & 240 Club Rd, Windham, NY 12496

    Be captivated by the breathtaking, panoramic views that will mesmerize you from dusk till dawn from either of these 2 building lots, with ski access being offered by Windham Mountain Club. Let your imagine soar with the possibilities of designing your dream home to last for generations on one of the few remaining building lots offered by Windham Mountain Club. Envision waking up in your mountain

    Patricia Charbonneau Brainard Ridge Management

    220 & 240 Club Rd, Windham, NY 12496
  • /15

    $439,000

    • Land
    • 3.46 Acres
    • $126,879 per Acre

    2 Windham Farms Rd, Windham, NY 12496

    Welcome to Windham Farms in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 2 is prepared for immediate construction, featuring an installed driveway to the designated house site, 200 amp underground electric

    Laurie Hanenberg Hunter Windham Real Estate

    2 Windham Farms Rd, Windham, NY 12496
  • /18

    $463,000

    • 3 Beds
    • 2 Baths
    • 1,249 Sq Ft

    111 Brainard Ridge Rd Unit 11B, Windham, NY 12496

    Brainard Ridge Charmer!Ready for 4 season active life style. Charming 3 bedroom, 2 bath plus extra sleeping alcove, Brainard Ridge Townhome. Open and airy floor plan, lots of natural light! Cozy living room with large wood burning fireplace, nice dining area, cheery kitchen, Primary bedroom with ensuite bath, plus extra sleeping alcove. Lower level with bunkroom, and guest bedroom, second

    Patricia Charbonneau Brainard Ridge Management

    111 Brainard Ridge Rd Unit 11B, Windham, NY 12496
  • /20

    $479,000

    • 4 Beds
    • 3 Baths
    • 2,058 Sq Ft

    274 N Brooksburg Rd Unit 35, Windham, NY 12496

    Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms - Plenty of space for family and guestsCozy up

    John Pumilia Shaw Country Realty, Inc.

    274 N Brooksburg Rd Unit 35, Windham, NY 12496
  • /9

    $450,000

    • Land
    • 10 Acres
    • $45,000 per Acre

    000 New York 296, Windham, NY 12496

    10 Acres of Prime Forested Land | Windham, NY | Development or Dream Compound PotentialAn extraordinary opportunity awaits on Route 296 in Windham, NY - two adjacent 5-acre parcels totaling 10 acres of pristine Catskills forest, ideally situated for those with vision. Slightly sloped and elevated just enough to offer potential eastern-facing views with selective clearing, this land offers

    Jason Dugo Dugo Realty

    000 New York 296, Windham, NY 12496
  • /25

    $459,000

    • Land
    • 0.68 Acre
    • $675,000 per Acre

    0 Club Rd Unit 20256096, Windham, NY 12496

    Welcome to Windham Mountain, where this .68-acre homesite offers an unparalleled opportunity to build your dream getaway just steps from the ski trails. Perfectly situated for both privacy and convenience, this property captures the essence of true mountain living.With its gently sloping terrain, the lot is ideally suited for a tri-level home design with a finished walkout basement, allowing

    Regina Tortorella Coldwell Banker Village GreenW

    0 Club Rd Unit 20256096, 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, 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
  • /47

    $449,000

    • 4 Beds
    • 2 Baths
    • 2,457 Sq Ft

    20 Slater Rd, Maplecrest, NY 12454

    Discover the perfect blend of charm, space, and convenience in this beautiful 4-bedroom, 2-bathroom countryside home, ideally located less than 3 hours from NYC. Set on scenic land in historic Windham NY. This vibrant small town is surrounded by renowned ski resorts; this is the ideal getaway or year-round residence.An exceptionally inviting home that is perfect for guests or extended family,

    Brian Cohen RHR Realty Group

    20 Slater Rd, Maplecrest, NY 12454
  • /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
  • /30

    $489,000

    • 4 Beds
    • 3.5 Baths
    • 2,058 Sq Ft

    274 Brooksburgh Rd Unit 48, Windham, NY 12496

    Ine of just a few larger units in Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized bedrooms,

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 48, 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
  • /54

    $439,000

    • 4 Beds
    • 3 Baths
    • 1,914 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 nice

    Sharri Cunningham Bunce Realty

    17 Mitchell Hollow Rd, Windham, NY 12496

Home Trends in Windham, NY

Housing Trends

Median Sale Price
$647,500
Median Single Family Sale Price
$715,000
Median Townhouse Sale Price
$319,000
Median 2 Bedroom Sale Price
$227,500
Median 1 Bedroom Sale Price
$170,000
Average Price Per Sq Ft
$333
Number of Homes for Sale
71
Last 12 months Home Sales
80
Months of Supply
10.70
Median List Price
$700,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
10%
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