4,475

Windham, NY Homes

Section Image
    • /32

      Est $1,265,925 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,574 Sq Ft

      2831 County Road 10, Windham, NY 12496

      2831 County Road 10, Windham, NY 12496
  • /29

    $1,650,000 Open Mon 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
    • /25

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,545 Sq Ft

      10 French Park Ct, Windham, NY 12496

      10 French Park Ct, Windham, NY 12496
  • /46

    $600,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    14 - 57 Windham Mountain Village, Windham, NY 12496

    Don't miss out on this extraordinary opportunity to own a stunning townhouse at the base of Windham Mountain Club...an ideal haven for skiing enthusiasts! This beautifully maintained 3-bedroom, 3-bathroom home is just steps from the slopes, offering unparalleled convenience for your mountain adventures. As a homeowner in Windham Mountain Village, you'll enjoy exclusive access to a range of

    Russell Pelham Real Broker, LLC

    14 - 57 Windham Mountain Village, Windham, NY 12496
    • /10

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 458 Sq Ft

      5220 State Route 23, Windham, NY 12496

      5220 State Route 23, Windham, NY 12496
  • /30

    $395,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,303 Sq Ft

    821 Mitchell Hollow Rd, Windham, NY 12496

    Warm and welcoming old style country farmhouse. Completely renovated inside with some original touches remaining. Sizeable eat-in kitchen, new appliances, new flooring and living area with original fireplace. Convenient mud/laundry room off of kitchen. Sit on the new deck and enjoy beautiful wide open mountain and ski slope views. Large detached 16 x 32 out-building with sliders opening out to a

    Lisa Gambella WINDSTAR REALTY GROUP LLC

    821 Mitchell Hollow Rd, Windham, NY 12496
    • /10

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,920 Sq Ft

      3208 Rt 10, Ashland, NY 12496

      3208 Rt 10, Ashland, NY 12496
  • /33

    $295,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    71 County Road 65 Unit 4, Hensonville, NY 12439

    Built in 2020 and maintained to like-new condition, this contemporary townhome offers sleek design, quality construction, and versatile appeal - perfect whether you're seeking a turnkey rental or a full-time residence.The bright, open-plan living area flows onto a private deck ideal for outdoor dining, relaxing, or entertaining. The sleek kitchen showcases maple cabinetry and modern finishes,

    Susanna Scott-Mitchell Compass Greater NY, LLC

    71 County Road 65 Unit 4, Hensonville, NY 12439
    • /12

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,218 Sq Ft

      40/1 Townhouse Ln, Windham, NY 12496

      40/1 Townhouse Ln, Windham, NY 12496
  • /15

    $95,000 Pending

    • Land
    • 1.20 Acres
    • $79,167 per Acre

    1 - 886 Mill St, Windham, NY 12496

    Best land deal in Windham! Looking for the right property with mountain views to build your dream home in Windham without breaking the bank- your search is over! This gorgeous parcel is a sunny south facing meadow-like setting with lovely mountain views and seasonal views of Windham Mt Club slopes. The land has been meticulously prepared for your vision, complete with a property survey,

    Lisa Jaeger Coldwell Banker Village Green

    1 - 886 Mill St, Windham, NY 12496
    • /35

      Est $768,933 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,792 Sq Ft

      11080 State Route 23, Windham, NY 12496

      11080 State Route 23, Windham, NY 12496
  • /31

    $579,000 Pending

    • 4 Beds
    • 1 Bath
    • 2,270 Sq Ft

    89 Siam Rd, Windham, NY 12496

    New Price! Swiss Chalet-inspired home close proximity to Windham's Main Street and Windham Mt Club Resort. This cozy fully furnished 5-bedroom, 2-bath home spans 2,270 sq ft offers an inviting blend of rustic warmth with a touch of modern sophistication. The moment you step inside, you'll be captivated by 2- authentic bluestone fireplaces and wood beamed ceilings that imbue that alpine vibe. The

    Lisa Jaeger Coldwell Banker Village Green

    89 Siam Rd, Windham, NY 12496
    • /31

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,548 Sq Ft

      10 N Enclave Dr, Windham, NY 12496

      10 N Enclave Dr, Windham, NY 12496
  • /43

    $930,000 Pending

    • 4 Beds
    • 3 Baths
    • 1,944 Sq Ft

    92 Northridge Exd, Windham, NY 12496

    Charming Log Home Retreat Near Windham Mountain: Ideal for Nature Enthusiasts!Discover the perfect blend of adventure and relaxation with this stunning log home, nestled in a serene location just a stone's throw from the exciting slopes of Windham Mountain. Embrace the beauty of nature with convenient access to skiing, hiking, mountain biking, dining, golf, and more.Property

    Mark McAlpine Compass Greater New York, LLC

    92 Northridge Exd, Windham, NY 12496
    • /23

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 625 Sq Ft

      443 Big Hollow Rd, Maplecrest, NY 12454

      443 Big Hollow Rd, Maplecrest, NY 12454
  • /24

    $239,900 Pending

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

    35 Quads Way, Windham, NY 12496

    Step into this unit and feel yourself relax. This unit has been lovingly cared for. Freshly painted n 2025, crisp and clean looking. All new flooring, carpets and laminates. All windows have been replaced in the past 5 years. New electric heater in 2024, basement has been newly insulated and heater addd. You will be toasty warm in this unit. There are two bedrooms and a full bath on the

    Mary Donovan Gallagher & Company

    35 Quads Way, Windham, NY 12496
    • /33

      Est $938,770 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,441 Sq Ft

      198 Peck Rd, Maplecrest, NY 12454

      198 Peck Rd, Maplecrest, NY 12454
  • /17

    $99,000 Pending

    • Land
    • 5 Acres
    • $19,760 per Acre

    Tbd Hollow View Rd, Windham, NY 12496

    Extremely private and only accessible via a gated road, Hollow View Rd in Windham offers the ultimate privacy and security for your dream home. On 5.01 sloped acres, this private, dead end road retreat is tucked away providing the peace and quiet you've been looking for.This sleepy road is hosts many large, beautiful homes going up the mountain. Close to skiing, and the many shops and restaurants

    Arlena Armstrong Anatole House LLC

    Tbd Hollow View Rd, Windham, NY 12496
    • /33

      Est $1,120,701 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,985 Sq Ft

      4 The Glade, Windham, NY 12496

      4 The Glade, Windham, NY 12496
  • /30

    $400,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,267 Sq Ft

    1020 Maplecrest Rd, Windham, NY 12439

    This home is situated on 6 lovely acres both open and wooded with a small stream. Located equal distance from both Windham and Hunter Mts. Close to the movies, miniature golf, breweries, hiking, biking and 5 minutes from the town lake where you will find kayaks, paddle boats, ball field, basketball as well as a pavilion with restrooms.Step into a large living room with wood cathedral ceiling and

    Mary Donovan Gallagher & Company

    1020 Maplecrest Rd, Windham, NY 12439
    • /10

      Est $1,537,096 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 6,748 Sq Ft

      1161 County Route 10, Windham, NY 12496

      1161 County Route 10, Windham, NY 12496
  • /2

    $59,000 Pending

    • Land
    • 15 Acres
    • $3,960 per Acre

    L17 Birchwood Dr, Windham, NY 12496

    14. 9 acres of wooded privacy for you in a fantastic location. This land consists of two separate parcels being sold together (61.3.- and 61-3-11) Land is unimproved, with no well or septic in place. Located on road with only a few homes so if privacy and nature are what you seek, this may be the ideal spot. Limited information on boundaries of property, land is owned by a trust.

    Brian Brosen eXp Realty

    L17 Birchwood Dr, Windham, NY 12496
    • /34

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,846 Sq Ft

      23 D1 Townhouse Ln, Windham, NY 12496

      23 D1 Townhouse Ln, Windham, NY 12496
  • /7

    $1,100,000 Under Contract

    234 South St, Windham, NY 12496

    New Improved Price! Back up offers Welcome! Available now for the first time since 1979, this is your one in lifetime opportunity to own a premier 10.4 acre parcel on South Street across from Windham Mountain and two blocks from the center of town! This prime acreage is centered between the ski resort, the Windham Mountain Club, the golf course, the snow tubing park, and a two-block walk to the

    Irene Pinto Brainard Ridge Management

    234 South St, Windham, NY 12496
    • /10

      Est $945,955 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,000 Sq Ft

      29 High Point Rd, Windham, NY 12496

      29 High Point Rd, Windham, NY 12496
  • /75

    $1,499,000 Under Contract

    • 5 Beds
    • 4.5 Baths
    • 4,140 Sq Ft

    16 High Rd W, Windham, NY 12496

    Ski Slope Views, Stream, Designer Finishes - Fully Furnished & Move-In Ready! Why Build When You Can Have It All Right Now? Escape the city in style—this is the ultimate Upstate retreat for luxury buyers looking to skip the hassle of building and move straight into a turn-key, fully furnished, designer-finished chalet. Just 2.5 hours from NYC and 10 minutes from Windham Mountain, this

    Regina Tortorella Coldwell Banker Village GreenW

    16 High Rd W, Windham, NY 12496
    • /23

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,376 Sq Ft

      591 County Route 56, Windham, NY 12496

      591 County Route 56, Windham, NY 12496
  • /43

    $547,500 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,450 Sq Ft

    996 County Route 10, Windham, NY 12496

    Crafted in 2020 by the renowned Vermont Frame Company, this beautifully designed timber frame home combines timeless craftsmanship with modern convenience. Featuring traditional mortise and tenon joinery and exposed post-and-beam construction, the home exudes warmth, character, and durability.The main level offers 1,450 sq ft of thoughtfully designed living space with soaring vaulted

    Lisa Jaeger Coldwell Banker Village Green

    996 County Route 10, Windham, NY 12496
    • /10

      Est $1,111,498 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,972 Sq Ft

      11 Wipeout Ln, Windham, NY 12496

      11 Wipeout Ln, Windham, NY 12496
  • /58

    $720,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    73 Cross Rd, Windham, NY 12496

    Ideal country getaway with beautiful mountain views located just steps away from premier hiking and biking trails and minutes from the charming Village of Windham, you'll find endless opportunities for outdoor exploration and leisure here. Step inside this cozy log sided Chalet and be captivated by open floor plan, where vaulted pine wood ceilings and a wall of glass fill the space with an

    Lisa Jaeger Coldwell Banker Village Green

    73 Cross Rd, Windham, NY 12496
    • /7

      Not Listed For Sale

      1 Vining Rd, Windham, NY 12496

      1 Vining Rd, Windham, NY 12496
  • /68

    $1,170,000 Under Contract

    • 4 Beds
    • 5 Baths
    • 2,140 Sq Ft

    149 Magda Ln, Windham, NY 12496

    Serene Country and Ski Living at its Finest! Discover the ultimate in luxury and sophistication with this impeccably renovated 4-bedroom, 5 bath estate. Every detail has been thoughtfully designed to combine timeless elegance with modern convenience. The heart of the home is a breathtaking open concept kitchen, featuring white French oak engineered hardwood floors, Caesarstone countertops and

    Patricia Charbonneau Brainard Ridge Management

    149 Magda Ln, Windham, NY 12496
    • /2

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,211 Sq Ft

      28 - 1 Loo Bridge Ln Unit 22a, Windham, NY 12496

      28 - 1 Loo Bridge Ln Unit 22a, Windham, NY 12496
    • /10

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,528 Sq Ft

      14 - 81 Windham Mountain Village, Windham, NY 12496

      14 - 81 Windham Mountain Village, Windham, NY 12496
    • /10

      Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,164 Sq Ft

      5576 - 5580 State Rt 23, Windham, NY 12496

      5576 - 5580 State Rt 23, Windham, NY 12496
    • /10

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,528 Sq Ft

      14 - 37 Windham Mountain Village, Windham, NY 12496

      14 - 37 Windham Mountain Village, Windham, NY 12496
    • /10

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 983 Sq Ft

      10/309 the Enclave Unit 309, Windham, NY 12496

      10/309 the Enclave Unit 309, Windham, NY 12496
    • /10

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,600 Sq Ft

      153 Country Route 40, Windham, NY 12496

      153 Country Route 40, Windham, NY 12496
    • /10

      Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,392 Sq Ft

      27 Old Rd, Windham, NY 12496

      27 Old Rd, Windham, NY 12496
    • /10

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,218 Sq Ft

      40 - 1 Townhouse Ln, Windham, NY 12496

      40 - 1 Townhouse Ln, Windham, NY 12496

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