3,352

Windham, NY Homes

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  • /35

    $949,000

    • 4 Beds
    • 3 Baths
    • 2,720 Sq Ft

    2 Biff Andrus Rd, Windham, NY 12496

    Windham Mountain Retreat - situated in a prime location just minutes to town and Windham Mountain Club. Designed with comfort and relaxation in mind, this space is also ideal for entertaining guests. Enjoy breathtaking mountain views from nearly every vantage point. Enter the home into the spacious mudroom, ideal for ski gear storage. The open concept living space, accentuated by a the grandeur

    Richard Vizzini Corcoran Country Living

    2 Biff Andrus Rd, Windham, NY 12496
  • /27

    $315,000 Sold Jan 10, 2025

    • 1,588 Sq Ft
    • $198/SF
    • 34 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1947

    24 Vets Rd, Windham, NY 12496

    Welcome to 24 Vets Road! This delightful 3-bedroom, 2-bath property has been cherished by the same family since its construction in 1947. Nestled just off Main Street, you'll enjoy the convenience of local farmers markets, unique shops, and delicious restaurants just steps away. This home is also a short two minute drive from skiing at Windham Mountain Club!Inside-you'll discover the

    Megan Morse Core Real Estate Team

    24 Vets Rd, Windham, NY 12496
    • /34

      Est $816,442 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,360 Sq Ft

      16 Chalet Dr, Windham, NY 12496

      16 Chalet Dr, Windham, NY 12496
  • /49

    $850,000

    • 8 Beds
    • 8 Baths

    5320 New York 23, Windham, NY 12496

    Historic Inn on Main Street in downtown section of the Ski/Resort Community of Windham, NY. 7 Guest Suites plus Owners Apartment and Photo/Music/Art Studio. Well appointed and turn-key. (formerly rated #1 on Trip Advisor) Sale to settle an Estate.

    5320 New York 23, Windham, NY 12496
  • /30

    $655,000 Sold Jan 09, 2025

    • 2,020 Sq Ft
    • $324/SF
    • 30 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1941

    121 Thunderbird Terrace, Windham, NY 12496

    Located in the heart of the Catskill ski country, Bluebird Cabin is a crowd-pleasing basecamp for winter enthusiasts and year-round adventurers alike. Situated at the base of the Windham Mountain Club with views of the slopes beyond, and just 130 miles from New York City. The contemporary architecture of this chalet defines cozy mountain charm. Soaring ceilings and walls of windows create

    Paul Heintz Anatole House LLC

    121 Thunderbird Terrace, Windham, NY 12496
    • /42

      Est $888,994 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,864 Sq Ft

      407 Mill St, Windham, NY 12496

      407 Mill St, Windham, NY 12496
  • /27

    $999,000

    • 7 Beds
    • 3 Baths
    • 4,281 Sq Ft

    5474 New York 23, Windham, NY 12496

    This large historic home is the original site of Windham's first settler in 1785 and the Reynolds have been entertaining family & friends there since 1959!Located on the west side of town, it is an easy walk to Windham's shops & restaurants.It has a formal living room, (which has been used for an office and playroom), a large dining area and a large, comfortable family room. The kitchen is well

    Jane Reynolds Jane H. Reynolds

    5474 New York 23, Windham, NY 12496
  • /26

    $520,000 Sold Dec 20, 2024

    • 1,622 Sq Ft
    • $321/SF
    • 133 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    770 Mitchell Hollow Rd, Windham, NY 12496

    Discover this turnkey mid-century chalet located on a country road in the heart of the Catskill Mountains. This charming 3-bed, 2-bath home is designed for memorable gatherings with its open floor plan and impressive stone fireplace. The inviting kitchen features abundant cabinetry and numerous closets throughout the home provide ample storage. Lofted ceilings with exposed beams and expansive

    Michael Morgenfruh Listing by Frank Lumia Real Estate Plus! LLC

    770 Mitchell Hollow Rd, Windham, NY 12496
    • /26

      Est $1,248,089 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,500 Sq Ft

      99 Buckskin Loop, Windham, NY 12496

      99 Buckskin Loop, Windham, NY 12496
  • /44

    $820,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,442 Sq Ft

    720 Mill St, Windham, NY 12496

    Price Cut! One-of-a-kind home tucked away on a private 5-acre parcel in the heart of Windham, you'll find this unique Barn residence with an impressive history. circa1840 New England barn was meticulously dismantled, transported to this location, to create this remarkable custom home showcasing the massive barn beams and trusses throughout, 1-inch-thick handmade custom barnwood doors, rustic wood

    Lisa Jaeger Coldwell Banker Village Green

    720 Mill St, Windham, NY 12496
  • /47

    $895,000 Sold Dec 20, 2024

    • 3,213 Sq Ft
    • $279/SF
    • 105 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2005

    19 Goff Rd, Windham, NY 12496

    This beautiful 4-bedroom, 4-bath home in Windham offers stunning direct ski mountain views and a southern exposure. Just minutes to the Mountain. The large eat-in kitchen flows seamlessly into the dining area with a cozy fireplace, perfect for entertaining family and friends. Wander into the living room with another fireplace to relax by after dinner. The full walkout basement features a large

    Carol Shaw Shaw Country Realty, Inc.

    19 Goff Rd, Windham, NY 12496
    • /51

      Est $722,889 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,200 Sq Ft

      21 Biff Andrus Rd, Windham, NY 12496

      21 Biff Andrus Rd, Windham, NY 12496
  • /59

    $875,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    216 New York 296, Windham, NY 12496

    Discover the perfect blend of modern comfort and serene seclusion in this 2,342 sq ft, 3 bed/3 bath contemporary Cape. Located in the heart of Windham yet offering complete privacy, this home is a tranquil retreat. Renovated in 2005, it features a chef's kitchen, a comfortable living room with a wood-burning fireplace, and French doors that lead to a stone patio ideal for entertaining. The main

    Beth Alfeld Keller Williams Hudson Valley

    216 New York 296, Windham, NY 12496
  • /92

    $1,100,000 Sold Dec 11, 2024

    • 6,061 Sq Ft
    • $181/SF
    • 47 Days On Market
    • 8 Beds
    • 6.5 Baths
    • Built 1983

    668 Mill St, Windham, NY 12496

    Experience the pinnacle of luxury living in Windham's premier ski community! Welcome to your dream home in Windham, NY a true haven for those who appreciate both luxury and leisure. Nestled on a private 5-acre lot, this 6,100 square foot contemporary masterpiece perfectly blends modern elegance with rustic charm. Designed by its original owner to host large gatherings, this home is an

    Regina Tortorella Coldwell Banker Village Green

    668 Mill St, Windham, NY 12496
    • /35

      Est $973,621 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,206 Sq Ft

      38 Huckleberry Ln, Windham, NY 12496

      38 Huckleberry Ln, Windham, NY 12496
  • /44

    $849,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,294 Sq Ft

    429 Mill St, Windham, NY 12496

    Discover serenity in this exquisite cedar contemporary home with seasonal slope views nestled in a private wooded setting, just 5 minutes from the charming resort town of Windham and a mere 2.5 hours outside of New York City. This stunning property offers a harmonious blend of rustic charm and modern amenities. Step inside to find a home that radiates warmth and sophistication. Hardwood floors

    Regina Tortorella Coldwell Banker Village Green

    429 Mill St, Windham, NY 12496
  • /41

    $1,250,000 Sold Dec 11, 2024

    • 1,812 Sq Ft
    • $690/SF
    • 182 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2016

    11 Whisper Creek Dr Unit 402, Windham, NY 12496

    Welcome to Windham Mt. Club proudly offering this Whisper Creek Condominium! Where you have it all, Location, Mt. Views, Conveniences and Amenities! All from this spacious 3-4 bedroom 5 Full bath Plus den (used as 4th bedroom), Spacious and bright living area, dining with wood flooring and custom kitchen with granite counters-stainless appliances, set up for the quintessential family get away.

    Irene Pinto Brainard Ridge Management

    11 Whisper Creek Dr Unit 402, Windham, NY 12496
    • /33

      Est $386,799 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,100 Sq Ft

      210 Siam Rd Unit 1, Windham, NY 12496

      210 Siam Rd Unit 1, Windham, NY 12496
  • /24

    $2,200,000

    • 5 Beds
    • 4 Baths
    • 3,409 Sq Ft

    5433 State Route 23, Windham, NY 12496

    Stunning NEW SPEC HOME on Main Street in Windham — nearly complete and ready for summer! This fully renovated 5-bed, 3.5-bath home offers 13' vaulted ceilings, a custom kitchen with quartz counters, 100-year-old wood island, built-in table with bench seating, SS appliances, tiled backsplash, and bar with beverage center. Features include a gas fireplace, 4-zone multimedia system, recessed

    Caitlin Cucchiella Core Real Estate Team

    5433 State Route 23, Windham, NY 12496
  • /5

    $16,000 Sold Dec 04, 2024

    • Land
    • 1.50 Acres
    • $10,667 per Acre
    • 49 Days On Market

    Tbd Nauvoo Rd, Windham, NY 12496

    A perfectly wooded and private lot awaits your dream home in Windham, NY. Backing up to a creek - though not on the property - this parcel could offer scenic creek views and sounds from your window. This sleepy road is hosts many beautiful homes going up the mountain. Close to skiing, and the many shops and restaurants Windham has to offer such as Gardenheir, Eastwind, Babblers, Windham Local and

    Tbd Nauvoo Rd, Windham, NY 12496
    • /27

      Est $708,983 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,320 Sq Ft

      32 Breezy Hill Rd, Windham, NY 12496

      32 Breezy Hill Rd, Windham, NY 12496
  • /17

    $99,000

    • 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

    $420,000 Sold Dec 02, 2024

    • 1,152 Sq Ft
    • $365/SF
    • 119 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    64 Clarence D Lane Rd Unit 1, Windham, NY 12496

    Location! Location! Be a part of Windham Family in this Windham Classic Chalet, built in 1973, A spacious brick entrance for all the gear, opens to 2 bedroom 1 full bath, plus a Bonus room/Den, Up a few steps to the Living Area, boast a brick faced masonry fireplace, vaulted ceilings and large glass sliders to balcony, efficient Kitchen and dining area, another bedroom and full bath. And for your

    Irene Pinto Brainard Ridge Management

    64 Clarence D Lane Rd Unit 1, Windham, NY 12496
    • /23

      Est $201,834 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 759 Sq Ft

      726 County Route 10, Windham, NY 12496

      726 County Route 10, Windham, NY 12496
  • /48

    $440,000

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    110 Highridge Rd, Windham, NY 12439

    Located on a private road and a peaceful wooded setting sits this charming three-bedroom retreat. Newly renovated, blending modern comforts with cozy charm. Upper floor with one-bedroom, full bath, cathedral ceilings in living area and dining room, wood burning fireplace, fully equipped kitchen and loft. Lower floor has two bedrooms, full bath, laundry room and storage room. Large deck off of

    Fred Mazza Bunce Realty

    110 Highridge Rd, Windham, NY 12439
  • /5

    $65,000 Sold Nov 26, 2024

    • Land
    • 3.53 Acres
    • $18,414 per Acre
    • 82 Days On Market

    0 Larsen Dr Unit 18 152095, Windham, NY 12496

    A formal survey was completed as part of the buyer's due diligence, and it was determined that the lot is 3.53 acres which is less than what town records reflected. The acreage was changed on the listing to reflect the correct acreage, and the sale price vs original asking price reflects a price adjustment that reflects the accurate acreage. Craft your perfect retreat in the Catskills on this

    Regina Tortorella Coldwell Banker Village Green

    0 Larsen Dr Unit 18 152095, Windham, NY 12496
    • /35

      Est $561,309 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,530 Sq Ft

      861 County Route 10, Windham, NY 12496

      861 County Route 10, Windham, NY 12496
  • /38

    $999,000

    • 6 Beds
    • 4 Baths
    • 3,800 Sq Ft

    5628 New York 23, Windham, NY 12496

    A Rare Investment Opportunity with Views, Income & Potential Welcome to the most spectacular and versatile property in Windham, NY - the jewel of the Catskills! Perfectly positioned on 5 private acres with breathtaking panoramic mountain views, this unique estate includes: Two fully furnished houses - both successful Airbnb rentals with an outstanding track record The coziest tiny cabin,

    Agnieszka Wdziekowska Taufield CORE REAL ESTATE TEAM

    5628 New York 23, Windham, NY 12496
  • /11

    $175,000 Sold Nov 21, 2024

    • Land
    • 6 Acres
    • $28,736 per Acre
    • 25 Days On Market

    0 Begley Rd Unit 78 154599, Windham, NY 12496

    Welcome to Lot 78 at Windham Vista Six, where you can secure one of six premier building lots on one of Windham, NY's most sought-after country roads. This 6.09-acre parcel sits at the end of a tranquil, no-outlet road, offering unparalleled privacy and serenity. Lot 78 is surveyed, offers southern exposure, and is complete with a recent perc test dated 9/2024.The lot's topography is especially

    Regina Tortorella Coldwell Banker Village Green

    0 Begley Rd Unit 78 154599, Windham, NY 12496
    • /45

      Est $474,818 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,187 Sq Ft

      20 Sutton Hollow Rd, Windham, NY 12496

      20 Sutton Hollow Rd, Windham, NY 12496
  • /28

    $349,000

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    274 Brooksburgh Rd Unit 41, Windham, NY 12496

    Enter this lovely Townhome and feel right at home. This is an end unit, lovely setting. There is a storage shed for skis and bikes outside, enter the unit into a mud room, The first floor has a half bath/laundry room, lovely galley kitchen with a window, plenty of light. This is open to the living an dining areas. Living room has a large bay window, sliding doors to a patio, plenty of privacy, as

    Mary Lantry Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 41, Windham, NY 12496
  • /21

    $175,000 Sold Nov 21, 2024

    • Land
    • 6 Acres
    • $29,167 per Acre
    • 129 Days On Market

    0 Off Begley Rd Unit 77 153152, Windham, NY 12496

    Welcome to Lot 77 in Windham Vista Six! Bring the vision for your new home to life on this gorgeous 6 acre lot offering Southern Exposure, Privacy and Magnificent Mountain and Ski Slope Views! Lot 77 off Begley Road is the first lot of six lots being offered at the foothills of the private community of Windmont.. A satisfactory Perc test was completed, and the building envelope was cleared as of

    Regina Tortorella Coldwell Banker Village Green

    0 Off Begley Rd Unit 77 153152, Windham, NY 12496
  • /14

    $139,000

    • Land
    • 4.90 Acres
    • $28,367 per Acre

    0 County Route 40, Windham, NY 12454

    Your dream home awaits on this quiet country road in picturesque East Jewett, NY. Nicely situated between Hunter and Windham Ski Resorts this vacant 4.90 acre flag shaped parcel has DEP septic approval. Build your dream home tucked away and surrounded by mature evergreen trees. Add a pond and you will never want to leave! House plans available with seller/contractor willing to build. This could

    Anne Jakubowski Bunce Realty

    0 County Route 40, Windham, NY 12454
  • /28

    $160,000 Sold Nov 19, 2024

    • 1,647 Sq Ft
    • $97/SF
    • 135 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1800

    11025 New York 23, Windham, NY 12496

    Fully renovated circa 1800 colonial on a state maintained road. Close to Windham Mountain Club and all of the amenities Main Street has to offer! This 3 bedroom, 2 bath home is nicely situated with the mountain and the creek as the back drop. The living room leads to a covered patio, perfect for enjoying morning coffee or evening cocktails while admiring the view! The first floor of the house

    11025 New York 23, Windham, NY 12496
    • /34

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,112 Sq Ft

      61 Mount View Estates Rd, Windham, NY 12496

      61 Mount View Estates Rd, Windham, NY 12496
  • /72

    $699,000

    • 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 Green

    25 Vets Rd, Windham, NY 12496
  • /30

    $592,000 Sold Nov 18, 2024

    • 1,624 Sq Ft
    • $365/SF
    • 54 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1973

    67 Clarence D Lane Rd Unit 1, Windham, NY 12496

    Imagine living just 200 feet from the ski slopewhere you can put your boots on, grab your gear, and head straight to the mountain! This stunning duplex, nestled at the corner of White Birch Court and Clarence D Lane, offers the ultimate in convenience and mountain living.Step inside to discover a bright and airy open floor plan with vaulted ceilings that create a sense of spaciousness. The dining

    Beth Alfeld Keller Williams Hudson Valley

    67 Clarence D Lane Rd Unit 1, Windham, NY 12496
    • /29

      Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 2,750 Sq Ft

      0 Windham Mount Village Unit 6-7 142770, Windham, NY 12496

      0 Windham Mount Village Unit 6-7 142770, Windham, NY 12496
  • /33

    $343,000

    • 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

Showing Results 81 - 120, Page 3 of 18

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