Windham NY Real Estate & Homes for Sale

57 Properties Found

The median home value in Windham, NY is $352,500. This is higher than the county median home value of $171,400. The national median home value is $177,414. The average price of homes sold in Windham, NY is $352,500. Approximately 28.38% of Windham homes are owned, compared to 16.38% rented, while 55.24% are vacant. Windham real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Windham real estate agent to arrange a tour today!
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$645,000

56782 Route 23 Windham, NY 12496

Beds:
4
Baths:
4.00
Sq.Ft.:
3,300
Status:
Active
MLS#:
113127
Type:
Single Family
Lot size:
11.18 Acres
Courtesy: Coldwell Banker Village Green
View additional info

Great historic look with all the modern conveniences best describes this 1830s timber frame. This home is undergoing complete renovation while maintaining the character, charm and historic finishes throughout. Modern open floor plan, 4 bedrooms and 4 brand new baths. Exposed, historic old hand-hewn beams and wood floors throughout. Entertain in the full walk-out basement with 700 square foot game room. New and highly efficient insulation and heating/air conditioning system. Direct views of the beautiful Catskills and Ski Windham. Conveniently located within walking distance of Christmans golf course and the historic and quaint village of Windham makes this the complete package.

$485,000

5678 Route 23 Windham, NY 12496

Beds:
4
Baths:
4.00
Sq.Ft.:
3,300
Status:
Active
MLS#:
113081
Type:
Single Family
Lot size:
2.34 Acres
Courtesy: Coldwell Banker Village Green
View additional info

Great historic look with all the modern conveniences best describes this 1830s timber frame. This home is undergoing complete renovation while maintaining the character, charm and historic finishes throughout. Modern open floor plan, 4 bedrooms and 4 brand new baths. Exposed, historic old hand-hewn beams and wood floors throughout. Entertain in the full walk-out basement with 700 square foot game room. New and highly efficient insulation and heating/air conditioning system. Direct views of the beautiful Catskills and Ski Windham. Conveniently located within walking distance of Christmans golf course and the historic and quaint village of Windham makes this the complete package.

$749,000

52 Indian Heights Windham, NY 12496

Beds:
5
Baths:
4.00
Sq.Ft.:
3,708
Status:
Active
MLS#:
113061
Type:
Single Family
Lot size:
1.4 Acres
Year built:
2008
Courtesy: Coldwell Banker Village Green
View additional info

Spectacular 3700 sq ft master-crafted log home less than 2 hrs 15 mins from NYC. Constructed with only the finest premium materials. Great room w/vaulted ceiling, Vermont Casting wood stove and soaring 16' wall of glass facing Windham's ski trails. The casual country kitchen boasts custom farm style cabinets and sink, soapstone counters and breakfast bar. Powder room with copper sink and custom wood pedestal. First floor master en suite offers walk-in closet & doors leading to private deck with mtn views. Gorgeous 150 yr old rough sawn wide plank barn wood floors. 2nd fl with 2 bedrooms and full bath with Jacuzzi tub and tumbled marble floor.The full walkout basement serves as a bright guest apartment offering the same high quality materials and fine craftsmanship as the main levels of the home. 11' ceiling height, LR with gas fp, full kit with soapstone counter and Induction cook top. 2 BRs (1 w/out closet per code) and Full Bath. 5 mins to slopes! Borders DE

$695,000

628 County Route 21 Windham, NY 12496

Beds:
5
Baths:
3.00
Sq.Ft.:
4,800
Status:
Active
MLS#:
112965
Type:
Single Family
Lot size:
55.8 Acres
Year built:
1968
Courtesy: Shaw Country Realty
View additional info

WOW!! What a deal. Country Living at its Best. This is a Families Playground with 55+ acres of flat property to hike, Quad, snowshoe,hunt, snowmobile and just 5 minutes to the areas golf courses and ski slope,Brewery and Winery. Views of Windham Mt. and surrounding peaks. This home features a large family room down where the kids can hang out, and upstairs is an open dining area to living room where the adults can relax by the fireplace. Beautiful Master suite with a covered outdoor hot tub just outside the door. There are 2 sheds for all of the toys. Worth the Look. A very comfortable home and, this property will be sold FULLY furnished. Atv's and all the toys. All you need is the key to start playing. How can you beat this deal? Possible owner financing available and little in the area with so much property.

$1,999,000

351 North Settlement Rd. Windham, NY 12496

Beds:
4
Baths:
4.00
Sq.Ft.:
5,050
Status:
Active
MLS#:
112983
Type:
Single Family
Lot size:
114 Acres
Courtesy: Select Sotheby's Int'l
View additional info

The Gem of Gentleman's Farms in the Catskills. The 114 acre estate, the largest acreage offering in the Windham area, has had substantial improvements in the past decade including an unmatched 4 bed/3.5 half bath eyebrow victorian farmhouse, a 2 story pole barn with finished loft, and a large original cow barn left in its original condition. The finishings and fixtures include high-end brands like waterworks and ettoule, reclaimed australian cypress,oak, and cherry, a restored rumpsfurd fireplace, as well as corbel and other period architecture. The basement is finished and lends itself to a play room or additional bedroom(s). The awe-inspiring estate offers waterfalls, streams with beau colic rock faces, a pond, forested areas, meadows, fields and impeccably built bluestone walls. A special property that belongs in a family trust or to be held as in investment for its substantial acreage as Windham becomes more of an prominent ecotourism destination.

$1,499,000

15 Meadow Lane Windham, NY 12496

Beds:
5
Baths:
4.00
Sq.Ft.:
3,620
Status:
Active
MLS#:
112907
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1999
Courtesy: Bunce Realty
View additional info

Thoughtfully designed with close proximity to the slopes, this 5 bedroom, 4 bath home boasts high end finishes throughout. Generous walls of windows on main floor captures the view across the valley & mountains beyond. Timeless living space with large masonry fireplace, beamed wood ceilings & classic lighting make for cozy gatherings. Fabulous kitchen layout & well appointed w/ Viking range, custom cabinetry & granite counters for the chefs in the house. 1st floor entry has a multitude of cubbies & ski & boot closets for all your gear. You'll be wowed from the children's space on ground level with 2 bunk rooms, bath & large family room, to the upper level master w/beamed vaulted ceilings, balcony & timeless bath. With radiant floor heat & surround sound through out, outdoor hot tub with separate entry for towels, robes & beverage fridge you may never want to leave! Spacious yet cozy, meticulously maintained & privately located this house will not be on the market for long.

$449,000

14 Windham Mountain Village Windham, NY 12496

Beds:
5
Baths:
4.00
Sq.Ft.:
2,034
Status:
Active
MLS#:
112888
Type:
Single Family
Lot size:
0.05 Acres
Year built:
1986
Courtesy: Bunce Realty
View additional info

Bedrooms galore! One of the largest units in Windham Mountain Village with 5 bedrooms and 3.5 baths. This town house over looks the tennis courts, is within walking distance to the magic carpet and can sleep a plethora. New pool & jacuzzi in the complex, tennis courts and walking distance to the Mountain. The snow sports season has just begun so plenty of time to enjoy the townhouse and Mountain this season!

$168,000

65 Windham Ridge Road Windham, NY 12496

Beds:
2
Baths:
3.00
Sq.Ft.:
1,058
Status:
Active
MLS#:
112840
Type:
Single Family
Lot size:
0.03 Acres
Year built:
1986
Courtesy: Shaw Country Realty
View additional info

Beautiful Mt. Views, Close to Windham Village located at Windham Ridge Townhouses. Great for year round living and playing with Skiing, Golfing, hiking, festivals, lakes and breweries all nearby. Nicely maintained 2 bedroom Townhouse which sits on a hill overlooking the slopes. Take a look

$635,000

29 High Point Road Windham, NY 12496

Beds:
3
Baths:
4.00
Sq.Ft.:
3,000
Status:
Active
MLS#:
112419
Type:
Single Family
Lot size:
1.03 Acres
Year built:
2013
Courtesy: Coldwell Banker Village Green
View additional info

This tasteful blend of modern chic and rustic charm is simply magical. Efficient and beautiful, a perfectly sized home to accommodate all your friends and family in style; Entertain easily in the open plan kitchen/great room & relax in front of the stone fireplace. Better than new, the owners have added features that make your life easier and more comfortable; the radiant heat in the en-suite bathroom, custom California closets everywhere, neat storage solutions for an active lifestyle - space for golf clubs, skis, bikes plus custom shelving & seating. The hot tub, huge deck & gazebo enable you to enjoy the privacy of this quiet location whilst taking in the magnificent views of Windham Mtn. Of course there's a full house automatic generator, A/C, full cable for internet, TV & phone and great cell service for all major carriers. Best of all, you're minutes to the center of Windham for skiing, golf, restaurants yet maintain privacy and views. Magical.

$493,000

24 Cardinal Windham, NY 12496

Beds:
4
Baths:
5.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
112594
Type:
Single Family
Lot size:
2.2 Acres
Year built:
2010
Courtesy: Windstar Realty Group, LLC
View additional info

Motivated Seller!!! This country craftsman cape is nestled in the heart of the Catskill Mountains, just minutes from Windham Mountain Ski slopes. The home offers 4 bedrooms 4.1/2 bath with 2 on suits, an open and spacious floor plan. Warm earth tones throughout and 16 foot vaulted ceilings. A Magnificant Fireplace Hardwood floors and custom tiled baths. There is a jacuzzi tub in the master suite. The huge fully finished basement is now used as a family room but you could add more bedrooms and still have a large area for a pool table, bar or what ever tickels your fancy! Incredible mountain home!! Generac hard wired generator. Culligan water filtration system The house is only 6 years old and priced to sell! Price Reduction!!!

$789,000

19 Goff Windham, NY 12496

Beds:
4
Baths:
4.00
Sq.Ft.:
3,213
Status:
Active
MLS#:
112553
Type:
Single Family
Lot size:
0.75 Acres
Year built:
2005
Courtesy: Bunce Realty
View additional info

Its all been done for you! This 4 bedroom, 4 bath tastefully decorated Windham home is being sold fully furnished and move in ready. From the oversized rustic dining table to well thought out built ins, the interior is a tasteful blend of stone, wood, sophistication and comfort. Vaulted ceilings, large windows with southern exposure and commanding views of Windham Mountain. Stone fireplaces in both dining and living rooms for ambiance filled evenings. Large family room with game table, cozy seating for movie watching and terrific bunk room on lower level. Out door hot tub, large deck, covered porch and a quick ride to Windham Mountain make this home worth a look and who knows...you just might be calling it home.

$135,000

47 Quads Way Windham, NY 12496

Beds:
2
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
112383
Type:
Single Family
Lot size:
0.01 Acres
Year built:
1986
Courtesy: Bunce Realty
View additional info

Unique, Extra Spacious Quads Unit! There is only one other like it! You will notice the difference immediately - more Light, Windows and Space! Beautifully maintained and nicely furnished this unit is move-in ready! Tennis Courts, Pool and Laundry on premises, help to make this a terrific value. These units have great rental potential and are in a convenient location close to all of Windham's many attractions: Skiing, Hiking, Golfing, Mountain Biking, popular Windham Path, and so much more! Affordable, convenient, easy to maintain and turn key - you will be hard pressed to find a better value. Furnishings included except for a few personal items! Hurry and you can still be in by the time the snow flies!

$599,000

23 Sky Hill Windham, NY 12496

Beds:
4
Baths:
3.00
Sq.Ft.:
3,288
Status:
Active
MLS#:
112336
Type:
Single Family
Lot size:
2.62 Acres
Year built:
2014
Courtesy: Bunce Realty
View additional info

This 4 bedroom, 3 bath log sided chalet sits on a level 2.62 acres with magnificent views of the Catskill Mountains and beyond. A wall of windows in the great room and a southern exposure floods the home with natural light. Great kitchen layout with high end appliances,hardwood flooring in living areas & bedrooms, and 3 full bathrooms fully tiled and well appointed. Game room in lower level with solid surface flooring and sliding glass doors. Ski season will soon be upon us. Home is being sold furnished and ready for you!

$825,000

1161 County Route 10 Windham, NY 12496

Beds:
4
Baths:
4.00
Sq.Ft.:
6,748
Status:
Active
MLS#:
112212
Type:
Single Family
Lot size:
44.5 Acres
Year built:
2003
Courtesy: Coldwell Banker Village Green
View additional info

Impressive home presiding over 44 acres of prime land is ready and waiting for the right buyer with vision. The original intent of the home was designed to be a luxurious residence and wellness center/doctor's office, unfortunately those plans changed. Not quite finished, it offers the next buyer an opportunity to re-create their own dream vacation home or business venture. Could be a spa/retreat, wedding venue or great AirBnB rental property. With over 1300 feet of road frontage high end residential subdivision maybe possible. Built like a fortress featuring an elevator, commercial generator, central A/C, 400-amp electric service, 2 oil burners and 1,000-gallon fuel tank. Couldn't replace for the asking price- bring your imagination!

$189,000

60 Cambridge Heights Road Windham, NY 12496

Beds:
4
Baths:
2.00
Sq.Ft.:
1,824
Status:
Active
MLS#:
112142
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1973
Courtesy: Bunce Realty
View additional info

This duplex affords flexibility in how its used. Great opportunity to rent one half and use the other. Alternatively, it would work well for extended family or 2 families wanting to purchase together. One side is currently rented to year round tenant. Located in a quiet development within minutes to Windham Village and Windham Mountain. Each side has 2 bedrooms and 1 full bath on first floor. Spiral stairs lead to open living/kitchen/dining area with vaulted ceilings, wood burning fireplace and sleeping loft above. Large deck, southern exposure and mountain views!

$515,000

439 Old Road Windham, NY 12496

Beds:
5
Baths:
3.00
Sq.Ft.:
2,544
Status:
Active
MLS#:
112070
Type:
Single Family
Lot size:
8.1 Acres
Year built:
1913
Courtesy: Bunce Realty
View additional info

This 1913 farm house, on 8.1 pastoral acres was upgraded in 1987 and a beautiful post & beam addition was added. Offered furnished, with 5 bedrooms & 3 baths, this home will accommodate many. Family room with stone fireplace & wood stove make for a cozy winter retreat. Separate kitchen with wood stove & newer appliances. The master bedroom suite with seating area & vaulted ceilings has loads of charm. The property was originally a working dairy farm & the majestic post & beam barn with 2 silos, built in 1836, still stands. The timbers remain strong, the metal roof is in excellent condition and the interior is calling for purpose. Opportunity to embark on a creative adventure! Have you dreamed of starting a distillery, or a small farm, or do you need space to craft your art or hold events? With 2 large size ponds, trails, views of the Catskill Mts & a 5 minute drive to Windham,this unique property is waiting for its its next chapter to be written. Might you be its author?

$425,000

14 Windham Mt. Village Windham, NY 12496

Beds:
3
Baths:
3.00
Sq.Ft.:
1,528
Status:
Active
MLS#:
112069
Type:
Single Family
Lot size:
0.05 Acres
Year built:
1986
Courtesy: Shaw Country Realty
View additional info

JUST REDUCED: Location is Key. Tastefully and beautifully renovated townhouse located at the base of Windham Mt. Enjoy the views of the slopes and tennis courts.This home is great for you to enjoy your year round vacation with hiking, golf, festivals, breweries, wineries and great restaurants all nearby. The new indoor pool will be ready for the 2016/17 ski season. Turn Key and worth the look

$52,000

117 Maplecrest Windham, NY 12439

Beds:
3
Baths:
2.00
Sq.Ft.:
1,224
Status:
Active
MLS#:
112030
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1955
Courtesy: Carrington Real Estate Service
View additional info

3 bedroom , 2 bath Cape Cod located minutes from Windham ski area. Attached garage, living room with fireplace, dining room, full basement. Great year round or seasonal home.

$349,000

696 Old Road Windham, NY 12496

Beds:
3
Baths:
3.00
Sq.Ft.:
2,524
Status:
Active
MLS#:
111909
Type:
Single Family
Lot size:
3.6 Acres
Year built:
2004
Courtesy: Bunce Realty
View additional info

Beautifully Maintained Contemporary Home might be just what you are looking for! You will notice immediately that this home is in terrific condition - freshly painted, clean and Turn Key! Spacious kitchen and dining area; vaulted, wood ceiling in the living room; 1 Bedroom and bath on main floor, 2 ensuite bedrooms upstairs. Practical and large mudroom keeps the dirt out and closets galore help keep things organized! An added bonus is the family room and game room in the walkout basement which will be enjoyed by young and old alike. This home offers something for everyone! Extremely convenient, easy access location just outside of town. This property is close to hiking trails and all else that is Windham - skiing, tubing, golfing, mountain biking, festivals, Windham Vineyards and Winery, and more. This home really is MOVE IN READY and includes the furnishings - the only thing missing is YOU!

$675,000

32 Glennamady Drive Windham, NY 12496

Beds:
5
Baths:
3.00
Sq.Ft.:
4,489
Status:
Active
MLS#:
111787
Type:
Single Family
Lot size:
0.56 Acres
Year built:
1991
Courtesy: Coldwell Banker Village Green
View additional info

Modern minimalist meets Urban country design blending and complimenting one another flawlessly creating a contemporary hip vibe truly unique and certainly above the ordinary Captivating 2 story great room frames picture perfect views of Windham Mt. slopes. Generous wrap around decking with extra seating and hot tub will add to your pleasures. Luxuriate in the Grand Master wing with separate living room and elegant bath. Lower level recently re-decorated offers second living room and 3 nice size bedrooms including a great bunk room for the kids. A-1 location, only 2 miles from Main St and a 5 minute drive to Resort. Attached 2 car garage is an added benefit for your cars, toys and storage needs. In a class all its own, beautifully maintained, and close- one of Windham's finest properties, view now

$169,000

4705 State Route 23 Windham, NY 12496

Beds:
5
Baths:
3.00
Sq.Ft.:
2,864
Status:
Active
MLS#:
111852
Type:
Single Family
Lot size:
0.7 Acres
Year built:
1900
Courtesy: Shaw Country Realty
View additional info

Good rental opportunity just east of Windham village.Does need some work to upgrade one of the apartments.This home has 3 apts which consist of (2) 2 bedroom apts and (1) 1 bedrm apt. Add a little work and cosmetics and you can have good rental income . Utilities vary in units.

$749,900

446 Mill Street Windham, NY 12496

Beds:
4
Baths:
3.00
Sq.Ft.:
3,755
Status:
Active
MLS#:
111183
Type:
Single Family
Lot size:
5.1 Acres
Year built:
1985
Courtesy: Premier Realty Services, Inc.
View additional info

A Spectacular 4 Bedroom, 2 1/2 Bath Contemporary Home with an Indoor Heated Pool on 5.1 Acres in Windham. The Home has a large living room with a fireplace & a dining area which overlook the majestic mountains & idyllic setting. There's a Chef's Kitchen with an Empura Stove, Subzero refrigerator, granite countertops, butcher block table, circular breakfast nook, & more. The master bed/bath en suite has a fireplace & a walkout balcony. The lower level offers guest bedrooms, a media room, a billiard room, a wine refrigerator, & an indoor heated pool with a stone fireplace. There's a 2 car two story heated garage with a second floor that could be used as an apartment, guest quarters, a studio, or an office. The garage hosts the impressive mill & babbling brook. The grounds offer a bocci court, a pagoda with a slate patio & fireplace, expansive open areas & woodlands, & mature landscaping. Extraordinary Mountain Views, Bucolic Setting, & Enchanting Privacy Abound! It's Magnificent!

$439,000

29 Chalet Drive Windham, NY 12496

Beds:
3
Baths:
3.00
Sq.Ft.:
2,453
Status:
Active
MLS#:
111609
Type:
Single Family
Lot size:
2.4 Acres
Year built:
2008
Courtesy: Coldwell Banker Village Green
View additional info

This beautiful three bedroom three bath country contemporary is privately nestled at the end of a cul-e sac surrounded by nature. Enjoy cooking in the generous kitchen or relaxing after a long day on the ski slopes in the sun-drenched great room offering wood floors, floor to ceiling wall of glass and fireplace. Master en-suite offers romantic fireplace, jetted soaking tub and a large walk-in closet. The second floors boasts two additional bedrooms, one with private balcony, full bath and a tremendous loft space that currently serves as a sitting area and office. This area could easily be used add sleeping to accommodate multiple families using the home at once. The finished basement offers a family/rec room and large slate tiled mud/ski/laundry room. Wonderful location offering privacy and convenience to town, fine dining, skiing, hiking, hunting & antiquing. 5 mins to ski Windham, 15 mins to skiing and festivals at Hunter Mtn, and just over 2 hours from NYC. Price to sell!

$1,199,000

4 Loops End Windham, NY 12496

Beds:
6
Baths:
5.00
Sq.Ft.:
3,400
Status:
Active
MLS#:
111560
Type:
Single Family
Lot size:
1.11 Acres
Year built:
1978
Courtesy: Coldwell Banker Village Green
View additional info

TWO lots for the price of one! This meticulously maintained, original owner Windham Mountain sanctuary is ready and waiting for a discerning buyer who seeks privacy, spectacular views, and plenty of room. With a master bedroom on the main floor, 3 bedrooms downstairs and a whole separate 2 bedroom wing, there is plenty of room for all the generations. Two stones fireplaces, game room with pool table, a hot tub and a seasonal waterfall add to the fun. PLUS the adjacent lot (.54 acres) and furniture are included in the sale.

$160,000

296 Rt 21(Mitchell Hollow) Windham, NY 12496

Beds:
3
Baths:
1.00
Sq.Ft.:
1,486
Status:
Active
MLS#:
111451
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1847
Courtesy: Coldwell Banker Village Green
View additional info

A cozy piece of history on a lovely property very close to town. Check out the rustic barn just waiting for some love and the cute kitchen right out of Pinterest. Relax on the front porch or set up a patio by the stone wall . Walk up to the back yard where it levels off for plenty of play space and a picturesque view. Mature lilacs and stone walls complete this enchanting picture.

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