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Windham NY Real Estate & Homes for Sale

52 Properties Found

The median home value in Windham, NY is $515,000 This is higher than the county median home value of $182,900. The national median home value is $185,800. The average price of homes sold in , is $. Approximately 28.05% of Windham homes are owned, compared to 5.61% rented, while 66.34% 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 Windham real estate agent to arrange a tour today !
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$599,000

49 Vining Heights Drive Windham, NY 12496

Beds:
4
Baths:
4.00
Sq.Ft.:
2,527
Status:
NEW LISTING
MLS#:
114534
Type:
Single Family
Lot size:
5.1 Acres
Year built:
2013
Courtesy: Coldwell Banker Village Green
View additional info

Exemplifying country living in upstate New York, this getaway brings together elements of both urban and rural design. Over 2,500 sq ft of living space lends itself to an open layout offering a great room with soaring 18' ceiling, a two story wall of glass facing mountain views, fireplace and wood floors. 4 bedrooms including two en suites, bathrooms featuring tiled showers and tile flrs, radiant heat and a jetted tub. Other interior highlights include a spacious kitchen with maple cabinets, granite counters, ss app and central ac. The dry walkout basement with 8'6 ceiling can easily be finished. Outside, you'll enjoy sitting on either the covered front porch with recessed lighting or relaxing in the hot tub under the stars on the back deck. This Catskill Mountain Retreat is privately hidden at the end of a quiet cul-de-sac. You'll find the conveniences of town, hiking trails, a dedicated bike path, one of two golf courses,festivals and the Windham Ski Resort all within 5 miles of home

$199,000

153 Country Route 40 Windham, NY 12496

Beds:
4
Baths:
2.00
Sq.Ft.:
1,600
Status:
NEW LISTING
MLS#:
114459
Type:
Single Family
Lot size:
0.58 Acres
Year built:
1952
Courtesy: Coldwell Banker Village Green
View additional info

Easy living one level floor plan has great flow and function. 4 beds and 2 full baths PLUS an awesome home office- fully integrated broad band internet and reliable cellular service. Many home improvements include newly designed kitchen, hardwood floors, brand new roof and weather proof basement. Not only cute but comfortable too with central air conditioning during warm summer months come winter curl up next to the wood burning fireplace. Well proportioned village lot has town water, peaceful and quiet back yard, abundant storage in the 2- car garage and extended black top driveway keeps front yard nice and clean- all adds up to good value for the asking price! Windham is a thriving country community with good school, friendly neighbors a growing arts and outdoor community, whether you are looking to put down roots, down size or looking for an affordable easy to maintain second home, you must check this adorable home out, you'll be pleasantly surprised!

$310,000

5568 State Route 23 Windham, NY 12496

Beds:
4
Baths:
3.00
Sq.Ft.:
2,217
Status:
Active
MLS#:
114364
Type:
Single Family
Lot size:
1.11 Acres
Year built:
1940
Courtesy: Windstar Realty Group, LLC
View additional info

This attractive 4 bedroom, 3 bathroom home has everything you need for a family home or for a vacation rental. The large eat in kitchen boasts stainless steel appliances and beautiful granite counter-tops. There is a grand dining room, classic country den with stone fireplace and a bright front parlor. Enjoy sweeping mountain views in the mornings and evenings on the full size front porch. Move-in ready with central air and a new furnace. Within 5 minutes of the ski mountain. Close enough to ski conveniently but just outside of the traffic and noise of the mountain. Currently rents for the ski season. Agent is related to seller.

$1,350,000

158 Buckskin Loop Windham, NY 12496

Beds:
5
Baths:
4.00
Sq.Ft.:
6,055
Status:
Active
MLS#:
114215
Type:
Single Family
Lot size:
5.16 Acres
Year built:
2006
Courtesy: Select Sotheby's Int'l
View additional info

Welcome to Windmont, home to the type of views that bring new perspective to life. Facing south, the hybrid timberframe brings ample natural light pouring through the home. Enjoy the view of Windham Mt Resort, the 3,4,5 Highest Mts in The Catskills, and 100's of acres of forever wild land with reflecting lake down in the valley. One of the highest homes at Windmont, this small community enjoys the rare combination of both total privacy from the world and a short trip to town. An awe-inspiring open lay-out with Great Room leads to kitchen and master bed/bathroom. Access the wrap-around deck from various areas of home. An attached garage with staircase to guest quarters/playroom. The walkout first floor includes sauna, private bedroom and entertainment/living area for children/guests or a man cave. A unique aspect of the property is the ample amount of flat land on the 5+ acres to enjoy the outdoors throughout the seasons. The abutting property is available for sale showing in aerials.

$375,000

7 Windham View Road Windham, NY 12496

Beds:
3
Baths:
3.00
Sq.Ft.:
1,984
Status:
Active
MLS#:
113981
Type:
Single Family
Lot size:
1.4 Acres
Year built:
1990
Courtesy: Bunce Realty
View additional info

Sweeping Views await you in this Classic Windham Ski Home! Gaze out the window at Windham Mountain and the surrounding hills from this wonderfully maintained and beautifully landscaped home. Bright and spacious, the light filled living area is open, solidly anchored by a floor to ceiling field stone fireplace. Relax around the fire after a busy day on the slopes! Plenty of room for entertaining inside; and the wrap around deck extends that space to the lovely outdoors! Ensuite Master, plus second bedroom and bath complete the main floor. Ground level has walk out family room, third bedroom and bath. Single car garage is an added bonus, as is the paved driveway and parking area. Location? It couldn't be much better - just a few steps to the heart of town and all that is Windham: Skiing, Hiking, Mountain Biking, Golfing, Windham Vineyards and Winery, and Music Festivals to name a few. This home is in terrific shape and has something special. It may just be the one for you to call home.

$329,000

528 County Route 296 Windham, NY 12439

Beds:
4
Baths:
3.00
Sq.Ft.:
2,194
Status:
Active
MLS#:
113924
Type:
Single Family
Lot size:
7.7 Acres
Year built:
1895
Courtesy: Windstar Realty Group, LLC
View additional info

Wonderfully maintained 1800's gambrel style farmhouse on 7 plus acres, backing up to DEP land to protect your privacy. Renovations highlight the attention to detail in this home. 4 bedrooms and 3 bathrooms make this home large enough for a family to enjoy. Situated far enough off the main road to enjoy the mountain views and privacy, while remaining close to the town maintained roads. Covered porch for entertaining in any weather. This home is truly a 'must see to fully appreciate'. 2 car attached garage offers additional storage space. Huge full attic with pull-down stairs offers in-house storage as well. Located only minutes from Ski Windham and Hunter Mountains.

$165,000

37 Homestead Windham, NY 12496

Beds:
1
Baths:
1.00
Sq.Ft.:
688
Status:
Active
MLS#:
113842
Type:
Single Family
Lot size:
2.5 Acres
Year built:
1990
Courtesy: Windstar Realty Group, LLC
View additional info

You can almost touch Windham Mountain! MILLION DOLLAR VIEWS describes this property, and that's exactly what you get! This hunting cabin on 2.5 acres is a prime location for your paradise. Cabin is in need of TLC, but whether you fix it up or build a new dream home, you will always have the most gorgeous views to wake up to.This parcel is one of a kind, you'll be hard pressed to find a Ski Bowl view like this for sale in Windham!

$349,000

591 County Rt 56 Windham, NY 12496

Beds:
3
Baths:
2.00
Sq.Ft.:
1,376
Status:
Active
MLS#:
113803
Type:
Single Family
Lot size:
2.7 Acres
Year built:
1988
Courtesy: Coldwell Banker Village Green
View additional info

Steps From Over 1,000 Acres Of State Land! Charming and recently renovated home with pretty mountain views located on a quiet country road minutes from swimming at CD Lane Park and skiing Windham Mtn. Sun-drenched living room with vaulted ceiling and wood burning fireplace. The spacious kitchen was just renovated in 2017 and offers granite counters, new cabinets, stainless steel appliances and a trendy tiled floor. Dining area with door leading to a sweet covered front porch facing the mountains. Three bedrooms with new carpets and a renovated master bath. The one car garage is the perfect place to store atvs and snowmobiles. Privately sited on 2.7 acres and conveniently located just over two hours from NYC and 15 minutes from skiing Hunter and Windham Resorts.

$425,000

29 Old Road Windham, NY 12496

Beds:
4
Baths:
3.00
Sq.Ft.:
2,832
Status:
Active
MLS#:
113801
Type:
Single Family
Lot size:
2.5 Acres
Year built:
1990
Courtesy: Bunce Realty
View additional info

Gorgeous contemporary home is close to town yet secluded and private on a 2.5 acre lot. Walking distance to village and shopping, minutes from Windham Mountain, this location offers the best of both worlds. Beautiful three level wood frame home with cedar siding, hardwood floors, wood burning living fireplace and large deck, all in excellent condition. Location, Location, Location!!! One of the best Windham has to offer.

$234,900

30 Crystal Pond Road Windham, NY 12496

Beds:
3
Baths:
2.00
Sq.Ft.:
1,717
Status:
Active
MLS#:
113741
Type:
Single Family
Lot size:
0.02 Acres
Year built:
2003
Courtesy: Rip Van Winkle Mountain Realty
View additional info

A Great Home minutes from Ski Windham! The home is a 3 story townhouse amidst a beautiful Association of homes centrally located just off Route 23 minutes from Ski Windham. The home has 3 bedrooms, 2 Baths, an open first floor plan with a kitchen and a living room that looks out to mountain views, a third floor bedroom or an entertainment room, a 2nd floor master bedroom with a bathroom. The living room has a tiled wood fireplace. The living room walks out to the back deck where mountain views abound. There's a laundry closet & a mudroom. It's a warm, inviting, & comfortable home. Ski in the winter; golf, fish and recreate in the summer. There's shuttle service from the Association to Ski Windham plus a 50% discount on locker rentals at the Windham Mountain Lodge.

$549,000

78 Buckskin Loop Windham, NY 12496

Beds:
4
Baths:
4.00
Sq.Ft.:
3,977
Status:
Active
MLS#:
113730
Type:
Single Family
Lot size:
5.01 Acres
Year built:
1988
Courtesy: Coldwell Banker Village Green
View additional info

Priced To Sell in one of Windham's most sought after gated communities. This spacious 4,000 sq ft home offers additional space in the full(dry) basement. Recently renovated kitchen with granite and ss. The living room boasts a masonry fireplace, vaulted ceiling with exposed beams, wall of glass facing mountain views and double doors leading to a large deck. Bedrooms offer tremendous walk-in closets and brand new carpets. The staircase in the main entrance was just built and the foyer offers brand new tiled floor. The current owner will have the interior freshly painted throughout for the new owners before closings. Complete package with mud room and three car attached garage.

$133,000

5220 Route 23 Windham, NY 12496

Beds:
1
Baths:
1.00
Sq.Ft.:
436
Status:
Active
MLS#:
113586
Type:
Single Family
Lot size:
0.01 Acres
Year built:
2005
Courtesy: Premier Realty Services, Inc.
View additional info

Attractive and cozy one bedroom suite at the Winwood with the all the ammenities offered right at your fingertips .. game and movie room workout area Rockin' Mexicana for the best Apres Ski at the end of the day. All maintenance taking cared for you as well as investment income as an option. Come take a look!

$439,000

457 County Rt. 10 Windham, NY 12496

Beds:
4
Baths:
3.00
Sq.Ft.:
2,981
Status:
Active
MLS#:
113463
Type:
Single Family
Lot size:
4 Acres
Year built:
1967
Courtesy: Coldwell Banker Village Green
View additional info

This a beautiful contemporary farmhouse. Recently renovated to reflect a beautiful modern kitchen with new sliding glass doors leading to a deck. There is a dining area, living room with GAS fireplace. In addition there is a large family room with new wood flooring & new full size bathroom. The second floor features 3 large bedrooms with a full newly renovated bathroom. There is a ground floor back apartment, very private. Enter the apartment off the circular driveway. A private entrance leads into a spacious 1 bedroom apartment with an open floor plan. Providing extra rental income potential. Property has great vacation rental History.

$1,425,000

1 Copper Ridge Windham, NY 12496

Beds:
7
Baths:
10.00
Sq.Ft.:
10,900
Status:
Active
MLS#:
113497
Type:
Single Family
Lot size:
5.53 Acres
Year built:
2009
Courtesy: Shaw Country Realty, Inc.
View additional info

REDUCED AGAIN: They say When you're in the Mt's,you're a little closer to heaven. Well,here it is. This Majestic Mt. Estate can be your opportunity to create a family compound and spa,a corporate retreat for your clients, or just be the envy of all your friends. The Perfect Estate for entertaining yr round with Windham Country Club just down the trail and almost adjacent to the slopes of Windham Mt. With skiing, golfing, hiking, World Cup Mt. Bike Races and a large variety of great restaurants, a brewery and winery in the area. Windham is the place to be. Approx. 10,000 sq. ft of living space, This timber frame home has been planned for multiple master suites, 7 fireplaces to be finished and a massive 3 story spiral Oak staircase that takes you to each floor where you will find a saline pool, room for a home theater, conference rm, family rm. Finish to your personal specs. Large sprawling wrap around open and covered Decks. Outstanding views, the possibilities are endless!

$1,299,000

Mill Street Windham, NY 12496

Beds:
6
Baths:
5.00
Sq.Ft.:
4,500
Status:
Active
MLS#:
113483
Type:
Single Family
Lot size:
5.03 Acres
Courtesy: Coldwell Banker Village Green
View additional info

If you've been holding off on building your dream home in the Catskills because you refuse to make any compromises, this is the PERFECT option for you. This custom home is being constructed by Windham's finest builder. The layout, quality and craftsmanship leave nothing to be desired. The home is 4,500 sq ft in total offering a great room with cathedral ceiling, ledgestone fireplace and sweeping mountain views serving as the focal point. Cooks will appreciate the spacious custom kitchen featuring hickory, granite, ss and breakfast bar. The master en-suite is privately situated on the first floor. You'll find 3 additional bedroom upstairs (2 with cathedral ceilings) and 2 more down. Well thought out plan with slate tiled mud room and large FR with custom rustic bar. Complete with gen hookup, sec sys, & central ac. Bordering over 100 acres of protected Dep land and being a short drive to town, skiing, hunting and hiking makes this property hit ALL bulletpoints on any buyers' wishlist

$399,000

34 Sky Hill Road Windham, NY 12496

Beds:
4
Baths:
3.00
Sq.Ft.:
2,385
Status:
Active
MLS#:
113415
Type:
Single Family
Lot size:
6 Acres
Year built:
2005
Courtesy: Shaw Country Realty, Inc.
View additional info

Perfect Vacation retreat nestled in the woods and bordered by NYC Watershed and state forest, yet minutes to Skiing,Golf, Winery, Breweries, Mt. Biking. Or, just relax by the fireplace, soak in the saltwater hot tub or make smores by the firepit/cauldron. This is Country Living at it's best. This gem has charm and character with beautiful hardwood floors, vaulted ceiling, custom kitchen with butcher block and granite counters,SS Appliances & cozy open kitchen to living area and a family room downstairs for the kids. 2 bedroom on the tax rolls but finished walkout basement with 2 additional rooms set up as bedrooms. Beautiful area with walking trails, and spectacular views just up the driveway. Beautifully maintained

$399,000

14 Windham Mountain Village Windham, NY 12496

Beds:
3
Baths:
3.00
Sq.Ft.:
1,528
Status:
Active
MLS#:
113401
Type:
Single Family
Lot size:
0.05 Acres
Year built:
1986
Courtesy: Bunce Realty
View additional info

Do you enjoy snow sports and like to swim? You can walk to both from this 3 bedroom, 3 bath WMV unit with steps from the deck that lead directly to the pool house with jacuzzi & locker rooms. Well maintained and being offered fully furnished and equipped, with new carpet in one of the bedrooms and plenty of storage space on second level. Wood burning fireplace, large deck and an easy walk to the slopes. Complex also has 2 outdoor tennis courts. Come have a look! Its not too late to enjoy it this season.

$259,000

24 Pinekill Meadows Lane Windham, NY 12454

Beds:
3
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
113379
Type:
Single Family
Lot size:
2 Acres
Year built:
1983
Courtesy: Shaw Country Realty, Inc.
View additional info

Just Reduced for Great Deal: This country gem is nestled in a country cul-de-sac and 10 minutes to both Windham and Hunter ski areas. Steps to state hiking trails AND within walking distance of CD Lane Lake where you can canoe and fish. This is an artists sanctuary where he comes to paint. A large room addition with vaulted ceilings and natural sunlight is his perfect studio.And, ceiling fans throughout to move around that fresh mountain air. The perfect place for peace and tranquility .A cozy kitchen/dining combo with a large wood burning stove to add to the ambiance, which leads thru french doors to a living area. The master upstairs has a jacuzzi tub in the room and nice balcony facing nature with a loft area to sleep the kids. Built by one of the areas prominent builders and easy to maintain for those weekenders. Country cozy with a nice rustic flair Come enjoy a 4 Seasons community with Golf, festivals, and so much more.

$209,000

30 Chase Drive Extension Windham, NY 12496

Beds:
4
Baths:
2.00
Sq.Ft.:
1,836
Status:
Active
MLS#:
113317
Type:
Single Family
Lot size:
1.8 Acres
Year built:
1972
Courtesy: Bunce Realty
View additional info

Looking for a 4 season's home? This classic chalet is 1/10th of a mile from the Elm Ridge Trail System for hiking & mountain biking, within walking distance to the High Ridge Swim & Tennis Club, 3.2 miles to Windham Mountain and less than a mile to 4 restaurants! Large entry, 4 bedrooms and bath on first floor. Spacious living area with fireplace, vaulted ceilings, large eat in kitchen and bath on second level. Have vision? This solid, well maintained home with retro interior awaits your creativity!

$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. This home is also being offered on less acreage (3 acres) for $485,000.

$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. This home is also being offered on 11+ acres for $645,000 for those of you that are interested in more land.

$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

$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.

$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, Inc.
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

$469,900

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

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 Magnificent 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 tickles your fancy! Incredible mountain home!! Generac hard wired generator. Culligan water filtration system The house is only 6 years old and priced to sell! Bring your offers, this seller is motivated.

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IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable by is not guaranteed accurate by the MLS. Copyright 2017, Columbia County Northern Dutchess

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