Windham NY Real Estate & Homes for Sale

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Beds:
4
Baths:
4.00
Sq.Ft.:
3,977
Status:
Active
MLS#:
20261997
Type:
Single Family
Lot size:
5.01 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Welcome to Windmont--Windham's most exclusive gated community--where luxury living meets the serenity of a private, thousand-acre natural preserve. Opportunities to own here are few and far between, making this a truly rare offering. Enter through secured gates and follow a scenic road to a paved, winding driveway that leads to this beautifully updated contemporary home, privately sited on 5 acres and bordering over 1,000 acres of protected state and city land, delivering unmatched privacy, natural beauty, and direct access to trails right from your backyard. Step inside to a tiled foyer with a stunning wide, curved staircase and soaring ceilings, setting the tone for the home's elegant design. The residence is drenched in natural light throughout its 4,000 sq ft of living space, highlighted by gleaming wood floors and an open, airy layout. The main living spaces are designed to impress, featuring a dramatic great room with vaulted ceilings, exposed beams, a wood-burning fireplace, and a built-in wet bar--perfect for après-ski gatherings. From here, step out onto one of two expansive decks, including a brand-new deck with a new hot tub, all overlooking a peaceful, private yard. A secondary living room provides additional space to relax or entertain. The kitchen is both stylish and functional, offering stainless steel appliances, granite countertops, and seamless flow into a formal dining room through elegant French doors. With four bedrooms plus a generous flex room currently used as a fifth bedroom, there's room for everyone. The first-floor primary en-suite is a retreat of its own, featuring dual walk-in closets and a jetted soaking tub surrounded by windows with tranquil views of the outdoor firepit. **Included in the bedroom count are two en-suites--one on the first floor and one on the second--**providing comfort and privacy for both owners and guests. Architectural details such as arched doorways and multiple access points to the expansive decks enhance the home's charm, while seasonal ski slope views peek through the trees--reminding you just how close you are to the action. A mud/ski room and attached three-car garage make mountain living effortless, while recent upgrades--including a new roof, new deck and hot tub, freshly painted exterior, a water filtration system, generator, a newer a Buderus furnace (installed in 2022), new water pump, and a newly installed sewer riser for easier access to the septic system--ensure peace of mind. The home is equipped with a newer Buderus G215/6 (256K BTU) furnace, regularly serviced with its most recent service completed in December 2025. A Eufy security system is included in the sale, and high-speed fiber optic internet through Mid-Hudson Cable provides seamless connectivity for both work and leisure. Located just minutes to Windham Mountain Club, local golf courses, and the town's restaurants and shops, this property offers the perfect balance of privacy, luxury, and convenience--all just 2.5 hours from NYC.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,163
Status:
Active
MLS#:
989706
Type:
Mobile Home
Lot size:
0.01 Acres
Year built:
2008
A broker reciprocity listing Courtesy: BH&G R E Realty Connect 516-714-3606
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ADDITIONAL INFORMATION

Experience easy mountain living in Windham! This charming 2-bedroom, 2-bath condo features a welcoming living room, dedicated dining space, and the convenience of in-unit laundry. Includes assigned parking and is just moments from Windham Mountain—perfect for those seeking relaxation and recreation.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
20261802
Type:
Condo
Lot size:
0.01 Acres
Year built:
1986
A broker reciprocity listing Courtesy: RHR Realty Group 518-610-1281
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ADDITIONAL INFORMATION

Perfect Condo Getaway Beautiful 2bd, 2bth with a woodburning fireplace condo located minutes to Windham Mountain skiing and 15 minutes to hunter Mountain. This well priced home is a blink away from the town of Windham with all the restaurant's, night life and local brewery's to enjoy and be home in minutes. There is porch that backs up to a wooded area. Enjoy resort-style amenities including a Swimming pool, tennis courts and dog walking area for the pooch. Great AirBnB ''and it is allowed'' which is becoming few and far between. Great getaway or a well priced home for year round.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,446
Status:
Active
MLS#:
984941
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Real Broker NY LLC 855-450-0442
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ADDITIONAL INFORMATION

Welcome to 542 Mitchell Hollow Road, Windham, NY, a charming home set on a beautifully maintained property in the heart of the Catskills. This inviting residence offers a wonderful combination of comfort, space, and natural surroundings, making it ideal as a full-time home, weekend retreat, or investment opportunity. Expansive decking provides excellent outdoor living space for relaxing, entertaining, or enjoying the peaceful setting. Inside, the home features hardwood floors, a striking brick fireplace, abundant natural light, and a functional open layout that works well for both everyday living and hosting guests. Conveniently located just minutes from Windham Mountain, this property offers easy access to skiing, hiking, golf, and year-round recreation, while still being close to town amenities. Approximately 2.5 hours from New York City. Photos are virtually staged.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,870
Status:
Active
MLS#:
20261383
Type:
Single Family
Lot size:
2.8 Acres
Year built:
2003
A broker reciprocity listing Courtesy: RVW Select Properties 518-943-5303
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ADDITIONAL INFORMATION

Mountain Majesty Meets Everyday Luxury on 2.8 Serene Acres! Escape to the perfect blend of rustic warmth and contemporary functionality. Nestled against the spectacular backdrop of Windham Mountain, this exceptional log home effortlessly serves as an active full-time residence or the ultimate four-season mountain getaway. The main level features a bright, open-concept floor plan designed for both quiet family nights and effortless entertaining. A warm, cozy living area anchored by a beautiful fireplace flows seamlessly into the dining area and a functional kitchen complete with a breakfast bar. From here, step straight out to savor your morning coffee on the front covered porch, or host summer BBQs on the sweeping wraparound deck. This floor also features a spacious primary bedroom with a full ensuite bath, an additional bedroom, and a second full bath--offering the coveted convenience of main-level living. Upstairs, a versatile loft overlooks the space, serving as an inspiring home office or a dreamy extra sleeping area for weekend guests. The expansive, fully finished basement is a massive asset, offering a large recreation room, a potential third bedroom or quiet study, a third full bathroom, and a convenient laundry closet. Outside, the property provides open yard space for play, gardening, and pets, & a 1 car garage all wrapped in serene privacy. Whether you are examining the mountains in their captivating seasonal presence or observing the brilliant, star-studded evening sky, this property isn't just a house--it's a beautiful lifestyle. The home has great proximity to the area's destinations and attractions as it's just minutes to Windham Ski Mountain, 10 minutes to Zoom Flume Water Park, 20 minutes to Hunter Ski Mountain, & 25 minutes to Colgate Lake. View our 3D virtual tours, floor plans, and multi-media website of the home and property.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,808
Status:
Active
MLS#:
20261173
Type:
Single Family
Lot size:
3.4 Acres
Year built:
1981
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Streamfront Serenity Meets Mountain Views -- Bordering Protected NYC DEP Lands Bordered by 160 acres of DEP land and the pristine Batavia Kill Creek, this beautifully updated split-level retreat delivers the kind of setting buyers come to the Catskills for--wide open meadows, mountain views, and the calming sound of water just steps from your back deck. This is where privacy, nature, and convenience all come together. Designed with both lifestyle and functionality in mind, the lower level welcomes you with a dedicated gear drop zone--perfect after a day on the slopes or exploring the outdoors. A spacious family room with a bay window is filled with natural light and complemented by a kitchenette complete with sink, cabinetry, and wine fridge--ideal for entertaining or easily converted into a separate apartment with its own entrance. Two bedrooms and a fully updated bath complete this level, offering flexibility for guests or income potential. Upstairs, the open-concept layout is bright and inviting, featuring a renovated kitchen with stone countertops, stainless steel appliances, and seamless flow into the dining area and oversized living room. Sliding glass doors lead to a recently expanded deck--perfect for morning coffee or evening unwinding with uninterrupted views of the surrounding landscape. Two additional bedrooms and a full bath with updated vanities and lighting complete the main level. Additional highlights include wood flooring, new flooring in all bedrooms, and an abundance of natural sunlight throughout. With a Windham mailing address and located in the Town of Ashland, this property offers easy access to both Windham and Prattsville for shopping, dining, and year-round conveniences. Whether you're seeking a full-time residence, weekend escape, or investment opportunity with potential for a separate living space, this property checks every box for Catskills living. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
7
Baths:
3.00
Sq.Ft.:
3,485
Status:
Active
MLS#:
20261068
Type:
Single Family
Lot size:
7.2 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Coldwell Banker Timberland 845-657-4177
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ADDITIONAL INFORMATION

UNIQUE REDEVELOPMENT & RESTORATION OPPORTUNITY on 7.2 scenic acres along the Batavia Kill Creek, featuring open meadows, sweeping hillside views, and a peaceful Catskills setting. LOCATED just 3.5 miles to Windham Mountain and under 10 miles to Hunter Mountain. FORMERLY the site of an inn, the original inn building has been removed, creating a blank canvas for a hospitality destination, boutique lodge, retreat center, event venue, multi-building compound, or private estate (subject to approvals). EXISTING STRUCTURES: See the numbered property photo for building locations. The property includes 1. a 384 SF spring house, 2. a 1,676 SF two-story vacant house, 3. a 1,170 SF barn, and 4. a 1,425 SF rental residence (occupied). The existing structures offer an exceptional opportunity for restoration, renovation, or adaptive reuse. INFRASTRUCTURE: Two drilled wells (one capped and unused); a 2,200-gallon septic system that formerly serviced the inn and main residence; a separate DEC-engineered 1,000-gallon septic system (2020) serving the rental residence; underground 200-amp electrical service installed in 2024 with underground 200-amp feed to the vacant house, 60-amps to the spring house and barn. ADDITIONAL FEATURES: Approximately 7-year-old roofs on the vacant house and spring house. The rental residence has separate electric service, a private well, a renovated bathroom, and is heated by a wood stove, pellet stove, and propane wall units. OPPORTUNITY: Property may be subdivided (buyer to verify). Being sold AS IS. Cash or rehabilitation financing preferred. Complete infrastructure reports, utility information, and building details are available in the MLS documents or upon request.

Beds:
2
Baths:
2.00
Sq.Ft.:
838
Status:
Active
MLS#:
20261062
Type:
Condo
Lot size:
0.01 Acres
Year built:
2008
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Prime Windham Village Location - Step out your door and wander to restaurants, the farmers market, local brewery, miniature golf, movies, and year-round town events. Convenient NYC bus access just moments away makes this the perfect easy escape. Only minutes to Windham Mountain skiing and nearby golf courses, this desirable 2-bedroom, 2-bath condo with slope views offers both lifestyle and location. Just off the parking lot, relax by the Batavia Kill Creek. A true condo with character, featuring original wood floors, a warm and inviting gas woodstove, and a private deck overlooking the slopes--ideal for après-ski or summer evenings. Located on second story and then one level living Whether you're seeking a weekend retreat, full-time getaway, or investment opportunity, this Village gem delivers charm, convenience, and four-season appeal in one of Windham's most walkable settings. HOA 330.32

Beds:
2
Baths:
3.00
Sq.Ft.:
1,211
Status:
Active
MLS#:
20261025
Type:
Townhouse
Lot size:
0.04 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

NEW PRICE! Turn Key! Pride of Ownership shows in this Windham Ridge 2 bedroom 2.5 bath, Plus a surprise room and bath to use as needed, bunk room, office, small den. Come and be part of the Windham Family in this sweet year round community. 1st level has Primary ensuite, and 2nd bedroom-ensuite. 2nd level opens up to a spacious great room with open concept, bright and sunny. Fully equipped kitchen, A wood burning fireplace for those chilly days, vaulted ceilings and large sliders to let in the sun and peaceful country views with wood deck to enjoy all and take in the sun and relax outdoors. this level also has the surprise bedroom with a bath, to be used as needed. All very well taken care of. Sold with all basic furnishings and full kitchen. No Wall art or personal items. Located minutes to skiing, golfing, hiking, biking and all that Windham has to offer, with great restaurants, brewery and movie Theatre and much more. Reasonable Taxes and HOA.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,182
Status:
Active
MLS#:
20260953
Type:
Single Family
Lot size:
1 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

150 Vining Road, Windham, NY Beautifully renovated contemporary mountain retreat set on 1 acre of lush lawn just minutes from the Windham Mountain Club. Blending rustic charm with modern finishes, this inviting home offers 1,394 square feet of above-grade living space plus an additional 788 square feet in the finished lower level--totaling 2,182 square feet of living space designed for comfortable year-round living in the Catskills. Step inside to a dramatic sunken great room with vaulted ceilings and a striking fireplace, creating a warm and inviting gathering space after a day on the slopes or exploring the mountains. The well-equipped kitchen and dining area feature modern cabinetry, a suite of new stainless-steel appliances, and direct access to the expansive tiered decking, conveniently accessed through the kitchen and offering seamless indoor/outdoor living and entertaining space--perfect for al fresco dining, relaxing, or hosting guests. Throughout the home, calming earth tones and natural wood accents create a sophisticated rustic-modern aesthetic. The first and second floors offer three comfortable bedrooms with custom sliding barn doors and two beautifully tiled full bathrooms, thoughtfully designed with both style and functionality in mind. The finished lower level, included in the total square footage, provides exceptional flexibility with space for a family room or recreation area, home office, and laundry room, making it ideal for full-time living, weekend escapes, or accommodating guests. Located just 2 miles from the Windham Mountain Club and 7 miles from Hunter Mountain, the property offers easy access to skiing, golf at Christmans Public Golf Course, hiking trails, and summer lake days at Colgate Lake and North/South Lake. Only 100 miles from NYC, this turnkey mountain retreat presents an exceptional opportunity as a primary residence, second home, or potential short-term rental investment in the heart of the Catskills. 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,118
Status:
Active
MLS#:
20260916
Type:
Single Family
Lot size:
1.5 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

• Escape NYC • Catskills Mountain Retreat • New Construction in Windham Area The proposed 2,118-square-foot home is designed for modern Catskill living, featuring soaring vaulted ceilings with exposed beams and dramatic trapezoid windows that capture natural light and panoramic views of the surrounding mountains. The open-concept layout connects the great room, kitchen, and dining area, creating the perfect space for entertaining family and friends after a day skiing, hiking, or exploring the Catskills. Step outside to a spacious deck overlooking the mountains or welcome guests through the covered front entrance with elegant double doors. Inside, the home blends rustic mountain character with modern finishes including engineered hardwood floors, knotty pine doors and trim, a hardwood staircase, quartz countertops, and a large kitchen island with custom cabinetry and stainless steel appliances. Comfort and efficiency are built in with high-performance insulation, central air conditioning, high-efficiency forced-air heating, and a radiant heated basement slab. The walk-out basement with 9-foot walls offers additional potential living space, perfect for a recreation room, guest suite, or home theater. Additional features include Andersen Low-E Argon insulated windows, a propane fireplace with smart remote, architectural CertainTeed shingles, and a radon vent system. Whether you're looking for a weekend escape from New York City or a full-time mountain lifestyle, this home offers the perfect blend of luxury, comfort, and Catskill beauty all for under 385.00 a square foot.

Beds:
2
Baths:
1.00
Sq.Ft.:
800
Status:
Active
MLS#:
20260694
Type:
Single Family
Lot size:
0.46 Acres
Year built:
1957
A broker reciprocity listing Courtesy: RHR Realty Group 518-610-1281
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ADDITIONAL INFORMATION

Charming 2 bed home near Windham Mountain. Close to 3 additional ski hills within 35 min. Endless outdoor adverntures await. Welcome to this beautiful 2 bd 1 ba home tucked away in the small hamlet of Hensonville NY. Located minutes from local restaurants and activities. This inviting property offers the ideal blend of comfort and location. Wheather you are looking for a full time residence, weekend retreat, or an income producing getaway...this home delivers it all. Beatutiful property with outdoor space to relax and entertain plus a huge outdoor deck from the home to the back lawn. Close to CD Lane Park which is a hidden jewel, that offers multiple summer activities. The area also offers Hiking, biking, fishing, snowmobiling, off roading and exsploration of the beautiful Catskill Mountains. This is your chance to own a home at a reasonable price in one of the areas most desirable destinations.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,218
Status:
Active
MLS#:
957893
Type:
Single Family
Lot size:
4.81 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 518-822-0800
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ADDITIONAL INFORMATION

Modern Mountain Luxury Windham, New York Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home’s sophisticated open layout features five spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef’s kitchen anchors the main living space, appointed with premium Wolf & Viking appliances including double ovens and an four-burner range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining. The walk-out lower level extends the home’s versatility with a generous family room, den, wet-bar entertainment area, recreation space, or office, three additional bedrooms and baths — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York’s premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.

Beds:
6
Baths:
5.00
Sq.Ft.:
4,730
Status:
Active
MLS#:
953759
Type:
Single Family
Lot size:
2.13 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Iconic Pros 914-488-6949
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ADDITIONAL INFORMATION

LUX MANSION WINDHAM — Turnkey Luxury STR $323K Revenue · $180K NOI Hot Tub · Sauna · Cold Plunge Rare opportunity to acquire a fully operating, newly built (2024) luxury short-term rental minutes from Windham Mountain — known to guests as Lux Mansion, Windham. Three years of documented financials available to qualified buyers. VERIFIED PERFORMANCE • 2025 Gross Revenue: $323,480 • 2025 NOI: $179,744 (66% margin, professionally managed) • 2026 pacing: $195K+ already booked through Q3 with confirmed holiday reservations • Revenue split: 78% Airbnb · 16% Direct Bookings · 6% VRBO SIGNATURE WELLNESS AMENITIES — the trio driving premium nightly rates in the Catskills: • Outdoor hot tub • Dry sauna • Cold plunge • Fire pit · Multiple decks & porches · Mountain views THE HOME — 4,730 sq ft 6 bedrooms 4.5 baths 2.13 acres Modern Catskills design built for groups: open-concept great room, chef's kitchen with stone counters and oversized island, formal dining, beamed ceilings, first-floor primary suite, breakfast bar, and pantry. Forced-air heat, central AC, ENERGY STAR appliances and doors, private well and septic, propane, macadam driveway, 6-car parking. INVESTOR-READY • Established Airbnb, VRBO, and direct-booking channels with reviews and repeat guests • Professional management in place (Out of Urban) — assumable or transferable • Full P&L, booking calendar, and ADR history available under NDA • Fully furnished; turnkey transfer available • Optional: Up to 6 additional adjacent acres available for expansion, privacy, or future build-out LOCATION Minutes to Windham Mountain's lifts and village. ~2.5 hours from NYC. Windham-Ashland-Jewett school district. Year-round Catskills draw: skiing, hiking, biking, leaf-peeping, wedding season. Whether you're acquiring an income-producing asset, a 1031 exchange target, or a luxury family compound that pays for itself, 208 Mill Street delivers proven performance in one of New York's most in-demand mountain markets. Investment tour available — contact listing agent for P&L packet and booking verification.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,448
Status:
Active
MLS#:
20260344
Type:
Single Family
Lot size:
6.8 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Wonderful Windham Cape Cod on picturesque 6.8 acres, gazebo, and private pond! Welcome to this country gem! Many renovations in 2016: with a one car garage, breezeway, well equipped kitchen with granite counters, island and lovely, sun filled first floor ensuite bedroom with beautiful views out to the deck and gorgeous grounds. The main floor offers a second full bath, dining area and sun-drenched living room with French doors out to your private patio. The spiral stairs take you up to 2 cozy bedrooms. This is a charming home on a park like setting. Spend lazy afternoons down by the pond, al fresco dining in the beautiful gazebo while taking in the stunning sunsets, with walking paths, views, and tranquil relaxation that you will enjoy for years to come. A Perfect 4 season get a way, minutes from the Town of Windham, and Windham ski area. Experience world class skiing, hiking, golf, biking, day spas, yoga, fine restaurants, seasonal famers markets, indie bookstore and so much more!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,528
Status:
Active
MLS#:
20260313
Type:
Townhouse
Lot size:
0.06 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Windham Mt. Village . This Beautiful Townhouse is located at the base of Windham slopes . Just steps from skiing and directly across from the clubhouse and indoor pool, this beautifully updated residence offers exceptional four-season appeal and strong rental demand. Proud of ownership is seen throughout. The flexible layout is easily adaptable to a 2-bedroom plus sleeping loft, with a separate lockout bedroom/studio—ideal for maximizing rental income, flexible occupancy, or private guest use. A custom kitchen opens to a fabulous dining area and living room with fireplace, flowing to a private deck for summer entertaining. Radiant heat in the bathrooms, central A/C and splits for comfort and tasteful updates throughout add comfort and value. Enjoy true ski-area convenience and the ability to walk into the Village of Windham for restaurants, breweries, seasonal events, farmers markets, and entertainment—making this an exceptional opportunity for personal enjoyment, income generation, or both, in a sought-after four-season community.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,566
Status:
Active
MLS#:
20260225
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

5 Years New! Stylishly Renovated Townhome in the Heart of Windham Mountain Club. Renovated approximately five years ago and move-in ready, this beautifully updated 3-bedroom, 3-bath townhome offers exceptional value in the heart of the growing Windham Mountain Club community. With 1,566 square feet of living space across three thoughtfully designed levels (includes the finished basement), the unit blends comfort, style, and functionality in a true four-season setting. The entry level welcomes you with a heated ski/boot room featuring a custom-built bench with storage cubbies, bluestone tile flooring and elegant wainscoting creating the ideal space for storing gear after a day on the mountain. The cozy great room is the heart of the home, showcasing gleaming wood floors, a beautiful stone hearth with a Napoleon wood-burning fireplace, and a vaulted ceiling adorned in pine for that warm, mountain-lodge ambiance today's buyers love. Sliding glass doors open to a private deck perfect for morning coffee, apres-ski gatherings, or simply enjoying the fresh Catskill air. The thoughtfully laid-out floor plan offers a combined kitchen and dining area that flows seamlessly into the great room, ideal for entertaining and everyday living. The renovated kitchen features custom hickory cabinetry, granite countertops, a stylish backsplash, a suite of stainless-steel appliances, an induction stove, and a breakfast bar for casual dining. Gorgeous slate tile transitions beautifully with the wood flooring, adding texture and sophistication throughout. Sleeping accommodations are generous and flexible. The second floor offers a spacious bunk room with its own renovated full bathroom (ensuite). The lower level provides two additional bedrooms, two full updated bathrooms, and a convenient laundry closet with stackable washer and dryer. The primary bedroom was updated approximately three years ago, and throughout the home you'll find new interior doors, updated bathrooms, and some newer windows, all contributing to the home's polished, turnkey feel. Lovingly maintained and never rented, this home shows like a showstopper. Its prime location within walking distance to the slopes offers excellent potential for personal enjoyment or future short-term rental use. Furnishings are available as a separate negotiation. A rare opportunity to own a stylish, turnkey townhome in one of Windham's most desirable and rapidly evolving communities. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,152
Status:
Active
MLS#:
20260215
Type:
Single Family
Lot size:
0.65 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Just minutes from the village of Windham, skiing, and golf, this meticulously maintained ranch is set on a beautiful country road in a true four-season community. The easy, flowing floor plan features a bright eat-in kitchen that opens directly to a spacious rear deck—perfect for outdoor dining and entertaining. Inside, you'll find three comfortable bedrooms, 1.5 baths, and a welcoming living room with a fireplace and a bar to warm up apres ski. The full, unfinished basement offers excellent potential for future living space, a workshop, or recreation area. A two-car garage adds everyday convenience and storage. Whether you're seeking a full-time home or a weekend retreat, this Windham area ranch offers comfort, location, and opportunity in one inviting package. garage roof 4 years old

Beds:
2
Baths:
3.00
Sq.Ft.:
1,295
Status:
Active
MLS#:
20255947
Type:
Townhouse
Lot size:
0.02 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of light in this unit. Second floor has two main bedrooms both have full baths with tubs. This development has a bus to and from the slopes. Located close to golf, restaurants, hiking and the Windham Path. There is also an unground pool. Come take a look, Great Price, Great Unit, don't miss out.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,739
Status:
Active
MLS#:
936082
Type:
Single Family
Lot size:
7 Acres
Year built:
1850
A broker reciprocity listing Courtesy: Century 21 Alliance Realty Grp 845-485-2700
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ADDITIONAL INFORMATION

Your wonderful Summer getaway! 7 glorious acres, 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or anyone seeking a peaceful country setting with convenience. Inside, you'll find a home that blends comfort with thoughtful updates. The kitchen has been tastefully updated, featuring modern finishes and improved functionality, while the updated bath offers a clean, contemporary feel. The bedrooms are cozy, ideal for simple living, guest rooms, or a home office. A standout feature is the family room, providing extra space for relaxing, entertaining, or creating a dedicated media area. Outside, the property truly shines. With 7 acres of open land and wooded areas, you'll enjoy endless opportunities for gardening, recreation, or simply taking in the scenic views. Whether you're looking for a year-round residence, a vacation getaway, or an investment property, this home brings together charm, convenience, and outdoor lifestyle. 7 acres with a mix of open and wooded land. Peaceful, private location. There is also a two car detached garage with plenty of room for a snowmobile or ATV for touring your property. Don't miss your chance to own this cozy mountain-area home with room to roam!

Beds:
5
Baths:
4.00
Sq.Ft.:
4,044
Status:
Active
MLS#:
20255691
Type:
Single Family
Lot size:
0.53 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you with a magnificent wall of glass showcasing panoramic mountain vistas and flooding the space with natural light. A wood-burning fireplace set in floor-to-ceiling stone, along with vaulted pine ceilings and custom live-edge woodwork, exudes warmth and character. Luxurious details flow throughout, with glistening wood and bluestone flooring in the main living areas. The chef's kitchen is a culinary delight, equipped with stainless-steel appliances, granite countertops, a breakfast bar, and a wine refrigerator. It seamlessly connects to the dining room, offering views and access to a large deck perfect for relaxation or entertainment. The residence boasts five spacious bedrooms and three-and-a-half bathrooms, including two ensuite bedrooms. The primary suite, located on the first floor, features a generous walk-in closet and a private balcony. Additional spaces include a large family/game room and a versatile loft that might serve as a home office, studio, gym or extra sleeping quarters. Split unit air conditioning ensures year-round comfort throughout the home. The outdoor living space is equally inviting, featuring a spacious deck with twig railings, a hot tub perfect for relaxation, and a firepit area. You can access the heated gear room through the side entrance, which leads from the covered porch adorned with recessed lighting, or via the grand formal entryway. Buying on Windham Mountain affords you the option of buying into the private club or not. It's your choice! But either way, you'll be buying into a mountain lifestyle, a lively atmosphere, and a growing community. This location right near Windham Mountain Club's slopes offers the perfect blend of excitement and tranquility. Offering spectacular views and luxurious living, this is a rare find. With winter approaching, seize the opportunity to own your dream retreat at Windham Mountain. Buyers may opt to purchase the home fully furnished through separate negotiation. Don't miss out on this remarkable chance! A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,249
Status:
Active
MLS#:
20255439
Type:
Townhouse
Lot size:
0.07 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

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 full bath and laundry room. Enjoy the AC/ Heat splits. Be a part of Windham Mountain Club with its 4-season outdoor living adventures! Take a walk on the Windham Path along the Batavia Kill Creek, Skiing, snowshoeing, biking, golf, excellent hiking trails, fishing, swimming at CD Lane Park lake, restaurants, indie bookshop, day spa, yoga, theater, shops, and so much more. Being sold furnished.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,290
Status:
Active
MLS#:
925738
Type:
Single Family
Lot size:
0.01 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
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ADDITIONAL INFORMATION

Built in 2020 and maintained in like-new condition, this end-unit townhome offers contemporary design, lasting quality, and proven versatility. Whether you're looking for a strong short-term rental investment or your own Catskills escape, this property checks every box. The bright, open-concept living and dining area flows easily to a private deck, ideal for outdoor meals or quiet relaxation. The modern kitchen features maple cabinetry, granite countertops, and stainless appliances, combining style and durability. Two well-proportioned bedrooms are complemented by two full baths on separate levels - one with a soaking tub upstairs, the other with a shower downstairs. Details like solid wood doors, deep closets, and ducted A/C throughout make this home as functional as it is attractive. Situated at the end of the row for added privacy, the condo is just minutes from Windham Mountain, with Hunter close by. Shops, dining, and the Trailways bus stop are within walking distance, making travel and daily living effortless. Already a successful Airbnb, this property is primed to generate income immediately or serve as your low-maintenance home base in the mountains and it's a great property for skiers. Just minutes from Windham Mountain and a short drive to Hunter, you’re perfectly positioned for slope-side weekends, summer hiking, or daily commutes. The Trailways Bus stop is steps away, and a variety of shops and restaurants lie within walking distance. Sold fully furnished and turnkey, this home is ready to generate rental income immediately or serve as your own retreat. Don’t miss this chance to own a truly versatile Catskills property!

Beds:
5
Baths:
6.00
Sq.Ft.:
3,643
Status:
Active
MLS#:
20254832
Type:
Single Family
Lot size:
0.06 Acres
Year built:
2021
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and Owner Financing available with as little as 10 pct down- perfectly positioned in one of the Catskills' most desirable four-season destinations. Located within walking distance to Windham's restaurants, shops, nightlife, and ''The Valley,'' Windham Mountain Club's exciting new expansion featuring pools, tennis, pickleball, spa amenities, golf, and more, this luxury townhouse delivers the ultimate combination of lifestyle and investment potential. This proven Airbnb/Vrbo-friendly property offers the option to be sold fully furnished and can include transferable future bookings already secured for upcoming ski seasons--allowing the new owner to generate immediate rental income from day one. A rare opportunity for investors seeking a high-demand short-term rental in a prime resort location with exceptional year-round appeal. Inside, the home features an open-concept design ideal for entertaining, a chef's kitchen with granite countertops and stainless-steel appliances, a spacious great room with fireplace, central air conditioning, heated garage, multiple en-suite bedrooms, and a large deck with beautiful mountain and ski slope views. Just steps from shuttle access and minutes to skiing, hiking, golf, spas, and dining, this is the perfect Catskills getaway, second home, or high-performing investment property only 2.5 hours from NYC. Option to purchase furnished. Future bookings may be transferred at closing if the purchaser wishes. Immediate ROI potential in the heart of Windham. Schedule an in-person viewing today!

Beds:
8
Baths:
4.00
Sq.Ft.:
3,350
Status:
Active
MLS#:
912042
Type:
Single Family
Lot size:
210.4 Acres
Year built:
1887
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan Road Nestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities. Every corner of this land tells a story, blending the allure of yesteryear with the comfort and functionality of modern living. The centerpiece is a majestic 10-bedroom farmhouse, meticulously crafted with original hand-hewn beams, expansive living spaces, and timeless architectural details. Each room reflects a careful balance of rustic character and modern convenience, offering the perfect environment for family gatherings, creative retreats, or hosting guests. The home's generous layout includes multiple living areas, formal dining spaces, cozy nooks, and a chef-inspired kitchen ready for culinary adventures. Step outside and discover a landscape of sublime wonder. Two crystal-clear streams meander through open meadows, surrounded by mature forests and wildlife habitats. This property offers a rare combination of seclusion and accessibility, with trails and pathways that invite exploration, reflection, or adventure. With over 210 acres, there is room for equestrian pursuits, hiking, sustainable farming, or a private compound. The land's unrestricted potential makes it a perfect canvas for those seeking a retreat, a creative haven, or even a boutique inn or event venue. Beyond the natural beauty, the property's strategic location allows you to enjoy the cultural and recreational richness of the Catskills. Local attractions, hiking trails, ski resorts, and charming nearby towns provide seasonal and year-round experiences, while the estate's expansive acreage ensures ultimate privacy. Whether watching the sunrise over the mountains, listening to the streams, or entertaining friends in the warm embrace of the farmhouse, every day feels like a retreat into timeless elegance. Additional features include ample outbuildings, stone walls, and scenic viewpoints that further enhance the property's charm. The estate's mix of meadows, forested areas, and waterways provides a rare combination of natural beauty and functional versatility. Whether your dream is a serene family retreat, an artist's sanctuary, a sustainable farm, or a private resort, this property delivers the space, privacy, and inspiration to bring that vision to life. This is a once in a lifetime opportunity to own one of the most distinctive and desirable properties in the Catskills. Its combination of historic elegance, natural splendor, and boundless potential ensures that 3 Leon Macglashan Road is not just a home, but a legacy to cherish for generations. Discover a property where every sunrise feels like a masterpiece, every stream whispers serenity, and every room tells a story. Here, rustic elegance meets timeless wonder, creating an experience unlike any other in the region. For those seeking a rare estate with soul, character, and endless possibilities, this is the address where dreams are realized, adventures begin, and memories last a lifetime.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Windham Real Estate

Windham is located in New York. Windham, New York has a population of 1,553. Windham is less family-centric than the surrounding county with 23.28% of the households containing married families with children. The county average for households married with children is 26.95%.

The median household income in Windham, New York is $55,781. The median household income for the surrounding county is $62,810 compared to the national median of $69,021. The median age of people living in Windham is 49.6 years.

Windham Weather

The average high temperature in July is 78.4 degrees, with an average low temperature in January of 10.7 degrees. The average rainfall is approximately 48 inches per year, with 45 inches of snow per year.

Windham Map

Windham Real Estate Market Conditions

  • Median sales price

    $730,000
    24.5%
    change since last quarter
  • # Active listings

    215
    30-day change

Windham Schools and Demographics

Education near Windham, NY

City County
High School Graduates 84.53 87.93
College Degree - 2 year 9.37 11.42
College Degree - 4 year 26.25 25.62
Graduate Degree 8.53 9.07
Expenditures per Student 29,481 29,481
Students per Teacher 9.9 9.9

Elementary Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter Elementary School PK - 06 190 8.6 12442

Middle Schools near Windham, NY

Grades Students P/T Ratio ZIP
Cairo-Durham Elementary School KG - 02 136 13.8 12422

High Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter-Tannersville Middle School High School 07 - 12 155 7.2 12485

Ungraded Schools near Windham, NY

Grades Students P/T Ratio ZIP
Gilboa-Conesville Central School PK - 12 339 10 12076
Windham Ashland Central School KG - 12 316 8.8 12496

Demographics near Windham, NY

City County
Neighborhood Type Small Town
Population 1,553 48,026
Population Density 34 74
Median Age 49.6 46.6
People per Household 2.7 2.6
Median Household Income 55,781 62,810
Average Income per Capita 35,661 33,894

Real estate near Windham