Homes with Basements for Sale in Windham, NY

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NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
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 three spacious bedrooms and three 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

$1,175,000

3 beds3.5 baths3,284 sq ft

20 Brook Hollow Ln, Windham, NY 12496

1.1 acre lot • Built 2024

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain. On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward the serene landscape. The master suite shares these same captivating views. Wake up to breathtaking mountain views while enjoying your coffee on the expansive new deck that spans the full length of the home, where the gentle sounds of the creek below complement your panoramic vistas of the ski slo

$849,000

4 beds3.5 baths2,088 sq ft

93 Maplewood Rd, Windham, NY 12496

Breathtaking views • Oversized decks • Private one bedroom

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Escape to the mountains in this tastefully renovated 4-bedroom, 2-bath home just outside Windham. Designed with open, easy living in mind, the upper level is centered around a wood stove that adds warmth and character. Recent improvements include newly installed hardwood floors, updated interior and exterior paint, upgraded drainage, and a brand-new washer and dryer. Outdoor spaces were made for unwinding—enjoy a spacious front deck, soak in the hot tub, or gather around the fire pit under the stars. Whether you're seeking a serene weekend getaway or a savvy short-term rental, this home is perfectly positioned near skiing, hiking, dining, vineyards, and just a short drive to Hunter.

$600,000

4 beds2 baths1,052 sq ft

31 Koonan Rd, Windham, NY 12496

Front deck • Wood stove • Hot tub

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Turn-Key & Motivated Seller Due to Work Relocation Location is everything—and this condo has it all. Perfectly situated on Main Street and just one minute from Windham Mountain, this beautifully designed 2-bedroom, 2-bath home offers an open single-level floor plan plus a versatile flex space for a home office, guest room, or whatever you need. Enjoy the best of both worlds with views of Main Street in the front and sweeping mountain vistas from your private back balcony. Inside, the space is bright and inviting, with hardwood floors throughout and modern conveniences that make it truly move-in ready. Highlights include: • Strong 2-year rental history with glowing 5-star

$299,999

2 beds2 baths1,100 sq ft

5359 Main St Unit 2c, Windham, NY 12496

Flex space • Private back balcony • Move in ready

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
A warm abundance of natural light greets as you enter this beautiful 5-bedroom 4.5 bath Contemporary Home. Situated on a quiet road with outstanding views of Windham Mountain. This home offers you a perfect getaway to enjoy 4 season country living at its best. The commanding entrance gives way to a wonderful, spacious living room with a second bright, cozy living area with welcoming gas fireplace. as well as a lovely bedroom and half bath. The spacious sun filled kitchen offers classic white cabinets, a huge center island, Bosch stove top, double ovens, and stainless-steel appliances. The dining room has plenty of sitting to enjoy gathering with family and friends while sharing hearty meals

$895,000

5 beds4.5 baths4,117 sq ft

24 Windham View Rd, Windham, NY 12496

Salt water hot tub • Natural light • Huge center island

Property at 769 Mitchell Hollow Rd, Windham, NY 12496, 4 beds, 3.5 baths

$779,000

4 beds3.5 baths2,100 sq ft

769 Mitchell Hollow Rd, Windham, NY 12496

Property at 4 Estate View Dr, Windham, NY 12496, 5 beds, 5.5 baths

$1,998,500

5 beds5.5 baths5,000 sq ft

4 Estate View Dr, Windham, NY 12496

Listing by KW Platform

Property at 102 Thunderbird Terrace Ter, Windham, NY 12496, 5 beds, 3.5 baths

$1,699,000

5 beds3.5 baths4,312 sq ft

102 Thunderbird Terrace Ter, Windham, NY 12496

Property at 110 - 2 High Ridge Rd, Windham, NY 12496, 3 beds, 2 baths

$405,000

3 beds2 baths1,464 sq ft

110 - 2 High Ridge Rd, Windham, NY 12496

Property at 315 Begley Rd, Windham, NY 12496, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,152 sq ft

315 Begley Rd, Windham, NY 12496

Property at 25 Vets Road Rd, Windham, NY 12496, 4 beds, 4 baths

$599,000

4 beds4 baths2,374 sq ft

25 Vets Road Rd, Windham, NY 12496

Property at 292 South Street St #2, Windham, NY 12496, 5 beds, 5.5 baths

$1,149,000

5 beds5.5 baths3,460 sq ft

292 South Street St #2, Windham, NY 12496

Property at 5320 Route 23, Windham, NY 12496, 8 beds, 8 baths

$850,000

8 beds8 baths3,712 sq ft

5320 Route 23, Windham, NY 12496

Property at 5474 Route 23, Windham, NY 12496, 7 beds, 3 baths

$999,000

7 beds3 baths4,281 sq ft

5474 Route 23, Windham, NY 12496

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NEW 16 HRS AGO

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Handyman special in the heart of the Catskills! This 3-bedroom, 2-bath, 1.5-story home is ready for your finishing touch. Great location just minutes to Windham Mountain, hiking trails, golf, and year-round outdoor fun. Perfect for renovation, investment, or a mountain getaway—bring your vision and make it shine! Perfect for second home, Rental or AirBnB!

$215,000

3 beds1.5 baths1,200 sq ft

384 Route 296, Windham, NY 12496

0.25 acre lot • Car-dependent

Listing by Century 21 New West Properties

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham Mountain Escape to the mountains and fall in love with this newly renovated Catskill Mountain cottage, ideally situated just minutes from world-class skiing and golfing at Windham Resort. Nestled in a prestigious yet charming community only about two hours from NYC, this property blends cozy mountain living with stylish, modern comfort — the perfect retreat for second-home buyers, skiers, golfers, and anyone craving a peaceful escape. Step inside and be welcomed by gleaming hardwood floors, vaulted ceilings, and dark exposed beams that strikingly contrast against crisp whit

$484,000

4 beds2 baths1,368 sq ft

7 Karlstadt Rd, Windham, NY 12496

0.75 acre lot • Garage • Car-dependent

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Just in time for ski season! Make this your base for winter fun at Windham Mountain Club. Beautifully renovated with comfort and quiet luxury in mind, this gorgeous corner townhouse in the desirable Brainard Ridge development offers a rare expanded floor plan featuring 4-5 bedrooms and 3.5 baths — perfect for hosting all of your loved ones and guests. The chef's kitchen has been tastefully upgraded with an enlarged breakfast bar, custom cabinetry, stainless steel appliances, granite counters, and a built-in bar with wine refrigerator. The main living area exudes a cozy mountain vibe with an authentic bluestone fireplace and vaulted wood ceilings, while the mid-level den with a second

$645,000

4 beds3.5 baths2,712 sq ft

57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496

$135 HOA • Car-dependent

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Luxury Ski Townhouse in the Heart of Windham Mountain Club's Premier Enclave Community Discover the ultimate ski lifestyle in this luxurious tri-level townhouse, ideally located in the exclusive Enclave at Windham Mountain Club. Just steps from the slopes, base lodge, pool, fitness center, and restaurants, this home offers unmatched convenience—no car needed. Simply step outside and immerse yourself in the vibrant mountain experience. With 2,800 square feet of thoughtfully designed living space, this home features 4 private en-suite bedrooms, each providing a peaceful retreat after a day on the slopes. The primary suite is a true sanctuary, showcasing vaulted ceilings and a stunnin

$1,599,000

4 beds4.5 baths2,893 sq ft

3 Enclave East Dr, Windham, NY 12496

1,742 sq ft lot • Garage • Community pool

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Welcome to the sought after Town of Windham to this beautiful Townhouse complex of Windham Ridge, a 4 Seasons Community that offers a fantastic opportunity for outdoor enthusiasts and those looking for a cozy retreat. Located near the Village, it is close to a variety of amenities, including restaurants, shops and movie theaters while still providing the serenity and access to outdoor activities like skiing, hiking, golfing, lakeside recreation, walking paths, dog park and all just a short drive awayThis charming townhouse features:2 Bedrooms and 2.5 Baths, making it ideal for small families or guests. A spacious living room with a fireplace, providing warmth and a cozy atmosphere with a ru

$319,000

2 beds2.5 baths1,178 sq ft

63 Windham Ridge Rd, Windham, NY 12496

1,306 sq ft lot • $153 HOA • Car-dependent

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Presenting direct Windham Mountain views only 2 miles from Windham Mountain Club and minutes from town. This newly built 5,550 Square Foot, 7BR, 5.5BA, 2 Laundry Room, 2 Garage Cabin on 5 Acres is the perfect luxury ski and year-round home! The cabin is stunning, modern, and high-end. No detail overlooked. It is in a very private yet convenient setting. Luxury Finishes throughout- Vermont Plank White Oak Flooring above, and polished concrete below, Floating Stairs with glass railings, Imported Polish Multi-lock Exterior Doors. The Kitchen is High End European with and 8 burner, double-oven Viking stove, two Bosch dishwashers, a Massive Island, Dacor Fridge, Wine Fridge, and Kohler hardware.

$2,900,000

7 beds5.5 baths5,500 sq ft

110 Old Rd, Windham, NY 12496

5.3 acre lot • 2 garage spots • Car-dependent

Listing by MLS 4 Less Realty

Property at 2 Enclave West Dr Unit W-10, Windham, NY 12496, 4 beds, 4.5 baths

$1,699,000

4 beds4.5 baths2,874 sq ft

2 Enclave West Dr Unit W-10, Windham, NY 12496

Property at 37 White Way, Windham, NY 12496, 4 beds, 3.5 baths

$1,999,000

4 beds3.5 baths4,247 sq ft

37 White Way, Windham, NY 12496

Property at 61 South St, Windham, NY 12496, 2 beds, 3 baths

$450,000

2 beds3 baths2,026 sq ft

61 South St, Windham, NY 12496

Listing by Schatz Realty Group

Property at 4 French Park Dr Unit 1 (2a), Windham, NY 12496, 3 beds, 2 baths

$359,000

3 beds2 baths1,392 sq ft

4 French Park Dr Unit 1 (2a), Windham, NY 12496

Property at 6 White Way, Windham, NY 12496, 5 beds, 7 baths

$3,895,000

5 beds7 baths6,207 sq ft

6 White Way, Windham, NY 12496

Property at 183 South St, Windham, NY 12496, 2 beds, 1 bath

$575,000

2 beds1 bath1,122 sq ft

183 South St, Windham, NY 12496

Property at 90 Club Rd Rd, Windham, NY 12496, 5 beds, 4.5 baths

$2,350,000

5 beds4.5 baths3,600 sq ft

90 Club Rd Rd, Windham, NY 12496

Property at 150 Trailside Road Rd, Windham, NY 12496, 9 beds, 7 baths

$2,250,000

9 beds7 baths6,858 sq ft

150 Trailside Road Rd, Windham, NY 12496

Property at 30 The Loop Loop, Windham, NY 12496, 5 beds, 4 baths

$925,000

5 beds4 baths3,100 sq ft

30 The Loop Loop, Windham, NY 12496

Property at 77 Beaver Hill Rd, Windham, NY 12496, 5 beds, 3.5 baths

$2,099,000

5 beds3.5 baths3,656 sq ft

77 Beaver Hill Rd, Windham, NY 12496

Property at 85 Cambridge Heights Rd. Rd, Windham, NY 12496, 4 beds, 2 baths

$669,000

4 beds2 baths1,440 sq ft

85 Cambridge Heights Rd. Rd, Windham, NY 12496

Property at 13 Stonewall Ln, Windham, NY 12496, 4 beds, 3.5 baths

$1,650,000

4 beds3.5 baths3,148 sq ft

13 Stonewall Ln, Windham, NY 12496

Listing by Four Seasons Sothebys Intl

Property at 17 Stonewall Ln, Windham, NY 12496, 3 beds, 3.5 baths

$1,400,000

3 beds3.5 baths2,400 sq ft

17 Stonewall Ln, Windham, NY 12496

Listing by Four Seasons Sothebys Intl

Property at 15 Stonewall Ln, Windham, NY 12496, 5 beds, 4.5 baths

$1,900,000

5 beds4.5 baths3,148 sq ft

15 Stonewall Ln, Windham, NY 12496

Listing by Four Seasons Sothebys Intl

Homes with Basements for Sale in Windham

There are currently 14 homes with basements for sale in Windham at a median listing price of $627K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windham stay on the market for 172 days. This map is refreshed with the newest listings in Windham every 15 minutes.

In the past month, 1 home has been sold in Windham. In addition to houses in Windham, there were also 2 condos, 1 townhouse, and 1 multi-family unit for sale in Windham last month. Find your dream home in Windham using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windham are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windham. Our Windham real estate stats and trends will give you more information about home buying and selling trends in Windham. If you're looking to sell your home in the Windham area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windham with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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