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:
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 four 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 t

$1,330,000

4 beds3.5 baths4,280 sq ft

305 Mitchell Hollow Rd, Windham, NY 12496

Walk-out lower level • Open layout • Custom chef kitchen

Listing by Four Seasons Sothebys Intl

FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Location, Location, Location!!! Rarely is this characterization more appropriate than for 10 Vets Road. This charming village home is truly in the heart of Windham - a terrific location just steps away from the bustling activity. Full-time home? Weekend or vacation getaway? Investment? No matter what your need or wish might be, this well-maintained home with a deceptively spacious interior can meet them all. On the main floor one finds the living room with wood-burning brick fireplace, dining room and kitchen. From the kitchen, French doors lead to another bright and sunny room with separate entrance that could serve as a den, TV room or an office. Completing the first floor are 2 bedrooms

$464,000

6 beds2.5 baths2,251 sq ft

10 Vets Rd, Windham, NY 12496

Built in bookcases • New siding • Massive basement

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Charming 3-Bedroom Retreat in Serene Wooded Setting Nestled on a private road in a tranquil wooded haven, this newly renovated 3-bedroom, 2-bath retreat seamlessly blends modern comforts with cozy charm. Perfect as a primary residence, vacation home, or income-generating AirB & B, this property offers exceptional versatility and appeal. Key Features: Upper Level: Spacious bedroom, full bath, and an open-concept living and dining area with soaring cathedral ceilings. Warm up by the wood-burning fireplace or whip up meals in the fully equipped kitchen. A charming loft adds extra space for relaxation or creativity. Lower Level: Two additional bedrooms, a full bath, convenient laundry

$335,000

3 beds2 baths1,464 sq ft

110 - 2 High Ridge Rd, Windham, NY 12496

Private road • Cathedral ceilings • Newly renovated

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Welcome to your peaceful sanctuary in the heart of Windham, a rare blend of convenience, natural beauty, and endless potential. Just a short stroll from Main Street and less than half a mile from the slopes, this rambling ranch sits in the perfect spot to enjoy everything Windham has to offer while feeling miles away from it all. Surrounded by lush Macintosh apple and pear trees, grape arbors, blueberry bushes, and framed by stunning mountain views, the property feels like a private retreat. Spend your mornings fishing or relaxing by the tranquil Batavia Kill stream that winds gently through your backyard, and your evenings taking in views of Windham's ski slopes from one of three decks. In

$425,000

4 beds4 baths2,950 sq ft

25 Vets Road Rd, Windham, NY 12496

Blueberry bushes • Apple trees • Pear trees

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
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 Windha

$325,000

3 beds1.5 baths1,152 sq ft

315 Begley Rd, Windham, NY 12496

Eat-in kitchen • Two-car garage • Spacious rear deck

Property at 5359 Main St Unit 2h., Windham, NY 12496, 2 beds, 2 baths

$269,000

2 beds2 baths838 sq ft

5359 Main St Unit 2h., Windham, NY 12496

Property at 93 Maplewood Rd, Windham, NY 12496, 4 beds, 3.5 baths

$749,000

4 beds3.5 baths2,088 sq ft

93 Maplewood Rd, Windham, NY 12496

Property at 5429 New York 23, Windham, NY 12496, 6 beds, 3 baths

$799,000

6 beds3 baths2,468 sq ft

5429 New York 23, Windham, NY 12496

Property at 71 Windham Mount Vlg #71, Windham, NY 12496, 3 beds, 3 baths

$799,000

3 beds3 baths1,528 sq ft

71 Windham Mount Vlg #71, Windham, NY 12496

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

$999,000

5 beds5.5 baths3,460 sq ft

292 South Street St #2, Windham, NY 12496

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NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Luxury Catskills Estate Designed for Extraordinary Living Where Timeless Architecture Meets the Luxury of the Catskills. Perfectly positioned in one of Windham's most coveted settings situated in a wooded enclave of architectural designed homes, this extraordinary custom-built house is a masterpiece in modern mountain luxury. Designed for those who appreciate exceptional craftsmanship and refined architecture, every detail has been thoughtfully curated to create an unparalleled living experience. From the moment you arrive, the home's striking contemporary exterior with dramatic stonework and its sophisticated yet simple landscaping makes an unforgettable first impression. Inside, soaring

$2,500,000

4 beds4.5 baths5,055 sq ft

75 Beaver Hill Rd, Windham, NY 12496

Catskills estate • Soaring ceilings • Custom-built house

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Exceptional Opportunity in a Prime Windham Location! property is sub- dividable. Owner is motivated bring offers!!! Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce! Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term investment oppertunity. Just a short walk (2,500 feet) to Windham Mountain and the pleasant walk to the center of Town — location doesn't get better than this!

$499,000

2 beds1 bath1,122 sq ft

183 South St, Windham, NY 12496

Sub dividable • Unobstructed views • 1.4 acre lot

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to desti

$1,800,000

4 beds3.5 baths2,770 sq ft

26 Stonewall Ln, Windham, NY 12496

Custom bath vanities • Custom townhomes • Premium materials

Listing by Douglas Elliman Real Estate

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to desti

$2,050,000

5 beds4.5 baths3,150 sq ft

13 Stonewall Ln, Windham, NY 12496

Access to golf • Wellness amenities • Access to skiing

Listing by Douglas Elliman Real Estate

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Welcome to your private Catskills sanctuary. Perfectly positioned on Main Street in Windham, this unique property offers the ultimate flexible layout that lends itself to multiple situations: a multi-generational family compound, a premium vacation escape where friends and family can gather—while still enjoying their own private spaces, a pass through income property with excellent ROI and very low maintenance, or a combination of family home and income property! The Layout: Main Residence; A beautifully appointed duplex featuring a 3-bedroom, 2-bathroom unit and a separate 2-bedroom, 2-bathroom unit. Both units are totally and tastefully renovated to include modern comforts and Cats

$899,000

6 beds5 baths3,080 sq ft

5628 Route 23, Windham, NY 12496

Totally renovated • Flexible layout • 4.2 acre lot

Listing by Windstar Realty Group LLC, (607) 442-4000

ABOUT THIS HOME
Home with Basement for sale in Windham, NY:
Welcome to 177 Mill Street: Spectacular views, terrific location and a house ready for new owners and its next chapter! A classic chalet, this cozy home is just the right size - not too big, not too small. The main living area is as one might expect; tall ceilings accented by wood beams and an open floor plan combining living, dining and kitchen areas. Two sets of sliding doors open to the deck. Nestled against the woods, not only is the deck the perfect, peaceful spot to enjoy your morning coffee but it is also a great extension of the living area for outdoor dining and entertaining. Two bedrooms and a full bath complete this level. On the first floor, one finds another full bath, a b

$479,000

3 beds2 baths1,652 sq ft

177 Mill St, Windham, NY 12496

Open floor plan • Wood beams • Terrific location

Property at 49 Brainard Ridge Rd Unit 3a, Windham, NY 12496, 4 beds, 2.5 baths

$610,000

4 beds2.5 baths2,227 sq ft

49 Brainard Ridge Rd Unit 3a, Windham, NY 12496

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

$3,649,000

5 beds7 baths5,532 sq ft

6 White Way, Windham, NY 12496

Listing by Houlihan Lawrence Inc

Property at 5044 Ny-23, Windham, NY 12496, 4 beds, 2.5 baths

$399,000

4 beds2.5 baths1,227 sq ft

5044 Ny-23, Windham, NY 12496

Property at 21 French Park Ct Unit 7b, Windham, NY 12496, 2 beds, 2 baths

$389,000

2 beds2 baths1,392 sq ft

21 French Park Ct Unit 7b, Windham, NY 12496

Property at 200 & 212 Co Rd 40 Rd, Windham, NY 12496, 7 beds, 3 baths

$575,000

7 beds3 baths3,485 sq ft

200 & 212 Co Rd 40 Rd, Windham, NY 12496

Property at 208 Mill St, Windham, NY 12496, 6 beds, 5 baths

$2,650,000

6 beds5 baths4,730 sq ft

208 Mill St, Windham, NY 12496

Listing by Iconic Pros

Property at 13 Brainard Ridge Rd, Windham, NY 12496, 3 beds, 3 baths

$499,000

3 beds3 baths1,566 sq ft

13 Brainard Ridge Rd, 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

Based on information submitted to the MLS GRID as of Wed Aug 26 2026. 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.

Homes with Basements for Sale in Windham

There are currently 10 homes with basements for sale in Windham at a median listing price of $584K. 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 251 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, 2 townhouses, 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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