Two-Lot Mountain Retreat in Windham - 4-Bedroom Home on 2 Acres + Contiguous 1.5-Acre Buildable Lot | Endless Possibilities for Your Dream Escape or Investment Just two miles from the conveniences of Windham's charming Main Street—and only minutes from year-round recreation—this rare two-lot offering combines two separate parcels, each with its own SBL#, totaling 3.5 acres of beauty, privacy, and potential. The main residence, a beautifully maintained cedar-sided contemporary, sits on two manicured acres framed by classic stone walls and highlighted by a gorgeous stone patio, sweeping mountain views, and an attached two-car garage. Inside, rich dark-colored exposed beams and warm wood floors contrast against crisp white walls, creating a space that feels both bright and cozy. After a day outdoors, you can unwind by either the wood-burning fireplace or the wood stove, embracing the home's warm, welcoming atmosphere. The kitchen is designed for those who love to cook and entertain, offering stainless steel appliances, two built-in ovens, and two dishwashers—making it effortless to prepare meals for large gatherings and just as easy to clean up afterward. Doors from the kitchen and dining area open directly to the patio, allowing for seamless indoor/outdoor living and entertaining in every season. A partially finished, partially heated basement provides even more opportunity. Currently configured with a family room with radiator heat, a bathroom, and a bedroom heated by a portable electric unit, the space could easily be redesigned into a fully modern, heated lower level, with plumbing already in place for further updates. Adjacent to the main home is a contiguous 1.5-acre buildable lot with its own driveway off St. Clair Road, its own well (condition unknown), and pretty mountain views. This lot offers incredible versatility—keep the property as a single private retreat, build a second home to create a compound, or design a luxury short-term rental for additional income. For those not looking to build, the second lot could become an extension of your personal retreat—imagine installing a gorgeous in-ground pool, a hot tub, and an outdoor firepit to create the ultimate zen-inspired four-season escape. Two separate driveways, one with a stately gated entrance off Old Road, provide both convenience and privacy. The location is unbeatable. You are just five minutes from Christman's Public Golf Course, five minutes from skiing at Windham Mountain Resort, fifteen minutes from Hunter Mountain Resort, and fifteen minutes from swimming and kayaking at CD Lane Park. Scenic state hiking trails in Maplecrest are only fifteen to twenty minutes away and Zoom Flume Water Park is just a twenty-minute drive. Whether you envision a full-time residence, a weekend getaway, or an income-producing investment, this property offers unmatched versatility, natural beauty, and the rare ability to evolve with your vision. It is a true four-season destination, blending peaceful surroundings with easy access to all the Catskills have to offer.
Active
$749,000
122 Old Road, Windham, NY 12496
4beds
1,823sqft
Single Family Residence
Built in 1982
2 Acres Lot
$741,200 Zestimate®
$411/sqft
$-- HOA
What's special
Stately gated entranceAttached two-car garageGorgeous stone patioManicured acres
- 6 days
- on Zillow |
- 638 |
- 50 |
Zillow last checked: 7 hours ago
Listing updated: August 14, 2025 at 10:07am
Listing by:
Coldwell Banker Village GreenW 518-734-4200,
Regina Tortorella 914-466-0329,
Aaron Perer,
Coldwell Banker Village Green
Source: HVCRMLS,MLS#: 20253599

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Baseboard, Electric, Radiant
Appliances
- Included: Washer, Refrigerator, Range, Dryer, Double Oven, Dishwasher
Features
- Flooring: Carpet, Hardwood, Slate, Tile
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 1,823
- Total interior livable area: 1,823 sqft
- Finished area above ground: 1,823
- Finished area below ground: 150
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage Faces Side, Off Street, Carport
- Attached garage spaces: 2
- Has carport: Yes
Features
- Has spa: Yes
- Has view: Yes
- View description: Mountain(s), Park/Greenbelt, Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 2 Acres
Details
- Parcel number: 19460079004512
- Zoning: 01
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Asphalt, Wood Siding
Condition
- New construction: No
- Year built: 1982
Community & HOA
Community
- Features: Fitness Center
Location
- Region: Windham
Financial & listing details
- Price per square foot: $411/sqft
- Tax assessed value: $295,600
- Annual tax amount: $4,921
- Date on market: 8/11/2025
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