About 158 Bristol Road
Discover the perfect blend of privacy, modern comfort, and endless possibilities on this exceptional 75.47-acre country retreat featuring trails, a scenic pond with westerly views, and breathtaking Catskill Mountain views. Whether you envision a private estate, recreational getaway, or family compound, this remarkable property offers an unparalleled opportunity. The updated single-level ranch is move-in ready and features central air conditioning, a spacious eat-in kitchen, an updated bath with a walk-in shower, and a full, dry basement with laundry and abundant storage. Live comfortably while you build your dream home overlooking the pond and mountain views, then transform the ranch into a guest house, caretaker's residence, or income-producing rental. Adding to the property's versatility are two impressive barns. Adjacent to the home is a charming 2,000-square-foot circa-1910 barn, full of timeless character and ideal for equipment, storage, or workshop space. At the highest point of the property sits a 4,000-square-foot pole barn, built in 2021, featuring three oversized bays, a loft, office space, water, its own well, and radiant heated floors--perfect for car collectors, RV or camper storage, tractors, recreational vehicles, or a home-based business. Despite its peaceful, private setting, this extraordinary property is conveniently located just 10 minutes from the charming Village of Chatham, approximately 20 minutes to Tanglewood and area skiing, and only 35 minutes to Albany International Airport.
Features of 158 Bristol Road
| MLS® # | 20264263 |
|---|---|
| Price | $1,820,000 |
| Bedrooms | 2 |
| Bathrooms | 1.00 |
| Full Baths | 1 |
| Square Footage | 816 |
| Acres | 75.47 |
| Year Built | 1970 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Ranch |
| Status | Active |
Community Information
| Address | 158 Bristol Road |
|---|---|
| Area | Canaan |
| City | Canaan |
| County | Columbia |
| State | NY |
| Zip Code | 12029 |
Amenities
| Utilities | Propane |
|---|---|
| View | Mountain(s), Pond |
| Is Waterfront | No |
Interior
| Appliances | Dryer, Dishwasher, Electric Range, Refrigerator, Washer |
|---|---|
| Heating | Forced Air |
| Cooling | Central Air |
| Has Basement | Yes |
| Basement | Concrete, Full, Interior Entry |
| Fireplace | No |
Exterior
| Exterior Features | Rain Gutters |
|---|---|
| Lot Description | Agricultural, Gentle Sloping, Pond on Lot, Private, Views, Wooded |
| Foundation | Concrete Perimeter |
School Information
| District | New Lebanon Central Schools |
|---|
Additional Information
| Date Listed | July 27th, 2026 |
|---|---|
| Days on Market | 55 |
| Zoning | Residential |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Agent | Melissa Dimassimo |
|---|---|
| Office | Stone House Properties, LLC |