
Land with Home for Sale in Chaplin, Connecticut
58 Tower Hill Rd, Chaplin, CT 06235
Country Roads, Take Me Home! Tucked away in a peaceful setting just a short walk to downtown Chaplin Village, this unique and charming antique home blends historic character with surprisingly spacious, light-filled living. Oversized rooms, hardwood floors, and abundant built-ins showcase the home's timeless appeal, while the flexible layout offers endless possibilities. The inviting country-style eat-in kitchen is the heart of the home, complemented by a large den/sitting room or possible dining room, perfect for gatherings, along with a warm and welcoming living room filled with antique charm. A first-floor primary bedroom adds convenience, while the expansive rear addition offers incredible versatility - ideal for a luxurious primary suite, in-law setup, or an impressive great room. Outside, enjoy 2.9 acres of peaceful Chaplin charm featuring beautiful stone walls, a relaxing back patio, and a workshop with 50-amp service. Full of warmth, history, and opportunity, this special property is ready to welcome you home.
Location
- Street address
- 58 Tower Hill Rd
- County
- Windham County
- Community
- Tower Hill
- Elevation
- 409 feet
Directions
RT 198 to Chaplin St. to Tower Hill Road.
Property details
- Acreage
- 2.9 acres
- Zoning
- RA
- MLS #
- CTMLS 24178105
- Posted
Property taxes
- 2026
- $6,072
Parcels
- CT-024-73-12
Details and features
Listing
- Type
- Residential
- Franchise
- Independent
Lot
- Features
- Lightly Wooded, Sloping Lot
Exterior
- Parking Spaces
- 5
- Pool
- Patio
- Features
- Shed, Porch, Deck, Garden Area, Covered Deck, Patio
Structure
- Basement
- Concrete, Partial, Sump Pump
- Water
- Private
- Heating
- Hot Water
- Cooling
- Window Unit(s)
Interior
- Room Count
- 7
- Rooms
- Basement, Bathroom x 2, Bedroom x 3
- Fireplaces
- Yes
- Appliances
- Dishwasher, Oven/Range, Refrigerator
- Features
- Cable-Available
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 26, 2026 | New listing | $399,000 | — | CTMLS |






































