
Land with Home for Sale in Thompson, Connecticut
309 Oleary Rd, Thompson, CT 06277
OFFERS DUE 5/30 8PM. Welcome to 309 O'Leary Rd in Thompson, CT, a spacious & versatile property offering 1,400+ SF of main-level living plus 1,000+ SF in the finished lower-level in-law apartment! The main level features a dramatic living room w/ soaring vaulted ceilings that opens to a bright 4-season sunroom, creating an impressive flow of natural light & usable living space. Step outside to the enormous composite deck overlooking the oversized backyard, babbling brook & corner lot setting, ideal for entertaining or relaxing. The main floor also offers 3 bedrooms, a full bath w/ tiled tub surround, & an eat-in kitchen w/ breakfast bar, tile flooring, large pantry & laundry area. The walkout lower level provides a full in-law setup w/ separate access, featuring 1 bedroom, living room, kitchen, den, full bath & laundry. Additional highlights include energy savings w/ solar, plenty of parking, 2-car garage, generous yard space & a great commuter location w/ access to Worcester, Boston, Providence & Hartford. Don't miss out on the beautiful home where pride of ownership shines throughout in a location thats hard to beat!
Location
- Street address
- 309 Oleary Rd
- County
- Windham County
- Zip code
- 06277
- Elevation
- 458 feet
Property details
- Acreage
- 2.03 acres
- Zoning
- RRAD
- MLS #
- CTMLS 24176516
- Posted
Property taxes
- 2026
- $5,730
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
- Franchise
- RE/MAX International
Lot
- Waterfront
- Yes
- Features
- Corner Lot, Level Lot, Lightly Wooded, Open Lot, Rolling, Secluded
Exterior
- Parking Spaces
- 8
- Pool
- Porch
- Features
- Sidewalk, Shed, Fruit Trees, Porch, Deck, Gutters, Stone Wall
Structure
- Style
- Ranch
- Basement
- Apartment, Full
- Water
- Private
- Heating
- Baseboard
Interior
- Room Count
- 10
- Rooms
- Basement, Bathroom x 2, Bedroom x 4
- Appliances
- Dishwasher, Electric Dryer, Microwave, Oven/Range, Refrigerator, Washer
- Features
- Auto Garage Door Opener, Open Floor Plan
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 26, 2026 | New listing | $479,900 | — | CTMLS |







































