Vintage homes for sale & real estate in Thompson, CT

11 homes

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OPEN SAT, 11AM TO 12:30PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Welcome home to this charming 3-bedroom ranch, thoughtfully updated while retaining much of its original character. Original hardwood floors, solid wood doors, and a classic fireplace add warmth and timeless appeal. The kitchen was updated in 2017 and features granite countertops and stainless steel appliances, while the bathroom has been completely remodeled during the current ownership. Additional updates include a new roof in 2025 and a new well pump in 2025. A Buderus boiler, leased solar panels, and generator-ready setup add efficiency and peace of mind. Conveniently located near I-395 and close to the Massachusetts and Rhode Island lines, this home offers an easy commute while providi

$354,000

3 beds1 bath880 sq ft

193 Sand Dam Rd, Thompson, CT 06277

Classic fireplace • Granite countertops • Solid wood doors

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Not often will you find a 2-family owner occupant or investment opportunity as well maintained, updated, & improved as this home. Unit A, to be delivered vacant, is a 3-bedroom 2-bathroom townhouse style unit. The kitchen was just full remodeled w/ quartz counters, new all wood cabinets, stainless steel appliances, recessed lighting, an eating space & a pantry. The living room features vinyl plan flooring along with a propane parlor stove. The first-floor primary bedroom also has a full bathroom site, just fully remodeled. On the second floor, two additional generous sized bedrooms and another full bathroom. Unit B, currently rented by family willing to remain, is a 3-bedroom 1 b

$409,900

6 beds3 baths2,111 sq ft

91 Riverside Dr, Thompson, CT 06277

Quartz counters • Recessed lighting • New wood cabinets

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Over 2,100 SF of beautifully updated living space awaits at 990 Riverside Drive! A welcoming farmer's porch adds to the curb appeal, while the home itself has been extensively renovated over the past approximately 10 years, including plumbing, electrical, HVAC with central air, insulation, kitchen, baths, flooring, paint and more. The spacious first floor offers a gorgeous kitchen with granite counters, abundant cabinetry, a new slider to the oversized deck and stairway leading to the upper level. An oversized dining room provides plenty of room for gatherings and entertaining, while the pellet stove offers an economical supplemental heat source. The enormous foyer offers incredible flexibi

$424,900

5 beds1.5 baths2,132 sq ft

990 Riverside Dr, North Grosvenordale, CT 06255

Oversized deck • Gorgeous kitchen • Whirlpool tub

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
HISTORIC CHARM MEETS VALUE ADD POTENTIAL in Connecticut's Quiet Corner! This distinctive multi family property offers 3 residential units plus a fourth space with commercial potential, and a fascinating history as Kenney's Store, a post office and train depot. Units 1, 2 and 3 feature spacious layouts, beautiful hardwood floors and timeless character. Two units offer 3 bedrooms, while the third offers 2 bedrooms. Unit 1 is currently configured as a 1-bedroom but can be converted back to a 2 or 3 bedroom layout. The property is ready to be repositioned, with one or two residential units requiring significant renovation and the former commercial space offering a true blank canvas for its next

$349,999

9 beds3.5 baths4,336 sq ft

6 Old Route 12, Thompson, CT 06277

Spacious layouts • Commercial potential • Large rooms

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Set on 19 picturesque acres in Thompson, this unique property offers tremendous flexibility for residential and equestrian use. Formerly used as a two-family home it provides options for single family, multi-generational living, farm staff, owner occupancy, or rental income. The home has been professionally cleaned, with major improvements already completed including a new roof, windows, garage doors, repointed chimney, serviced furnace, new dishwasher in the upper unit, refinished upstairs floors, repainted porch, and rebuilt deck. Kitchens and bathrooms offer an opportunity for additional cosmetic updating and personalization. Equestrian amenities are extensive, including a 12-stall main

$799,000

5 beds3.5 baths2,990 sq ft

91 Church St, Thompson, CT 06277

Two-family home • Equestrian use • 19 picturesque acres

Property at 29 Vandall St, North Grosvenordale, CT 06255, 3 beds, 2 baths

$499,000

3 beds2 baths4,907 sq ft

29 Vandall St, North Grosvenordale, CT 06255

Property at 7 June Ave S, Thompson, CT 06277, 2 beds, 1 bath

$625,000

2 beds1 bath3,050 sq ft

7 June Ave S, Thompson, CT 06277

Property at 1-5 Mountain Hill Rd, North Grosvenor Dale, CT 06255, 6 beds, 3 baths

$499,900

6 beds3 baths1,296 sq ft

1-5 Mountain Hill Rd, North Grosvenor Dale, CT 06255

Property at 25 Watson Rd, Quinebaug, CT 06262, 3 beds, 2 baths

$464,900

3 beds2 baths1,840 sq ft

25 Watson Rd, Quinebaug, CT 06262

Property at 983 Riverside Dr, North Grosvenordale, CT 06255, 5 beds, 2 baths

$325,000

5 beds2 baths2,040 sq ft

983 Riverside Dr, North Grosvenordale, CT 06255

Property at 362 Thompson Rd, Thompson, CT 06277, 7 beds, 3.5 baths

$749,900

7 beds3.5 baths4,231 sq ft

362 Thompson Rd, Thompson, CT 06277

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OPEN SAT, 11AM TO 12:30PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Thompson, MA:
Charming cape with Webster Lake appeal! Discover the perfect blend of comfort, character, and convenience in this adorable three-bedroom home just minutes from beautiful Webster Lake. Step inside to find a flexible floor plan with plenty of possibilities, whether you're looking for space to entertain, work from home, or simply unwind. The spacious second-floor primary bedroom offers a cozy retreat, while the main level provides versatile living spaces to fit your needs. A bright and inviting sunroom is a standout feature, offering the perfect spot for morning coffee, a good book, or enjoying the changing New England seasons. Full of classic Cape charm and ideally situated near Webster Lake,

$359,000

3 beds1 bath1,575 sq ft

305 Thompson Rd, Webster, MA 01570

Outdoor recreation • Lake-area living • Flexible floor plan

OPEN TODAY, 5PM TO 6:30PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Thompson, MA:
Welcome to 418 Dresser Hill Rd, a tastefully updated classic Cape on nearly 2 acres with sweeping views of open farmland! Inside, the renovated kitchen features stunning leathered granite countertops, white solid-wood Shaker cabinetry, stainless steel appliances (only 3 years old), a gas range, and a 4-seat breakfast bar. An oversized window frames the sprawling backyard, ready for gardening, play, or simply spreading out. The wonderfully flexible floor plan gives buyers plenty of options. Just off the kitchen, a generous dining room is ready for memorable holiday dinners (currently used as a bedroom). Down the hall, a charming bay window floods the living room with sunlight, making it idea

$525,000

3 beds2 baths1,983 sq ft

418 Dresser Hill Rd, Dudley, MA 01571

Oversized window • 4-seat breakfast bar • Renovated kitchen

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Welcome to 82 Little Pond Road in Woodstock, CT! This charming 3-bedroom, 1-bath ranch offers the convenience of single-level living on a . 64-acre lot. With approximately 1,100 square feet of living space, this home features hardwood flooring, a cozy fireplace, and a functional floor plan. The full basement provides additional storage space and includes a one-car garage. Situated in a peaceful setting, the property offers a spacious yard with room to enjoy the outdoors. While the home could benefit from some updating and a little TLC, it presents a wonderful opportunity for buyers looking to add their personal touches and make it their own. With plenty of potential and a desirable Woodstoc

$299,900

3 beds1 bath1,100 sq ft

82 Little Pond Rd, Woodstock, CT 06281

Hardwood flooring • Spacious yard • Single level living

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Opportunity awaits at 488 School Street in Putnam! Built in 1930, this home offers 6 rooms, including 3 bedrooms and 1.5 baths, set on a . 41-acre lot. Features include a detached one-car garage, full unfinished basement, mudroom, and a woodstove that can provide an alternative heat source and help offset today's high heating costs. While the home is dated and would benefit from cosmetic updates, it remains livable and move-in ready, offering buyers the chance to make improvements over time and add their own personal touches. The exterior has areas of peeling paint that will need attention and may limit financing options, so buyers should consult with their lender regarding property conditi

$270,000

3 beds1.5 baths1,154 sq ft

488 School St, Putnam, CT 06260

Woodstove • Mudroom • 0.41 acre lot

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Beautifully charming and beaming with character is this very spacious 2-family duplex; a rare find in Woodstock! This home is not your typical duplex and has a great floor plan in each unit. Perfect for an owner that wants to occupy a lovely home in a great location. Also nice for investors because the nicely updated and generously-sized units, each with their own laundry on the main floors, brings a higher rental income! The very large main house has attractive character, 4 large bedrooms, 2 full bathrooms, a dreamy updated kitchen with open floor plan to living room and dining areas. A first floor 4th bedroom and a laundry room on the main floor is large enough to be a 5th bedroom or offi

$499,900

6 beds3 baths3,214 sq ft

9 Ellen Ln, Woodstock, CT 06281

Large open den • 2 family duplex • Updated kitchen

OPEN THU, 5PM TO 6:30PM

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
There's something especially inviting about a home with room to settle in, spread out, and make it your own. Set on . 89 acres, this charming 1941 property offers three bedrooms, two full bathrooms, and hardwood floors throughout much of the interior. Decorative wood cornices above the living and dining room windows add a touch of character, while the enclosed front porch creates a cheerful entrance. A sliding door in the kitchen provides access to the spacious, tiered deck overlooking the backyard, an easy spot for summer dinners, weekend barbecues, or simply enjoying the view. Laundry is conveniently situated in the second-floor bathroom. Outside, there is plenty of space to garden, play,

$330,000

3 beds2 baths1,344 sq ft

178 Farrows St, Putnam, CT 06260

Spacious tiered deck • Enclosed front porch • 0.89 acre lot

Property at 291-293 School St, Putnam, CT 06260, 7 beds, 4 baths

$449,900

7 beds4 baths3,337 sq ft

291-293 School St, Putnam, CT 06260

Property at 500 Route 169, Woodstock, CT 06281, 5 beds, 3.5 baths

$779,000

5 beds3.5 baths2,467 sq ft

500 Route 169, Woodstock, CT 06281

Property at 225 Woodstock Ave, Putnam, CT 06260, 4 beds, 2 baths

$399,900

4 beds2 baths1,897 sq ft

225 Woodstock Ave, Putnam, CT 06260

Property at 110 Church St, Putnam, CT 06260, 7 beds, 2.5 baths

$475,000

7 beds2.5 baths3,071 sq ft

110 Church St, Putnam, CT 06260

Property at 15 Warsaw Ave, Dudley, MA 01571, 3 beds, 1 bath

$350,000

3 beds1 bath1,225 sq ft

15 Warsaw Ave, Dudley, MA 01571

Property at 122 Child Hill Rd, Woodstock, CT 06281, 4 beds, 3 baths

$679,000

4 beds3 baths3,865 sq ft

122 Child Hill Rd, Woodstock, CT 06281

Property at 10 Centennial St, Putnam, CT 06260, 3 beds, 1 bath

$289,000

3 beds1 bath956 sq ft

10 Centennial St, Putnam, CT 06260

Property at 47 Lakeside Ave, Webster, MA 01570, 5 beds, 2 baths

$439,999

5 beds2 baths1,680 sq ft

47 Lakeside Ave, Webster, MA 01570

Property at 19-21 Mohegan St, Putnam, CT 06260, 6 beds, 3.5 baths

$444,900

6 beds3.5 baths2,354 sq ft

19-21 Mohegan St, Putnam, CT 06260

Property at 31 Mill St, Putnam, CT 06260, 5 beds, 3 baths

$435,000

5 beds3 baths2,392 sq ft

31 Mill St, Putnam, CT 06260

Property at 22 Lakeside Ave, Webster, MA 01570, 4 beds, 2 baths

$452,500

4 beds2 baths1,380 sq ft

22 Lakeside Ave, Webster, MA 01570

Property at 45 Point Pleasant Rd, Webster, MA 01570, 2 beds, 2 baths

$844,900

2 beds2 baths1,680 sq ft

45 Point Pleasant Rd, Webster, MA 01570

Property at 70 Walnut St, Putnam, CT 06260, 5 beds, 2 baths

$325,000

5 beds2 baths1,998 sq ft

70 Walnut St, Putnam, CT 06260

Property at 25 Quinebaug Rd, Dudley, MA 01571, 4 beds, 2 baths

$409,900

4 beds2 baths2,229 sq ft

25 Quinebaug Rd, Dudley, MA 01571

Vintage Homes for Sale in Thompson

There are currently 11 vintage homes for sale in Thompson at a median listing price of $427K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Thompson stay on the market for 42 days and receive 1 offers. This map is refreshed with the newest listings in Thompson every 15 minutes.

In the past month, 12 homes have been sold in Thompson. In addition to houses in Thompson, there was also 1 condo, 1 townhouse, and 4 multi-family units for sale in Thompson last month. Find your dream home in Thompson 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 Thompson are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Thompson. If you're looking to sell your home in the Thompson area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Thompson with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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