Vintage homes for sale & real estate in Thompson, CT

10 homes

Sort:

Recommended

OPEN SAT, 10AM TO 12PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Nearly 1,700 SF ranch offering a hard-to-find 1-bedroom in-law setup, all conveniently located on the first floor! The in-law space features its own full kitchen/living area, full bath with laundry, bedroom & separate entrance, providing excellent options for extended household needs. The main living area offers a spacious layout with an updated kitchen featuring granite counters, refreshed bath & fresh paint! Numerous updates include the roof, electrical service & more, making this home truly turnkey. Step outside to an enormous rear deck overlooking the flat backyard, perfect for relaxing or entertaining. The lower level offers substantial additional space & excell

$424,900

4 beds2 baths1,696 sq ft

Separate entrance • Full kitchen • Enormous rear deck

177 Sand Dam Rd, Thompson, CT 06277

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
~ * ~ BRING YOUR CREATIVITY ~ TOOL BOX & LONG TERM VISION to 303 RIVERSIDE DRIVE!! ~ * ~ . .. Although this Property Requires The "3 RRRs" Renovation, Repairs & Restoration . .. . It will be a Rewarding Opportunity for the Right Buyer!!!. .. Being Sold As-Is. .. .This Cape Style House comes with 4 Sprawling Acres of Wooded Privacy! Not to Mention the "Aged" wide Stonewall Borders!. .. The House offers 1,652 Square Feet of Living Space across 2 Floors ~ 4 Very Good Sized Bedrooms - 2 on Each Level!. . This Classic Layout has a Wood Fireplace, Dining Area and Sun Room!. . Oil Heat, Private Well & Private Septic (Recently inspected showing a functioning

$415,000

4 beds1 bath1,652 sq ft

Wooded privacy • Two story barn • Separate structure

303 Riverside Dr, Thompson, CT 06277

OPEN SAT, 11AM TO 12:30PM

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Set on a private, park-like . 84-acre property in North Grosvenordale, 29 Vandall Street is a truly distinctive 1958 ranch offering approximately 5,700 square feet of finished living space across two levels, with 5,794 gross square feet per tax records. The home features 3 bedrooms, 2 full baths, generous living spaces, central air, two fireplaces, town sewer, and a 35-panel solar system. The centerpiece is an impressive indoor swimming pool, creating a year-round space for recreation, relaxation, and entertaining. The spacious primary suite includes a walk-in closet and an expansive bath finished with distinctive Vermont Verde Antique Serpentine stone, featuring double sinks, a bidet, jett

$499,000

3 beds2 baths4,907 sq ft

Indoor swimming pool • Hidden compartments • Built-in bar

29 Vandall St, North Grosvenordale, CT 06255

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Step into the Quiet Corner's storied past at this beautifully renovated 1814 Greek Revival and Italianate farmhouse, set on nearly an acre in the heart of the Thompson Hill Historic District, a 550-acre National Register district anchored by the town green. This 4-bedroom, 3.5-bath antique colonial blends original detail with modern comfort, including a grand entry staircase, two fireplace-warmed sitting rooms, a formal dining room, and an eat-in kitchen with stainless appliances that walks out to a private deck. A main-floor bedroom and half bath add flexibility. Upstairs, three bedrooms, two with private ensuites, and a bonus parlor. Outside, a spacious 30x40, two-story, three-bay barn wi

$584,900

4 beds3.5 baths2,944 sq ft

Private deck • Eat in kitchen • Italianate farmhouse

369 Thompson Rd, Thompson, CT 06277

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Built solid with the intention of lasting, this 1950's Cape style home has received a full renovation just 3 years ago. Home has a modern feel with still remaining the vintage charm. Set on a 1/2 acre of land, this 3 bedroom 2 bathroom home is move-in ready. Newly installed hardwood floors throughout, home features a modern kitchen-granite counters, newer cabinets, island, & stainless steel appliances. The open living room & dining area are just off the kitchen, with access to a first floor full bathroom along with a pantry & laundry room. An additional family room with gleaming hardwood floors along with a wood burning fireplace is a potential first floor primary bedroom (

$489,900

3 beds2 baths1,840 sq ft

Newer cabinets • Full renovation • Modern kitchen

25 Watson Rd, Quinebaug, CT 06262

Property at 133 Church St, Thompson, CT 06277, 3 beds, 1.5 baths

$359,900

3 beds1.5 baths1,215 sq ft

133 Church St, Thompson, CT 06277

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

Property at 91 Church St, Thompson, CT 06277, 5 beds, 3.5 baths

$874,000

5 beds3.5 baths2,990 sq ft

91 Church St, Thompson, CT 06277

Property at 1232 Riverside Dr, North Grosvenordale, CT 06255, 2 beds, 1 bath

$385,000

2 beds1 bath1,161 sq ft

1232 Riverside Dr, North Grosvenordale, CT 06255

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

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

NEW 20 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Welcome to 10 Centennial Street! This charming 3-bedroom, 1-bath home offers a great combination of comfort, updates, and plenty of potential. Recent improvements include an updated roof, heating system, flooring, and appliances, giving the next owner a great head start. Inside, you'll find a comfortable and functional layout with plenty of opportunity to add your own personal touches and truly make the space your own. Whether you're a first-time buyer, downsizing, or looking for a home where you can build equity over time, this property offers lots of possibilities. An oversized detached two-car garage adds even more value, providing excellent space for parking, storage, a workshop, or hob

$293,000

3 beds1 bath956 sq ft

Updated roof • Heating system • Local amenities

10 Centennial St, Putnam, CT 06260

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Thompson, CT:
Discover the timeless charm and endless potential of this antique home in Woodstock located down the hill from Woodstock Academy. Situated on a lovely country road while remaining close to all amenities. Entering through the side door into a lovely sitting/dining area with fireplace that opens to the kitchen, which flows into a large living room, perfect for gathering family or entertaining. There is plenty of space for a home office or den too. Head upstairs where there are 4 spacious bedrooms, the primary having its own dressing room, along with 2 full baths. Lovely wood flooring throughout the home. Rich with character and antique details, this special property offers a wonderful opportu

$679,000

4 beds3 baths3,865 sq ft

Antique home • Dressing room • Sitting dining area

122 Child Hill Rd, Woodstock, CT 06281

ABOUT THIS HOME
Vintage Home for sale in Thompson, MA:
Welcome to 1 Freeman Ave, a unique opportunity in a peaceful Webster Lake neighborhood! Situated on approximately one-third of an acre at the end of a quiet dead-end street, this property offers a beautifully manicured lot filled with mature landscaping and plenty of outdoor space to enjoy. A large deck overlooks the backyard, creating the perfect spot for relaxing or entertaining. The oversized detached garage offers incredible storage, workshop space and exciting potential for future use, while an additional gravel driveway provides convenient parking for a boat, RV or recreational vehicles. An additional storage shed offers even more space. The home features 3 bedrooms, 1 bath, a firepla

$369,000

3 beds1 bath1,142 sq ft

Large deck • Mature landscaping • Manicured lot

1 Freeman Ave, Webster, MA 01570

ABOUT THIS HOME
Vintage Home for sale in Thompson, MA:
Presenting a distinguished 2-family property offering exceptional flexibility for buyers and investors alike. Unit 1 features a comfortable layout with 2 bedrooms and 1 full bath, currently tenant-occupied. Unit 2 offers 3 spacious bedrooms and 1 full bath, making it perfect for an owner-occupant looking to move right in or an investor seeking additional rental income. Situated in a desirable area with nearby water views, this home is being sold "as is. " Solar panels are leased and will transfer to the new owner upon sale. Schedule your private viewing today!

$439,999

5 beds2 baths1,680 sq ft

2 family property • Tenant occupied • Water views

47 Lakeside Ave, Webster, MA 01570

ABOUT THIS HOME
Vintage Home for sale in Thompson, MA:
Summer might be ending but Webster Lake continues to offer 4 seasons of fun and activities. Just a 2-minute walk to a state-owned public boat ramp and swim area, this property makes it easy to enjoy swimming, boating, kayaking, jet skiing, fishing, ice skating and so much more! Launch your boat, return your trailer to your place and a quick walk to the ramp avoids any parking or waiting!! This cute ranch style home offers 3 bedrooms and 2 baths! Master bedroom has its own bathroom. A nice back yard offers plenty of space for kids or pets. A spacious under-house walk out storage area is ideal for all of those lake toys, equipment, and more, while an outdoor shed provides additional storage

$324,900

3 beds2 baths1,266 sq ft

Back yard • Under-house storage • Public boat ramp

21 Freeman Ave, Webster, MA 01570

ABOUT THIS HOME
Vintage Home for sale in Thompson, MA:
Rare opportunity on highly sought-after WEBSTER LAKE! Located in the desirable Middle Pond area, this unique offering includes TWO SEPARATE and level waterfront PARCELS being sold together: 42 Point Pleasant Road and 0 Point Pleasant Road, for a total of 13,429 sq ft. Enjoy approximately 200 FEET OF COMBINED WATER FRONTAGE, situated on a point, with water bordering two sides of the property. The existing home and detached garage are located on two adjoining lots, creating tremendous potential opportunities for future use, subject to buyer due diligence and local approvals. The true value lies in preserving these parcels as one exceptional waterfront estate, offering a large and increasingly

$999,000

2 beds1 bath1,360 sq ft

65' of road frontage • Two separate parcels • 0.31 acre lot

42&0 Point Pleasant Rd, Webster, MA 01570

Property at 19-21 Mohegan St, Putnam, CT 06260, 6 beds, 1.5 baths

$449,900

6 beds1.5 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

$455,000

4 beds2 baths1,380 sq ft

22 Lakeside Ave, Webster, MA 01570

Property at 11 Cottage St, Putnam, CT 06260, 2 beds, 1 bath

$190,000

2 beds1 bath864 sq ft

11 Cottage St, Putnam, CT 06260

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

Property at 101 Child Hill Rd, Woodstock, CT 06281, 4 beds, 3 baths

$520,000

4 beds3 baths2,150 sq ft

101 Child Hill Rd, Woodstock, CT 06281

Vintage Homes for Sale in Thompson

There are currently 10 vintage homes for sale in Thompson at a median listing price of $430K. 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 24 days and receive 7 offers. This map is refreshed with the newest listings in Thompson every 15 minutes.

In the past month, 10 homes have been sold in Thompson. In addition to houses in Thompson, there was also 1 condo, 1 townhouse, and 3 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.

More real estate resources for Thompson, CT

Nearby Minor Civil Divisions

Cities

Nearby Minor Civil Divisions with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Thompson, CT

How to buy a house in Thompson, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Buy the right home at the right price near Thompson with a local Redfin real estate agent.

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.