Vintage homes for sale & real estate in Tolland County, CT

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ABOUT THIS HOME
Vintage Home for sale in Tolland County, CT:
Welcome to 237 Upper rd! This 3 family has been lovingly maintained and is ready for it's next owner. One tenant is month to month, the other two expire in 2026. Perfect for owner occupied or an investor! All apartments have separate utilities and heating systems as well as public sewer for easy maintenance. Located in Staffordville and within walking distance to Staffordville Lake Beach and playground area, it is easy access to Mass border as well as I-84 and UCONN areas. Apartment C is 3 bedrooms with 1.5 baths. Apartment B has a beautiful loft area with exposed beams and is a 1 bedroom/possibly 2, and Apartment A is a ground floor 2 bedroom 1 bath apartment. Recent improvements include n

$485,000

6 beds3.5 baths2,745 sq ft

237 Upper Rd, Stafford Springs, CT 06076

0.93 acre lot • Built 1880

ABOUT THIS HOME
Vintage Home for sale in Tolland County, CT:
Welcome to 17 Spruce Street, a charming 3-bedroom, 1.5-bath Vermont-style home with a unique history as the former residence of artist Charles Ethan Porter . Enjoy a sloping backyard with lovely views of Vernon and a peaceful setting on a quiet dead-end street. Conveniently located within walking distance to Henry Park, this home offers classic New England character in a desirable location. Septic passed July 2025 extra room over garage. Owner has Dogs

$325,000

3 beds1.5 baths1,078 sq ft

17 Spruce St, Vernon, CT 06066

1 acre lot • 2 garage spots • Built 1925

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Tolland County, CT:
Welcome to this charming 905 sq ft, move-in-ready home located in a wonderful, established neighborhood. Set on a . 41-acre level lot, this property offers space, comfort, and convenience. Inside, you'll find a first-floor bedroom, a cozy dining room, and a well-appointed kitchen with plenty of natural light. The layout is warm and functional, perfect for everyday living. Outside, enjoy the benefits of a 1-car garage and a beautiful yard ideal for gardening, gatherings, or simply relaxing. A lovely home in a great location - ready for its next chapter. Dining room is currently being used as a bedroom.

$260,000

2 beds1 bath905 sq ft

37 Carpenter Rd, Bolton, CT 06043

1 car garage • Beautiful yard • First floor bedroom

ABOUT THIS HOME
Vintage Home for sale in Tolland County, CT:
Discover the charm and potential of this single-family antique farmhouse, set on a large and private lot that offers peace, space, and classic New England character. This unique property features an oversized two-car garage and updated mechanicals, giving you a strong head start as you bring your vision to life. Inside, you'll find timeless details, including a beautiful fireplace, custom built-ins, and the warm character only an antique home can offer. While the property does need work and is being sold as is, it presents a rare opportunity for those looking to restore and personalize a historic home. Outdoor enthusiasts will love the convenient location-just moments from the local recreat

$349,900

3 beds1.5 baths1,828 sq ft

78 Hennequin Rd, Columbia, CT 06237

Large private lot • Updated mechanicals • Custom built-ins

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Tolland County, CT:
Not your traditional home but offering a lifestyle and convenience all of its own. The main floor has the kitchen with an island, and a sunny living room with views of the Tankerhoosen pond. There is a First floor 14.10 X 9.9 three season room that the sellers are using as a primary bedroom that is heated by just leaving the door open. There is a French door to the deck. The lower level has a bedroom, a den and an area presently used as an office. 2-minute drive to the highway, 5-minute drive to shopping for almost anything you may need!

$279,900

1 bed1 bath1,456 sq ft

61 Tankerhoosen Rd, Vernon, CT 06066

0.34 acre lot • Built 1900 • Listed 2 days

Property at 34 Davis Ave, Vernon, CT 06066, 3 beds, 2.5 baths

$189,900

3 beds2.5 baths2,606 sq ft

34 Davis Ave, Vernon, CT 06066

Property at 310 South Rd, Somers, CT 06071, 5 beds, 2.5 baths

$425,000

5 beds2.5 baths2,845 sq ft

310 South Rd, Somers, CT 06071

Property at 26 Mary Ln, Vernon, CT 06066, 4 beds, 2 baths

$365,000

4 beds2 baths2,004 sq ft

26 Mary Ln, Vernon, CT 06066

Property at 192 Leonard Rd, Stafford Springs, CT 06076, 3 beds, 2 baths

$635,000

3 beds2 baths1,282 sq ft

192 Leonard Rd, Stafford Springs, CT 06076

Property at 89 Maple St, Ellington, CT 06029, 4 beds, 2.5 baths

$490,000

4 beds2.5 baths2,636 sq ft

89 Maple St, Ellington, CT 06029

Property at 219 Reynolds Dr, Coventry, CT 06238, 5 beds, 2.5 baths

$350,000

5 beds2.5 baths2,083 sq ft

219 Reynolds Dr, Coventry, CT 06238

Property at 240 Merrow Rd, Coventry, CT 06238, 3 beds, 2 baths

$349,900

3 beds2 baths1,806 sq ft

240 Merrow Rd, Coventry, CT 06238

Property at 109 Mountain Spring Rd, Tolland, CT 06084, 3 beds, 2 baths

$369,900

3 beds2 baths1,642 sq ft

109 Mountain Spring Rd, Tolland, CT 06084

Property at 32 Christopher Dr, Vernon, CT 06066, 3 beds, 2 baths

$344,900

3 beds2 baths1,920 sq ft

32 Christopher Dr, Vernon, CT 06066

Property at 198 Forest Rd, Coventry, CT 06238, 2 beds, 1.5 baths

$349,000

2 beds1.5 baths1,552 sq ft

198 Forest Rd, Coventry, CT 06238

Property at 83 Morin Ave, Coventry, CT 06238, 2 beds, 1 bath

$259,000

2 beds1 bath720 sq ft

83 Morin Ave, Coventry, CT 06238

Property at 360 Sam Green Rd, Coventry, CT 06238, 3 beds, 1 bath

$309,900

3 beds1 bath968 sq ft

360 Sam Green Rd, Coventry, CT 06238

Property at 105 Cidermill Rd, Bolton, CT 06043, 3 beds, 2 baths

$359,000

3 beds2 baths1,075 sq ft

105 Cidermill Rd, Bolton, CT 06043

Property at 322 Crystal Lake Rd, Tolland, CT 06084, 2 beds, 1 bath

$189,900

2 beds1 bath780 sq ft

322 Crystal Lake Rd, Tolland, CT 06084

Property at 124 River Rd, Willington, CT 06279, 5 beds, 2 baths

$320,000

5 beds2 baths2,883 sq ft

124 River Rd, Willington, CT 06279

Property at 10 Lakeview Park, Columbia, CT 06237, 4 beds, 1.5 baths

$329,900

4 beds1.5 baths1,802 sq ft

10 Lakeview Park, Columbia, CT 06237

Property at 63 Maple Ridge Dr, Somers, CT 06071, 4 beds, 2 baths

$349,900

4 beds2 baths1,382 sq ft

63 Maple Ridge Dr, Somers, CT 06071

Property at 104 Cemetary Rd, Vernon, CT 06066, 4 beds, 2 baths

$309,900

4 beds2 baths1,616 sq ft

104 Cemetary Rd, Vernon, CT 06066

Property at 24 Ash St, Stafford Springs, CT 06076, 2 beds, 1 bath

$325,000

2 beds1 bath840 sq ft

24 Ash St, Stafford Springs, CT 06076

Property at 115 W Stafford Rd, Stafford Springs, CT 06076, 4 beds, 1.5 baths

$424,777

4 beds1.5 baths1,437 sq ft

115 W Stafford Rd, Stafford Springs, CT 06076

Property at 864 Boston Tpke, Coventry, CT 06238, 3 beds, 1 bath

$225,000

3 beds1 bath1,330 sq ft

864 Boston Tpke, Coventry, CT 06238

Property at 105 Leonard Rd, Stafford Springs, CT 06076, 4 beds, 2 baths

$325,000

4 beds2 baths1,800 sq ft

105 Leonard Rd, Stafford Springs, CT 06076

Property at 4 Leonard Rd, Stafford Springs, CT 06076, 4 beds, 1.5 baths

$339,900

4 beds1.5 baths1,840 sq ft

4 Leonard Rd, Stafford Springs, CT 06076

Property at 222 Mountain Rd, Ellington, CT 06029, 4 beds, 2 baths

$330,000

4 beds2 baths1,287 sq ft

222 Mountain Rd, Ellington, CT 06029

Property at 35 Birch Trl, Coventry, CT 06238, 2 beds, 1 bath

$299,900

2 beds1 bath1,073 sq ft

35 Birch Trl, Coventry, CT 06238

Property at 66 Village St, Vernon, CT 06066, 7 beds, 3.5 baths

$219,999

7 beds3.5 baths2,988 sq ft

66 Village St, Vernon, CT 06066

Property at 4 Clinton St, Stafford Springs, CT 06076, 3 beds, 2 baths

$299,900

3 beds2 baths1,246 sq ft

4 Clinton St, Stafford Springs, CT 06076

Property at 58 Maple St, Ellington, CT 06029, 2 beds, 1.5 baths

$624,900

2 beds1.5 baths1,674 sq ft

58 Maple St, Ellington, CT 06029

Property at 138 Main St, Somers, CT 06071, 4 beds, 3.5 baths

$475,000

4 beds3.5 baths2,992 sq ft

138 Main St, Somers, CT 06071

Property at 105 School Rd, Bolton, CT 06043, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths4,465 sq ft

105 School Rd, Bolton, CT 06043

Property at 140 Union St, Vernon, CT 06066, 4 beds, 1.5 baths

$290,000

4 beds1.5 baths2,011 sq ft

140 Union St, Vernon, CT 06066

Property at 17 Ireland Dr, Coventry, CT 06238, 3 beds, 2 baths

$379,900

3 beds2 baths1,682 sq ft

17 Ireland Dr, Coventry, CT 06238

Property at 714 Tolland Stage Rd, Tolland, CT 06084, 4 beds, 2.5 baths

$479,900

4 beds2.5 baths3,064 sq ft

714 Tolland Stage Rd, Tolland, CT 06084

Property at 23 East St, Stafford Springs, CT 06076, 4 beds, 2 baths

$420,000

4 beds2 baths2,308 sq ft

23 East St, Stafford Springs, CT 06076

Property at 21 Howard Rd, Union, CT 06076, 7 beds, 6 baths

$2,750,000

7 beds6 baths7,396 sq ft

21 Howard Rd, Union, CT 06076

Property at 934 Storrs Rd, Storrs Mansfield, CT 06268, 6 beds, 3.5 baths

$424,900

6 beds3.5 baths1,899 sq ft

934 Storrs Rd, Storrs Mansfield, CT 06268

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Vintage Homes for Sale in Tolland County

There are currently 56 vintage homes for sale in Tolland County at a median listing price of $399K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Tolland County stay on the market for 38 days and receive 5 offers. This map is refreshed with the newest listings in Tolland County every 15 minutes.

In the past month, 114 homes have been sold in Tolland County. In addition to houses in Tolland County, there were also 50 condos, 1 townhouse, and 13 multi-family units for sale in Tolland County last month. Find your dream home in Tolland County 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 Tolland County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Tolland County. If you're looking to sell your home in the Tolland County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Tolland County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Vintage homes for sale & real estate in Tolland County, CT

Vintage Homes for Sale in Tolland County

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