Vintage homes for sale & real estate in Connecticut, CT

2,062 homes

Sort:

Recommended

Greenwich
Stamford
West Hartford
Westport
New Haven
Norwalk
Milford
Darien
Hartford
Ridgefield
Danbury
Trumbull
Bridgeport
Shelton
Stratford

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Location, location, location!! Welcome to this charming home nestled in the heart of Hamden! This well-maintained property offers a perfect blend of comfort and convenience with spacious living areas, abundant natural light, and a functional layout. Featuring 3 bedrooms and 3 bathrooms, the home is ideal for both relaxation and entertaining. Enjoy a private backyard perfect for gatherings, gardening, or simply unwinding outdoors. Located just minutes from shopping, dining, parks, and easy access to major highways, this property is a wonderful opportunity for homeowners or investors alike. Don't miss your chance to make this Hamden gem yours!

$430,000

3 beds3 baths1,538 sq ft

37 Quaker Rd, Hamden, CT 06517

Private backyard • Heart of hamden • 6,534 sq ft lot

OPEN SUN, 1PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This is a huge 3 family property on the East Side of Waterbury. Each unit has 3 bedrooms, 1 full bathroom, coin laundry and a porch. Tiles floors in every kitchen and bathroom. All have separate utilities. Owners electric meter is only for common area lights. First floor has a gas furnace for heat and other 2 floors have electric baseboards. All new water heaters. First floor almost completely remodeled in September 2025. This is a real turnkey investment.

$450,000

9 beds3 baths3,432 sq ft

181 Fairlawn Ave, Waterbury, CT 06705

6,098 sq ft lot • Built 1917 • Listed 2 days

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Turnkey 2-Family Perfect for Owner-Occupants or Investors Welcome to this completely remodeled 2-family home located on a quiet, residential street in New Britain. Nearly everything has been updated, making this a truly move-in-ready and low-maintenance opportunity. The first floor features a spacious 1-bedroom/1-bath layout with in-unit laundry, refinished hardwood floors, and a beautifully updated kitchen with granite countertops and new appliances. The second floor offers a generous 3-bedroom layout, 1 full bath, in-unit laundry, and another fully renovated granite kitchen with new appliances. Both units enjoy separate gas heat (boilers ~7 years old), separate hot water heaters (approx.

$375,000

4 beds2 baths2,508 sq ft

19 Madison St, New Britain, CT 06051

6,534 sq ft lot • Built 1900 • Listed 5 days

ABOUT THIS HOME
Vintage Home for sale in Connecticut, 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 • Listed 3 days

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Wonderful location in the Groton Bank National Historic District (no local regulations for historic character) Hillside water view of Thames River to the west and south. This owner occupied 3 unit has been happily occupied for 29 years. The roof was replaced in 2022, the boiler was replaced in 2025 and the electrical was updated shortly after the owner purchased in 1996. Close to EB, Pfizer and the Subbase. AS IS SALE. No government contracts. Stained glass at front door does not remain. Attic Bath added in without permit.

$359,000

3 beds3 baths2,069 sq ft

59 School St, Groton, CT 06340

Boiler was replaced • Roof was replaced • 0.26 acre lot

Property at 179 Kelsey St, New Britain, CT 06051, 7 beds, 3 baths

$555,000

7 beds3 baths3,828 sq ft

179 Kelsey St, New Britain, CT 06051

Property at 25 May St, Hartford, CT 06105, 7 beds, 3 baths

$429,900

7 beds3 baths3,588 sq ft

25 May St, Hartford, CT 06105

Property at 136 2nd St, Hamden, CT 06514, 4 beds, 2 baths

$359,000

4 beds2 baths2,204 sq ft

136 2nd St, Hamden, CT 06514

Property at 91 Strawberry Hill Ave Apt 636, Stamford, CT 06902, 2 beds, 1 bath

$280,000

2 beds1 bath875 sq ft

91 Strawberry Hill Ave Apt 636, Stamford, CT 06902

Property at 201 Prospect St, Ansonia, CT 06401, 3 beds, 1 bath

$275,000

3 beds1 bath968 sq ft

201 Prospect St, Ansonia, CT 06401

Property at 45 Frank St, New Haven, CT 06519, 6 beds, 3 baths

$419,999

6 beds3 baths2,120 sq ft

45 Frank St, New Haven, CT 06519

Property at 124 Bel Aire Cir, Windsor Locks, CT 06096, 3 beds, 1 bath

$299,900

3 beds1 bath960 sq ft

124 Bel Aire Cir, Windsor Locks, CT 06096

Property at 171 Edgewood St, Hartford, CT 06112, 6 beds, 3 baths

$495,000

6 beds3 baths3,960 sq ft

171 Edgewood St, Hartford, CT 06112

Property at 9 Cedar Dr, Cromwell, CT 06416, 3 beds, 1.5 baths

$475,000

3 beds1.5 baths1,617 sq ft

9 Cedar Dr, Cromwell, CT 06416

Property at 2453 Corbin Ave, New Britain, CT 06053, 3 beds, 1 bath

$329,111

3 beds1 bath1,092 sq ft

2453 Corbin Ave, New Britain, CT 06053

Property at 21 Rome Ave, Middletown, CT 06457, 3 beds, 1 bath

$259,900

3 beds1 bath1,344 sq ft

21 Rome Ave, Middletown, CT 06457

Property at 15 Utica St, Milford, CT 06461, 3 beds, 1 bath

$420,000

3 beds1 bath1,308 sq ft

15 Utica St, Milford, CT 06461

Property at 4 Van Zant Rd Unit A2, Norwalk, CT 06855, 1 bed, 1 bath

$210,000

1 bed1 bath555 sq ft

4 Van Zant Rd Unit A2, Norwalk, CT 06855

Property at 79 Helen Dr, New Britain, CT 06053, 3 beds, 1 bath

$333,700

3 beds1 bath1,152 sq ft

79 Helen Dr, New Britain, CT 06053

Property at 148 Rosette St, New Haven, CT 06519, 13 beds, 4 baths

$750,000

13 beds4 baths4,588 sq ft

148 Rosette St, New Haven, CT 06519

Property at 40 Harding Pl, New Haven, CT 06511, 6 beds, 3 baths

$499,900

6 beds3 baths3,520 sq ft

40 Harding Pl, New Haven, CT 06511

Property at 106 Barnes St, New Britain, CT 06052, 3 beds, 1 bath

$324,900

3 beds1 bath1,455 sq ft

106 Barnes St, New Britain, CT 06052

Property at 28 Tulip St, Bristol, CT 06010, 2 beds, 1.5 baths

$229,900

2 beds1.5 baths1,084 sq ft

28 Tulip St, Bristol, CT 06010

Property at 16 Catherine St, East Haven, CT 06512, 3 beds, 2 baths

$589,000

3 beds2 baths1,520 sq ft

16 Catherine St, East Haven, CT 06512

Property at 90 Midway Oval, Groton, CT 06340, 4 beds, 2 baths

$374,900

4 beds2 baths1,421 sq ft

90 Midway Oval, Groton, CT 06340

Property at 120 Gallup Hill Rd Apt 3C, Ledyard, CT 06339, 2 beds, 1 bath

$171,111

2 beds1 bath784 sq ft

120 Gallup Hill Rd Apt 3C, Ledyard, CT 06339

Property at 60 Maple St, East Hartford, CT 06118, 3 beds, 2 baths

$349,900

3 beds2 baths1,568 sq ft

60 Maple St, East Hartford, CT 06118

Property at 43 Pioneer Cir, Manchester, CT 06040, 4 beds, 2.5 baths

$345,000

4 beds2.5 baths1,776 sq ft

43 Pioneer Cir, Manchester, CT 06040

Property at 226 Seymour Ave, Derby, CT 06418, 5 beds, 3 baths

$580,000

5 beds3 baths3,027 sq ft

226 Seymour Ave, Derby, CT 06418

Property at 54 Downs St, Bristol, CT 06010, 4 beds, 3.5 baths

$489,900

4 beds3.5 baths2,816 sq ft

54 Downs St, Bristol, CT 06010

Property at 55 Plaza Ave, Waterbury, CT 06710, 10 beds, 3 baths

$489,900

10 beds3 baths3,733 sq ft

55 Plaza Ave, Waterbury, CT 06710

Property at 173 South St, Danbury, CT 06810, 4 beds, 2 baths

$635,000

4 beds2 baths1,928 sq ft

173 South St, Danbury, CT 06810

Property at 77 Wall St, Waterbury, CT 06705, 8 beds, 3 baths

$439,900

8 beds3 baths3,344 sq ft

77 Wall St, Waterbury, CT 06705

Property at 60 Olive St, Bridgeport, CT 06605, 3 beds, 1.5 baths

$389,990

3 beds1.5 baths1,320 sq ft

60 Olive St, Bridgeport, CT 06605

Property at 314 Norwich Ave, Taftville, CT 06380, 3 beds, 2.5 baths

$235,000

3 beds2.5 baths1,192 sq ft

314 Norwich Ave, Taftville, CT 06380

Property at 163 Echo Lake Rd, Watertown, CT 06795, 7 beds, 4 baths

$375,000

7 beds4 baths2,660 sq ft

163 Echo Lake Rd, Watertown, CT 06795

Property at 46 Hurlburt St, New Haven, CT 06519, 6 beds, 3 baths

$450,000

6 beds3 baths3,249 sq ft

46 Hurlburt St, New Haven, CT 06519

Property at 552 Laurel Hill Rd, Norwich, CT 06360, 2 beds, 1 bath

$385,000

2 beds1 bath1,064 sq ft

552 Laurel Hill Rd, Norwich, CT 06360

Property at 22 Sikorsky Pl, Stratford, CT 06614, 1 bed, 1 bath

$111,000

1 bed1 bath592 sq ft

22 Sikorsky Pl, Stratford, CT 06614

Property at 1244 Shepard Ave, Hamden, CT 06514, 5 beds, 2.5 baths

$695,000

5 beds2.5 baths2,213 sq ft

1244 Shepard Ave, Hamden, CT 06514

Property at 61 Tankerhoosen Rd, Vernon, CT 06066, 1 bed, 1 bath

$279,900

1 bed1 bath1,456 sq ft

61 Tankerhoosen Rd, Vernon, CT 06066

Viewing page 6 of 9

Based on information submitted to the MLS GRID as of Tue Dec 09 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Connecticut

There are currently 2062 vintage homes for sale in Connecticut. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Connecticut every 15 minutes.

Find your dream vintage homes in Connecticut 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 Connecticut are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Connecticut. If you're looking to sell your home in the Connecticut area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Connecticut with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Vintage homes for sale & real estate in Connecticut, CT

Vintage Homes for Sale in Connecticut

Popular Cities in Connecticut

Popular Searches in Connecticut, CT