Vintage homes for sale & real estate in Connecticut, CT

3,157 homes + 2 early access

Sort:

Recommended

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

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Opportunity awaits! This spacious Colonial offers 3 bedrooms, 3 full bathrooms, and 1 half bath, with a generous floor plan featuring a living room, dining room, and kitchen. Additional highlights include central air, natural gas heating, and a private backyard. Conveniently located near shopping, restaurants, entertainment, and major highways. The property requires repairs and updating, including addressing existing water damage, making it an excellent opportunity for investors, contractors, or buyers looking to build equity. Bring your vision and unlock this home's potential! Property is being sold as-is.

$499,000

3 beds3.5 baths1,932 sq ft

231 Orland St, Bridgeport, CT 06605

Natural gas heating • Private backyard • Central air

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Five units, nearly 5,000 square feet and unmistakable Victorian character: 40 Allen Place is a standout Hartford investment opportunity near Trinity College and Connecticut Children's Medical Center. A striking exterior sets the stage for a property with hardwood floors, generous living spaces and an apartment mix that gives each unit its own appeal. The approximately 4,974 square foot building includes a separate studio and an expansive unit spanning two floors, with a third bedroom and attached full bath that adds valuable flexibility to the layout. Separately metered electricity and rear off street parking bring practical advantages to this distinctive five family property. Four units ar

$579,999

9 beds6 baths4,974 sq ft

40 Allen Pl, Hartford, CT 06106

Victorian character • Expansive unit • Separate studio

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to this 3313 sq ft Home! Perfect for everyone! Discover this spacious Two-Family house featuring 3313 sq ft of living space and a finished third floor offering additional living space and versatility. This home has an excellent potential. Ideal for owner-occupants or investors. Conveniently located near public transportation, park, shopping area and major highways. Schedule your showing today!

$580,000

6 beds3 baths4,551 sq ft

1172-1174 Iranistan Ave, Bridgeport, CT 06605

Finished third floor • Two-family house • Shopping area

OPEN TODAY, 10AM TO 11:30AMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This is where old-world charm meets thoughtful modern updates! From the moment you arrive, the foyer makes a memorable first impression, offering a warm and inviting introduction to the character and charm found throughout the home. Enjoy your morning coffee on the front porch or unwind in the evening and take in the peaceful surroundings. Inside, the home blends timeless character with updates designed for today's lifestyle. Featuring four bedrooms plus a versatile bonus fifth space, there is room to accommodate a variety of needs, whether you're looking for additional sleeping space, a home office, or a flex room. The home has been updated with a newer roof, a new hot water heater, update

$349,000

4 beds2 baths1,588 sq ft

23 Bentley Ave, Norwich, CT 06360

Newer roof • Front porch • New flooring

OPEN TODAY, 11AM TO 12:30PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, 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

Property at 329 Washington St, Norwich, CT 06360, 4 beds, 2 baths

$310,000

4 beds2 baths2,132 sq ft

329 Washington St, Norwich, CT 06360

Property at 30 Morgan St, Uncasville, CT 06382, 2 beds, 1 bath

$305,000

2 beds1 bath864 sq ft

30 Morgan St, Uncasville, CT 06382

Property at 43-45 Helen St, Fairfield, CT 06824, 7 beds, 3 baths

$1,299,000

7 beds3 baths1,890 sq ft

43-45 Helen St, Fairfield, CT 06824

Property at 50-52 Lawrence St #2, Hartford, CT 06106, 3 beds, 2 baths

$119,900

3 beds2 baths1,030 sq ft

50-52 Lawrence St #2, Hartford, CT 06106

Property at 28 Pleasant Ave, East Haven, CT 06512, 4 beds, 2 baths

$449,000

4 beds2 baths1,509 sq ft

28 Pleasant Ave, East Haven, CT 06512

Property at 267 Kings Hwy, North Haven, CT 06473, 2 beds, 1 bath

$460,000

2 beds1 bath1,874 sq ft

267 Kings Hwy, North Haven, CT 06473

Property at 52 Terrace St, New Haven, CT 06512, 4 beds, 2 baths

$499,900

4 beds2 baths1,844 sq ft

52 Terrace St, New Haven, CT 06512

Property at 550 Maple St, Wethersfield, CT 06109, 5 beds, 2 baths

$595,000

5 beds2 baths3,188 sq ft

550 Maple St, Wethersfield, CT 06109

Property at 2 Peggy Ln, Norwich, CT 06360, 4 beds, 3 baths

$369,000

4 beds3 baths2,440 sq ft

2 Peggy Ln, Norwich, CT 06360

Property at 351 Johnson Ave, Stratford, CT 06614, 4 beds, 2.5 baths

$560,000

4 beds2.5 baths1,964 sq ft

351 Johnson Ave, Stratford, CT 06614

Property at 794 Matianuck Ave, Windsor, CT 06095, 3 beds, 1 bath

$320,000

3 beds1 bath1,504 sq ft

794 Matianuck Ave, Windsor, CT 06095

Property at 53 Laurel Rd, Windsor Locks, CT 06096, 2 beds, 1 bath

$279,000

2 beds1 bath1,075 sq ft

53 Laurel Rd, Windsor Locks, CT 06096

Property at 17 Edgewood Ave, Waterbury, CT 06706, 3 beds, 2 baths

$374,900

3 beds2 baths1,194 sq ft

17 Edgewood Ave, Waterbury, CT 06706

Property at 325 Savin Ave, West Haven, CT 06516, 4 beds, 2 baths

$575,000

4 beds2 baths1,821 sq ft

325 Savin Ave, West Haven, CT 06516

Property at 19 Walnut St, Winsted, CT 06098, 4 beds, 2.5 baths

$285,000

4 beds2.5 baths2,868 sq ft

19 Walnut St, Winsted, CT 06098

Property at 15-17 Robert Ct, Stamford, CT 06902, 6 beds, 3 baths

$900,000

6 beds3 baths2,982 sq ft

15-17 Robert Ct, Stamford, CT 06902

Property at 1267 South St, Suffield, CT 06078, 5 beds, 2.5 baths

$450,000

5 beds2.5 baths1,882 sq ft

1267 South St, Suffield, CT 06078

Property at 430 Platt Ave, West Haven, CT 06516, 3 beds, 1.5 baths

$420,000

3 beds1.5 baths1,454 sq ft

430 Platt Ave, West Haven, CT 06516

Property at 59 Royal Oak Rd, New Britain, CT 06053, 3 beds, 1 bath

$299,990

3 beds1 bath1,066 sq ft

59 Royal Oak Rd, New Britain, CT 06053

Property at 192 Norton St, New Haven, CT 06511, 4 beds, 2 baths

$499,000

4 beds2 baths2,725 sq ft

192 Norton St, New Haven, CT 06511

Property at 23 Richmond Hill Rd, Norwalk, CT 06851, 3 beds, 1.5 baths

$714,900

3 beds1.5 baths1,542 sq ft

23 Richmond Hill Rd, Norwalk, CT 06851

Property at 116 Brownell St, New Haven, CT 06511, 4 beds, 2 baths

$400,000

4 beds2 baths1,686 sq ft

116 Brownell St, New Haven, CT 06511

Property at 1 Millan Ter, Pawcatuck, CT 06379, 4 beds, 2.5 baths

$695,000

4 beds2.5 baths1,638 sq ft

1 Millan Ter, Pawcatuck, CT 06379

Property at 492 Russell St, New Haven, CT 06513, 3 beds, 2 baths

$399,900

3 beds2 baths1,310 sq ft

492 Russell St, New Haven, CT 06513

Property at 140 Contact Dr, West Haven, CT 06516, 3 beds, 1 bath

$399,900

3 beds1 bath1,161 sq ft

140 Contact Dr, West Haven, CT 06516

Property at 31 Charles St, Plantsville, CT 06479, 2 beds, 1.5 baths

$349,000

2 beds1.5 baths784 sq ft

31 Charles St, Plantsville, CT 06479

Property at 42 Forestville Ave, Plainville, CT 06062, 4 beds, 2 baths

$365,000

4 beds2 baths1,814 sq ft

42 Forestville Ave, Plainville, CT 06062

Property at 72 East St, Vernon, CT 06066, 3 beds, 1.5 baths

$339,000

3 beds1.5 baths1,670 sq ft

72 East St, Vernon, CT 06066

Property at 30-32 Cabot St, Hartford, CT 06112, 6 beds, 3 baths

$559,900

6 beds3 baths3,819 sq ft

30-32 Cabot St, Hartford, CT 06112

Property at 141 Bond St, Hartford, CT 06114, 4 beds, 2 baths

$399,000

4 beds2 baths3,109 sq ft

141 Bond St, Hartford, CT 06114

Property at 21 Aetna St, Naugatuck, CT 06770, 5 beds, 3 baths

$419,975

5 beds3 baths2,271 sq ft

21 Aetna St, Naugatuck, CT 06770

Property at 87-89 Sisson St, East Hartford, CT 06118, 6 beds, 3 baths

$360,000

6 beds3 baths2,262 sq ft

87-89 Sisson St, East Hartford, CT 06118

Property at 83 Bradley Ave, East Haven, CT 06512, 3 beds, 2 baths

$425,000

3 beds2 baths1,410 sq ft

83 Bradley Ave, East Haven, CT 06512

Property at 98-100 Mapleton St, Hartford, CT 06114, 4 beds, 2 baths

$419,900

4 beds2 baths2,878 sq ft

98-100 Mapleton St, Hartford, CT 06114

Property at 78 High Park Ave, Stratford, CT 06615, 4 beds, 1 bath

$439,000

4 beds1 bath1,138 sq ft

78 High Park Ave, Stratford, CT 06615

Property at 91 Riverside Dr, Thompson, CT 06277, 6 beds, 3 baths

$409,900

6 beds3 baths2,111 sq ft

91 Riverside Dr, Thompson, CT 06277

Viewing page 7 of 77

Based on information submitted to the MLS GRID as of Sat Oct 31 2026. 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 3139 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