Vintage homes for sale & real estate in Connecticut, CT

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FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
1898 Sea Captain& apos; s house in convenient Greenwich location, close to shops, beach, library, school, and major thoroughfares. Washer/dryer in basement, plenty of storage, private yard, off street parking, front porch, back deck, and walk to train.

$990,000

3 beds2 baths1,541 sq ft

56 Church St W, Greenwich, CT 06830

Off street parking • Front porch • Private yard

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Multi family side by side in a desirable neighborhood offers a 3 spacious bedrooms(extra large master bedroom) 2 full bathrooms one side , other side 2 large bedrooms 1 bathroom. Extra large deck , fence backyard with shed, space set up for a pool, parking space for up to 4 cars Chfa house with income limits=. (Family 1-2 $129,500) Buyer must qualify

$542,599

5 beds3 baths2,544 sq ft

16-18 McLaughlin Ter, Derby, CT 06418

Built 1955

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Beautiful Multi-Family Home for Sale & ndash; A Great Investment Opportunity! Don & rsquo; t miss this fantastic opportunity to own a versatile multi-family property! Whether you & rsquo; re an investor looking to expand your portfolio or an owner-occupant seeking rental income, this property offers incredible potential. Featuring multiple living units, this home provides flexibility for generating rental income, accommodating extended family, or living in one unit while renting out the others. With the right vision, this property can be a valuable addition to your real estate portfolio. Conveniently located near local amenities, shopping, restaurants, schools, and major roadwa

$480,000

6 beds3 baths3,120 sq ft

130 Smith St, New Britain, CT 06053

Shopping • Local amenities • Built 1924

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Prime location! Walk to synagogue/church. New roof and gutters. Entrance to back of house on fifth street (shared private driveway to large parking lot in back and attached 1 car garage. Many updates. Stainless steel appliances include gas range and wall oven. Family room with door mat be used as a 3rd bedroom on 1st floor. Updated basement. Just needs fresh paint.

$999,000

3 beds2 baths1,912 sq ft

230 Strawberry Hill Ave, Stamford, CT 06902

Wall oven • Updated basement • New roof

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
opportunity knocking for handyman, this two family home needs TLC being auctioned in October 2026 - you name your price, will be sold as is, where is, to the high bidder - reach out to belizelandoffice@gmail.com for complete bidding details

$199,000

4 beds3 baths2,944 sq ft

160 Spruce St, Norwich, CT 06360

Built 1825 • Listed 30 days

Property at 57 W Parish Rd, Westport, CT 06880, 4 beds, 3 baths

$1,399,999

4 beds3 baths1,705 sq ft

57 W Parish Rd, Westport, CT 06880

Property at 51 N Hoadley St, Naugatuck, CT 06770, 3 beds, 2 baths

$499,000

3 beds2 baths1,468 sq ft

51 N Hoadley St, Naugatuck, CT 06770

Property at 58 N Cliff St, Ansonia, CT 06401, 2 beds, 2 baths

$318,000

2 beds2 baths1,134 sq ft

58 N Cliff St, Ansonia, CT 06401

Property at 281 Collins St, Hartford, CT 06105, 6 beds, 3 baths

$355,000

6 beds3 baths2,764 sq ft

281 Collins St, Hartford, CT 06105

Property at 150 Ridgewood Ave, North Haven, CT 06473, 6 beds, 2.5 baths

$585,000

6 beds2.5 baths3,171 sq ft

150 Ridgewood Ave, North Haven, CT 06473

Property at 103 Tomlinson Rd, Seymour, CT 06483, 2 beds, 2 baths

$435,000

2 beds2 baths1,048 sq ft

103 Tomlinson Rd, Seymour, CT 06483

Property at 108 Cedar Cliff Rd, Riverside, CT 06878, 8 beds, 11.5 baths

$100,000,000

8 beds11.5 baths13,163 sq ft

108 Cedar Cliff Rd, Riverside, CT 06878

Property at 1018 North St, Greenwich, CT 06831, 3 beds, 1.5 baths

$950,000

3 beds1.5 baths1,546 sq ft

1018 North St, Greenwich, CT 06831

Property at 13 Bates Rd, Chaplin, CT 06235, 5 beds, 2.5 baths

$399,900

5 beds2.5 baths2,887 sq ft

13 Bates Rd, Chaplin, CT 06235

Property at 276 Bruce Park Ave, Greenwich, CT 06830, 4 beds, 3 baths

$1,499,000

4 beds3 baths1,969 sq ft

276 Bruce Park Ave, Greenwich, CT 06830

Property at 113 Turner Rd, Stamford, CT 06905, 3 beds, 1 bath

$774,500

3 beds1 bath1,606 sq ft

113 Turner Rd, Stamford, CT 06905

Property at 74 Maple St, Seymour, CT 06483, 3 beds, 1.5 baths

$295,000

3 beds1.5 baths1,172 sq ft

74 Maple St, Seymour, CT 06483

Property at 12 Darien Rd, New Fairfield, CT 06812, 4 beds, 2 baths

$488,000

4 beds2 baths1,628 sq ft

12 Darien Rd, New Fairfield, CT 06812

Property at 101 Collier Rd, Wethersfield, CT 06109, 4 beds, 4 baths

$549,900

4 beds4 baths2,751 sq ft

101 Collier Rd, Wethersfield, CT 06109

Property at 82 Nova Scotia Hill Rd, Watertown, CT 06795, 5 beds, 3.5 baths

$665,000

5 beds3.5 baths2,890 sq ft

82 Nova Scotia Hill Rd, Watertown, CT 06795

Property at 309 Matson Hill Rd, South Glastonbury, CT 06073, 3 beds, 2 baths

$460,000

3 beds2 baths1,260 sq ft

309 Matson Hill Rd, South Glastonbury, CT 06073

Property at 0 Rogers Is, Branford, CT 06405, 10 beds, 7 baths

$29,995,000

10 beds7 baths8,378 sq ft

0 Rogers Is, Branford, CT 06405

Property at 377 Tolland Stage Rd, Tolland, CT 06084, 3 beds, 3 baths

$639,900

3 beds3 baths3,379 sq ft

377 Tolland Stage Rd, Tolland, CT 06084

Property at 785 W Main St, New Britain, CT 06053, 4 beds, 4 baths

$398,000

4 beds4 baths2,548 sq ft

785 W Main St, New Britain, CT 06053

Property at 74 Cole St, Bridgeport, CT 06604, 2 beds, 1 bath

$169,900

2 beds1 bath800 sq ft

74 Cole St, Bridgeport, CT 06604

Property at 261 Hebron Rd, Bolton, CT 06043, 4 beds, 2 baths

$525,000

4 beds2 baths2,178 sq ft

261 Hebron Rd, Bolton, CT 06043

Property at 70 Marcy Rd, Bridgeport, CT 06606, 4 beds, 3 baths

$479,900

4 beds3 baths1,485 sq ft

70 Marcy Rd, Bridgeport, CT 06606

Property at 76 Putnam Park #76, Greenwich, CT 06830, 3 beds, 2 baths

$949,000

3 beds2 baths1,648 sq ft

76 Putnam Park #76, Greenwich, CT 06830

Property at 45 Arlington St, West Haven, CT 06516, 3 beds, 1.5 baths

$349,000

3 beds1.5 baths1,408 sq ft

45 Arlington St, West Haven, CT 06516

Property at 42 Spring Glen Rd, Niantic, CT 06357, 2 beds, 2 baths

$699,000

2 beds2 baths1,320 sq ft

42 Spring Glen Rd, Niantic, CT 06357

Property at 344 Kent Rd, New Milford, CT 06776, 3 beds, 3 baths

$749,900

3 beds3 baths— sq ft

344 Kent Rd, New Milford, CT 06776

Property at 221 Segar Mountain Rd, Kent, CT 06757, 4 beds, 3 baths

$915,000

4 beds3 baths2,380 sq ft

221 Segar Mountain Rd, Kent, CT 06757

Property at 24 Pleasant Ave, Naugatuck, CT 06770, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths1,347 sq ft

24 Pleasant Ave, Naugatuck, CT 06770

Property at 79 Fairfield Pl, Fairfield, CT 06824, 5 beds, 3.5 baths

$1,950,000

5 beds3.5 baths2,509 sq ft

79 Fairfield Pl, Fairfield, CT 06824

Property at 6 High Rock Rd, Sandy Hook, CT 06482, 3 beds, 2 baths

$650,000

3 beds2 baths1,801 sq ft

6 High Rock Rd, Sandy Hook, CT 06482

Property at 106 Sherland Ave, New Haven, CT 06513, 3 beds, 1.5 baths

$344,000

3 beds1.5 baths1,964 sq ft

106 Sherland Ave, New Haven, CT 06513

Property at 11 Division St, Norwich, CT 06360, 4 beds, 2 baths

$39,100

4 beds2 baths2,130 sq ft

11 Division St, Norwich, CT 06360

Property at 131 Bryden Ter, Hamden, CT 06517, 3 beds, 2 baths

$157,250

3 beds2 baths1,152 sq ft

131 Bryden Ter, Hamden, CT 06517

Property at 24 Pendleton Rd, Granby, CT 06035, 2 beds, 1 bath

$425,000

2 beds1 bath1,526 sq ft

24 Pendleton Rd, Granby, CT 06035

Property at 104 Strawberry Hill Ave #1, Stamford, CT 06902, 2 beds, 1 bath

$219,900

2 beds1 bath900 sq ft

104 Strawberry Hill Ave #1, Stamford, CT 06902

Property at 15 Henry St, Greenwich, CT 06830, 2 beds, 1.5 baths

$799,000

2 beds1.5 baths— sq ft

15 Henry St, Greenwich, CT 06830

Mike Parelli Real Estate LLC

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Based on information submitted to the MLS GRID as of Tue Nov 03 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 3096 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

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