Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
7Bedrooms 3Full Baths 2Half Baths. 2Full Kitchens 2Fireplaces FEATURE HIGHLIGHTS * Two full kitchens, including a granite-countertop kitchen * Dedicated home movie theater * Hardwood flooring throughout the residence * Two fireplaces * Full basement with a full bathroom * Third-floor bedroom with cedar storage closet * Attached exterior apartment with an existing rental tenant * Potential short-term/Airbnb configuration, subject to applicable * Double-wide driveway with parking capacity for approximately 10 vehicles * Grass backyard with custom all-concrete fire-pit bench/seating area INCOME / FLEX SPACE APARTMENT * 3 full bathrooms + 2 half bathrooms * 2 full kitch

$700,000

7 beds4 baths3,217 sq ft

49 Elmwood Pl, Bridgeport, CT 06605

6,969 sq ft lot • Built 1920 • Listed 70 days

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Fresh opportunity for investors or owner-occupants! Built in 1910, this Norwich three-family offers three 2-bedroom, 1-bath units with practical layouts, strong rental appeal, and the benefit of easy public utilities, including public water and public sewer. The property is conveniently located near downtown Norwich, shopping, restaurants, public transportation, major routes, and local employers, making it an accessible option for tenants and owners alike. The rear of the property borders Franklin Park, adding nearby green space, recreation fields, a playground, and basketball courts just beyond the backyard. Whether you are looking to expand your portfolio or explore multifamily ownership,

$295,000

9 beds3 baths2,448 sq ft

35 Lake St, Norwich, CT 06360

Nearby green space • Recreation fields • Public utilities

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
2 Family recently updated - City center easy to lease- newer roof and siding -large basement-Estate Property - no disclosures - Excellent opportunity for investor or owner occupant. .. Bring all reasonable offers to the table.

$625,000

6 beds2 baths2,064 sq ft

31 Maple Ave, Danbury, CT 06810

Newer roof • Large basement • Newer siding

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This home qualifies for a homebuyer grant in the amount of $2,500. Please see flyer in attachments! Step into the timeless charm of this classic home, filled with original character and beautifully preserved details. Hardwood floors throughout; the spacious living room features a fireplace and original sconces that create a warm, inviting atmosphere. The large formal dining room is ideal for entertaining. The eat-in kitchen offers plenty of space for everyday meals, along with a convenient pantry. A first-floor half bath adds to the home's functionality. Upstairs, you'll find four bedrooms, including two tandem bedrooms, a full bath, and access to the walk-up attic offering excellent storag

$429,900

4 beds1.5 baths2,080 sq ft

1125 Lindley St, Bridgeport, CT 06606

Formal dining room • Eat-in kitchen • Convenient pantry

3D & VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Take a 3D Tour OR Enjoy a Video Walkthrough 24/7! This 1938 Cape offers a flexible 3-4 BR layout on 0.52 acres at the end of a cul-de-sac, with city water & city sewer plus a detached 1-car garage. The first floor features a Primary BR, Full Bath, Living Room, Kitchen & Dining Room that can easily serve as BR4 or Office, if needed. Upstairs are BR2 & BR3, creating a practical layout with bedroom space on both levels. Oil-fired BBHW heat serves the first floor, while the second-floor bedrooms have electric baseboard heat. The unfinished basement provides additional storage and includes a convenient Half Bath. Available for immediate occupancy. Schedule your private showing

$275,000

3 beds1 bath1,661 sq ft

11 Hunt St, Norwich, CT 06360

0.52 acre lot • Garage • Built 1938

Property at 26 Codfish Hill Rd, Bethel, CT 06801, 3 beds, 2.5 baths

$850,000

3 beds2.5 baths2,044 sq ft

26 Codfish Hill Rd, Bethel, CT 06801

Property at 71 Wildwood Rd, Torrington, CT 06790, 3 beds, 1 bath

$329,000

3 beds1 bath1,436 sq ft

71 Wildwood Rd, Torrington, CT 06790

Property at 61 Cheshire Rd, Wallingford, CT 06492, 2 beds, 1 bath

$384,900

2 beds1 bath1,036 sq ft

61 Cheshire Rd, Wallingford, CT 06492

Property at 6 Schwartz Rd, Bozrah, CT 06334, 3 beds, 2 baths

$394,000

3 beds2 baths1,636 sq ft

6 Schwartz Rd, Bozrah, CT 06334

Property at 68 Whiting St, Hamden, CT 06514, 3 beds, 1 bath

$270,000

3 beds1 bath974 sq ft

68 Whiting St, Hamden, CT 06514

Property at 162 Hutchinson & Mike Road Pkwy, Litchfield, CT 06759, 5 beds, 4.5 baths

$2,500,000

5 beds4.5 baths4,145 sq ft

162 Hutchinson & Mike Road Pkwy, Litchfield, CT 06759

Property at 14 Alcott St, Ansonia, CT 06401, 3 beds, 1 bath

$299,000

3 beds1 bath1,110 sq ft

14 Alcott St, Ansonia, CT 06401

Property at 136 Chestnut Tree Hill Rd Ext, Oxford, CT 06478, 4 beds, 2 baths

$675,000

4 beds2 baths2,123 sq ft

136 Chestnut Tree Hill Rd Ext, Oxford, CT 06478

Property at 529 Yale Ave, New Haven, CT 06515, 4 beds, 2.5 baths

$630,000

4 beds2.5 baths2,463 sq ft

529 Yale Ave, New Haven, CT 06515

Property at 17 Hawthorne Ter, Torrington, CT 06790, 4 beds, 2 baths

$220,000

4 beds2 baths1,894 sq ft

17 Hawthorne Ter, Torrington, CT 06790

Property at 29 Chestnut Hill Rd, Stafford Springs, CT 06076, 2 beds, 2 baths

$299,000

2 beds2 baths1,680 sq ft

29 Chestnut Hill Rd, Stafford Springs, CT 06076

Property at 26 Fernwood Dr, Simsbury, CT 06070, 3 beds, 1 bath

$270,000

3 beds1 bath1,008 sq ft

26 Fernwood Dr, Simsbury, CT 06070

Property at 883 River Rd, Mystic, CT 06355, 3 beds, 2.5 baths

$855,000

3 beds2.5 baths1,869 sq ft

883 River Rd, Mystic, CT 06355

Property at 6 Culvert City Rd, New Milford, CT 06776, 3 beds, 1 bath

$399,000

3 beds1 bath1,050 sq ft

6 Culvert City Rd, New Milford, CT 06776

Property at 16 Luke St, Waterbury, CT 06706, 3 beds, 2 baths

$279,900

3 beds2 baths1,416 sq ft

16 Luke St, Waterbury, CT 06706

Property at 1553 Glasgo Rd, Griswold, CT 06351, 6 beds, 3 baths

$425,000

6 beds3 baths5,980 sq ft

1553 Glasgo Rd, Griswold, CT 06351

Property at 27 N Main St #8, Essex, CT 06426, 2 beds, 1 bath

$439,900

2 beds1 bath1,026 sq ft

27 N Main St #8, Essex, CT 06426

Property at 59 Pleasant St, Danbury, CT 06810, 5 beds, 2 baths

$549,900

5 beds2 baths1,600 sq ft

59 Pleasant St, Danbury, CT 06810

Property at 25 Grand St #158, Norwalk, CT 06851, 1 bath

$289,900

— beds1 bath669 sq ft

25 Grand St #158, Norwalk, CT 06851

Property at 537 Bushy Hill Rd, Simsbury, CT 06070, 3 beds, 3 baths

$579,900

3 beds3 baths2,016 sq ft

537 Bushy Hill Rd, Simsbury, CT 06070

Property at 18 Chatham Dr, Norwalk, CT 06854, 3 beds, 1.5 baths

$599,900

3 beds1.5 baths1,242 sq ft

18 Chatham Dr, Norwalk, CT 06854

Property at 5 Llynwood Dr, Bolton, CT 06043, 2 beds, 2 baths

$389,900

2 beds2 baths2,694 sq ft

5 Llynwood Dr, Bolton, CT 06043

Property at 33 Charter Oak Pl #2, Hartford, CT 06106, 2 beds, 1 bath

$259,900

2 beds1 bath1,518 sq ft

33 Charter Oak Pl #2, Hartford, CT 06106

Property at 150 Masarik Ave, Stratford, CT 06615, 4 beds, 2 baths

$595,000

4 beds2 baths2,160 sq ft

150 Masarik Ave, Stratford, CT 06615

Property at 55 Hawkins St, Derby, CT 06418, 7 beds, 4 baths

$550,000

7 beds4 baths3,190 sq ft

55 Hawkins St, Derby, CT 06418

Property at 121 Round Hill Rd, Greenwich, CT 06831, 5 beds, 4.5 baths

$4,995,000

5 beds4.5 baths3,573 sq ft

121 Round Hill Rd, Greenwich, CT 06831

Property at 36-38 Concord St, Norwalk, CT 06854, 10 beds, 5 baths

$899,000

10 beds5 baths4,421 sq ft

36-38 Concord St, Norwalk, CT 06854

Property at 22 Church St, Baltic, CT 06330, 3 beds, 1 bath

$265,900

3 beds1 bath1,125 sq ft

22 Church St, Baltic, CT 06330

Property at 19 Pearl St, Noank, CT 06340, 6 beds, 5.5 baths

$1,495,000

6 beds5.5 baths3,791 sq ft

19 Pearl St, Noank, CT 06340

Property at 1105 Northrop Rd, Wallingford, CT 06492, 3 beds, 2 baths

$649,000

3 beds2 baths2,089 sq ft

1105 Northrop Rd, Wallingford, CT 06492

Property at 56 Evergreen Ave, New London, CT 06320, 3 beds, 1 bath

$305,000

3 beds1 bath1,232 sq ft

56 Evergreen Ave, New London, CT 06320

Property at 19 High St, Middlefield, CT 06455, 4 beds, 2.5 baths

$699,000

4 beds2.5 baths4,073 sq ft

19 High St, Middlefield, CT 06455

Property at 143 Holabird Ave, Winsted, CT 06098, 8 beds, 4.5 baths

$595,900

8 beds4.5 baths4,800 sq ft

143 Holabird Ave, Winsted, CT 06098

Property at 604 Fairfield Ave, Stamford, CT 06902, 6 beds, 2 baths

$999,000

6 beds2 baths2,378 sq ft

604 Fairfield Ave, Stamford, CT 06902

Property at 2310 Barnum Ave, Stratford, CT 06615, 4 beds, 2.5 baths

$489,000

4 beds2.5 baths1,614 sq ft

2310 Barnum Ave, Stratford, CT 06615

Property at 350 S Main St, Naugatuck, CT 06770, 6 beds, 2 baths

$439,000

6 beds2 baths2,432 sq ft

350 S Main St, Naugatuck, CT 06770

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Based on information submitted to the MLS GRID as of Sun Nov 01 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

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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.

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