Vintage homes for sale & real estate in Connecticut, CT

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NEW 2 MINS AGO

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to this turn key 3 family property in New Britain. This property delivers a rare opportunity perfect for investors, owner occupants or anyone seeking strong cash flow with zero delays! Each unit has generous layouts, updated kitchens and baths and move in ready finishes! With separate utilities, Natural gas heating & a clean basement for storage. Whether you're building a high performing investment portfolio or planning to live in one unit and let the others offset your mortgage, this renovated income producing multi-family offers exceptional value, long term stability and the flexibility today's buyers are looking for in one of Ct's strongest rental markets!

$449,000

7 beds3 baths2,910 sq ft

490 South St, New Britain, CT 06051

0.26 acre lot • Built 1880

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to 40 Woodland Ave in Hamden. Nestled in a quiet and welcoming neighborhood, this charming 3-bedroom Cape with 2-full bathrooms offers comfort, character, and convenience. Inside you'll find a warm and inviting living space perfect for families or professionals alike. This home offers one bedroom on the first floor, one full bathroom, kitchen, living room and dining room. Two large bedrooms are located on the second floor, with one full bathroom as well. There is a full unfinished basement, perfect place to add value in the future. The backyard offers a cozy, private sanctuary, giving you an opportunity to enjoy outdoor time, gardening, or relaxation. The neighborhood strikes a nice

$280,000

3 beds2 baths1,152 sq ft

40 Woodland Ave, Hamden, CT 06514

7,405 sq ft lot • Garage • Built 1955

NEW 13 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Ring in the New Year with this adorable ranch style home with three bedrooms and one full bath close to the South Windsor town line. This cute home boasts a new tile floor in the eat-in kitchen, refinished hardwood floors, a wonderful living room with archways, and built-ins surrounding the brick fireplace where you can relax in front of a roaring fire. The large picture window allows loads of natural sunlight to flow through the spacious room. Some incredible features to this warm and cozy home is the new architectural roof installed in 2023, new septic in 2023, added insulation in the attic in 2023, new door in the basement, new boiler in 2019, vinyl siding, replacement windows, and a two

$299,900

3 beds1 bath1,192 sq ft

250 Long Hill St, East Hartford, CT 06108

Brick fireplace • New septic • New tile floor

OPEN TODAY, 12:30PM TO 2:30PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to this beautifully updated 2-bedroom, 2-full-bath ranch offering effortless one-level living in a prime location just minutes from great restaurants, shopping, and easy access to Route 691. Step inside and you're greeted by a bright, open layout where modern finishes meet comfortable everyday living. The spacious living room features gleaming hardwood floors, a cozy fireplace, recessed lighting, and a stunning tray ceiling that adds a touch of elegance. The flow continues seamlessly into the updated kitchen and dining area, making this home perfect for both daily routines and entertaining. Both bedrooms are generously sized, with the primary offering convenient access to a full bat

$325,000

2 beds2 baths1,112 sq ft

104 Robin Hill Rd, Meriden, CT 06450

0.32 acre lot • Built 1953

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Adorable, well-cared-for ranch, close to high school and amenities. Three season room on back of house, partially finished basement with two rooms, newer HVAC (oil + heat pump and central cooling) and roof. Big flat backyard. Home has some updates in kitchen and bath. Needs a creative new owner to bring it up to modern tastes (or maybe you like wallpaper!) If you don't need a formal dining room, use space for office! Flexible layout in a compact footprint.

$275,000

2 beds1 bath912 sq ft

129 Sun Valley Dr, Southington, CT 06489

0.27 acre lot • Garage • Built 1957

Property at 239 Beacon St, Newington, CT 06111, 3 beds, 1.5 baths

$424,900

3 beds1.5 baths1,456 sq ft

239 Beacon St, Newington, CT 06111

Property at 1975 Chapel St, New Haven, CT 06515, 4 beds, 1.5 baths

$575,000

4 beds1.5 baths3,001 sq ft

1975 Chapel St, New Haven, CT 06515

Property at 18 School St, Hartford, CT 06106, 9 beds, 3 baths

$495,000

9 beds3 baths4,047 sq ft

18 School St, Hartford, CT 06106

Property at 605 Merritt St, Bridgeport, CT 06606, 6 beds, 4 baths

$630,000

6 beds4 baths2,418 sq ft

605 Merritt St, Bridgeport, CT 06606

Property at 233 Hartford Tpke, Tolland, CT 06084, 4 beds, 1 bath

$289,900

4 beds1 bath1,482 sq ft

233 Hartford Tpke, Tolland, CT 06084

Property at 66 1st St, New Britain, CT 06051, 2 beds, 1 bath

$325,000

2 beds1 bath1,768 sq ft

66 1st St, New Britain, CT 06051

Property at 101 Platt St, Ansonia, CT 06401, 3 beds, 2 baths

$99,900

3 beds2 baths1,452 sq ft

101 Platt St, Ansonia, CT 06401

Property at 206 W Rock Ave, New Haven, CT 06515, 4 beds, 1.5 baths

$599,900

4 beds1.5 baths1,640 sq ft

206 W Rock Ave, New Haven, CT 06515

Property at 360 Vincellette St, Bridgeport, CT 06606, 4 beds, 3 baths

$460,000

4 beds3 baths1,347 sq ft

360 Vincellette St, Bridgeport, CT 06606

Property at 30 Capitol Dr, Sandy Hook, CT 06482, 2 beds, 1 bath

$275,000

2 beds1 bath685 sq ft

30 Capitol Dr, Sandy Hook, CT 06482

Property at 57 Alling St Ext, West Haven, CT 06516, 3 beds, 1 bath

$350,000

3 beds1 bath912 sq ft

57 Alling St Ext, West Haven, CT 06516

Property at 44 Washington Pkwy, Stratford, CT 06615, 4 beds, 3 baths

$1,150,000

4 beds3 baths2,136 sq ft

44 Washington Pkwy, Stratford, CT 06615

Property at 67 Simpson St, Hartford, CT 06112, 2 beds, 1 bath

$219,900

2 beds1 bath1,029 sq ft

67 Simpson St, Hartford, CT 06112

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 33 Division St, Norwich, CT 06360, 3 beds, 1.5 baths

$229,900

3 beds1.5 baths1,267 sq ft

33 Division St, Norwich, CT 06360

Property at 1634 Stanley St, New Britain, CT 06053, 4 beds, 2 baths

$410,000

4 beds2 baths2,346 sq ft

1634 Stanley St, New Britain, CT 06053

Property at 222 Williams St E Apt 102, Glastonbury, CT 06033, 1 bed, 1 bath

$179,900

1 bed1 bath571 sq ft

222 Williams St E Apt 102, Glastonbury, CT 06033

Property at 817 E Wakefield Blvd, Winsted, CT 06098, 2 beds, 1 bath

$225,000

2 beds1 bath1,051 sq ft

817 E Wakefield Blvd, Winsted, CT 06098

Property at 11 Roger Ave, Danbury, CT 06810, 4 beds, 2 baths

$640,000

4 beds2 baths1,664 sq ft

11 Roger Ave, Danbury, CT 06810

Property at 54 Agnes St, Bridgeport, CT 06606, 4 beds, 2 baths

$480,000

4 beds2 baths1,377 sq ft

54 Agnes St, Bridgeport, CT 06606

Property at 315 Tesiny Ave, Bridgeport, CT 06606, 3 beds, 1.5 baths

$460,000

3 beds1.5 baths1,404 sq ft

315 Tesiny Ave, Bridgeport, CT 06606

Property at 181 Fairlawn Ave, Waterbury, CT 06705, 9 beds, 3 baths

$450,000

9 beds3 baths3,432 sq ft

181 Fairlawn Ave, Waterbury, CT 06705

Property at 24 Compo Pkwy, Westport, CT 06880, 5 beds, 5 baths

$5,750,000

5 beds5 baths5,199 sq ft

24 Compo Pkwy, Westport, CT 06880

Property at 67 Bissell St, Manchester, CT 06040, 3 beds, 2.5 baths

$389,900

3 beds2.5 baths1,486 sq ft

67 Bissell St, Manchester, CT 06040

Property at 31 Broadview Pkwy, Middletown, CT 06457, 3 beds, 2 baths

$299,000

3 beds2 baths1,382 sq ft

31 Broadview Pkwy, Middletown, CT 06457

Property at 720 Beaumont Hwy, Lebanon, CT 06249, 3 beds, 2 baths

$449,000

3 beds2 baths1,719 sq ft

720 Beaumont Hwy, Lebanon, CT 06249

Property at 46 Hillside Dr, Mystic, CT 06355, 3 beds, 1 bath

$360,000

3 beds1 bath1,008 sq ft

46 Hillside Dr, Mystic, CT 06355

Property at 120 N Cliff St, Ansonia, CT 06401, 4 beds, 2 baths

$369,900

4 beds2 baths1,565 sq ft

120 N Cliff St, Ansonia, CT 06401

Property at 27 Barbara Rd, Middletown, CT 06457, 5 beds, 2 baths

$329,900

5 beds2 baths2,052 sq ft

27 Barbara Rd, Middletown, CT 06457

Property at 16 Wilkinson St, Putnam, CT 06260, 5 beds, 3.5 baths

$445,000

5 beds3.5 baths3,719 sq ft

16 Wilkinson St, Putnam, CT 06260

Property at 106 Livingston St Unit A1, New Haven, CT 06511, 3 beds, 2 baths

$425,000

3 beds2 baths1,455 sq ft

106 Livingston St Unit A1, New Haven, CT 06511

Property at 39 Bassett St, Ansonia, CT 06401, 3 beds, 2 baths

$325,000

3 beds2 baths1,169 sq ft

39 Bassett St, Ansonia, CT 06401

Property at 237 Upper Rd, Stafford Springs, CT 06076, 6 beds, 3.5 baths

$485,000

6 beds3.5 baths2,745 sq ft

237 Upper Rd, Stafford Springs, CT 06076

Property at 194 Thames St, New London, CT 06320, 4 beds, 2 baths

$425,000

4 beds2 baths1,978 sq ft

194 Thames St, New London, CT 06320

Property at 20 Nicholdale Rd, Shelton, CT 06484, 3 beds, 2 baths

$497,500

3 beds2 baths1,280 sq ft

20 Nicholdale Rd, Shelton, CT 06484

Property at 26 College St, Old Saybrook, CT 06475, 5 beds, 3 baths

$849,000

5 beds3 baths2,898 sq ft

26 College St, Old Saybrook, CT 06475

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Based on information submitted to the MLS GRID as of Sun Dec 07 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 2109 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.

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