Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Historic Wooster Square beautiful brick multi family for sale a must see! Make this one your home! close to downtown New Haven and local attractions. This is an Probate sale, being sold as is where is.

$780,000

7 beds3 baths4,194 sq ft

71 William St, New Haven, CT 06511

Local attractions • Brick multi family • 3,920 sq ft lot

OPEN SUN, 1PM TO 2:30PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome Home to this beautifully updated ranch offering comfort, style, and peace of mind with major improvements already completed. The main living area makes an immediate impression with its vaulted ceiling, creating an open, airy feel. This legally configured four-bedroom home has been thoughtfully refreshed throughout, beginning with brand-new windows, refinished hardwood flooring, new light fixtures, and completely renovated bathrooms. The all-new kitchen features modern cabinetry and finishes including quartz countertops along with brand-new GE appliances, creating a bright and functional space ready for everyday living and entertaining. The coffee bar is conveniently located near the

$749,000

4 beds2 baths1,668 sq ft

335 Arnold Ln, Orange, CT 06477

Brand new appliances • New light fixtures • Brand new windows

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Beautifully maintained 3-bedroom, 2.5-bath single-family home offering comfort, charm, and convenience. The interior features pristine hardwood floors, a kitchen with granite countertops, and a versatile first-floor room ideal for a home office or play room. Enjoy the additional living space of a sunroom, convenient main-level laundry, and a partially finished basement. A welcoming front porch and a nice, level yard provide wonderful spaces to relax and entertain. Additional highlights include central air conditioning, a new furnace installed in 2024, and an on-demand hot water heater installed in 2023. Ideally located within walking distance of West Haven Beach and close to major highways,

$459,000

3 beds2.5 baths1,518 sq ft

558 Savin Ave, West Haven, CT 06516

First-floor room • Sunroom • Main-level laundry

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Full of charm, this adorable 3-bedroom split-level offers a wonderful opportunity to put down roots in a welcoming Milford neighborhood. With 1,024 sq ft of comfortable living space, a beautiful backyard, and room to make it your own, this home has so much to offer first-time buyers and anyone looking for a place to call their own. Step inside to discover a bright and cheerful living room, where a large picture window fills the space with natural light and a wood-burning fireplace creates a cozy setting. The spacious eat-in kitchen features stainless steel appliances, generous counter space, and lovely views of the backyard. Upstairs, three bedrooms provide ample closet space and share a fu

$425,000

3 beds1 bath1,024 sq ft

31 Ruth Ann Ter, Milford, CT 06461

Bright living room • 9,583 sq ft lot • 2 garage spots

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This strategically located home is ready for its new owner :) Only a few minutes walk to the beach. This home is a handyman special, BRING YOUR IMAGINATION AND PUT SOME WORK IN. ONCE REFINISHED, IT WILL BE EQUAL TO SIMILAR HOMES SELLING FOR 525K. 6 ROOMS, 1 FULL BATH; FIREPLACE IN LIVING ROOM WITH HARDWOOD FLOORS; DINING AREA, 2ND LEVEL HAS LARGE BEDROOM WITH HARDWOOD FLOORS; 3RD LEVEL HAS 2 BEDROOMS WITH EXTRA OFFICE SPACE. LARGE LEVEL LOT WITH PATIO AND SHED; PARKING FOR 3-4 CARS OFF STREET ON PAVED DRIVEWAY.

$439,999

3 beds1 bath1,114 sq ft

617 Pond Point Ave, Milford, CT 06460

Paved driveway • Large level lot • Hardwood floors

Property at 44 Straits Turnpike Ln, Morris, CT 06763, 2 beds, 1 bath

$399,999

2 beds1 bath1,175 sq ft

44 Straits Turnpike Ln, Morris, CT 06763

Property at 148 Ben St, Bristol, CT 06010, 3 beds, 2 baths

$309,999

3 beds2 baths1,514 sq ft

148 Ben St, Bristol, CT 06010

Property at 95 Dyer Ave, Collinsville, CT 06019, 3 beds, 3 baths

$489,900

3 beds3 baths1,562 sq ft

95 Dyer Ave, Collinsville, CT 06019

Property at 28 Edgewood St, Hartford, CT 06112, 9 beds, 3 baths

$429,900

9 beds3 baths3,699 sq ft

28 Edgewood St, Hartford, CT 06112

Property at 38 Beecher Pl, New Haven, CT 06512, 3 beds, 1.5 baths

$495,000

3 beds1.5 baths1,341 sq ft

38 Beecher Pl, New Haven, CT 06512

Property at 1028 N Main St, Killingly, CT 06239, 2 beds, 1 bath

$249,900

2 beds1 bath798 sq ft

1028 N Main St, Killingly, CT 06239

Property at 14 Gordon St, Waterbury, CT 06710, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,254 sq ft

14 Gordon St, Waterbury, CT 06710

Property at 150 Route 66, Columbia, CT 06237, 2 beds, 1 bath

$299,900

2 beds1 bath1,240 sq ft

150 Route 66, Columbia, CT 06237

Property at 100 York St Unit 3G, New Haven, CT 06511, 1 bath

$77,500

— beds1 bath422 sq ft

100 York St Unit 3G, New Haven, CT 06511

Property at 40-D Little Punkup Rd, Oxford, CT 06478, 3 beds, 1 bath

$160,000

3 beds1 bath1,016 sq ft

40-D Little Punkup Rd, Oxford, CT 06478

Property at 20 Outlook Ave #308, West Hartford, CT 06119, 2 beds, 1 bath

$299,000

2 beds1 bath1,231 sq ft

20 Outlook Ave #308, West Hartford, CT 06119

Property at 27 Dell Ave, New London, CT 06320, 4 beds, 2 baths

$399,900

4 beds2 baths1,428 sq ft

27 Dell Ave, New London, CT 06320

Property at 22 Hemlock Trl, Sandy Hook, CT 06482, 2 beds, 1 bath

$413,500

2 beds1 bath1,222 sq ft

22 Hemlock Trl, Sandy Hook, CT 06482

Property at 143 Elm St, Meriden, CT 06450, 4 beds, 2.5 baths

$375,000

4 beds2.5 baths2,168 sq ft

143 Elm St, Meriden, CT 06450

Property at 210 Maple St, New Britain, CT 06051, 8 beds, 2 baths

$419,900

8 beds2 baths2,788 sq ft

210 Maple St, New Britain, CT 06051

Property at 96 Fitch Ave, Darien, CT 06820, 4 beds, 4 baths

$2,350,000

4 beds4 baths3,025 sq ft

96 Fitch Ave, Darien, CT 06820

Property at 162 Forest St, Hamden, CT 06518, 4 beds, 2.5 baths

$429,900

4 beds2.5 baths1,885 sq ft

162 Forest St, Hamden, CT 06518

Property at 7 Colony Rd, Seymour, CT 06483, 5 beds, 2 baths

$425,000

5 beds2 baths1,664 sq ft

7 Colony Rd, Seymour, CT 06483

Property at 22 Miller Rd, East Granby, CT 06026, 4 beds, 4 baths

$499,900

4 beds4 baths2,494 sq ft

22 Miller Rd, East Granby, CT 06026

Property at 50 Anthony St, New Haven, CT 06515, 8 beds, 3 baths

$599,900

8 beds3 baths3,208 sq ft

50 Anthony St, New Haven, CT 06515

Property at 76 Peaceable St, Redding, CT 06896, 3 beds, 3.5 baths

$1,400,000

3 beds3.5 baths2,400 sq ft

76 Peaceable St, Redding, CT 06896

Property at 53 Elk Ave, Waterbury, CT 06708, 3 beds, 1.5 baths

$259,000

3 beds1.5 baths1,220 sq ft

53 Elk Ave, Waterbury, CT 06708

Property at 46 Central Ave, Oakville, CT 06779, 3 beds, 2 baths

$369,000

3 beds2 baths1,582 sq ft

46 Central Ave, Oakville, CT 06779

Property at 3 Suffolk St, Waterbury, CT 06704, 4 beds, 1.5 baths

$299,000

4 beds1.5 baths1,514 sq ft

3 Suffolk St, Waterbury, CT 06704

Property at 174 Roosevelt Dr, Seymour, CT 06483, 2 beds, 1 bath

$310,000

2 beds1 bath932 sq ft

174 Roosevelt Dr, Seymour, CT 06483

Property at 55 Plains Rd, Hamden, CT 06514, 3 beds, 1 bath

$349,900

3 beds1 bath1,042 sq ft

55 Plains Rd, Hamden, CT 06514

Property at 1818 Dixwell Ave, Hamden, CT 06514, 3 beds, 1.5 baths

$329,900

3 beds1.5 baths2,296 sq ft

1818 Dixwell Ave, Hamden, CT 06514

Property at 58 Home Ave, Meriden, CT 06451, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,504 sq ft

58 Home Ave, Meriden, CT 06451

Property at 15 Chaplin Rd, Eastford, CT 06242, 3 beds, 1 bath

$299,900

3 beds1 bath1,140 sq ft

15 Chaplin Rd, Eastford, CT 06242

Property at 130 Horace St, Bridgeport, CT 06610, 4 beds, 2 baths

$575,000

4 beds2 baths2,594 sq ft

130 Horace St, Bridgeport, CT 06610

Property at 60 Shore Dr, Meriden, CT 06451, 2 beds, 2 baths

$349,999

2 beds2 baths1,620 sq ft

60 Shore Dr, Meriden, CT 06451

Property at 130 Hubbard Pl, Hamden, CT 06517, 4 beds, 2 baths

$379,900

4 beds2 baths1,430 sq ft

130 Hubbard Pl, Hamden, CT 06517

Property at 63 Peters Cir, Southington, CT 06489, 3 beds, 2 baths

$369,900

3 beds2 baths918 sq ft

63 Peters Cir, Southington, CT 06489

Property at 93 Forest St, New Britain, CT 06052, 5 beds, 2.5 baths

$439,925

5 beds2.5 baths2,501 sq ft

93 Forest St, New Britain, CT 06052

Property at 33 First Ave, Waterford, CT 06385, 4 beds, 1 bath

$400,000

4 beds1 bath1,386 sq ft

33 First Ave, Waterford, CT 06385

Property at 41 Reed St, Canaan, CT 06018, 4 beds, 1 bath

$395,000

4 beds1 bath1,396 sq ft

41 Reed St, Canaan, CT 06018

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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 3137 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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