Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
They don't build homes like this anymore! Classic New England charm with all of the modern amenities. Lots of space with newer windows throughout, 30 year roof in 2009, hardwood floors under first floor carpet and staircase, built-ins and woodwork throughout and 9 foot ceilings. All of the big ticket items were recently replaced in 2021, including 3 zone gas boiler, gas hot water heater and central air compressor. Wired for generator, 200 amp service and lawn sprinkler system, level backyard, large garage, spacious basement and multiple porches. Large first floor den with fireplace can be converted into a primary bedroom or in-law space. Located close to an abundance of dining and shopping

$410,000

4 beds2 baths2,346 sq ft

1634 Stanley St, New Britain, CT 06053

Woodwork • 30 year roof • Newer windows

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
ATTENTION Contractors, Flippers and Investors! This classic Victorian era Colonial is calling for someone to restore it to its original glory! The bones are solid throughout and it retains so much of its original charm and character. The home includes an inviting front sitting porch, 9+ft ceilings throughout, stunning original unpainted Oak woodwork, columns, doors and original hardwood under carpets. The main level includes a large foyer/entryway with staircase, living room, dining room with columns and period built-in hutch, a spacious kitchen with 1/2 bath, pantry area/mud room and rear porch. On the upper level you will find 4 bedrooms with large closets and beautiful original details,

$335,000

4 beds1.5 baths1,622 sq ft

68 Maple Ave, Danbury, CT 06810

Huge walk-up attic • Front sitting porch • City center location

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome home to this charming Gambrel Colonial located in a desirable West Simsbury neighborhood. This 3-bedroom home offers a flexible floor plan featuring a kitchen, living room with fireplace, family room, dining room, and convenient first-floor laundry. The second level includes three bedrooms with hardwood floors and a full bath. The finished walkout lower level provides wonderful versatility-perfect for a possible in-law space with a full bath, a home office, or a recreation/playroom. Additional features include mini-split AC units, two sheds, and a private backyard. Ideally located just minutes from the local elementary school, with easy access to hiking trails, local farms, the Rail

$460,000

3 beds2.5 baths2,614 sq ft

8 Quorn Hunt Rd, West Simsbury, CT 06092

0.92 acre lot • 2 garage spots • Built 1953

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
A Great Opportunity To Own A Wonderful Southend, Brick, Decent Sized, 3 Family Great For Investment or Owner Occupied! This Home Features All Separate Utilizes, Decent Lot Size, 3 Bedrooms Per Floor, Close To Trinity College, Hartford Hospital, Shopping, Parks, Entertainment, Downtown Hartford, Bus lines, & More!

$495,000

9 beds3 baths4,047 sq ft

18 School St, Hartford, CT 06106

6,098 sq ft lot • Built 1925

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Fantastic opportunity to own in one of North Stamford's most desirable and convenient neighborhoods, surrounded by higher-value homes. This prime 1.08-acre parcel boasts an impressive 335 feet of street frontage, offering exceptional potential for expansion, renovation, or a complete custom build. The cape-style home is positioned on a beautifully level lot, gently elevated on a natural knoll that provides privacy, natural light, and year-round serenity. Builders and visionaries take note: whether you choose to craft a new luxury residence from the ground up or transform the existing structure, the setting and proportions of this property are ideal. Enjoy the best of both worlds-peaceful, w

$739,000

3 beds1.5 baths1,337 sq ft

45 Opper Rd, Stamford, CT 06903

Natural knoll • 1.08-acre parcel • 1.08 acre lot

Property at 100 Hayden Station Rd, Windsor, CT 06095, 3 beds, 1 bath

$299,100

3 beds1 bath1,440 sq ft

100 Hayden Station Rd, Windsor, CT 06095

Property at 410 Washington St, Norwich, CT 06360, 4 beds, 2.5 baths

$495,000

4 beds2.5 baths2,628 sq ft

410 Washington St, Norwich, CT 06360

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 176 Sisson St, East Hartford, CT 06118, 3 beds, 1 bath

$129,900

3 beds1 bath1,230 sq ft

176 Sisson St, East Hartford, CT 06118

Property at 24 Beaverbrook Rd, Milford, CT 06461, 4 beds, 1 bath

$375,000

4 beds1 bath1,109 sq ft

24 Beaverbrook Rd, Milford, CT 06461

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 64 Kenlock St, Newington, CT 06111, 3 beds, 2 baths

$299,900

3 beds2 baths1,040 sq ft

64 Kenlock St, Newington, CT 06111

Property at 474 Smith Hill Rd, Colebrook, CT 06021, 4 beds, 2.5 baths

$649,000

4 beds2.5 baths2,430 sq ft

474 Smith Hill Rd, Colebrook, CT 06021

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 250 Long Hill St, East Hartford, CT 06108, 3 beds, 1 bath

$299,900

3 beds1 bath1,192 sq ft

250 Long Hill St, East Hartford, CT 06108

Property at 271 N Grand St, West Suffield, CT 06093, 5 beds, 2.5 baths

$850,000

5 beds2.5 baths3,173 sq ft

271 N Grand St, West Suffield, CT 06093

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 21 Katherine St, North Branford, CT 06471, 3 beds, 1.5 baths

$374,900

3 beds1.5 baths1,459 sq ft

21 Katherine St, North Branford, CT 06471

Property at 21 Meadow St, Milford, CT 06460, 3 beds, 1 bath

$270,000

3 beds1 bath847 sq ft

21 Meadow St, Milford, CT 06460

Property at 97 Brussels Ave, Wethersfield, CT 06109, 3 beds, 2 baths

$289,000

3 beds2 baths1,198 sq ft

97 Brussels Ave, Wethersfield, CT 06109

Property at 30 Clairmont Ave, Norwich, CT 06360, 3 beds, 2 baths

$150,000

3 beds2 baths1,813 sq ft

30 Clairmont Ave, Norwich, CT 06360

Property at 2 Hampton Rd, Pomfret Center, CT 06259, 3 beds, 1 bath

$349,000

3 beds1 bath1,160 sq ft

2 Hampton Rd, Pomfret Center, CT 06259

Property at 8 Nelson Pl, Fairfield, CT 06825, 3 beds, 1.5 baths

$699,000

3 beds1.5 baths2,509 sq ft

8 Nelson Pl, Fairfield, CT 06825

Property at 114 Sylvan Knoll Rd, Stamford, CT 06902, 2 beds, 1 bath

$299,000

2 beds1 bath1,100 sq ft

114 Sylvan Knoll Rd, Stamford, CT 06902

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 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 75 Newington Ave, New Britain, CT 06051, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,744 sq ft

75 Newington Ave, New Britain, CT 06051

Property at 19 Castle View Dr, Chester, CT 06412, 3 beds, 1 bath

$209,000

3 beds1 bath1,092 sq ft

19 Castle View Dr, Chester, CT 06412

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 104 Gale Ave, Meriden, CT 06450, 3 beds, 1.5 baths

$200,000

3 beds1.5 baths1,237 sq ft

104 Gale Ave, Meriden, CT 06450

Property at 605 Merritt St, Bridgeport, CT 06606, 5 beds, 4 baths

$630,000

5 beds4 baths2,418 sq ft

605 Merritt St, Bridgeport, CT 06606

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 Revere Dr Apt 1, Stamford, CT 06902, 2 beds, 1 bath

$285,000

2 beds1 bath775 sq ft

16 Revere Dr Apt 1, Stamford, CT 06902

Property at 62 Whitney St, Hartford, CT 06105, 4 beds, 3 baths

$649,900

4 beds3 baths3,452 sq ft

62 Whitney St, Hartford, CT 06105

Property at 450 Brook St, Groton, CT 06340, 4 beds, 2 baths

$450,000

4 beds2 baths2,375 sq ft

450 Brook St, Groton, CT 06340

Property at 50 Magnolia Hl, West Hartford, CT 06117, 3 beds, 3 baths

$469,000

3 beds3 baths3,924 sq ft

50 Magnolia Hl, West Hartford, CT 06117

Property at 349 Amity Rd, Bethany, CT 06524, 2 beds, 1 bath

$349,000

2 beds1 bath1,336 sq ft

349 Amity Rd, Bethany, CT 06524

Property at 6 Willow St, Norwalk, CT 06851, 4 beds, 2 baths

$699,000

4 beds2 baths1,936 sq ft

6 Willow St, Norwalk, CT 06851

Property at 202 Laurel St, Hartford, CT 06105, 3 beds, 2.5 baths

$299,999

3 beds2.5 baths2,450 sq ft

202 Laurel St, Hartford, CT 06105

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 30 Corona Dr, Milford, CT 06460, 3 beds, 2 baths

$479,000

3 beds2 baths1,808 sq ft

30 Corona Dr, Milford, CT 06460

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Based on information submitted to the MLS GRID as of Tue Dec 09 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 2064 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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