Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to this charming Colonial in the highly sought-after Spring Glen neighborhood! This well-maintained home features 3 spacious bedrooms, 2 full baths, a formal dining room, and beautifully refinished hardwood floors throughout. Updated windows fill the home with natural light. The bright eat-in kitchen offers plenty of space for everyday living and entertaining, with a slider leading to a deck with an awning-perfect for relaxing in the shade or dining outdoors. The inviting sunroom off the living room provides a cozy space to enjoy your morning coffee or unwind at the end of the day. The finished lower level offers flexible living space for a family room, home office, gym, or playroom

$375,000

3 beds2 baths1,508 sq ft

70 Central Ave, Hamden, CT 06517

Deck with an awning • Inviting sunroom • Manicured yard

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Updated home near city center. .. .Home can be used as a 3 bedroom - Large 2 car garage. .. .Excl to live or investment - Current tenant in place for 4 years- Great opportunity to get off your rental and own your own home! City services, plenty of parking- Bring offers

$379,000

2 beds2 baths1,248 sq ft

29 W Wooster St, Danbury, CT 06810

5,662 sq ft lot • 2 garage spots • Built 1925

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Opportunity awaits with this 4-bedroom Colonial in New Britain! Offering plenty of space and potential, this home is ready for its next owner to bring their vision and updates. The property features four bedrooms, one full bath, a spacious front porch perfect for relaxing, and convenient off-street parking. With easy access to major highways, shopping, dining, and area amenities, the location makes commuting and everyday errands a breeze. Whether you're an investor, renovator, or buyer looking for a home you can customize and make your own, this property offers a great opportunity to add value and create something special. Bring your ideas and see the possibilities! Tenant in the process of

$259,000

5 beds2 baths1,886 sq ft

309 Chestnut St, New Britain, CT 06051

Spacious front porch • Off-street parking • Shopping and dining

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This timeless estate, situated in an exclusive private association moments from town, masterfully blends turn-of-the-century grandeur with 21st-century luxury. The main house was extensively renovated and expanded in 2006 by award-winning architects Austin Patterson Disston. It showcases grand-scale rooms, soaring ceilings, and impeccable millwork. In 2016 the current owners made it their own by adding a wine cellar and renovating the primary suite to the same outstanding standards. The main house features six ensuite bedrooms and 7.3 baths. The expansive primary suite is a true sanctuary, complete with private office, custom walk-in dressing room, and a large balcony overlooking the ground

$8,495,000

6 beds8.5 baths8,704 sq ft

7 Calhoun Dr, Greenwich, CT 06831

Over-sized pool • Wine cellar • Large balcony

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
An incredible opportunity to own a beautifully updated two-family home in the heart of New Canaan-perfect for those looking to enjoy the New Canaan lifestyle while benefiting from valuable rental income. The spacious first-floor residence offers three bedrooms and has been thoughtfully updated for modern living, highlighted by a stunning, high-end renovated kitchen designed to be as beautiful as it is functional. Fresh, sophisticated finishes create a move-in-ready home with the space and comfort today's buyers are looking for. Upstairs, the second-floor apartment has been completely renovated from top to bottom, offering a fresh, modern living environment with all-new windows, new applianc

$1,250,000

5 beds2 baths1,936 sq ft

16 Raymond St, New Canaan, CT 06840

8,712 sq ft lot • 2 garage spots • Built 1877

Property at 184 Ward St, Naugatuck, CT 06770, 3 beds, 1 bath

$335,000

3 beds1 bath1,452 sq ft

184 Ward St, Naugatuck, CT 06770

Property at 33 Central Ave, Milford, CT 06460, 3 beds, 2 baths

$599,000

3 beds2 baths1,440 sq ft

33 Central Ave, Milford, CT 06460

Property at 160 Cedar Rd, Southport, CT 06890, 2 beds, 1.5 baths

$1,699,000

2 beds1.5 baths2,131 sq ft

160 Cedar Rd, Southport, CT 06890

Property at 63 CONGRESS St Unit 063B, Hartford, CT 06114, 2 beds, 1 bath

$139,900

2 beds1 bath1,115 sq ft

63 CONGRESS St Unit 063B, Hartford, CT 06114

Property at 125 West Rd, New Canaan, CT 06840, 6 beds, 6.5 baths

$4,595,000

6 beds6.5 baths6,246 sq ft

125 West Rd, New Canaan, CT 06840

Property at 141 Bailey Ave, Meriden, CT 06451, 2 beds, 1 bath

$265,000

2 beds1 bath1,006 sq ft

141 Bailey Ave, Meriden, CT 06451

Property at 325 Lafayette St #9105, Bridgeport, CT 06604, 3 beds, 3 baths

$525,000

3 beds3 baths6,360 sq ft

325 Lafayette St #9105, Bridgeport, CT 06604

Property at 110 Church St, Putnam, CT 06260, 7 beds, 2.5 baths

$475,000

7 beds2.5 baths3,071 sq ft

110 Church St, Putnam, CT 06260

Property at 508 Round Hill Rd, Greenwich, CT 06831, 6 beds, 4.5 baths

$5,995,000

6 beds4.5 baths4,629 sq ft

508 Round Hill Rd, Greenwich, CT 06831

Property at 523 Newfield Ave, Stamford, CT 06905, 3 beds, 2 baths

$739,000

3 beds2 baths1,624 sq ft

523 Newfield Ave, Stamford, CT 06905

Property at 4 Strong St, New Haven, CT 06515, 2 beds, 1.5 baths

$250,000

2 beds1.5 baths1,032 sq ft

4 Strong St, New Haven, CT 06515

Property at 64-66 Hill St, Bridgeport, CT 06606, 5 beds, 2 baths

$485,000

5 beds2 baths2,452 sq ft

64-66 Hill St, Bridgeport, CT 06606

Property at 65 Benham Hill Rd, West Haven, CT 06516, 3 beds, 1.5 baths

$419,000

3 beds1.5 baths1,056 sq ft

65 Benham Hill Rd, West Haven, CT 06516

Property at 152 George Washington Hwy, Ridgefield, CT 06877, 4 beds, 2.5 baths

$1,275,000

4 beds2.5 baths4,006 sq ft

152 George Washington Hwy, Ridgefield, CT 06877

Property at 22 Waller Rd, Gaylordsville, CT 06755, 4 beds, 2 baths

$399,000

4 beds2 baths2,358 sq ft

22 Waller Rd, Gaylordsville, CT 06755

Property at 100 York St Unit 7B, New Haven, CT 06511, 1 bed, 1 bath

$110,000

1 bed1 bath815 sq ft

100 York St Unit 7B, New Haven, CT 06511

Property at 8 Rising Rd, Norwalk, CT 06850, 6 beds, 4 baths

$1,349,000

6 beds4 baths3,860 sq ft

8 Rising Rd, Norwalk, CT 06850

Property at 146 Everit St Unit E, New Haven, CT 06511, 1 bed, 1 bath

$279,000

1 bed1 bath953 sq ft

146 Everit St Unit E, New Haven, CT 06511

Property at 464 Church Hill Rd, Trumbull, CT 06611, 2 beds, 2 baths

$530,000

2 beds2 baths1,168 sq ft

464 Church Hill Rd, Trumbull, CT 06611

Property at 197 Lee Farm Dr, Southbury, CT 06488, 1 bed, 2 baths

$225,000

1 bed2 baths1,004 sq ft

197 Lee Farm Dr, Southbury, CT 06488

Property at 50 Yale St, Hartford, CT 06106, 3 beds, 2 baths

$330,000

3 beds2 baths1,864 sq ft

50 Yale St, Hartford, CT 06106

Property at 15 Broadvale Rd, Meriden, CT 06450, 2 beds, 1 bath

$269,900

2 beds1 bath780 sq ft

15 Broadvale Rd, Meriden, CT 06450

Property at 190 Beaver Dam Access Rd, Stratford, CT 06614, 5 beds, 3.5 baths

$925,000

5 beds3.5 baths3,145 sq ft

190 Beaver Dam Access Rd, Stratford, CT 06614

Property at 55 Sequin St, Newington, CT 06111, 5 beds, 2 baths

$475,000

5 beds2 baths1,990 sq ft

55 Sequin St, Newington, CT 06111

Property at 573 Litchfield Rd, Harwinton, CT 06791, 5 beds, 2 baths

$375,000

5 beds2 baths1,504 sq ft

573 Litchfield Rd, Harwinton, CT 06791

Property at 36 Williams St, Norwich, CT 06360, 8 beds, 3 baths

$390,000

8 beds3 baths3,430 sq ft

36 Williams St, Norwich, CT 06360

Property at 31 Meadow Wood Dr, Greenwich, CT 06830, 3 beds, 3.5 baths

$6,995,000

3 beds3.5 baths2,425 sq ft

31 Meadow Wood Dr, Greenwich, CT 06830

Property at 27 Old Norwich Rd, Quaker Hill, CT 06375, 3 beds, 2 baths

$485,000

3 beds2 baths2,196 sq ft

27 Old Norwich Rd, Quaker Hill, CT 06375

Property at 144 Prospect Ave, Killingly, CT 06712, 6 beds, 2 baths

$262,000

6 beds2 baths1,360 sq ft

144 Prospect Ave, Killingly, CT 06712

Property at 31 Jackson Dr, Trumbull, CT 06611, 4 beds, 2.5 baths

$789,900

4 beds2.5 baths2,274 sq ft

31 Jackson Dr, Trumbull, CT 06611

Property at 122 Child Hill Rd, Woodstock, CT 06281, 4 beds, 3 baths

$679,000

4 beds3 baths3,865 sq ft

122 Child Hill Rd, Woodstock, CT 06281

Property at 196 Crown St Unit 3J, New Haven, CT 06510, 3 beds, 2 baths

$375,000

3 beds2 baths1,452 sq ft

196 Crown St Unit 3J, New Haven, CT 06510

Property at 1058 East Broadway Ave, Milford, CT 06460, 3 beds, 1.5 baths

$549,900

3 beds1.5 baths1,168 sq ft

1058 East Broadway Ave, Milford, CT 06460

Property at 144 Bayberry Dr, Bristol, CT 06010, 3 beds, 1 bath

$299,900

3 beds1 bath974 sq ft

144 Bayberry Dr, Bristol, CT 06010

Property at 356 Humphrey St, New Haven, CT 06511, 6 beds, 3.5 baths

$985,000

6 beds3.5 baths3,772 sq ft

356 Humphrey St, New Haven, CT 06511

Property at 40-42 Webster St, Hartford, CT 06114, 6 beds, 3 baths

$525,000

6 beds3 baths3,525 sq ft

40-42 Webster St, Hartford, CT 06114

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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

There are currently 3101 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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