Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
A Masterpiece of Historic Reinvention Prepare to be captivated by this rare opportunity to own a piece of history, thoughtfully reimagined for modern luxury living. Nestled in the heart of Hanover Village, this former church has been meticulously transformed into a one-of-a-kind residential retreat that seamlessly blends architectural character with high-end comfort. The Main Residence: Architectural Grandeur: The striking exterior combines original stone and stucco with durable Hardie Plank siding. Inside, the soaring former sanctuary space has been preserved as a breathtaking, open-concept kitchen, dining, and living area-perfect for grand-scale entertaining or quiet, dramatic evenings. I

$985,000

4 beds2 baths3,972 sq ft

2 Mission St, Baltic, CT 06330

Multi-zone hvac • Open-concept kitchen • Sprawling deck

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome home to your own private cottage style farm house in the heart of picturesque Ivoryton - where timeless New England charm meets modern comfort. This beautifully maintained home offers the perfect blend of character, quality, and opportunity, making it an ideal year-round residence, weekend retreat, or investment property. Situated in one of Connecticut's most sought-after shoreline communities, this enchanting home is just a short stroll to the vibrant Ivoryton Village, the renowned Ivoryton Playhouse, charming inns, boutique shops, and acclaimed local restaurants. Enjoy country living with Essex, marinas, beaches, and scenic coastal attractions just minutes away. Thoughtfully updat

$430,000

2 beds2 baths810 sq ft

52 Pond Meadow Rd, Ivoryton, CT 06442

Spacious loft • 7,405 sq ft lot • Garage

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Take a look at this spacious 3 bed, 2.5 bath colonial tucked away in a quiet residential neighborhood. This home combines timeless character with thoughtful updates- all you need to do is move in! Inside you'll find beautifully refinished hardwood floors throughout the main living spaces, along with plenty of natural sunlight. French doors open up to the living room, and from there you'll find the dining room, kitchen, and half bath. Upstairs features three bedrooms and a full bathroom. Bonus space in the walk-up attic offers an additional heated room and half bath. The lower level features a second full bathroom, washer and dryer, and potential rec room/ game room. The two-car detached gar

$333,000

3 beds2.5 baths1,448 sq ft

6 Rheel St, Vernon, CT 06066

French doors • Walk-up attic • New roof

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to 202 Crescent Drive, a fully renovated ranch set on a spacious corner lot in one of Hartford County's most convenient neighborhoods. Lovingly maintained by a single family, this move-in-ready home features new flooring, drywall, insulation, lighting, interior doors, hardware, and mouldings throughout. The home boasts a renovated kitchen with custom-built solid oak cabinetry, butcher block countertops, and updated fixtures, plus a renovated bathroom. Major infrastructure improvements provide exceptional peace of mind, including a complete electrical modernization with all-new wiring and 200-amp service, along with a comprehensive boiler overhaul. Vinyl siding, insulated double-pane

$329,900

3 beds1 bath1,015 sq ft

202 Crescent Dr, East Hartford, CT 06118

Renovated bathroom • All-new wiring • Spacious corner lot

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to an exceptional opportunity in the heart of Simsbury Center! Perfectly situated on a quiet street just steps from downtown, this classic Colonial offers the ideal blend of convenience, charm, and potential. Enjoy walking distance to local shops, restaurants, Iron Horse Boulevard, the Simsbury Meadows Performing Arts Center, the Farmington Valley Greenway, and a wonderful playground. This 3-bedroom, 1-bath home features solid oak hardwood flooring throughout and has been thoughtfully updated with newer windows, roof, and furnace. The spacious kitchen offers abundant cabinetry and counter space, providing a great foundation for your personal updates and design ideas. Adjacent to the

$259,000

3 beds1 bath936 sq ft

38 Woodland St, Simsbury, CT 06070

Quiet street • Newer furnace • Newer roof

Property at 49 Meadow St, East Haven, CT 06512, 2 beds, 2 baths

$649,900

2 beds2 baths896 sq ft

49 Meadow St, East Haven, CT 06512

Property at 250 Main St, Ridgefield, CT 06877, 4 beds, 4.5 baths

$5,495,000

4 beds4.5 baths5,778 sq ft

250 Main St, Ridgefield, CT 06877

Property at 7 Portland St, Middletown, CT 06457, 3 beds, 1 bath

$169,900

3 beds1 bath1,440 sq ft

7 Portland St, Middletown, CT 06457

Property at 97 River Rd, Pawcatuck, CT 06379, 3 beds, 2.5 baths

$2,200,000

3 beds2.5 baths2,265 sq ft

97 River Rd, Pawcatuck, CT 06379

Property at 1040 Farmington Ave #5, West Hartford, CT 06107, 2 beds, 2.5 baths

$795,000

2 beds2.5 baths2,072 sq ft

1040 Farmington Ave #5, West Hartford, CT 06107

Property at 47 Annawon Ave, West Haven, CT 06516, 2 beds, 1.5 baths

$389,900

2 beds1.5 baths907 sq ft

47 Annawon Ave, West Haven, CT 06516

Property at 130 Brandon Ave, Stratford, CT 06614, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths2,110 sq ft

130 Brandon Ave, Stratford, CT 06614

Property at 171 Henry St, Stamford, CT 06902, 4 beds, 2 baths

$799,000

4 beds2 baths1,514 sq ft

171 Henry St, Stamford, CT 06902

Property at 34 West St, Newtown, CT 06470, 6 beds, 4.5 baths

$1,300,000

6 beds4.5 baths5,182 sq ft

34 West St, Newtown, CT 06470

Property at 50 Nash St, New Haven, CT 06511, 12 beds, 5 baths

$1,595,000

12 beds5 baths5,661 sq ft

50 Nash St, New Haven, CT 06511

Property at 194 Liberty St, Middletown, CT 06457, 7 beds, 2 baths

$390,000

7 beds2 baths2,476 sq ft

194 Liberty St, Middletown, CT 06457

Property at 596 Main St, Somers, CT 06071, 2 beds, 1.5 baths

$399,900

2 beds1.5 baths2,198 sq ft

596 Main St, Somers, CT 06071

Property at 99 Cumpstone Dr, Hamden, CT 06518, 4 beds, 2 baths

$329,900

4 beds2 baths1,428 sq ft

99 Cumpstone Dr, Hamden, CT 06518

Property at 32-34 Park Ter, Bridgeport, CT 06604, 8 beds, 3 baths

$720,000

8 beds3 baths3,159 sq ft

32-34 Park Ter, Bridgeport, CT 06604

Property at 406 Newhall St, New Haven, CT 06514, 3 beds, 2 baths

$320,000

3 beds2 baths1,376 sq ft

406 Newhall St, New Haven, CT 06514

Property at 355 Hope St, Stamford, CT 06906, 6 beds, 2 baths

$935,000

6 beds2 baths2,888 sq ft

355 Hope St, Stamford, CT 06906

Property at 100 Webb St, Hamden, CT 06517, 3 beds, 2.5 baths

$269,000

3 beds2.5 baths1,236 sq ft

100 Webb St, Hamden, CT 06517

Property at 55 Oil Mill Rd #2, Danbury, CT 06810, 1 bed, 1 bath

$215,000

1 bed1 bath705 sq ft

55 Oil Mill Rd #2, Danbury, CT 06810

Property at 31-33 Brunswick Ave, Moosup, CT 06354, 6 beds, 2 baths

$359,000

6 beds2 baths2,383 sq ft

31-33 Brunswick Ave, Moosup, CT 06354

Property at 3674 Park Ave, Bridgeport, CT 06604, 3 beds, 1 bath

$450,000

3 beds1 bath1,513 sq ft

3674 Park Ave, Bridgeport, CT 06604

Property at 752 Lake Dr, Winsted, CT 06098, 4 beds, 2.5 baths

$1,600,000

4 beds2.5 baths2,129 sq ft

752 Lake Dr, Winsted, CT 06098

Property at 340 Bond St, Bridgeport, CT 06610, 4 beds, 2 baths

$475,000

4 beds2 baths1,712 sq ft

340 Bond St, Bridgeport, CT 06610

Property at 145 Adelaide St, Hartford, CT 06114, 4 beds, 2 baths

$350,000

4 beds2 baths1,823 sq ft

145 Adelaide St, Hartford, CT 06114

Property at 212 Lake Ave, Bristol, CT 06010, 2 beds, 1 bath

$255,000

2 beds1 bath1,072 sq ft

212 Lake Ave, Bristol, CT 06010

Property at 128 Broad St, Plainville, CT 06062, 3 beds, 2 baths

$374,900

3 beds2 baths1,485 sq ft

128 Broad St, Plainville, CT 06062

Property at 212 Old South Rd, Litchfield, CT 06759, 3 beds, 2 baths

$679,000

3 beds2 baths1,572 sq ft

212 Old South Rd, Litchfield, CT 06759

Property at 233 Chapel St, Milford, CT 06460, 2 beds, 1 bath

$489,900

2 beds1 bath825 sq ft

233 Chapel St, Milford, CT 06460

Property at 1209 Durham Rd, Madison, CT 06443, 5 beds, 5.5 baths

$1,200,000

5 beds5.5 baths3,832 sq ft

1209 Durham Rd, Madison, CT 06443

Property at 503 W Main St, Amston, CT 06231, 2 beds, 1 bath

$329,900

2 beds1 bath1,104 sq ft

503 W Main St, Amston, CT 06231

Property at 117-119 Clifford St, Bridgeport, CT 06607, 7 beds, 3 baths

$525,000

7 beds3 baths2,816 sq ft

117-119 Clifford St, Bridgeport, CT 06607

Property at 58 Myra Rd, Hamden, CT 06517, 3 beds, 1.5 baths

$439,000

3 beds1.5 baths1,790 sq ft

58 Myra Rd, Hamden, CT 06517

Property at 14 Carey St, Willimantic, CT 06226, 6 beds, 3 baths

$299,900

6 beds3 baths2,700 sq ft

14 Carey St, Willimantic, CT 06226

Property at 727 Woodward Ave, New Haven, CT 06512, 4 beds, 2 baths

$470,000

4 beds2 baths2,371 sq ft

727 Woodward Ave, New Haven, CT 06512

Property at 95 Sunnyside Ave, Waterbury, CT 06708, 6 beds, 3 baths

$464,000

6 beds3 baths3,044 sq ft

95 Sunnyside Ave, Waterbury, CT 06708

Property at 309 N Grand St, West Suffield, CT 06093, 4 beds, 2.5 baths

$749,900

4 beds2.5 baths3,159 sq ft

309 N Grand St, West Suffield, CT 06093

Property at 88 Coniston Ave, Waterbury, CT 06708, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,544 sq ft

88 Coniston Ave, Waterbury, CT 06708

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Vintage Homes for Sale in Connecticut

There are currently 2660 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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