Vintage homes for sale & real estate in Connecticut, CT

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FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Classic charm meets everyday convenience in Waterbury's Overlook neighborhood! Just a short stroll away, Fulton Park offers a serene pond, tennis and basketball courts, a baseball field, and a public pool for cooling off on summer days. Shopping, dining, everyday essentials, and highway access are all within easy reach. This 3-bedroom, 1.5-bath Colonial features hardwood floors, a living room with a fireplace, separate dining area, sunroom, partially finished basement, and a walk-up attic for additional storage. The owner is re-staining the hardwood floors to restore their shine and repairing minor driveway cracks. The spacious deck needs some TLC but offers great potential for outdoor gath

$278,000

3 beds1.5 baths1,360 sq ft

71 Clinton St, Waterbury, CT 06710

Serene pond • Highway access • Baseball field

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Discover comfort, convenience, and versatility at 20 Pine Street! Situated on a peaceful cul-de-sac, this charming single-level home offers a thoughtfully designed layout, modern updates, and easy access to everyday amenities. Step inside to find updated luxury vinyl tile flooring, a welcoming living room with vaulted ceilings, and an inviting atmosphere perfect for relaxing or entertaining. The refreshed eat-in kitchen features stainless steel appliances, gas cooking, and stylish finishes, while an additional flexible space provides the perfect opportunity for a home office, den, or hobby room. Three generously sized bedrooms and an updated full bathroom with newer fixtures and beadboard d

$270,000

3 beds1 bath1,151 sq ft

20 Pine St, Waterford, CT 06385

Flexible space • Gas cooking • Cul-de-sac

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Timeless luxury meets exceptional craftsmanship at 98 Banks Place, where a meticulous restoration & rebuild, completed in 2017, transformed an 1830 Greek Revival into a home offering the comfort of new construction while preserving the soul, warmth, & character only a home of this era can provide. Original floors, brick, timbers, custom windows, reclaimed hardware, & period details blend seamlessly with custom millwork, barrel ceilings, Belgian stone flooring, designer finishes, radiant-heated floors, & all-new systems. A chef's kitchen w/ concealed scullery anchors gracious living spaces, while an inviting family room & serene primary suite balance gathering &am

$5,995,000

4 beds5 baths5,699 sq ft

98 Banks Pl, Southport, CT 06890

New pool house • Resort-style pool • Chef's kitchen

OPEN SUN, 11:30AM TO 1:30PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to 180 Gardner Ave, New London! Charming coastal living, thoughtful updates, and a location you'll love! Just a short walk to the water in a desirable neighborhood, this inviting 3-bedroom home offers the perfect blend of character, comfort, and convenience. Featuring approximately 1,250 square feet of living space, beautiful hardwood floors, updated appliances, and an abundance of natural light, this home feels bright, warm, and welcoming. Gather around the cozy fireplace on chilly New England winter nights and enjoy the warmth and charm this home has to offer. Step outside to the fenced-in backyard with a patio and awning, perfect for entertaining, enjoying your morning coffee, or

$379,900

3 beds1 bath1,240 sq ft

180 Gardner Ave, New London, CT 06320

Thoughtful updates • Fenced-in backyard • Walk-up attic

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
IN THE SAME FAMILY SINCE 1960 - welcome to 2 Arthur Road, a well-loved East Haven Cape nestled in a tight-knit, sought-after neighborhood. Offering 3 bedrooms, 1.5 baths and 1,142 sq ft above grade plus a partially finished lower level, this home blends thoughtful updates with classic character. The heart of the home was renovated around 2022: the kitchen features an island with gas cooktop, double wall oven and newer appliances, and opens to the dining room, both with refinished hardwood floors. The main-level full bath was fully redone with a tile shower, new flooring and vanity. A first-floor primary bedroom adds one-level convenience, and the living room is anchored by a brick fireplace

$389,900

3 beds1.5 baths1,142 sq ft

2 Arthur Rd, East Haven, CT 06512

Double wall oven • Renovated kitchen • Tile shower

Property at 67 Nortontown Rd, Madison, CT 06443, 4 beds, 2 baths

$695,000

4 beds2 baths1,956 sq ft

67 Nortontown Rd, Madison, CT 06443

Property at 14 Dante Pl, Hamden, CT 06514, 3 beds, 1.5 baths

$335,000

3 beds1.5 baths1,376 sq ft

14 Dante Pl, Hamden, CT 06514

Property at 10 Clearview Dr, Ridgefield, CT 06877, 2 beds, 1 bath

$565,000

2 beds1 bath707 sq ft

10 Clearview Dr, Ridgefield, CT 06877

Property at 33 New England Ave, Fairfield, CT 06824, 2 beds, 1.5 baths

$609,900

2 beds1.5 baths1,560 sq ft

33 New England Ave, Fairfield, CT 06824

Property at 71 Reservoir Ave, Meriden, CT 06451, 3 beds, 1.5 baths

$249,900

3 beds1.5 baths1,328 sq ft

71 Reservoir Ave, Meriden, CT 06451

Property at 41 Florence Ave, New Haven, CT 06512, 3 beds, 2 baths

$397,500

3 beds2 baths1,796 sq ft

41 Florence Ave, New Haven, CT 06512

Property at 10 Jennifer Rd, Norwalk, CT 06850, 3 beds, 2 baths

$849,000

3 beds2 baths2,426 sq ft

10 Jennifer Rd, Norwalk, CT 06850

Property at 26 Calverton Dr, New Fairfield, CT 06812, 3 beds, 1 bath

$399,000

3 beds1 bath1,286 sq ft

26 Calverton Dr, New Fairfield, CT 06812

Property at 28 Blake St, Ivoryton, CT 06442, 2 beds, 1.5 baths

$389,000

2 beds1.5 baths948 sq ft

28 Blake St, Ivoryton, CT 06442

Property at 208 Thornbush Rd, Wethersfield, CT 06109, 3 beds, 1.5 baths

$385,000

3 beds1.5 baths1,488 sq ft

208 Thornbush Rd, Wethersfield, CT 06109

Property at 15-17 Seventh St, Newington, CT 06111, 4 beds, 3 baths

$398,999

4 beds3 baths1,536 sq ft

15-17 Seventh St, Newington, CT 06111

Property at 104 Walnut Tree Hill Rd, Shelton, CT 06484, 3 beds, 2 baths

$569,900

3 beds2 baths2,146 sq ft

104 Walnut Tree Hill Rd, Shelton, CT 06484

Property at 200 Damascus Rd, Branford, CT 06405, 4 beds, 2.5 baths

$629,000

4 beds2.5 baths4,087 sq ft

200 Damascus Rd, Branford, CT 06405

Property at 109 Saint Charles Ave, Stamford, CT 06907, 5 beds, 4 baths

$899,999

5 beds4 baths3,718 sq ft

109 Saint Charles Ave, Stamford, CT 06907

Property at 108 Strawberry Hill Ave #3, Stamford, CT 06902, 1 bed, 1 bath

$170,000

1 bed1 bath750 sq ft

108 Strawberry Hill Ave #3, Stamford, CT 06902

Property at 868 W Main St, West Haven, CT 06516, 2 beds, 1.5 baths

$315,000

2 beds1.5 baths899 sq ft

868 W Main St, West Haven, CT 06516

Property at 52 Anthony Ln, Westbrook, CT 06498, 3 beds, 1.5 baths

$422,377

3 beds1.5 baths914 sq ft

52 Anthony Ln, Westbrook, CT 06498

Property at 203 Franklin Rd, Hamden, CT 06517, 3 beds, 1 bath

$147,000

3 beds1 bath1,200 sq ft

203 Franklin Rd, Hamden, CT 06517

Property at 24 Arrowhead Way, Darien, CT 06820, 5 beds, 8 baths

$6,250,000

5 beds8 baths8,388 sq ft

24 Arrowhead Way, Darien, CT 06820

Property at 45 Broadview Rd, Cheshire, CT 06410, 2 beds, 1 bath

$389,900

2 beds1 bath977 sq ft

45 Broadview Rd, Cheshire, CT 06410

Property at 3 Potter Rd, North Haven, CT 06473, 5 beds, 4 baths

$989,000

5 beds4 baths3,274 sq ft

3 Potter Rd, North Haven, CT 06473

Property at 141 W Center St, Manchester, CT 06040, 5 beds, 1.5 baths

$232,500

5 beds1.5 baths1,722 sq ft

141 W Center St, Manchester, CT 06040

Property at 260 Nicholson St, Newington, CT 06111, 3 beds, 1.5 baths

$324,900

3 beds1.5 baths1,144 sq ft

260 Nicholson St, Newington, CT 06111

Property at 80 Strong Rd, South Windsor, CT 06074, 4 beds, 2 baths

$399,900

4 beds2 baths1,804 sq ft

80 Strong Rd, South Windsor, CT 06074

Property at 3 Deer Park Rd, Danbury, CT 06811, 4 beds, 4 baths

$899,900

4 beds4 baths4,009 sq ft

3 Deer Park Rd, Danbury, CT 06811

Property at 63 Beacon View Dr, Fairfield, CT 06825, 1 bed, 1 bath

$320,000

1 bed1 bath625 sq ft

63 Beacon View Dr, Fairfield, CT 06825

Property at 30 Smith St, East Hampton, CT 06424, 2 beds, 1.5 baths

$409,000

2 beds1.5 baths1,434 sq ft

30 Smith St, East Hampton, CT 06424

Property at Undisclosed address, Wallingford, CT 06492, 2 beds, 1 bath

$349,900

2 beds1 bath1,275 sq ft

Undisclosed address, Wallingford, CT 06492

Property at 25 Grand St #249, Norwalk, CT 06851, 2 beds, 1 bath

$375,000

2 beds1 bath1,003 sq ft

25 Grand St #249, Norwalk, CT 06851

Property at 437 Woodstock Ave, Stratford, CT 06614, 3 beds, 1.5 baths

$469,000

3 beds1.5 baths1,705 sq ft

437 Woodstock Ave, Stratford, CT 06614

Property at 589 Kent Rd, Gaylordsville, CT 06755, 2 beds, 1.5 baths

$299,900

2 beds1.5 baths1,024 sq ft

589 Kent Rd, Gaylordsville, CT 06755

Property at 2 Mediterranean Ln, Norwich, CT 06360, 3 beds, 2.5 baths

$294,925

3 beds2.5 baths2,000 sq ft

2 Mediterranean Ln, Norwich, CT 06360

Property at 225 N Water St, Stonington, CT 06378, 3 beds, 4 baths

$825,000

3 beds4 baths2,458 sq ft

225 N Water St, Stonington, CT 06378

Property at Great Plain Rd, Danbury, CT 06811, 1 bed, 1 bath

$315,000

1 bed1 bath528 sq ft

Great Plain Rd, Danbury, CT 06811

Property at 15 Ilion Rd, New Fairfield, CT 06812, 4 beds, 3 baths

$499,000

4 beds3 baths2,814 sq ft

15 Ilion Rd, New Fairfield, CT 06812

Property at 79 Bloomfield Ave, Hartford, CT 06107, 3 beds, 2.5 baths

$675,000

3 beds2.5 baths2,360 sq ft

79 Bloomfield Ave, Hartford, CT 06107

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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 3132 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.

Vintage homes for sale & real estate in Connecticut, CT

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