Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Nestled on a private lane, this Southport luxury estate offers a pin-drop quiet setting just minutes from Southport Village, Southport Harbor, the Southport train station, I-95, and the Merritt Parkway. Set on over two level acres, it blends tranquility and convenience. The home features six bedrooms, including a gracious first-floor primary suite with a fireplace, dual spa-like bathrooms, separate dressing areas, and French doors opening to landscaped gardens. A wood-paneled library with a wet bar and a guest suite with a private staircase and full bath add character and flexibility. The country kitchen features wide-plank pine floors, tiled countertops, and Traulsen and Wolf appliances. O

$2,950,000

6 beds6.5 baths5,320 sq ft

420 Morehouse Ln, Southport, CT 06890

Country kitchen • Wood-paneled library • Guest suite

OPEN SUN, 1PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to this charming Bungalow Cottage located in the desirable Whitneyville neighborhood of Hamden. Offering 3 bedrooms, 2 full bathrooms, and a heated lower level, this home combines character, comfort, and versatility. The main level features a bright and inviting living room with an inviting fireplace, an open dining area, a beautiful functional kitchen, a first-floor bedroom, and a full bathroom. Upstairs, you'll find two additional bedrooms along with ample built-in storage tucked behind access doors, preserving the home's classic charm while maximizing functionality. The heated lower level expands the living space with newly installed flooring, a second full bathroom, and a kitche

$343,000

3 beds2 baths1,790 sq ft

12 Violet St, Hamden, CT 06517

Functional kitchen • Open dining area • Inviting fireplace

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to this charming and cozy bungalow nestled in the heart of Norwalk-an ideal alternative to condo living without the fees! This delightful 2-bedroom, 2 full bath home offers the perfect blend of character, comfort, and convenience. Step inside to find beautiful hardwood floors throughout and a warm, inviting layout. A finished and heated loft provides valuable additional space-perfect for storage, a home office, or creative use. The exterior has been meticulously maintained, featuring durable Hardie board siding and a newer asphalt roof for peace of mind. Enjoy your own private backyard oasis, ideal for gardening, entertaining, or simply unwinding. The spacious deck is perfect for su

$500,000

2 beds2 baths1,327 sq ft

37 Brooklawn Ave, Norwalk, CT 06854

5,227 sq ft lot • 2 parking spots • Built 1929

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Tucked away on a private 0.835-acre hillside between Mystic and Noank, this historic 1910 residence, originally built for Ella Brigham in the Shingle Style, offers a rare blend of timeless character, modern updates, and a spectacular natural setting. Nearly surrounded by protected land, the property features trails leading from the grounds to multiple ponds, creating a peaceful retreat while remaining close to area amenities, restaurants, and the shoreline. This 2,796 square foot home includes four bedrooms, two full baths, and one half bath. The traditional front porch with fieldstone pillars welcomes you and overlooks beautifully landscaped grounds filled with mature plantings, including

$1,250,000

4 beds2.5 baths2,796 sq ft

697 Noank Rd, Mystic, CT 06355

Landscaped grounds • Protected land • Private hillside

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome home to this beautifully reimagined Tudor, where timeless charm meets modern sophistication. Offering 4 spacious bedrooms, 2.5 updated baths, and an attached garage. At the heart of the home is a stunning, state-of-the-art kitchen featuring custom renovations, gas cooking, and seamless hardwood flooring, all flowing effortlessly into the open-concept living and dining spaces. Step outside to your own backyard oasis, complete with above-ground pool, expansive deck and newly installed fencing. Extensively updated throughout, this home showcases quality craftsmanship and significant improvements, including: * Renovated kitchen * Renovated bathrooms * Refinished hardwood floors t

$589,900

4 beds2.5 baths2,170 sq ft

340 Wolcott Hill Rd, Wethersfield, CT 06109

Custom renovations • Backyard oasis • Above-ground pool

Property at 143 Cottage Rd, Enfield, CT 06082, 4 beds, 2 baths

$499,900

4 beds2 baths3,982 sq ft

143 Cottage Rd, Enfield, CT 06082

Property at 148 W Hills Rd, New Canaan, CT 06840, 5 beds, 4.5 baths

$2,995,000

5 beds4.5 baths5,731 sq ft

148 W Hills Rd, New Canaan, CT 06840

Property at 1308 Durham Rd, Madison, CT 06443, 3 beds, 2.5 baths

$1,378,800

3 beds2.5 baths2,767 sq ft

1308 Durham Rd, Madison, CT 06443

Property at 23 Church St, Wilton, CT 06897, 3 beds, 1.5 baths

$849,000

3 beds1.5 baths1,612 sq ft

23 Church St, Wilton, CT 06897

Property at 255 Old Stafford Rd, Tolland, CT 06084, 3 beds, 2.5 baths

$304,900

3 beds2.5 baths1,928 sq ft

255 Old Stafford Rd, Tolland, CT 06084

Property at 110 East Main St, Clinton, CT 06413, 3 beds, 1.5 baths

$190,000

3 beds1.5 baths1,238 sq ft

110 East Main St, Clinton, CT 06413

Property at 87 White Birch Ln, Stamford, CT 06905, 4 beds, 3 baths

$835,000

4 beds3 baths2,605 sq ft

87 White Birch Ln, Stamford, CT 06905

Property at 39 Soundview Ave, Milford, CT 06460, 3 beds, 1 bath

$345,000

3 beds1 bath1,157 sq ft

39 Soundview Ave, Milford, CT 06460

Property at 24 Little Bay Ln, Branford, CT 06405, 6 beds, 3 baths

$935,000

6 beds3 baths1,282 sq ft

24 Little Bay Ln, Branford, CT 06405

Property at 609 Norwich Rd, Plainfield, CT 06374, 4 beds, 2.5 baths

$285,000

4 beds2.5 baths2,820 sq ft

609 Norwich Rd, Plainfield, CT 06374

Property at 436 Middle Tpke E, Manchester, CT 06040, 3 beds, 2 baths

$499,500

3 beds2 baths1,419 sq ft

436 Middle Tpke E, Manchester, CT 06040

Property at 539 Hopewell Rd, South Glastonbury, CT 06073, 4 beds, 3 baths

$675,000

4 beds3 baths3,346 sq ft

539 Hopewell Rd, South Glastonbury, CT 06073

Property at 292 Naugatuck Ave, Milford, CT 06460, 3 beds, 2 baths

$485,000

3 beds2 baths1,624 sq ft

292 Naugatuck Ave, Milford, CT 06460

Property at 111 Fifth St, Norwich, CT 06360, 3 beds, 1 bath

$99,999

3 beds1 bath1,109 sq ft

111 Fifth St, Norwich, CT 06360

Property at 37 Woodland Dr, Old Saybrook, CT 06475, 3 beds, 2 baths

$1,025,000

3 beds2 baths1,426 sq ft

37 Woodland Dr, Old Saybrook, CT 06475

Property at 70 Reed Rd, Warren, CT 06754, 4 beds, 2 baths

$574,900

4 beds2 baths2,004 sq ft

70 Reed Rd, Warren, CT 06754

Property at 18 Hinckley Rd, New Preston Marble Dale, CT 06777, 3 beds, 2 baths

$489,900

3 beds2 baths1,800 sq ft

18 Hinckley Rd, New Preston Marble Dale, CT 06777

Property at 700 Watertown Rd, Middlebury, CT 06762, 4 beds, 3 baths

$590,000

4 beds3 baths2,528 sq ft

700 Watertown Rd, Middlebury, CT 06762

Property at 31 Granite Dr, Norwalk, CT 06850, 4 beds, 3.5 baths

$849,999

4 beds3.5 baths3,003 sq ft

31 Granite Dr, Norwalk, CT 06850

Property at 2 Paris St, Milford, CT 06460, 3 beds, 2.5 baths

$798,000

3 beds2.5 baths1,857 sq ft

2 Paris St, Milford, CT 06460

Property at 32 Sunset Ter, Essex, CT 06426, 3 beds, 3 baths

$599,000

3 beds3 baths1,846 sq ft

32 Sunset Ter, Essex, CT 06426

Property at 30 Walter Pl, East Hartford, CT 06108, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths2,556 sq ft

30 Walter Pl, East Hartford, CT 06108

Property at 102 Capen St, Hartford, CT 06120, 8 beds, 3 baths

$499,999

8 beds3 baths3,001 sq ft

102 Capen St, Hartford, CT 06120

Property at 16 Deepwood Dr, Cheshire, CT 06410, 3 beds, 2 baths

$489,500

3 beds2 baths1,566 sq ft

16 Deepwood Dr, Cheshire, CT 06410

Property at 8 Ernel Dr, Riverside, CT 06878, 4 beds, 3 baths

$1,950,000

4 beds3 baths1,832 sq ft

8 Ernel Dr, Riverside, CT 06878

Property at 116 Stuart Ave, Norwalk, CT 06850, 5 beds, 2 baths

$679,900

5 beds2 baths1,768 sq ft

116 Stuart Ave, Norwalk, CT 06850

Property at 7 Sasqua Rd, Norwalk, CT 06855, 5 beds, 7.5 baths

$2,395,000

5 beds7.5 baths5,508 sq ft

7 Sasqua Rd, Norwalk, CT 06855

Property at 1052 New Rock Hill Rd, Wallingford, CT 06492, 3 beds, 1.5 baths

$499,900

3 beds1.5 baths1,506 sq ft

1052 New Rock Hill Rd, Wallingford, CT 06492

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

$230,000

1 bed2 baths1,004 sq ft

197 Lee Farm Dr, Southbury, CT 06488

Property at 67 Wilbar Ave, Milford, CT 06460, 4 beds, 1.5 baths

$649,999

4 beds1.5 baths1,834 sq ft

67 Wilbar Ave, Milford, CT 06460

Property at 380 S Burnham Hwy, Lisbon, CT 06351, 3 beds, 1 bath

$299,000

3 beds1 bath1,033 sq ft

380 S Burnham Hwy, Lisbon, CT 06351

Property at 240 North Ave, Westport, CT 06880, 5 beds, 4.5 baths

$3,499,000

5 beds4.5 baths3,778 sq ft

240 North Ave, Westport, CT 06880

Property at 18 Hicksville Rd, Cromwell, CT 06416, 3 beds, 2.5 baths

$384,900

3 beds2.5 baths1,742 sq ft

18 Hicksville Rd, Cromwell, CT 06416

Property at 209-209 Long Neck Point Rd, Darien, CT 06820, 5 beds, 7.5 baths

$12,995,000

5 beds7.5 baths7,610 sq ft

209-209 Long Neck Point Rd, Darien, CT 06820

Property at 380 Farmington Ave, Waterbury, CT 06710, 3 beds, 2 baths

$289,000

3 beds2 baths1,092 sq ft

380 Farmington Ave, Waterbury, CT 06710

Property at 25 River Ave, Old Saybrook, CT 06475, 2 beds, 1 bath

$800,000

2 beds1 bath1,478 sq ft

25 River Ave, Old Saybrook, CT 06475

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Vintage Homes for Sale in Connecticut

There are currently 2610 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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