Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
3 Family & Commercial building with approximately 2000 square feet on the first floor. (Former Hamden Press). Attention Investors, Flippers, Contractor's, Landscaper's etc. Incredible opportunity to own a mixed use parcel within the T-4 zone which has several Commercial opportunities. In the 3 Family house each floor contains 5 rooms, 3 Bedrooms and one bath. Separate utilities with 3 electric meters, 3 gas meters. Needs some updating but well worth the effort as rents are well below market value!! The rear building is approximately 42' x 48' on the main level and has opportunity for additional space in the walk-up loft/attic area. High traffic count on Dixwell Avenue.

$539,000

9 beds3 baths3,220 sq ft

1052 Dixwell Ave, Hamden, CT 06514

Separate utilities • T-4 zone • Mixed use parcel

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business operations. With two commercial retail lots sold as one parcel, the property offers endless possibilities. The main building and retail cottage are perfect for businesses such as a shop, restaurant, pub, gourmet market, coffee shop, brewery, garden center, florist, wellness center, therapist office,

$1,395,000

4 beds5 baths5,282 sq ft

4 Long Ridge Rd, Redding, CT 06896

Multiple patios • Lush gardens • 0.69 acre lot

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This Conventional Style home has 3 bedrooms, 2 full bathrooms, and is 1,344 Squre Feet. There are 6 total rooms, a detached garage, and a covered front porch.

$260,000

3 beds2 baths1,344 sq ft

304 Maple St, New Britain, CT 06051

6,534 sq ft lot • Garage • Built 1907

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This ranch style sits on a generous lot and has a nicely landscaped backyard. The property offers a living room, a good-sized kitchen with quality appliances and a beautiful backsplash, 2 ample bathrooms, and 3 bedrooms. Hardwood floors through. A backyard patio ideal for entertaining or relaxation. A fully finished basement can be used for extra living space or entertainment. Plenty of parking space.

$769,900

3 beds2 baths1,248 sq ft

5763 Park Ave, Fairfield, CT 06825

Quality appliances • Landscaped backyard • Backyard patio

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to 28 Thayer Road, a charming Cape Cod-style home that blends classic character with modern updates. Situated on a quiet street, this inviting residence features a spacious living room, open-concept kitchen and dining room, updated bathroom with tiled shower/tub, and a versatile first-floor room that may be utilized as a bedroom, office, or den. The renovated kitchen boasts stainless steel appliances, soft-close cabinetry, white quartz countertops, and a center island perfect for cooking and entertaining. Upstairs, you'll find two spacious bedrooms with ample storage and a large cedar hallway closet. Gleaming hardwood floors run throughout the first and second levels. Additional liv

$334,900

3 beds1 bath1,042 sq ft

28 Thayer Rd, Hamden, CT 06514

Open concept kitchen • Soft close cabinetry • Cape cod style home

Property at 733 Broad St, Meriden, CT 06450, 3 beds, 2 baths

$292,900

3 beds2 baths1,092 sq ft

733 Broad St, Meriden, CT 06450

Property at 15 Montgomery St, Danbury, CT 06810, 4 beds, 3 baths

$699,000

4 beds3 baths1,970 sq ft

15 Montgomery St, Danbury, CT 06810

Property at 430 Albert Ave, Stratford, CT 06614, 5 beds, 2 baths

$679,999

5 beds2 baths2,252 sq ft

430 Albert Ave, Stratford, CT 06614

Property at 23 Echo Dr, New Milford, CT 06776, 4 beds, 2.5 baths

$3,900,000

4 beds2.5 baths2,073 sq ft

23 Echo Dr, New Milford, CT 06776

Property at 40 W Elm St Unit 3D&E, Greenwich, CT 06830, 3 beds, 3.5 baths

$4,250,000

3 beds3.5 baths2,890 sq ft

40 W Elm St Unit 3D&E, Greenwich, CT 06830

Property at 439 Edgewood Ave, New Haven, CT 06511, 3 beds, 1.5 baths

$545,900

3 beds1.5 baths2,596 sq ft

439 Edgewood Ave, New Haven, CT 06511

Property at Undisclosed address, Hartford, CT 06120, 2 beds, 1 bath

$85,000

2 beds1 bath1,014 sq ft

Undisclosed address, Hartford, CT 06120

Property at 28 North Ave, North Haven, CT 06473, 3 beds, 1 bath

$439,000

3 beds1 bath1,346 sq ft

28 North Ave, North Haven, CT 06473

Property at 209 Main St, Deep River, CT 06417, 9 beds, 9 baths

$1,199,999

9 beds9 baths4,982 sq ft

209 Main St, Deep River, CT 06417

Property at 21 Hirsch Rd, Stamford, CT 06905, 6 beds, 3 baths

$1,039,500

6 beds3 baths3,927 sq ft

21 Hirsch Rd, Stamford, CT 06905

Property at 19 Seherr Thoss Dr, Litchfield, CT 06759, 7 beds, 7 baths

$7,900,000

7 beds7 baths13,056 sq ft

19 Seherr Thoss Dr, Litchfield, CT 06759

Property at 6 Canterbury Tpke, Norwich, CT 06360, 4 beds, 2.5 baths

$484,500

4 beds2.5 baths2,660 sq ft

6 Canterbury Tpke, Norwich, CT 06360

Property at 106 Brookdale Ln, Waterbury, CT 06705, 2 beds, 1 bath

$299,999

2 beds1 bath832 sq ft

106 Brookdale Ln, Waterbury, CT 06705

Property at 16 Holbrook Ct, Ansonia, CT 06401, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,623 sq ft

16 Holbrook Ct, Ansonia, CT 06401

Property at 39 Vineyard Pl, Guilford, CT 06437, 6 beds, 5.5 baths

$5,950,000

6 beds5.5 baths6,603 sq ft

39 Vineyard Pl, Guilford, CT 06437

Property at 397-Building #3 Grandfield Ave Unit C, Bridgeport, CT 06610, 1 bed, 1 bath

$51,000

1 bed1 bath401 sq ft

397-Building #3 Grandfield Ave Unit C, Bridgeport, CT 06610

Property at 30 Knowles Rd, East Hampton, CT 06424, 4 beds, 4 baths

$1,495,000

4 beds4 baths3,799 sq ft

30 Knowles Rd, East Hampton, CT 06424

Property at 44 Williams Ave, Mystic, CT 06355, 6 beds, 5 baths

$2,550,000

6 beds5 baths3,669 sq ft

44 Williams Ave, Mystic, CT 06355

Property at 130 Woodbine St, Naugatuck, CT 06770, 4 beds, 2.5 baths

$468,000

4 beds2.5 baths2,965 sq ft

130 Woodbine St, Naugatuck, CT 06770

Property at 106 Turnpike Rd, Somers, CT 06071, 5 beds, 4.5 baths

$624,900

5 beds4.5 baths3,684 sq ft

106 Turnpike Rd, Somers, CT 06071

Property at 51 Cushman St, Waterbury, CT 06704, 3 beds, 2 baths

$309,900

3 beds2 baths1,468 sq ft

51 Cushman St, Waterbury, CT 06704

Property at 222-224 W Cornwall Rd, Sharon, CT 06069, 4 beds, 3 baths

$1,065,000

4 beds3 baths2,209 sq ft

222-224 W Cornwall Rd, Sharon, CT 06069

Property at 106 Edin Ave, Waterbury, CT 06706, 4 beds, 2 baths

$369,000

4 beds2 baths2,184 sq ft

106 Edin Ave, Waterbury, CT 06706

Property at 310 Douglas St, Bridgeport, CT 06606, 3 beds, 1.5 baths

$424,900

3 beds1.5 baths1,512 sq ft

310 Douglas St, Bridgeport, CT 06606

Property at 459 Colonel Ledyard Hwy, Ledyard, CT 06339, 1 bed, 1.5 baths

$204,900

1 bed1.5 baths1,109 sq ft

459 Colonel Ledyard Hwy, Ledyard, CT 06339

Property at 607 Elm St, New Haven, CT 06511, 9 beds, 4 baths

$595,000

9 beds4 baths4,402 sq ft

607 Elm St, New Haven, CT 06511

Property at 287 W Main St, Canaan, CT 06018, 3 beds, 1 bath

$320,000

3 beds1 bath1,784 sq ft

287 W Main St, Canaan, CT 06018

Property at 1460 Mount Carmel Ave, Hamden, CT 06518, 3 beds, 2 baths

$380,000

3 beds2 baths1,444 sq ft

1460 Mount Carmel Ave, Hamden, CT 06518

Property at 1489 Georges Hill Rd, Southbury, CT 06488, 4 beds, 1.5 baths

$450,000

4 beds1.5 baths1,408 sq ft

1489 Georges Hill Rd, Southbury, CT 06488

Property at 276 Washington St, Norwich, CT 06360, 5 beds, 2 baths

$509,900

5 beds2 baths2,914 sq ft

276 Washington St, Norwich, CT 06360

Property at 180 Green Hill Rd, Killingworth, CT 06419, 4 beds, 4 baths

$1,299,900

4 beds4 baths4,154 sq ft

180 Green Hill Rd, Killingworth, CT 06419

Property at 81 & 63 Currituck Rd, Newtown, CT 06470, 3 beds, 2 baths

$1,595,000

3 beds2 baths2,906 sq ft

81 & 63 Currituck Rd, Newtown, CT 06470

Property at 100 York St Unit 7E, New Haven, CT 06511, 2 beds, 1 bath

$198,000

2 beds1 bath897 sq ft

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

Property at 23 Vermont St, Waterbury, CT 06704, 6 beds, 3 baths

$295,000

6 beds3 baths2,886 sq ft

23 Vermont St, Waterbury, CT 06704

Property at 781 Farmington Ave, West Hartford, CT 06119, 7 beds, 3 baths

$1,295,000

7 beds3 baths6,234 sq ft

781 Farmington Ave, West Hartford, CT 06119

Property at 5 Blumenthal Dr, Uncasville, CT 06382, 2 beds, 1 bath

$178,100

2 beds1 bath678 sq ft

5 Blumenthal Dr, Uncasville, CT 06382

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Based on information submitted to the MLS GRID as of Wed Sep 02 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

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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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