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 contemporary ranch home, located in North Stamford, just north of the Merritt Parkway. The neighborhood is convenient to all kind of shopping, markets, gas station, pharmacy, medical facilities, tennis courts, restaurants and more! As you enter the front door, you will be awed by the feeling and space of the great room. Areas for living room, dining room and den are easily imagined and can be configured in many ways. The top floor boasts hardwood floors, floor to ceiling windows, a vaulted ceiling and wood burning fireplace. There is also access to the oversized deck. Adjacent to this great room is the open kitchen, featuring granite counters, recessed lighting and hardwood

$899,900

3 beds2 baths2,709 sq ft

16 Big Oak Cir, Stamford, CT 06903

Oversized deck • Recreation room • Man-made pond

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Discover the timeless appeal of Old Greenwich in this beautifully restored 1910 barn, tucked away off West End Ave in this incredibly convenient and private location. Soaring ceilings, wide-plank floors, and light-filled interiors create a fresh and original space. In the country kitchen a fabulous Aga oven anchors the space truly creating the heart of the home. Multi-access to a large wrap-around deck, overlooking beautifully landscaped gardens and level yard. An oversized one-car detached garage with extra storage and ample courtyard parking. This lovely tucked away gem is moments from the village, train station, schools, shops, restaurants and the popular Tod's Point Beach. A rare offeri

$2,135,000

3 beds2 baths2,174 sq ft

14A W End Ave, Old Greenwich, CT 06870

Country kitchen • Level yard • Landscaped gardens

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
* * * Highest and best offers due by Saturday, October 31, 2026 at 8pm * * * Discover the possibilities at 290 Tunxis Road! Set on approximately 1.11 acres near UConn Health and John Dempsey Hospital, this West Hartford ranch offers approximately 1,559 square feet with 2 bedrooms and 1 full bath. An additional room with a closet provides flexible space for a home office or den. A fireplace, 2-car attached garage and partially finished basement add to the home's potential. Improvements include a roof replacement in 2024 and replacement of the oil-fired boiler and indirect water heater in 2021. This home provides an opportunity for investors, contractors or buyers ready to create a space

$279,999

2 beds1 bath1,559 sq ft

290 Tunxis Rd, West Hartford, CT 06107

Flexible space • Roof replacement • 1.11 acres

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Classic Center Hall Colonial home situated on the apex of a quiet circular lane in sought after Riverside neighborhood. Constructed by the builder for his family using quality materials and craftsmanship. Meticulously maintained, expanded and renovated over the last 16 years by the current owner. The land is a flat rectangle, professionally landscaped in a truly park like manner.

$4,595,000

5 beds5.5 baths4,000 sq ft

47 Winthrop Dr, Riverside, CT 06878

Pre-war materials • Park like manner • Center hall colonial

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This property is income restricted. Buyer may not exceed 100% of the areas median income. Property must be owner occupied. Beautiful duplex completely updated in 2016. Come see this New London Duplex and make it your own. Home features an updated roof, updated kitchens, updated bathrooms, updated flooring, updated windows, and updated HVAC. The larger of the two units is on the first floor, while the second floor feeling spacious with its optimal use of space. Both units have laundry hookup. Close to Subbase, Electric Boat, Pfizer, and all the amenities New London and Waterford have to offer. Annual Income Restrictions based are as follows: 1 Person : $87,200 2 Person : $99,600 3 Person : $

$194,868

5 beds2 baths1,942 sq ft

63 Belden St, New London, CT 06320

Updated windows • Updated bathrooms • Updated roof

Property at 127 Southview St, Waterbury, CT 06706, 5 beds, 2 baths

$115,000

5 beds2 baths1,818 sq ft

127 Southview St, Waterbury, CT 06706

Property at 26 Ledge Rd, Lebanon, CT 06249, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,322 sq ft

26 Ledge Rd, Lebanon, CT 06249

Property at Undisclosed address, Stamford, CT 06903, 5 beds, 3.5 baths

$1,159,000

5 beds3.5 baths3,627 sq ft

Undisclosed address, Stamford, CT 06903

Property at 45 Garvan St, Newington, CT 06111, 3 beds, 1 bath

$299,900

3 beds1 bath1,032 sq ft

45 Garvan St, Newington, CT 06111

Property at 48 Rockdale Ave, Oakville, CT 06779, 3 beds, 1 bath

$309,900

3 beds1 bath1,470 sq ft

48 Rockdale Ave, Oakville, CT 06779

Property at 297 Flanders Rd, Stonington, CT 06378, 1 bed, 1 bath

$329,900

1 bed1 bath960 sq ft

297 Flanders Rd, Stonington, CT 06378

Property at 60 Girard Ave, Hartford, CT 06105, 4 beds, 1 bath

$279,900

4 beds1 bath2,128 sq ft

60 Girard Ave, Hartford, CT 06105

Property at 121 Old Post Rd, Fairfield, CT 06824, 3 beds, 2.5 baths

$1,495,000

3 beds2.5 baths2,220 sq ft

121 Old Post Rd, Fairfield, CT 06824

Property at 34 Bradley Ave, Meriden, CT 06451, 4 beds, 1.5 baths

$299,900

4 beds1.5 baths1,472 sq ft

34 Bradley Ave, Meriden, CT 06451

Property at 6 Orange St, Norwalk, CT 06850, 4 beds, 2.5 baths

$1,150,000

4 beds2.5 baths2,492 sq ft

6 Orange St, Norwalk, CT 06850

Property at 408 Norwich Westerly Rd, North Stonington, CT 06359, 3 beds, 1 bath

$449,900

3 beds1 bath1,547 sq ft

408 Norwich Westerly Rd, North Stonington, CT 06359

Property at 40 Berkshire Rd, Southbury, CT 06488, 2 beds, 1 bath

$395,000

2 beds1 bath1,350 sq ft

40 Berkshire Rd, Southbury, CT 06488

Property at Undisclosed address, North Haven, CT 06473, 3 beds, 2 baths

$485,000

3 beds2 baths1,620 sq ft

Undisclosed address, North Haven, CT 06473

Property at 449-451 Brooks St, Bridgeport, CT 06608, 7 beds, 2.5 baths

$451,000

7 beds2.5 baths2,202 sq ft

449-451 Brooks St, Bridgeport, CT 06608

Property at 655 Nevers Rd, South Windsor, CT 06074, 3 beds, 2 baths

$450,000

3 beds2 baths1,653 sq ft

655 Nevers Rd, South Windsor, CT 06074

Property at 17 Dover St, Bristol, CT 06010, 3 beds, 1.5 baths

$239,900

3 beds1.5 baths936 sq ft

17 Dover St, Bristol, CT 06010

Property at 364 Bidwell St, Manchester, CT 06040, 5 beds, 3 baths

$425,000

5 beds3 baths1,947 sq ft

364 Bidwell St, Manchester, CT 06040

Property at 55 Berkeley Rd, Middletown, CT 06457, 3 beds, 1.5 baths

$370,000

3 beds1.5 baths2,226 sq ft

55 Berkeley Rd, Middletown, CT 06457

Property at 7 The Old Rd, Newtown, CT 06470, 3 beds, 2.5 baths

$600,000

3 beds2.5 baths1,739 sq ft

7 The Old Rd, Newtown, CT 06470

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 34 Beacon Manor Cir, Naugatuck, CT 06770, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths936 sq ft

34 Beacon Manor Cir, Naugatuck, CT 06770

Property at 162 Broad St, Manchester, CT 06042, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,406 sq ft

162 Broad St, Manchester, CT 06042

Property at 121 Dorothy Rd, Bristol, CT 06010, 2 beds, 1 bath

$299,000

2 beds1 bath962 sq ft

121 Dorothy Rd, Bristol, CT 06010

Property at 27 Roberts Ave, Watertown, CT 06795, 4 beds, 2 baths

$470,000

4 beds2 baths1,620 sq ft

27 Roberts Ave, Watertown, CT 06795

Property at 1039 Norwich Rd, Plainfield, CT 06374, 3 beds, 2 baths

$375,000

3 beds2 baths2,788 sq ft

1039 Norwich Rd, Plainfield, CT 06374

Property at 73 Lakeview Dr, Ashford, CT 06278, 2 beds, 1 bath

$369,500

2 beds1 bath848 sq ft

73 Lakeview Dr, Ashford, CT 06278

Property at 47 Parmalee Hill Rd, Newtown, CT 06470, 2 beds, 1 bath

$474,999

2 beds1 bath1,209 sq ft

47 Parmalee Hill Rd, Newtown, CT 06470

Property at 64 Baltic Rd, Norwich, CT 06360, 4 beds, 1.5 baths

$225,000

4 beds1.5 baths2,184 sq ft

64 Baltic Rd, Norwich, CT 06360

Property at 25 Spring St, Portland, CT 06480, 3 beds, 1.5 baths

$270,000

3 beds1.5 baths1,536 sq ft

25 Spring St, Portland, CT 06480

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 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 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 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 47 Mountain View Dr, Waterbury, CT 06706, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,706 sq ft

47 Mountain View Dr, Waterbury, CT 06706

Property at 124 Court St #307, New Haven, CT 06511, 3 beds, 2 baths

$395,000

3 beds2 baths1,179 sq ft

124 Court St #307, New Haven, CT 06511

Property at 7 Oakum Dock Rd, East Hampton, CT 06414, 2 beds, 1 bath

$339,900

2 beds1 bath1,396 sq ft

7 Oakum Dock Rd, East Hampton, CT 06414

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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 3139 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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