Vintage homes for sale & real estate in Connecticut, CT

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OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Elegant 5+ Acre Country Estate - Built in 1949 for the well-known philanthropist, D. Fairchild Wheeler, this stately home sits majestically atop a sweeping front lawn w/ breathtaking views. This 5+ acre estate includes the 6-bedroom main home plus an adjacent 2-bedroom in-law apartment/legal rental, a gunite pool & spa tub, and multiple outbuildings. The main house is brimming w/ old world charm thanks to extensive stonework, millwork, French doors, 3 fireplaces, hardwood floors, Dutch doors & butler's pantries. The main level includes LR, DR, sunroom, EIK, laundry, office, bedroom, full & half baths. Retreat upstairs to the elegant primary suite, 3 bedrooms that share a h

$1,550,000

8 beds7 baths6,189 sq ft

20 Fieldstone Dr, Easton, CT 06612

Gunite pool • Spa tub • Extensive stonework

NEW 19 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Antique 4 Bedroom colonial just steps to the CT River and a short walk to town. First floor bedroom and full bath. Small manageble yard. 1 Car Detached oversized garage. Distance from school. Great potential. Generator hook up. Needs work. Ready for your updating!

$299,900

4 beds1 bath1,274 sq ft

147 River St, Deep River, CT 06417

Full bath • Generator hook up • First floor bedroom

NEW 19 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Exceptional opportunity for builders, contractors, or investors. This cape cod home requires total and we mean total renovation. It could be a tear down. This has a . 21 acre lot flat but there is a waterway behind it. This could be new construction or total rehab. This was a hoarding home and cannot be accessed or viewed. It has to be sold with all hoarding contents which are extreme. Heat, Hot Water, and Water have been turned off. There can be no access for appraisers, for the purchase. There are issue with safety including structural issues and leaking sewer pipes. There was also bed bug infestation and we do not know if that has been resolved. This will NOT qualify for any financing th

$199,900

2 beds1 bath867 sq ft

Undisclosed address, Stratford, CT 06614

9,147 sq ft lot • Garage • Built 1952

OPEN NOV 2, 11AM TO 1PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
As the days grow shorter and the holiday season approaches, this beautifully maintained 3 bedroom, 2 full baths, Cape Cod home offers the perfect blend of comfort, space, and convenience. With its desirable location close to Sacred Heart University, Wheeler Golf, shopping and dining, this home presents a wonderful opportunity to settle in before the holidays and start making memories of your own. On the first floor there's one-bedroom, a full bath along with an extra room that can be used for a workout room, office or the "cave". Enjoy the sunroom right off the kitchen with lots of natural light and access to your deck and partially fenced in backyard. Upstairs the primary bedroom

$529,000

3 beds2 baths1,357 sq ft

2261 Easton Tpke, Fairfield, CT 06825

6,969 sq ft lot • Garage • Built 1941

NEW 19 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Recently remodeled single family home nestled in the heart of New Haven, walking distance to Albertus Magnus, short drive to Yale, walkability to shopping, dining, entertainment, museums, schools, parks, and more. This beautiful home boasts a large fenced-in backyard and private driveway, and an ample yet charming front porch. Walk into the front door and be greeted by an adorable foyer with coat hooks, and a beautiful living room with custom built-ins, both hardwood and laminate flooring, unique box trim, and crown molding. Also on the main floor you will find a large eat-in-kitchen with hand-laid tile and custom backsplash, and tons of natural light throughout this cozy home. There are th

$309,999

5 beds1 bath1,154 sq ft

393 Huntington St, New Haven, CT 06511

Private driveway • Hand-laid tile • Custom built-ins

Property at 236 Park St #20, New Canaan, CT 06840, 2 beds, 1 bath

$649,000

2 beds1 bath1,136 sq ft

236 Park St #20, New Canaan, CT 06840

Property at 19 High St, Manchester, CT 06040, 5 beds, 2.5 baths

$440,000

5 beds2.5 baths1,808 sq ft

19 High St, Manchester, CT 06040

Property at 320 East Ave, Bridgeport, CT 06610, 3 beds, 1.5 baths

$309,000

3 beds1.5 baths1,262 sq ft

320 East Ave, Bridgeport, CT 06610

Property at 36 Wheeler Ln, Torrington, CT 06790, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,954 sq ft

36 Wheeler Ln, Torrington, CT 06790

Property at 66 Branford St, Hartford, CT 06112, 2 beds, 1 bath

$359,000

2 beds1 bath1,080 sq ft

66 Branford St, Hartford, CT 06112

Property at 106 John Perry Rd, Eastford, CT 06242, 3 beds, 1 bath

$150,000

3 beds1 bath1,560 sq ft

106 John Perry Rd, Eastford, CT 06242

Property at 75 Halliwell Dr, Stamford, CT 06902, 4 beds, 2.5 baths

$1,475,000

4 beds2.5 baths2,604 sq ft

75 Halliwell Dr, Stamford, CT 06902

Property at 239 Ocean Ave, New London, CT 06320, 2 beds, 2 baths

$450,000

2 beds2 baths1,508 sq ft

239 Ocean Ave, New London, CT 06320

Property at 2 Parkmore St, New Britain, CT 06051, 3 beds, 1 bath

$260,000

3 beds1 bath1,608 sq ft

2 Parkmore St, New Britain, CT 06051

Property at 3 S Main St, Sharon, CT 06069, 4 beds, 2.5 baths

$995,000

4 beds2.5 baths2,992 sq ft

3 S Main St, Sharon, CT 06069

Property at 106 Hartl Dr, Vernon, CT 06066, 2 beds, 2 baths

$249,900

2 beds2 baths1,002 sq ft

106 Hartl Dr, Vernon, CT 06066

Property at 285 Cooper Hill St, Manchester, CT 06040, 3 beds, 1.5 baths

$279,900

3 beds1.5 baths1,229 sq ft

285 Cooper Hill St, Manchester, CT 06040

Property at 180 Nichols Ter, Stratford, CT 06614, 3 beds, 2 baths

$521,000

3 beds2 baths1,545 sq ft

180 Nichols Ter, Stratford, CT 06614

Property at 30 State St, North Haven, CT 06473, 3 beds, 2 baths

$469,900

3 beds2 baths1,950 sq ft

30 State St, North Haven, CT 06473

Property at 27 Allen St, Enfield, CT 06082, 3 beds, 1 bath

$299,900

3 beds1 bath1,008 sq ft

27 Allen St, Enfield, CT 06082

Property at 24 Spring St, Killingly, CT 06239, 4 beds, 2 baths

$289,900

4 beds2 baths1,800 sq ft

24 Spring St, Killingly, CT 06239

Property at 299 Oak St, Waterbury, CT 06705, 4 beds, 2 baths

$166,900

4 beds2 baths1,792 sq ft

299 Oak St, Waterbury, CT 06705

Property at 45 Lucyan St, New Britain, CT 06053, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths2,144 sq ft

45 Lucyan St, New Britain, CT 06053

Property at 15 Hughes Ave, Watertown, CT 06795, 4 beds, 1.5 baths

$400,000

4 beds1.5 baths1,254 sq ft

15 Hughes Ave, Watertown, CT 06795

Property at 88 Homestead Ave, Naugatuck, CT 06770, 3 beds, 1.5 baths

$349,900

3 beds1.5 baths1,396 sq ft

88 Homestead Ave, Naugatuck, CT 06770

Property at 53 Cotton Hollow Rd, Beacon Falls, CT 06403, 6 beds, 3 baths

$629,900

6 beds3 baths3,064 sq ft

53 Cotton Hollow Rd, Beacon Falls, CT 06403

Property at 65 Meadow St, Seymour, CT 06483, 3 beds, 2 baths

$249,900

3 beds2 baths2,214 sq ft

65 Meadow St, Seymour, CT 06483

Property at 58 E Main St, Canaan, CT 06018, 3 beds, 2 baths

$299,000

3 beds2 baths1,308 sq ft

58 E Main St, Canaan, CT 06018

Property at 13 Glover Ave, Newtown, CT 06470, 3 beds, 1.5 baths

$589,000

3 beds1.5 baths1,400 sq ft

13 Glover Ave, Newtown, CT 06470

Property at 50 Hill Rd, Naugatuck, CT 06770, 3 beds, 1 bath

$424,900

3 beds1 bath1,224 sq ft

50 Hill Rd, Naugatuck, CT 06770

Property at 86 Birch St, Manchester, CT 06040, 8 beds, 5 baths

$549,900

8 beds5 baths4,283 sq ft

86 Birch St, Manchester, CT 06040

Property at 13 High St, Vernon, CT 06066, 3 beds, 1 bath

$199,000

3 beds1 bath1,071 sq ft

13 High St, Vernon, CT 06066

Property at 364 Halley Ave, Fairfield, CT 06825, 3 beds, 2 baths

$589,500

3 beds2 baths1,893 sq ft

364 Halley Ave, Fairfield, CT 06825

Property at 5 Carriage Rd, Cos Cob, CT 06807, 3 beds, 3 baths

$1,895,000

3 beds3 baths1,961 sq ft

5 Carriage Rd, Cos Cob, CT 06807

Property at 143 Candlewood Lake Rd, Brookfield, CT 06804, 2 beds, 1 bath

$299,900

2 beds1 bath1,363 sq ft

143 Candlewood Lake Rd, Brookfield, CT 06804

Property at 91 Neck Rd, Madison, CT 06443, 2 beds, 2 baths

$550,000

2 beds2 baths1,316 sq ft

91 Neck Rd, Madison, CT 06443

Property at 79 W Ridge Dr, West Hartford, CT 06117, 3 beds, 2.5 baths

$615,000

3 beds2.5 baths2,507 sq ft

79 W Ridge Dr, West Hartford, CT 06117

Property at 5 Lakeview Rd, Terryville, CT 06786, 3 beds, 1.5 baths

$289,900

3 beds1.5 baths1,678 sq ft

5 Lakeview Rd, Terryville, CT 06786

Property at 454 Montauk Ave, New London, CT 06320, 4 beds, 2.5 baths

$589,000

4 beds2.5 baths1,946 sq ft

454 Montauk Ave, New London, CT 06320

Property at 5 Rocky Hill Rd, Trumbull, CT 06611, 3 beds, 2 baths

$415,000

3 beds2 baths1,404 sq ft

5 Rocky Hill Rd, Trumbull, CT 06611

Property at 11 Summit Ave, East Lyme, CT 06333, 1 bed, 2 baths

$559,999

1 bed2 baths1,462 sq ft

11 Summit Ave, East Lyme, CT 06333

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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 3137 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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