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 21 Sky Edge Drive, a beautifully reimagined home nestled in a peaceful, private setting in desirable Bethel! Completely gutted and renovated from top to bottom, this stunning property combines modern design, high-end finishes, and major exterior upgrades, including a brand-new roof and siding, offering both style and peace of mind for years to come. Step inside to a bright, inviting interior featuring beautiful natural hardwood and luxury vinyl plank flooring throughout, a cozy fireplace, and thoughtfully selected finishes that create a warm yet sophisticated feel. The gorgeous, fully updated kitchen and modern bathrooms showcase sleek design and quality craftsmanship, making thi

$529,900

3 beds2 baths1,938 sq ft

21 Sky Edge Dr, Bethel, CT 06801

Modern design • High-end finishes • Three-season porch

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Magical 1765 Stone Home - As a Pre-Revolutionary War home, it is one of the most important Historic properties in the Northwest Corner of Connecticut. This truly beautiful stone Dutch Colonial, on a side road, offers 5 fireplaces in the Dining Room, Library, Sitting Room, Hallway, and the large Garden Room. Additionally, there are 3 Bedrooms, 2.5 baths, an attached Garage, and a small brick Barn. The Garden Room opens to the stone Terrace and the serene 14 acres, Pond, and view. Bordering Sharon Land Trust land, this special home is close to the Sharon Playhouse, galleries, shops and restaurants, Sharon Hospital, Troutbeck, private schools, and the Wassaic Train Station with service to NYC.

$2,100,000

3 beds2.5 baths4,182 sq ft

15 Stone House Rd, Sharon, CT 06069

Pond • Garden room • 5 fireplaces

SHORT SALE

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Opportunity awaits at 20 Terrace Boulevard in Norwich! This ranch-style home offers a great opportunity for investors, contractors, or buyers looking to renovate and make a property their own. The home features hardwood flooring throughout much of the living space, a living room, kitchen, bedroom, and full bathroom. Situated on a spacious, mostly level lot with a detached storage shed, the property offers outdoor space and potential for improvement. The exterior features vinyl siding and convenient access to the surrounding area. The home is in need of repairs, updates, and general maintenance, making it an ideal project for those ready to bring their vision to life. This property is a shor

$175,000

1 bed1 bath700 sq ft

20 Terrace Blvd, Norwich, CT 06360

Hardwood flooring • Vinyl siding • Outdoor space

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to this adorable colonial full of character and charm! 182 N. Elm St is a 2 bed, 1.5 bath home that is settled in a quiet, highly walkable neighborhood. Enjoy a large driveway, a newly built detached single garage, a shed, a large wraparound deck, apple trees, and space for entertaining, play and animals. This home has been tastefully updated, including a new electrical system, newer roof with solar, new partial fence, and new appliances! Located in the heart of Manchester in a walkable distance from the local schools, hospital, shops, and emergency services. Property also cross listed for rent: MLS # 24213932

$275,000

2 beds1.5 baths1,223 sq ft

182 N Elm St, Manchester, CT 06042

Large driveway • New partial fence • Apple trees

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to 25 White Dr, tucked away on a quiet street in Hamden's desirable Dunbar Hill neighborhood. Don't let the exterior fool you-this home offers far more space than it first appears, with a flexible layout designed for comfortable everyday living. Featuring 3 bedrooms and 3 full bathrooms, the home includes a spacious living room, formal dining room, separate family room, and the convenience of one bedroom and a full bath on the main level. The finished lower level adds even more usable space, complete with another full bathroom, a walk-in closet, and an additional room that can serve as a home office, guest space, gym, playroom, or whatever fits your lifestyle. Conveniently located n

$365,000

3 beds1.5 baths1,406 sq ft

25 White Dr, Hamden, CT 06514

Guest space • Walk-in closet • Gym

Property at 177 Wolcott St, Waterbury, CT 06705, 3 beds, 2 baths

$329,999

3 beds2 baths1,754 sq ft

177 Wolcott St, Waterbury, CT 06705

Property at 176 Walnut Hill Rd, Bethel, CT 06801, 3 beds, 1 bath

$485,000

3 beds1 bath1,109 sq ft

176 Walnut Hill Rd, Bethel, CT 06801

Property at 130 Cooper St, Manchester, CT 06040, 5 beds, 2 baths

$350,000

5 beds2 baths2,900 sq ft

130 Cooper St, Manchester, CT 06040

Property at 559 Oak Bluff Ave, Stratford, CT 06615, 3 beds, 1 bath

$519,900

3 beds1 bath1,822 sq ft

559 Oak Bluff Ave, Stratford, CT 06615

Property at 56 Alexander Dr, East Hartford, CT 06118, 3 beds, 2.5 baths

$439,000

3 beds2.5 baths1,629 sq ft

56 Alexander Dr, East Hartford, CT 06118

Property at 50 Kasson Ave, Bethlehem, CT 06751, 2 beds, 1.5 baths

$449,900

2 beds1.5 baths888 sq ft

50 Kasson Ave, Bethlehem, CT 06751

Property at 60 Gun Mill Rd, Bloomfield, CT 06002, 5 beds, 4.5 baths

$1,499,900

5 beds4.5 baths5,510 sq ft

60 Gun Mill Rd, Bloomfield, CT 06002

Property at 11 Harris St, Berlin, CT 06037, 4 beds, 3 baths

$499,950

4 beds3 baths2,541 sq ft

11 Harris St, Berlin, CT 06037

Property at 80 Mountain Spring Rd, Tolland, CT 06084, 4 beds, 2 baths

$415,000

4 beds2 baths2,980 sq ft

80 Mountain Spring Rd, Tolland, CT 06084

Property at 9 Shirley Ln, New London, CT 06320, 5 beds, 2.5 baths

$789,900

5 beds2.5 baths2,790 sq ft

9 Shirley Ln, New London, CT 06320

Property at 1040 Farmington Ave #1040, West Hartford, CT 06107, 2 beds, 2.5 baths

$719,000

2 beds2.5 baths2,072 sq ft

1040 Farmington Ave #1040, West Hartford, CT 06107

Property at 1040 Washington St, Middletown, CT 06457, 3 beds, 1 bath

$460,000

3 beds1 bath1,964 sq ft

1040 Washington St, Middletown, CT 06457

Property at 261 Court D Bldg 43, 261, Bridgeport, CT 06610, 2 beds, 1 bath

$74,900

2 beds1 bath622 sq ft

261 Court D Bldg 43, 261, Bridgeport, CT 06610

Property at 61 Clark Ave, North Haven, CT 06473, 3 beds, 1 bath

$414,900

3 beds1 bath1,054 sq ft

61 Clark Ave, North Haven, CT 06473

Property at 1085 Main St, Coventry, CT 06238, 3 beds, 1.5 baths

$255,000

3 beds1.5 baths1,216 sq ft

1085 Main St, Coventry, CT 06238

Property at 28 Dix Rd, Wethersfield, CT 06109, 2 beds, 1.5 baths

$379,000

2 beds1.5 baths1,680 sq ft

28 Dix Rd, Wethersfield, CT 06109

Property at 541 Sasco Hill Rd, Fairfield, CT 06824, 5 beds, 7.5 baths

$6,500,000

5 beds7.5 baths11,999 sq ft

541 Sasco Hill Rd, Fairfield, CT 06824

Property at 145 Canal St #13, Shelton, CT 06484, 2 beds, 2 baths

$229,000

2 beds2 baths1,042 sq ft

145 Canal St #13, Shelton, CT 06484

Property at 246 Bucks Hill Rd, Waterbury, CT 06704, 3 beds, 1.5 baths

$279,999

3 beds1.5 baths1,481 sq ft

246 Bucks Hill Rd, Waterbury, CT 06704

Property at 60 Old Saugatuck Rd, Norwalk, CT 06855, 4 beds, 5 baths

$1,975,000

4 beds5 baths3,704 sq ft

60 Old Saugatuck Rd, Norwalk, CT 06855

Property at 10 Hayes Rd, South Windsor, CT 06074, 3 beds, 1.5 baths

$373,900

3 beds1.5 baths1,357 sq ft

10 Hayes Rd, South Windsor, CT 06074

Property at 30 Old Wolcott Rd, Bristol, CT 06010, 3 beds, 1.5 baths

$344,900

3 beds1.5 baths1,129 sq ft

30 Old Wolcott Rd, Bristol, CT 06010

Property at 13 Honor Rd, West Haven, CT 06516, 2 beds, 2 baths

$369,900

2 beds2 baths931 sq ft

13 Honor Rd, West Haven, CT 06516

Property at 46 Park St, Stafford Springs, CT 06076, 4 beds, 2.5 baths

$289,000

4 beds2.5 baths2,061 sq ft

46 Park St, Stafford Springs, CT 06076

Property at 815 Cheyenne Rd, Watertown, CT 06795, 2 beds, 1 bath

$189,900

2 beds1 bath680 sq ft

815 Cheyenne Rd, Watertown, CT 06795

Property at 207 Torringford West St, Torrington, CT 06790, 4 beds, 2 baths

$360,000

4 beds2 baths1,702 sq ft

207 Torringford West St, Torrington, CT 06790

Property at 4 Gates Way, Haddam, CT 06438, 4 beds, 2 baths

$499,000

4 beds2 baths2,100 sq ft

4 Gates Way, Haddam, CT 06438

Property at 651 Beacon Valley Rd, Naugatuck, CT 06770, 3 beds, 1.5 baths

$319,900

3 beds1.5 baths1,400 sq ft

651 Beacon Valley Rd, Naugatuck, CT 06770

Property at 197 Diana Rd, Plantsville, CT 06479, 3 beds, 1.5 baths

$459,900

3 beds1.5 baths2,262 sq ft

197 Diana Rd, Plantsville, CT 06479

Property at 326 Burritt Ave, Stratford, CT 06615, 3 beds, 1.5 baths

$369,000

3 beds1.5 baths1,491 sq ft

326 Burritt Ave, Stratford, CT 06615

Property at 123 Glenwood St, Manchester, CT 06040, 3 beds, 1 bath

$309,900

3 beds1 bath1,153 sq ft

123 Glenwood St, Manchester, CT 06040

Property at 1547 Stratford Ave, Stratford, CT 06615, 4 beds, 2 baths

$350,000

4 beds2 baths1,666 sq ft

1547 Stratford Ave, Stratford, CT 06615

Property at 23 Hillview Ave, Waterbury, CT 06704, 3 beds, 1 bath

$249,900

3 beds1 bath896 sq ft

23 Hillview Ave, Waterbury, CT 06704

Property at 148 Kent St, Hartford, CT 06112, 6 beds, 3 baths

$364,900

6 beds3 baths3,860 sq ft

148 Kent St, Hartford, CT 06112

Property at 12 Mansfield Rd, New London, CT 06320, 2 beds, 1.5 baths

$379,000

2 beds1.5 baths1,192 sq ft

12 Mansfield Rd, New London, CT 06320

Property at 66 Lincoln Ave, Stamford, CT 06902, 10 beds, 3 baths

$1,030,000

10 beds3 baths3,136 sq ft

66 Lincoln Ave, Stamford, CT 06902

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Based on information submitted to the MLS GRID as of Sun Nov 01 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 3130 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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