Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Set on 2.3 picturesque acres in New Hartford's peaceful Maple Hollow/ Bakerville countryside, this restored four-bedroom 18th-century saltbox offers privacy, historic character and convenient access to shopping, dining, recreation and skiing. Beautiful original details include wide kingboard floors, exposed beams, period hardware, four fireplaces and a charming keeping room with an original beehive oven. A standout feature is the spacious accessory living quarters, ideal for extended family, guests or multigenerational living, with a private entrance and its own updated kitchen. This versatile addition includes a dramatic cathedral-ceiling family room with hardwood floors, built-ins and pro

$579,000

4 beds3 baths3,214 sq ft

75 Bruning Rd, New Hartford, CT 06057

Kingboard floors • 2.3 acres • Four fireplaces

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Built in the early 20th century and full of character newer homes try to imitate, 127 Lake Avenue pairs classic charm with a location that's hard to beat: Driveway on Prospect Ave Cul de sac. Close to the shops, restaurants and galleries of Greenwich Avenue. Inside, hardwood floors run through bright, sun-filled rooms, and the eat-in kitchen. Three bedrooms and three full baths are joined by a flexible fourth room, perfect as a home office, nursery or guest room. The partially finished lower level adds valuable living space for a playroom, media room, or gym. The deck overlooks a private yard with room for a garden, a grill and long summer evenings outside. North Street School, the New Cent

$1,495,000

4 beds3 baths1,822 sq ft

127 Lake Ave, Greenwich, CT 06830

Front porch • Private back yard • Back deck

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Charming c. 1800 farmhouse rich in historic character, set on a picturesque 1.5-acre level lot with sweeping water views of Shell Beach Lagoon stretching to Long Island Sound. Timeless details abound in this 3-bed, 1.5-bathroom home, including a welcoming porch, beautiful hardwood floors, built-ins, and a striking Stony Creek granite fireplace in the parlor. The main floor also consists of a living area and dining room, with a galley kitchen flowing into a bright great room, creating a comfortable space for everyday living. Upstairs are more views, as well as 3-bedrooms and a walk-up attic. Situated just minutes from downtown with convenient highway access for commuters, this distinctive pr

$795,000

3 beds1.5 baths1,724 sq ft

444 Leetes Island Rd, Guilford, CT 06437

Water views • Picturesque lot • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to 16 Bird, a warm and inviting home offering a comfortable layout, plenty of space, and the kind of character that makes a house feel like home. The main level features an easy flow between the living and dining areas, with hardwood floors and a cozy brick fireplace creating a welcoming atmosphere. The kitchen offers abundant cabinetry and counter space, stainless steel appliances, and plenty of storage for everyday living. Three bedrooms are conveniently located on the main level, along with a full bath. The finished lower level adds even more usable living space and flexibility for a family room, home office, playroom, hobby area, or guest space, along with a second full bath. Ou

$309,900

4 beds2 baths1,216 sq ft

16 Bird Rd, Naugatuck, CT 06770

Cozy brick fireplace • Abundant cabinetry • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Great opportunity, a little sweat equity will go along way! Sale subject to owner finding suitable housing Home being sold as is

$197,740

3 beds1.5 baths1,188 sq ft

44 Adams St, Bridgeport, CT 06607

4,791 sq ft lot • 2 garage spots • Built 1867

Property at 45 Dogwood Ln, Fairfield, CT 06824, 4 beds, 2.5 baths

$1,185,000

4 beds2.5 baths2,752 sq ft

45 Dogwood Ln, Fairfield, CT 06824

Property at 175 Seymour Rd, Woodbridge, CT 06525, 6 beds, 3 baths

$425,000

6 beds3 baths2,677 sq ft

175 Seymour Rd, Woodbridge, CT 06525

Property at 24 Hendrie Drive Extension, Old Greenwich, CT 06870, 5 beds, 5.5 baths

$9,500,000

5 beds5.5 baths5,351 sq ft

24 Hendrie Drive Extension, Old Greenwich, CT 06870

Property at 351 Delavan Ave, Greenwich, CT 06830, 4 beds, 2 baths

$1,195,000

4 beds2 baths2,018 sq ft

351 Delavan Ave, Greenwich, CT 06830

Property at 25 Willowmere Ave, Riverside, CT 06878, 4 beds, 3 baths

$5,195,000

4 beds3 baths3,000 sq ft

25 Willowmere Ave, Riverside, CT 06878

Property at 366 N Stonington Rd, Stonington, CT 06378, 3 beds, 2 baths

$399,900

3 beds2 baths1,655 sq ft

366 N Stonington Rd, Stonington, CT 06378

Property at 21 Old Hartford Ave, East Granby, CT 06026, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,680 sq ft

21 Old Hartford Ave, East Granby, CT 06026

Property at 370 Calf Pen Ln, Milford, CT 06460, 4 beds, 3 baths

$599,900

4 beds3 baths2,882 sq ft

370 Calf Pen Ln, Milford, CT 06460

Property at 89 Seaview Ave, Branford, CT 06405, 2 beds, 2 baths

$1,195,000

2 beds2 baths2,881 sq ft

89 Seaview Ave, Branford, CT 06405

Property at 54 Old Mill Rd, Greenwich, CT 06831, 5 beds, 4.5 baths

$4,100,000

5 beds4.5 baths5,044 sq ft

54 Old Mill Rd, Greenwich, CT 06831

Property at 8 Somerset Ln, Riverside, CT 06878, 6 beds, 6.5 baths

$5,095,000

6 beds6.5 baths5,287 sq ft

8 Somerset Ln, Riverside, CT 06878

Property at 3 Topping Ln, Norwalk, CT 06854, 3 beds, 2.5 baths

$825,000

3 beds2.5 baths1,342 sq ft

3 Topping Ln, Norwalk, CT 06854

Property at 132 Blueberry Dr, Stamford, CT 06902, 5 beds, 4.5 baths

$1,995,000

5 beds4.5 baths4,074 sq ft

132 Blueberry Dr, Stamford, CT 06902

Property at 197 Maplewood Ave, Milford, CT 06460, 3 beds, 3 baths

$599,900

3 beds3 baths2,204 sq ft

197 Maplewood Ave, Milford, CT 06460

Property at 21 Annawan St, Hartford, CT 06114, 4 beds, 2 baths

$265,000

4 beds2 baths2,475 sq ft

21 Annawan St, Hartford, CT 06114

Property at 84 Turtleback Rd, Wilton, CT 06897, 3 beds, 2 baths

$899,000

3 beds2 baths2,662 sq ft

84 Turtleback Rd, Wilton, CT 06897

Property at 127 Edgemere Ave, West Hartford, CT 06110, 2 beds, 2 baths

$383,900

2 beds2 baths1,334 sq ft

127 Edgemere Ave, West Hartford, CT 06110

Property at 20 Fulton Dr, New Fairfield, CT 06812, 4 beds, 2 baths

$484,500

4 beds2 baths1,570 sq ft

20 Fulton Dr, New Fairfield, CT 06812

Property at 107 Botsford Ave, Milford, CT 06460, 3 beds, 1 bath

$489,000

3 beds1 bath1,246 sq ft

107 Botsford Ave, Milford, CT 06460

Property at 9 Millspaugh Dr, Fairfield, CT 06824, 3 beds, 2 baths

$899,000

3 beds2 baths1,497 sq ft

9 Millspaugh Dr, Fairfield, CT 06824

Property at 34 Quonnipaug Ln, Guilford, CT 06437, 2 beds, 1 bath

$635,000

2 beds1 bath1,010 sq ft

34 Quonnipaug Ln, Guilford, CT 06437

Property at 120 Highland Ave, Branford, CT 06405, 3 beds, 2 baths

$475,000

3 beds2 baths1,998 sq ft

120 Highland Ave, Branford, CT 06405

Property at 57 Sutton Dr W, Stamford, CT 06906, 3 beds, 1.5 baths

$609,000

3 beds1.5 baths1,358 sq ft

57 Sutton Dr W, Stamford, CT 06906

Property at 137 Wood Ridge Dr, Stamford, CT 06905, 3 beds, 2.5 baths

$819,000

3 beds2.5 baths2,015 sq ft

137 Wood Ridge Dr, Stamford, CT 06905

Property at 292 Zaicek Rd, Ashford, CT 06278, 4 beds, 1 bath

$149,900

4 beds1 bath1,666 sq ft

292 Zaicek Rd, Ashford, CT 06278

Property at 1205 Willard Ave, Newington, CT 06111, 3 beds, 2 baths

$429,900

3 beds2 baths2,294 sq ft

1205 Willard Ave, Newington, CT 06111

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

$819,000

3 beds1.5 baths1,612 sq ft

23 Church St, Wilton, CT 06897

Property at 29 S Lake Dr, Stamford, CT 06903, 4 beds, 3.5 baths

$1,799,000

4 beds3.5 baths3,247 sq ft

29 S Lake Dr, Stamford, CT 06903

Property at 54 Oakland Ave, New Britain, CT 06053, 4 beds, 2 baths

$339,900

4 beds2 baths1,566 sq ft

54 Oakland Ave, New Britain, CT 06053

Property at 9 Whiting Rd, East Hartford, CT 06118, 7 beds, 3 baths

$119,000

7 beds3 baths2,005 sq ft

9 Whiting Rd, East Hartford, CT 06118

Property at 65 Bellmere Ave, Stamford, CT 06906, 4 beds, 2 baths

$699,500

4 beds2 baths1,867 sq ft

65 Bellmere Ave, Stamford, CT 06906

Property at 753 Den Rd, Stamford, CT 06903, 3 beds, 2.5 baths

$980,000

3 beds2.5 baths1,856 sq ft

753 Den Rd, Stamford, CT 06903

Property at 100 Fawn Dr, Stamford, CT 06905, 3 beds, 2 baths

$699,000

3 beds2 baths1,318 sq ft

100 Fawn Dr, Stamford, CT 06905

Property at 486 New Britain Ave, Newington, CT 06111, 5 beds, 3 baths

$399,999

5 beds3 baths1,854 sq ft

486 New Britain Ave, Newington, CT 06111

Property at 145 Putnam Park #145, Greenwich, CT 06830, 3 beds, 2.5 baths

$1,350,000

3 beds2.5 baths2,120 sq ft

145 Putnam Park #145, Greenwich, CT 06830

Property at 15 Wheeler Park Pl, Fairfield, CT 06825, 4 beds, 3 baths

$997,500

4 beds3 baths2,528 sq ft

15 Wheeler Park Pl, Fairfield, CT 06825

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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.

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