Vintage homes for sale & real estate in Litchfield County, CT

269 homes

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ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
This very pretty village Victorian with lovely gardens was built in 1900 and has been well-cared for over the years. Many original features include cut glass and stained-glass windows, a full-width front porch with original fieldstone foundation, original fir and pine floors and 2 fireplaces.

$595,000

4 beds3 baths2,653 sq ft

58 Maple Ave, Norfolk, CT 06058

Lovely gardens • Cut glass windows • Village victorian

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom

$2,395,000

4 beds3.5 baths4,346 sq ft

171 South St, Litchfield, CT 06759

Modernized systems • Exposed beams • Sunken lounge

ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
Set on prestigious Salmon Kill Road, this exceptional four-bedroom property blends refined luxury with the beauty and tranquility of its natural setting. With a seamless flow of indoor and outdoor living, this exceptional home pairs high-end finishes with an inviting sense of warmth throughout. The main level is designed for both everyday living and effortless entertaining, featuring a gracious living room with a fireplace, a comfortable family room with a woodstove, and a charming three-season porch that wraps around the eat-in kitchen. Abundant gathering spaces and a natural flow to the outdoors create an atmosphere that is both elevated and welcoming. The stunning primary suite is a priv

$3,175,000

4 beds3.5 baths3,072 sq ft

144 Salmon Kill Rd, Unknown City, CT 06068

Primary suite • Three-season porch • 3.31 acre lot

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
Set on 1.62 acres in Bantam, 1231 Bantam Road is a Cape Cod style home offering a flexible layout with 2,501 sq ft, 4 bedrooms and 2.5 baths. The home opens into a generous front room, offering flexible use as a sitting area or welcoming foyer, with an elegant dining room to the right and an inviting kitchen featuring an island, abundant cabinetry, farmhouse sink and granite counters. A stone patio sits just outside the back kitchen door, adding an easy outdoor connection. The foyer/sitting area also connects to a convenient half bathroom. The family room has a large bay window, and the formal living room offers a wet bar, working fireplace and large doors to a spacious wraparound deck that

$649,000

4 beds2.5 baths2,501 sq ft

1231 Bantam Rd, Bantam, CT 06750

Inviting kitchen • Cape cod style home • Generous front room

ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
Welcome to a truly special riverfront property where natural beauty, exceptional privacy, and country living come together. Nestled among mature trees and picturesque open pastures, this beautifully renovated home offers the perfect blend of rustic charm, peaceful privacy, and modern comfort. Originally custom-built in the 1940's, the home has been completely renovated and thoughtfully updated, with no expense spared. The property is an idyllic retreat for horse lovers, or anyone seeking a private country lifestyle surrounded by beauty. With its riverfront setting, wooded landscape, open pastures, and inviting country character, this is a rare opportunity to own a property that feels like a

$1,100,000

3 beds2 baths1,796 sq ft

159 Merryall Rd, New Milford, CT 06776

Riverfront property • Two barns • Tack room

Property at 127 Steele Rd, New Hartford, CT 06057, 5 beds, 4.5 baths

$1,100,000

5 beds4.5 baths3,640 sq ft

127 Steele Rd, New Hartford, CT 06057

Property at 55-57 Brinton Hill Rd, Salisbury, CT 06031, 4 beds, 3 baths

$5,375,000

4 beds3 baths4,504 sq ft

55-57 Brinton Hill Rd, Salisbury, CT 06031

Property at 10 Perkins Rd, New Preston Marble Dale, CT 06777, 3 beds, 2.5 baths

$2,295,000

3 beds2.5 baths2,174 sq ft

10 Perkins Rd, New Preston Marble Dale, CT 06777

Property at 65 Main St S, Bethlehem, CT 06751, 5 beds, 3 baths

$575,000

5 beds3 baths2,272 sq ft

65 Main St S, Bethlehem, CT 06751

Property at 101 Culvert St, Torrington, CT 06790, 7 beds, 2 baths

$349,900

7 beds2 baths2,200 sq ft

101 Culvert St, Torrington, CT 06790

Property at 82 Nova Scotia Hill Rd, Watertown, CT 06795, 5 beds, 3.5 baths

$665,000

5 beds3.5 baths2,890 sq ft

82 Nova Scotia Hill Rd, Watertown, CT 06795

Property at 537 Prospect St, Torrington, CT 06790, 5 beds, 2.5 baths

$339,000

5 beds2.5 baths3,440 sq ft

537 Prospect St, Torrington, CT 06790

Property at 125 S Canaan Rd, Canaan, CT 06018, 3 beds, 2.5 baths

$469,000

3 beds2.5 baths1,720 sq ft

125 S Canaan Rd, Canaan, CT 06018

Property at 59 Painter Ridge Rd, Washington, CT 06793, 5 beds, 3.5 baths

$2,895,000

5 beds3.5 baths3,844 sq ft

59 Painter Ridge Rd, Washington, CT 06793

Property at 1318 Litchfield Tpke, New Hartford, CT 06057, 4 beds, 2 baths

$449,000

4 beds2 baths3,300 sq ft

1318 Litchfield Tpke, New Hartford, CT 06057

Property at 70 Bee Brook Rd, Washington Depot, CT 06794, 3 beds, 3 baths

$349,900

3 beds3 baths1,379 sq ft

70 Bee Brook Rd, Washington Depot, CT 06794

Property at 47 Academy Hl, Watertown, CT 06795, 6 beds, 6.5 baths

$849,900

6 beds6.5 baths3,740 sq ft

47 Academy Hl, Watertown, CT 06795

Property at 72 Bee Brook Rd, Washington Depot, CT 06794, 3 beds, 2 baths

$284,900

3 beds2 baths1,372 sq ft

72 Bee Brook Rd, Washington Depot, CT 06794

Property at 95 Williams Ave, Winsted, CT 06098, 6 beds, 3 baths

$374,900

6 beds3 baths2,887 sq ft

95 Williams Ave, Winsted, CT 06098

Property at 70 Gay St, Sharon, CT 06069, 4 beds, 1.5 baths

$509,000

4 beds1.5 baths1,559 sq ft

70 Gay St, Sharon, CT 06069

Property at 11 Route 7 N, Falls Village, CT 06031, 3 beds, 2.5 baths

$595,000

3 beds2.5 baths2,069 sq ft

11 Route 7 N, Falls Village, CT 06031

Property at 1217 Main St N, Woodbury, CT 06798, 3 beds, 1.5 baths

$699,900

3 beds1.5 baths1,960 sq ft

1217 Main St N, Woodbury, CT 06798

Property at 126 Main St N, Woodbury, CT 06798, 4 beds, 1.5 baths

$649,900

4 beds1.5 baths1,872 sq ft

126 Main St N, Woodbury, CT 06798

Property at 68 Frances St, Oakville, CT 06779, 3 beds, 2 baths

$298,000

3 beds2 baths1,354 sq ft

68 Frances St, Oakville, CT 06779

Property at 23 Cook St, Washington Depot, CT 06794, 3 beds, 3 baths

$925,000

3 beds3 baths1,602 sq ft

23 Cook St, Washington Depot, CT 06794

Property at 114 Oliver St, Torrington, CT 06790, 3 beds, 2 baths

$359,900

3 beds2 baths1,837 sq ft

114 Oliver St, Torrington, CT 06790

Property at 71 Wildwood Rd, Torrington, CT 06790, 3 beds, 1 bath

$329,000

3 beds1 bath1,436 sq ft

71 Wildwood Rd, Torrington, CT 06790

Property at 344 Kent Rd, New Milford, CT 06776, 3 beds, 3 baths

$749,900

3 beds3 baths— sq ft

344 Kent Rd, New Milford, CT 06776

Property at 221 Segar Mountain Rd, Kent, CT 06757, 4 beds, 3 baths

$915,000

4 beds3 baths2,380 sq ft

221 Segar Mountain Rd, Kent, CT 06757

Property at 1917 Main St N, Woodbury, CT 06798, 4 beds, 2 baths

$780,000

4 beds2 baths4,819 sq ft

1917 Main St N, Woodbury, CT 06798

Property at 17 Hawthorne Ter, Torrington, CT 06790, 4 beds, 2 baths

$220,000

4 beds2 baths1,894 sq ft

17 Hawthorne Ter, Torrington, CT 06790

Property at 162 Hutchinson & Mike Road Pkwy, Litchfield, CT 06759, 5 beds, 4.5 baths

$2,500,000

5 beds4.5 baths4,145 sq ft

162 Hutchinson & Mike Road Pkwy, Litchfield, CT 06759

Property at 10 North St, Norfolk, CT 06058, 5 beds, 2.5 baths

$399,000

5 beds2.5 baths3,523 sq ft

10 North St, Norfolk, CT 06058

Property at 108 Squire Hill Rd, New Milford, CT 06776, 3 beds, 3 baths

$1,399,000

3 beds3 baths4,099 sq ft

108 Squire Hill Rd, New Milford, CT 06776

Property at 54 Lime Rock STTN, Falls Village, CT 06031, 3 beds, 2.5 baths

$985,000

3 beds2.5 baths2,461 sq ft

54 Lime Rock STTN, Falls Village, CT 06031

Property at 497 Cornwall Bridge Rd, Sharon, CT 06069, 3 beds, 2.5 baths

$694,999

3 beds2.5 baths1,861 sq ft

497 Cornwall Bridge Rd, Sharon, CT 06069

Property at 67 N Main St, Kent, CT 06757, 4 beds, 2.5 baths

$1,195,000

4 beds2.5 baths4,869 sq ft

67 N Main St, Kent, CT 06757

Property at 6 Culvert City Rd, New Milford, CT 06776, 3 beds, 1 bath

$399,000

3 beds1 bath1,050 sq ft

6 Culvert City Rd, New Milford, CT 06776

Property at 509 Weekeepeemee Rd, Woodbury, CT 06798, 3 beds, 2.5 baths

$1,278,000

3 beds2.5 baths2,346 sq ft

509 Weekeepeemee Rd, Woodbury, CT 06798

Property at 16 Rhynus Rd, Sharon, CT 06069, 3 beds, 3 baths

$749,000

3 beds3 baths2,595 sq ft

16 Rhynus Rd, Sharon, CT 06069

Property at 143 Holabird Ave, Winsted, CT 06098, 8 beds, 4.5 baths

$595,900

8 beds4.5 baths4,800 sq ft

143 Holabird Ave, Winsted, CT 06098

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Based on information submitted to the MLS GRID as of Tue Nov 03 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 Litchfield County

There are currently 269 vintage homes for sale in Litchfield County at a median listing price of $500K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Litchfield County stay on the market for 56 days and receive 1 offers. This map is refreshed with the newest listings in Litchfield County every 15 minutes.

In the past month, 209 homes have been sold in Litchfield County. In addition to houses in Litchfield County, there were also 147 condos, 0 townhouses, and 57 multi-family units for sale in Litchfield County last month. Find your dream home in Litchfield County 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 Litchfield County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Litchfield County. If you're looking to sell your home in the Litchfield County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Litchfield County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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