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

260 homes

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FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
Enjoy the best of country living while being just minutes from shops, restaurants, the movie theater, hiking trails at White Memorial Conservation Center, and beautiful Bantam Lake. Perched above the road, this charming 1900s farmhouse offers a peaceful retreat surrounded by meadow views, mature trees, and classic New England character. Relax on the covered front porch and take in the sweeping meadow views and vibrant foliage in the fall. On cool autumn evenings, cozy up by the fireplace in the living room or gather around the woodstove in the den. The well-appointed kitchen features Wolf and Smeg appliances, along with a convenient pantry. The dining room overlooks the meadow, creating a l

$750,000

3 beds2 baths2,506 sq ft

42 Little Rd, Morris, CT 06763

Covered front porch • Woodstove in the den • Meadow views

ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
This beautifully maintained Cape is tucked away on a quiet back street, offering a welcoming setting and a fully fenced backyard-perfect for pets, play, relaxing, and entertaining. Step inside to find gleaming hardwood floors and updated tile throughout. With bedrooms and a full bath on both floors, the flexible layout offers comfortable living for a variety of needs. The convenient mudroom provides the perfect place to unload at the end of the day and opens directly to a spacious deck overlooking the gorgeous backyard. You'll especially appreciate the comfort of radiant heat on the first floor along with cozy steam heat throughout the home. Important mechanical updates include 200-amp elec

$325,000

3 beds2 baths1,201 sq ft

59 Dalton St, Oakville, CT 06779

Updated tile • Convenient mudroom • Spacious deck

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
Discover the possibilities! Nestled on two beautifully wooded acres, this three-bedroom two full bath home offers a peaceful, private setting with endless potential to make it your own. Inside, you'll find hardwood floors, a spacious kitchen, generously sized bedrooms, freshly painted and renovated bathrooms. A convenient first floor bedroom with a bathroom suite offers a variety of living needs. Step outside and enjoy the natural beauty that surrounds you. Take a peaceful stroll through your backyard to a picturesque rolling hill and create a path the brook through the woods. The property also features a greenhouse and out buildings with electricity for any potential animal needs or woodwo

$348,000

3 beds2 baths1,487 sq ft

2380 Newfield Rd, Torrington, CT 06790

Renovated bathrooms • Spacious kitchen • Wooded acres

ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
Welcome to this charming country cottage, surrounded by beautiful grounds filled with perennial gardens, flowering trees and delicious raspberry bushes. With Bethlehem Land Trust property bordering the rear and across the road, the setting offers a wonderful sense of peace, privacy and connection to nature. Inside, the home is warm and inviting, with a flexible first-floor bedroom currently enjoyed as a cozy TV room. The walkout lower level features a handsome fieldstone fireplace, laundry area, and highly efficient propane furnace and water heater. Outside, a two-story garage/barn has stood the test of time and, with a little TLC, offers plenty of possibilities. Sip your morning coffee or

$345,000

3 beds1 bath982 sq ft

25 Munger Ln, Bethlehem, CT 06751

Fieldstone fireplace • Country cottage • Perennial gardens

ABOUT THIS HOME
Vintage Home for sale in Litchfield County, CT:
Quintessential Lake House in the Desirable Candlewood Lake Club! This 4-bedroom, 3-full-bath ranch is perfectly sited on a corner lot and offers the opportunity to make this much-loved, multi-generational home your own. Step inside to a welcoming living room with fireplace and built-ins, eat-in kitchen, and dining room that opens to an expansive enclosed 3-season patio with a wall of sliders-perfect for gathering family and friends. The primary suite features a full en-suite bath, while a second bedroom also has its own full bath, plus two additional bedrooms. Enjoy peek-a-boo seasonal views of Candlewood Lake in the winter. Candlewood Lake Club offers an exceptional private lake lifestyle

$725,000

4 beds3 baths1,898 sq ft

9 Chimney Point Rd, New Milford, CT 06776

0.28 acre lot • Garage • Built 1953

Property at 399 Cornwall Bridge Rd, Sharon, CT 06069, 3 beds, 2 baths

$795,000

3 beds2 baths1,773 sq ft

399 Cornwall Bridge Rd, Sharon, CT 06069

Property at 34 Gaylord Rd, Gaylordsville, CT 06755, 3 beds, 2 baths

$319,000

3 beds2 baths1,896 sq ft

34 Gaylord Rd, Gaylordsville, CT 06755

Property at 28 Curtiss Hill Rd, Morris, CT 06763, 4 beds, 1.5 baths

$799,000

4 beds1.5 baths1,608 sq ft

28 Curtiss Hill Rd, Morris, CT 06763

Property at 75 Meadow St, Litchfield, CT 06759, 3 beds, 2.5 baths

$599,000

3 beds2.5 baths2,576 sq ft

75 Meadow St, Litchfield, CT 06759

Property at 48 Preston Ln, Salisbury, CT 06068, 2 beds, 2.5 baths

$699,000

2 beds2.5 baths1,508 sq ft

48 Preston Ln, Salisbury, CT 06068

Property at 196 Lake Plymouth Blvd, Plymouth, CT 06782, 1 bed, 2.5 baths

$525,000

1 bed2.5 baths1,536 sq ft

196 Lake Plymouth Blvd, Plymouth, CT 06782

Property at 36 Falls Ter, Watertown, CT 06779, 2 beds, 1 bath

$339,000

2 beds1 bath1,117 sq ft

36 Falls Ter, Watertown, CT 06779

Property at 10 Weekeepeemee Rd, Woodbury, CT 06798, 3 beds, 1.5 baths

$599,900

3 beds1.5 baths2,012 sq ft

10 Weekeepeemee Rd, Woodbury, CT 06798

Property at 35 Prospect St, Winsted, CT 06098, 3 beds, 1 bath

$239,900

3 beds1 bath1,201 sq ft

35 Prospect St, Winsted, CT 06098

Property at 50 Southbury Rd, Roxbury, CT 06783, 5 beds, 3 baths

$950,000

5 beds3 baths1,959 sq ft

50 Southbury Rd, Roxbury, CT 06783

Property at 259 Main St, Oakville, CT 06779, 3 beds, 2 baths

$359,900

3 beds2 baths1,380 sq ft

259 Main St, Oakville, CT 06779

Property at 804 Walnut Hill Rd, Thomaston, CT 06787, 6 beds, 1.5 baths

$299,900

6 beds1.5 baths1,728 sq ft

804 Walnut Hill Rd, Thomaston, CT 06787

Property at 391 Kent Cornwall Rd, Kent, CT 06757, 4 beds, 4 baths

$1,200,000

4 beds4 baths4,200 sq ft

391 Kent Cornwall Rd, Kent, CT 06757

Property at 86-90 West St, Litchfield, CT 06759, 7 beds, 6 baths

$1,245,000

7 beds6 baths3,289 sq ft

86-90 West St, Litchfield, CT 06759

Property at 28 Rock Cut Rd, Bridgewater, CT 06752, 4 beds, 2 baths

$649,000

4 beds2 baths1,976 sq ft

28 Rock Cut Rd, Bridgewater, CT 06752

Property at 22 Woodlawn Dr, Torrington, CT 06790, 3 beds, 1.5 baths

$379,900

3 beds1.5 baths1,859 sq ft

22 Woodlawn Dr, Torrington, CT 06790

Property at 63 Main St N, Woodbury, CT 06798, 4 beds, 2 baths

$849,900

4 beds2 baths2,662 sq ft

63 Main St N, Woodbury, CT 06798

Property at 36 Beach Dr, Harwinton, CT 06791, 2 beds, 1 bath

$450,000

2 beds1 bath1,000 sq ft

36 Beach Dr, Harwinton, CT 06791

Property at 62 Charles St, Torrington, CT 06790, 3 beds, 1 bath

$265,000

3 beds1 bath1,110 sq ft

62 Charles St, Torrington, CT 06790

Property at 26 Fern Dr, Torrington, CT 06790, 4 beds, 1.5 baths

$365,000

4 beds1.5 baths1,770 sq ft

26 Fern Dr, Torrington, CT 06790

Property at 83 Thomson Rd, Bethlehem, CT 06751, 5 beds, 2.5 baths

$1,995,000

5 beds2.5 baths3,971 sq ft

83 Thomson Rd, Bethlehem, CT 06751

Property at 18-20 John St, Torrington, CT 06790, 8 beds, 2 baths

$359,000

8 beds2 baths2,850 sq ft

18-20 John St, Torrington, CT 06790

Property at 66 Carroll Dr, Torrington, CT 06790, 3 beds, 2 baths

$369,900

3 beds2 baths1,506 sq ft

66 Carroll Dr, Torrington, CT 06790

Property at 130 Riverton Rd, Winsted, CT 06098, 3 beds, 2 baths

$415,000

3 beds2 baths1,430 sq ft

130 Riverton Rd, Winsted, CT 06098

Property at 175 Pleasant View Rd, Thomaston, CT 06787, 4 beds, 1.5 baths

$399,900

4 beds1.5 baths1,790 sq ft

175 Pleasant View Rd, Thomaston, CT 06787

Property at 325 Brick School Rd, Warren, CT 06754, 3 beds, 1 bath

$625,000

3 beds1 bath1,160 sq ft

325 Brick School Rd, Warren, CT 06754

Property at 2581 Litchfield Rd, Watertown, CT 06795, 2 beds, 1 bath

$549,000

2 beds1 bath962 sq ft

2581 Litchfield Rd, Watertown, CT 06795

Property at 115 River Rd, Washington Depot, CT 06794, 4 beds, 3.5 baths

$1,585,000

4 beds3.5 baths1,598 sq ft

115 River Rd, Washington Depot, CT 06794

Property at 53 Merrimac St, Watertown, CT 06779, 1 bed, 1 bath

$220,000

1 bed1 bath559 sq ft

53 Merrimac St, Watertown, CT 06779

Property at 656 Kent Rd, Gaylordsville, CT 06755, 3 beds, 2 baths

$599,900

3 beds2 baths2,792 sq ft

656 Kent Rd, Gaylordsville, CT 06755

Property at 62 Kent Rd S, Cornwall Bridge, CT 06754, 2 beds, 1 bath

$295,000

2 beds1 bath1,368 sq ft

62 Kent Rd S, Cornwall Bridge, CT 06754

Property at 47 Maple Ave, Norfolk, CT 06058, 3 beds, 2 baths

$545,000

3 beds2 baths1,744 sq ft

47 Maple Ave, Norfolk, CT 06058

Property at 303 Westside Ln, Torrington, CT 06790

$199,000

— beds— baths550 sq ft

303 Westside Ln, Torrington, CT 06790

Property at 33 Chestnut Grove Rd, Watertown, CT 06795, 4 beds, 2 baths

$389,900

4 beds2 baths1,499 sq ft

33 Chestnut Grove Rd, Watertown, CT 06795

Property at 64-64 Big Bear Hill Rd, New Milford, CT 06776, 6 beds, 8 baths

$8,250,000

6 beds8 baths8,457 sq ft

64-64 Big Bear Hill Rd, New Milford, CT 06776

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

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Based on information submitted to the MLS GRID as of Thu Oct 22 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 260 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 148 condos, 0 townhouses, and 58 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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