Vintage homes for sale & real estate in Litchfield, CT

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ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
CHARMING COUNTRY LIVING IN HISTORIC LITCHFIELD! Discover the peaceful beauty of historic Litchfield in this inviting home, nestled in a beautiful country setting where quiet surroundings and a relaxed lifestyle await. Enjoy the tranquility, while appreciating the charm and character that make Litchfield such a special place to call home. Several important updates provide added peace of mind, including a driveway which is approximately 7 years old, along with the oil tank, furnace, septic system, a metal decra roof, and hot water heater, which have all been updated approximately 15 years ago. The seller is looking for a quick closing making this an excellent opportunity for any buyer ready t

$399,900

3 beds1 bath1,239 sq ft

214 Wheeler Rd, Litchfield, CT 06759

Historic litchfield • Generous storage • Key improvements

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
Step into the timeless charm of this classic 1950s Cape Cod, ideally located just minutes from the historic Litchfield Green, local restaurants, and beautifully curated shops. Lovingly maintained by the same well loved Litchfield family for decades, this special home is ready to begin its next chapter. Featuring four bedrooms and two full baths, the home offers a wonderful opportunity to bring your own decorating vision to life. Rich wood paneling, warm wood floors, and built-in bookcases surround the traditional brick fireplace in the living room, creating a cozy and welcoming gathering space. The dining room opens through sliders to the back deck, overlooking the private in-ground pool pe

$399,000

4 beds2 baths2,110 sq ft

290 Torrington Rd, Litchfield, CT 06759

Rich wood paneling • Built-in bookcases • 0.6 acre lot

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
Situated along a highly coveted side street with an architecturally significant row of detached 19th-century homes, this circa 1840 two-story, gable-ended residence perfectly captures the timeless elegance and historic spirit of the second quarter of the 19th century- and all just steps away from the charming center of the Litchfield village. Offering 8 rooms filled with period detail, the home opens with a front entryway highlighted by a magnificent curved bow wall- a signature hallmark of the era's fine craftsmanship. The main level includes a welcoming living room, dining room, well-appointed kitchen and a versatile cozy room perfect for a private home office, study or library. The main

$599,000

3 beds2.5 baths2,576 sq ft

75 Meadow St, Litchfield, CT 06759

Curved bow wall • Historic litchfield • Wonderful patio

OPEN SAT, 1PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
86-90 West Street, Litchfield, CT offers the beauty of a character-filled antique home and the possibilities of three residential buildings, all in the center of historic town. A gracious covered porch, columned entrance, bay windows, and distinctive arched windows create an inviting architectural presence. With village shops, restaurants, and the historic Green nearby, this is a setting where the pleasures of Litchfield become part of everyday life. Inside, richly varied wood floors reveal beautiful honey, amber, and deeper brown tones. Substantial paneled pocket doors connect sunlit rooms, while intricate woodwork, a carved fireplace mantel, and a beautifully detailed staircase showcase c

$1,245,000

7 beds6 baths3,289 sq ft

86-90 West St, Litchfield, CT 06759

Covered porch • Wood floors • Columned entrance

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
Tucked into a wooded setting just minutes from the heart of Litchfield, 67 East Litchfield Road South brings together a classic wood shake exterior that has been recently painted, a generous yard, and an interior that's already seen meaningful updates. The stone walkway, mature trees, and natural surroundings give the property a sense of character you simply can't recreate overnight. Inside, the refreshed living spaces feel bright and connected, with updated flooring, recessed lighting, and an easy flow between the living, dining, and kitchen areas. White cabinetry, stainless steel appliances, and a tile backsplash give the kitchen a clean, practical finish. Hardwood floors, natural light,

$300,000

3 beds1 bath1,104 sq ft

67 E Litchfield Rd S, Litchfield, CT 06759

Generous yard • Stone walkway • Mature trees

Property at 38 Old Turnpike Rd, Bantam, CT 06750, 3 beds, 2.5 baths

$895,000

3 beds2.5 baths1,575 sq ft

38 Old Turnpike Rd, Bantam, CT 06750

Property at 171 South St, Litchfield, CT 06759, 4 beds, 3.5 baths

$2,395,000

4 beds3.5 baths4,346 sq ft

171 South St, Litchfield, CT 06759

Property at 1231 Bantam Rd, Bantam, CT 06750, 4 beds, 2.5 baths

$649,000

4 beds2.5 baths2,501 sq ft

1231 Bantam Rd, Bantam, CT 06750

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 12 Old Forge Hollow Rd, Bantam, CT 06750, 4 beds, 2 baths

$895,000

4 beds2 baths2,830 sq ft

12 Old Forge Hollow Rd, Bantam, CT 06750

Property at 19 Seherr Thoss Dr, Litchfield, CT 06759, 7 beds, 7 baths

$7,400,000

7 beds7 baths13,056 sq ft

19 Seherr Thoss Dr, Litchfield, CT 06759

Property at 212 Old South Rd, Litchfield, CT 06759, 3 beds, 2 baths

$679,000

3 beds2 baths1,572 sq ft

212 Old South Rd, Litchfield, CT 06759

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NEW 9 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
This Surprisingly Quaint Multi Family has been very well cared for. Each unit boasts 2 good size bedrooms, large living area and kitchens with Landry hook-ups & Off street parking. First Floor has an open Farmhouse Porch while second floor has an open farmhouse porch and a side enclosed porch. Low Maintenance, Money Marker for the right Investor or Owner Occupant. Exterior is asbestos, but is in excellent condition. Torrington is currently undergoing tax reassessments.

$249,900

4 beds2 baths2,396 sq ft

140 Oak Ave, Torrington, CT 06790

Farmhouse porch • Landry hook-ups • Off street parking

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
CLASSIC BRICK. TIMELESS CHARM. READY TO CALL HOME. Welcome to 59 Jones Street in Torrington! This move-in-ready brick Cape offers three bedrooms, two full bathrooms, oil heat, and central air conditioning. Comfortable living spaces showcase the home's classic character, while a separate laundry room adds everyday convenience. The two-car garage provides ample space for parking and storage. Set on 0.38 acres, this inviting home combines timeless curb appeal with a beautiful setting. Property is part of an estate and is being sold as-is.

$362,000

3 beds2 baths1,607 sq ft

59 Jones St, Torrington, CT 06790

Brick cape • 0.38 acres • Two-car garage

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
Welcome to 157 Pythian Avenue, a fully refreshed property that's ready for its next chapter. Thoughtful updates throughout make this home move-in ready from day one. The updated kitchens offer modern finishes and a clean, functional layout, while gleaming floors run throughout, bringing warmth and character to every room. The third floor adds valuable living space. Outside, the large yard provides plenty of room for gardening, play, or entertaining. Conveniently located with easy access to local amenities, shopping, and commuter routes. Whether you're looking to live in one unit and offset your costs or add a turnkey income property to your portfolio, this one checks the boxes for both owne

$399,000

6 beds3 baths3,074 sq ft

157 Pythian Ave, Torrington, CT 06790

Large yard • Bonus flex space • Updated kitchens

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
Attention Investors! Don't miss this fantastic opportunity to add a three-family property to your investment portfolio! Whether you're a seasoned investor looking to expand your holdings or a first-time buyer looking to enter the multifamily market, this property offers excellent income-producing potential. The third-floor unit is currently tenant-occupied, providing an opportunity for existing rental income, while the remaining units have flexibility for future rental opportunities or owner occupancy. Bring your vision and unlock the possibilities of this multifamily investment while building long-term equity. Schedule your private showing today and see the potential for yourself!

$449,925

5 beds3 baths2,496 sq ft

658 Main St, Torrington, CT 06790

5,662 sq ft lot • 6 parking spots • Built 1920

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
Sweet and charming ranch affectionately named the "Lookout" by it's current stewards, with its sweeping southern views to Mt Tom, just minutes from Bantam, the "Brooklyn of Connecticut". An open floor plan from the entry hall opens to a live edge red oak breakfast bar with reclaimed wainscoting, kitchen with granite countertops, living/dining space with central wood burning fireplace. In addition, there are two bedrooms and a full bath with Kohler faucet and shower body in the tub/shower, quartz countertop toto toilet. The primary BR has two closets. Head outside to the low maintenance composite deck ( & railings) off the kitchen and enjoy scenic property and views

$675,000

3 beds2 baths1,530 sq ft

123 Looking Glass Hill Rd, Morris, CT 06763

Large shower • Granite countertops • Full ensuite bath

ABOUT THIS HOME
Vintage Home for sale in Litchfield, CT:
It's all about the lot and location The house needs a total renovation or remove the existing home and build your dream home in a location of some major estates around Lake Waramaug. You must check with zoning about what is possible. Warren town beach on Lake Waramaug is just around the corner. Visit the towns of New Preston, Washington, Kent and Litchfield all within 15 minutes. Enjoy the restaurants, shops, antique stores and art galleries. Hike the local land trust trails and ski in Litchfield County or a short ride the the Berkshires.

$750,000

3 beds1 bath882 sq ft

348 Lake Rd, Warren, CT 06777

Total renovation • Warren town beach • Lake waramaug

Property at 379, 381, 383 Migeon Ave, Torrington, CT 06790, 8 beds, 3 baths

$530,000

8 beds3 baths3,112 sq ft

379, 381, 383 Migeon Ave, Torrington, CT 06790

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 872 Main St, Torrington, CT 06790, 6 beds, 2 baths

$549,900

6 beds2 baths2,992 sq ft

872 Main St, Torrington, CT 06790

Property at 127 Lexington Ave, Torrington, CT 06790, 4 beds, 2.5 baths

$429,900

4 beds2.5 baths2,184 sq ft

127 Lexington Ave, Torrington, CT 06790

Property at 265 Riverside Ave, Torrington, CT 06790, 6 beds, 2 baths

$420,000

6 beds2 baths2,894 sq ft

265 Riverside Ave, Torrington, CT 06790

Property at 160 W Morris Rd, Washington Depot, CT 06794, 3 beds, 2 baths

$995,000

3 beds2 baths1,344 sq ft

160 W Morris Rd, Washington Depot, CT 06794

Property at 311 Charles St, Torrington, CT 06790, 3 beds, 2 baths

$447,000

3 beds2 baths2,372 sq ft

311 Charles St, Torrington, CT 06790

Property at 180 Lake Dr, Bethlehem, CT 06751, 2 beds, 1 bath

$325,000

2 beds1 bath734 sq ft

180 Lake Dr, Bethlehem, CT 06751

Property at 135 New Harwinton Rd, Torrington, CT 06790, 4 beds, 1.5 baths

$344,900

4 beds1.5 baths1,906 sq ft

135 New Harwinton Rd, Torrington, CT 06790

Property at 194 Birge Park Rd, Harwinton, CT 06791, 3 beds, 1 bath

$349,000

3 beds1 bath1,229 sq ft

194 Birge Park Rd, Harwinton, CT 06791

Property at 59 Hill St, Torrington, CT 06790, 5 beds, 3 baths

$399,900

5 beds3 baths1,838 sq ft

59 Hill St, Torrington, CT 06790

Property at 94 North St, Plymouth, CT 06782, 4 beds, 2 baths

$575,000

4 beds2 baths1,848 sq ft

94 North St, Plymouth, CT 06782

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

$434,900

2 beds1.5 baths888 sq ft

50 Kasson Ave, Bethlehem, CT 06751

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

Vintage Homes for Sale in Litchfield

There are currently 12 vintage homes for sale in Litchfield at a median listing price of $544K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Litchfield stay on the market for 53 days. This map is refreshed with the newest listings in Litchfield every 15 minutes.

In the past month, 5 homes have been sold in Litchfield. In addition to houses in Litchfield, there was also 1 condo, 0 townhouses, and 1 multi-family unit for sale in Litchfield last month. Find your dream home in Litchfield 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 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Litchfield. Our Litchfield real estate stats and trends will give you more information about home buying and selling trends in Litchfield. If you're looking to sell your home in the Litchfield area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Litchfield with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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