Refine Search
Sort by
$499,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24190079 MLS
Located in the heart of the Litchfield Historic District and bordering White Memorial Conservation Center land - this 1889 gem is the perfect OPPORTUNITY for restoration and renovation. Whether you are an investor, preservation enthusiast or visionary - it is your chance to add value to an historic dwelling in one of the county's most sought after communities. Built in 1889 with all the charm of that period, the main level includes great room with fireplace and french doors to western facing deck and lawn. Kitchen, dining room, cozy office or study with stone fireplace. Sun room. Four bedrooms and laundry on upper level. Two staircases. Attached two car garage. Hardwood floors throughout. Historic properties of this vintage, location and potential are increasingly RARE. Bring your imagination and craftsmanship to unlock the full potential of this 1889 residence. Walkable to White Memorial trails, boardwalk, and Litchfield Green with shopping and restaurants.

222 Old South Rd, Litchfield

$549,000
3 Beds 2 Baths ACTIVE Status 24186157 MLS Litchfield Ponds BLDG.
Incredibly rare opportunity to move into spacious end ranch unit at Litchfield Ponds! Enjoy the easy living of Litchfield Ponds and water views in this 3 bedroom 2 bath condo. Entering into the light filled foyer there is a wonderful bedroom or office space. A formal dining room with a fireplace flows into the large in-eat kitchen that has direct access to the large two car garage. Vaulted ceilings and calming views of the grounds and pond are a perfect setting to enjoy by the additional fireplace. Step out into the sunroom and enjoy all four seasons. The remodeled primary suite has large walk in closet and wonderfully appointment bathroom with separate tub and walk-in shower. Another spacious bedroom with adjacent full bath finish off the main floor. The walk out lower level features a large family room with fireplace with new flooring. An additional office space is perfect for guests or home office. Lower level has tons of storage space. Don't miss your chance on this highly sought after unit.

85 Litchfield Ponds Dr Unit 85, Litchfield

$4,000
3 Beds 4 Baths ACTIVE Status 24182517 MLS
Spacious cedar sided colonial within minutes of Litchfield Green. Step into this lovely country center hall colonial with two story fireplace and enjoy the best of the seasons Litchfield has to offer. Main level features spacious mudroom, wonderfully appointed kitchen with granite countertops and breakfast nook/seating area surrounded by windows. Step into the two story dining area with field stone fireplace featuring wood stove and sliders accessing an overside deck looking over the open property. Through the open and bright dining area is the cozy living room perfect for long winter evenings. Main floor also features potential fourth bedroom or private office space. Upstairs features spacious primary suite with walk in closet and bathroom with dual sink vanity, walk in shower and clawfoot soaking tub. Two additional generous sized bedrooms and dedicated laundry closet complete the upstairs. The walk out lower level features large rec room, a half bath and sliders to access the yard. This is a perfect setting to spend fall and winter in Litchfield County. Two hours from Manhattan and minutes from all of Litchfield County's prestigious private schools, hiking trails, fine dining, shopping and everything the area has to offer. Available for academic rental only.

8 Deming Rd, Litchfield

$659,000
3 Beds 3 Baths ACTIVE Status 24181907 MLS
Final touches of a gorgeous renovation complete this 3 bedroom and 2 1/2 bath Colonial in Litchfield, less than 1 mile to The Green. This 1914 home with a wide open floorplan and lots of natural light is loaded with character, and ready for it's new owner to move right in. The process started with stripping the walls to the studs, new wiring & plumbing, new warm air & central AC, new kitchen with Bosch appliances and bathrooms, replaced old flooring on both levels with white oak floors, new bluestone patio with a stone wall, painted inside & out, and more! The color palate is stunning, and the added wooden barn beams compliment the chic look. Outdoors enjoy the wrap around deck in front, or the recently added bluestone patio with a stone wall in the back. There's even a newly paved driveway! Savor a dinner at an award winning restaurant in town, or a glass of wine at the Abner's rooftop bar. Many take a hike on the great choices of trails throughout the area, and residents of Litchfield may use the Litchfield Town Beach at Bantam Lake. Only 2 hours to NYC and 2 1/2 hours to Boston.

350 South St, Litchfield

$1,150,000
4 Beds 5 Baths ACTIVE UNDER CONTRACT Status 24169204 MLS
Welcome to Riverbend Farm, in the Borough of Litchfield. The property includes almost 7 acres with over 1,000 feet of frontage on the Bantam River! Set back from the road, is 415 South Street, the 6.7 acre parcel, with four structures, house, garage, garden shed and three stall barn. With stunning views of rolling property down to the river this Mid Century home has a flexible floor plan that features 4 bedrooms, 4.5 baths and over 4,000 sqft. The walk out living area has walls of windows overlooking a large blue stone patio, pool with flower garden, mature trees, rolling hill down to the river. The heart of the home includes: kitchen, dining area and 2 seating areas, one with a fireplace. With custom cabinetry, granite counter, gas cooktop and two ovens, microwave and a huge island, the spacious kitchen has ample space for multiple cooks. Adjacent to the kitchen is a half bath with laundry and a walk in pantry. The primary suite, on the entry floor, has a wall of windows, a gas fireplace, hardwood floors and French door access to a patio and the in-ground pool. This room has a large en-suite bath with a double sink. Adjacent to the entry is one of the bedrooms/home office/library/den spaces with large windows and hardwood floors.

415 South St, Litchfield

$9,950
4 Beds 2 Baths ACTIVE Status 24167945 MLS
Escape to the peaceful charm of the countryside with this exceptional 4-bedroom, 2 full bathroom rental in the heart of Litchfield. Nestled in a private and tranquil setting, this home offers a rare blend of rustic elegance and modern comfort. Inside, you'll find grand fireplaces that create a warm, inviting atmosphere-perfect for relaxing evenings or entertaining guests. The property includes a spacious two-car garage with a full apartment above, offering flexible living arrangements-ideal for extended family, guests, or available as an additional rental option. Outdoors, enjoy your own heated pool and a picturesque fishing pond with bass, all surrounded by serene natural beauty that makes every day feel like a retreat. Located just minutes from charming local dining spots and scenic hiking trails, including the renowned White Memorial Conservation Center, this home offers both seclusion and convenience. Whether you're exploring nature or enjoying the vibrant local scene, this location delivers the best of both worlds. Available immediately, this property is offered at $9,950 for the month of August, with a reduced rent available for an annual lease. A rare opportunity to experience refined country living in one of Litchfield's most desirable settings. Apartment rental will be extra.

40 Looking Glass Hill Rd, Litchfield

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.