Litchfield Homes for Sale

Welcome to Litchfield, Connecticut—a picturesque town that perfectly blends historic charm with modern conveniences. Nestled in Litchfield County, this enchanting area is celebrated for its stunning landscapes, vibrant community, and rich history. With its tree-lined streets, beautiful parks, and classic New England architecture, Litchfield exudes a welcoming atmosphere that invites residents to enjoy a slower pace of life.

Litchfield is well-known for its quaint downtown area, featuring unique boutiques, cozy cafes, and delightful restaurants that cater to all tastes. The town is surrounded by lush greenery, offering ample opportunities for outdoor enthusiasts to explore hiking trails, serene lakes, and scenic parks. The iconic Litchfield Green is the heart of the community, often hosting seasonal events and farmers' markets that bring neighbors together.

For those seeking a place to call home, Litchfield boasts an array of homes for sale that cater to diverse lifestyles. From charming historic houses with character to modern family homes equipped with all the amenities, there is something for everyone. Whether you’re drawn to the allure of a classic colonial or the sleek lines of a contemporary design, Litchfield’s real estate market is rich with options.

Living in Litchfield means enjoying a tight-knit community while being just a short drive away from larger cities. With top-rated schools, ample recreational activities, and a strong sense of community, it’s no wonder that Litchfield is a sought-after destination for families and individuals alike. Discover your dream home in this idyllic town and experience the best of Connecticut living!

Newest Litchfield Homes for Sale

$389,900

3 Beds ⋅ 2 Baths ⋅ 24193525 MLS

Tucked away on a private rear lot just one mile from the historic Litchfield Town Green, this fully renovated 3-bedroom, 2-bathroom ranch offers a peaceful country setting with convenient access to the center of town. The main level features hardwood floors, ample natural light, and an open-concept layout connecting the kitchen and living room. Designed with both style and function in mind, the kitchen includes butcher block countertops, an island with cabinet storage, stainless steel appliances, and a farmhouse sink. Two well-sized bedrooms and a stylish full bathroom with a tub and shower complete the main level. The finished walk-out lower level adds valuable flexibility with a third bedroom that could also serve as a home office, studio, or guest space. This floor also features a second full bathroom, washer and dryer, and direct access to the 1-car garage. Outside, established gardens and mature trees create a picturesque setting. Conveniently located just minutes from local favorites including Arethusa Farm's famous ice cream, Bantam Lake, Mt. Tom State Park, White Memorial Conservation Center, charming shops, and award-winning restaurants. Approximately two hours from Manhattan, this turnkey home is equally suited for a country retreat or year-round living.

424 South St, Litchfield

$1,397,500

4 Beds ⋅ 5 Baths ⋅ 24193748 MLS

This new construction home is perfectly sited on 10+ private acres located on the border of Litchfield and Washington. It abuts 70 acres of open space land with access to the Shepaug River, and is located within a few minutes drive of the villages of Bantam, New Preston, Washington, and private schools in the area. With 4 bedrooms and 4 1/2 bathrooms, this home has an open floor plan with many windows and tall ceilings for light-filled, airy spaces. Coming in from the attached garage you enter a large mudroom with 1/2 bath, built in bench, and plentiful storage. The custom kitchen with high end appliances features a breakfast bar, dining area, and opens up to a large deck. The family room is bathed in sunlight by windows facing south and west and features a built-in bookcase and a fireplace. There is a private office off the entry foyer. The second floor includes 4 en-suite bedrooms, a loft area, and laundry room. The primary bedroom suite includes an all-marble bath with oversized shower and a generous walk-in closet. The full, unfinished basement is a walkout with lots of windows and access to the backyard. The property is professionally landscaped with brick walkways to the front porch and rear deck. The backyard has ample space for a pool site .

14 Gate Post Ln, Litchfield

$395,000

3 Beds ⋅ 1 Baths ⋅ 24191162 MLS

Welcome to this classic style home that is in the borough of Bantam, on a level lot with a wooded private back yard. 3 bedrooms, 1 bath. Open feeling ground level with 2 sliders front and back off the kitchen works as a mud room or can be extension to the kitchen. Freshly painted interior and hardwood floors on first level that have recently restored. Solid mechanicals, dry basement, with low cost solar that will keep you happy on that classic 3 season front porch while enjoying all Bantam and Litchfield has to offer. Walking distance from one of the best local grocery markets, restaurants, independent theatre, water and commutability are reasons why it's worth a look! Many vintage features kept intact and restored including windows with efficient storm windows, claw foot tub, mature gardens, backyard patio and driveway pavers lead the way to a colorfully painted 2 car garage.

34 Highland Ave, Litchfield

$589,000

4 Beds ⋅ 3 Baths ⋅ 24191566 MLS

Location Location Location! Charming 4 bedroom classic colonial on desirable cul-de-sac Sheldon Lane. Large living room with fireplace with insert, half bath, dining room, laundry/mudroom off the large kitchen with access to 2 car garage and sun room. Bright rooms with wood floors throughout and central air. Upstairs are four bedrooms, center bath with additional bathroom in primary suite. Partially finished basement with fireplace and separate entrance. Slopping lawn offers sun and shade with nice patio off the sun room. Enjoy the comforts of this beautiful home close to beloved Community Field, restaurants and Litchfield Center.

87 Sheldon Ln, Litchfield

$649,000

3 Beds ⋅ 2 Baths ⋅ 24159904 MLS

Escape the hustle and bustle of city life and uncover your perfect sanctuary at 29 Milton Rd, a beautifully remodeled custom multi level home in charming Litchfield, CT. Ideal for those looking to downsize or anyone seeking a peaceful retreat, this 3-bedroom, 2-bathroom home seamlessly blends modern luxury with a tranquil natural setting. Situated just a short distance from The Litchfield Green, you will enjoy delightful shopping, fantastic dining options, and the quintessential charm of New England right at your doorstep. Thoughtfully integrated into its landscape, 29 Milton Rd provides an inviting space perfect for both relaxation and entertainment. The lower level, which is not included in the square footage listed in property records, boasts a private office, laundry room, half bath, and a versatile open flex space-ideal for a home gym or recreation room. Lovingly remodeled by its owners over the past four years, this home features an architect-designed open floor plan, brand-new mechanical systems, central air conditioning and heating, a new engineered septic system, an advanced water filtration system, a gourmet kitchen, and new roofing and siding. Step outside to enjoy your morning coffee or evening cocktails on the sprawling deck, while listening to the babbling Moulthrop Brook, which offers amazing, snow-covered winter scenery. Host summer BBQs on the stone patio, or explore nearby White Memorial Conservation Center, which serves as your backyard canvas.

29 Milton Rd, Litchfield

$319,000

2 Beds ⋅ 1 Baths ⋅ 24189928 MLS

A classic brick Litchfield home set into a peaceful, wooded backdrop, 67 East Litchfield Road South offers the kind of setting buyers come to Litchfield for: privacy, character, and usable outdoor space. A stone walkway, mature trees, and a generous yard create a welcoming approach before stepping inside to a bright, refreshed interior with clean modern finishes. The main living area features recessed lighting, wide-plank style flooring, and an open feel that connects comfortably into the dining and kitchen spaces. The kitchen has been updated with white cabinetry, stainless steel appliances, tile backsplash, and a clean, functional layout. The bathroom offers a modern finish with marble-look tile and updated fixtures. Bedrooms are bright and simple with hardwood flooring, neutral paint, and great natural light. A lower-level/garage area adds practical storage and flexibility. Surrounded by greenery yet conveniently located near Litchfield's town center, shops, dining, outdoor recreation, and major routes, this home blends classic New England charm with move-in ready updates in one of Connecticut's most desirable small-town settings. Sold As Is

67 E Litchfield Rd S, Litchfield

$499,000

4 Beds ⋅ 3 Baths ⋅ 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

$679,000

3 Beds ⋅ 2 Baths ⋅ 24185585 MLS

MIDCENTURY OASIS MEETS CONSERVATION SANCTUARY: A mid-summers "White" Dream! For those who appreciate quiet luxury and a deep connection to a peaceful retreat, this mid-century ranch is all about you! ENERGY EFFICIENT, SOLAR POWERED, all electric with battery backup. No-Oil, Gas or Propane, this charming 6 room ranch has 3 bedrooms and 2 full baths. Step inside to a cozy living room with fireplace, a dining room and kitchen with access to a backyard oasis, where you can soak in the hot tub or enjoy sunset cocktails on the terrace. Completing the main level is the primary suite with a cathedral ceiling and remodeled bath. There are two more bedrooms, one with an attached bath. The lower level has laundry, a play area and a walk-out to the well- manicured gardens. A rare opportunity to enjoy all the attributes of easy one level living and stellar views of every season right outside your door. The western border adjoins the White Memorial Foundation. An Energy efficient home has a leased solar panel system with battery back-up. Stay cool and comfortable in the summer with CAIR & single-zone mini-splits. Whether you're an entertainer, gardener, writer who covets quiet, or someone looking for a year-round in-town residence, this home is for you. Dining, dancing under the stars, dallying in the shops or driving over the country roads in the northwest corner, this delightful property is for you! 2 hrs. to NYC, close to Rt.8, easy drive to Bradle

212 Old South Rd, Litchfield

$895,000

4 Beds ⋅ 2 Baths ⋅ 24183209 MLS

Fabulous 1920's cottage style home formerly part of Avalon Farm. Vaulted living room with fireplace, paneled media/library, eat in kitchen, 4 bedrooms, 2 full baths, oversized laundry/mud room and screened breezeway from 2 car garage. Lovey gentle slope from house to cabana/writers cabin overlooking pond and grounds. located at the entrance to a dead end road, yet only minutes from Bantam, New Preston and all that Litchfield County has to offer. Very close to Mt Tom State Park for swimming and hiking. Owner has done some work to subdivide into 2 lots if desired. Please call for details.

12 Old Forge Hollow Rd, Litchfield

$659,000

3 Beds ⋅ 3 Baths ⋅ 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

$3,500,000

7 Beds ⋅ 6 Baths ⋅ 24169503 MLS

This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

148 North St, Litchfield

$609,000

3 Beds ⋅ 2 Baths ⋅ 24172160 MLS

Step back in time to a wonderful Cape Cod home in Litchfield. This light and bright home features oak flooring, 2 gas FP's, chair rail and a 2-car garage. Fully applianced kitchen with accessible washer/dryer stack unit. Beautifully sited on 3.41 open acres with a Western view and a small pond. Numerous garden areas, 2 sheds and fruit trees. Living room offers access to a stone patio. Great starter home or superb scale down retirement location. First floor FR can be a bedroom if desired. Central air and a new drilled well.

88 Knox Rd, Litchfield

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