Litchfield Real Estate

Welcome to Litchfield, Connecticut – a picturesque town that beautifully blends rich history with modern charm. Nestled in the heart of Litchfield County, this enchanting community is renowned for its stunning landscapes, historic architecture, and a vibrant local culture that captivates both residents and visitors alike.

Litchfield is steeped in history, with origins dating back to the 18th century. Stroll through the town center, where you’ll find beautifully preserved colonial buildings that tell the story of a bygone era. The Litchfield Historical Society offers a glimpse into the town's past, showcasing artifacts and exhibits that highlight its significance in American history.

Nature enthusiasts will fall in love with Litchfield's scenic beauty. The town is surrounded by rolling hills and lush greenery, making it an ideal spot for outdoor activities such as hiking, biking, and bird-watching. Nearby, the picturesque White Memorial Conservation Center offers over 40 miles of trails and serene lakes, perfect for a peaceful retreat or a family adventure.

Litchfield is also home to a vibrant arts scene, with local galleries, theaters, and cultural events that celebrate creativity and community spirit. The town hosts a variety of seasonal festivals, farmers' markets, and craft fairs that bring residents together and foster a strong sense of belonging.

With its charming downtown, excellent schools, and friendly atmosphere, Litchfield is not just a place to live; it’s a place to thrive. Whether you’re looking for a quaint home or a sprawling estate, Litchfield offers a unique lifestyle that’s hard to resist. Come discover the magic of Litchfield, where history meets hospitality!

Newest Listings in Litchfield

$295,000

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24162904 MLS ⋅ Tapping Reeve Village BLDG.

Situated in the heart of Litchfield, this unit provides easy access to the local charm and amenities that make the town so special. The center of the home features a welcoming living room, complete with a cozy fireplace and custom built-ins, seamlessly opening to a dining area. The main level also includes a lovely kitchen with granite countertops and a convenient half bath for guests. Step through the living room onto your private deck an ideal space for al fresco dining and entertaining while enjoying a view of the pond. Retreat upstairs to find two comfortable bedrooms, each with two sets of closets. A full bath completes this level. The lower level has a laundry space, a wall of custom storage closets and offers a versatile finished space that has been converted into a bedroom, seating area with custom built-in closets and an attached full bath. This level also features a walk-out directly to the rear parking area, adding to the units accessibility. While there is no garage, the unit includes an assigned parking space directly in front. Tapping Reeve Village is a well-regarded, attractive community offering a comfortable lifestyle in Litchfield. Close to White Memorial Conservation Center, Topsmead State Forest, the villages of Bantam and Litchfield for fine dining and shopping, hiking, golf, swimming and a community field with playground. 2+-hrs. to NYC.

39 Tapping Reeve Vlg Unit 39, Litchfield

$450,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24173565 MLS

*Showing time appts only* Well maintained Scarsdale ranch nestled on a picturesque, 2.7 acre pvt wooded lot with the perfect blend of comfort, quality, and some modern updates. The expansive front lawn, mature landscape, and quiet natural surroundings create a beautiful, tranquil setting. Inside, large windows fill the home with natural light with gleaming natural hardwood flooring throughout. The elevated back deck provides the perfect space for entertaining/relaxing. An oversized two-car detached garage offers space for vehicles, tools, and equipment, while the walk-in second level provides exceptional storage or the potential for a workshop or hobby space. Major improvements include a 35-year architectural roof (2017), Weil-McLain boiler (2017), 200-amp electrical service (2017), reflashed and repointed chimney (2019), and a Rinnai on-demand water heater (2022) for efficiency. The interior features a beautifully updated kitchen (2020) with modern cabinetry, finishes, appliances, updated primary bathroom (2018), and a modernized main bathroom, The finished LL boasts vinyl plank flooring and a fully renovated laundry room with updated electrical, plumbing, and flooring. Additional highlights include a SS chimney flue liner, bluestone hearth, and a state-of-the-art hybrid soapstone wood stove, creating a warm living space. The property conveys 2 cords of firewood and cub cadet riding mower for the new owners to enjoy. Location is 105 miles to NYC and 5 miles to town green.

476 Milton Rd, Litchfield

$389,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$349,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193782 MLS ⋅ Tapping Reeve Village BLDG.

One of the top three largest units in Tapping Reeve at 1,440 square feet. A true 3 bedroom with all bedrooms upstairs. This end unit town home is flooded with natural light from all the extra windows an end unit offers and a great unobstructed view of the pond. Upon entering you experience a generous foyer with closets, view through to the fireplaced living room with beautiful parquet floors and built-ins, the L-shaped space allows for a dining area and a patio door leading to a private terrace. There is a large kitchen with pantry and a powder room on the main level. Upstairs, 2 more bathrooms, generous bedrooms with built-ins, closets and plenty of natural light. This home has benefitted from a new HVAC system in 2018, new hot water heater in 2024, newer refrigerator, and owners that take pride in their home. The unfinished basement has high ceilings, heat and cooling and is ready to be finished for even more living space. Come enjoy the quiet life in Tapping Reeve Village with a pond and gorgeous landscaping throughout the community.

Litchfield

$395,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$320,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

$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

$679,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ 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

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