Litchfield Real Estate

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

$3,690,000
5 Beds 6 Baths ACTIVE Status 24204600 MLS
Situated on approximately twenty acres and surrounded by Litchfield Land Trust's Prospect Mountain Preserve and the private holdings of the Marshepaug Club, Arcadia stands as one of Litchfield County's premier properties. The current owners are exceptional stewards and have made significant investments in the dwellings, infrastructure, and surrounding landscape. Rarely does a property come to market that includes a fully renovated home, a meticulously restored barn, pastures, meadows, and gardens. The perfect blend of classic Colonial architecture and tasteful, high-quality modern amenities. Highlights include five en-suite bedrooms, a Vermont slate roof, wide-plank oak flooring, a professional chef's kitchen with a Lacanche range, antique beams, and a wellness center with a sauna and gym space. The property features a comprehensive technology package with integrated smart-home systems, advanced connectivity, security, climate, lighting, and irrigation controls. The current owners thoughtfully reimagined the barn complex for entertaining, incorporating a guest suite, party room, wine cellar, catering scullery, workroom, loft, bar, and hot tub within a screened-in porch. Outdoor entertaining spaces abound, with stone patios, gardens, mahogany decking, pergolas and views. The property is minutes from skiing at Mohawk Mt. and Litchfield Land Trust trails. Arcadia represents an exceptional and rare opportunity to enjoy a country lifestyle within two hours of New York City.

287 Prospect Mountain Rd, Litchfield

$2,395,000
4 Beds 4 Baths ACTIVE Status 24203922 MLS
Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

171 South St, Litchfield

$649,000
4 Beds 3 Baths ACTIVE Status 24199316 MLS
Set on 1.62 acres in Bantam, 1231 Bantam Road is a Cape Cod style home offering a flexible layout with 2,501 sq ft, 4 bedrooms and 2.5 baths. The home opens into a generous front room, offering flexible use as a sitting area or welcoming foyer, with an elegant dining room to the right and an inviting kitchen featuring an island, abundant cabinetry, farmhouse sink and granite counters. A stone patio sits just outside the back kitchen door, adding an easy outdoor connection. The foyer/sitting area also connects to a convenient half bathroom. The family room has a large bay window, and the formal living room offers a wet bar, working fireplace and large doors to a spacious wraparound deck that extends the living area outdoors with room for dining, comfortable seating and peaceful views over Hillbrook Equestrian Center. The main-level primary suite includes a full bathroom with large shower, double vanity and laundry area. Upstairs are three bedrooms (one is smaller), plus a hall full bathroom with a tub/shower. The backyard barn brings added charm and opportunity, offering a flexible space for storage or a future project with the right vision. Close to Bantam dining, shopping, White Memorial trails and the Litchfield Green, this property pairs everyday convenience with a scenic country setting. Recent Updates: 2022: New Roof, Windows, Remodeled Bathrooms & Kitchen 2025: New Water Heater 2026: New Boiler, New Electrical Updates, Remodeled Primary Bathroom, New Gutters

1231 Bantam Rd, Litchfield

$2,500,000
5 Beds 5 Baths ACTIVE Status 24201810 MLS
Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 3 lots totaling 63.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

162 Hutchinson & Mike Road Parkway, Litchfield

$1,900,000
5 Beds 5 Baths ACTIVE Status 24199990 MLS
Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 2 lots totaling 22.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

162 Hutchinson Pkwy, Litchfield

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