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

$960,000

ACTIVE Status ⋅ 24214646 MLS

BUILDING ONLY SALE: Standalone commercial building located in the heart of Litchfield County at 59 West Street, in the desirable Litchfield Green area. Completely remodeled from top to bottom, this property offers an excellent opportunity for an investor or owner seeking a well-maintained commercial space. An established business with a loyal customer base currently leases and operates from the building, providing an existing tenant. A rare opportunity to own a commercial property in a well-known Litchfield County location.

59 West St, Litchfield

$399,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24215968 MLS

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 to make their move. As an added bonus, the seller is offering a $5,000.00 credit toward kitchen and flooring upgrades at closing! If you're looking for a peaceful retreat with generous storage, key improvements, and the opportunity to add your own personal touches this Litchfield property is ready to welcome you home!

214 Wheeler Rd, Litchfield

$360,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216505 MLS

Welcome to your cozy rustic retreat! Nestled in a private, picture-perfect wooded setting surrounded by vibrant fall foliage. This authentic log cabin perfectly blends timeless rustic charm with modern comfort. Step onto the inviting covered front porch to sip the Arethusa coffee you picked up right around the corner and relax and take in the peaceful nature views. Inside, the warm living room features log walls, open beam ceilings, a magnificent fireplace and ductless mini-split cooling/heating for year round efficiency. The open layout flows seamlessly into the kitchen with a cozy eat in area and leads you right to the bedroom downstairs as well as the full bath. A wooden staircase leads to the upper loft where you will find a bedroom and a half bath. Additional features include low-maintenance laminate flooring, skylight, side deck and a walk out lower level. A true sanctuary for those seeking cozy living in picturesque Bantam.

63 Cathole Rd, Litchfield

$750,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24215650 MLS

The view stretches across the hills for what feels like forever. Set on 5.21 open acres, 104 Goslee Road pairs a sweeping view toward Bantam and Litchfield with the space and privacy of a true country property. The well-built Colonial offers three bedrooms, three and a half baths, an attached garage, and additional finished and heated space in the lower level. Inside, custom built-ins and a large fireplace bring warmth and character to the home. The year-round sunroom makes the most of the setting, providing a front-row seat to the landscape through every season. Downstairs, a full bathroom and flexible finished space create options for guests, recreation, a home office, or extended living. Outside, established landscaping frames the home while preserving the openness of the property. The acreage offers room for gardens, animals, outdoor projects, or simply slowing down and enjoying the view. A deck and covered porch provide additional places to take in the surroundings. Bantam has become something of the Brooklyn of Litchfield, a small village with an independent spirit, a thriving arts scene, and some of the area's best-loved restaurants and gathering places. Bantam Lake, White Memorial, and Litchfield's historic town center are all close by. With a substantial home, usable acreage, a creative Bantam location, and a view that cannot be recreated, 104 Goslee Road brings together the best parts of living in Litchfield County.

104 Goslee Rd, Litchfield

$485,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24214791 MLS

Don't miss this 1750 colonial on a quiet country road! Situated on 6 acres with frontage on the Bantam River sits this wonderfully charming colonial with period features but all the modern conveniences. The main floor features cozy paneled living room with hardwood floors and a fireplace, large dining area with the original fireplace and paneled built-in's. The renovated bright and airy kitchen with butcher block and granite countertops overlooks the level lot. A spacious full bath and laundry area round out the main floor. Upstairs there are two bedrooms with beautiful antique details plus a dedicated office space with original wide pine floors. The home features a new electric hot water heater, forced air heating system with central air, new well in 2019 and new roof in 2024 along with whole home automatic generator. The property features a stunning 50' x 20' two-car post and bean barn with walk up loft, two workshop areas and an additional storage loft. The stone wall lined level lot extends down to the Bantam River with beautiful views of neighboring conserved land. An incredible opportunity to make this antique beauty your own! Just minutes from all that both Bantam and Litchfield have to offer, 2 hours from NYC this is a wonderful countryside retreat.

41 W Morris Rd, Litchfield

$1,245,000

7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24210707 MLS

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 craftsmanship that would be challenging and costly to recreate. These features provide an inspiring foundation for a thoughtful restoration, blending the home's enduring character with a new owner's vision. The main house is currently arranged as two residences, with two detached carriage houses behind it, each offering two bedrooms. Together, the four residences provide exceptional flexibility, complemented by ample off-street parking. Imagine restoring the main house as one stunning private residence, with separate carriage houses for guests, extended family, or staff.

86-90 West St, Litchfield

$399,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212381 MLS

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 perfect for summer entertaining and relaxing. The sunny galley style kitchen makes efficient use of the space and opens naturally to the dining room. Just off the kitchen, a study/sunroom/office provides a versatile space for working from home, reading, crafting, or simply relaxing with your favorite book or streaming the latest episode of your favorite show. This home offers the character and warmth of a bygone era, along with the opportunity to make it uniquely your own. Bring your vision, your ideas, your personal style and with some TLC you can create a home to love for years to come.

290 Torrington Rd, Litchfield

$1,673,000

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24211682 MLS

A rare opportunity to own a significant example of Litchfield County modernism, this distinctive 1970 home was designed by noted Yale educated architect Thomas C. Babbitt, whose work helped shape the region's mid-century architectural landscape. Thoughtfully conceived to respond to its natural setting, the home reflects Babbitt's modernist sensibility through dramatic expanses of glass, soaring ceilings, strong geometric forms and an effortless connection between interior and landscape. Two-story windows frame the surrounding acreage as an ever-changing backdrop. The interiors retain the character and warmth that defined Babbitt's designs: generous volume balanced by intimate living spaces, built in book cases, multiple fireplaces, the interplay of wood, glass and stone. The home feels at once architecturally important and remarkably livable. Chef's kitchen with high-end appliances, original wood cabinets, stylish bar. Recognized as six bedrooms, though two are used as an office and media room. Full lower level with guest apartment, currently used as artist's studio. Pool with cabana, screened porch and bathroom. Almost entirely surrounded by Litchfield Land Trust preserves. In the neighborhood of two significant Marcel Breuer designed homes, 107 Clark road is for the Buyer who appreciates a meaningful connection to the architectural history of Litchfield.

107 Clark Rd, Litchfield

$225,000

ACTIVE Status ⋅ 24204358 MLS

One of the last remaining buildable lots within Litchfield Historic District is now available! Public sewer and water available. Inland wetland approval through 2031. Flat building site with approx 130ft of Bantam River frontage. Survey available.

401 South St, Litchfield

$650,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24211107 MLS

This quintessential cape has incredible New England charm and has lots to offer! The home sits on a one acre flat lot on a quiet country road that is just minutes to the Litchfield Green. Up the bluestone front steps you'll enter the foyer with a bright and spacious living room with cozy fireplace on one side of the entry way. Opposite the living room you'll find a large dining room with an incredible wall of custom cabinetry. This room is perfect for all of your holiday gatherings. Through the dining room you'll enter the large kitchen with ample of counter space, a bright breakfast nook that opens onto the large deck as well as direct access to the large two car garage. The main floor has hardwood floors throughout, a full bathroom and family room that overlooks the backyard with fireplace and built-in's perfect for movie night but could easily be a spacious office or converted to a first floor primary suite. Upstairs you'll find the primary suite with hardwood floors, a walk-in closet and a large en-suite bathroom with oversized tub/shower. In addition there are two generous bedrooms with ample closet space which are served by a full bath. A finished portion of the lower level with built-in shelves is a perfect rec room or additional office space with plenty of natural light. This home has been lovingly maintained in its 20+ year ownership with recent updates of new composite decking, updated windows, oil tank, water conditioning and filtration system and more

77 Beach St, Litchfield

$779,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210430 MLS

Welcome to 108 Norfolk Road, a charming custom built, carriage house in historic Litchfield, Connecticut set on a private, flat 2 acre lot. This home features 3 bedrooms, with two on the first floor and the master suite on the upper main living level, and 2.5 beautifully updated baths with updated toilets, fixtures, and tile. The upper level boasts a light-filled living space, with vaulted ceilings and exposed beams, and an open-concept kitchen perfect for entertaining. When entering the ground level, you are met with houndstooth-tiled flooring paired with radiant heat throughout and full-wall windows looking out onto the expansive lawn area. The outdoor living area features a stone patio covered with a pergola and fire pit. Additional highlights include a whole-house generator, a two-car detached garage, and a new roof scheduled for installation in the coming weeks. Walking distance from the historic Litchfield Green, and minutes from local shops, dining, hiking trails, and picturesque Litchfield County scenery.

108 Norfolk Rd, Litchfield

40 Tapping Reeve Vlg Unit 40, Litchfield

$335,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210603 MLS ⋅ Tapping Reeve Village BLDG.

Sweet and turnkey RARE 3 BR unit at desirable and affordable Tapping Reeve Village. Close to everything, maintenance free condo living. Perfect downsizer or new homebuyer townhouse unit. Updated kitchen with granite counters and SS appliances, updated primary bath, new carpets in all bedrooms and on the stairs to the second floor, new laminate flooring main level, new heat pump for heat & a/c, hot water heater is 2 years old. Nothing for you to do but unpack!

40 Tapping Reeve Vlg Unit 40, Litchfield

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Litchfield Real Estate

Newest Listings in Litchfield

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