Litchfield County Real Estate

Welcome to Litchfield County, Connecticut—a picturesque region that embodies the charm and beauty of New England. Nestled in the northwest corner of the state, Litchfield County is renowned for its stunning landscapes, historic towns, and vibrant community life. With rolling hills, lush forests, and serene lakes, the county offers a perfect backdrop for outdoor enthusiasts and those seeking a peaceful retreat.

Litchfield County is home to several charming towns, each with its unique character. From the historic streets of Litchfield itself, where you can explore beautifully preserved colonial architecture and quaint shops, to the artsy vibe of Kent, known for its galleries and cultural events, there’s something for everyone. The county is also dotted with delightful farms, vineyards, and orchards, making it a great destination for local produce and artisanal goods.

For those who appreciate the great outdoors, Litchfield County boasts an array of recreational opportunities. Hike along the scenic trails of the Appalachian Trail, enjoy a day of fishing or kayaking on Lake Waramaug, or take a leisurely stroll through the picturesque gardens of the White Memorial Conservation Center. In the fall, the vibrant foliage transforms the landscape into a breathtaking tapestry of colors, making it a popular spot for leaf-peepers.

With its rich history, stunning natural beauty, and a strong sense of community, Litchfield County is not just a place to live—it’s a lifestyle. Whether you’re looking to buy your first home or seeking a tranquil getaway, this enchanting county welcomes you with open arms. Discover the charm of Litchfield County, where every day feels like a retreat.

Newest Listings in Litchfield County

$399,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24195079 MLS

Rare opportunity to own a three-family property in the Town of Washington. Multi-family properties in this market are few and far between, making this a unique opportunity for investors, contractors, or buyers looking to renovate and add value. The property offers three one-bedroom units, a detached garage, and a spacious lot. While the property is in need of updates and improvements, it presents an excellent opportunity to restore and customize to suit your vision. Property is being sold strictly as-is, where-is. Bring your ideas and take advantage of the chance to own a multi-family property in one of Litchfield County's most desirable communities.

70 Bee Brook Rd, Washington

$299,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24195093 MLS

Rare opportunity to own a two-family property in the Town of Washington. Multi-family properties in this market are few and far between, making this a unique opportunity for investors, contractors, or buyers looking to renovate and add value. The property offers one, two-bedroom unit, and one, one-bedroom unit. While the property is in need of updates and improvements, it presents an excellent opportunity to restore and customize to suit your vision. Property is being sold strictly as-is, where-is. Bring your ideas and take advantage of the chance to own a multi-family property in one of Litchfield County's most desirable communities.

72 Bee Brook Rd, Washington

$1,076,000

ACTIVE Status ⋅ 24195375 MLS

Rare Bethlehem Offering - Unzoned 2-Acre Property with Commercial-Ready 3,000 SF Barn + 1740s Residence A rare commercial/mixed-use opportunity in a town with no zoning restrictions, sited at Bethlehem, CT's famous blinking light with easy access to Washington, Litchfield & Woodbury. The centerpiece is a 3,000 SF barn, originally built out for a commercial dine-in bakery, with the significant infrastructure investment already complete: new roof, doors meeting fire & code, 4-phase electrical, roughed plumbing & HVAC, and poured concrete floors. With no zoning to navigate, the possibilities are wide open - event venue, restaurant or bakery, artisan workshop, wellness retreat, boutique inn, or creative studio space. Adding to the flexibility is a fully preserved 1740s antique home (4 bedrooms, 5 fireplaces including a 12' hearth with beehive oven, walk-up attic, 9' basement ceilings) - ideal as an owner/innkeeper residence, on-site management quarters, or income-generating guest suites for a bed & breakfast concept. A separate milk house adds further flexible square footage for guest quarters, staff space, or additional studio/workshop use. The 2-acre site includes a picturesque pond well-suited to event or hospitality use, mature ornamental plantings, a newly graded and re-graveled driveway (2023), and 75 feet of town-maintained sidewalk for pedestrian access. The groundwork for a next chapter - hospitality, culinary, or creative - is already in place.

18 East St, Bethlehem

$649,900

1 Beds ⋅ 1 Baths ⋅ COMING SOON Status ⋅ 24194576 MLS

Nature Lovers, Outdoor Enthusiasts & Investors-A Rare 9.839 Acre Opportunity!Discover a truly one-of-a-kind property offering nearly 9.8 acres of privacy, natural beauty, and exceptional future potential along the Plymouth/Terryville-Wolcott town line. Whether you're seeking a peaceful country estate, horse property, hobby farm, recreational retreat, or investment opportunity, this remarkable offering delivers a lifestyle that is increasingly difficult to find.The beautifully updated home is warm, inviting, and move-in ready, featuring gleaming hardwood floors, a renovated kitchen with abundant cabinetry, a beautifully remodeled bathroom, fresh interior updates, a new furnace, newer roof, and new wall-to-wall carpeting upstairs. The versatile floor plan includes a convenient first-floor bedroom, while the upper level offers exciting possibilities for an expansive primary suite, guest quarters, home office, or recreation space. The true value of this exceptional property extends well beyond the home. The 9.839-acre offering consists of four parcels that were previously divided and later combined, including approximately 1.169 acres in Plymouth/Terryville (Parcel A), 1.587 acres in Wolcott (Parcel A), 1.700 acres in Plymouth/Terryville (Parcel B), and a 5.383-acre Parcel B in Wolcott that has historically been taxed as a buildable lot, creating exciting future possibilities. Buyers are encouraged to conduct their own independent diligence regarding land use, subdivision pot

251 Wolcott Rd, Plymouth

$495,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24194672 MLS

Exceptional Turnkey Investment Opportunity in Sharon, CT! Currently generating $3,700/month in immediate, documented income with active tenancies in place, this well-maintained side-by-side duplex is a rare, high-yielding Litchfield County asset. Each side features a nice 2-bedroom, 1.5-bathroom layout highlighting updated kitchens featuring stainless steel appliances, tile backsplashes, rich hardwood floors, and updated bath fixtures. Both units offer bright, inviting living spaces, dedicated basement laundry with included washers and dryers, and separate mechanicals. Tenants enjoy delightful outdoor living space, including shared, expansive covered front and rear porches. Unbeatable in-town location-situated just moments from the historic Sharon Town Green, local shops, cafes, Sharon Hospital, the Hotchkiss Library, and a short drive to The Hotchkiss School and Lakeville Lake. A seamless, low-maintenance addition to any investment portfolio offering proven cash flow and instant yield from day one!

39 Hospital Hill Rd, Sharon

$1,095,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24193314 MLS

Renovated Village Home, Guest House and Separate Work Studio! Located in the heart of Salisbury Village, this beautifully updated home offers 3-4 bedrooms & 3 full baths in the Main Home plus an additional 620 sq ft, 1BR, 1BA Guest home. The main home's layout is on a generous, level lot, combining classic New England character with thoughtful modern updates. The inviting chef's kitchen with a casual adjacent dining room is filled with natural light from oversized windows overlooking the expansive side and backyard. Stretching across nearly the entire front of the home, the welcoming living room features a wood-burning fireplace and opens to a spacious covered front porch-ideal for relaxing, entertaining, or enjoying every season. A renovated full bath and a first-floor office or efficiency bedroom provide flexibility for remote work, guests, or single-level living. Upstairs, a graceful original staircase leads to 3 additional bedrooms, including a generous primary suite and laundry room. Two guest bedrooms share an updated full hall bath, while the primary suite features an en suite bath ready for your personal finishing touches. The 1-BR Guest House with full kitchen, living room, full bath, & laundry is a potential source of rental income. Private backyard space makes for easy living! The newly converted shed with new windows & insulation is now a perfect Office Space or Art Studio. A rare opportunity to enjoy in-town living in the Northwest Corner of CT.

56 E Main St, Salisbury

$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

$200,000

ACTIVE Status ⋅ 24195180 MLS

1.82 acre parcel located in town with access to town water and sewer. A feasibility study has been completed indicating the potential for three buildable lots, making this an outstanding investment or development opportunity. Nice level lot located within the sidewalk district. Convenient location to elementary school.

Bragg Street, North Canaan

$335,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24195177 MLS

Rare Opportunity! This charming in-town, one-level ranch is located within the desirable sidewalk district and offers exceptional potential. The well-maintained home features a spacious living room with a cozy fireplace, an eat-in kitchen with a new range and dishwasher, a dining room, laundry room, two comfortable bedrooms, and a full bath. Recent improvements include a new roof, replacement windows, two new Roth oil tanks, upgraded 200-amp electrical service, and a chimney that has been repointed, capped, and lined for added peace of mind. Outside, you'll appreciate the beautifully landscaped yard, a heated two-car garage with propane heat, and a 12' x 16' insulated shed with electricity-perfect for a workshop, hobby space, or additional storage. Whether you're looking for a move-in-ready home with room to grow or a property with outstanding development potential, this unique offering is one you won't want to miss. All room sizes are approximate.

119 Bragg St, North Canaan

$349,500

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24195134 MLS

Southern New Milford convenient location to everything you need. This large home offers three bedrooms on the main level, one full sized bathroom, living room with pellet stove, dining room, kitchen. There are hardwood floors throughout the main level. Finished lower level with another pellet stove which makes for nice warm winters and low heating bills. This home has a deck, nice property and 2 car garage. Being sold as is with some contents in the home will be left behind. Move in ready to build your dream of homeownership at a great price.

23 Town View Dr, New Milford

$299,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24195115 MLS

Welcome to this move-in ready 2-bedroom 1.5-bath home nestled on a beautiful 1.1 acre lot in New Hartford. Featuring hardwood floors throughout, this well-maintained home offers a warm and inviting atmosphere with plenty of natural light. The spacious layout provides comfortable everyday living, while the full basement offers endless possibilities-- finish it to create additional living space, a home gym, recreation room, or simply enjoy the abundant storage it provides. Outside you'll find 1.1 acres of peaceful property with plenty of room for gardening, entertaining, or simply enjoying the privacy and beauty of the surrounding landscape. Conveniently located near local amenities while offering the tranquility of county living, this home is ready for its next owners to move right in and make it their own.

251 Gillette Rd, New Hartford

$199,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194774 MLS ⋅ Lakeridge BLDG.

Bright and spacious 2 bedroom, 2 full bathroom townhouse. This Hideaway model in the highly desirable Lakeridge complex features a main level with a bedroom, a full bathroom with custom tile shower and glass doors, a laundry area, living/dining room and a fully-equipped kitchen. The large living room with vaulted ceiling and floor to ceiling accent wall surrounding the fireplace create a beautiful space to relax and unwind. The dining room with slider access to the private deck overlooking the wooded lot is the perfect spot to enjoy your meals. At the top of the stairs, there is an opening at the landing that provides a view of the main level below, and the perfect nook for a home office or reading nook. The primary bedroom suite with abundant natural light, large closet and ensuite bathroom with tub & shower complete the upper level. This unit also features an enclosed mudroom front entry with storage shed. Lakeridge offers year round resort-style living with loads of amenities, including hiking, indoor/outdoor tennis and swimming, a ski slope, community gardens, horseback trails, and more.

192 Ledge Dr Unit 192, Torrington

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