Litchfield County Real Estate

Welcome to Litchfield County, Connecticut—a picturesque region that beautifully marries the charm of rural living with the convenience of modern amenities. Nestled in the northwest corner of the state, Litchfield County is known for its stunning landscapes, rich history, and vibrant communities.

With rolling hills, serene lakes, and lush forests, the natural beauty of Litchfield County is nothing short of breathtaking. Outdoor enthusiasts will find a paradise here, with opportunities for hiking, fishing, and boating in places like the stunning Lake Waramaug and the scenic trails of the Appalachian Trail. The county’s abundant parks and nature reserves invite you to explore and connect with nature year-round.

Litchfield County is also steeped in history, boasting charming towns like Litchfield, Kent, and Washington Depot, each with its own unique character and historic architecture. The area is home to several museums and cultural sites, including the Litchfield Historical Society and the picturesque White Memorial Conservation Center, which offers a glimpse into the region’s rich heritage.

For those seeking a vibrant community, Litchfield County is filled with quaint shops, delightful restaurants, and bustling farmers' markets that celebrate local produce and craftsmanship. The county hosts various seasonal events and festivals, fostering a strong sense of community and connection among residents.

Whether you’re looking to settle down in a peaceful countryside home or seeking a weekend getaway, Litchfield County offers an idyllic blend of tranquility and charm, making it a perfect place to call home. Discover the magic of Litchfield County and experience the lifestyle you’ve always dreamed of!

Newest Listings in Litchfield County

$550,000

3 Beds ⋅ 3 Baths ⋅ 24210602 MLS

LARGE COLONIAL HOME ON A 4+ ACRE PRIVATE LOT- THIS HOME OFFERS A FULLY APPL KITCHEN WITH CENTER ISLAND- DINING RM THAT OPENS TO A FORMAL LIVING RM- MAIN FLOOR FAMILY RM WITH BRICK FIREPLACE- MAIN FLOOR OFFICE OR WORKOUT RM- 3 HUGE BEDROOMS WITH THE PRIMARY HAVING IT'S OWN BRICK FIREPLACE, FULL BATH WITH JACUZZI TUB & WALK IN CLOSET- 2.5 BATHS- 2 CAR GARAGE WITH AN ADDIOTIONAL GARAGE IN THE BASEMENT- NEWER ROOF & WINDOWS IN 2012- BEAUTIFUL WOOD FLOORS THROUGHOUT- LARGE DECK-

164 Quanopaug Trl, Woodbury

$294,900

4 Beds ⋅ 2 Baths ⋅ 24210650 MLS

Welcome to your dream home at 27 Kearney st Terryville, This stunning 4-bedroom Colonial perfectly balances classic New England charm with modern, functional living space, making it a standout opportunity to make it your home. From the moment you step inside, you are greeted by a dramatic, open entryway that sets an inviting tone for the entire house. The main floor boasts beautiful hardwood flooring and a seamless flow. Cook and entertain in the updated kitchen that opens into ample living areas, including a formal dining room that leads out to a bright and inviting sunroom. Working from home is a breeze with a dedicated office private office space away from the main living spaces to ensure maximum privacy. Head upstairs to the expansive primary bedroom, featuring ample closet space and a private balcony, Best of all is the upper level dedicated laundry room. The flexible lower level offers a large family room with a walk to the back yard. Lower level also has a small work shop or could be made into an in law apartment. Don't miss this chance to own this versatile, feature-packed property. Schedule your private tour today!

27 Kearney St, Plymouth

$300,000

4 Beds ⋅ 3 Baths ⋅ 24210637 MLS

Valued by Redfin at $497,000 and Realtor at $516,000 - this house is a gem! Welcome to 205 Perch Rock Trail, a spacious 4-bedroom, 2.5-bath home in the highly desirable Highland Lake area of Winsted. Offering an incredible combination of space, location, and value, this property is a rare opportunity for a buyer looking to create something special. The home needs renovations and is being sold As Is, but the potential is substantial.The home offers approximately 2,369 square feet of living space, including a finished lower level with a kitchenette and full bath - ideal for an in-law setup, guest suite, home office, recreation space, or extended-family living. Enjoy lake views, nearby water access, a private backyard, two fireplaces, a balcony, generous storage, and an under-house garage. Public water and public sewer. With 4 bedrooms, multiple living areas, and flexible lower-level space, the possibilities here are exceptional. Whether you are looking for a year-round residence, weekend lake retreat, renovation opportunity, or investment property, 205 Perch Rock Trail offers tremendous upside. Bring your vision and make this Highland Lake gem your own!

205 Perch Rock Trl, Winchester

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 24210448 MLS

Classic Colonial Set on 17+ High Pastoral Acres in Southern Roxbury CT. New Heated Gunite Pool Expertly Sighted Amongst Flowing Pasture & Attractive Outbuildings. 4 Bedroom, 2 Full + 2 Partial Bath Main Residence & Large Multi-Stall Horse Barn with 1 Bed/1 Bath Apt Above. Separate Large 3-Bay Utility Garage Plus Multiple Other Storage Sheds. Wonderful Floorplan Includes Private Living Room with Fireplace; a Welcoming Eat-in Kitchen, Dining Room & an Inviting Family Room with Beamed Ceiling & Access to Large Deck. Several Bonus Rooms Include: a Main Level Study, Lower Level Offices, Gym & Rec Room. An Attached 2-Car Garage Makes for Practical Country Living. Several Fenced Paddocks are Dotted throughout Groomed Pasture Lands. Easy Access to Numerous Villages including: Woodbury, Southbury, Washington, New Milford & South Britain.

25 Highmeadow Ln, Roxbury

$599,000

3 Beds ⋅ 3 Baths ⋅ 24209412 MLS

Situated along a highly coveted side street with an architecturally significant row of detached 19th-century homes, this circa 1840 two-story, gable-ended residence perfectly captures the timeless elegance and historic spirit of the second quarter of the 19th century- and all just steps away from the charming center of the Litchfield village. Offering 8 rooms filled with period detail, the home opens with a front entryway highlighted by a magnificent curved bow wall- a signature hallmark of the era's fine craftsmanship. The main level includes a welcoming living room, dining room, well-appointed kitchen and a versatile cozy room perfect for a private home office, study or library. The main floor primary suite serves as a peaceful retreat, complete with a dedicated seating area, a full dressing room and an en-suite bath. A main level half-bath completes the first floor. Upstairs the second level hosts two generous bedrooms and a spacious full bathroom. Step outside the kitchen door to a wonderful patio designed for outdoor dining and entertaining or gather round the firepit under the stars in the backyard. This is a rare opportunity to own a piece of historic Litchfield in an unbeatable location! Litchfield is 2+- from NYC and boasts incredible dining, wonderful boutique hotels, shopping, hiking, boating, skiing an so much more!

75 Meadow St, Litchfield

$795,000

3 Beds ⋅ 3 Baths ⋅ 24208621 MLS

Introducing Cora, a Litchfield County jewel. Understated and quaint from the outside, this inviting home opens to a lovely landscape of stone walls, a wrought-iron gate, and stone steps leading to the front door. Inside, the living room makes an immediate impression with soaring ceilings and abundant natural light. Designed for both living and dining, the open-concept space is made for easy entertaining. French doors open to a bluestone patio overlooking a picturesque pond, framed by trees beginning to turn for the season and providing privacy in the summer months. It's easy to imagine long summer afternoons on a picnic blanket overlooking the spring fed pond reading your favorite book. The updated kitchen pairs modern fixtures with generous marble countertops and stainless-steel appliances. Down the hall, the primary suite includes an en-suite bath and a spacious walk-in closet. Upstairs, two additional bedrooms and a full bath with soaking tub provide flexible space for guests, work, or everyday living. Set on a lovely parcel in Cornwall Village, Cora is close to scenic views, local events, Mohawk Mountain, hiking, lakes, and all that Litchfield County has to offer.

20 Jewel St, Cornwall

$399,900

3 Beds ⋅ 3 Baths ⋅ 24210485 MLS

Introducing 259 Wimbledon Gate North: over 2000 square feet of immaculately maintained living space on a quiet, low traffic street. This home is truly move in ready, with a large, tastefully updated kitchen, finished basement, and three bedrooms. On the main level, find a flowing, open layout, where the living room, dining room, kitchen and breakfast nook connect seamlessly. Enjoy easy access to the oversized garage, updated half bath, and laundry off of the kitchen. Sliding doors to the back deck and a wood stove insert truly complete this floor. On the upper level, the layout is prime, with three bedrooms, including a huge primary suite with walk-in closet and jack and jill bath. Abundant windows fill every room with light. Even more opportunity awaits in the finished basement. Perfect for a home gym, office, playroom, or den, this level has it all: sauna, full bath, exterior access, and all utilities accessible, but conveniently tucked away behind a divided glass door. This updated home has one of the best locations in Torrington. Tucked away in a secluded neighborhood perched atop Highland Ave, residents still enjoy quick access to Route 8, grocery shopping, and downtown restaurants.

259 Wimbledon Gate N, Torrington

$319,000

3 Beds ⋅ 2 Baths ⋅ 24210566 MLS

Opportunity awaits with this authentic 1700s Colonial located in the picturesque Gaylordsville section of New Milford. Offering over 1,800 square feet with three bedrooms and two full baths, this historic home is ready for its next chapter. In need of renovation and updating throughout, the property provides a unique opportunity to restore a classic New England home while preserving its original character and charm. A large two-car garage offers substantial additional space above, providing even more flexibility and potential. With a generous footprint, traditional Colonial architecture, and plenty of room to reimagine, this is an ideal project for a buyer looking to bring their vision to life. A true fixer-upper with history, character, and tremendous potential.

34 Gaylord Rd, New Milford

$215,000

3 Beds ⋅ 2 Baths ⋅ 24208311 MLS ⋅ Lakeridge BLDG.

Introducing 373 Trailsend: a private oasis with the best location in the resort-like community of Lakeridge. This 3 bedroom 2 bath home is a warm and inviting gathering space, perfect as a second home or primary residence for year-round serenity. The main floor features gleaming hardwood floors and vaulted ceilings in the living room, plus a pellet stove and mini split for comfort. Find a bedroom, full bath, plentiful kitchen, dining room, and sliding doors to the private deck on this level as well. The second floor provides another bedroom, full bath, massive primary bedroom, and laundry for ultimate convenience. We aren't done yet- this home has the greatest utilization of space, with a bonus room on the third floor with skylight, perfect for a home office, studio, or guest space. Perched among the trees, this location is the best in Lakeridge- it sits just across the street from the West Lodge for indoor sports, pool, fitness center, lounge and outdoor beaches. The only truly full-service community in the area, Lakeridge offers security service at the front gate, two lodges, horse stables, skiing, sports, community gardens, hiking and kayaking alongside top tier maintenance.

373 Trailsend Dr Unit 373, Torrington

$475,000

3 Beds ⋅ 2 Baths ⋅ 24210450 MLS

Welcome home to this well maintained 3 bedroom Split Level home offering comfortable living space and plenty of desirable amenities. The inviting kitchen features a center island and dining room perfect for everyday meals and entertaining. Beautiful hardwood floors enhance the kitchen, dining area and three bedrooms. The lower level family room with laminate flooring provides additional space for relaxing, entertaining or creating a home office or recreation area. This home also offers two full baths with tile floors, central air, central vac for added convenience. Additional highlights includes an unfinished basement, a 2 car garage, city water, city sewer and a generous .53 acre lot offering plenty of outdoor space.

523 High St Ext, Thomaston

$595,000

3 Beds ⋅ 2 Baths ⋅ 24207788 MLS

Classic Lakeville Colonial with Beautiful Gardens, Detached Studio & Walk-to-Village Location. Welcome to 15 Walton Street, a charming Colonial originally built in 1890 and thoughtfully renovated in 2000. This special home blends classic New England character with comfortable modern living and is ideally located within easy walking distance of the Lakeville village center. The approximately 1,173-square-foot home features 3 bedrooms and 2 full baths, traditional clapboard siding, and a welcoming front porch. The 2000 renovation complements the home's original character while providing a comfortable setting for today's lifestyle. Beautiful established gardens surround the property, creating a picturesque and peaceful setting throughout the seasons. The backyard offers space for gardening, outdoor dining, entertaining, or simply relaxing and enjoying the tranquil surroundings. A standout feature is the detached studio, currently used as a pottery studio. This versatile space is ideal for an artist, craftsperson, gardener, or hobbyist and could continue as a pottery or art studio, workshop, or creative retreat. A detached studio is a wonderful and uncommon addition to a village property. A convenient carport provides covered parking, while the front porch and intimate grounds create inviting spaces to enjoy the outdoors. The location is truly special. Just a short walk to Lakeville village. Whether a year-round residence or weekend retreat this home is truly special.

15 Walton St, Salisbury

$650,000

3 Beds ⋅ 2 Baths ⋅ 24210158 MLS

Morris Gem! This solid and charming cape, built in 1956 when they knew how to build a solid house, has been loved by it's current owner for almost 35 years and is ready for a new chapter. Set back from the road behind a beautiful stone wall on 4.5 flat, gorgeous acres, it was recently outfitted with a new roof and a fresh coat of exterior paint. The furnace was replaced in 2024, oil tank in 2026 so you don't have to worry about the mechanicals! There is also an automatic on demand generator. The current dining room has a closet and adjacent full bathroom, so it's easily usable as a bedroom, which is how it was marketed when they bought it. The outside is where this property really shines, with several flat, open acres lined by stone walls. There is a pine grove perfect for picnicking, but you can enjoy the best of both worlds in the amply sized screened in porch. The partially finished basement is perfect for a workshop, gym or hobby room.

344 W Morris Rd, Morris

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