Litchfield County Homes for Sale

Welcome to Litchfield County, Connecticut, a picturesque region that perfectly blends natural beauty with a rich historical tapestry. Nestled in the heart of New England, Litchfield County is renowned for its charming small towns, rolling hills, and vibrant cultural scene. With its stunning landscapes and outdoor recreational opportunities, this area is a haven for nature lovers and those seeking a tranquil lifestyle.

Litchfield County is home to a variety of enchanting towns, each with its unique character. From the historic streets of Litchfield, where colonial architecture meets modern boutiques, to the serene lakeside views of Bantam and the artistic vibe of Kent, there’s a community to suit every preference. The county is also dotted with beautiful parks, hiking trails, and scenic waterways, making it an ideal destination for outdoor enthusiasts.

For those considering a move to this idyllic region, there are numerous homes for sale that showcase the charm and elegance of Litchfield County. Whether you’re looking for a cozy cottage, a spacious family home, or a luxurious estate, the real estate market here offers a diverse range of options to fit your lifestyle and budget. Many properties feature stunning views, expansive gardens, and easy access to local amenities, ensuring that you can enjoy the best of both worlds—peaceful living and community convenience.

Explore the homes for sale in Litchfield County today and discover the perfect place to call home in this enchanting slice of Connecticut. Your dream home awaits in a region where every season brings its own unique charm!

Newest Litchfield County Homes for Sale

$550,000

3 Beds ⋅ 4 Baths ⋅ COMING SOON Status ⋅ 24217737 MLS

Country living in this stunning 3-bedroom, 3.5-bathroom gambrel colonial on a Barkhamsted cul-de-sac. This home offers multi-generational living, including an In-Law studio apartment with a separate entry, full kitchen, and bath. The great room features wide-plank flooring, a brick fireplace (ready for gas log installation), built-ins, and crown molding. The sunlit, generous-sized kitchen features granite countertops, SS appliances, tiled flooring, and an eat-in area. The main-level laundry room includes a 1/2 bath. The main front door entrance, with marble-tiled flooring, leads to the upper-level stairway and the kitchen hallway. The primary bedroom suite includes a full bath with a marble-tiled floor, a whirlpool tub, and a walk-in closet. The outdoors include a heated in-ground pool in a fenced-in area. Perennial gardens, blueberry bushes, and fruit trees surround the property. Just minutes away, enjoy year-round recreation for all ages: hiking, fishing, and skiing at nearby Ski Sundown, plus local breweries and dining. Bradley Airport: approx. 25 min. away.

59 Lavander Rd, Barkhamsted

$449,999

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217559 MLS

54 River Rd, a home that radiates the warmth and character of over 50 years of dedicated ownership.Tucked away on a spectacular, level lot, this property is a rare find in New Milford.The grounds are a true highlight,featuring established landscaping and a sprawling backyard, & classic red shed for added storage, that offers an ideal footprint for a potential pool site. Inside, the home maintains a soulful,vintage feel with a practical layout. The upper level features 3 comfortable bedrooms and a full bath, complemented by a convenient second full bath on the main level. You'll find durable flooring designed for easy maintenance throughout the bedroom level,while the main living and dining areas showcase classic hardwood anchored by an inviting fireplace. The three-season sunporch provides a bright, peaceful spot to relax.The kitchen, finished in timeless tile, serves as a charming centerpiece of the home's history.While it offers a great opportunity for a modern update, there is something undeniably special about its current state; it could easily remain as-is to preserve that authentic, mid-century warmth that is so hard to replicate.Whether you choose to refresh the space or lean into its nostalgic appeal, the solid bones and inviting atmosphere make it a project well worth the effort. French doors lead you out to the backyard deck, perfectly positioned for overlooking the expansive, level lawn. With its incredible outdoor space and character filled interior. This is Home

54 River Rd, New Milford

$309,900

2 Beds ⋅ 1 Baths ⋅ COMING SOON Status ⋅ 24216513 MLS

Welcome to 275 Davis Street, a well-cared-for 1945 two-story home in a convenient Oakville neighborhood. It has 5 rooms, 2 bedrooms and a full bath across 1,136 square feet. The interior mixes hardwood floors and wall-to-wall carpeting, and new Andersen windows throughout bring in plenty of natural light. The four-season sunroom is a favorite spot all year, whether for morning coffee, a home office or a quiet place to read. Outside, the newly painted exterior and a beautiful paver walkway give the home great curb appeal. Out back, an expansive deck is ready for grilling and entertaining, and the fenced side yard is perfect for pets. The large basement is ideal for a hobbyist, a workshop or extra storage, and a one-car garage adds off-street parking. You're close to Oakville's shops, parks, schools and restaurants, with quick access to Route 8 and I-84 for commuting. Move-in ready with great updates. Schedule your showing today!

275 Davis St, Watertown

$287,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217415 MLS

Set off the beaten path yet conveniently close to everything, this classic Cape Cod home sits on a scenic 1.4-acre lot framed by breathtaking fall foliage. Family-owned since 1946, this property offers a rare opportunity to bring your vision and build sweat equity in a peaceful setting. Inside, you'll find a large living room and hardwood floors throughout. The kitchen overlooks a beautiful backyard, offering lovely views while cooking or dining. The layout includes 3 bedrooms plus a versatile main-floor room that can easily serve as a laundry room or family room. Upstairs, the spacious half bathroom is large enough to add a walk-in shower. Enjoy excellent storage and parking with two garages: one attached via a large breeze-way, and a second drive-under garage with direct basement access. Key updates include a newer roof, a well-maintained 2007 boiler (serviced yearly), and an indirect water heater. Roll up your sleeves and make this cherished home your own!

238 Allen St, Plymouth

$770,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24217430 MLS

Welcome home! Located near nature preserves and land trusts, and just a few minutes to the charming village of Bridgewater, this 1850 Colonial-styled home awaits you. The main level features a comfortable living room with a wood-burning fireplace, a reading den, powder room, an updated kitchen, and a main-level bedroom suite with a renovated full bathroom and private steps down to a home office or nursery. Upstairs, you will find a second renovated bathroom alongside two expansive storage closets and two bedrooms, while the walkout finished basement adds valuable living space with an additional half bathroom. Step outside, this property features a detached oversized garden shed and a detached one-car garage, all situated on a peaceful lot with low taxes. With all mechanicals completely updated, this home is the perfect option for a full-time resident or a weekend retreat.

169 Christian St, Bridgewater

$2,450,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216864 MLS

TO BE BUILT HOME, ALONG WITH ANTIQUE AND HISTORIC BARN--- Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Antique Home is uninhabitable at this time. A full rebuild and renovation is required.

179 South St, Roxbury

$1,195,000

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24215736 MLS

This expansive ranch-style home is situated on a quiet cul-de-sac in Lakeville, CT, just off Wells Hill Road. The property offers 3-Bedrooms, 3-Bathrooms, two living areas, a formal dining room, and a modernized kitchen, all characterized by abundant natural light and a welcoming ambiance. Two of the Bedrooms are en suite and the third utilizes the Hall Bath. The Family Room includes a separate Office Area, both of which are privately located on the side of the home opposite the Bedrooms - offering privacy and versatility in use. A covered breezeway provides a connection between the home's mudroom and an attached garage, which also features a screened porch at the back. This 1.3-acre lot offers usable land and mature landscaping in a sought-after area.

32 Red Bird Ln, Salisbury

$595,000

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24217173 MLS

Step into timeless charm with this classic 1800 New England Colonial in historic Woodbury. Thoughtfully curated wallcoverings weave subtle, boutique elegance and modern personality throughout. The main level offers a bright kitchen with under-cabinet lighting and tiled backsplash, plus space to eat in or host just steps away in the formal dining room. Conveniently situated in the kitchen is a stylishly remodeled half bath featuring marble tile floors. Unwind in the large living room complete with fireplace and built-in bookshelves, or retreat to the freshly remodeled den or home office perfectly positioned off the living and dining rooms. A cozy screened-in porch completes the level. The second floor hosts three bedrooms and two full bathrooms, highlighted by an available ensuite primary retreat. Above, a fully finished, heated third-floor attic offers versatile bonus space with hardwood floors-ideal for a dedicated workout room, play room, or guest suite. Head to the attached two-car garage through a sunlit mudroom, which opens directly to the private back patio and flat, fenced-in backyard. Enjoy unbeatable village convenience with town sidewalk access leading directly to grocery stores, the post office, great restaurants, and the library. A perfect blend of antique character and modern everyday living.

36 Main St S, Woodbury

$300,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216865 MLS

Tucked away on a quiet cul-de-sac shared with just four neighbors, this charming 1930s cabin in the woods offers the peace and privacy of country living with the heart of Pleasant Valley right at your doorstep. Walk to world-class trout fishing on the Farmington River, along with Barkhamsted Elementary School, the general store, town hall, and post office. Inside, 1,869 square feet of warm knotty pine and hardwood floors give this home a cozy, timeless feel. It offers 3 bedrooms plus a possible 4th and 2 full baths, including a convenient first-floor primary suite with its own full bath. Enjoy morning sun, relaxed evenings on the screened-in porch, and gatherings around the stone fire pit in the flat backyard play area. 2 car detached garage with storage area. New Propane fired furnace. Property to be sold "as is." A rare opportunity to own a piece of classic Litchfield County character at an affordable price.

24 Albough Rd, Barkhamsted

$219,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24210862 MLS

Opportunity awaits! Bring your vision and creativity to this spacious two bedroom home offering plenty of potential for investors, contractors, or buyers looking for a renovation project. Situated on a nice, level .81 acre lot, this property offers a great opportunity to make it your own. The main level features a spacious living room w/fireplace, dining area, kitchen, full bathroom & 2 bedrooms w/hardwood floors. In addition, off the dining area is an all season room to provide for additional year round living. The home has a walk-up attic and a 9' x 8' wood deck. With its convenient layout, appealing lot, and possibilities for improvement, this property is ready for its next chapter. Bring your ideas and explore the potential!

78 Tower Rd, Watertown

$420,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217114 MLS

Meticulously maintained and thoughtfully upgraded, this 3-bedroom, 2.5-bath Colonial offers classic charm. Recent improvements include new central air, a new roof and a new shed, while a stand-alone generator adds peace of mind. A welcoming covered front porch provides the perfect spot for morning coffee. Inside, the sunlit living room features hardwood floors, a large picture window and a brick fireplace with a wood mantel. The kitchen offers abundant wood cabinetry, dark countertops, a mosaic tile backsplash, under-cabinet lighting and breakfast bar seating for casual meals. Storage is a standout, with two walk-in closets in the primary bedroom providing generous space for clothing and organization. The attached two-car garage and backyard shed offer additional room for tools, equipment and seasonal essentials. A lower-level recreation area provides flexible space for games, exercise or hobbies. Outside, a generous yard framed by mature trees creates an inviting setting for gardening, outdoor gatherings or relaxing. Pride of ownership shines throughout this welcoming Terryville home, blending comfortable living spaces, abundant storage and valuable upgrades inside and out.

20 Hickory St, Plymouth

$975,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217148 MLS

This is a wonderful weekend, or year-round, hideaway located in a rural country location, high on a hillside, with beautiful views out over a neighboring horse farm, and the valley. Easy to take care of, the 10+ acres include a wooded hillside that bottoms out at a mountain brook. The home is very well built, with layers of insulation. There is a 22 KW fully automatic, whole house generator when needed. A (currently unconnected) cast iron COAL fired stove set in the Living room, that can heat the house if desired, when reconnected. It is a great, easy to maintain, and conveniently located to area features and amenities.

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Litchfield County Homes for Sale

Newest Litchfield County Homes for Sale

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