Litchfield Homes for Sale

Welcome to Litchfield County, Connecticut—a picturesque blend of charming small towns, breathtaking natural beauty, and rich history. Nestled in the northwest corner of the state, Litchfield County is known for its rolling hills, lush landscapes, and vibrant community spirit. With its quaint villages, historic architecture, and an abundance of outdoor activities, this area offers the perfect backdrop for your dream home.

Litchfield County is home to a diverse array of properties, catering to various lifestyles and preferences. Whether you’re seeking a cozy cottage, a sprawling farmhouse, or a modern family home, the homes for sale in this region are as varied as its stunning scenery. Imagine waking up to the serene views of the Litchfield Hills or enjoying a peaceful evening stroll through one of the many charming town centers.

With an emphasis on community and a slower pace of life, Litchfield County also boasts a rich cultural scene, featuring art galleries, local theaters, and farmers' markets that celebrate the bounty of the region. Outdoor enthusiasts will find plenty of recreational opportunities, from hiking and biking along picturesque trails to fishing in pristine lakes and rivers.

As you explore the homes for sale in Litchfield County, you’ll discover not just a house, but a lifestyle that embraces the beauty of nature, the warmth of community, and the joys of small-town living. Come and experience the charm of Litchfield County—your dream home awaits!

Newest Litchfield Homes for Sale

$425,000

3 Beds ⋅ 2 Baths ⋅ 24198146 MLS

Situated on a side street just outside the town, this contemporary 3-bedroom residence exudes an open and spacious ambiance, enhanced by vaulted ceilings that impart a sense of grandeur to the living room. The home features numerous updates, including a stunning kitchen, two living areas, a separate dining space, and two decks accessible from both the dining and living rooms. The first-floor laundry room is convenient and adjacent to the half bath. The upper level comprises three bedrooms and a full bath. Additionally, a finished lower level and an attached garage complete this home's layout. This Winchester property offers a private yard and a convenient location, placing you in the heart of Litchfield County.

120 Moore Ave, Winchester

$350,000

4 Beds ⋅ 2 Baths ⋅ 24207462 MLS

3.7-acre property offering a 4-bedroom, 2-bath Cape with plenty of room and flexibility. Formerly operated as a small farm, the property provides space for gardening, animals, recreation, or other uses. The first floor features an open floor plan with impressive 10-foot ceilings and a layout that can adapt to a variety of needs. Four bedrooms provide room for family, guests, or a home office. A unique opportunity for buyers looking for acreage, space, and the ability to make a property their own.

100 Norfolk Rd, Winchester

$2,995,000

4 Beds ⋅ 6 Baths ⋅ 24207145 MLS

Thoughtfully designer-refreshed, the property is looking especially beautiful and polished, with fresh paint throughout, a new cedar roof over the guest house, and the main residence's cedar roof freshly washed and oiled, bringing out its natural beauty. The grounds have also been freshly manicured, enhancing the estate's exceptional setting. A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views. This property includes in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, and two-bedroom guest apartment. This compound offers an intriguing mix of elegant sophistication and quiet country road living. Enjoy a true lifestyle destination with abundant outdoor recreation-hiking, fishing, wineries, and skiing all nearby. A natural food market is just minutes away, along with charming farm stands and local markets. Explore picturesque towns filled with boutiques, antique shops, and inviting farm-to-table dining. Welcome to the beauty and tranquility of the Litchfield Hills. Special in every way and just 90 minutes from NYC.

11 Ravenrock Rd, Roxbury

$949,000

3 Beds ⋅ 3 Baths ⋅ 24207165 MLS

Direct waterfront on Long Meadow Pond. Long Meadow Pond is a 110 acre natural lake that is restricted to no motorboats. Peaceful and Serene describe life on Long Meadow Pond. Enjoy swimming, fishing , kayaking, canoeing and ice skating. Direct waterfront with a private dock makes this very special. The cottage features an open floor plan. A beautiful stone fireplace is the focal point of the living area which also has vaulted ceiling and sky lites. A large rear deck is accessible from this room. The eat in kitchen features stainless appliances, stone counter tops and a farm sink. There are 3 generous sized bedrooms and 3 full baths. Most rooms have lovely lake views. There is a finished laundry in the lower level. The setting is private with beautiful plantings and stone walls. For the dog lovers, there is an invisible fence. There is a detached 2 car garage. Remember, Life Is Better At The Lake!

130 Lake Dr, Bethlehem

$929,000

3 Beds ⋅ 3 Baths ⋅ 24206191 MLS

Nothing to do here but kick back and relax! Meticulously updated 3 bedroom 3 bath ranch with completely finished lower level for easy multi-generational living. The updated kitchen is a wonder, with an 8 burner Viking stove, all hi-end appliances, large peninsula, Quartz counters and an incredible tile back splash. The 10 drawers are very deep, making finding the contents a snap, and there's also a large pantry. The kitchen flows into the dining/living room, offering a wall of French doors to a huge deck, looking over your private yard. Custom stonework and built-in bookcases surround the living room fireplace. The primary suite is massive with multiple closets and a gorgeous en-suite bathroom, complete with a walk in shower and soaking tub with a view. (There is hardwood under the carpet.) A second bedroom is on the main level, with a full bath right next to it. Below, the finished lower level has been redone with lots of living and relaxing spaces, including a family room with fireplace and sliders out to a patio and your yard, a theater room with special breathable carpet over tile, another bedroom and an office/exercise room. The kitchenette offers a sink and dishwasher with lots of counter space, and a door to the yard. The adjacent laundry room includes a large refrigerator. All baths have been updated, as has the central air and Navien propane boiler and instant hot water system. The large back yard offers total peace and privacy, as the home is set back off the road.

79 Sunset Ln, Washington

$299,750

3 Beds ⋅ 2 Baths ⋅ 24205478 MLS

Westside Oasis Is Yours for the Asking! From the moment you step inside this well-cared-for 3-bedroom, 11/2-bath Colonial, you'll feel right at home. The remodeled kitchen features beautiful quartz countertops and flows seamlessly into the open living and dining areas, complete with a charming wood-burning fireplace. Upstairs, you'll find three comfortable bedrooms and a full bath. The third bedroom/office comes complete with a Murphy bed. Hardwood floors throughout add warmth and character to the home. Step outside and discover your own private backyard retreat. A 14' x 10' gazebo, built in 2025, provides the perfect spot for relaxing, entertaining, or enjoying summer evenings. Follow the path to the beautiful in-ground pool, featuring a newer liner, and make the most of your outdoor space. A wonderful combination of comfort, character, and outdoor enjoyment - this Westside Colonial is ready to welcome you home!

514 Litchfield St, Torrington

$394,900

4 Beds ⋅ 4 Baths ⋅ 24206482 MLS

Welcome to 33 Chestnut Grove in Watertown! This well-maintained 4-bedroom, 2-bath home offers approximately 1,500 sq. ft. of comfortable living space. Featuring beautiful hardwood floors throughout, a freshly painted interior, and a brand-new driveway, this home is move-in ready. Additional highlights include a spacious 2-car garage and plenty of room for everyday living and entertaining. Conveniently located near local amenities, shopping, dining, and major routes. Schedule your showing today!

33 Chestnut Grove Rd, Watertown

$260,000

3 Beds ⋅ 2 Baths ⋅ 24204964 MLS

This charming historic home, built in 1860, blends timeless character with thoughtful updates. Featuring 3-4 bedrooms, this property offers flexible living space to meet your needs. The beautifully remodeled upstairs bathroom is a standout feature, offering modern comfort within this classic home. Enjoy your LARGE eat-in kitchen with laundry hook ups and plenty of natural lighting and ample amounts of storage. The home sits on a flat, level yard with a huge storage shed, perfect for outdoor gatherings, storage, gardening, and play. Multiple decks off the home create inviting spaces to relax and take in the surroundings. Located just moments from a local boat launch, this property is ideal for those who love recreational water access. You're also close to the town green, shops, and everyday conveniences, making this home the perfect blend of historic charm and modern lifestyle. Schedule to view today!!

118 Meadow St, Winchester

$279,900

3 Beds ⋅ 2 Baths ⋅ 24207221 MLS

Many updates in this well maintained 6 room 3 bedroom , 1.1 bath Colonial. Walk up to a beautiful covered front porch, to sit and relax . The exterior is vinyl sided with all vinyl windows except 1. The lot has lovely landscaping and a blueberry bush . The large living room features bright sunny windows and leads you into an updated oak kitchen , with new flooring , lots a cabinets a breakfast bar and dining area . There is a first floor bedroom with wood floors and 1/2 bath on this level . Upstairs there is a master bedroom with walk in closet,newer flooring , full bath and a guest bedroom with newer flooring. The walk up attic has a finished loft area and extra storage room. The laundry room is in the basement . The home is economical with solar panels, gas hot water and gas heat . The large back deck is great for outside entertaining and there is also an awesome oversized patio great for weekend get togethers. The main house roof is 9 +- years old . Very convenient location , walk to bank, shopping, restaurants and to local bus line. The public pool and playground is a short walk away , walking distance to the new Highschool , middle school campus.

117 Calhoun St, Torrington

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 24206477 MLS

Set along a quiet country road on 8.5 private acres, this standout Sharon colonial offers a rare blend of timeless character and idyllic pastoral surroundings. A winding driveway leads past a picturesque pond to a gracious 4-bedroom, 3.5-bath residence surrounded by sweeping lawns and complete woodland privacy. The main level features a welcoming foyer with classic period millwork, a formal living room anchored by a handsome fireplace mantel, and an elegant dining room framed by a wide bay window overlooking the stone terrace. The wood-paneled library boasts custom built-in bookshelves, sliding glass doors to the grounds, and a stacked-stone fireplace with a gas insert. The kitchen offers extensive cabinetry, sleek countertops, and appliances. Upstairs, generous bedrooms include an updated primary suite with a tiled bath and frameless glass shower. Outside, enjoy an expansive stone patio and a substantial detached barn and garage offering exceptional workshop, studio, or collector potential. Complete with central air and a 26-panel solar array for remarkable efficiency, this Litchfield County retreat is just minutes from the heart of downtown Sharon.

22 Whitford Rd, Sharon

$629,000

8 Beds ⋅ 5 Baths ⋅ 24200869 MLS

One of the finest grand classic Colonial homes where timeless charm and beautiful details can still be found throughout. Features include elegant crown molding, rich wood paneling, wide baseboard molding, gleaming hardwood floors, and a sweeping grand staircase-all adding to the warmth and character of this truly special home. This home features formal dining room, sitting room with fireplace, remolded kitchen offering two sinks, granite counter large palladium windows allowing in natural light a main floor study with fireplace /built in bookshelves. On second floor are 6 bedrooms and 3 full baths, primary bedroom has unique alcove with sink /dressing area. Vintage Blue stone patio is for quiet times to enjoy watching the wildlife, or you can play a game of billiards on the standard size table in the game room. Only three families have lived in this elegant 101 year young home. A home filled with elegance, history and warmth All this elegance can be yours. Wonderful home for extended family or possible Bed & Breakfast. There is many possibilities with this property. Minutes from Rt 8, easy drive to Bradley Airport, enjoy recreation at Highland lake.

143 Holabird Ave, Winchester

$199,000

3 Beds ⋅ 1 Baths ⋅ 24206541 MLS

Welcome to 416 Horne Ave, a charming 3-bedroom, 1-bath home offering approximately 1,056 square feet of comfortable living space in Winsted. Built in 1979 and situated on approximately 0.29 acres, this property offers a practical layout with room to make it your own. The home provides a welcoming setting for everyday living, with three bedrooms offering flexibility for family, guests, a home office, or hobbies. Enjoy the convenience of a residential location close to local amenities, schools, shopping, dining, and outdoor recreation. An excellent opportunity for homeowners or investors seeking value in the Winsted community.

416 Horne Ave, Winchester

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