Litchfield County Homes under $400,000

Welcome to Litchfield County, Connecticut, a picturesque region that captures the essence of New England charm. Nestled in the western part of the state, Litchfield County is renowned for its stunning landscapes, rich history, and vibrant community spirit. With rolling hills, serene lakes, and quaint towns, it’s no wonder that this area is a sought-after destination for homebuyers looking for both beauty and tranquility.

For those seeking homes under $400,000, Litchfield County offers a delightful array of options. Whether you’re a first-time buyer, a growing family, or looking to downsize, you’ll find a variety of charming properties that fit your budget. From cozy cottages tucked away in the woods to modern townhouses in lively neighborhoods, there’s something for everyone.

Imagine waking up in a quaint farmhouse with views of the lush countryside or enjoying a weekend in a contemporary home just a stone’s throw from the vibrant downtown areas of towns like Litchfield and Torrington. The county is also home to a rich cultural scene, with art galleries, local farmers’ markets, and seasonal festivals that celebrate the community’s heritage.

Outdoor enthusiasts will revel in the abundance of recreational activities available, from hiking the scenic trails of the Litchfield Hills to kayaking on the pristine lakes. With excellent schools, friendly neighbors, and a strong sense of community, Litchfield County is not just a place to live; it’s a place to thrive. Discover your dream home here today, where affordability meets the idyllic lifestyle you’ve always envisioned!

Newest Litchfield County Homes under $400,000

$250,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213288 MLS

7 Room 3 bedroom 1.1 bath Colonial, conveniently located in the Oakville section of Watertown. Property needs some work but, well worth the effort. Roof and windows were newer when current owner bought it in 2018. Hardwood floors through out. The home features public utilities and gas heat. Vinyl siding and Covered Deck 2003, per property card. Detached Garage built in 1925. . Buyer is responsible for the removal of all items left in the house. Power is off , bring flash light. All showings should be done before dark. Sale is contingent on Probate approval. Seller prefers cash offers only.

45 Shelter Hill Ave, Watertown

$399,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213165 MLS

SIGNIFICANT RECENT IMPROVEMENTS! Welcome to 55 Gavitt Road, a charming historic home featuring extensive updates while preserving its original character. Recent improvements include a beautifully reconstructed chimney with period-appropriate brickwork, structural support enhancements in the basement, a newly installed UV water treatment system, and well improvements to meet current code requirements. The Case House offers a rare opportunity to own one of Barkhamsted's most distinctive historic homes. The Case House retains early architectural features consistent with its traditional eighteenth-century date. Thoughtfully maintained, it combines historic craftsmanship with comfortable, functional spaces. The home's hand-hewn post-and-beam frame is complemented by original 12-over-12 windows with hand-blown glass, wide-plank floors secured with hand-forged nails, raised-panel doors, and original wrought-iron hardware. The newly re-built center chimney serves the open-hearth kitchen, where a large cooking fireplace and adjacent beehive oven remain defining features. The full walk-up attic preserves a large antique barn-frame loom, Case family shoe trees, and painted inscriptions from 1875 and 1877. A two-story horse barn, three-car detached garage with expansive workshop, garden shed, pump house, woodshed, and tractor shed complete this remarkably intact New England homestead, set in beautiful Barkhamsted with highly regarded schools and low property taxes.

55 Gavitt Rd, Barkhamsted

$369,000

6 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211468 MLS

INVESTORS & OWNER-OCCUPANTS - RARE OPPORTUNITY! Spacious, income-producing 2-family situated on just under half an acre with the highly desirable and hard-to-find configuration of 3 bedrooms and 1 full bath in EACH unit! Currently rented, offering an excellent opportunity for investors seeking an established multifamily property or future owner-occupants looking to offset housing costs with rental income. Numerous improvements include an updated roof, kitchens and bathrooms, plus separate heating systems for each unit. Generous layouts, 6 total bedrooms, a substantial lot and strong rental appeal set this property apart from the typical multifamily offering. Whether adding to your investment portfolio or looking for a versatile owner-occupied property with long-term potential, opportunities offering this combination of space, updates, rental income and nearly half an acre are hard to find. Don't miss it!

63 Litchfield St, Thomaston

$124,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24212678 MLS ⋅ Quassuk Heights Gardens BLDG.

Welcome to this delightful and exceptionally well cared for condo in the charming town of Woodbury! Just minutes from Main Street, this desirable first floor end unit offers plenty of light, a spacious bedroom, an open concept living/dining area, with wood floors throughout. There are great views of Litchfield County's rolling hills outside the front window and a tranquil shared patio in the back, abutting greenery and woodland. Why rent when you can own? HOA includes heat, hot water, trash, grounds maintenance, snow removal. No pets or smoking allowed.

22 Pilgrim Trl Unit G1, Woodbury

$348,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212923 MLS

Discover the possibilities! Nestled on two beautifully wooded acres, this three-bedroom two full bath home offers a peaceful, private setting with endless potential to make it your own. Inside, you'll find hardwood floors, a spacious kitchen, generously sized bedrooms, freshly painted and renovated bathrooms. A convenient first floor bedroom with a bathroom suite offers a variety of living needs. Step outside and enjoy the natural beauty that surrounds you. Take a peaceful stroll through your backyard to a picturesque rolling hill and create a path the brook through the woods. The property also features a greenhouse and out buildings with electricity for any potential animal needs or woodworking ideas. Exciting potential for gardening, storage or outdoor activities. A two car garage adds care free living in the winter as well as storage needs. If you are looking for a property with character and privacy, and adding your creative vision this hidden gem is worth a look!

2380 Newfield Rd, Torrington

$235,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211752 MLS

Wonderful opportunity to own a charming 3-bedroom, 1.5-bathroom Cape and make it your own! The spacious kitchen offers ample cabinet and counter space and flows seamlessly into a large family room, creating a comfortable space for everyday living and entertaining. A main-level primary bedroom with a generous closet is conveniently located near the charming full bath, providing a comfortable retreat at the end of the day. Two additional well-sized bedrooms offer plenty of space for family, guests, or a home office. The lower level provides excellent storage and utility space, while the detached 2-car garage features an extended storage area that is ideal for a workshop, hobbies, equipment, or additional storage. The property is conveniently located near everyday necessities, shopping, dining, and commuter routes, making it an ideal location for those looking for both convenience and opportunity. Sold as-is, this home is ready for its next owner to bring their vision, make updates, and create something special.

642 Greystone Rd, Plymouth

$399,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24212835 MLS

Ironwood! Don't miss one of the best value single-family homes in New Milford! Tucked away in the bucolic and peaceful Merryall section of town, this renovated 3-bedroom, 1-bath home is ready for you now. Lovingly refreshed by the current owner, it offers an affordable opportunity to enjoy a comfortable, move-in-ready home surrounded by the beauty and privacy of the woods. Step inside to a spacious family room with fireplace that opens to a beautiful kitchen featuring newer appliances. The flexible floor plan spans 3 levels, providing plenty of options for bedrooms, remote work, hobbies, guests, or simply spreading out. Energy-efficient propane-fired hot-air heat provides comfort and efficiency, while the forced-air system offers the next homeowner the opportunity to add central A/C if desired. The deck off the kitchen is ready for morning coffee, summer dinners, or simply enjoying the peace and quiet. Outside, nearly 4 wooded acres provide your own private slice of Merryall with surprisingly little maintenance required. If you've been searching for an affordable single-family home combining privacy, acreage, efficiency, and country living, Ironwood deserves a look. Come see how this hidden Merryall retreat could be your next stop!

16 Ironwood Ln, New Milford

$379,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212838 MLS

Welcome to 56 Orient Street, a beautifully updated 4-bedroom, 2-full-bath home has over 1,898 square feet of finished living space in a beautiful, well-established Watertown neighborhood. Step inside to find a bright, move-in-ready interior featuring a brand-new kitchen with new appliances, new flooring, fresh paint, and numerous updates throughout. With four bedrooms and two full bathrooms, the home has plenty of room and flexibility for today's lifestyle.. A separate side entrance provides direct access to a bedroom with an attached full bathroom, creating an excellent setup for extended family, guests, a private home office, or anyone looking for additional separation and privacy. Outside, enjoy a spacious backyard, a good-sized deck, relaxing or entertaining, a storage shed, and newly completed landscaping that adds to the home's curb appeal. The location is another major highlight. Situated in a beautiful, well-established neighborhood and approximately 1/4 mile from Polk School, this home combines a quiet residential setting with convenient access schools.

56 Orient St, Watertown

$384,999

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212700 MLS

Well-maintained and move-in ready, this spacious split-level home offers a flexible layout with plenty of room to make it your own. Featuring 4 bedrooms plus additional Lower-level space that can work well as a home office, den, hobby room, or guest area, the home offers versatility for a variety of needs. Inside, you'll find hardwood floors, a comfortable living room, dining area, an efficient kitchen with ample cabinet space, and a family room with a wood-burning stove. The additional 12' x 24' lower-level room provides even more usable space, while the walk-out lower level, attic, closets, and garage offer excellent storage throughout. The home has been thoughtfully maintained with several updates over the years, including vinyl siding, energy-efficient windows, gas forced-air heat, central air conditioning, a newer garage door and opener, and a newer hot water heater. Outside, enjoy a level, fenced backyard with attractive plantings, a garden area, patio, and storage shed. A double driveway and one-car garage provide added convenience. Conveniently located near shopping, schools, parks, medical facilities, public transportation, and higher education, this home is a strong option for a first-time buyer, downsizer, or anyone looking for a property that has been cared for and is ready for its next chapter. Come see it in person and experience the space, condition, and possibilities for yourself.

114 Plainfield Dr, Watertown

$275,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212555 MLS ⋅ Clockmaker's Hill BLDG.

IMMACULATE, MOVE-IN READY 55+ CONDO IN CLOCKMAKER HILL! Welcome to 174 Wallens Street Unit 2C, where comfort, convenience, and beautifully updated one-level living come together in the highly desirable Clockmaker Hill 55+ community! From the moment you step inside, it is clear this home has been meticulously cared for and thoughtfully designed with today's lifestyle in mind. Light, Bright & Beautiful! An abundance of windows fills this home with natural sunlight, creating a warm and inviting atmosphere throughout. The open, thoughtfully designed floor plan offers effortless one-floor living with two generously sized bedrooms and two full bathrooms. The beautiful engineered hardwood flooring, elegant tray ceilings, updated finishes, and neutral decor create a sophisticated yet comfortable setting. The spacious living room features a cozy fireplace-perfect for relaxing on chilly evenings. The beautifully updated kitchen features granite countertops, updated appliances, and a brand-new dishwasher, making everyday living and entertaining a pleasure. The primary suite is exceptionally well designed, offering a generously sized walk-in closet and private attached full bathroom. The second bedroom is nicely proportioned and offers flexibility for guests, an office, or hobbies. Convenience is built right in to this condo! Enjoy direct interior access from the garage, making coming and going effortless in every season. The home also features a conveniently located washer

174 Wallens St Unit C2, Winchester

$289,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212407 MLS

Welcome to this charming country home tucked into a private, wooded setting on a quiet dead-end street. A covered front porch, metal roof, brick chimney, and mature surroundings create an inviting first impression, while the property's location offers the added benefit of being just a short walk to the lake. Inside, the home blends rustic character with comfortable, functional living spaces. The main living area features hardwood flooring, abundant natural light, and a gas fireplace insert set within a traditional brick fireplace. The distinctive kitchen offers generous cabinetry, wood countertops, stainless-steel appliances, a warm wood-plank ceiling, and plenty of workspace. An adjoining dining area with built-in shelving provides additional space for everyday living and entertaining. Large windows throughout the home bring in natural light and showcase the wooded surroundings. A bright enclosed porch provides an inviting space to enjoy the scenery, while multiple flexible rooms offer options for bedrooms, office space, hobbies, or additional living areas. Built-in storage, updated bathroom finishes, and a dedicated laundry area add everyday convenience. Outdoor living is a highlight, with a spacious deck and patio areas overlooking the property and offering plenty of room for relaxing or entertaining. The wooded lot provides privacy while maintaining usable outdoor space. Don't wait to ejnoy this gem!

11 Summit View Rd, Plymouth

$229,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212110 MLS ⋅ Eagle Rock BLDG.

End Unit condo with new kitchen and bathroom vanities. Eat in kitchen with stainless steel appliances, granite countertops, and full extension soft close drawers. Living Room. 1/2 bath on main level. Upstairs 2 bedrooms and full bath with laundry hookup. Owner is a corporation with managing member that is a licensed real estate broker in the state of Connecticut.

197 Pine Hill Rd Unit 9F, Thomaston

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