Litchfield Homes under $400,000

Welcome to Litchfield, Connecticut, a charming town renowned for its rich history, picturesque landscapes, and a tight-knit community that welcomes newcomers with open arms. Nestled in Litchfield County, this idyllic town is a perfect blend of rural charm and modern conveniences, making it an ideal place for families, retirees, and everyone in between.

Litchfield boasts a vibrant downtown area filled with unique shops, delightful eateries, and art galleries that reflect the town's creative spirit. Stroll along the historic streets, where you can admire beautifully preserved colonial architecture and lush gardens that bloom in every season. Nature enthusiasts will appreciate the nearby parks and hiking trails, offering breathtaking views and opportunities for outdoor adventures.

For those looking to settle down in this enchanting town, Litchfield offers an array of homes under $400,000, making it an accessible option for first-time buyers or those seeking a peaceful retreat. From charming single-family homes to cozy townhouses, there’s something for everyone. Many of these properties feature spacious yards, modern amenities, and proximity to local schools and community centers, ensuring a comfortable lifestyle for residents.

With a strong sense of community and a wealth of recreational activities, Litchfield is not just a place to live; it's a place to thrive. If you’re ready to discover your dream home in this beautiful town, let us guide you through the exciting possibilities that await in Litchfield, CT!

Newest Litchfield Homes under $400,000

40 Tapping Reeve Vlg Unit 40, Litchfield

$335,000

3 Beds ⋅ 3 Baths ⋅ 24210603 MLS ⋅ Tapping Reeve Village BLDG.

Sweet and turnkey RARE 3 BR unit at desirable and affordable Tapping Reeve Village. Close to everything, maintenance free condo living. Perfect downsizer or new homebuyer townhouse unit. Updated kitchen with granite counters and SS appliances, updated primary bath, new carpets in all bedrooms and on the stairs to the second floor, new laminate flooring main level, new heat pump for heat & a/c, hot water heater is 2 years old. Nothing for you to do but unpack!

40 Tapping Reeve Vlg Unit 40, Litchfield

$399,999

3 Beds ⋅ 1 Baths ⋅ 24209487 MLS

Discover the privacy & possibilities of this charming 3-bedroom Litchfield property, set on 1.35 acres PLUS 4.05 additional acres, with an extraordinary over-water bridge, open fields. The home features hardwood floors, custom wood kitchen cabinetry, a whole house fan, abundant storage, & wide windows that capture beautiful southeastern views across the open fields. Natural light fills the home, creating a bright, inviting atmosphere for everyday living. The lower level adds even more flexibility with a large recreation room, extensive shelving & a woodworking shop. Outside, enjoy a deck for grilling & entertaining, garden areas, 1.35 acres surrounding the home plus 4.05 additional open acres. With room for gardens, horses, chickens, or other animals, this property offers a rare opportunity to create your own country retreat. 3 attached garages provide exceptional space for vehicles, equipment, bikes, hobbies, or toys. Located in desirable Litchfield, you'll be close to the area's outdoor recreation: White Memorial Conservation Center's 4,000 acres & miles of trails, Bantam Lake for boating, swimming & fishing, & Topsmead State Forest for hiking & horseback riding. Enjoy the charm of Litchfield's historic center, local shops, restaurants, & seasonal events, while Mt. Tom State Park offers additional hiking, boating, fishing, & swimming nearby. This unique property combines privacy, usable acreage, recreation, & convenience in Litchfield with plenty to explore nearby all year!

18 Wilson Rd, Litchfield

$388,000

3 Beds ⋅ 2 Baths ⋅ 24203308 MLS

Discover classic New England charm at 313 Torrington Road in historic Litchfield. Conveniently located near Litchfield's picturesque Green, the home offers easy access to locally owned shops, cafes, restaurants, and cultural attractions. This inviting three-bedroom, two-bath Cape blends timeless character with modern amenities, including an updated kitchen with updated appliances, newer heating and central air, freshly painted interior and beautiful warm hardwood floors. Just off the kitchen, a cozy covered porch overlooks the backyard-an inviting spot for morning coffee, outdoor dining, or relaxing at the end of the day. All three bedrooms are comfortable in size with great closet space. The property adjoins 92 acres of Litchfield Land Trust property, creating a peaceful natural backdrop and a wonderful connection to the outdoors. Outdoor recreation awaits at Topsmead State Forest, White Memorial Conservation Center, Bantam Lake, and nearby trails for hiking, biking, bird-watching, paddling, and seasonal activities. From quiet mornings surrounded by nature to dining in town and enjoying local events, 313 Torrington Road offers an appealing combination of classic Cape charm, modern comfort, country atmosphere, and everyday convenience.

313 Torrington Rd, Litchfield

$385,000

3 Beds ⋅ 1 Baths ⋅ 24198850 MLS

Welcome to 434 South St. a charming 3-bedroom, 1-bath ranch ideally situated close to the heart of historic Litchfield. This inviting 1,294 sq.ft. home offers comfortable one-level living with an appealing blend of character, warmth, and practicality. The bright and welcoming interior features a cozy eat-in kitchen with a propane insert fireplace creating a comfortable gathering space in every season. The home offers five main rooms, hardwood floors in the kitchen and living room and a practical layout that makes the most of its space. The property features a gravel driveway, two sheds for storage, and an outdoor space for dining. The location is a standout feature. Just minutes from Litchfield's historic center, residents can enjoy the town's restaurants, shops, library, cultural attractions, and community events, while nearby outdoor recreation offers hiking, boating, golf or just enjoying the natural beauty of the Litchfield Hills.

434 South St, Litchfield

$299,900

3 Beds ⋅ 2 Baths ⋅ 24198236 MLS

To Settle Estate. Property to be Renovation Specialist, etc. Ranch Style home with Full Walk Out Basement waiting for the right Buyer to bring this back to life. Home has Good Bones. Situated on a One Acre Lot. The Premium Northfield Location speaks for itself! Oil hot air heat, well & septic. Hot water heater is only 2 years old. Current annual real estate taxes just $3,084.00. Relaxed Country Living can be enjoyed here. Very Private Quiet Road. In close proximity to the Litchfield Town Green, Shopping, Topsmead State Forest, White Memorial Walking and Biking Trails, and Bantam Lake. Easy access to Route 8 Expressway.

14 Meadow Ridge Rd, Litchfield

$395,000

3 Beds ⋅ 2 Baths ⋅ 24197877 MLS

Tucked away on 1.1 beautifully secluded acres, this charming ranch offers privacy, tranquility, and a wonderful natural setting. The home features 3 bedrooms and enjoys a peaceful location bordering a picturesque pond. An additional 13+ acres of wooded land is also available for purchase, offering a rare opportunity to expand your property and create an exceptional private estate. A must-see for buyers seeking privacy, nature, and plenty of potential. ALL OFFERS SUBJECT TO PROBATE APPROVAL

31 Wheeler Rd, Litchfield

$379,000

3 Beds ⋅ 2 Baths ⋅ 24197752 MLS

To Settle Estate. Unique "Side by Side" Two Family. Primary Apartment offers 2-3 bedrooms, eat-in kitchen with pantry. Living room has Wood Burning Fireplace. The second unit is a cute studio style. Both apartments have easy ingress and egress, and both have separate entrances. Property has one central heating system, electrical service and hot water heater. Good dry basement storage. Well Water & Town Sewer. Lovely level open lot, 2- car Detached Garage. Circular Driveway allows for good parking. Current Annual Real Estate Taxes are only $3,364.00. Business Friendly Corridor makes this property viable for potential Commercial Venues. Property is being Sold "As IS". Seller will consider reasonable offers.

366 Torrington Rd, Litchfield

$378,000

3 Beds ⋅ 1 Baths ⋅ 24191162 MLS

Welcome to this classic style home that is in the borough of Bantam, on a level lot with a wooded private back yard. 3 bedrooms, 1 bath. Open feeling ground level with 2 sliders front and back off the kitchen works as a mud room or can be extension to the kitchen. Freshly painted interior and hardwood floors on first level that have recently restored. Solid mechanicals, dry basement, with low cost solar that will keep you happy on that classic 3 season front porch while enjoying all Bantam and Litchfield has to offer. Walking distance from one of the best local grocery markets, restaurants, independent theatre, water and commutability are reasons why it's worth a look! Many vintage features kept intact and restored including windows with efficient storm windows, claw foot tub, mature gardens, backyard patio and driveway pavers lead the way to a colorfully painted 2 car garage.

34 Highland Ave, Litchfield

$315,000

2 Beds ⋅ 1 Baths ⋅ 24189928 MLS

This is Litchfield living the way it was meant to feel-private, peaceful, and filled with character. Set against a wooded backdrop, 67 East Litchfield Road South welcomes you with classic brick architecture, a stone walkway, mature trees, and a generous yard with room to enjoy every season. Step inside to a bright, refreshed interior where wide-plank-style flooring, recessed lighting, and a comfortable open flow bring the living, dining, and kitchen spaces together. The updated kitchen is crisp and functional with white cabinetry, stainless steel appliances, and a tile backsplash. A beautifully refreshed bathroom features marble-look tile and modern fixtures, while the bedrooms offer hardwood floors, neutral finishes, and wonderful natural light. The lower-level garage and storage area provide the extra flexibility every home needs. Just minutes from Litchfield's beloved town center, shops, restaurants, outdoor recreation, and major routes-yet tucked away enough to feel like your own private escape. Classic New England charm, thoughtful updates, and a setting that is hard to replace. Property is being sold as is. Seller is open to concessions toward a new septic installation, subject to acceptable terms.

67 E Litchfield Rd S, Litchfield

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