Litchfield County Homes under $250,000

Welcome to Litchfield County, Connecticut—a picturesque region steeped in history and natural beauty. Nestled in the northwest corner of the state, Litchfield County is renowned for its charming small towns, rolling hills, and stunning landscapes. Here, you can enjoy everything from vibrant autumn foliage to serene lakes, making it a perfect destination for nature lovers and outdoor enthusiasts alike. The county is rich in cultural heritage, with historic sites, art galleries, and local festivals that celebrate its unique character.

For those looking to invest in a home without breaking the bank, Litchfield County offers a variety of options under $250,000. Whether you're a first-time homebuyer, a retiree seeking a peaceful retreat, or an investor looking for rental opportunities, this region has something for everyone. You’ll find quaint single-family homes, charming cottages, and even some townhouses that provide a cozy and welcoming atmosphere.

Imagine sipping your morning coffee on a porch that overlooks lush greenery or exploring the nearby hiking trails and lakes. With affordable housing options, you can enjoy the tranquility and community spirit that Litchfield County has to offer. Plus, the county's strategic location provides easy access to nearby cities like Hartford and Waterbury, ensuring that you’re never far from urban conveniences.

Discover the charm of Litchfield County today, where your dream home awaits at an affordable price. Embrace a lifestyle that harmonizes with nature and community—your perfect retreat is just a visit away!

Newest Litchfield County Homes under $250,000

$250,000

1 Beds ⋅ 1 Baths ⋅ 24211800 MLS

Cozy Year-Round Home with West Hill Pond Access Enjoy the best of lake living in this charming, move-in-ready home with access to beautiful West Hill Pond. The open floor plan creates a comfortable, inviting space that works well for both everyday living and weekend getaways. Designed for year-round use, the home features electric baseboard heat as well as a wood stove for added warmth and ambiance. The second-floor loft bedroom offers a cozy private retreat, while the full basement provides excellent storage and utility space. Beautiful wood floors add warmth and character throughout the main living areas. Step outside onto the new pressure-treated deck and enjoy the peaceful setting. The fenced-in backyard includes raised-bed gardens and a firepit, making it a wonderful space for gardening, relaxing, entertaining, or gathering around the fire after a day at the lake. The property fronts on both Beach Road and Pond Road, providing convenient access to the property and lake area. Please note that neither Beach Road nor Pond Road is maintained by the Town. Recent updates to the well and septic system provide additional peace of mind. With lake access, a year-round floor plan, outdoor amenities, and a comfortable, low-maintenance layout, this West Hill Pond property is ready to enjoy.

16 Pond Rd, New Hartford

$149,900

3 Beds ⋅ 2 Baths ⋅ 24211798 MLS

Incredible opportunity to transform this solid 3 bedroom, 2 full bath Cape into your dream home! The main level features a spacious living room with a cozy fireplace, formal dining room, kitchen, full bathroom, and two generously sized bedrooms. Upstairs offers a third bedroom, den, possible fourth bedroom, second full bathroom, and convenient kitchenette, providing flexible space for guests, a home office, hobbies, or additional living areas. Set on a large, level yard with plenty of room for gardening, outdoor entertaining, recreation, or future improvements, this property offers tremendous potential both inside and out. Ideally located within walking distance of the town center, the home combines small town charm with everyday convenience. Just 20 minutes from Great Barrington and convenient to Salisbury, Lakeville, Falls Village, Lime Rock, Norfolk, the Berkshires, the Appalachian Trail, and the Housatonic River, the property is surrounded by the natural beauty, outdoor recreation, dining, shopping, and cultural attractions that make the Northwest Corner such a desirable place to live or escape to. An excellent opportunity for owner occupants, investors, or those seeking a weekend retreat, this home is being sold as is and is ready for its next owner to renovate, restore, and make it their own!

49 Reed St, North Canaan

$239,900

2 Beds ⋅ 1 Baths ⋅ 24211393 MLS

Welcome to 446 S. Main Street, a charming 2-bedroom ranch offering an easy one-level layout with valuable updates and plenty of potential. The main level features hardwood flooring, an updated kitchen with granite countertops, a refreshed full bath, and a comfortable, open flow between the living and dining areas. Major improvements include a newer roof and boiler, providing added peace of mind for the next owner. Set on approximately 0.56 acres, the property also offers a walkout lower level with additional usable space and great potential for a recreation room, home office, workshop, gym, or storage. Conveniently located in the Terryville section of Plymouth with easy access to local amenities and major routes. Whether you're a first-time buyer, downsizing, or looking for a home you can continue to make your own, 446 S. Main Street offers an affordable opportunity to build equity and settle into a home with many of the larger updates already completed.

446 S Main St, Plymouth

$219,000

2 Beds ⋅ 2 Baths ⋅ 24211202 MLS ⋅ Eagle Rock BLDG.

Welcome to 197 Pine Hill Road, Unit 2E! This inviting 2-bedroom, 1.5-bath townhouse-style condo offers a comfortable and convenient place to call home. Freshly painted throughout with brand-new carpeting on the stairs, the interior feels bright, clean, and move-in ready. The main level features a spacious living area, eat-in kitchen, convenient half bath, and access to the private patio-perfect for relaxing outdoors. Upstairs, you'll find two nicely sized bedrooms, a full bath, and the added convenience of second-floor laundry. Offering approximately 1,105 square feet of living space, this condo provides an easy-to-maintain lifestyle while still giving you plenty of room to make it your own. Conveniently located in Thomaston with easy access to Route 8, shopping, restaurants, and all that this charming town has to offer. Whether you're a first-time buyer, downsizing, or simply looking for low-maintenance living, this freshly updated condo is ready for its next owner!

197 Pine Hill Rd Unit 2E, Thomaston

$190,000

2 Beds ⋅ 2 Baths ⋅ 24211205 MLS ⋅ River Run BLDG.

Discover this spacious townhome in the Farmington Valley, in a quiet complex with easy living amenities! Welcome to this 2 bedroom, 1.5 bath townhouse, plus a partially finished basement for a bonus room, office space or family room! Plus unfinished space which offers storage for your needs. The main level offers an easy flow from the kitchen into the dining area, then down into a spacious living room with sliders leading to a private outdoor patio. Upstairs, you'll find two bedrooms, a full bath, and the convenience of laundry located on the bedroom level. The HOA fee includes heat, hot water, water, sewer, grounds maintenance, snow removal, and trash removal, offering significant value especially through the winter. Enjoy nearby outdoor recreation, including the Farmington River, while still having the ease of condo living. Come schedule your tour today!

220 Main St Unit 1B, New Hartford

$192,900

2 Beds ⋅ 2 Baths ⋅ 24211190 MLS ⋅ Squire Hill Ii BLDG.

TOTALLY RENOVATED 2-bedroom, 1.5-bath condo in desirable Squire Hill! This move-in ready home features a bright open-concept layout with a beautifully updated kitchen offering new cabinetry, stainless steel appliances, and a slider leading to a private deck-perfect for relaxing or entertaining. The main level showcases new engineered flooring, while the upper level offers brand new carpeting throughout both bedrooms. Updated full bath with a walk-in shower adds modern appeal. Additional highlights include a 1-car garage and ample visitor parking. Conveniently located close to highways for an easy commute, as well as restaurants, shopping, and more-this is low-maintenance living at its best!

122 Queens Rd Unit 122, Torrington

$224,900

3 Beds ⋅ 2 Baths ⋅ 24210880 MLS

Discover the possibilities in this 3-bedroom, 2-Full bath home set on 3.27 beautiful acres in a desirable location near the center of Norfolk! 200amp Service! Public Water & Sewer! Roof, Siding & Propane generator installed 2015! Flexible layout & plenty of space, this property is ready for your vision, updates, & finishing touches! Main level features a welcoming kitchen with double ovens, a dining room, family room, & 2 full bathrooms.***Two of the three garage bays have been converted into additional living space, while the original garage doors remain intact***, creating an opportunity for future customization or convenient storage. The 3rd garage bay offers room for a vehicle, equipment, workshop, or recreational gear. A generator adds peace of mind. Outside, the expansive 3.27-acre setting offers privacy, room for gardening, recreation, outdoor entertaining, or simply enjoying the surrounding natural landscape. Near the heart of Norfolk, this property puts you by local shops, dining, community amenities, parks, trails, & the town's scenic countryside. Outdoor enthusiasts will appreciate easy access to Norfolk's abundant hiking & recreation opportunities, while nearby destinations throughout the Litchfield Hills provide additional dining, shopping, cultural attractions, &four-season activities. With its generous acreage, adaptable floor plan, multiple garage spaces, central Norfolk location, this property offers an opportunity to create a home tailored to your lifestyle!

164 Litchfield Rd, Norfolk

$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

$239,900

3 Beds ⋅ 1 Baths ⋅ 24210294 MLS

3 bedroom home offering comfortable living with the convenience of gas heat as well as a wood stove and main level laundry. The layout provides plenty of space for everyday living, relaxing, and entertaining. Enjoy Highland Lake with Resha Beach just a half mile away, perfect for summer days by the water. A short drive takes you to the nearby boat launch, making it easy to enjoy boating, fishing, and all that the area's lakes have to offer.

35 Prospect St, Winchester

$179,900

3 Beds ⋅ 1 Baths ⋅ 24210091 MLS

Unlock the hidden equity in this diamond in the rough. Attention investors and Handy homeowners! Bring your tools and vision to 66 Lakeview rd. Plymouth Ct. a 3- bedroom, 1-bath single -family home brimming with potential. Tucked into a peaceful neighborhood, the property features a tiny lake view from the backyard, offering a serene glimpse of water to enjoy while planning your custom renovations. The front to back living room features a fireplace with wood insert. The roof was replaced 2 years ago, some newer window and newer siding and garage door. Please note this home will not pass government financing. living room floor dips and will need to be lifted and new column installed. ***THIS HOME IS 66 LAKEVIEW RD AT FALL MT LAKE IN THE TERRYVILLE SECTION OF PLYMOUTH. GPS MAY TAKE YOU TO WEST LAKEVIEW RD IN PLYMOUTH AT LAKE PLYMOUTH WHICH IS THE WRONG LOCATION

66 Lakeview Rd, Plymouth

$215,000

2 Beds ⋅ 2 Baths ⋅ 24209492 MLS ⋅ Riverwalk BLDG.

A Stylish two-bedroom one and half bath condo featuring numerous updates that makes this an inviting comfortable home. The remodeled kitchen offers a fresh, modern space for cooking, newer flooring adds style though out the main living area. Additional updates are the three energy saving split units for A/C and heating plus an additional source of heat is the pellet stove. Two new sliders open out to private deck, wonderful for enjoying a beverage or just the outdoors. A well maintained move in ready condo offering comfortable low-maintenance living with many of the update already completed. There is always something for you to do in the area, entertainment, restaurants and an easy distance to RT 8. FINAL & BEST BY 5:30 10/5/26

111 Riverton Road Unit 79, Winchester

$209,000

2 Beds ⋅ 1 Baths ⋅ 24205943 MLS

HIGHEST AND BEST DUE TUESDAY, 9/29 AT 12PM Located in a convenient location, just minutes from shopping, dining, and Route 8, this 2-bedroom ranch-style home has been tastefully updated throughout. The newly renovated kitchen features stainless steel appliances, a large kitchen island, and a farmhouse sink. The main level is complete with a spacious living area, 2 bedrooms, and a shared full bathroom. Downstairs, a tastefully finished bonus room offers abundant storage or added living space, with the potential to add a half bath. The attached 1-car garage eliminates the need for street parking. Outside, the backyard is perfectly sized; enough room to enjoy the outdoors with minimal maintenance. Delivering move-in-ready convenience in a central Litchfield County location.

219 Harwinton Ave, Torrington

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