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424 South St, Litchfield
$428,000
3 Beds ⋅ 2 Baths ⋅ 24193525 MLS
Tucked away on a private rear lot just one mile from the historic Litchfield Town Green, this fully renovated 3-bedroom, 2-bathroom ranch offers a peaceful country setting with convenient access to the center of town. The main level features hardwood floors, ample natural light, and an open-concept layout connecting the kitchen and living room. Designed with both style and function in mind, the kitchen includes butcher block countertops, an island with cabinet storage, stainless steel appliances, and a farmhouse sink. Two well-sized bedrooms and a stylish full bathroom with a tub and shower complete the main level. The finished walk-out lower level adds valuable flexibility with a third bedroom that could also serve as a home office, studio, or guest space. This floor also features a second full bathroom, washer and dryer, and direct access to the 1-car garage. Outside, established gardens and mature trees create a picturesque setting. Conveniently located just minutes from local favorites including Arethusa Farm's famous ice cream, Bantam Lake, Mt. Tom State Park, White Memorial Conservation Center, charming shops, and award-winning restaurants. Approximately two hours from Manhattan, this turnkey home is equally suited for a country retreat or year-round living.

424 South St, Litchfield

434 South St, Litchfield
$402,000
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

313 Torrington Rd, Litchfield
$390,000
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

366 Torrington Rd, Litchfield
$388,000
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

100 Hart Dr, Litchfield
$380,000
2 Beds ⋅ 1 Baths ⋅ 24170268 MLS
*Highest & best deadline Tuesday May 5, by 10am* Home is where the heart is at 100 Hart Dr. Nestled at the end of a peaceful cul-de-sac, just 5 minutes from Litchfield's quintessential New England town center, this beautifully maintained ranch offers one-level living at its best. The entertainer's layout flows seamlessly to both a covered front porch & expansive deck in back overlooking a private, nature-framed yard, for cool nights by the firepit. Natural light filters in through thermal pane windows to an inviting, functional floor plan featuring a granite kitchen with breakfast bar & versatile living spaces. Updates in the last 5-6 years include an efficient wood stove, 275-gallon oil tank, water heater, chimney liner & cap, plus a stunning 14X10 Northeast Dutch Barn Shed. The lower level offers flexible expansion potential, ideal for a home office, gym, family room, or guest space with semi-private garage access. Boasting a rich history complimented by modern amenities, the town of Litchfield with its charming Green, summer concerts, Bantam Lake, boutique hotels, farm stands, White Memorial Conservation, Topsmead State Forest, hiking trails, top private schools, pickleball, tennis, playgrounds, horseback riding, and skiing nearby has a little something for everyone. Under 2 hours to NYC. Comfort, updates, and lifestyle blend seamlessly together for this rare, move-in ready opportunity with room to grow.

100 Hart Dr, Litchfield

374 Torrington Rd, Litchfield
$350,000
3 Beds ⋅ 1 Baths ⋅ 24155458 MLS
This inviting ranch home offers convenient single-story living with a practical layout, comfortable bedrooms, and a welcoming atmosphere that makes daily life easy and enjoyable. This well-maintained home features three comfortable bedrooms and one full bathroom. The single-story design provides convenient living with all spaces on one level. The property's location offers proximity to both Litchfield Green and Topsmead State Forest, providing access to local amenities and natural recreation opportunities. This positioning creates an appealing balance between community conveniences and outdoor activities. Interior highlights include granite countertops that provide durability and visual appeal. Stainless steel appliances complement the modern aesthetic while offering reliable functionality. The home showcases hardwood throughout, creating warmth and continuity across the living spaces.

374 Torrington Rd, Litchfield

64 Old Turnpike Rd, Litchfield
$335,000
2 Beds ⋅ 1 Baths ⋅ 24165796 MLS
This 2-bedroom, 1-bath Cape sits on a flat and open 3.48 acre lot, bordering protected Litchfield Land Trust property to the rear. The exterior features a 2-car detached garage, large 29x12 ft. deck, and beautiful mature oak trees. Several key updates have been completed in recent years, including a newer roof (approximately 10-12 years old), furnace, a newly paved driveway (2025), and a 3-bedroom septic system installed in 2016 - providing potential flexibility for future expansion. The main level includes a kitchen, dining room with sliders to the deck, a living room, and an enclosed three-season porch. Upstairs are two bedrooms with under-eave storage and a full bathroom. With some cosmetic updates and TLC, this home offers excellent potential and is well-suited as a starter home or downsizing option. Ideally located just minutes to Mt. Tom State Park, Bantam Lake, and the Litchfield Town Green. *Estate sale subject to probate court approval. Property is being sold as-is. No property disclosures available; buyers to perform their own due diligence.

64 Old Turnpike Rd, Litchfield

39 Tapping Reeve Village, Unit 39, Litchfield
$330,000
3 Beds ⋅ 3 Baths ⋅ 24162904 MLS ⋅ Tapping Reeve Village BLDG.
Situated in the heart of Litchfield, this unit provides easy access to the local charm and amenities that make the town so special. The center of the home features a welcoming living room, complete with a cozy fireplace and custom built-ins, seamlessly opening to a dining area. The main level also includes a lovely kitchen with granite countertops and a convenient half bath for guests. Step through the living room onto your private deck, an ideal space for al fresco dining and entertaining while enjoying a view of the pond. Retreat upstairs to find two comfortable bedrooms, each with two sets of closets. A full bath completes this level. The lower level has a laundry space, a wall of custom storage closets and offers a versatile finished space that has been converted into a bedroom, seating area with custom built-in closets and an attached full bath. This level also features a walk-out directly to the rear parking area, adding to the unit's accessibility. While there is no garage, the unit includes an assigned parking space directly in front. Tapping Reeve Village is a well-regarded, attractive community offering a comfortable lifestyle in Litchfield. Close to White Memorial Conservation Center, Topsmead State Forest, the villages of Bantam and Litchfield for fine dining and shopping, hiking, golf, swimming and a community field with playground. 2+-hrs. to NYC.

39 Tapping Reeve Village, Unit 39, Litchfield

Litchfield
$330,000
3 Beds ⋅ 3 Baths ⋅ 24193782 MLS ⋅ Tapping Reeve Village BLDG.
One of the top three largest units in Tapping Reeve at 1,440 square feet. A true 3 bedroom with all bedrooms upstairs. This end unit town home is flooded with natural light from all the extra windows an end unit offers and a great unobstructed view of the pond. Upon entering, you experience a generous foyer with closets, view through to the fireplaced living room with beautiful parquet floors and built-ins, the L-shaped space allows for a dining area and a patio door leading to a private terrace. There is a large kitchen with pantry and a powder room on the main level. Upstairs, 2 more bathrooms, generous bedrooms with built-ins, closets and plenty of natural light. This home has benefitted from a new HVAC system in 2018, new hot water heater in 2024, newer refrigerator, and owners that take pride in their home. The unfinished basement has high ceilings, heat and cooling and is ready to be finished for even more living space. Come enjoy the quiet life in Tapping Reeve Village with a pond and gorgeous landscaping throughout the community.

Litchfield

115 Mcbride Rd, Litchfield
$290,000
24149117 MLS
Your Countryside Dream Starts Here! Knock, Knock, Knock! That's not your imagination-it's opportunity at your door! Get ready to embrace a lifestyle you've only dreamed of on 20.31 pristine acres of prime countryside. It's your chance to create something truly extraordinary. Imagine waking up in your custom-built dream home, surrounded by rolling meadows, wooded serenity, and your very own meandering stream. This approved building lot is truly one of the last of its kind-a unique blend of privacy, natural beauty, and accessibility, all nestled within a welcoming, established neighborhood. With several acres already cleared and recently mowed, you're steps closer to bringing your vision to life. Will it be a grand estate, a charming farmhouse, or perhaps even a multi-home development? The potential for subdivision opportunities awaits! And for the equestrian enthusiast, bring your horses and enjoy open pastureland and scenic trails right on your property. All this tranquility, yet you're just minutes from Route 8, local shops, and dining. It's the perfect blend of rural peace and modern convenience. This isn't just land. It's your canvas, your sanctuary, your future. Don't let this once-in-a-lifetime opportunity pass you by-schedule a visit today and see the incredible potential for yourself!

115 Mcbride Rd, Litchfield

1222 Bantam Rd, Litchfield
$286,500
24169499 MLS
A rare opportunity to own 25 private acres with substantial site work already completed. A long driveway gradually ascends to a cleared, level proposed homesite at the height of the property, providing exceptional privacy set well back from the road. A considerable investment has been made in engineering, blasting, and clearing - saving both time and upfront cost for the next owner. While further testing and approvals will be required to finalize building plans, much of the heavy lifting has already been done. Conveniently located just minutes from local favorites such as Arethusa Farm's famous ice cream, Bantam Lake, Mt. Tom State Park, White Memorial Conservation Center, and a wide array of charming shops and award-winning restaurants. All this, just two hours from Manhattan and 40 minutes from Metro-North trains - making it an ideal setting for a country retreat or year-round living.

1222 Bantam Rd, Litchfield

29 Roosevelt Ave, Litchfield
$270,000
2 Beds ⋅ 1 Baths ⋅ 24154751 MLS
Welcome to 29 Roosevelt Avenue, a well-maintained two-bedroom, one-bath single-family home located in the heart of Bantam. This inviting property offers comfortable living with hardwood flooring, fresh paint throughout, and a layout that feels both practical and welcoming. The home has been thoughtfully cared for and provides a great balance of indoor and outdoor living. Step outside to enjoy the attached deck overlooking the above-ground pool-perfect for relaxing, entertaining, or making the most of New England summers. Conveniently situated near commuter routes, local shopping, restaurants, and the charm of the Litchfield Green, you'll also enjoy easy access to Bantam's boutique shops, cafes, and everyday amenities. Whether you're looking for a full-time residence or a manageable home in a desirable Litchfield County location, 29 Roosevelt Avenue offers a move-in-ready opportunity in a Litchfield County community. Property to be sold AS-IS.

29 Roosevelt Ave, Litchfield

24 Tapping Reeve Village, Unit 24, Litchfield
$255,000
2 Beds ⋅ 2 Baths ⋅ 24184774 MLS ⋅ Tapping Reeve Village BLDG.
Welcome to this charming 2-bedroom, 1.5-bath townhouse located in the highly desirable Tapping Reeve community in the picturesque town of Litchfield. Surrounded by mature landscaping, colorful gardens, and beautiful walkways, this condo compex offers a peaceful setting while being close to all that historic Litchfield has to offer. Inside, you'll find an inviting open living and dining room combination centered around a cozy fireplace-perfect for relaxing evenings or entertaining guests. . Sliding doors lead to a private bluestone patio, an ideal spot to enjoy your morning coffee or unwind while taking in the beautifully maintained grounds. The refreshed kitchen features new appliances and plenty of space for everyday living. Upstairs you will find a large primary bedroom with double closets, full bath and 2nd bedroom. The unfinished lower level provides excellent storage and offers potential for home gym, hobby area or whatever fits your needs. Conveniently located near the center of Litchfield and the village of Bantam, you'll enjoy easy access to quaint shops, local restaurants, scenic nature trails, and outdoor recreation. Explore the White Memorial Conservation Center or spend the day at Bantam Lake, all just minutes from home.

24 Tapping Reeve Village, Unit 24, Litchfield

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