Refine Search
Sort by
$430,000
3 Beds 2 Baths 24173565 MLS
*Showing time appts only* Well maintained Scarsdale ranch nestled on a picturesque, 2.7 acre pvt wooded lot with the perfect blend of comfort, quality, and some modern updates. The expansive front lawn, mature landscape, and quiet natural surroundings create a beautiful, tranquil setting. Inside, large windows fill the home with natural light with gleaming natural hardwood flooring throughout. The elevated back deck provides the perfect space for entertaining/relaxing. An oversized two-car detached garage offers space for vehicles, tools, and equipment, while the walk-in second level provides exceptional storage or the potential for a workshop or hobby space. Major improvements include a 35-year architectural roof (2017), Weil-McLain boiler (2017), 200-amp electrical service (2017), reflashed and repointed chimney (2019), and a Rinnai on-demand water heater (2022) for efficiency. The interior features a beautifully updated kitchen (2020) with modern cabinetry, finishes, appliances, updated primary bathroom (2018), and a modernized main bathroom, The finished LL boasts vinyl plank flooring and a fully renovated laundry room with updated electrical, plumbing, and flooring. Additional highlights include a SS chimney flue liner, bluestone hearth, and a state-of-the-art hybrid soapstone wood stove, creating a warm living space. The property conveys 2 cords of firewood and cub cadet riding mower for the new owners to enjoy. Location is 105 miles to NYC and 5 miles to town green.

476 Milton Rd, 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

$422,500
4 Beds 2 Baths 24148206 MLS
This charming Ranch located on a beautiful country road is ready for its next chapter after 63 years! On the two-acre lot you'll find three bedrooms and one and half baths with hardwood floors throughout. The kitchen with a breakfast bar features granite countertops and stainless-steel appliances including a gas range. A spacious living room with large bay window overlooks the front yard, step through to the dining room perfect for large gatherings into the family room with vaulted ceilings. The light filled family room has direct access through large sliders to the large deck and in-ground pool. Through the rest of the home you'll find three generous bedrooms. The primary features large sliders to the deck overlooking the rolling backyard and includes an en-suite half bath. Walk-out basement has two-car garage and additional storage space. Don't miss this gem! House to be sold as-is, where-is and is subject to probate court approval. Conservator will review all offers after property has been on market for 14 days. See attached as-is rider.

204 Goodhouse Rd, 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

$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

$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

$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

$329,500
4 Beds 2 Baths 24148703 MLS
A well-maintained duplex at 161 Circle Drive offers an excellent investment opportunity in the heart of Bantam. Each unit features 2 bedrooms and 1 full bathroom, providing comfortable and functional living spaces that appeal to long-term tenants. The property has been carefully maintained and offers low ownership costs, with annual property taxes under $3,000. A new roof installed in 2024 adds to the property's value and minimizes future capital expenses, making this a largely maintenance-free investment. Both units are currently occupied by reliable tenants, offering immediate rental income and stable cash flow. The layout and condition of the property make it well-suited for investors seeking a turnkey duplex with minimal ongoing upkeep. Located in the desirable Bantam area, the property benefits from a strong rental market and convenient access to local amenities, outdoor recreation, and nearby towns. Whether you're expanding an existing portfolio or entering the multi-family market, this duplex presents a solid opportunity for long-term performance and ease of ownership.

161 Circle Dr, 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

$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

$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

$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

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.