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$590,000
4 Beds 2 Baths 24130107 MLS
This is a diamond in the rough and a once-in-a-lifetime opportunity to customize and update a country compound in the Borough Village of Northfield on 9.89 acres of level pasture with woodland border, stone outcroppings and pond. It is surrounded by well-cared-for historic homes and a short walk to the heart of the village of Northfield, which was established in the late 1700s and originally known as "Meetinghouse Hill". This legacy property was a registered dairy farm through the late 17th and 18th centuries, and it has been part of the same family for four generations. Enter the circular driveway over a pastoral field. The large hand-hewn chestnut post-and-beam Old English dairy barn is the helm of the five structures. Four of the five structures have metal roofs, two with standing seams. The main house roof was replaced in 2023. An 18 ft deep clear water pond sits in roughly the center of the property. The 2 story guesthouse/accessory building has a kitchen, living room overlooking the field, and private deck, currently rented. The main house, at the top of the driveway, requires total renovation. Rarely does such a property become available, offering so many desirable features: flat open land surrounded by the privacy of a wooded border, significant frontage with two driveway entrances, and a fishing pond- all in a walkable and beautiful historic village setting. RR zoning with many permitted and special exceptions uses. See RR Zoning doc in supplements.

34 Old Northfield Rd, Litchfield

$575,000
3 Beds 4 Baths 24143496 MLS Hunter's Chase Of Litchfield BLDG.
Nestled within 77 country acres in the distinguished town of Litchfield, Hunter's Chase stands as one of the Northwest Hills' most coveted private enclaves. This exceptional Churchill residence in pristine condition, exemplifies refined living through impeccable craftsmanship and thoughtful design. The home's culinary centerpiece is a chef-inspired kitchen appointed with marble tops, a Wolf gas range, a Sub-Zero refrigerator, and wine cooler-an ideal setting for both intimate gatherings and grand entertaining. The gracious open floor plan seamlessly connects the dining and living spaces, where a gas fireplace and custom built-in cabinetry create an atmosphere of understated elegance. Step through to your private composite deck, overlooking protected conservation land, offering serene views and natural tranquility. The luxurious primary suite serves as a private retreat, complete with a generous walk-in closet and intimate sitting area. Two additional well-appointed guest bedrooms and a full bath grace the upper level, alongside a convenient laundry. The finished lower level-featuring soaring 10' ceilings-provides versatile space, ideal for a media room, opening to a patio through sliding doors, and includes a full bath. Residents enjoy a heated pool, multi purpose sport's court, and a clubhouse featuring a fitness center with locker rooms, and a gathering area with a fireplace, bar, and kitchen. Just minutes to the Historic Litchfield Green with great restaurants & shops.

250 Hunter Dr Unit 250, Litchfield

$575,000
3 Beds 4 Baths 24119883 MLS Hunter's Chase Of Litchfield BLDG.
Set in the verdant Litchfield Hills of northwest CT, lies this 70+ acre private condominium association. Welcome to Hunters Chase, a beautifully maintained complex with amenities that include a Clubhouse, Exercise area, Pool and patio for relaxing, and a Basketball Court. Presenting the Hialeah end-unit that enjoys beautiful southeastern light. Built originally in 2006, it was completely re-built in 2017 and has been meticulously maintained. Step inside to the foyer with Powder Room and access to the 2-car attached garage. The Living/Dining Room area awaits you with a gas-fireplace and beautiful hardwood floors with rich moldings throughout. The bright, well-appointed kitchen has a large pantry closet, quartz countertops and soft-close custom cabinetry. A wonderful deck off the Living Room is perfect for grilling and entertaining. On the upper level, there is a sumptuous Primary suite with luxurious bath and large closet. There are two more BR's and a hallway full bath and Laundry closet that completes this level. On the lower level, there is a large spacious Family Room with 3rd full bath. Perfect for family or other guests to have their own space. Walk outside on this level to the patio and beautiful woodland setting beyond. There is lots of closet and storage room in this unit. Enjoy living in this beautiful part of CT, with many excellent restaurants, shops, lakes, hiking trails, skiing, horseback riding and more. 2+hrs. to NYC, Bradley Airport , closeRt.8 and RT.84 .

200 Hunter Dr Unit 200, Litchfield

$575,000
3 Beds 2 Baths 24129404 MLS
TWO tasteful dwellings comprise this fabulous compound and the possibilities are ENDLESS. JEWEL BOX renovated main house includes combined dining and living space, office, beautifully appointed kitchen, three bedrooms, two full baths and bonus room on lower level with walk out to patio. Hardwood floors throughout, modern bath fittings, chic wallpaper, recessed lighting and central air. AUXILIARY structure includes 750 sq. ft. of finished space with skylights, woodstove, storage, half-bath, private extra room with sink/wet bar, hardwood flooring. 750 sq. ft. of unfinished space in lower level currently used as gym and workshop. Propane heating system and central air. PROPERTY overlooks BANTAM RIVER with sweeping lawn, flat area for play or gardens. Professionally landscaped, pea stone. WALK or drive - one mile to Litchfield Green for restaurants, shopping, events. Arethusa Farm, White Memorial, White Fields and Litchfield Country Club all nearby. VERY RARE FIND.

21 Camp Dutton Rd, Litchfield

$565,000
3 Beds 2 Baths 24176511 MLS
Welcome Home! This adorable cape perfectly blends timeless character with the comfortable lifestyle you've been searching for. Nestled in a desirable neighborhood, this home sits beautifully on a level, one acre lot that feels like your own private sanctuary. Step inside and you are greeted by a warm, cozy living room with a classic fireplace that has a gas insert and is flanked by custom shelves. There is a dining room & full kitchen that flows effortlessly to a generous size family room with sweeping views of the backyard. Step through the family room doors onto the private deck, a dream for outdoor entertaining, summer BBQs or simply enjoying your morning coffee. A bedroom and full bath complete this level. Upstairs, the home features 2 bedrooms and a full bath. An attached 2-car garage adds ultimate convenience, providing storage for vehicles and gear alike. This sweet cape is a rare find that checks many boxes. Schedule your tour and fall in love!

255 Norfolk Rd, Litchfield

$565,000
3 Beds 4 Baths 24145572 MLS Hunter's Chase Of Litchfield BLDG.
Set within a peaceful, wooded community in the Town of Litchfield, this beautifully maintained end unit offers impressive living space, lofty 10ft ceilings on the lower level, elegant finishes, and a highly versatile layout. The main level showcases hardwood flooring, crown molding, recessed lighting, and oversized windows, creating a bright, airy atmosphere throughout. The open living and dining areas flow effortlessly, making the space ideal for both everyday living and entertaining. The kitchen features warm wood cabinetry, dark countertops, stainless steel appliances, and a dedicated dining nook, blending functionality with timeless style. The primary suite serves as a comfortable retreat with a walk-in closet and private en-suite bath. The interior has been freshly painted throughout in 2025, giving the home a crisp, move-in-ready feel. The finished lower level truly elevates the home, offering a spacious family room with a fireplace, a stylish entertaining area with a built-in bar, a dedicated gym space, and a walk-out to the backyard beneath the deck, seamlessly connecting indoor and outdoor living. Recent upgrades include a new roof (Nov 2025), new heating system (2025), water heater (2024), and Trex deck (2019). Residents enjoy access to exclusive community amenities including a heated pool, clubhouse for entertaining, and fitness area, multi-sport court, all set against a serene, nature-filled backdrop with a nearby creek.

162 Hunter Dr Unit 162, Litchfield

$552,500
3 Beds 3 Baths 24138693 MLS
Lovingly maintained by the same owner for 35 years, this inviting 3-bedroom, 2.5-bath home is being offered for the very first time. Nestled on 2.99 scenic acres, it's ideally situated between Bantam Lake, Lake Waramaug, and Mount Tom Pond-three of Litchfield County's most cherished natural escapes. Whether you're drawn to boating, hiking, swimming, or quiet reflection, this location offers it all. Inside, the home features a bright and spacious layout with a comfortable living room, formal dining area, and a well-appointed kitchen. The primary suite includes a private bath and generous closet space, while two additional bedrooms offer flexibility for guests, hobbies, or a home office. A shared deeded easement driveway leads to the property, which borders protected Litchfield Land Trust acreage-providing a serene natural buffer and a sense of privacy that's hard to find. The level yard invites gardening, outdoor gatherings, or peaceful mornings surrounded by birdsong and woodland views. Completing the package is a 2-car detached garage-perfect for vehicles, storage, or workshop space. Whether you're seeking a full-time residence or a weekend retreat, this one-owner gem offers a rare opportunity to own a piece of Litchfield County's beauty, legacy, and lifestyle.

64 Old Mount Tom Rd, Litchfield

$542,500
3 Beds 2 Baths 24120347 MLS
Litchfield - 3 Bedroom Ranch on a 1.2 level acre lot. This home has been tastefully remodeled to accomodate a comfortable, peaceful and convenient lifestyle. Many improvements within the last five years to include; new furnace, new 200 amp electrical service with generator sub-panel, new custom kitchen, new kitchen appliances, new windows and doors inside and out, new siding, new chimney from roof up, new gutters, new deck, new patio, new Modine heater in basement, new a/c unit with dedicated circuit and much more! Prime location for golfers. This home is within walking distance to Stonybrook Golf Course. Located just minutes from the Litchfield Green, shopping, dining and many hiking trails. The property has a gorgeous 1280 sq ft barn for plenty of storage and/or vehicle parking. The electrical from the house to the barn has been inspected and brought to code, new roof, new gutters, outside has been painted, new windows and walk through doors to name a few of the improvements. Location, comfort and peace of mind knowing it has all been done for you is what you get with this house!

8 Goodhouse Rd, Litchfield

$540,000
3 Beds 3 Baths 24158361 MLS Hunter's Chase Of Litchfield BLDG.
Discover the perfect blend of sophistication and nature in this stunning 7-room townhouse. Nestled within 77 acres of pristine conservation land in Litchfield's premier community on Hunter Drive, this Pimlico model offers a four-level layout designed for comfort and entertaining. Spanning four finished levels, this home provides ample space for a home office, media room, or guest quarters. The interior is bathed in natural light, while framing views of the peaceful woodland setting. To make your transition seamless and stress-free, this home's beautiful furnishings are available for purchase, allowing you to start enjoying the Litchfield lifestyle from day one. Location is everything and this unit is perfectly situated very close to the private clubhouse with access to the pool, gym, and community space at your doorstep. Beyond this beautiful community lies, Bantam Lake, White Memorial Conservation, Topsmeade State Forest, horseback riding, skiing, hiking trails and so much more. Or spend an afternoon shopping and dining in the village of Litchfield. Just 2+- hrs. from NYC. Close to Rt.8

154 Hunter Dr Unit 154, Litchfield

$540,000
3 Beds 4 Baths 24155471 MLS Hunter's Chase Of Litchfield BLDG.
ACT NOW! Generous price improvement! Experience refined living in this pristine townhouse located in Litchfield's exclusive Hunter's Chase community. Spanning four levels, this elegant home offers an airy, open floor plan with 9foot ceilings and rich hardwood floors. The bright kitchen features granite countertops, a large island, abundant cabinetry, and a spacious pantry, flowing seamlessly into the dining area and living room with a gas log fireplace and slider to a private deck, with Sun Setter Awning. The second level showcases a luxurious primary suite with walk-in closet and a spa inspired bath featuring a jetted tub and tiled shower. Two additional bedrooms and a second luxurious full bath complete this floor. A sunlit thirdlevel loft with dual skylights provides the perfect retreat for an office, studio, or wellness space. The finished lower level offers versatility with a kitchenette, full elegant bath, generous storage, and walkout access to a secluded patio. Wonderful in-law potential or multigenerational living space. Surround sound in main and lower level. Abundant natural light from sunrise to sunset. Set in a uniquely private location with no views of neighboring units, this residence also offers premium amenities including a heated in-ground pool, sports courts, fitness center, and clubhouse. All just minutes from the charming Village of Litchfield and close to Route 8 for effortless commuting.

294 Hunter Dr Unit 294, Litchfield

$533,200
3 Beds 2 Baths 24132262 MLS
Classic three bedroom colonial situated in desirable, low-traffic neighborhood one block from Litchfield Green - with one bedroom in-law apartment. Main house has primary bedroom with full, remodeled bathroom on main level, along with kitchen and family room, living room with wood burning fireplace and dining room. Hardwood floors throughout and interior walls recently re-plastered for soft, modern look. Full bathroom and two additional bedrooms on upper level. Large back yard with space for gardening and possible pool site. Side patio. Two car detached barn/garage with shed. Home has stucco exterior and plaster interior walls, very efficient for older home. BEST OF BOTH WORLDS - walk to town for shopping, restaurants, library AND easy access to White Memorial trail system and Greenway for bicycling. RARELY do you find an impeccable TURN-KEY in-town home. VERY special.

144 Meadow St, Litchfield

$530,000
3 Beds 2 Baths 24143253 MLS
Welcome to this charming Colonial perfectly situated in the Bantam Borough. It offers the ideal lifestyle, seamlessly blending the tranquility of country living with the convenience of village proximity. The heart of the home is the kitchen, featuring custom solid cherry cabinets, granite countertops and tile flooring, complete with a cozy eating space. Bathed in the glow of amazing sunsets, the impressive great room boasts a cathedral ceiling, a warm propane stove and elegant hardwood flooring. The main level also includes two comfortable guest bedrooms with parquet flooring and a full bath. The entire upper level is dedicated to the spacious primary bedroom suite, which includes a walk-in closet and parquet flooring. A versatile loft space provides the perfect spot for a reading nook or a dedicated work-from-home area. Situated on a quiet country road, you are just minutes away from fine dining and boutique shopping.

67 Cathole Rd, Litchfield

$530,000
3 Beds 4 Baths 24122554 MLS Hunter's Chase Of Litchfield BLDG.
Experience the private country club community of Hunter's Chase at Litchfield in this distinguished Pimlico-style residence, featuring a newer reimagined open floor plan, offering 3 bedrooms and 3.5 baths. This home, built in 2016 has the added feature of everyone's favorite-a 3rd floor finished loft with 2 skylights, perfect for an office, craft room, or even meditation space. A walk-out finished lower level with a full bath completes this 4 level home, with lots of spaces for today's modern living. An electric car charger is all set in the one car garage. Amenities include an inground heated pool, sports court, and a clubhouse with a gathering room with a fireplace and a fitness center. Come experience a lock & live lifestyle at Hunter's Chase set on over 70 acres, many of which are in conservation. This unique country location is just 5 minutes to the Historic Village of Litchfield or to RT 8, and only 2 hours to NYC.

405 Hunter Dr Unit 405, Litchfield

$525,000
2 Beds 3 Baths 24143059 MLS
Discover a blend of classic elegance and modern convenience in this stunning Beecher unit at the highly desirable Westleigh of Litchfield. This spacious townhouse offers an easy way to enjoy the country lifestyle, just moments from local shopping and exquisite restaurants. The main level welcomes you with a sophisticated living room featuring hardwood flooring, a cozy wood-burning fireplace and custom built-in cabinets and bookshelves. Natural light floods the sun-filled den, highlighted by a charming bay window. The chic dining room is perfect for entertaining with direct access to a private patio for seamless indoor-outdoor living. The kitchen is outfitted with stainless steel appliances and a convenient breakfast bar. A full bathroom completes the main floor. The upper level is dedicated to rest and relaxation, featuring an elegant primary bedroom suite. This private sanctuary includes an expansive walk-in closet and a luxurious en-suite bathroom with a double vanity, separate stall shower and a relaxing Jacuzzi tub. A comfortable guest bedroom also with a walk-in closet is served by a roomy guest bathroom. The partially finished lower level expands your living area with a versatile media room and an oversized cedar closet for storage. This beautiful townhouse is completed by an attached one-car garage.

2 Dickinson Ct Unit 2, Litchfield

$524,000
3 Beds 2 Baths 24170126 MLS
Discover the perfect blend of privacy and functionality in this beautifully expanded ranch! Set on a serene, fully fenced lot, this home offers a flexible floor plan designed to adapt to your lifestyle. A cozy living room space connects 3 bedrooms and a full bath while opening to a thoughtfully designed kitchen featuring granite counters, stainless steel appliances and a beverage fridge. The kitchen flows openly to a sitting/dining space flanked by a wood stove insert and sliders that open to a large Trex deck, perfect for seamless indoor-outdoor entertaining. The expansive family room has been transformed into a stunning primary suite bathed in natural light, complete with a primary bath. A generous mudroom off the garage offers bench seating and two closets keeping everyday life organized, while the garage itself is equipped with an electric vehicle outlet. For additional space, the LL has been finished and offers storage along with a walkout to the yard. Outside, enjoy a crushed stone patio perfect for a fire pit, a storage shed, peach tree and the peace of mind that comes with a fully fenced yard--perfect for pets, play or simply unwinding in total seclusion. Recent Updates in 2025 include: Roof, Water Heater, Well Pressure tank, finished LL. See attachments for full list. Welcome Home!

110 Campville Rd, Litchfield

$520,000
3 Beds 3 Baths 24110079 MLS
This charming and unique post-and-beam converted dairy barn, once part of Walnut Hill Farm, is full of character. The walk-up attic with a widow's peak (recently upgraded with $2,000 in new windows) offers expansion potential for an amazing additional living space. The property includes a studio apartment that can provide monthly income (was prev $850 below market value month-to-month) or serve as extended family space. For collectors or those with multiple vehicles, there are two three-car detached garages (one with a full second floor) and an additional garage under the house. The main living area is open and inviting, with a kitchen that flows into the dining and living room spaces. Large windows bring in natural light, and newer sliders lead outside. An oversized wood stove can heat the entire house, perfect for cozy snowy days. There's also a quiet family room with barn wood walls and a picture window. The home features two bedrooms on the main level, 1.5 baths, 8" walls, solar panels, and three mini-splits, making it highly energy-efficient. The main home's electric bill averages $123.18, while the apartment's is just $51.65, with solar contracts included. The grounds are stunning, with amazing flower gardens, a tilled and ready vegetable garden, and two stone silo foundations adding unique character. The roof over the family room section and one garage is about a year old, while the rest of the roof dates to 2010. This property is a rare gem!

412 Goshen Rd, Litchfield

$510,000
3 Beds 2 Baths 24115768 MLS
Historic 1800s waterfront home nestled in a beautiful and tranquil area yet close to major roads for easy access. The home borders Northfield Pond allowing for fishing, paddleboarding, kayaking, ice skating and more right from your own backyard. Abundant town and state land surround the property offering privacy, hiking and a buffer from development. The home has 3 lovely bedrooms all with original flooring. The primary bedroom is spacious with a large walk-in closet/office area. The walk-up attic has two rooms not included in the square footage which provides easy expansion possibilities. A screened sunroom, back deck, stone firepit and patio with a built-in barbecue offer a variety of entertaining options or the perfect setting for a quiet sunrise. The home has been completely updated with a newer roof, updated electrical, vinyl siding, windows, kitchen and baths. Original hardwood floors and wood beams, fireplace and newly updated fixtures offer an appealing mix of heritage and modern convenience. Town card lists 1910 as date built but historical documents indicate it was built around 1830. The town of Litchfield is brimming with small town charm, centered around an historic green. The beautiful and vibrant town offers arts and culture, many community events and festivals, fine cuisine and cute shops. The area has an abundance of outdoor activities including hiking, biking, horseback riding, multiple state parks, Bantam Lake, skiing, wineries, farms and much more.

21 Knife Shop Rd, Litchfield

$500,000
3 Beds 3 Baths 24025695 MLS
Make this country home your summer retreat. Experience the allure of this private country setting, set back from the road surrounded by lush woodlands and wildlife just minutes from down town Litchfield. This Litchfield County home offers privacy on 15 tranquil acres with a meandering stream along the property boarder flowing into your own large pond seen in the photos. This 3-bedroom, 2.5-bath high ranch boasts a spacious country-style kitchen and 3 season room in the back of the house and front of the house, balcony, running the width of the house overlooking the properties landscape with views of the pond and field. Wander through two expansive fields with fruit trees, a barn, and inviting wooded areas ideal for exploration. Adjoining the 4,000-acre White Memorial Wildlife Sanctuary, this property is a true haven for nature enthusiasts. Recent upgrades include a new roof installed in October 2024. Don't miss the chance to explore all this exceptional property has to offer! Consider making this property your own or subdividing for investment opportunity. White --Memorial wildlife sanctuary is Connecticuts s largest nature center and wildlife sanctuary. 4,000 acres, 35 miles of trails for hiking, mountain biking, horseback riding, fishing, cross-country skiing, bird observation platforms. New roof in Nov 2024. Most floors have been stripped ready for new carpeting or tile. The country kitchen and bathrooms need updating with your personal touch.

645 S Plains Rd, Litchfield

$495,000
3 Beds 2 Baths 24185271 MLS
Tidy multi-family easily converted back to one family. Large detached heated garage and workshop with loft. First floor unit includes one large bedroom with walk-in closet and office nook, large kitchen & living room. Beautiful hardwood floors throughout. Upstairs unit includes 2 bedrooms and living room with carpet, kitchen and pantry, dining or transitional room & full bath. Access to attic storage via stairs. Washer/dryer in both units. Covered porch. Solar panels on the garage efficiently serves downstairs unit. Plenty of parking. Separate garage with loft. Nice yard with garden space. Opportunity abounds. Close neighborhood amenities include The Market, Arethusa, restaurants, Bantam Cinema, Bantam Lake and more! Tenant in place.

22 Highland Ave, Litchfield

$480,000
3 Beds 2 Baths 24126045 MLS
All the modern refinements, features, and touches, perfectly blended with the country lifestyle and privacy of Litchfield County. Welcome to 718 Northfield Rd! Upon arrival, two private driveways welcome you into pure peace and tranquility. This ranch style home with updates inside and out, they speak for themselves to where you'll know it's the one instantly! The open concept and stunning design of the kitchen, reaching to the newly built living room addition offers the opportunity to entertain, cook with ease, and an everyday feeling of loving where you live. With room for a large dining room table, kitchen island for a quick meal, exposed beams, stunning fireplace and plenty of windows designed for a light and bright atmosphere and easy access to outdoor entertaining as well! Just down the hall, 2 bedrooms, a central & updated full bath, entry to the primary suite. The primary suite offers a beautifully designed dressing area, with an updated full bath, walk in closet with barn doors, while offering more exposed beams and space for a king-sized bed. Let's talk about the lower level, shall we? Fully finished with closets, laundry, and walk out to the two-car garage. How you choose to use it, current use as an entertaining space, or a home gym, office, it's always good to have more space, and more options! Outside, the current owners have made incredible improvements for parking, level yard space, and entertainment! Do NOT walk property without a confirmed showing. Cameras.

718 Northfield Rd, Litchfield

$475,000
3 Beds 2 Baths 24136984 MLS
This newly built modern country ranch offers single level living at its best in the beautiful town of Litchfield! From the dream front porch for sipping your morning coffee, to enjoying nights around the firepit on the beautiful rear patio, this house offers plenty of outdoor space with almost 2 acres and a detached two car garage. Inside you'll find a spacious kitchen that will please the cook in the family with a large island, granite countertops, deep farmhouse sink, and a gas range with a beautiful exhaust hood. French doors from the kitchen lead directly out to the rear patio blending the indoor and outdoor spaces, perfect for enjoying dinners with guests. The open concept floor plan with hardwood flooring throughout and vaulted ceilings gives the home a modern feeling while the white shiplap walls keep the balance of a charming country home. The laundry room is conveniently located on the main level making this a perfect home for those looking to downsize with virtually no stairs. The primary bedroom features a walk-in closet and has a delightful on suite bath featuring double sinks and a walk-in shower enclosed in glass, both accessed by sliding barn doors. The two remaining bedrooms share the second full bath with plenty of space for everyone. This 8-year-old home has a 200 amp electrical panel, efficient propane heating system, and central air throughout. To top it all off is the amazing black standing seam metal roof that looks great and will last forever!

165 Campville Rd, Litchfield

$460,000
4 Beds 3 Baths 24137879 MLS
TIMELESS CHARM in the Northfield section of Litchfield. Step into this spotless, move-in-ready home that blends the character of the late 1800s with thoughtful modern updates. Arched openings between rooms create an inviting flow through a well-designed floor plan, featuring a mix of hardwood, tile, and carpeted floors that add warmth and variety throughout. The spacious interior offers 3 full baths and an ensuite primary bedroom complete with a dressing room and walk-in closet. The split upper-level layout provides three bedrooms accessed by two separate staircases, offering privacy and flexibility. Several rooms can easily adapt to your lifestyle-serving as bedrooms, offices, or cozy dens. The walkout basement, equipped with a B-Dry system with battery backup, opens to a large, level yard-perfect for outdoor activities or gardening. An oversized, detached 3-bay garage provides abundant space for five vehicles, storage, and workshop needs. Enjoy attractive sightlines between rooms and the charm typical of 19th-century craftsmanship, all with quick and easy access to Route 8 for convenient travel throughout the Naugatuck Valley. Whether you're searching for a full-time residence or a weekend retreat, this home offers comfort, flexibility, and classic appeal.

31 Main St, Litchfield

$450,000
4 Beds 3 Baths 24190079 MLS
Located in the heart of the Litchfield Historic District and bordering White Memorial Conservation Center land - this 1889 gem is the perfect OPPORTUNITY for restoration and renovation. Whether you are an investor, preservation enthusiast or visionary - it is your chance to add value to an historic dwelling in one of the county's most sought after communities. Built in 1889 with all the charm of that period, the main level includes great room with fireplace and french doors to western facing deck and lawn. Kitchen, dining room, cozy office or study with stone fireplace. Sun room. Four bedrooms and laundry on upper level. Two staircases. Attached two car garage. Hardwood floors throughout. Historic properties of this vintage, location and potential are increasingly RARE. Bring your imagination and craftsmanship to unlock the full potential of this 1889 residence. Walkable to White Memorial trails, boardwalk, and Litchfield Green with shopping and restaurants.

222 Old South Rd, Litchfield

$438,450
4 Beds 3 Baths 24166013 MLS
***HIGHEST AND BEST MONDAY 4/13 AT 9PM. *** Step into a timeless blend of historic charm and modern comfort at 69 Fenn Road, nestled in the desirable Northfield neighborhood of Litchfield. Originally built in 1824, this beautifully reimagined 1,898 sq ft home sits on a level and sun-filled 0.98-acre lot, offering the character of yesteryear with the confidence of a full 2018 renovation-including updated electrical, plumbing, and so much more. From the moment you enter, the warmth of antique exposed beams and rich hardwood flooring sets the tone. The main level offers a thoughtfully designed layout featuring a spacious living room and inviting family room, gracefully separated by a cozy wood stove-perfect for New England evenings. The dining area flows seamlessly into the updated kitchen, where granite countertops, a gas cooktop with electric range, and stainless steel appliances create a space both functional and stylish. Sliders lead out to a generous backyard deck, ideal for entertaining or simply enjoying the peaceful surroundings. A standout feature is the charming study, complete with a propane stove and antique wood-cut built-in bookshelves-an inspiring space for work or relaxation. The first floor also includes a bedroom with its own remodeled half bath, a fully updated full bath, and convenient laundry.

69 Fenn Rd, Litchfield

$433,000
4 Beds 1 Baths 24161067 MLS
A rare opportunity to secure a well-maintained 4-bedroom home with land, location, and long-term potential in the heart of Bantam. Offered for the first time, this ranch is set on 1.5 acres and has been lovingly cared for by the same family since it was built in 1963. Designed for easy one-level living, the home features a spacious, sun-filled living room centered around a classic fireplace with built-in shelving. Hardwood floors run through the bedrooms, with additional hardwoods beneath portions of the main living area ready to be uncovered. The kitchen and dining area offer a practical layout with direct access to the backyard, creating a seamless indoor-outdoor connection. Four bedrooms and one full bath are efficiently arranged. A full walk-out basement provides substantial storage, workshop space, and strong potential for a future finished living area with direct access to the outdoors. An attached two-car garage adds everyday convenience. The lightly wooded 1.5-acre lot offers both privacy and usability, with a level yard ideal for recreation, gardening, or future enhancements. A covered outdoor area adds additional flexibility for seasonal use and entertaining. Located just minutes from Bantam village, Arethusa, Bantam Market, and the greater Litchfield amenities, Clean, solid, and move-in ready with room to personalize, make this house your home today.

143 Vanderpoel Ave, Litchfield

$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

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