Refine Search
Sort by
19 Seherr Thoss Dr, Litchfield
$7,400,000
7 Beds ⋅ 8 Baths ⋅ 24155364 MLS
Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet, including a recently appointed lower level. Accommodations are lavish, with seven principal bedrooms, each distinguished by its own fireplace and six & a half sumptuous baths. Inside, discover character-filled living spaces designed for grand entertaining and intimate repose. A spacious open plan kitchen / dining / family room flows into the formal Dining Room with custom millwork adjoining the elegant Living Room and screened porch. Luxury amenities abound, including an elevator to all 4 levels, a serene spa, dedicated billiards room and a timeless wood-paneled library/study. The second floor hosts dual primary suites and four supplementary bedrooms, while the third floor is home to a dedicated bunk room and a state-of-the-art home theater. The finished lower level is an entertainer's dream, offering a spacious recreation room, climate-controlled wine cellar, wet bar, two additional fireplaces, gym area and a half bath. The estate's auxiliary structures elevate the property to a luxurious, multifaceted estate and gathering complex.

19 Seherr Thoss Dr, Litchfield

184 Fern Ave, Litchfield
$3,950,000
8 Beds ⋅ 10 Baths ⋅ 24100203 MLS
Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then leads to the saltwater pool. A main floor guest bedroom suite with its own bathroom is an added convenience and can be a ground floor primary. There are lots of space for grand entertaining in the formal dining room, living room and great room. Plenty of cabinetry and shelves to display your treasures. You can warm yourself by the fireplaces. The master bedroom suite on the upper level has it all, walking closet, fireplace , sunroom and a large bathroom with steam shower and jet tub. 3 additional bedrooms round up the second floor, all with en-suite bathrooms. A separate laundry room is conveniently located on the bedroom level. The 3 floor has a loft and 2 additional bedrooms also with en-suite bathrooms.The lower level is fully finished and is a walk-out to the grounds. It also includes a wine cellar, a gym and a kitchenette. A separate apartement with a patio is located above one of the garage, which house 3 cars. Another garage for 6 cars is an additional outbuilding. Acreage is consisting of 3 separate parcels which are included w/sale.

184 Fern Ave, Litchfield

631 Milton Rd, Litchfield
$2,995,000
5 Beds ⋅ 5 Baths ⋅ 24196507 MLS
Situated on 27+ secluded acres, this exquisite 2023 colonial farmhouse offers the perfect blend of modern luxury and serene privacy. The light-filled, open floor plan is anchored by a chef's kitchen featuring a premium gas range, Subzero refrigerator, walk-in pantry, generous island and French door that open to the patio-an ideal setting for al-fresco dining. The spacious living room boasts a charming woodburning fireplace and flows seamlessly into the dining room, while a dedicated home office located just off the dining room provides a quiet space to work remotely. Retreat to the m The main floor primary suite, complete with a luxurious bath. A tasteful half-bath completes the main level and hardwood flooring runs throughout the main and upper levels. Upstairs, the home features four spacious guest bedrooms, including two private ensuites and two additional bedrooms that share a well-appointed bath. The finished lower level is designed for recreation and wellness, featuring a private media room and a home gym. The property continues to impress outdoors, where your private oasis awaits: enjoy summers in the saltwater pool or stroll down a scenic path to the Shepaug River for fishing and nature walks. Complete with an attached two-car garage, this exceptional property is a rare find.

631 Milton Rd, Litchfield

162 Hutchinson & Mike Road Parkway, Litchfield
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 24201810 MLS
Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 3 lots totaling 63.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

162 Hutchinson & Mike Road Parkway, Litchfield

171 South St, Litchfield
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 24203922 MLS
Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

171 South St, Litchfield

162 Hutchinson Pkwy, Litchfield
$1,900,000
5 Beds ⋅ 5 Baths ⋅ 24199990 MLS
Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 2 lots totaling 22.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

162 Hutchinson Pkwy, Litchfield

530 Milton Rd, Litchfield
$1,790,000
5 Beds ⋅ 4 Baths ⋅ 24213726 MLS
Spectacular. Turn key. Authentic Salt Box circa 1756. One of the largest in Connecticut. It is in mint condition, with many recent updates. New mechanical systems, new kitchen and baths. A large generator is also a recent addition. A beautifully restored barn and a two car's garage are an additional bonus. The landscaped beds and garden, enhanced with stone walls add to the charm and value of this unique propert. It is set in on historic Milton Green. It is over 4,347 sq/ft, on a 4.37 acres lot with 5 bedrooms and 4 bathrooms. Antique charm with all the modern convenience. The additional barn add another 2.000 s/f if needed... It is truly an architectural Gem!... The house and the garden have being published in the Rizzoli book by Annie Kelly & Tim Street Porter" Rooms to Inspire in the Country".

530 Milton Rd, Litchfield

107 Clark Rd, Litchfield
$1,673,000
6 Beds ⋅ 5 Baths ⋅ 24211682 MLS
A rare opportunity to own a significant example of Litchfield County modernism, this distinctive 1970 home was designed by noted Yale educated architect Thomas C. Babbitt, whose work helped shape the region's mid-century architectural landscape. Thoughtfully conceived to respond to its natural setting, the home reflects Babbitt's modernist sensibility through dramatic expanses of glass, soaring ceilings, strong geometric forms and an effortless connection between interior and landscape. Two-story windows frame the surrounding acreage as an ever-changing backdrop. The interiors retain the character and warmth that defined Babbitt's designs: generous volume balanced by intimate living spaces, built in book cases, multiple fireplaces, the interplay of wood, glass and stone. The home feels at once architecturally important and remarkably livable. Chef's kitchen with high-end appliances, original wood cabinets, stylish bar. Recognized as six bedrooms, though two are used as an office and media room. Full lower level with guest apartment, currently used as artist's studio. Pool with cabana, screened porch and bathroom. Almost entirely surrounded by Litchfield Land Trust preserves. In the neighborhood of two significant Marcel Breuer designed homes, 107 Clark road is for the Buyer who appreciates a meaningful connection to the architectural history of Litchfield.

107 Clark Rd, Litchfield

21 Gate Post Ln, Litchfield
$1,579,000
4 Beds ⋅ 5 Baths ⋅ 24207119 MLS
Honoring the historical architecture of New England but with modern elements to meet the needs of family living today is this newly-built Greek Revival. Nestled on 11+ private acres on the Litchfield-Washington border this elegant yet relaxed sun-filled home has glorious views of the surrounding hills and superbly-crafted period details throughout. The first floor has 10-foot ceilings, large energy-efficient trimmed windows, and extra-high wainscoting that extends throughout. The open, flowing layout of the main floor has a kitchen at the core, which is designed for both culinary creativity and lively family gatherings. Conjoining the kitchen space is a dining area, a spacious family room, and glass doors to the outside deck. A separate office, a half-bath and a generous mudroom/pantry with access to the garage completes the first floor. Upstairs are four bedrooms each with ensuite bathrooms, a large loft area, and a laundry room off the hallway. Built for life in the country, this home has a full walkout basement with numerous windows and a doorway that opens to a level backyard that can easily accommodate a pool. A large front and back yard ringed by trees complete this exceptional setting. The home in the last phase of construction with approximately 2-3 weeks to full completion. Agent/Owner

21 Gate Post Ln, Litchfield

168 Fern Ave, Litchfield
$1,499,000
4 Beds ⋅ 4 Baths ⋅ 24166479 MLS
Welcome to Fern House at 168 Fern Avenue-an extraordinary private country estate set on 3.71 picturesque acres in one of Litchfield's most coveted enclaves. Perfectly tucked behind mature landscaping and approached by a graceful circular drive, this quintessential New England retreat offers the rare combination of luxury living, equestrian amenities, and resort-style outdoor spaces just moments from the storybook charm of downtown Litchfield. Spanning more than 3,600 square feet, this expansive contemporary residence is filled with natural light, soaring ceilings, and oversized windows that frame lush views in every direction. A dramatic double-height foyer opens to an airy, open-concept main living area anchored by a stunning floor-to-ceiling fireplace-creating both warmth and architectural impact. Designed for elevated everyday living and effortless entertaining, the chef's kitchen is beautifully appointed with premium appliances including double KitchenAid wall ovens, a five-burner cooktop, dishwasher, pantry, and dedicated office nook, all flowing seamlessly into gracious gathering spaces and a formal dining room. The flexible and thoughtfully designed floor plan offers four bedrooms and three-and-a-half baths, including a desirable first-floor primary suite option.

168 Fern Ave, Litchfield

14 Gate Post Ln, Litchfield
$1,397,500
4 Beds ⋅ 5 Baths ⋅ 24193748 MLS
This new construction home is perfectly sited on 10+ private acres located on the border of Litchfield and Washington. It abuts 70 acres of open space land with access to the Shepaug River, and is located within a few minutes drive of the villages of Bantam, New Preston, Washington, and private schools in the area. With 4 bedrooms and 4 1/2 bathrooms, this home has an open floor plan with many windows and tall ceilings for light-filled, airy spaces. Coming in from the attached garage you enter a large mudroom with 1/2 bath, built in bench, and plentiful storage. The custom kitchen with high end appliances features a breakfast bar, dining area, and opens up to a large deck. The family room is bathed in sunlight by windows facing south and west and features a built-in bookcase and a fireplace. There is a private office off the entry foyer. The second floor includes 4 en-suite bedrooms, a loft area, and laundry room. The primary bedroom suite includes an all-marble bath with oversized shower and a generous walk-in closet. The full, unfinished basement is a walkout with lots of windows and access to the backyard. The property is professionally landscaped with brick walkways to the front porch and rear deck. The backyard has ample space for a pool site . Agent/Owner

14 Gate Post Ln, Litchfield

6 Kubish Rd, Litchfield
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 24214625 MLS
Super private and peaceful riverfront retreat on 10+ acres in Litchfield, where cutting-edge design meets the kind of nature you thought didn't exist anymore. Single-level living done right: wide hallways, High ceilings, clean lines, polished concrete floors with radiant heat underfoot. Open concept living currently presented as a spacious dining area and two distinct living spaces leading to a deck, with a river view - perfect for outdoor entertaining! Well appointed Kitchen with breakfast bar seating and all the high-end touches you'd expect. Two primary suites one with a separate entrance, pre-plumbed for an additional kitchen and laundry - perfect for guests / family who like independence! The other Primary suite features a top-tier infrared sauna. Two more bedrooms round things out, along with a large full bath with shower stall and a claw foot tub. Huge storage rooms and oversized 2 car garage! Step outside and it's your own private playground with direct water access and views of the river. Trails run into State Land next door - effectively extending your backyard! Mohawk Mountain for winter ski weekends, access to Bantam Lake for summer days and the kind of privacy that makes you forget the world exists - yet you're minutes from refined dining and culture, quintessential New England villages, Litchfield's farm-to-table scene and Bantam's local charm.

6 Kubish Rd, Litchfield

108 Norfolk Rd, Litchfield
$779,000
3 Beds ⋅ 3 Baths ⋅ 24210430 MLS
Welcome to 108 Norfolk Road, a charming custom built, carriage house in historic Litchfield, Connecticut set on a private, flat 2 acre lot. This home features 3 bedrooms, with two on the first floor and the master suite on the upper main living level, and 2.5 beautifully updated baths with updated toilets, fixtures, and tile. The upper level boasts a light-filled living space, with vaulted ceilings and exposed beams, and an open-concept kitchen perfect for entertaining. When entering the ground level, you are met with houndstooth-tiled flooring paired with radiant heat throughout and full-wall windows looking out onto the expansive lawn area. The outdoor living area features a stone patio covered with a pergola and fire pit. Additional highlights include a whole-house generator, a two-car detached garage, and a new roof scheduled for installation in the coming weeks. Walking distance from the historic Litchfield Green, and minutes from local shops, dining, hiking trails, and picturesque Litchfield County scenery.

108 Norfolk Rd, Litchfield

104 Goslee Rd, Litchfield
$750,000
3 Beds ⋅ 4 Baths ⋅ 24215650 MLS
The view stretches across the hills for what feels like forever. Set on 5.21 open acres, 104 Goslee Road pairs a sweeping view toward Bantam and Litchfield with the space and privacy of a true country property. The well-built Colonial offers three bedrooms, three and a half baths, an attached garage, and additional finished and heated space in the lower level. Inside, custom built-ins and a large fireplace bring warmth and character to the home. The year-round sunroom makes the most of the setting, providing a front-row seat to the landscape through every season. Downstairs, a full bathroom and flexible finished space create options for guests, recreation, a home office, or extended living. Outside, established landscaping frames the home while preserving the openness of the property. The acreage offers room for gardens, animals, outdoor projects, or simply slowing down and enjoying the view. A deck and covered porch provide additional places to take in the surroundings. Bantam has become something of the Brooklyn of Litchfield, a small village with an independent spirit, a thriving arts scene, and some of the area's best-loved restaurants and gathering places. Bantam Lake, White Memorial, and Litchfield's historic town center are all close by. With a substantial home, usable acreage, a creative Bantam location, and a view that cannot be recreated, 104 Goslee Road brings together the best parts of living in Litchfield County.

104 Goslee Rd, Litchfield

26 Seminole Cir, Litchfield
$725,000
2 Beds ⋅ 3 Baths ⋅ 24171689 MLS
Indian Knolls offers beautifully landscaped grounds and stylish home designs that create an elegant atmosphere in this 55+ community. Situated just a few miles from Litchfield center and a short distance from the chic Bantam hamlet, the location blends convenience with sophistication. Residents enjoy easy access to fine dining, as well as a variety of social, cultural, and recreational amenities, all of which are only minutes away. The community itself is a quiet village of 18 homes, thoughtfully built on sixteen acres bordered by conservation land and the Bantam River. This home features a single-level layout designed for comfort and ease. The living room boasts a cathedral ceiling and a gas fireplace, providing a warm and inviting space for relaxation. Entertaining is effortless in the formal dining room, while the eat-in kitchen offers a breakfast nook and doors leading out to a spacious deck, perfect for enjoying the outdoors. The primary bedroom impresses with abundant closet space and a large bath equipped with a separate shower and tub. An additional bedroom ensuite is finished with wall-to-wall carpet, creating a cozy retreat for guests or family. A full, partially finished basement includes an area set up as an exercise room and provides access to a small patio, ideal for additional outdoor enjoyment. Experience the vibrant lifestyle of Litchfield Hills, with its rich culture, diverse dining options, renowned wineries, libraries, gardens, local farms and craftsmen

26 Seminole Cir, Litchfield

27 Sally Burr Rd, Litchfield
$695,000
3 Beds ⋅ 2 Baths ⋅ 24205577 MLS
Beautifully renovated, private and move-in ready! This three-bedroom Litchfield home offers the perfect blend of character, modern updates and indoor-outdoor living, all within the highly sought-after Region 20 school district. Inside, gorgeous hardwood floors add warmth and character, complemented by both a wood-burning fireplace and a propane stove. Two bedrooms are located on the main level, while the entire upper floor is dedicated to a spacious primary suite, creating a private retreat all its own. One of the true highlights of this home is the incredible outdoor living space. Directly off the main living area, expansive decks lead to a huge screened-in outdoor area-perfect for summer dinners, entertaining friends, morning coffee or simply relaxing and enjoying the peaceful, private surroundings. Extensively renovated and thoughtfully updated, the home also features a brand-new roof and brand-new septic system, taking care of two major investments for the next owner. Walk out basement for possible future expansion. Tucked into a private Litchfield setting yet just minutes from the shopping, dining and everyday conveniences of Torrington, this home offers the best of both worlds. Beautifully updated, wonderfully private and designed for easy living and entertaining-this one is truly ready to enjoy.

27 Sally Burr Rd, Litchfield

212 Old South Rd, Litchfield
$679,000
3 Beds ⋅ 2 Baths ⋅ 24185585 MLS
MIDCENTURY OASIS MEETS CONSERVATION SANCTUARY: A mid-summers "White" Dream! For those who appreciate quiet luxury and a deep connection to a peaceful retreat, this mid-century ranch is all about you! ENERGY EFFICIENT, SOLAR POWERED, all electric with battery backup. No-Oil, Gas or Propane, this charming 6 room ranch has 3 bedrooms and 2 full baths. Step inside to a cozy living room with fireplace, a dining room and kitchen with access to a backyard oasis, where you can soak in the hot tub or enjoy sunset cocktails on the terrace. Completing the main level is the primary suite with a cathedral ceiling and remodeled bath. There are two more bedrooms, one with an attached bath. The lower level has laundry, a play area and a walk-out to the well- manicured gardens. A rare opportunity to enjoy all the attributes of easy one level living and stellar views of every season right outside your door. The western border adjoins the White Memorial Foundation. An Energy efficient home has a leased solar panel system with battery back-up. Stay cool and comfortable in the summer with CAIR & single-zone mini-splits. Whether you're an entertainer, gardener, writer who covets quiet, or someone looking for a year-round in-town residence, this home is for you. Dining, dancing under the stars, dallying in the shops or driving over the country roads in the northwest corner, this delightful property is for you! 2 hrs. to NYC, close to Rt.8, easy drive to Bradle

212 Old South Rd, Litchfield

77 Beach St, Litchfield
$650,000
3 Beds ⋅ 3 Baths ⋅ 24211107 MLS
This quintessential cape has incredible New England charm and has lots to offer! The home sits on a one acre flat lot on a quiet country road that is just minutes to the Litchfield Green. Up the bluestone front steps you'll enter the foyer with a bright and spacious living room with cozy fireplace on one side of the entry way. Opposite the living room you'll find a large dining room with an incredible wall of custom cabinetry. This room is perfect for all of your holiday gatherings. Through the dining room you'll enter the large kitchen with ample of counter space, a bright breakfast nook that opens onto the large deck as well as direct access to the large two car garage. The main floor has hardwood floors throughout, a full bathroom and family room that overlooks the backyard with fireplace and built-in's perfect for movie night but could easily be a spacious office or converted to a first floor primary suite. Upstairs you'll find the primary suite with hardwood floors, a walk-in closet and a large en-suite bathroom with oversized tub/shower. In addition there are two generous bedrooms with ample closet space which are served by a full bath. A finished portion of the lower level with built-in shelves is a perfect rec room or additional office space with plenty of natural light. This home has been lovingly maintained in its 20+ year ownership with recent updates of new composite decking, updated windows, oil tank, water conditioning and filtration system and more

77 Beach St, Litchfield

1231 Bantam Rd, Litchfield
$649,000
4 Beds ⋅ 3 Baths ⋅ 24199316 MLS
Set on 1.62 acres in Bantam, 1231 Bantam Road is a Cape Cod style home offering a flexible layout with 2,501 sq ft, 4 bedrooms and 2.5 baths. The home opens into a generous front room, offering flexible use as a sitting area or welcoming foyer, with an elegant dining room to the right and an inviting kitchen featuring an island, abundant cabinetry, farmhouse sink and granite counters. A stone patio sits just outside the back kitchen door, adding an easy outdoor connection. The foyer/sitting area also connects to a convenient half bathroom. The family room has a large bay window, and the formal living room offers a wet bar, working fireplace and large doors to a spacious wraparound deck that extends the living area outdoors with room for dining, comfortable seating and peaceful views over Hillbrook Equestrian Center. The main-level primary suite includes a full bathroom with large shower, double vanity and laundry area. Upstairs are three bedrooms (one is smaller), plus a hall full bathroom with a tub/shower. The backyard barn brings added charm and opportunity, offering a flexible space for storage or a future project with the right vision. Close to Bantam dining, shopping, White Memorial trails and the Litchfield Green, this property pairs everyday convenience with a scenic country setting. Recent Updates: 2022: New Roof, Windows, Remodeled Bathrooms & Kitchen 2025: New Water Heater 2026: New Boiler, New Electrical Updates, Remodeled Primary Bathroom, New Gutters

1231 Bantam Rd, Litchfield

329 Norfolk Rd, Litchfield
$639,000
3 Beds ⋅ 2 Baths ⋅ 24201589 MLS
Discover the timeless appeal of this beautifully updated mid-century contemporary residence nestled in a peaceful, sought-after Litchfield Hills neighborhood. Spanning over 2,000 square feet, this home emphasizes clean lines, abundant natural light, and a seamless indoor-outdoor flow. The main level features an inviting open floor plan where the living room and dining area transition effortlessly into an updated kitchen. The architectural heart of the home is a dramatic, sun-drenched family room-the perfect setting for modern living and entertaining. Experience true relaxation on your private deck or within the expansive screened-in porch, designed to blend your interior space with the tranquil surroundings. The main floor offers effortless convenience with a generous primary suite boasting a private oversized bath, alongside two additional bedrooms-one of which serves as an ideal home office. Ascend to the second floor to find a stunning, expansive loft overlooking the living area; this versatile space is an inspiring canvas for a studio, media room, or creative retreat. The finished lower level adds practicality with a spacious mudroom, dedicated exercise room, laundry, and an oversized two-car garage. Experience this rare blend of mid-century character and modern functionality in Litchfield.

329 Norfolk Rd, Litchfield

75 Meadow St, Litchfield
$599,000
3 Beds ⋅ 3 Baths ⋅ 24209412 MLS
Situated along a highly coveted side street with an architecturally significant row of detached 19th-century homes, this circa 1840 two-story, gable-ended residence perfectly captures the timeless elegance and historic spirit of the second quarter of the 19th century- and all just steps away from the charming center of the Litchfield village. Offering 8 rooms filled with period detail, the home opens with a front entryway highlighted by a magnificent curved bow wall- a signature hallmark of the era's fine craftsmanship. The main level includes a welcoming living room, dining room, well-appointed kitchen and a versatile cozy room perfect for a private home office, study or library. The main floor primary suite serves as a peaceful retreat, complete with a dedicated seating area, a full dressing room and an en-suite bath. A main level half-bath completes the first floor. Upstairs the second level hosts two generous bedrooms and a spacious full bathroom. Step outside the kitchen door to a wonderful patio designed for outdoor dining and entertaining or gather round the firepit under the stars in the backyard. This is a rare opportunity to own a piece of historic Litchfield in an unbeatable location! Litchfield is 2+- from NYC and boasts incredible dining, wonderful boutique hotels, shopping, hiking, boating, skiing an so much more!

75 Meadow St, Litchfield

83 Old Mount Tom Rd, Litchfield
$489,900
3 Beds ⋅ 2 Baths ⋅ 24197732 MLS
Beautiful Private Setting in Bantam! Enjoy the peace and privacy of this charming 6-room ranch set on 4.8 private acres in desirable Bantam. The home offers 3 bedrooms and 2 full baths, with a comfortable layout and plenty of potential to make it your own. The inviting living room features hardwood floors, while the dining room also offers hardwood flooring and sliders leading to a spacious deck-perfect for entertaining or relaxing while enjoying the natural surroundings. The spacious eat-in kitchen provides plenty of room for everyday living, and the main-level laundry adds convenience. The primary bedroom includes a full private bath and walk-in closet. Additional features include a 2-car attached garage, newer boiler and oil tank, and a beautiful property that borders open space. Conveniently located close to shopping, dining, and many of the area's great restaurants in Bantam and Litchfield It offers a wonderful opportunity to create your dream home in a beautiful private setting.

83 Old Mount Tom Rd, Litchfield

41 W Morris Rd, Litchfield
$485,000
2 Beds ⋅ 1 Baths ⋅ 24214791 MLS
Don't miss this 1750 colonial on a quiet country road! Situated on 6 acres with frontage on the Bantam River sits this wonderfully charming colonial with period features but all the modern conveniences. The main floor features cozy paneled living room with hardwood floors and a fireplace, large dining area with the original fireplace and paneled built-in's. The renovated bright and airy kitchen with butcher block and granite countertops overlooks the level lot. A spacious full bath and laundry area round out the main floor. Upstairs there are two bedrooms with beautiful antique details plus a dedicated office space with original wide pine floors. The home features a new electric hot water heater, forced air heating system with central air, new well in 2019 and new roof in 2024 along with whole home automatic generator. The property features a stunning 50' x 20' two-car post and bean barn with walk up loft, two workshop areas and an additional storage loft. The stone wall lined level lot extends down to the Bantam River with beautiful views of neighboring conserved land. An incredible opportunity to make this antique beauty your own! Just minutes from all that both Bantam and Litchfield have to offer, 2 hours from NYC this is a wonderful countryside retreat.

41 W Morris Rd, Litchfield

214 Wheeler Rd, Litchfield
$399,900
3 Beds ⋅ 1 Baths ⋅ 24215968 MLS
CHARMING COUNTRY LIVING IN HISTORIC LITCHFIELD! Discover the peaceful beauty of historic Litchfield in this inviting home, nestled in a beautiful country setting where quiet surroundings and a relaxed lifestyle await. Enjoy the tranquility, while appreciating the charm and character that make Litchfield such a special place to call home. Several important updates provide added peace of mind, including a driveway which is approximately 7 years old, along with the oil tank, furnace, septic system, a metal decra roof, and hot water heater, which have all been updated approximately 15 years ago. The seller is looking for a quick closing making this an excellent opportunity for any buyer ready to make their move. As an added bonus, the seller is offering a $5,000.00 credit toward kitchen and flooring upgrades at closing! If you're looking for a peaceful retreat with generous storage, key improvements, and the opportunity to add your own personal touches this Litchfield property is ready to welcome you home!

214 Wheeler Rd, Litchfield

290 Torrington Rd, Litchfield
$399,000
4 Beds ⋅ 2 Baths ⋅ 24212381 MLS
Step into the timeless charm of this classic 1950s Cape Cod, ideally located just minutes from the historic Litchfield Green, local restaurants, and beautifully curated shops. Lovingly maintained by the same well loved Litchfield family for decades, this special home is ready to begin its next chapter. Featuring four bedrooms and two full baths, the home offers a wonderful opportunity to bring your own decorating vision to life. Rich wood paneling, warm wood floors, and built-in bookcases surround the traditional brick fireplace in the living room, creating a cozy and welcoming gathering space. The dining room opens through sliders to the back deck, overlooking the private in-ground pool perfect for summer entertaining and relaxing. The sunny galley style kitchen makes efficient use of the space and opens naturally to the dining room. Just off the kitchen, a study/sunroom/office provides a versatile space for working from home, reading, crafting, or simply relaxing with your favorite book or streaming the latest episode of your favorite show. This home offers the character and warmth of a bygone era, along with the opportunity to make it uniquely your own. Bring your vision, your ideas, your personal style and with some TLC you can create a home to love for years to come.

290 Torrington Rd, 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.

How much is your home worth?

Get instant property value now!