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$450,000
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

$389,900
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

$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 .

14 Gate Post Ln, Litchfield

$395,000
3 Beds 1 Baths 24191162 MLS
Welcome to this classic style home that is in the borough of Bantam, on a level lot with a wooded private back yard. 3 bedrooms, 1 bath. Open feeling ground level with 2 sliders front and back off the kitchen works as a mud room or can be extension to the kitchen. Freshly painted interior and hardwood floors on first level that have recently restored. Solid mechanicals, dry basement, with low cost solar that will keep you happy on that classic 3 season front porch while enjoying all Bantam and Litchfield has to offer. Walking distance from one of the best local grocery markets, restaurants, independent theatre, water and commutability are reasons why it's worth a look! Many vintage features kept intact and restored including windows with efficient storm windows, claw foot tub, mature gardens, backyard patio and driveway pavers lead the way to a colorfully painted 2 car garage.

34 Highland Ave, Litchfield

$649,000
3 Beds 2 Baths 24159904 MLS
Escape the hustle and bustle of city life and uncover your perfect sanctuary at 29 Milton Rd, a beautifully remodeled custom multi level home in charming Litchfield, CT. Ideal for those looking to downsize or anyone seeking a peaceful retreat, this 3-bedroom, 2-bathroom home seamlessly blends modern luxury with a tranquil natural setting. Situated just a short distance from The Litchfield Green, you will enjoy delightful shopping, fantastic dining options, and the quintessential charm of New England right at your doorstep. Thoughtfully integrated into its landscape, 29 Milton Rd provides an inviting space perfect for both relaxation and entertainment. The lower level, which is not included in the square footage listed in property records, boasts a private office, laundry room, half bath, and a versatile open flex space-ideal for a home gym or recreation room. Lovingly remodeled by its owners over the past four years, this home features an architect-designed open floor plan, brand-new mechanical systems, central air conditioning and heating, a new engineered septic system, an advanced water filtration system, a gourmet kitchen, and new roofing and siding. Step outside to enjoy your morning coffee or evening cocktails on the sprawling deck, while listening to the babbling Moulthrop Brook, which offers amazing, snow-covered winter scenery. Host summer BBQs on the stone patio, or explore nearby White Memorial Conservation Center, which serves as your backyard canvas.

29 Milton Rd, Litchfield

$320,000
2 Beds 1 Baths 24189928 MLS
A classic brick Litchfield home set into a peaceful, wooded backdrop, 67 East Litchfield Road South offers the kind of setting buyers come to Litchfield for: privacy, character, and usable outdoor space. A stone walkway, mature trees, and a generous yard create a welcoming approach before stepping inside to a bright, refreshed interior with clean modern finishes. The main living area features recessed lighting, wide-plank style flooring, and an open feel that connects comfortably into the dining and kitchen spaces. The kitchen has been updated with white cabinetry, stainless steel appliances, tile backsplash, and a clean, functional layout. The bathroom offers a modern finish with marble-look tile and updated fixtures. Bedrooms are bright and simple with hardwood flooring, neutral paint, and great natural light. A lower-level/garage area adds practical storage and flexibility. Surrounded by greenery yet conveniently located near Litchfield's town center, shops, dining, outdoor recreation, and major routes, this home blends classic New England charm with move-in ready updates in one of Connecticut's most desirable small-town settings. Sold As Is

67 E Litchfield Rd S, Litchfield

$499,000
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

$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

$519,000
3 Beds 2 Baths 24185484 MLS
Tidy multi-family easily converted back to one family. Large detached heated garage & 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

$659,000
3 Beds 3 Baths 24181907 MLS
Final touches of a gorgeous renovation complete this 3 bedroom and 2 1/2 bath Colonial in Litchfield, less than 1 mile to The Green. This 1914 home with a wide open floorplan and lots of natural light is loaded with character, and ready for it's new owner to move right in. The process started with stripping the walls to the studs, new wiring & plumbing, new warm air & central AC, new kitchen with Bosch appliances and bathrooms, replaced old flooring on both levels with white oak floors, new bluestone patio with a stone wall, painted inside & out, and more! The color palate is stunning, and the added wooden barn beams compliment the chic look. Outdoors enjoy the wrap around deck in front, or the recently added bluestone patio with a stone wall in the back. There's even a newly paved driveway! Savor a dinner at an award winning restaurant in town, or a glass of wine at the Abner's rooftop bar. Many take a hike on the great choices of trails throughout the area, and residents of Litchfield may use the Litchfield Town Beach at Bantam Lake. Only 2 hours to NYC and 2 1/2 hours to Boston.

350 South St, Litchfield

$3,500,000
7 Beds 6 Baths 24169503 MLS
This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

148 North St, Litchfield

$779,000
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

$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

$1,150,000
4 Beds 5 Baths 24169204 MLS
Welcome to Riverbend Farm, in the Borough of Litchfield. The property includes almost 7 acres with over 1,000 feet of frontage on the Bantam River! Set back from the road, is 415 South Street, the 6.7 acre parcel, with four structures, house, garage, garden shed and three stall barn. With stunning views of rolling property down to the river this Mid Century home has a flexible floor plan that features 4 bedrooms, 4.5 baths and over 4,000 sqft. The walk out living area has walls of windows overlooking a large blue stone patio, pool with flower garden, mature trees, rolling hill down to the river. The heart of the home includes: kitchen, dining area and 2 seating areas, one with a fireplace. With custom cabinetry, granite counter, gas cooktop and two ovens, microwave and a huge island, the spacious kitchen has ample space for multiple cooks. Adjacent to the kitchen is a half bath with laundry and a walk in pantry. The primary suite, on the entry floor, has a wall of windows, a gas fireplace, hardwood floors and French door access to a patio and the in-ground pool. This room has a large en-suite bath with a double sink. Adjacent to the entry is one of the bedrooms/home office/library/den spaces with large windows and hardwood floors.

415 South St, Litchfield

$1,399,000
4 Beds 4 Baths 24164429 MLS
Brand-new architecture that actually gets it right. 10+ private acres on a river 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 deck access perfect for outdoor entertaining. Well appointed Kitchen with breakfast bar seating and all the high-end touches you'd expect (and a few you wouldn't). Two primary suites one with a separate entrance, pre-plumbed for an additional kitchen, with laundry - perfect for parents / family. The other Primary suite features a top-tier infrared sauna. Two more bedrooms round things out. Huge storage room and garage! Large family bathroom with claw foot tub. 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

$7,900,000
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

$1,775,000
5 Beds 5 Baths 24157987 MLS
This beautifully reimagined Mid-Century home sits on a picturesque stretch of the Bantam River. It blends timeless architectural character w/ modern comfort in one of Litchfield's most desirable locations. Thoughtfully redesigned from top to bottom by the current owners, the living area is centered around a stunning 45-foot square private garden/courtyard. This rare feature fills the interior w/ natural light & creates a seamless connection between indoor and outdoor living. Walls of glass and clean mid-century lines frame serene views of this courtyard on one side with the back bluestone terrace and river on the other. The home offers 5 bedrooms, incl a main-level primary suite w/ dressing room. Addl amenities include: an office with half bath, media/game room, addl powder room, laundry on each level, 2-car attached garage & a whole-house generator. Ideally located down a long driveway just outside the heart of Litchfield Village, the property offers compete privacy, flat usable land and stunning river and pond views. Easy access to boutique shopping, acclaimed dining, farm stands, Bantam Lake, Litchfield Country Club (golf, tennis, pool, camps, dining) and prestigious private schools. Enjoy miles of land trust hiking trails, nearby events at South Farms and skiing at Mohawk mountain. Under 2 hours from NYC.

447 South St, Litchfield

$799,000
4 Beds 3 Baths 24154290 MLS
Circa 1870 Restored Farmhouse in beautiful Litchfield. Discover your dream mini-farm on 9.1-acres of lush countryside. Whether you're longing for a hobby farm or a peaceful retreat, this versatile property lets you channel your inner farmer. This charming home showcases beautifully preserved vintage details including wide board wood floors, exposed beams, and three fireplaces, blending historic character with comfortable and updated modern living. Offering 4 bedrooms and 2.1 baths, the home retains its timeless farmhouse appeal while providing generous living space. The property is well-equipped with a 378 sq ft 1-story barn with a fenced paddock - perfect for small livestock or equestrian pursuits. There is also a poultry house, a 2-bay garage, and a 664 sq ft workshop/studio. Relax and take in the pastoral setting from the inviting screened porch. A rare opportunity to own a restored New England farmhouse offering acreage, charm, and versatility. Property consists of 2 adjacent parcels. House on 7.32 acres and 1.8 acre lot in Goshen. Taxes for both pieces is $7,136.70.

403 Beach St, Litchfield

$1,100,000
3 Beds 3 Baths 24136619 MLS
An exceptional property with a rare convergence of historic provenance and modern excellence. This magical setting comprises a c.1777 home (once a Tollhouse), that blends 18th c. character, masterfully rebuilt in 2023. Step inside to a main floor that includes, a Kitchen, Dining Room, Parlor, Living Room & Primary BR suite including 3 FP's and a 3-season Solarium/Mudroom, Laundry room (ne' Buttery) and 1/2 BA. The Upper level has 2BR's and full bath. There are warm pine wood floors throughout. The enchanting park like setting includes, 3 parcels= 4.5ac.+-, with a pond, babbling stream, a 2-car barn-style garage with a ~400sf upper level studio incl. a sitting and sleeping area, a heated in-ground pool, well-established perennial gardens and pathways, stone walls and a gently rolling hill that borders the Land Trust. It is Connecticut pastoral perfection at its finest. WAIT!!! There's more...An opportunity to start a new, on-site business, currently, a 400 sf Antique Shop. For the collector, artisan or entrepreneur, seeking a life-work retreat or just pure tranquility. This is a one-of-a-kind property with incredible flexibility, delivering, history, beauty & endless possibilities, it is an extremely RARE opportunity. Are you ready to live your next chapter! Set between the storied villages of Litchfield, Bantam, New Preston & Washington for shopping, dining, hiking, skiing, boating or just relaxing. Conveniently located near top-tier area independent schools

38 Old Turnpike Rd, 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

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