Welcome to 29 Roosevelt Avenue, a well-maintained two-bedroom, one-bath single-family home located in the heart of Bantam. This inviting property offers comfortable living with hardwood flooring, fresh paint throughout, and a layout that feels both practical and welcoming. The home has been thoughtfully cared for and provides a great balance of indoor and outdoor living. Step outside to enjoy the attached deck overlooking the above-ground pool-perfect for relaxing, entertaining, or making the most of New England summers. Conveniently situated near commuter routes, local shopping, restaurants, and the charm of the Litchfield Green, you'll also enjoy easy access to Bantam's boutique shops, cafes, and everyday amenities. Whether you're looking for a full-time residence or a manageable home in a desirable Litchfield County location, 29 Roosevelt Avenue offers a move-in-ready opportunity in a Litchfield County community. Property to be sold AS-IS.
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.
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.
This inviting ranch home offers convenient single-story living with a practical layout, comfortable bedrooms, and a welcoming atmosphere that makes daily life easy and enjoyable. This well-maintained home features three comfortable bedrooms and one full bathroom. The single-story design provides convenient living with all spaces on one level. The property's location offers proximity to both Litchfield Green and Topsmead State Forest, providing access to local amenities and natural recreation opportunities. This positioning creates an appealing balance between community conveniences and outdoor activities. Interior highlights include granite countertops that provide durability and visual appeal. Stainless steel appliances complement the modern aesthetic while offering reliable functionality. The home showcases hardwood throughout, creating warmth and continuity across the living spaces.
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.
Welcome to this stunning HOBI award winning townhome located in the desirable Hunter's Chase of Litchfield. Custom millwork, design upgrades & attention to detail are evident immediately upon entering the foyer with a custom tile inlay. An open floor plan & abundant natural light lends to a bright and airy feel. The main level provides a seamless flow from the upgraded eat in kitchen with built in stainless steel appliances, custom cabinets & granite countertops to the spacious living room/dining room with hardwood floors & stunning details. Glass sliders out to the deck are great for entertaining & outdoor enjoyment. An additional room currently a home office offers many possibilities...main level bedroom, den, playroom-you decide. A lovely updated powder room completes this level. The upper level hosts a generously sized primary bedroom suite with a custom walk-in California closet & sitting area. The spa like primary bath boasts tile floors, granite countertops with double sinks, walk in shower with bench & separate jetted tub for your relaxation. Two additional bedrooms both with walk in closets & an updated full bath as well as a laundry closet complete this level. A bonus room on the third level with hardwood floors & two skylights provides yet another comfortable & flexible space. Recreation & relaxation await in the partially finished 20 by 22 walk out lower level with 9 foot ceilings, ample storage & sliders out to a lovely patio. Truly a must see and turn key home.
MUST SEE!! Grand colonial historic antique built in 1799, set on 1.2 acres off Historic Litchfield Green. Moments from iconic downtown Litchfield, offering approx 6,783 SqFt. This home boasts 6 bedrooms, 5.5 full baths, 7 fireplaces & sweeping decks. Fabulous stone entry welcomes you to an impressive 29' x 6' foyer showcasing exquisite architectural detail, millwork, crown molding & curved archways. Timeless & cinematic. 1st flr offers 12f+ ceilings, custom stained oak flrs, gracious great room & formal living room w/ fireplaces & an adjacent study with access to full bath & rear porch. The grand eat-in kitchen is designed for gatherings & includes two dishwashers, gas oven/range, Sub-Zero refrigerator, abundant natural light, a back staircase leading to a second-floor living room & 1/2 bath. Large formal Dining room off kitchen. The expansive primary suite wing spans 4 rooms, a private walk-in closet room, sitting room w/ fireplace, bedroom w/ fireplace, & a spa-like bath with dual sinks, tile shower, & separate water closets. 2 more bedroom en-suites complete the wing. 3rd flr offers private staff quarters w/ 3 bed 1 full bath w/ secluded staircase to each flr. Covered deck overlooks sun filled backyard & barn, a clean walk-out basement w/ poured concrete floors, 2-car garage, walk-out patio. Perfect home for hosting guests & activities . Minutes from shops, stores & a variety of restaurants. close to bantam lake. 2 hrs to NYC. A setting that feels out of storybook. WOW
Set in a peaceful, wooded setting, this charming residence offers a sense of privacy and timeless New England appeal. The home features an inviting layout with warm, comfortable living spaces and classic details that create an effortless balance between character and comfort. Surrounded by natural beauty, the property provides a tranquil retreat while remaining conveniently located near Litchfield's town center, local shops, dining, and outdoor recreation. An ideal opportunity for those seeking a quiet escape, weekend retreat, or refined primary residence in one of Connecticut's most desirable towns.
Welcome to Riverbend Farm, a beautiful 9 acres (over two lots) located on the Bantam River! A truly one of a kind property within Litchfield's Historic District with stunning views of rolling property down to the river. Set back from the road, up the circular drive this Mid Century beauty has a flexible floor plan that features 4 bedrooms, 4.5 baths and over 4,000 sqft. Entry floor: Enter the airy foyer with a glimpse of the meadow. The entry floor has one of two primary suites. This suite 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 double sink. Adjacent to the entry is one of the home office/library/den spaces with large windows and hardwood floors. Through the foyer and down a half flight of stairs is the...
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.
Exceptional investment opportunity in the heart of Bantam. This property offers approximately 3,265 sq ft of living space on a 2.73-acre lot; currently built out into 5 unit separate apartment. Features include 7 bedrooms, 5 full baths, an attached garage; with high ceiling height, and ample off-street parking. Steel beam structure throughout. The setting is private and lightly wooded, yet convenient to downtown Bantam and Litchfield center. Ideal for investors or developers seeking a property with strong rental or redevelopment potential; bring you vision! Being sold as-is. Buyers to do their own due diligence.
Live in fabled Litchfield with few home ownership cares and at the most reasonable expense. Well-maintained home with sun-filled rooms and deck looking out to private forest area. Large, bright, walk-out, and finished lower level space perfect as a Family Room or yoga / billiard / office area. Home Owners Association offers Club House, heated in-ground pool, basketball, and other benefits. Location is only a few minutes away from world-class architectural, artistic, cultural, educational, environmental, and historic treasures in an old-time --but forward-thinking -- community.
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! Conveniently located between the storied villages of Litchfield, Bantam, New Preston & Washington for shopping, dining, hiking, skiing, boating or just relaxing. COME HOME TO THE HILLS OF NW CT 2 hrs. to NYC
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.
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. 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.
Stimulating and easily managed home is perfect for weekending in an idyllic, small, historic village very close to big-time cultural, sports, and wildlife attractions. Living, dining, and kitchen areas are perfectly set up for entertaining. State-of-the-art appliances. Each bedroom has its own full bath and more. Multi-person ThermoSpa hot tub in enclosed (and air-conditioned) porch looks out on to quiet, private, and enchanting grounds.


Litchfield is located in Connecticut. Litchfield, Connecticut has a population of 8,161. Litchfield is less family-centric than the surrounding county with 22.97% of the households containing married families with children. The county average for households married with children is 26.17%.
The median household income in Litchfield, Connecticut is $98,286. The median household income for the surrounding county is $84,797 compared to the national median of $69,021. The median age of people living in Litchfield is 53.1 years.
The average high temperature in July is 80.8 degrees, with an average low temperature in January of 12.6 degrees. The average rainfall is approximately 52 inches per year, with 58.4 inches of snow per year.