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3 Burger Rd, Plymouth
$599,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24178339 MLS
Better than new, this stunning split level home has been completely reimagined with exceptional attention to detail, high end finishes, and energy efficient upgrades throughout. Offering 3 bedrooms & 2 full baths, this turn key property is the perfect blend of modern style and everyday functionality. Step inside to discover beautifully, refinished dark, walnut hardwood floors, crown molding, updated lighting, new interior doors, trim, and custom finishes throughout. The show-stopping kitchens feature quartz countertops, elegant marble and mother of pearl mosaic backsplashes, and newer appliances. Recent improvements include a new Owens Corning roof with transferable warranty, new windows, doors, black seamless gutters, front walkway, oversized asphalt driveway, updated well water tanks and lines, &a new high efficiency HVAC system. Spray foam insulation in both the basement and attic provides year round comfort and impressive energy savings. The finished lower level with separate entrance provides additional living space to suit a variety of your needs, along with the addition of the converted garage to office space which allows for even more versatility. Outside, enjoy the newly installed patio, and private backyard perfect for entertaining. Every inch of this home has been thoughtfully updated, creating a truly move in ready property. Simply unpack and enjoy.

3 Burger Rd, Plymouth
203 Marcia Dr, Torrington
$359,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24182394 MLS
Renovated colonial with brand new kitchen cabinets, quartz countertops, brand new hardwood floors, new appliances, garage, basement. Backyard is ready for summer entertaining. Agent/Owner

203 Marcia Dr, Torrington
40 Calkinstown Rd, Sharon
$725,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181959 MLS
This 3 bedroom,3 full bath home has a 2 car garage. There is a modern kitchen with quartz counter tops. All of the bathrooms have been updated. The septic system has also been updated with a new 4 bedroom tank. There is a private backyard bordering a stream with perennial gardens. Just a short stroll to the Market. Owner is an agent.

40 Calkinstown Rd, Sharon
300 Hilltop Rd, Watertown
$550,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182042 MLS
Welcome to 300 Hilltop Road in Oakville - an expansive ranch-style home offering comfort, space, and easy one-level living. This 3-bedroom, 3-bath home features an inviting open floor plan, creating a seamless flow between the main living areas and making it ideal for both everyday living and entertaining. A beautiful dual-sided fireplace between the living rooms adds warmth, character, and a cozy focal point to the home. Each bedroom is generously sized, including a spacious primary bedroom with its own private bathroom. A slider in the living room leads out to the backyard patio, creating an easy connection between indoor and outdoor living. Outside, enjoy a flat, private yard complete with a firepit - the perfect setting for relaxing evenings and outdoor gatherings. The finished basement adds valuable additional living space, perfect for a family room, home office, gym, guest area, or recreation space. Conveniently located near Route 8 and I-84, this home offers easy commuter access to Waterbury, Hartford, Danbury, and surrounding towns while still providing the privacy and comfort of a neighborhood setting. Spacious, versatile, and move-in ready, this Oakville ranch is ready to welcome its next owner.

300 Hilltop Rd, Watertown
57 Indian Trail Rd, New Milford
$4,850,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24176398 MLS
"Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living

57 Indian Trail Rd, New Milford
210 South St, Morris
$1,995,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24180528 MLS
Set across 25 picturesque acres in the heart of Morris, Fox Crossing stands as one of Litchfield County's most distinguished equestrian facilities. This turnkey operation features 40 stalls, rolling hayfields, expansive turnout pastures, and exceptional amenities for boarding, training, and horse shows. The main barn offers 23 rubber-matted stalls with dutch windows, a heated boarders' lounge, trainer's tack room, wash and grooming stalls, two restrooms, and direct access to the impressive 80' x 190' attached indoor arena with prized Lawton Adams TravelRite footing. An additional barn wing includes 7 stalls, a tack room, and laundry facilities. Above the barn are a climate-controlled office overlooking the arena, a heated viewing room, a legal 1,150 SF two-bedroom, one bath apartment (currently being used as a lounge/camp room, as well as ample storage rooms. Outdoor amenities include a breathtaking 190' x 200' outdoor arena, a 60' x 130' beginner arena, 23 large turnout paddocks, 5 shed-row stalls, 5 temporary stalls, an outdoor wash stall, and an extensive hay, feed, and equipment storage area. Located in the picturesque Litchfield Hills, Fox Crossing is ideally positioned near major horse show venues, private schools, and miles of state park trails, offering an exceptional opportunity for trainers, professionals, and equestrian entrepreneurs seeking a premier facility in one of the Northeast's most sought-after horse communities.

210 South St, Morris
82 Nova Scotia Hill Rd, Watertown
$665,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179966 MLS
Story Book Setting and the house to match. Come see this beautiful home and you will not want to leave. Approach from a long gravel driveway, past willow trees and apple trees, over the brook into your private world. Custom built in 1934 and modernized to include central air, new windows, new bathrooms, and newer eat-in kitchen. The spacious living room has high ceilings, and a fireplace. The library/den has a fireplace and really cozy on cold winter days. The Florida Room brings the outdoors indoors and enjoyable most of the year. There are five bedrooms, three & half baths and plenty of closet space. The spacious primary suite has a dressing room and great closet space. This home is incredible in so many ways. Come see for yourself.

82 Nova Scotia Hill Rd, Watertown
35 River Rd, Sharon
$1,950,000
7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24174774 MLS
Set in a private, elevated setting along the banks of the Housatonic River, this property offers a rare waterfront retreat with a main house, guest house, and pool shed surrounding an in-ground gunite pool. The main residence includes an attached two-car garage, fireplace, and a dedicated woodworking/crafts shop in the basement with its own private entrance, along with a beautiful stone terrace overlooking the Housatonic River. The guest house features its own attached one-car garage, fireplace, and a charming porch with river views, providing both comfort and convenience for family and guests alike. All structures are thoughtfully positioned above the riverfront to capture the beauty and tranquility of the natural surroundings. Enjoy direct access to the river for fly fishing, kayaking, or tubing right from your own property. Located in close proximity to the Appalachian Trail, this exceptional compound is ideal for outdoor enthusiasts seeking privacy, recreation, and scenic riverfront living in the heart of Litchfield County. Perfectly situated for four-season enjoyment, the property is just 5 minutes to Mohawk Mountain for downhill skiing and snow tubing, and less than 10 minutes to Kent Falls State Park. The quintessential village of Cornwall Bridge is less than 5 minutes away, offering charming local shops, dining, and small-town New England character.

35 River Rd, Sharon
321 Kent Cornwall Rd, Kent
$1,095,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179592 MLS
Built in 1830 and set on 3.5 private acres abutting hundreds of acres of Connecticut State land, this five-bedroom Colonial is a rare find, a property where history, privacy, and natural beauty converge. Jaw-dropping sunset views set the tone from the moment you arrive. Inside, a recently updated kitchen anchors the main level, opening to a well-proportioned dining room made for long dinners with friends. The spacious living room, centered on a fireplace, is the kind of place you'll want to spend a winter evening. A main-level primary suite offers a private deck, a generous walk-in closet, and a spa-style bath, a true retreat within the home. Upstairs, four additional bedrooms share a full bath, with room for family, guests, or a dedicated workspace. The finished lower level adds a media room, home office, and laundry, keeping daily life organized and out of the way. Outside, the property comes alive. A side deck off the living room is perfect for morning coffee. The pool area, anchored by an impressive millstone table, is ready for summer entertaining. The perfect country retreat only two hours from NYC.

321 Kent Cornwall Rd, Kent
5 Kielwasser Rd, Washington
$3,095,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179865 MLS
Magical Barn-Style Home composed of 3 Barns and a Silo set on a manicured lawn and apple orchard. The 6-acre hilltop setting with views is fully enclosed by a gated deer fence and is in the heart of the Calhoun Street Historic District adjacent to Averill Farms Orchard. Flagstone Terraces, In-Ground Heated Pool, 60 Apple Trees, Blue Hydrangeas and Nantucket New Dawn Roses. Vaulted Cathedral Barn Ceilings, Exposed Posts and Beams, 5 Woodburning Fireplaces, Chef's Kitchen with Viking Gas Range, Sub-Zero Refrigerator. Currently functions as 5 Bedrooms. Hardwood Floors, Central Air Conditioning, 3-Car Garage. The perfect sophisticated country estate!

5 Kielwasser Rd, Washington
18 Arrow Point Rd, Warren
$5,490,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179435 MLS
Rare direct waterfront opportunity on Lake Waramaug with breathtaking western sunset views and over 2 beautifully maintained acres on a private double lot. This exceptional 5-bedroom, 3 full and 2 half bath retreat blends timeless lakehouse charm with thoughtfully designed indoor and outdoor living spaces. The property is fully fenced with a private electric gated entrance for added exclusivity and security, while the home's mechanicals and structure have been impeccably maintained. The eat-in chef's kitchen overlooks the lake and features dual center islands, a butler's pantry, Sub-Zero refrigeration, DCS propane cooking with griddle, farmhouse sink, and generous custom storage. Dramatic vaulted living spaces include a fieldstone fireplace in the living room, built-in bookshelves and gas fireplace in the family room, and a vaulted dining room with French doors opening to the wraparound stone terrace. The spacious primary suite offers lake views, balcony access, cedar walk-in closets, and a luxurious bath with whirlpool tub, radiant heated floors, and polished brass fixtures. Four additional guest bedrooms provide comfortable accommodations for family and visitors. Additional amenities include central air, ceiling fans throughout, Solatube skylights, whole-house generator, irrigation system, water softening system, and attached 2-car garage.

18 Arrow Point Rd, Warren
155 Lake Harwinton Rd, Harwinton
$699,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178396 MLS
Welcome to this stunning custom-built home set on a private 3.8-acre lot with deeded rights to an additional parcel to beautiful Lake Harwinton. Offering 4-5 bedrooms and 3 full bathrooms, this spacious property combines timeless craftsmanship, functionality, and incredible entertaining space both inside and out. The heart of the home is the expansive eat-in kitchen featuring custom cabinetry, granite countertops, and three oversized picture windows that flood the space with natural light while providing peaceful backyard views. The great room is truly spectacular with soaring 12 ft custom wood ceilings, two ceiling fans, and a dramatic stone fireplace creating the perfect gathering space year-round. The main level showcases wide plank ash hardwood flooring, a formal dining room, living room, and a versatile first-floor office or potential fifth bedroom conveniently located near a full bath. Just beyond, enjoy a unique custom hot tub room designed for relaxation and entertaining. Upstairs you'll find four spacious bedrooms, second-floor laundry, and a luxurious primary suite complete with two walk in closets, a private bathroom and charming covered balcony overlooking the scenic rear yard.

155 Lake Harwinton Rd, Harwinton
2 Carriage Dr, New Milford
$500,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24178665 MLS
Welcome home to this exceptional raised ranch, ideally situated on a beautiful lot in a well-established neighborhood on the outskirts of New Milford. This inviting home offers 3 bedrooms, 2 full baths, and a 2-car garage. Filled with natural light, the home features beautiful hardwood floors throughout the main level, creating a warm and welcoming atmosphere.

2 Carriage Dr, New Milford
841 Winchester Rd, Norfolk
$7,250,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24177235 MLS
Introducing: Katsura. It might surprise you to learn that the ultimate lake wilderness retreat you've been searching for in Maine, Vermont, or Montana is actually hidden right here in the foothills of Connecticut. Perfectly positioned just over two hours from NYC, Katsura Lodge is a masterclass in privacy, offering a rare opportunity to truly escape into nature. Set at the end of a gated, long private crushed stone driveway, this 118-acre unspoiled woodland sanctuary offers approximately a mile of pristine frontage on Winchester Lake. It is the ultimate luxury camp. A place to unplug, exhale, and reconnect with family and friends. Offering over 5,000 square feet of sophisticated living space, this custom built, 5 bedroom contemporary residence integrates beautifully with its surroundings. Exceptional craftsmanship including heart pine and stone floors, custom cherry cabinetry, and soaring cathedral ceilings creates an elevated, warm aesthetic. In the great room, an impressive double-height fireplace, crafted from stones sourced directly from the property, anchors the space, while a cozy windowed reading nook invites quiet afternoons. Seemingly endless Albertini sliding glass doors erase the line between indoors and out, framing captivating views of the manicured grounds and the water. The home is designed for seamless entertaining on any scale. A gourmet chef's kitchen features top-of-the-line appliances, an adjoining wet bar, and a spacious wine cellar.

841 Winchester Rd, Norfolk
335 Norfolk Rd, North Canaan
$279,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24178614 MLS
Built in 1910, this charming Colonial is currently configured as a two-family home, featuring a 2-bedroom apartment on the first floor and a 1-bedroom apartment on the second floor. With its flexible layout, the property could easily be converted back into a spacious single-family residence. The first floor offers a large country-style eat-in kitchen with a fireplace and pantry, a generous living room, and two bedrooms. Upstairs, the second-floor apartment includes a kitchen, living room, bedroom, and full bath. Additional features include a screened porch, a nice backyard, and plenty of potential throughout. Priced to sell, this home is ready for someone with vision to restore it to its full charm and character. All room sizes are approximate.

335 Norfolk Rd, North Canaan
33 Davis Rd, Harwinton
$129,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24177850 MLS
This property is situated on a quiet, paved road and is being offered along with the parcel next to it. This property needs repairs or possibly is a tear down, the foundation, well and septic are there and the condition of these is unknown. There is a driveway connecting the lots. These two parcels are and close to local hiking trails, shopping, and easy highway access for commuters. The Lake Harwinton community is at the end of the street. The price reflects the condition of this property. Sold together with MLS 24177854

33 Davis Rd, Harwinton
104 Lambert Rd, Sharon
$950,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24177954 MLS
Welcome to this beautifully maintained custom-built home tucked away in a peaceful, private setting surrounded by mature trees and wide open lawn space in Litchfield County. This charming Cape Cod-style home features striking blue-gray siding, crisp white trim, dormer windows and a 3 bay garage, offering a possible in-law apartment above. The interior offers nicely kept hardwood floors flowing through-out the main floor, natural light through large windows, a main level laundry room, half bath, an office, a large eat-in kitchen, a formal dining room, and a spacious living room with a brick fireplace insert. The upper level features a large master bedroom with the choice to put your personal touch on the flooring, a large walk-in closet, 9ft+ ceilings and a beautiful master bath leading through french doors. On the second floor you will also find two well sized bedrooms, and a full bath. Newly installed in the basement, you will find meticulously kept mechanicals and ample room for storage with a walkout. Don't miss the chance to own this wonderful home in the most sought after area in the Northwest corner, only two hours from the city, multiple private schools, skiing, golfing, equestrian stables, airports and train stations in close proximity.

104 Lambert Rd, Sharon
2540 Norfolk Rd, Torrington
$1,278,000
1 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24175012 MLS
This one-of-a-kind custom designed home is a peaceful sanctuary, situated on top of a hill on 18 secluded acres (that is subdividable) and bordered by conservation land. To access the home, you drive over a bridge and up a paved and gravel driveway. The home is fine for entertaining, featuring a cook's kitchen with stainless steel appliances, a breakfast bar and granite leather suede countertops. The expansive dining area includes a gas fireplace, and the living room boasts a soaring ceiling and a wood burning fireplace. A large deck provides amazing views, and you can enjoy swimming all year round with the indoor 18x36 inground saltwater pool, complete with a dehumidifying system and alarm. The main level is completed by a laundry room, mud room and attached two-car garage. For a retreat, the primary bedroom suite offers a sitting room with custom crafted Mahogany doors and ceiling fan, with a luxurious primary bath featuring a soaking tub, tile shower and dual sinks. The lower level includes a possible in-law, wine cellar, a full bath, a tandem 2-car garage and a patio. An elevator which serves all 3 levels of the home. Mechanical features of the property include energy efficient geothermal heat and air conditioning, a generator and underground utilities. The grounds are thoughtfully cultivated featuring fruit trees, blueberry and raspberry bushes, fenced in gardens, a stone walkway and the paved driveway. A beautiful place to reside in the Litchfield Hills

2540 Norfolk Rd, Torrington
80 Holmes Rd, Goshen
$2,395,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174115 MLS
Nestled in the peaceful countryside of Goshen, this exceptional ranch-style estate offers the perfect blend of luxury, privacy, and functionality on more than 12 scenic acres. Featuring 3 spacious bedrooms and 3 full baths, the home is designed for comfortable single-level living with expansive views of the surrounding rural landscape. Step outside to your private resort-style retreat with a heated in-ground pool, relaxing hot tub, and dramatic waterfall feature, all set beneath a covered patio ideal for entertaining year-round. Whether hosting guests or enjoying quiet evenings outdoors, this space delivers a true vacation-at-home experience. Car enthusiasts, hobbyists, and business owners will appreciate the impressive oversized barn/garage with room for up to 11 vehicles, offering endless possibilities for storage, workshops, equipment, loading dock with a lift to the top floor or recreational vehicles. The 5 car garage detached from the house is both heated and cooled and boasts a radiant heat floor. It has a work shop and 2 coolers located in it as well. The house also has 2 bay garage under the house. The other 4 car garage is located on the other side of the house. Surrounded by open land and natural beauty with fruit trees, this rare property combines country serenity with upscale amenities - a one-of-a-kind rural retreat in the heart of Litchfield County.

80 Holmes Rd, Goshen
7 Cooper Hill Rd, Salisbury
$1,995,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174042 MLS
The Ultimate Entertainer's Estate! If your life centers around fine food, close friends, and effortless hosting, this custom country estate is your dream destination. The true heart of this expanded 3,933 sq. ft. home is a jaw-dropping chef's kitchen featuring double islands, premium stainless-steel appliances, a dry double-fridge bar, and a hidden walk-in pantry. This culinary masterpiece anchors a magnificent open floor plan. Guests can easily drift from the kitchen breakfast bar to the formal dining room fireplace, or gather beneath the soaring cathedral ceilings and raw timber beams of the giant great room. The interior's sweeping, open layout flows beautifully to the outdoors, creating an intimate indoor-outdoor entertaining haven. The expansive wood deck provides the ultimate platform for grilling, open-air dining, and relaxing, while the lightly wooded acreage perfectly frames the pristine, in-ground heated pool. The primary suite showcases vaulted timbered ceilings and a bespoke wall of built-in cabinetry. The primary bathroom features double pedestal sinks, a standing shower, and a soaking tub. Conveniently set off the mudroom, an expansive laundry and exercise suite features durable slate tile floors and a rustic apron-front utility sink. Complete with a full-house generator and central air, this turnkey retreat is just minutes from Salisbury village, private schools, and Twin Lakes.

7 Cooper Hill Rd, Salisbury
42 Nettleton Hollow Rd, Washington
$5,595,000
5 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24176543 MLS
Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, "Stone Bridge" is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington, Connecticut's highly desirable Nettleton Hollow area, this masterfully crafted property offers an unparalleled sanctuary of elegance and privacy. Constructed by the HOBI Award-winning Corbo Associates, the residence spans more than 7,000 square feet of sophisticated living space, complemented by an additionally finished 3,100 square feet on the lower level. A seamless indoor-outdoor flow defines the main living areas, which open gracefully onto sprawling terraces and a covered patio complete with an outdoor fireplace. The manicured grounds serve as a private resort, featuring mature plantings, artisanal stonework, a full irrigation system, and a pristine, heated gunite pool. Inside, soaring ceilings and expansive walls of glass flood every room with natural light while bringing the breathtaking countryside views indoors. The estate features five luxurious bedroom suites, including the rare flexibility of both first- and second-floor primary retreats. An elevator effortlessly ensures absolute accessibility throughout the home.

42 Nettleton Hollow Rd, Washington
1 Great Elm Dr, Sharon
$3,999,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24173869 MLS
This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two spacious 3-bedroom residences, 3) additionally acquire the north wing to recreate a more complete version of the original mansion for use as an expansive single-family residence, a family compound, or separate residences for rental income. The current 6,716 sq ft home has been thoughtfully restored & offers 6 bedrooms with primary suites on both levels, 7 full baths, and 2 powder rooms. The kitchen opens to a stunning library & informal dining area, complemented by formal living & dining rooms, a family room, office, gym, den, laundry room and 7 fireplaces. At the center of the home, a dramatic three-story 1250 sq foot glass atrium (the 1,250 sq ft is not included in the 6,716 sq ft) - enclosing the 1929 courtyard - creates a year-round living space that brings light & openness into the core of the home. This is estate living with the ease of a managed community. Enjoy beautifully maintained grounds with specimen trees & beautiful plantings. Amenities include: junior Olympic-sized heated pool, pool house, tennis court & separate paddle/pickle courts and more. More info below.

1 Great Elm Dr, Sharon
28 School St, Woodbury
$749,900
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24138386 MLS
The Orton-Martin Homestead. One of Woodbury's oldest homes has been updated for today's lifestyle. History surrounds you with wide board flooring, library built-ins, two fireplaces and 1850 barn. This four -bedroom home offers spacious rooms, three finished levels and hidden delights. Enjoy picnics under the mature trees on your own fenced-in level yard. Sidewalks take you everywhere on Main St where you can enjoy the Library, antique and retail shops, schools, churches, great restaurants and coffee shops. Parks and the Senior Center are all nearby. Only 90 minutes to NYC. Named by Reader's Digest as one of CT most charming towns. Come call Woodbury home!

28 School St, Woodbury
346 Westside Rd, Goshen
$899,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24173180 MLS
A rare opportunity to own a meticulously reimagined waterfront retreat on coveted Westside Pond, one of Litchfield County's few non-restricted motorboat lakes. Since its purchase, the home has undergone a comprehensive, top-to-bottom transformation with virtually every aspect thoughtfully redesigned and upgraded. Major improvements include updated mechanicals and infrastructure, new electrical, insulation, roof, garage, driveway, designer kitchen, spa-inspired baths, and refined finishes throughout-creating a truly turnkey lakefront residence. Designed to embrace its spectacular setting, the home offers soaring ceilings, an open-concept floor plan, and walls of glass that frame breathtaking water views. Expansive lakeside decks with multiple seating and dining areas, a private dock, and a hot tub overlooking the water provide an effortless setting for entertaining or quiet relaxation. The gently sloping lawn leads directly to the shoreline, inviting boating, jet skiing, kayaking, tubing, fishing, swimming, and year-round enjoyment. Whether as a full-time residence or an exceptional weekend escape, this is lake living at its finest. Ideally located just two hours from NYC and minutes to the Litchfield Green, acclaimed dining, wineries, and Mohawk Mountain skiing. An extraordinary turnkey waterfront offering where every day feels like a vacation.

346 Westside Rd, Goshen
94 Washinee Heights Rd, Salisbury
$1,250,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24172243 MLS
This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan with vaulted ceilings, lots of light, and wood beams. Walk out right onto the expansive deck, or enjoy the private balcony off the Master bedroom suite. The lower level has two additional bedrooms, an office, a full bath, a laundry area, and a central family room. Other features include a whole house generator, an owned solar electric system, mini-splits for climate control (heat & AC), and professionally maintained grounds. This is a clean, well kept home and property in the middle of a lake community in one of the most desirable areas in the Berkshires. Close to Salisbury, Hotchkiss, Berkshire, and Indian Mountain schools, and less than 30 minutes to the Wassaic train station.

94 Washinee Heights Rd, Salisbury
253 Bacon Pond Rd, Woodbury
$895,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24172742 MLS
Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are designed for both intimacy and entertaining. A cozy sitting room and a dedicated office/library-complete with a classic fireplace-offer quiet retreats. For larger gatherings, the front-to-back living room, with windows on three sides, is bathed in natural light. At the heart of the home is the remodeled kitchen, which opens to the dining room centered around the original refurbished center core fireplace. Upstairs, four bedrooms await. The primary bedroom offers a new ensuite bath detailed with custom tile. The three additional bedrooms share a fully renovated bathroom with a soaking tub/shower combo. Thoughtfully curated, professionally designed interior furniture and fixtures are available upon request. The property has benefited from extensive renovations that include new bathrooms and kitchen, floor refinishing, a new well, upgraded septic, and more; a substantial list is available upon request.

253 Bacon Pond Rd, Woodbury
72 Hickory Hill Rd, Morris
$825,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24173167 MLS
Experience the perfect blend of sophisticated design and rural tranquility in Lakeside. This beautifully remodeled cottage has been reimagined with a distinct modern flair, offering a turnkey escape that balances contemporary finishes with the peaceful soul of Morris. This recent renovation has been executed with an eye for style, making it an ideal sanctuary for those seeking a chic weekend retreat from the city or a charming permanent residence. Set on a sprawling 3.68-acre lot, the property offers a rare level of privacy and serves as a true blank canvas for your future lifestyle. The interior radiates a bright, airy energy, featuring contemporary lines and thoughtful details that honor the home's original character. Outside, the vast grounds invite you to explore, garden, or simply soak in the quietude of Litchfield County. The location is a dream for outdoor enthusiasts and foodies alike. You are just moments away from the shimmering waters of Bantam Lake for summer recreation and the expansive trail systems of White Memorial Conservation Center for year-round hiking and exploring. When it's time to head into town, the iconic Litchfield Green is a short drive away, offering world-class restaurants, artisanal shops, and gourmet food markets. Whether you are looking for a minimalist haven or a stylish home base to enjoy the best of Northwest Connecticut, 72 Hickory Hill Road is a masterclass in modern country living.

72 Hickory Hill Rd, Morris
31 Sunset Ridge Rd, Norfolk
$595,000
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24172329 MLS
Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest period details: welcoming front and side porches, original wood trim, stained glass windows, and hardwood floors. The full two-story layout features 9.5-foot ceilings and generous room proportions on the first floor, various sized bedrooms on the second, a walk-up attic above, and a full basement below. Sun-filled and tranquil, this home awaits your vision - whether renovation or preservation, the bones are excellent. Nestled in a lovely neighborhood and only minutes away from Norfolk's coveted amenities, this offering is a rare opportunity.

31 Sunset Ridge Rd, Norfolk
28 Cole Rd, Sharon
$845,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24172218 MLS
Discover the timeless charm of this extraordinary circa 1755 Colonial estate in the heart of Sharon, Connecticut. Set on 1.6 picturesque acres surrounded by protected farmland, this distinguished historic home offers 3,846 square feet of living space and an exceptional opportunity to restore, renovate, or thoughtfully modernize while preserving its remarkable architectural heritage. Rich in authentic period details, the home showcases original wood floors, handcrafted moldings, five fireplaces, and enduring craftsmanship. Generously proportioned rooms reflect the elegance and character of the Colonial era. The main level features a library and formal dining room, each with custom built-ins and fireplaces, along with a spacious living room that opens to the patio. A large eat-in kitchen flows seamlessly into a cozy den with a wood-burning stove, French doors to the patio, a full bath, laundry area, and a rear staircase leading to a versatile upper-level bonus space. Upstairs, the primary suite includes a private full bath and fireplace, while three additional generously sized bedrooms offer ample accommodations. A walk-up attic, another full bath and a loft-style flexible space connected to the den by a secondary staircase. Complementing the residence are several substantial outbuildings, including a garage,workshop, and an office with two half baths.

28 Cole Rd, Sharon
287 W Main St, North Canaan
$320,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24172528 MLS
Nestled on a level in-town lot, this classic Colonial offers timeless charm, solid construction, and endless potential. Featuring three bedrooms and beautiful hardwood flooring, the home provides a warm and inviting layout ready for your personal touch. The front porch is THE perfect seasonal place to unwind after a long day or start your day with coffee! The adorable galley kitchen with convenient main-level laundry adds to the home's functionality, while a detached two-car garage offers additional storage and versatility. While the property could benefit from some cosmetic updates, it has been well maintained and stands on a strong foundation-making it the perfect opportunity to build equity and create your dream home. Located in the heart of Canaan, you'll enjoy the best of small-town living with the convenience of being able to walk right into town. Known for its scenic beauty and rich history, this charming Litchfield Hills community is home to the stunning Great Falls and the unique New England Accordion Connection & Museum Company. Surrounded by nature, outdoor recreation, local dining, and a peaceful rural atmosphere, Canaan offers a lifestyle that's hard to leave once you experience it. Whether you're looking for your first home, a weekend retreat, or a place to put down roots, this property is a rare opportunity to become part of a truly special community.

287 W Main St, North Canaan

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