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329 Norfolk Rd, Litchfield
$639,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

142 Red Oak Hl, Torrington
$529,900
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24199940 MLS
Significant Price Update! Welcome to this beautifully cared for 3-bedroom contemporary home in a well-established neighborhood in the desirable Upper East End. Offering 3 full baths plus a convenient half bath, this home features hardwood floors throughout the main level and upstairs hallway, a remodeled granite kitchen, SS appliances, double sink, and beautifully remodeled granite full baths. The spacious primary suite offers a luxurious retreat with a full bath featuring a large jetted tub, new tile shower with seamless glass door, and walk-in closet. Two fireplaces add warmth and ambiance throughout the home. Enjoy outdoor living and entertaining in the level, fenced yard complete with an in-ground heated pool-perfect for summer gatherings. Finished heated/cooled basement with a full bath. A 2-car garage provides plenty of parking and storage. Notable updates include a 2022 roof and 8-foot vinyl fencing installed in 2020, along with perimeter fencing. A wonderful combination of comfort, updates, and exceptional outdoor amenities in a sought-after location!

142 Red Oak Hl, Torrington

26 Preston Ln, Salisbury
$1,650,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24199395 MLS
This beautiful modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. First floor en-suite bedroom, light filled rooms all have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishing's. Energy efficient building standards in a new home and an energy savings HVAC system provide for lower energy costs. Whether entertaining or the desire for quietude there are spaces to accommodate everyone's needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room.The lower level has a delightful entertainment room with fireplace & walk out to a large patio with swing chairs & hammock, a nudge to relax. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library/bedroom add a a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony, sun rays & soft breezes. Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers and streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively.

26 Preston Ln, Salisbury

12 W Mountain Rd, Sharon
$1,399,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24198204 MLS
COUNTRY HOME Nestled in the foothills ...Within short distance to NYC, Boston, and the beautiful eastern shores of Connecticut sits a quiet, well maintained retreat in Litchfield County for family, friends, guests, or the solitary traveler. Abutting a private land preserve and enclosed on 5.5 woodland acres off a private road sits this lovely country home. Thoughtfully Equipped with chefs kitchen opening to family room with wood burning stove and enclosed sun porch ..there to relax. All rooms overlook large expanse of the gently wooded yard, showcasing mature trees and planted gardens ... the views from every room of the house offer quiet and breathtaking seasonal pleasures. Master bedroom and guest room are both located on the main level. Upstairs discover 4 rooms with built-in bookshelves, full closets, full bath and a separate sitting room, Above the two car garage is separate bonus room for exercise, private office or artistic exploration. All of this is not exaggerated... The residence was designed and built by a well respected local developer as a timeless country masterpiece offering all conveniences of easy living and low maintenance...with easy proximity to Sharon, Amenia, Kent, Millerton and surrounding areas. Priced well and within reach.

12 W Mountain Rd, Sharon

385 Second Hill Falls Ln, Bridgewater
$1,199,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191859 MLS
Spectacular Estate home in a coveted Bridgewater neighborhood, privately set on 8+ acres of manicured grounds with towering pines, specimen trees & beautiful plantings. A long, elegant approach leads you to this award-winning, custom-built residence, where exceptional craftsmanship is evident throughout. The airy two-story foyer opens to gleaming hardwood floors, exquisite millwork and oversized windows that flood the home with natural light. The main level features a great room with soaring ceilings, fieldstone fireplace & access to the expansive deck. The chef's kitchen offers granite countertops, a large eat-in area and sliders to a delightful screened mahogany porch that is perfectly nestled amid the property's stunning landscaping. A formal dining room and cozy study both overlook the sweeping lawns and provide add'l spaces for entertaining & relaxation. The first floor primary bedroom suite is a retreat in itself with two large walk-in closets & a spa-like bathroom. There is also a powder room, add'l full bathroom, laundry room, and access to the heated three car garage to complete the main level. Upstairs are two generously sized bedrooms, a full bath, cedar closet with abundant attic storage and a spacious bonus room or 4th bedroom with private access from the garage. The unfinished lower level offers an additional (sq.ft?) of potential living space, plus access to a separate one bay garage and workshop with its own driveway, ideal for the car enthusiast or tinkerer.

385 Second Hill Falls Ln, Bridgewater

60 Muller Rd, Kent
$675,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24076721 MLS
Architect designed renovation, this wonderful house, situated back from the road on 10 private acres, is special. Wrap- around deck, floor -to -ceiling windows, and an active, babbling brook below the house that you can hear when the weather permits. Large primary suite with private balcony overlooking the brook, an ensuite bath , and private office. Modern, wood- burning stove in the bedroom corner, and wood -burning fireplace in the living room. Granite counters and stainless steel appliances make this compact kitchen classy and a delight to work in, also adorned with beautiful windows looking out on the brook. Two cozy, light-filled bedrooms on the bottom floor, both with sliders onto a private crushed stone patio by the brook. The property also boasts a wonderful wood and garden shed, and a new generator. This is honestly a lovely, private getaway.

60 Muller Rd, Kent

145 New Preston Hill Rd, Washington
$2,150,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24190259 MLS
First Time Ever Offered! Private Bespoke Modern Compound in One of Washington's Premier Locations. 18+ Acres in 2 parcels. Centered Around a Brick Courtyard, the Property Includes a 4,000 sq. ft. Main Residence and Separate 1,800 sq. ft. Guest House/Studio Building. The Main House Features 3 Bedroom Suites, 3.5 Baths; a Light-Filled 19+ ft Ceiling Living Room with Fireplace; Dramatic Entry Hall/Gallery with Walls of Glass; Eat-in Kitchen; Formal Dining Room; Library & Office. The Accessory Building Provides Exceptional Flexibility with 1-2 Bedrooms, 2 Full Baths; Kitchenette; Expansive Studio, & Office Spaces. A Gunite Pool is Framed by Mature Landscaping & Formal Gardens. Separate Detached 3-Car Garage with Additional Studio & Storage Completes the Property. Ideally Located Merely 3 minutes to New Preston Village & Minutes to Washington Depot, Lake Waramaug, and Kent.

145 New Preston Hill Rd, Washington

280 East St S, Goshen
$1,095,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189529 MLS
Galloway Farm is a one of a kind 1970's flat roof contemporary designed by Peter Dalton Morris that perfectly blends Breuer inspiration and modernist touches. On over 12 acres on a quiet road this property offers total privacy with open fields yet just minutes from the center of both Litchfield and Goshen. Drive up the driveway and around the circular drive and you're immersed in the properties natural and private beauty. Entering through the spacious foyer you're greeted by three walls of windows capturing the beautiful and tranquility of the property. The passive solar design creates a beautiful open living area yet defined spaces, the living room flows perfectly into the dining room and into the eat-in chefs kitchen with gas cooktop, wall ovens all while maintaining the views of the property. Cozy up by the fireplace with custom wood mantle then retreat behind it to the studio, a perfect place for capturing the beauty of the property. Walk up the open concept modern stairs to the second floor where you'll find a spacious primary suite with southern views and a wall of closets entering into the bathroom suite. There are three additional well appointed bedrooms, an office space plus a storage room all with beautiful hardwood floors complete the upper level. There is also a large full bath with tub and laundry on this floor. From every room you can enjoy views of the property with walls of windows, perfect in all seasons.

280 East St S, Goshen

394 Winchester Rd, Norfolk
$799,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189465 MLS
Formerly known as Breezy Hill Farm, this exceptional 12.38-acre property lives up to its name, offering peaceful surroundings and refreshing breezes year-round. Set on two parcels, the beautifully renovated post-and-beam home seamlessly blends historic character with modern amenities. Completed in 2017, the extensive renovation included all new electrical, plumbing, spray foam insulation, flooring, kitchen, and bathrooms. The heart of the home is the spacious kitchen and dining area, featuring a large island with prep sink, granite countertops, gas cooktop, double wall ovens, and a woodstove set on a striking granite curbstone hearth. A sliding door opens to the expansive deck overlooking the beautifully landscaped, solar-heated in-ground pool. The inviting living room showcases original barn beams, preserving the property's rich history, while a bright foyer and convenient powder room complete the main level. An unfinished walkout room overlooking the pool offers endless possibilities as a family room, studio, fitness space, or recreation room. Upstairs, the primary suite offers vaulted ceilings with exposed beams, a generous walk-in closet, and a beautifully appointed bath with a walk-in shower and skylight. A second bedroom includes its own full bath, and a third bedroom provides flexible space for guests or a home office. Equestrian enthusiasts will appreciate the barn with four horse stalls, an indoor animal space, and a large garage with two overhead doors.

394 Winchester Rd, Norfolk

119 Judge Ln, Bethlehem
$1,995,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179730 MLS
Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and authenticity of its original design. Expansive windows fill the home with natural light and frame picturesque views. The remarkable grounds feature open meadows, mature pines and hemlocks, historic stone walls, fruit trees, curated gardens, and a tranquil pond, offering unmatched privacy and serenity. Equestrians will appreciate groomed riding trails and ample space for future rings, arenas, or barns. Outdoor enthusiasts will enjoy a 200-yd shooting range, hunting areas, and miles of trails for hiking, biking, ATV adventures, and recreation. Designed for entertaining, the pavilion and patio with a grand stone fireplace provides an unforgettable setting for gatherings and quiet evenings alike. Above the garage, a well appointed guest suite with a living area, kitchenette, and full bath offers flexibility for guests, or an au pair. Conveniently located just 15 minutes from the charming centers of Woodbury, Washington, and Litchfield, and approx two hours from New York City, 119 Judge Lane is a one-of-a-kind legacy estate awaiting its next generational steward.

119 Judge Ln, Bethlehem

14 Flanders Ln, Kent
$1,395,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24184750 MLS
First time ever on the market: this custom Contemporary abuts hundreds of acres of conserved land owned by the State of Connecticut, offering sweeping pastoral views and exceptional privacy less than five minutes from Kent Village Center. Inside the ~2,800 sq ft main house, an open floor plan blends with sophisticated country character. The main level kitchen is light-filled with breakfast bar seating, opening to a sitting area that flows into a sunroom and out to a bluestone patio framing the view. A formal dining room with vaulted ceiling opens to the living room, anchored by a fireplace. A main level bedroom with private bath completes this floor. Upstairs, the primary suite features a vaulted ceiling opening onto a sleeping porch, with a private bath of its own. Two more bedrooms share a full bath on this level. The home was also expanded to include an ~800 sq ft separate guest apartment, currently used as an expansive home office. This area would make a wonderful guest space, with the two existing offices easily converted into two additional bedrooms. The space already includes a living room, dining area, kitchenette, and full bath. The lower level of the main house has been finished to include a media room and laundry, and the original two-car garage is now finished storage space, easily converted back if needed. A rare find in a sought-after location, just two hours from NYC.

14 Flanders Ln, Kent

44 Pine Rd, Colebrook
$699,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185035 MLS
Enjoy exceptional privacy and peaceful country living in this spacious 4 bedroom, 2.5 bath contemporary Cape set atop a long winding driveway surrounded by natural beauty. The open floor plan on the main level offers comfortable living and entertaining spaces, including an updated eat in kitchen with stainless steel appliances, a dining room with a cozy wood burning fireplace, a generous living room, a full bath with a shower, and a main level bedroom suite with a private half bath. Upstairs features three additional bedrooms, a large bonus den ideal for a home office, family room, or flex space, and a second full bath with a tub and shower combination plus a skylight. Thoughtfully updated for comfort and efficiency, the home features comfortable radiant heat throughout the entire first floor, a new well installed in 2021, a whole house propane generator with automatic transfer switch added in 2022, an EV charger with load management installed in 2023, new kitchen and laundry room appliances, and fresh interior painting. Septic, heating system and generator were just serviced. Located on a quiet, low traffic country road, this property offers the perfect combination of seclusion and convenience with easy access to Route 8, shopping, restaurants, and everyday amenities. Ideally situated just 2.5 hours from both New York City and Boston, this unique home is perfect as a full time residence or a relaxing weekend getaway!

44 Pine Rd, Colebrook

17 Meredith Ln, New Milford
$1,190,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24175686 MLS
Discover the epitome of luxury and financial versatility in prestigious Town Ridge Estates. A rare offering, this refined estate features a fully permitted, secluded guest cottage with exceptional income-producing potential, creating a unique opportunity to offset ownership costs, accommodate extended family, provide a private retreat for guests, or generate rental income. Complete with 1 bedroom, 1.5 baths, and a full kitchen, this secondary dwelling sets the property apart from the ordinary. The main residence is equally impressive, centered around a gourmet kitchen designed for the culinary enthusiast. Outfitted with a Wolf 6-burner range, dual dishwashers, and a warming drawer, it's a space that functions as beautifully as it looks. The main-level primary suite serves as a private sanctuary, featuring dual walk-in closets and a spa-like bath with radiant heated flooring. Car enthusiasts and hobbyists will appreciate the 2 sets of oversized garages, providing 4 total bays for specialty vehicles or equipment. Set on expansive, manicured grounds featuring a serene pond w/ illuminated fountain and an expansive Trex deck w/ pergola, this estate seamlessly blends luxury and functionality. The walkout lower level offers impressive office space w/ a separate entrance and a great room w/ a full bath. This property is more than just a home; it's a lifestyle investment offering architectural elegance, exceptional flexibility, and remarkable income potential Truly one not to miss!

17 Meredith Ln, New Milford

124 Suncrest Ct, Torrington
$545,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24183172 MLS
Stunning 3 Bedroom, 2.5 Bath Home in a Highly Desirable Cul-de-sac Location Experience refined living in this beautifully appointed home, perfectly positioned at the end of an exclusive cul-de-sac in one of the area's most coveted neighborhoods. Impeccably maintained, this residence offers a harmonious blend of sophistication, comfort, and modern convenience. Step inside to an inviting living space anchored by a timeless fireplace, creating a warm and elegant atmosphere ideal for intimate gatherings. The gourmet kitchen impresses with granite countertops, abundant cabinetry, and a seamless layout designed for both culinary enjoyment and effortless entertaining. This home has marble and hardwood flooring with 3 spacious bedrooms. It has been meticulously cared for, with premium updates providing exceptional peace of mind: -Newer HVAC system -Newer roof -Brand new water heater -Central vacuum system -Full property irrigation system Outside, enjoy a peaceful, wellkept yard enhanced by a shed and irrigation system, making lush landscaping easy to maintain all season long. Move in ready and rich with valuable upgrades, this residence stands out as a rare opportunity for buyers seeking luxury, convenience, and long term comfort. A distinguished home that must be seen to be fully appreciated.

124 Suncrest Ct, Torrington

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

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

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

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

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

117-118 Dibble Hill Rd, Cornwall
$1,945,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24161510 MLS
The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond, framed by classic New England stone walls and thoughtfully designed gardens that evolve with the seasons. A sun-drenched glass entry foyer creates a striking sense of arrival, leading into expansive living spaces designed for both relaxed country living and sophisticated entertaining. The French country kitchen is exceptionally appointed with dual Sub-Zero refrigeration, multiple freezer drawers, and a six-burner Wolf range. The great room is dramatic featuring soaring beam ceilings, a commanding fieldstone fireplace, and four sets of French doors opening to a raised bluestone terrace. A fully enclosed glass solarium offers year-round connection to the surrounding landscape. The home includes 4 bedrooms, 4.5 baths with Waterworks fixtures, Travertine and wide-plank hardwood flooring. Beyond the main residence, a 11.5-acre buildable parcel directly behind the home for privacy and a 1.6-acre parcel across the street; Detached four-car garage with an additional space below. A rare opportunity to create a weekend or full time legacy estate in the Litchfield Hills.

117-118 Dibble Hill Rd, Cornwall

168 Fern Ave, Litchfield
$1,499,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

202 Crane Hollow Rd, Bethlehem
$699,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24171289 MLS
UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

202 Crane Hollow Rd, Bethlehem

142 Stilson Hill Rd, New Milford
$1,149,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24167772 MLS
Set on an extraordinary 12.81-acre parcel, this one-of-a-kind estate offers a rare blend of privacy, luxury, and architectural distinction. Fully renovated from top to bottom, the home showcases exceptional craftsmanship with high-end, custom finishes and a design unlike anything you've seen before. Step inside to the main level where soaring ceilings, exposed beams, and walls of glass fill the great room with natural light, anchored by a striking fireplace. The stunning custom kitchen is both functional and beautiful, seamlessly connecting to the dining area-perfect for everyday living or entertaining. A unique lofted office space overlooks the main living area, adding character and versatility. The main level also features a thoughtfully designed full bathroom complete with a built-in sauna for a spa-like experience. The lower level offers a private retreat with a spectacular primary suite featuring a luxurious full bath, walk-in shower, and custom closet. A second bedroom includes charming built-in bunk beds, while the mudroom/laundry room is equipped with custom built-ins and a convenient bench. Step outside and enjoy resort-style living with direct access to an in-ground pool and spa, as well as an expansive deck ideal for entertaining or relaxing while taking in breathtaking long-distance views.

142 Stilson Hill Rd, New Milford

14 Straight Rd, Kent
$1,995,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24166682 MLS
Two Homes. 15.66 Private Acres. Long Views Over Kent Hollow. A rare Litchfield County compound in South Kent's exclusive Kent Estate area - two distinct architectural statements from two eras, set on 15.66 secluded acres with a brook running through the property and views over Kent Hollow. The Main House (1993 contemporary, 3,400 sqft): Built for light and landscape. Walls of glass frame long views; an open floor plan flows from the chef's kitchen to expansive decks and two screened porches. Four bedrooms (first-floor den/office could be used as bedroom), 2.5 baths, four fireplaces. Viking double oven and 6-burner cooktop, two Miele dishwashers, Sub-Zero, wine fridge, Carrara marble. 5 minutes to Lake Waramaug, 7 to New Preston. The Guest House (1955 midcentury, 1,065 sqft): 2BR/2.5BA with original character intact - fireplace, expansive deck, independent living quarters. Comparable Kent STRs command $300-$750/night, projecting $35,000-$65,000/year gross. Ideal as guest house, income suite, multi-generational residence, or studio. Together: ~4,500 sqft, six bedrooms, five baths, five fireplaces, two screened porches. 15.66 acres of woods, water, and quiet.5 minutes to Lake Waramaug, 7 minutes to New Preston.

14 Straight Rd, Kent

40 Canterbury Ln, Salisbury
$2,385,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24167844 MLS
Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning fireplace anchors the open living and dining areas. The main level centers around a new primary bedroom suite with an oversized walk-in closet and luxurious ensuite bath featuring a soaking tub and glass enclosed shower. A second bedroom and full bath complete the first floor's thoughtful layout. Upstairs, two additional bedrooms, a full bath, and an alcove provide flexible space perfect for an office or lounging area. The four-bedroom layout maximizes both privacy and functionality throughout. Outdoor living includes a screened porch, dining terrace, and wood deck with amazing lake views. Set in a private community with direct lake access and shared beach on Lakeville Lake, this Northwest Connecticut retreat sits minutes from Indian Mountain School, Hotchkiss, and the towns of Lakeville, Salisbury, and Millerton.

40 Canterbury Ln, Salisbury

31 Belgo Rd, Salisbury
$1,650,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24158676 MLS
31 Belgo Road offers a beautifully designed 2-bedroom, 2.5-bath main residence and a separate 1-bedroom, loft-style apartment above the garage, all set against spectacular views of Lakeville Lake. A new septic system was installed in 2024, which affords this home bedroom expansion capabilities. This upgrade is a significant value-add for potential logistics and future planning. Blending contemporary design with the charm of a classic New England home, this Litchfield County property embodies casual country living. The light-filled, open floor plan creates a seamless flow throughout the main living spaces. At the heart of the home is a state-of-the-art chef's kitchen with top-of-the-line appliances, opening effortlessly to a sunroom ideal for dining and gathering. The adjacent family room features soaring 13-foot ceilings, while the formal living room is highlighted by a striking floating staircase leading to the upper-level ensuite bedroom. The first-floor primary suite serves as a private sanctuary, complete with an ensuite bath, walk-in closet, and multiple windows overlooking beautifully terraced stone gardens. The second ensuite bedroom, accessed by the dramatic floating staircase, provides a comfortable and private space for guests or family. Outdoor living is equally impressive, with a bluestone patio designed for entertaining and featuring a wood-burning fireplace.

31 Belgo Rd, Salisbury

168 Cobble Rd, Kent
$1,650,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24130930 MLS
Escape to this mountaintop retreat with sweeping, unobstructed views located off one of the most desirable scenic roads in the Litchfield Hills. Set in complete privacy, this four-bedroom home offers a perfect blend of comfort and sophistication with an open-concept layout designed for both relaxation and entertaining. The chef's kitchen, featuring a central island, flows seamlessly into a cozy reading nook with fireplace, a screened porch, and a dining area that opens to an expansive deck overlooking the breathtaking vistas. The spacious living room, anchored by a striking fieldstone fireplace, also connects to the deck and includes a charming home office. Upstairs, the primary suite offers a private balcony, spa-like bath with soaking tub, and walk-in closet. An additional ensuite bedroom, two more bedrooms with a shared full bath, and convenient laundry complete the upper level. The walkout lower level provides versatile living space, currently used as a media room and gym, and includes a full bath. Located just minutes from the shops and restaurants of Kent's vibrant village center-and only two hours from New York City-this property is the ultimate country retreat.

168 Cobble Rd, Kent

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