Refine Search
Sort by
$2,800,000
4 Beds 3 Baths 24187539 MLS
The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic.

167 Beebe Hill Rd, Canaan

$675,000
2 Beds 2 Baths 24187056 MLS
Escape to the charm & tranquility of Washington in this beautifully maintained 1939 home, the perfect country retreat for weekend escapes or year-round living. Offering 1,270sf, 2 bedrooms & 1.5 baths, this inviting residence combines timeless character w/ the modern comforts today's buyers seek. Inside, a welcoming living room w/ a fireplace sets the tone for cozy weekends & relaxed evenings. The formal dining room is ideal for gathering w/ family & friends, while the spacious eat-in chef's kitchen provides the perfect setting for leisurely breakfasts before exploring the area's scenic beauty, hiking trails, boutiques & restaurants. Thoughtfully updated over the years, the home features replacement windows installed in 2016, updated dual-propane HVAC & central air, ensuring comfort in every season. Original details & vintage charm remain beautifully preserved. Fenced gardens, mature landscaping, charming stone walls & a lovely stone patio invite outdoor entertaining, morning coffee, or quiet afternoons surrounded by nature. Lovely antique barn in need of renovation. Whether you're looking for a sophisticated weekend getaway from New York City or a full-time residence rich in character, this special home offers an exceptional opportunity to enjoy the beauty, charm & slower pace of one of Connecticut's most sought-after towns. Numerous additional improvements & updates reflect years of attentive stewardship & pride of ownership.

31 Church Hill Rd, Washington

$329,900
3 Beds 1 Baths 24185302 MLS
Discover the perfect blend of privacy, comfort, and modern updates in this charming 3-bedroom, home, ideally situated in a prime Thomaston location overlooking protected government forest land. Enjoy peaceful wooded views and the tranquility of nature right from your backyard. Inside, you'll find a beautifully updated kitchen featuring granite countertops, modern cabinetry, and plenty of workspace. The warm and inviting living area offers rich oak flooring and a cozy fireplace, creating the perfect gathering space throughout the seasons. The updated bathroom includes a luxurious rainforest shower, adding a spa-like touch to your daily routine. Additional highlights include propane heat for efficient comfort, a one-car garage, and thoughtful updates throughout that make this home move-in ready. Whether you're looking for a peaceful place to live or a private escape surrounded by nature, this exceptional property offers the best of both worlds-conveniently located while feeling miles away from it all. Property to be sold in as is condition. See listing agent.

438 Hill Rd, Thomaston

$299,900
2 Beds 1 Baths 24185524 MLS
Opportunity awaits with this classic Cape-style home set on a 1+ acre lot in Plymouth. Offering 2 bedrooms with an expandable second floor, this home provides the perfect chance to add living space and build equity while making it your own. Inside, you'll find oak hardwood flooring, living area, and a walk-in shower for added convenience. The home is equipped with warm-air, oil heat, city sewer, and a full, usable basement that offers excellent storage, workshop space, or future possibilities. Outside, the two-car garage and generous yard provide plenty of room for vehicles, hobbies, gardening, or outdoor entertaining. With solid bones, desirable features, and a peaceful setting, this home is ready for your personal updates and vision. If you are someone looking for a property with potential, this is a wonderful opportunity to create the home you've been dreaming of.

230 South St, Plymouth

$769,900
4 Beds 3 Baths 24185801 MLS
Beautifully renovated 4-bedroom, 2.5-bath ranch set on a spacious corner lot in one of Woodbury's most desirable locations. Just two streets from Woodbury's nationally recognized Main Street, this home offers the perfect combination of modern updates, comfortable living, and exceptional outdoor entertaining. The complete interior renovation began in 2023 and has recently been completed, creating a truly move-in-ready home. At the heart of the property is a stunning open-concept kitchen featuring stylish finishes and thoughtful design, seamlessly flowing into the dining area and living room-ideal for both everyday living and hosting family and friends. The private primary suite offers beautiful views of the backyard retreat, while three additional generously sized bedrooms and a fully renovated full bathroom provide plenty of space for family and guests. Every bathroom in the home has been tastefully updated, complementing the home's fresh, modern feel. Step outside to your own backyard oasis. The expansive outdoor space features a large in-ground swimming pool, dedicated BBQ area, and ample lawn space for entertaining, yard games, and summer gatherings. Whether you're hosting a crowd or enjoying a quiet evening at home, this outdoor setting is sure to impress. Adding even more versatility is the separate pool house, complete with accommodations that offer endless possibilities for guests, extended family, a home office, or private retreat.

62 Heritage Dr, Woodbury

$415,000
3 Beds 3 Baths 24099709 MLS
Nestled in the highly desirable town of Woodbury, this charming Cape offers just over 2,000 square feet of comfortable living space with endless potential. The home features 3 bedrooms, 2.5 bathrooms, and beautiful hardwood floors throughout. A dedicated home office with custom built-in shelving provides the perfect space for working from home or studying. The inviting living room includes a cozy pellet stove, creating the perfect gathering space. The bright dining room features a large picture window that fills the space with natural light. A spacious mudroom with vaulted ceilings, laundry hookups, and a large walk-in pantry provides exceptional everyday convenience. Step outside to enjoy the 1.5 acre private setting, complete with an in-ground pool and safety fence-ideal for relaxing, entertaining, or making the most of New England summers. Whether you're looking to restore its original charm or add your own personal touches, this home presents an excellent opportunity to build equity in one of Litchfield County's most sought-after communities. New windows, siding and gutters in 2024. The property is being sold "as is." Priced to sell! Don't miss your chance to make this Woodbury property your own!

241 Hoop Pole Hill Rd, Woodbury

$449,900
3 Beds 2 Baths 24185808 MLS
Nestled on a quiet cul-de-sac in the desirable Upper East End, this charming Gambrel-style Colonial offers timeless farmhouse character, warmth, and versatility. Featuring 3-4 bedrooms and 2 full baths, this inviting home with beautiful wood beams in areas, rich chestnut-toned hardwood floors, and abundant natural light throughout. Enjoy your morning coffee on the welcoming covered front porch - just steps inside to a spacious room w/exposed beams and door leading to the deck & pool. The spacious living rm features a fireplace & beautiful wood flring, while the eat-in kitchen showcases a mix of ceramic tile and hardwd flring w/grey cabinetry w/perfectly coordinating quartz counters & overlooks the expansive backyard & pool. A first-floor bedroom near-by to a full bath provides an ideal option for single-level living or guests. Upstairs offers two additional bedrooms & a second full bath. An additional room w/private entrance offers endless possibilities on main level; home office, four-season sunroom, studio, or flexible living space. The LL is partially finished/perfect exercise rm! The spacious backyard, deck & pool create the perfect setting for entertaining and relaxing. Located on one of the area's most charming streets with minimal traffic and beautifully maintained homes - enjoy a peaceful neighborhd just minutes from shopping,restaurants,schools, & everyday conveniences. A home filled w/warmth,character & endless possibilities -- Don't miss this Upper East End GEM!

125 Farmstead Ln, Torrington

$599,950
4 Beds 3 Baths 24187091 MLS
Welcome home to this stunning 3100sq ft custom Colonial . There is a beautiful stone wall with lighting that leads you to a stone patio and terraced walkway to the front door. Enter into a grand foyer with cathedral ceiling and lovely staircase, to the left an oversized great room with hardwood floors features an open floor plan with living room and dining room areas and wood floors . As you walk from the dining area there is a remodeled kitchen with white cabinets and quartz counter tops with a breakfast bar , new appliances and eat in breakfast nook that has sliders that open to a large deck.The deck over looks a level lot with fruit trees, a meadow and mature trees. As you continue your walk around the 1st floor there is a den with a wood stove and wood floors , a full bathroom near a doorway to a 2 car garage . From the foyer you walk up the staircase , to the oversized master suite with full bath ,walk in closet and wood floors . There are 3 spacious guest bedrooms and another full guest bath on this level .There are several other amenities including a full basement, newer roof , vinyl windows , paved driveway and a large 1.27 acre lot.

100 Mount Tobe Rd, Plymouth

$3,200,000
3 Beds 2 Baths 24186522 MLS
Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage, boarder tack lockers, laundry area, and full bath. Safety is enhanced by a commercial sprinkler system. Owned pole-mounted solar panels are installed but are not currently operational. Outside, expansive grass paddocks and a large sand/stone dust outdoor arena provide ample space for training and turnout. Bordering Land Trust property with a river and miles of trails, you can horseback ride or hike directly from your back door. "The Shepaug is one of those rivers that looks like it was painted by someone who had too much talent and not enough canvas." written by Charles Hayes. The Cape-style home features 3 bedrooms and 2 full baths, blending classic New England character with modern comfort. A 2-car attached garage is complemented by a detached 4-car garage, plus an additional detached 3-car garage with a second-floor apartment-ideal for guests, staff, rental income, or a home office.

124 Botsford Hill Rd, Roxbury

$6,650,000
6 Beds 6 Baths 24186864 MLS
Known as "The Bungalow", this spectacular Tudor-inspired estate set on 43.8 private acres is one of architect Alfredo S.G. Taylor's finest designs. Built in 1908 for a Remington Arms heiress, the home seamlessly blends Gilded Age grandeur with exceptional modern luxury. The dramatic great hall features soaring 40-foot timber ceilings, a monumental stone fireplace, and exquisite fieldstone and half-timber construction. Thoughtfully updated throughout, the home offers a stunning new eat-in chef's kitchen complete with a butler's pantry and premium appliances, including a True glass-door refrigerator, Miele dishwasher, Wolf warming drawers, Sub-Zero wine and beverage refrigerator, and an exceptional custom range with handcrafted hood. The luxurious marble-clad bathrooms have been beautifully renovated with Kohler fixtures, while custom cabinetry, updated electrical systems, and meticulous craftsmanship elevate every space. Spectacular balconies and a wraparound veranda extend from the main living areas, providing breathtaking views across the surrounding landscape. Offering 6 bedrooms, 6 bathrooms, and 6,766 square feet of living space, the estate is set amid lightly wooded grounds with expansive northern vistas. Additional amenities include a guest house, barn, formal gardens, and a picturesque pond. Approached by a winding, newly improved drive, the residence sits atop a private ridge and culminates in a gracious porte-cochere, creating a sense of arrival rarely found.

310 Litchfield Rd, Norfolk

$639,900
3 Beds 3 Baths 24186849 MLS
SELLER INCENTIVE MAKE YOUR MOVE WITH A SELLER CREDIT: *SELLER OFFERING A CREDIT TOWARD BUYER'S CLOSING COSTS, PREPAID EXPENSES, OR AN INTEREST-RATE BUY-DOWN, SUBJECT TO LENDER APPROVAL.* Set on 1.5 acres in the heart of Bethlehem, this well-maintained home features vaulted ceilings, a cozy fireplace, custom built-in bookcases, and an open, welcoming layout. The kitchen includes granite countertops, stainless steel appliances, ample cabinetry, and convenient access to the dining area. Main-level laundry adds everyday ease. The finished lower level provides exceptional flexibility with a spacious recreation room, fitness area, full bath, and abundant storage-ideal for a home office, hobbies, guests, or additional living space. Recent improvements include a new roof (2024), luxury vinyl plank flooring, and a new pressurized bladder tank (2025). Enjoy the peaceful outdoor setting from the deck and gazebo, perfect for entertaining, dining, or relaxing. Located in scenic Litchfield County, you'll enjoy easy access to hiking trails, lakes, parks, pickleball and tennis courts, as well as the shops, restaurants, and attractions of nearby Woodbury, Litchfield, Washington, and Watertown. A rare opportunity to enjoy peaceful country living with modern conveniences in one of Connecticut's most desirable areas. *Homes that offer this combination of condition, space, privacy and location don't come along often.*

219 Wood Creek Rd, Bethlehem

$475,000
3 Beds 3 Baths 24186839 MLS
Back on the market due to previous buyer being unable to move forward with the purchase. Perched above the main road for added privacy, this newly remodeled home combines timeless charm with modern updates throughout. Beautiful engineered hardwood floors flow seamlessly through the living spaces, creating a warm and inviting atmosphere. The spacious living and dining room features a striking stone fireplace and French doors that open to an outdoor patio, providing an ideal setting for both everyday living and entertaining. The main level offers a desirable primary suite complete with a walk-in closet and an updated en-suite bath featuring a walk-in shower. A versatile den, also with French doors leading to the patio, provides the perfect space for a home office, family room, or guest retreat. A convenient powder room and generously sized laundry room complete the first floor. Upstairs, you'll find two additional bedrooms and a full bathroom, offering comfortable accommodations for family and guests. The beautifully updated kitchen is the heart of the home, featuring stainless steel appliances, expansive counter space, and a butcher block breakfast bar that is perfect for casual dining and gathering with friends and family. With its thoughtful floor plan, stylish finishes, and inviting indoor-outdoor living spaces, this move-in-ready home offers comfort, functionality, and exceptional appeal. All room sizes are approximate.

125 S Canaan Rd, North Canaan

$737,500
4 Beds 4 Baths 24186546 MLS
Immaculate 4 bedroom plus possible inlaw Farmhouse Colonial on 1.84 private acres with mountain view! Large covered front porch to welcome guests and enjoy morning coffee. Enter into the foyer with gleaming hardwood flooring throughout the main level and center staircase. Living room with a gas fireplace. The kitchen area has plenty of cabinet space, granite countertops, stainless steel appliances, and double French doors leading out to the oversized low back deck perfect for entertaining and pets. The main level offers versatile layout and easy home office space. The second level offers a huge primary suite with a large walk-in custom closet and en-suite bathroom with double sinks and clawfoot tub. Completing the upper level are 3 good sized bedrooms with large closets and ceiling fans, a full bathroom, a laundry area, plus a common space with hardwood floors. The finished lower level is set up for many possible uses with a possible in-law apartment with walk out separate entrance with private deck, kitchenette, a full bathroom, an exercise room/office plus a walk in closet/storage and still plenty of unfinished space. Efficient propane heat plus central air. Convenient 2 car attached garage. Generator hook up. Tons of storage. Shed. Upgraded hot water heater. New refrigerator. Newly stained deck and porch. Pool table can stay. Lots of value-Hurry! House just appraised over the asking price.

22 Big Bear Hill Rd, New Milford

$325,000
2 Beds 2 Baths 24182810 MLS
Welcome home to this well-maintained 2-bedroom, 1.5-bath single-family residence nestled in a desirable Torrington neighborhood. Offering 912 square feet of comfortable living space, this home presents a fantastic opportunity for first-time buyers, downsizers, or investors seeking a property with additional possibilities. The main level features a functional floor plan with bright living areas, two spacious bedrooms, and a full bathroom. The lower level offers potential for an in-law setup, providing flexibility for extended family, guests, or additional living space. The home includes a walk-in shower, offering a convenient option for individuals with mobility concerns or anyone who appreciates the ease of step-free access. Enjoy the convenience of an attached garage, oil heat, and a generous 10,018-square-foot lot that offers room for outdoor entertaining, gardening, or future enhancements. The unfinished basement provides ample storage and the opportunity to customize the space to fit your needs. Located on a quiet residential street while remaining close to shopping, dining, schools, and local amenities, this property combines comfort, convenience, and potential. Property Highlights 2 Bedrooms 1.5 Bathrooms 912 Sq. Ft. of Living Space Walk-In Shower for Added Accessibility Potential In-Law Setup on Lower Level Attached Garage Oil Heat Unfinished Basement 10,018 Sq. Ft. Lot Quiet Residential Location

106 Edgewood Dr, Torrington

$1,295,000
3 Beds 2 Baths 24186400 MLS
Set along a quiet, dead-end road in the Ellsworth section of Sharon, this newly constructed shed-roof home was designed for simple, efficient living with a strong connection to the Earth. Solar panels and a heat pump system keep utility costs remarkably low, while expansive windows capture natural light and western sunset views. Thoughtful details include Bosch appliances, copper light fixtures, and a refined material palette that balances warmth with modern simplicity. The generous primary bedroom wing features a sauna, two separate dressing areas, and a bathroom finished with terrazzo tile. Two additional bedrooms occupy the opposite side of the home, creating a practical separation of spaces for family and guests. The exterior is clad in durable Hardie board siding, designed to age gracefully and require minimal maintenance. The landscape has been carefully planned and will continue to evolve with native wildflower meadow, apple trees, and maple, creating an ever-changing backdrop through the seasons. A detached two-car garage completes this understated and highly efficient modern home, offering a rare combination of Scandinavian design, low-maintenance living, and a peaceful country setting in one of Sharon's most desirable locations.

27 Morey Rd, Sharon

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

212 Old South Rd, Litchfield

$305,000
3 Beds 2 Baths 24186089 MLS
Well-maintained Cape in a desirable rural setting, yet just minutes from shopping, dining, schools, and other everyday conveniences. This 7-room home offers 3 bedrooms and 1.5 baths with a flexible floor plan designed for comfortable living. The main level features a formal living room, dining room, kitchen, family room, primary bedroom, and a full bath w/laundry, providing the convenience of one-level living. Upstairs you'll find two additional bedrooms and a half bath. Lovingly cared for over the years, the home features central air conditioning, a standby generator, and a security system with fire and smoke monitoring for added comfort and peace of mind. Enjoy your morning coffee or evening relaxation on the covered deck overlooking the yard. Additional amenities include a one-car garage under the home and a location that offers the perfect balance of privacy and accessibility. A wonderful opportunity to own a move-in ready home in a convenient country setting.

103 Cordano Rd, Winchester

$495,000
4 Beds 3 Baths 24185819 MLS
Unique opportunity to own this spacious 4-bedroom Colonial set on 27 acres in Winchester, CT. Previously home to animals, this property offers endless possibilities for hobby farming, equestrian pursuits, recreation, or simply enjoying the privacy and beauty of the countryside. Ideally located directly across the street from Green Woods Country Club, you'll enjoy convenient access to golf, and beautiful scenic views right at your doorstep. Inside, you'll find an expansive kitchen featuring abundant cabinetry, gas cooktop, double ovens, generous counter space, and plenty of room for family and friends to gather. The main level offers a formal dining room, a large family room, and a welcoming living room with a fireplace and direct access to the back deck, perfect for outdoor dining and entertaining on warm summer evenings. The walk-out lower level provides excellent potential for additional finished living space and already includes a bar area, making it ideal for a future recreation room, home gym, or media space. With its combination of acreage, functionality, and room to grow, this property presents a rare opportunity to create the lifestyle you've been dreaming of. Conveniently located with easy access to dining, shopping, recreational amenities, and major commuter routes, this property offers the perfect balance of peaceful country living and everyday convenience.

293 Torringford St, Winchester

$1,975,000
4 Beds 4 Baths 24185847 MLS
Experience the best of country living in this beautifully renovated home in Lakeville, Connecticut. Set on more than four private acres, this inviting residence offers eight spacious rooms, including four bedrooms and four full bathrooms, with the convenience of a first-floor bedroom suite. Designed for comfortable living and entertaining, the eat-in kitchen flows effortlessly into the formal dining room and onward to the welcoming living room, where a wood-burning fireplace and French doors open to the outdoor patio. A generous covered porch provides the perfect setting for relaxing summer afternoons while overlooking the thoughtfully landscaped grounds. The backyard is a true highlight, featuring a heated saltwater pool surrounded by mature plantings, creating a private retreat for swimming, entertaining, or simply enjoying the peaceful surroundings. An attached two-car garage and oversized mudroom add everyday convenience and practicality. Although tucked away in a serene setting, this exceptional property is just minutes from the charming villages of Lakeville and Salisbury, offering easy access to local shops, dining, recreation, and cultural attractions. Enjoy the perfect balance of privacy, comfort, and Litchfield County charm.

243 Wells Hill Rd, Salisbury

$925,000
2 Beds 1 Baths 24185728 MLS
Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to "get away from it all", this is the country place to get away to.

82 Westwoods, Sharon

$689,000
4 Beds 3 Baths 24184915 MLS
Beautiful 4-bedroom, 2.5-bath Colonial located in an established neighborhood in southern New Milford. This well-maintained home offers spacious living throughout, with a finished walkout lower level adding approximately 456 square feet of versatile living space, including a playroom, home office, and workout area. The stunning primary suite features a luxurious Jacuzzi tub, creating the perfect private retreat. The updated kitchen boasts granite countertops, stainless steel appliances, and ample cabinet space for everyday living and entertaining. Enjoy outdoor gatherings on the deck with a retractable awning overlooking the property. Additional features include generous room sizes, a desirable layout designed for today's lifestyle, and a whole house generator. Conveniently located near shopping, dining, commuting routes, and all that New Milford has to offer. A wonderful opportunity to own a move-in ready home in a sought-after neighborhood. Seller to find suitable housing.

23 Meredith Ln, New Milford

$599,000
3 Beds 2 Baths 24184970 MLS
Blackberry River Oasis! With 1,100 feet of frontage on the Blackberry River and thousands of acres of protected state land as its backdrop, Stirling Farm offers a rare sense of privacy and tranquility. Cross a charming bridge with views of historic Beckley Furnace and its rushing spillway, then follow a private drive to a circa 1890 farmhouse nestled in a sunlit meadow. The home offers 3 bedrooms, 2 baths, and 1,500 square feet of living space. An updated kitchen with stainless steel appliances and a six-burner gas range complements original fir floors rich with patina, while a native stone fireplace anchors the spacious living room. Full of character and ready for its next chapter, the home presents an opportunity for thoughtful updates and personal touches to make it your own. The landscape is equally enchanting, with two magnificent mature Black Walnut trees, lovely apple trees, and a rare Rainier cherry tree offering its prized blush-colored fruit each June. Newly planted river birch, magnolias, and a graceful weeping willow add to the beauty of this ever-evolving setting. Private and serene, spend your days casting a line from the riverbank, listening to the gentle sound of the water, or simply unwinding as the Blackberry River sets the pace. With exceptional frontage and direct access, this is a place where nature, recreation, and quiet beauty come together.

136 Lower Rd, North Canaan

$2,150,000
5 Beds 4 Baths 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

$635,000
4 Beds 4 Baths 24179254 MLS
Relax by your gunite lap pool in complete privacy, just minutes from the town center and only 15 minutes to neighboring towns like Woodbury, Washington, Litchfield, and Watertown. This legal two-family home features a spacious studio apartment with a large kitchen and private entrance. Designed by the original owner, a NY designer, the home is beautifully appointed with unique details throughout. A welcoming foyer opens to a large formal living room with a fireplace, flowing into the country kitchen and a cozy den with a wood-trimmed vaulted ceiling. Perfect for entertaining, with access from the den and French doors from the large dining room leading to the mahogany deck and heated gunite pool. The primary bedroom includes a spacious private sitting room/nursery, and all rooms are generously sized.

49 Guilds Hollow Rd, Bethlehem

$874,900
4 Beds 3 Baths 24185421 MLS
Nestled at the end of a long, private driveway on a quiet cul-de-sac, this custom-built colonial has been a private treasure - until now. Set on nearly 5 acres of lush, wooded land near the Litchfield border, this distinguished four-bedroom home spans just over 3,500 square feet of thoughtfully designed living space in one of the area's most sought-after neighborhoods. Lovingly maintained since its construction, it showcases the kind of craftsmanship that's hard to find today. Step inside to discover a home that has been beautifully updated where it matters most. The remodeled kitchen and bathrooms deliver elevated finishes throughout, balancing function and elegance, while the generous floor plan flows naturally between intimate gathering spaces and room to breathe. The bedrooms are genuinely spacious, and a private second-floor balcony off the bedroom level adds an elevated outdoor retreat. When warmer months arrive, the screened patio with mahogany flooring becomes an extension of the home itself, perfect for three seasons of use with wooded views and privacy just steps from the main living area. Beyond the patio, the property includes access to a shared spring-fed pond enjoyed by a small number of neighboring homes. Completing the home is an attached three-car garage, topped with an unfinished space that offers incredible potential for an in-law suite, home office, or guest quarters with its own entrance.

193 Stoneybrook Ln, Watertown

$695,000
3 Beds 2 Baths 24182010 MLS
Private Country Compound located on a peaceful pastoral 6.19 +/- acre parcel, next to the charming rural town of Bethlehem, in Litchfield County, CT. This idyllic property consists of a c1900 post and beam barn-style, 3-bedroom/2-full bath Main House, a 1-2-bedroom Guest Cottage with vaulted ceiling, balcony and patio, a beautifully maintained 3-stall Barn with electricity, water, several Paddocks and an Outdoor Riding Arena, and a stunning spring-fed Pond stocked with multiple types of fish. In the main house living and dining room, rich hues, rustic beams and hardwood floors are complemented by a bay window and handsome floor-to-ceiling brick fireplace (currently with a pellet stove insert). Off the living room, a sunroom/office leads to a deck overlooking the dock and pond. The dining room with fabulous wet bar is framed by large windows out to the patio with views across the sweeping lawns and meadows, gorgeous custom laid stone walls and down to the serene pond. Updated kitchen with new custom cabinetry and sliders to the patio. Laundry room and a full bath complete the main floor. Upstairs, the home's rustic charm continues with three bedrooms and an office, including a primary en suite. This private oasis surrounded by light woods offers a world away with the convenience of a central location. Both the Guest Cottage and the Barn & Paddocks have a solid history of rental income. Many potential uses and a great opportunity. Must see this special offering.

46 Crane Ln, Bethlehem

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.