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.
Relax by your 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, and all rooms are generously sized.
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.
Solid, attractive Cape plus newer 2.5 bay detached garage with enormous office and 1/2 bath above. So much potential here - work from home, owners have run a florist business out of first floor of det garage and grew alot of the flowers right in the level back meadow. Or multi generational living would be easy. The home has a brand-new (6/26) roof, owned solar panels = $9.62 a mos electric bill! Primary suite plus additional bedroom w sunny bay window on main level. Kitchen and baths have been updated, formal living room with FP and bay window, the room to gather in is the sunroom w light wood walls & ceiling- heated via propane stove and just off the huge eatin kitchen. LL is finished and could easily be an in-law studio with a full bath and sliders to the patio. Plumbing already there for kitchenette. Office over garage has large 1/2 bath and wet bar. Potential for full bath and kitchen. Furnace 3 years young, new water tank and full generator hook up. This is the house known for the gorgeous flower cart in front yard! Finish gardening (green house, shed, fruit trees, garden beds) play horseshoes, sit by the fire pit, or put your toes in the Nonnewaug river that runs the back boundry. Short walk to Nonnewaug Falls. Alot to offer on this property.
Nestled among the hills, picturesque farmland, and bucolic countryside that define Bethlehem's charm, this tastefully updated 4-bedroom, 2.5-bath home offers approximately 3,000 sq ft feet of living space on a private lot in one of the town's most desirable locations. Inside, soaring vaulted ceilings and an open-concept floor plan create an inviting setting for everyday living. The main level features spacious living and dining areas, a dedicated home office, and a sought-after first-floor primary suite for added convenience and flexibility. Recent improvements include refinished hardwood floors, refreshed finishes, and updates throughout, creating a move-in-ready home that blends comfort, character, and functionality. Upstairs, you'll find three additional bedrooms, a full bath, and a versatile room ideal for a playroom, guest space, or hobby room. The walkout lower level provides substantial finished living space, perfect for a home gym, recreation room, or additional gathering area. Outside, the rear deck overlooks a peaceful backyard, offering the perfect place to relax and enjoy the surrounding landscape. Enjoy the tranquility of Litchfield County while remaining minutes from local farms, vineyards, shopping, dining, and top-rated Regional School District 14 schools. Homes offering this combination of space, privacy, flexibility, and location rarely become available in Bethlehem.
Nestled perfectly on over five private acres, this classic three-bedroom Colonial offers the ultimate serene country escape. Step inside, and you are immediately greeted by radiant natural light and the warmth of newly refinished, gleaming hardwood floors that flow seamlessly throughout the home.To the right of the welcoming entryway, a spacious living room awaits, anchored by a cozy wood-burning fireplace. Just adjacent is a charming library nook, thoughtfully designed with two walls of custom built-ins, perfect for reading or family game night. On the opposite side of the home, the dining room flows into a kitchen that is as picturesque as it is functional. Well-appointed for the home chef, the kitchen also offers direct access to a brand-new deck, setting the ideal stage for summer barbecues and al fresco dining. Practicality meets luxury in the back hall, which boasts exceptional storage, a dedicated laundry room, a walk-in closet, and a pristine powder room.Upstairs, the generously proportioned primary suite serves as a true private retreat. It features its own romantic wood-burning fireplace, a wall of closets, and a full en-suite bath. Two additional bright bedrooms and a well-appointed guest bathroom complete the second floor.The walk-out lower level expands the living space remarkably, offering wonderful flexibility with an additional bedroom, a family room, a dedicated gym space, and utility access.
A turnkey Litchfield County retreat just 90 min from NYC, offering historic character, designer finishes, and effortless weekend living moments from Washington, Litchfield, and Woodbury.Originally an 1800s caretaker's cottage, this beautifully renovated antique has been thoughtfully expanded & extensively updated between 2023 and 2026, blending timeless New England charm w/modern luxury. Set on 3.45 acres near the Washington town line, the property offers a move-in-ready escape in the heart of this bucolic county. The center of the home is a dramatic great room featuring an impressive fireplace, soaring two-story wall of windows & abundant natural light overlooking the surrounding landscape. A custom bar with built-in ice maker and beverage refrigeration makes entertaining effortless, while the skylit eat-in kitchen is appointed with handcrafted cabinetry and premium Sub-Zero, Wolf, and Miele appliances. 3 bedrooms, a primary on the main level with renovated en-suite bath, a second guest bedroom, and the 3rd is a dedicated space encompassing the entire 2nd floor; a private primary suite w/ separate office with views of the property. Central a/c for year-round comfort. Designed for both relaxation and entertaining, the outdoor spaces incl a spacious deck, fire pit area, mature stone walls, custom landscaping, and potential pool locations. 2-car garage. Mins to the Mayflower Inn this turnkey property offers the best of the area without the renovation project!
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.
A little touch of heaven in a sweet Bethlehem Lake community, nestled in sought after Litchfield County. Completely rebuilt and completed in 2025, this 900+ sq ft home is perfect as a weekend getaway, year-round retreat, or an ideal option for short-term rental use. Designed with an eye for detail, the great room blends living, dining, and kitchen spaces under vaulted ceilings with beams, built-ins, white oak floors, and high-end appliances with quartz countertops. Two bright bedrooms feature built-in platform beds and warm architectural touches. Step outside to an oversized composite deck with premium railings-an inviting extension of your living space overlooking a babbling brook. One of the largest lots in the grove, with seasonal lake views and just a short walk to Long Meadow Pond's private beach and boat launch. Practical upgrades include a brand-new septic system and an energy efficient heat pump with central air, offering year-round comfort and peace of mind. An oversized one car garage easily accommodates SUVs and lake gear. A beautifully rebuilt, move in ready gem in a beloved Litchfield County lake community. 2 hours from NYC, 15 minutes to Litchfield Center.
RARE OPPORTUNITY! Your True Lakefront Escape Awaits! Attention contractors, renovators, and dreamers- this is your opportunity to own a year-round 2 bedroom cottage directly on beautiful Long Meadow Lake-where you can step outside and dip your feet right in the water from your own property. Cherished by the same family for over 40 years, this home offers the perfect chance to CREATE your own lakeside retreat. Briming with potential, you can either renovate (down to the studs) with existing septic and well or totally rebuild (which would require Wetlands Permits, and potentially new septic, etc.) Once re-created, spend your days swimming, kayaking, crew/rowing or biking along a quiet, lightly traveled road. Evenings are made for grilling, gathering with friends, or enjoying the peaceful beauty of this 1.5-mile fuel-motor-free lake. Take advantage of the community beach and boat launch, or simply relax and unwind in your own private waterfront haven. All of this is nestled in one of Litchfield County's most picturesque towns-yet less than 90 miles from NYC. Bring your vision-and start living the lake life you've always imagined or capitalize on rental possibilities. Property being sold as is. Buyer to do due diligence.
Welcome to Todd Hill Stables! Incredible opportunity for turnkey horse facility with additional room for expansion on almost 40 acres! Live, work and play on this beautiful property in a prime location with sweeping southern views. The property features a 184ft x 63ft indoor riding arena with elevated viewing area. Adjacent to the indoor arena is unique building to live and work all in one. It includes 20 stalls and tackroom office with radiant heat. The second floor features 2 1-bedroom apartments, a spacious rec room with large unfinished space spanning the length of the building with incredible southernly views. The property also features several well maintained paddocks, riding ring, large outdoor riding arena, covered equipment storage shed and electronic fire system. Bring your horses and enjoy this unique facility!
This authentic antique home is ideally located on one of Bethlehem's most desirable country roads, surrounded by other elegant historic properties. Meticulously maintained, it showcases true period charm with spacious rooms, high ceilings, original wide-board floors throughout, and a grand central chimney serving three fireplaces. The main level is perfect for both daily living and entertaining, featuring a large eat-in kitchen, a cozy wood-paneled study with built-in bookcases and fireplace, an inviting living room with fireplace, and a gracious formal dining room-all generously proportioned for comfortable gatherings. Upstairs you'll find three well-sized bedrooms, a full bathroom, a large walk-in attic over the kitchen that's already framed and ready to become a luxurious primary suite, plus a separate walk-up attic with plenty of headroom for additional finished space. The beautifully landscaped grounds include a sweeping level lawn, a fully approved extra building lot with its own private driveway, and a handsome post-and-beam barn offering ample room for vehicles, workshop space, and storage. Move right in and enjoy this classic beauty as-is, or take advantage of the rare opportunity to expand, add a guest house, or create a family compound.
Historic Estate with Pond, Barns and 12.7 Acres of Natural Beauty - Step into a piece of New England history with this exceptional 12.7-acre estate, featuring a historic sea captain's home originally built in Mystic and relocated to Bethlehem in 1961. Rich in heritage and thoughtfully updated with newer roof and mechanics, the home offers three spacious bedrooms, including a primary suite with a fireplace and bath; the house has a total of two and a half bathrooms. The original paneled living and dining rooms include built-in cabinetry and corner hutches, complemented by wide pine flooring, original interior doors, each with wood fireplaces for a total of three working fireplaces in the home. The property showcases a stunning natural setting with open fields, wooded walking trails, professionally maintained gardens supported by a full irrigation system and two wells. A spring-fed koi pond features a sandy beach, dock, and a custom-built outdoor kitchen pavilion crafted with wood harvested from the land. The pavilion is equipped with a working sink, electricity, and a water tank, making it perfect for outdoor entertaining. Additional improvements include two barns suitable for animals, equipment, or creative use, as well as a detached two-car garage with ample storage. A designated riding area makes this property ideal for horse enthusiasts.

Bethlehem is located in Connecticut. Bethlehem, Connecticut has a population of 3,408. Bethlehem is less family-centric than the surrounding county with 24.19% of the households containing married families with children. The county average for households married with children is 26.17%.
The median household income in Bethlehem, Connecticut is $95,338. The median household income for the surrounding county is $84,797 compared to the national median of $69,021. The median age of people living in Bethlehem is 50.3 years.
The average high temperature in July is 80.8 degrees, with an average low temperature in January of 12.5 degrees. The average rainfall is approximately 51.7 inches per year, with 50.7 inches of snow per year.