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119 Judge Ln, Bethlehem
$1,995,000
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

49 Deerwood Dr, Bethlehem
$725,000
4 Beds ⋅ 4 Baths ⋅ 24212168 MLS
A PRIVATE BACKYARD OASIS AWAITS AT 49 DEERWOOD DRIVE. Set on a level, beautifully landscaped property, this inviting home offers an exceptional blend of classic character, comfortable living, and resort-like outdoor enjoyment. Mature gardens and landscaping surround the patio, charming gazebo, and in-ground pool, creating a truly special setting for summer gatherings, quiet mornings, and effortless entertaining. Inside, warm oak floors and thoughtful details add timeless appeal. The living room features a gas fireplace, while the family room is anchored by a wood-burning fireplace surrounded by built-ins and bookshelves, with sliders opening directly to the rear yard. Pocket doors add an elegant touch between living spaces. The formal dining room, with French doors leading to the patio, makes entertaining effortless. The nicely sized bedrooms offer comfortable accommodations, including a spacious primary bedroom with a walk-in closet and updated bathroom. An additional full bath and two half baths provide excellent convenience. Central vacuum and generator hookup add practical amenities. A beautiful home with a wonderful floor plan, inviting interior spaces, and an outdoor setting designed to be enjoyed year-round.

49 Deerwood Dr, Bethlehem

494 Nonnewaug Rd, Bethlehem
$649,900
4 Beds ⋅ 4 Baths ⋅ 24177454 MLS
SOLAR PANELS ARE PAID FOR = $9.62 month elec bill!!! 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. Bring the animals and have your own farm! The home has a brand-new (6/26) roof, owned solar panels = $9.62 a mos electric bill! Primary suite plus additional bedroom / den w sunny bay window on main level. Kitchen and baths have been updated, formal living room with propane FP and bay window, the room to gather in is the sunroom w light wood walls & ceiling- a cozy 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 East Spring Brook which runs the back boundry. Short walk to Nonnewaug Falls for a little hike that packs a punch. Alot to offer on this property.

494 Nonnewaug Rd, Bethlehem

49 Guilds Hollow Rd, Bethlehem
$599,000
4 Beds ⋅ 4 Baths ⋅ 24179254 MLS
DRASTIC PRICE REDUCTION FOR A FALL SALE. So much to offer here - 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 Gunite pool. The primary Bedroom includes a spacious private sitting room/nursery, and all rooms are generously sized.

49 Guilds Hollow Rd, Bethlehem

62 White Birch Ln, Bethlehem
$499,000
3 Beds ⋅ 4 Baths ⋅ 24208384 MLS
Set back from the road on a private lot in Bethlehem, this 3-4 bedroom Colonial offers generous living space, a flexible layout, and the opportunity to add personal touches over time. The upper level includes two full en-suite bedrooms, along with three additional rooms that can serve as bedrooms, a home office, hobby areas, or other flexible-use spaces. A spacious living room, separate dining room, and eat-in kitchen provide comfortable settings for daily life and entertaining. Solar panels, electric and gas heating, and propane fireplace inserts in the living room, primary bedroom, and lower level offer a variety of options for comfort and energy use. Outdoors, the level yard provides room for recreation, gardening, or gatherings, while the rear deck offers a pleasant place to relax. A two-car garage and large additional carport provide convenient parking and storage. With its private setting, adaptable floor plan, and room for future improvements, this property offers the opportunity to create a home that suits your lifestyle in desirable Bethlehem.

62 White Birch Ln, Bethlehem

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