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$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

$1,076,000
4 Beds 2 Baths 24193014 MLS
Rare Bethlehem Offering - 1740s Antique + Commercial-Ready Barn on 2 Acres Welcome to a rare offering in the heart of Bethlehem, CT, sited at the town's famous blinking light with easy proximity to Washington, Litchfield & Woodbury. Dating to the 1740s, this sensitively preserved 4-bedroom antique is rich with period charm - 5 fireplaces, including a 12' hearth housing a beehive oven, historic detailing, a walk-up attic, and a basement with soaring 9' ceilings that homes a Viessmann Furnace and hot water heater. Thoughtful updates throughout make it a warm, move-in-ready home. The real story here is the barn: a striking 3,000 SF structure originally restored for a commercial dine in bakery, with the significant investment already behind it - new roof, doors meeting fire & code, 4-phase electrical, roughed plumbing & HVAC, and poured concrete floors. Reimagine it as an event space, artisan workshop, wellness retreat, or second residence - the foundation is already in place. A picturesque pond adds ambiance, ideal for commercial use or connecting the structures for potential multi-generational living. A charming milk house offers even more flexible space - guest quarters, studio, gym, or workshop. Grounds feature ornamental Japanese & red maples, flowering pear, cherry, birch & magnolia, plus a newly graded and re-graveled driveway (2023) and 75 feet of town-maintained sidewalk! A rare chance to own a piece of Bethlehem's history - the work is already done.

18 East St, Bethlehem

$820,000
4 Beds 3 Baths 24194494 MLS
A custom made house built in 1984 by its original owners, made even better by the current owners. Located in the heart of the hills of Litchfield County, you will love this 4 bedroom, 3 full bath home in a completely private setting, situated on professionally landscaped 2.25 acres. The main level includes a family room with french pocket doors, a living room with a stone wall wood burning fireplace, corner bedroom, kitchen with granite counters and roomy cabinetry/dining area plus two full baths with laundry and a four season sunroom. The upstairs level consists of a 16 x 18 primary bedroom and office with charming seating area that looks over the private setting. Two additional bedrooms over the family room provide additional space for the whole family. The in-ground heated pool located just steps away from the house is a retreat for young and old alike. The basement with its large storage area, mechanicals and double door access to a two car garage is any crafts persons dream. Additional great sustainable features include passive heating from the sunroom and a whole house generators. Minutes from the towns of Washington, Roxbury, Woodbury and Litchfield. 90 miles to New York City. 3 hours to Boston. Litchfield Country living at its best!

35 Nettleton Hollow Rd, Bethlehem

$740,000
3 Beds 2 Baths 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

$699,900
3 Beds 2 Baths 24139265 MLS
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.

114 Carmel Hill Rd N, Bethlehem

$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

$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

$649,900
4 Beds 3 Baths 24181251 MLS
BACK ON MARKET - NEW PRICE $649,900 A second opportunity to own 365 Munger Lane in Bethlehem. Previously under contract at $699,900, the home is available again after the prior buyer was unable to complete the transaction. Now repositioned at $649,900, this creates a compelling new opportunity for buyers. Set on approximately 1.7 private acres, this spacious 4-bedroom, 2.5-bath home offers approximately 2,850 sq. ft. of living space, highlighted by a desirable first-floor primary suite, vaulted ceilings, and generous living areas designed for both everyday living and entertaining. The flexible layout, spacious rooms, and peaceful Bethlehem setting offer an appealing combination of comfort, privacy, and convenience. Now offered at $649,900. Schedule your private showing and experience everything 365 Munger Lane has to offer.

365 Munger Ln, Bethlehem

$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

$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

$595,000
5 Beds 3 Baths 24204738 MLS
Historic little town of Bethlehem. An in town charmer just steps from the town green. Front row seats for the annual Christmas Town Festival and the 4th of July parade. Much admired, sunflower lined walkway in front of the house opens to the fenced yard w amazing perennials and seasonal festive decorating. This stewardship has taken this house to the next level w major improvements and upgrades. Beautiful bright and sunny new kitchen w a breakfast bar and a sitting area. A large wide hallway w leaded glass window encompass's a laundry room and leads to a first-floor primary BR. The living room and dining room have exposed beamed ceilings, brick fp and wide board flooring. Three good sized bedrooms, full bath and walk up attic on the second floor. Bonus is a one bedroom first floor in-law apartment in the back of the house, rental income, family or professional office - you choose! Back private decking overlooks a deep level yard w mature landscaping. Roof is 2 years young. This has been an ongoing project bringing this home to modern specifications w out losing the charm. Def worth a visit - enjoy year-round or a sweet weekend property. Close proximity to Litchfield, Washington and Woodbury. This rural town packs a punch with the famous Bethlehem Fair, the Garlic Festival, Hunters Pace and Long Meadow pond (kayak, fish, swim). Visit March Farms: farm store, PYO fruits and dance the night away w local bands in the fields. Numerous local organic provisions

65 Main St S, Bethlehem

$525,000
3 Beds 2 Baths 24200053 MLS
Great investment opportunity w 5.36 subdividable acres. Highest/easiest probability is 2 additional lots. Buyers must do their own due diligence. Sale will NOT be contingent on subdivision approval. One owner home maintained w the utmost pride. Adorable Classic Cape with the primary on the first level, hard wood flooring, living room with fireplace and knotty pine paneled entry. Formal dining room and a wholesome, "working" kitchen. Very large upstairs bedrooms with built ins and reading /desk nooks, shared full bath. 2 car attached garage and basement garage w overhead door. Property in excess of home lawn is wooded - appears to be mainly 2nd growth trees, but will be difficult to walk. An additional well is on the excess acreage per owner, not located by agent or POA.

133 Nonnewaug Rd, Bethlehem

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