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$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. Country living at its best!

35 Nettleton Hollow Rd, 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. 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
$849,999
3 Beds ⋅ 3 Baths ⋅ 24189999 MLS
Timeless New England Estate with Pond, Barns and 11.9 Scenic Acres Discover the perfect blend of historic charm, natural beauty, and modern comfort at this exceptional 11.9-acre estate in Bethlehem. At its heart is a historic sea captain's home, originally built in Mystic and thoughtfully relocated in 1961. Rich in character and architectural details, the residence has been enhanced with modern updates, including a newer roof and mechanical systems, while preserving its timeless craftsmanship. The home features three spacious bedrooms and two-and-a-half bathrooms, including a serene primary suite complete with a fireplace and private bath. Original paneled living and dining rooms showcase exquisite built-in cabinetry, corner hutches, wide pine flooring, original interior doors, and three working wood-burning fireplaces that create warmth and historic charm throughout. Outside, the property's breathtaking landscape offers open meadows, wooded walking trails, and professionally maintained gardens supported by a full irrigation system and two wells. A spring-fed koi pond serves as a private retreat, complete with a sandy beach, dock, and a custom-built outdoor kitchen pavilion crafted from timber harvested directly from the property. Equipped with electricity, a working sink, and a water tank, the pavilion provides an exceptional setting for outdoor entertaining.

208 Wood Creek Rd, Bethlehem
$649,900
3 Beds ⋅ 3 Baths ⋅ 24186849 MLS
*SELLER WILLING TO OFFER CONCESSIONS AT CLOSING* 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. *SELLER WILLING TO OFFER CONCESSIONS AT CLOSING*

219 Wood Creek Rd, Bethlehem
$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
$680,000
4 Beds ⋅ 4 Baths ⋅ 24179254 MLS
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.

49 Guilds Hollow Rd, 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
$679,900
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
$699,900
4 Beds ⋅ 3 Baths ⋅ 24181251 MLS
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.

365 Munger Ln, Bethlehem
$360,000
1 Baths ⋅ 24176555 MLS
Now available in Bethlehem, CT. Former service garage property on CT Route 61, also known as Main Street South. Solid block and brick veneer structure with a sloped asphalt shingle roof over the four repair bays and a membrane roof over the office area. There is a remediation shed on the property and more environmental information is forthcoming. The property is offered in "as is, where is" condition including several old boats. The property is subject to probate court approval. Interested parties should conduct a drive by viewing and most importantly visit Town Hall and inform them of your plans for the property to insure it aligns with the town's vision. NEW - $10,000 unallocated credit at closing

142 Main St S, Bethlehem
$798,000
3 Beds ⋅ 3 Baths ⋅ 24171521 MLS
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!

98 Carmel Hill Rd N, Bethlehem
$740,000
2 Baths ⋅ 24171303 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
$740,000
24171301 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
$740,000
5 Beds ⋅ 3 Baths ⋅ 24171297 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
$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
$249,900
24114983 MLS
Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-6 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-6 additional home sites that are currently for sale. Maps attached!

6 Tulip Tree Ln S, 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
$49,900
24128353 MLS
Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-5 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-5 additional home sites that are currently for sale. This is a condo complex and Unit 5 is available for $49,900. Each is unit will have it's own septic and well. Common expense is only for road maintenance of road and insurance. The homeowner takes care of everything concerning their property and home.

Tulip Tree Village Unit 5, Bethlehem
$59,900
24131632 MLS
Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-5 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-5 additional home sites that are currently for sale. This is a condo complex and Unit 6 is available for $59,900. Each is unit will have it's own septic and well. Common expense is only for road maintenance of road and insurance. The homeowner takes care of everything concerning their property and home.

6 Tulip Tree Ln S Unit 6, Bethlehem

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