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Waterfront Opportunity in a Private Community! Bring your vision to this once charming cottage nestled in a desirable waterfront community on Long Meadow Pond. While the property is in need rebuilding, it presents a unique opportunity to create a home tailored to your own style and vision. Enjoy beautiful water views and the peaceful setting this special location has to offer. Long Meadow Pond provides a picturesque backdrop for enjoying the outdoors, whether kayaking, fishing, reading a book by the water, or simply taking in the tranquility of your surroundings. Sold AS IS, WHERE IS. Please do not attempt to enter the premises. Structure is not sound. Mold due to significant water damage.

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24177948 MLS

Waterfront Opportunity in a Private Community! Bring your vision to this once charming cottage nestled in a desirable waterfront community on Long Meadow Pond. While the property is in need rebuilding, it presents a unique opportunity to create a home tailored to your own style and vision. Enjoy beautiful water views and the peaceful setting this special location has to offer. Long Meadow Pond provides a picturesque backdrop for enjoying the outdoors, whether kayaking, fishing, reading a book by the water, or simply taking in the tranquility of your surroundings. Sold AS IS, WHERE IS. Please do not attempt to enter the premises. Structure is not sound. Mold due to significant water damage.

180 Lake Dr, Bethlehem

$2,750

Here is your chance to live in a converted barn in the heart of the New England countryside! Perfect for one or two people looking to explore country living. Are you considering the Litchfield County lifestyle? You can rent this house while you get to know all of the wonders the region has to offer. Already local & need your own space? This is for you too. Sleep in either of the two lofts, or make your bedroom in the lower level, with its walkout to a wraparound fieldstone patio. The spectacular property outside includes a beautiful pond and rolling meadows, all of which you can see year round through two walls of windows. The large open great room has a wood stove to supplement the propane based heat. Located on a quiet country road, the setting is so peaceful you will never want to leave. Ten minutes to fabulous Washington Depot and ten minutes in the other direction to classic Litchfield. Art galleries, world class restaurants and more hiking trails than you can cover in a lifetime are all nearby. Two hours to midtown.

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24215607 MLS

Here is your chance to live in a converted barn in the heart of the New England countryside! Perfect for one or two people looking to explore country living. Are you considering the Litchfield County lifestyle? You can rent this house while you get to know all of the wonders the region has to offer. Already local & need your own space? This is for you too. Sleep in either of the two lofts, or make your bedroom in the lower level, with its walkout to a wraparound fieldstone patio. The spectacular property outside includes a beautiful pond and rolling meadows, all of which you can see year round through two walls of windows. The large open great room has a wood stove to supplement the propane based heat. Located on a quiet country road, the setting is so peaceful you will never want to leave. Ten minutes to fabulous Washington Depot and ten minutes in the other direction to classic Litchfield. Art galleries, world class restaurants and more hiking trails than you can cover in a lifetime are all nearby. Two hours to midtown.

343 Wood Creek Rd, Bethlehem

$579,900

New Construction in Bethlehem's Tulip Tree Village! To be built Cape Cod style home with finished first floor that includes two bedrooms and two baths. Second floor will be left unfinished. Home suited for a three bedroom septic allowing for future finishing. See current plans and specs attached. The common expense per month is for road maintenance and insurance only. The homeowner is responsible for all maintenance of their home and property, including well and septic. Property taxes are estimated. Currently 3 existing homes with plans for 6 other home sites in the community.

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211685 MLS

New Construction in Bethlehem's Tulip Tree Village! To be built Cape Cod style home with finished first floor that includes two bedrooms and two baths. Second floor will be left unfinished. Home suited for a three bedroom septic allowing for future finishing. See current plans and specs attached. The common expense per month is for road maintenance and insurance only. The homeowner is responsible for all maintenance of their home and property, including well and septic. Property taxes are estimated. Currently 3 existing homes with plans for 6 other home sites in the community.

Tulip Tree Ln, Bethlehem

$1,995,000

At the heart of this property is a beautifully preserved antique farmhouse offering 5 bedrooms and 3.5 baths, where historic character meets thoughtful modern updates. Wide-board floors and 5 fireplaces create a warm and inviting atmosphere. The spacious chef's kitchen features a large center island, breakfast nook, and dedicated coffee station. Open dining and living rooms are anchored by large hearth fireplaces, while a private office/study provides a quiet workspace. A spectacular 1,500-square-foot primary suite addition offers a luxurious private retreat, complete with a generous walk-in closet, soaking tub with views, double vanities, and heated floors. 3 laundry rooms (each equipped with new machines) and a doggie bath add exceptional convenience. A large covered porch overlooks the heated in-ground pool and expansive fields, creating an idyllic setting for entertaining or simply enjoying the changing seasons. The property's substantial barn is equally impressive. Designed for recreational use, it features a 12-foot garage door and ample space for equipment, cars, and/or tractors. The lower level can accommodate up to 10 cars and includes a car lift, making it an extraordinary opportunity for the automobile enthusiast. The barn also includes a one-bedroom guest apartment, a studio/office, and an expansive game room complete with wet bar, shuffleboard, foosball, and an axe-throwing wall.

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205350 MLS

At the heart of this property is a beautifully preserved antique farmhouse offering 5 bedrooms and 3.5 baths, where historic character meets thoughtful modern updates. Wide-board floors and 5 fireplaces create a warm and inviting atmosphere. The spacious chef's kitchen features a large center island, breakfast nook, and dedicated coffee station. Open dining and living rooms are anchored by large hearth fireplaces, while a private office/study provides a quiet workspace. A spectacular 1,500-square-foot primary suite addition offers a luxurious private retreat, complete with a generous walk-in closet, soaking tub with views, double vanities, and heated floors. 3 laundry rooms (each equipped with new machines) and a doggie bath add exceptional convenience. A large covered porch overlooks the heated in-ground pool and expansive fields, creating an idyllic setting for entertaining or simply enjoying the changing seasons. The property's substantial barn is equally impressive. Designed for recreational use, it features a 12-foot garage door and ample space for equipment, cars, and/or tractors. The lower level can accommodate up to 10 cars and includes a car lift, making it an extraordinary opportunity for the automobile enthusiast. The barn also includes a one-bedroom guest apartment, a studio/office, and an expansive game room complete with wet bar, shuffleboard, foosball, and an axe-throwing wall.

83 Thomson Rd, Bethlehem

$949,000

Direct waterfront on Long Meadow Pond. Long Meadow Pond is a 110 acre natural lake that is restricted to no motorboats. Peaceful and Serene describe life on Long Meadow Pond. Enjoy swimming, fishing , kayaking, canoeing and ice skating. Direct waterfront with a private dock makes this very special. The cottage features an open floor plan. A beautiful stone fireplace is the focal point of the living area which also has vaulted ceiling and sky lites. A large rear deck is accessible from this room. The eat in kitchen features stainless appliances, stone counter tops and a farm sink. There are 3 generous sized bedrooms and 3 full baths. Most rooms have lovely lake views. There is a finished laundry in the lower level. The setting is private with beautiful plantings and stone walls. For the dog lovers, there is an invisible fence. There is a detached 2 car garage. Remember, Life Is Better At The Lake!

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24207165 MLS

Direct waterfront on Long Meadow Pond. Long Meadow Pond is a 110 acre natural lake that is restricted to no motorboats. Peaceful and Serene describe life on Long Meadow Pond. Enjoy swimming, fishing , kayaking, canoeing and ice skating. Direct waterfront with a private dock makes this very special. The cottage features an open floor plan. A beautiful stone fireplace is the focal point of the living area which also has vaulted ceiling and sky lites. A large rear deck is accessible from this room. The eat in kitchen features stainless appliances, stone counter tops and a farm sink. There are 3 generous sized bedrooms and 3 full baths. Most rooms have lovely lake views. There is a finished laundry in the lower level. The setting is private with beautiful plantings and stone walls. For the dog lovers, there is an invisible fence. There is a detached 2 car garage. Remember, Life Is Better At The Lake!

130 Lake Dr, Bethlehem

$575,000

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

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$1,076,000

Seller incentive: $26,000 seller concession for offers received by November 1! 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 chanc

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193014 MLS

Seller incentive: $26,000 seller concession for offers received by November 1! 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 chanc

18 East St, Bethlehem

$1,995,000

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.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

$699,900

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.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

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