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Charming Country Home with Exceptional Barn-Inspired Great Room Located on a quiet dead end road in central Roxbury, this charming home is enhanced by a spectacular great room addition crafted by master barn builder Ed Cady, creating a warm & distinctive gathering space with extraordinary character. The great room features an enormous walk-in stone fireplace w/ propane starter, soaring ceilings w/ hand-hewn beams, & beautiful wide-board floors. The inviting kitchen opens to a cozy sitting room & addl dining area, creating an easy flow for everyday living & entertaining. Upstairs, the spacious primary suite is a private retreat, complete with vaulted ceilings, a generous walk-in closet, & a beautifully appointed bath. A Juliet walkway overlooks the great room seating area, adding architectural interest & a wonderful sense of connection between the spaces. On the opposite side of the home are 3 additional bedrooms one with ensuite and 2 sharing a hall bath, offering comfortable accommodations for family & guests. The lower level offers abundant potential for a playroom or recreation space, complete w/ a convenient half bath. A 3 car garage provides plenty of parking & storage and connects directly to a practical mudroom w/ sink. With its exceptional craftsmanship, thoughtful floor plan, and inviting blend of rustic character and comfortable living spaces, this is a truly special country home. Walk to the town park w/ playground, baseball, soccer, basketball running traca

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24210985 MLS

Charming Country Home with Exceptional Barn-Inspired Great Room Located on a quiet dead end road in central Roxbury, this charming home is enhanced by a spectacular great room addition crafted by master barn builder Ed Cady, creating a warm & distinctive gathering space with extraordinary character. The great room features an enormous walk-in stone fireplace w/ propane starter, soaring ceilings w/ hand-hewn beams, & beautiful wide-board floors. The inviting kitchen opens to a cozy sitting room & addl dining area, creating an easy flow for everyday living & entertaining. Upstairs, the spacious primary suite is a private retreat, complete with vaulted ceilings, a generous walk-in closet, & a beautifully appointed bath. A Juliet walkway overlooks the great room seating area, adding architectural interest & a wonderful sense of connection between the spaces. On the opposite side of the home are 3 additional bedrooms one with ensuite and 2 sharing a hall bath, offering comfortable accommodations for family & guests. The lower level offers abundant potential for a playroom or recreation space, complete w/ a convenient half bath. A 3 car garage provides plenty of parking & storage and connects directly to a practical mudroom w/ sink. With its exceptional craftsmanship, thoughtful floor plan, and inviting blend of rustic character and comfortable living spaces, this is a truly special country home. Walk to the town park w/ playground, baseball, soccer, basketball running traca

51 Rocky Mountain Rd, Roxbury

$1,099,000

Originally part of the historic Brinsmade Dairy Farm, this Sherman estate blends classic New England charm with modern comfort. Set on approximately 8 acres with a Main House and separate Pool House, the property offers approx. 4,500 sq ft across both dwellings, featuring 5 bedrooms and 4 full baths-ideal for multigenerational living, weekend retreats, or entertaining. The Main House showcases cathedral ceilings, exposed beams, wideplank floors, a vaulted kitchen, and large picture windows framing rolling lawns, mature trees, and peaceful countryside views. Outdoor living is exceptional with a sparkling inground pool, tennis court, pond, and multiple spaces for dining, relaxing, and enjoying nature. Candlewood Lake is minutes away for boating, kayaking, and paddleboarding. The Pool House provides a comfortable guest retreat with its own bedroom, bath, and living area. Six garages offer abundant storage for vehicles, boats, and recreational equipment. A rare opportunity to own a private estate combining recreation, history, and natural beauty-all with low Sherman taxes. Experience the space, privacy, and lifestyle that make this property truly unique.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24207822 MLS

Originally part of the historic Brinsmade Dairy Farm, this Sherman estate blends classic New England charm with modern comfort. Set on approximately 8 acres with a Main House and separate Pool House, the property offers approx. 4,500 sq ft across both dwellings, featuring 5 bedrooms and 4 full baths-ideal for multigenerational living, weekend retreats, or entertaining. The Main House showcases cathedral ceilings, exposed beams, wideplank floors, a vaulted kitchen, and large picture windows framing rolling lawns, mature trees, and peaceful countryside views. Outdoor living is exceptional with a sparkling inground pool, tennis court, pond, and multiple spaces for dining, relaxing, and enjoying nature. Candlewood Lake is minutes away for boating, kayaking, and paddleboarding. The Pool House provides a comfortable guest retreat with its own bedroom, bath, and living area. Six garages offer abundant storage for vehicles, boats, and recreational equipment. A rare opportunity to own a private estate combining recreation, history, and natural beauty-all with low Sherman taxes. Experience the space, privacy, and lifestyle that make this property truly unique.

6 Brinsmade Ln, Sherman

$1,200,000

A Kent Landmark, Reimagined - This historic converted dairy barn offers 3,600 sq ft of flexible living space on over 14 private acres, with direct Housatonic River frontage and protected land trust borders. Hand-hewn beams, cathedral ceilings, and skylights carry the property's history throughout; while a converted silo houses a home office, art studio and gym. The sunny modern kitchen, renovated for large gatherings and generous entertaining, features an oversized island with seating, a commercial range, premium appliances, double sinks and dishwashers, and a wine cellar. The spacious dining area and lounge open to a landscaped patio overlooking a heated in-ground pool and cabana. Grounds include perennial gardens, several outdoor seating areas, and private manicured trails leading to a stream with waterfalls and the river frontage. The home includes private guest quarters and a primary suite with an elegant en suite bath featuring a radiant heated floor, sitting room, office and two walk-in closets. It features 3 additional updated bathrooms, a formal living room, pellet stoves, generous parking and EV charging. In-home garage with a workbench and space for a games table, plus old-style out-buildings complete the property.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24207531 MLS

A Kent Landmark, Reimagined - This historic converted dairy barn offers 3,600 sq ft of flexible living space on over 14 private acres, with direct Housatonic River frontage and protected land trust borders. Hand-hewn beams, cathedral ceilings, and skylights carry the property's history throughout; while a converted silo houses a home office, art studio and gym. The sunny modern kitchen, renovated for large gatherings and generous entertaining, features an oversized island with seating, a commercial range, premium appliances, double sinks and dishwashers, and a wine cellar. The spacious dining area and lounge open to a landscaped patio overlooking a heated in-ground pool and cabana. Grounds include perennial gardens, several outdoor seating areas, and private manicured trails leading to a stream with waterfalls and the river frontage. The home includes private guest quarters and a primary suite with an elegant en suite bath featuring a radiant heated floor, sitting room, office and two walk-in closets. It features 3 additional updated bathrooms, a formal living room, pellet stoves, generous parking and EV charging. In-home garage with a workbench and space for a games table, plus old-style out-buildings complete the property.

391 Kent Cornwall Rd, Kent

$1,800,000

Welcome to your dream barndominium, privately situated on 4.7 beautiful acres at the end of a peaceful cul-de-sac, surrounded by nature and offering the perfect blend of country living, modern comfort, and versatility. This impressive 4-bedroom, 3.5-bath under construction home offers approximately 4,600 square feet of thoughtfully designed living space, featuring an open-concept layout, soaring 30-foot ceilings, and a stunning loft overlooking the main living area. A double-sided fireplace creates a striking focal point while adding warmth and ambiance to the spacious interior. A true standout is the oversized three-car garage, complete with a dedicated RV garage, providing exceptional space for vehicles, recreational equipment, storage, or a workshop. Enjoy the privacy and tranquility of your expansive property while remaining conveniently located just 10 minutes from Litchfield town center. This is a rare opportunity to create your dream home in an exceptional setting!

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24201175 MLS

Welcome to your dream barndominium, privately situated on 4.7 beautiful acres at the end of a peaceful cul-de-sac, surrounded by nature and offering the perfect blend of country living, modern comfort, and versatility. This impressive 4-bedroom, 3.5-bath under construction home offers approximately 4,600 square feet of thoughtfully designed living space, featuring an open-concept layout, soaring 30-foot ceilings, and a stunning loft overlooking the main living area. A double-sided fireplace creates a striking focal point while adding warmth and ambiance to the spacious interior. A true standout is the oversized three-car garage, complete with a dedicated RV garage, providing exceptional space for vehicles, recreational equipment, storage, or a workshop. Enjoy the privacy and tranquility of your expansive property while remaining conveniently located just 10 minutes from Litchfield town center. This is a rare opportunity to create your dream home in an exceptional setting!

25 Meadowcrest Dr, Goshen

$849,900

Always dreamed of having horses, your own farm or a secluded family compound? Do you have a business that needs space for equipment? Then this is the house you've been waiting for! Over five private acres of horse property, a massive barn that will fit horses and more than 8 vehicles, a separate 2 bedroom apartment above the garage and a beautiful 3-4 bedroom Ranch home with an in-law suite in the walk-out lower level. The main house offers a spacious living room with barn door accents and hardwood flooring throughout, a large galley kitchen with built-in grill and breakfast area and a sunny dining room featuring a vaulted ceiling, skylights and exposed wood beams that leads to the back deck overlooking peaceful woods. There are also three bedrooms and two full bathrooms on this level, including a large primary suite with a gorgeous updated full bathroom. Downstairs offers one of two potential in-law suites, with an open living space with tile flooring, bedroom, full bathroom and sunroom leading to the back yard. A quick trip down the long second driveway takes you to the stunning equestrian part of the property, with nearly 6 acres of sprawling lawns, paddock and riding ring. The massive barn/garage has large doors, high ceilings and room for at least four horses, 6-8 vehicles and industrial machinery, with plumbing and front and back entrances.

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24200013 MLS

Always dreamed of having horses, your own farm or a secluded family compound? Do you have a business that needs space for equipment? Then this is the house you've been waiting for! Over five private acres of horse property, a massive barn that will fit horses and more than 8 vehicles, a separate 2 bedroom apartment above the garage and a beautiful 3-4 bedroom Ranch home with an in-law suite in the walk-out lower level. The main house offers a spacious living room with barn door accents and hardwood flooring throughout, a large galley kitchen with built-in grill and breakfast area and a sunny dining room featuring a vaulted ceiling, skylights and exposed wood beams that leads to the back deck overlooking peaceful woods. There are also three bedrooms and two full bathrooms on this level, including a large primary suite with a gorgeous updated full bathroom. Downstairs offers one of two potential in-law suites, with an open living space with tile flooring, bedroom, full bathroom and sunroom leading to the back yard. A quick trip down the long second driveway takes you to the stunning equestrian part of the property, with nearly 6 acres of sprawling lawns, paddock and riding ring. The massive barn/garage has large doors, high ceilings and room for at least four horses, 6-8 vehicles and industrial machinery, with plumbing and front and back entrances.

28 Saw Mill Rd, New Fairfield

$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

Set across 25 picturesque acres in the heart of Morris, Fox Crossing stands as one of Litchfield County's most distinguished equestrian facilities. This turnkey operation features 40 stalls, rolling hayfields, expansive turnout pastures, and exceptional amenities for boarding, training, and horse shows. The main barn offers 23 rubber-matted stalls with dutch windows, a heated boarders' lounge, trainer's tack room, wash and grooming stalls, two restrooms, and direct access to the impressive 80' x 190' attached indoor arena with prized Lawton Adams TravelRite footing. An additional barn wing includes 7 stalls, a tack room, and laundry facilities. Above the barn are a climate-controlled office overlooking the arena, a heated viewing room, a legal 1,150 SF two-bedroom, one bath apartment (currently being used as a lounge/camp room, as well as ample storage rooms. Outdoor amenities include a breathtaking 190' x 200' outdoor arena, a 60' x 130' beginner arena, 23 large turnout paddocks, 5 shed-row stalls, 5 temporary stalls, an outdoor wash stall, and an extensive hay, feed, and equipment storage area. Located in the picturesque Litchfield Hills, Fox Crossing is ideally positioned near major horse show venues, private schools, and miles of state park trails, offering an exceptional opportunity for trainers, professionals, and equestrian entrepreneurs seeking a premier facility in one of the Northeast's most sought-after horse communities.

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24180528 MLS

Set across 25 picturesque acres in the heart of Morris, Fox Crossing stands as one of Litchfield County's most distinguished equestrian facilities. This turnkey operation features 40 stalls, rolling hayfields, expansive turnout pastures, and exceptional amenities for boarding, training, and horse shows. The main barn offers 23 rubber-matted stalls with dutch windows, a heated boarders' lounge, trainer's tack room, wash and grooming stalls, two restrooms, and direct access to the impressive 80' x 190' attached indoor arena with prized Lawton Adams TravelRite footing. An additional barn wing includes 7 stalls, a tack room, and laundry facilities. Above the barn are a climate-controlled office overlooking the arena, a heated viewing room, a legal 1,150 SF two-bedroom, one bath apartment (currently being used as a lounge/camp room, as well as ample storage rooms. Outdoor amenities include a breathtaking 190' x 200' outdoor arena, a 60' x 130' beginner arena, 23 large turnout paddocks, 5 shed-row stalls, 5 temporary stalls, an outdoor wash stall, and an extensive hay, feed, and equipment storage area. Located in the picturesque Litchfield Hills, Fox Crossing is ideally positioned near major horse show venues, private schools, and miles of state park trails, offering an exceptional opportunity for trainers, professionals, and equestrian entrepreneurs seeking a premier facility in one of the Northeast's most sought-after horse communities.

210 South St, Morris

$1,399,000

Escape the city to this exceptional estate offering the best of country and Lake living. This historic, private estate in Sherman, CT, is just 90 minutes from NYC and moments from Candlewood Lake with beach and boat rights. Originally the historic Brinsmade Dairy Farm, this property blends timeless New England charm with modern comfort. Set on two lots with three buildings-the Main House, Carriage House, and Pool House-it offers approximately 5,500 sq ft, 6 bedrooms, and 5 full baths, ideal for multi-generational living, weekend escapes, guests, or entertaining. The Main House features soaring cathedral ceilings, exposed beams, wide-plank floors, a vaulted kitchen, and picture windows overlooking rolling lawns, mature trees, and countryside views. Life here is all about the outdoors. Spend memorable days swimming in the sparkling pool, playing tennis, nature spotting by the pond, gathering for outdoor dining, or relaxing beneath the stars. Just minutes away, enjoy boating, kayaking, paddleboarding on Candlewood Lake. The Pool House creates the perfect guest retreat, while the Carriage House offers a fireplace, semi-open kitchen and living area, one bedroom, and a full bath. Six garages provide ample space for vehicles, boats, recreational equipment, or hobbies. A rare opportunity to own a private estate that combines recreation, history, and natural beauty with low Sherman taxes. Experience the space, privacy, and lifestyle that make this property truly unique.

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24174761 MLS

Escape the city to this exceptional estate offering the best of country and Lake living. This historic, private estate in Sherman, CT, is just 90 minutes from NYC and moments from Candlewood Lake with beach and boat rights. Originally the historic Brinsmade Dairy Farm, this property blends timeless New England charm with modern comfort. Set on two lots with three buildings-the Main House, Carriage House, and Pool House-it offers approximately 5,500 sq ft, 6 bedrooms, and 5 full baths, ideal for multi-generational living, weekend escapes, guests, or entertaining. The Main House features soaring cathedral ceilings, exposed beams, wide-plank floors, a vaulted kitchen, and picture windows overlooking rolling lawns, mature trees, and countryside views. Life here is all about the outdoors. Spend memorable days swimming in the sparkling pool, playing tennis, nature spotting by the pond, gathering for outdoor dining, or relaxing beneath the stars. Just minutes away, enjoy boating, kayaking, paddleboarding on Candlewood Lake. The Pool House creates the perfect guest retreat, while the Carriage House offers a fireplace, semi-open kitchen and living area, one bedroom, and a full bath. Six garages provide ample space for vehicles, boats, recreational equipment, or hobbies. A rare opportunity to own a private estate that combines recreation, history, and natural beauty with low Sherman taxes. Experience the space, privacy, and lifestyle that make this property truly unique.

6-&1 6- & Ln, Sherman

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