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Country Club Lifestyle with Outstanding Western Views of the Catskills from this exceptional 4/5 bedroom contemporary home at the top of the much desired and private Great Elm Estate in Sharon, CT. Enjoy the recently renovated facilities which include an oversized Gunite Pool, Tennis Court, Paddle Court, Pickleball Court and impeccably maintained grounds. 36 Great Elm offers main-floor living, flexible private quarters, and seamless indoor-outdoor connectivity. The main floor features a spacious living room with wood-burning fireplace and open dining room, creating an ideal layout for gatherings. The library provides a peaceful retreat for reading or TV watching. The expansive eat-in kitchen is ideal for gathering with family and friends. Step outside onto the large screened-in porch or the adjacent open-air porch to enjoy seasonal dining and relaxing sunset views. Two private ensuite bedrooms on the 2nd floor offer total privacy and comfort. Adding incredible versatility, a fully self-contained apartment features its own separate private entrance and includes a complete kitchen, bedroom, den and full bath. The walk-out lower level expands the living area even further, offering a spacious family room equipped with a convenient kitchenette. This level also houses a dedicated office or studio space, an additional full bathroom, and an abundance of storage. Only 10 Minutes to Wassaic train station, Lakeville, Salisbury & Millerton.

4 Beds ⋅ 6 Baths ⋅ 24211085 MLS

Country Club Lifestyle with Outstanding Western Views of the Catskills from this exceptional 4/5 bedroom contemporary home at the top of the much desired and private Great Elm Estate in Sharon, CT. Enjoy the recently renovated facilities which include an oversized Gunite Pool, Tennis Court, Paddle Court, Pickleball Court and impeccably maintained grounds. 36 Great Elm offers main-floor living, flexible private quarters, and seamless indoor-outdoor connectivity. The main floor features a spacious living room with wood-burning fireplace and open dining room, creating an ideal layout for gatherings. The library provides a peaceful retreat for reading or TV watching. The expansive eat-in kitchen is ideal for gathering with family and friends. Step outside onto the large screened-in porch or the adjacent open-air porch to enjoy seasonal dining and relaxing sunset views. Two private ensuite bedrooms on the 2nd floor offer total privacy and comfort. Adding incredible versatility, a fully self-contained apartment features its own separate private entrance and includes a complete kitchen, bedroom, den and full bath. The walk-out lower level expands the living area even further, offering a spacious family room equipped with a convenient kitchenette. This level also houses a dedicated office or studio space, an additional full bathroom, and an abundance of storage. Only 10 Minutes to Wassaic train station, Lakeville, Salisbury & Millerton.

36 Great Elm Dr, Sharon

$2,160,000

A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development - plans available with a proposal to create a subdivision of lots with views (currently 2 lots). Recent improvements to the driveway & new 6 bed septic system. Located in the charming town of Sharon with great restaurants and the playhouse theater. Also close to Cornwall & Millerton, NY. This is more than a home; it's a kingdom where life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky!

5 Beds ⋅ 5 Baths ⋅ 24164577 MLS

A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development - plans available with a proposal to create a subdivision of lots with views (currently 2 lots). Recent improvements to the driveway & new 6 bed septic system. Located in the charming town of Sharon with great restaurants and the playhouse theater. Also close to Cornwall & Millerton, NY. This is more than a home; it's a kingdom where life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky!

6 Claudia Ln, Sharon

$1,950,000

Set along a quiet country road, this exquisitely renovated Nantucket-shingle-style home offers a serene sanctuary framed by lawns, vibrant wildflower meadows, and sweeping views of the surrounding hills. Fragrant flowers line the stone steps leading to the front door where a gracious foyer awaits. This fairy-tale-esque entrance opens into a spacious kitchen with high-end appliances and wide-plank wood floors. Beyond the kitchen peninsula is a dining room that spills into the living room with a fireplace and cathedral ceiling. The main level features a refined primary suite with large windows and lovely sitting room, while the upper level hosts a sun-drenched bedroom with vaulted ceiling. Also upstairs is a lovely flex room with bookshelves and access to a private deck - ideal for use as guest space, office, den or gym. Additional workspace/sitting area is located at the top of the stairs. Outdoor living is central to the property, highlighted by a large screened porch with French doors off the kitchen that overlooks a crescent-shaped pool, perennial and pollinator gardens, and lush surroundings. A private path meanders through the fields connecting the main house to a modern 1 BDR guest cabin, creating an ideal haven for visitors seeking quiet elegance and natural beauty. Close to many area attractions: Sharon Audubon, Sharon Playhouse, and Lime Rock Park. Easy access to area private schools: Indian Mountain, Hotchkiss, Berkshire, Kent and Millbrook School. 2 hours to NYC.

3 Beds ⋅ 4 Baths ⋅ 24206718 MLS

Set along a quiet country road, this exquisitely renovated Nantucket-shingle-style home offers a serene sanctuary framed by lawns, vibrant wildflower meadows, and sweeping views of the surrounding hills. Fragrant flowers line the stone steps leading to the front door where a gracious foyer awaits. This fairy-tale-esque entrance opens into a spacious kitchen with high-end appliances and wide-plank wood floors. Beyond the kitchen peninsula is a dining room that spills into the living room with a fireplace and cathedral ceiling. The main level features a refined primary suite with large windows and lovely sitting room, while the upper level hosts a sun-drenched bedroom with vaulted ceiling. Also upstairs is a lovely flex room with bookshelves and access to a private deck - ideal for use as guest space, office, den or gym. Additional workspace/sitting area is located at the top of the stairs. Outdoor living is central to the property, highlighted by a large screened porch with French doors off the kitchen that overlooks a crescent-shaped pool, perennial and pollinator gardens, and lush surroundings. A private path meanders through the fields connecting the main house to a modern 1 BDR guest cabin, creating an ideal haven for visitors seeking quiet elegance and natural beauty. Close to many area attractions: Sharon Audubon, Sharon Playhouse, and Lime Rock Park. Easy access to area private schools: Indian Mountain, Hotchkiss, Berkshire, Kent and Millbrook School. 2 hours to NYC.

12 Red Rock Rd, Sharon

$1,295,000

Set along a quiet, dead-end road in the Ellsworth section of Sharon, this newly constructed shed-roof home was designed for simple, efficient living with a strong connection to the Earth. Solar panels and a heat pump system keep utility costs remarkably low, while expansive windows capture natural light and western sunset views. Thoughtful details include Bosch appliances, copper light fixtures, and a refined material palette that balances warmth with modern simplicity. The generous primary bedroom wing features a sauna, two separate dressing areas, and a bathroom finished with terrazzo tile. Two additional bedrooms occupy the opposite side of the home, creating a practical separation of spaces for family and guests. The exterior is clad in durable Hardie board siding, designed to age gracefully and require minimal maintenance. The landscape has been carefully planned and will continue to evolve with native wildflower meadow, apple trees, and maple, creating an ever-changing backdrop through the seasons. A detached two-car garage completes this understated and highly efficient modern home, offering a rare combination of Scandinavian design, low-maintenance living, and a peaceful country setting in one of Sharon's most desirable locations.

3 Beds ⋅ 2 Baths ⋅ 24186400 MLS

Set along a quiet, dead-end road in the Ellsworth section of Sharon, this newly constructed shed-roof home was designed for simple, efficient living with a strong connection to the Earth. Solar panels and a heat pump system keep utility costs remarkably low, while expansive windows capture natural light and western sunset views. Thoughtful details include Bosch appliances, copper light fixtures, and a refined material palette that balances warmth with modern simplicity. The generous primary bedroom wing features a sauna, two separate dressing areas, and a bathroom finished with terrazzo tile. Two additional bedrooms occupy the opposite side of the home, creating a practical separation of spaces for family and guests. The exterior is clad in durable Hardie board siding, designed to age gracefully and require minimal maintenance. The landscape has been carefully planned and will continue to evolve with native wildflower meadow, apple trees, and maple, creating an ever-changing backdrop through the seasons. A detached two-car garage completes this understated and highly efficient modern home, offering a rare combination of Scandinavian design, low-maintenance living, and a peaceful country setting in one of Sharon's most desirable locations.

27 Morey Rd, Sharon

$965,000

Set along one of Sharon's most scenic country roads, this inviting property offers a rare blend of country charm, flexible living space, and timeless Litchfield County appeal. Anchored by a 1948 main residence and complemented by an original guest cottage and substantial barn, the offering presents a versatile compound ideal for weekend living or full-time retreat. The main house is warm and welcoming, with four bedrooms and three baths, thoughtfully arranged to accommodate both gathering and privacy. The first-floor primary suite allows for easy, single-level living, while the open floor plan creates a natural flow between kitchen, dining, and living spaces. At the heart of the home, a generously sized kitchen island invites conversation and casual entertaining. A screened-in porch extends the living space outdoors, offering a peaceful setting for summer evenings, while a wood-burning fireplace adds a sense of comfort and tradition during cooler months. Just beyond, a classic barn provides two-car parking and ample additional space for storage, workshop use, or creative pursuits. The separate guest cottage, dating to the 1940s, remains a true time capsule-complete with three bedrooms, a full bath, kitchen, and a charming stone wood-burning fireplace. Preserved in its original condition, it offers a unique opportunity for restoration or continued use as a rustic retreat for guests.

4 Beds ⋅ 3 Baths ⋅ 24167985 MLS

Set along one of Sharon's most scenic country roads, this inviting property offers a rare blend of country charm, flexible living space, and timeless Litchfield County appeal. Anchored by a 1948 main residence and complemented by an original guest cottage and substantial barn, the offering presents a versatile compound ideal for weekend living or full-time retreat. The main house is warm and welcoming, with four bedrooms and three baths, thoughtfully arranged to accommodate both gathering and privacy. The first-floor primary suite allows for easy, single-level living, while the open floor plan creates a natural flow between kitchen, dining, and living spaces. At the heart of the home, a generously sized kitchen island invites conversation and casual entertaining. A screened-in porch extends the living space outdoors, offering a peaceful setting for summer evenings, while a wood-burning fireplace adds a sense of comfort and tradition during cooler months. Just beyond, a classic barn provides two-car parking and ample additional space for storage, workshop use, or creative pursuits. The separate guest cottage, dating to the 1940s, remains a true time capsule-complete with three bedrooms, a full bath, kitchen, and a charming stone wood-burning fireplace. Preserved in its original condition, it offers a unique opportunity for restoration or continued use as a rustic retreat for guests.

222-224 W Cornwall Rd, Sharon

$795,000

Nestled along a quiet country road in the charming town of Sharon, this circa 1848 home offers a rare chance to restore a piece of New England history. Rich with character and original detail, the 4-bedroom, 1-bath residence sits on a classic stone foundation and invites a thoughtful revival to bring it back to its full potential. The home retains its historic footprint, with a layout that speaks to a bygone era. While it will require a comprehensive restoration-including new roofing, siding repair, updated systems, and a reimagined kitchen and bath-the opportunity to preserve and enhance its authentic character is truly special. A newer boiler and hot water heater are already in place, providing a foundation to build upon. The property also includes an antique two-car carriage house, offering the possibility of restoration or replacement to complement the historic setting. Septic and well systems will likely require attention, and the basement shows signs of water infiltration consistent with a home of this age. For those drawn to historic homes and the beauty of country living, this property offers a meaningful canvas to create something lasting, rooted in history and place.

4 Beds ⋅ 1 Baths ⋅ 24164291 MLS

Nestled along a quiet country road in the charming town of Sharon, this circa 1848 home offers a rare chance to restore a piece of New England history. Rich with character and original detail, the 4-bedroom, 1-bath residence sits on a classic stone foundation and invites a thoughtful revival to bring it back to its full potential. The home retains its historic footprint, with a layout that speaks to a bygone era. While it will require a comprehensive restoration-including new roofing, siding repair, updated systems, and a reimagined kitchen and bath-the opportunity to preserve and enhance its authentic character is truly special. A newer boiler and hot water heater are already in place, providing a foundation to build upon. The property also includes an antique two-car carriage house, offering the possibility of restoration or replacement to complement the historic setting. Septic and well systems will likely require attention, and the basement shows signs of water infiltration consistent with a home of this age. For those drawn to historic homes and the beauty of country living, this property offers a meaningful canvas to create something lasting, rooted in history and place.

60 Millerton Rd, Sharon

$599,000

Rare opportunity to own two homes on separate parcels, offering endless possibilities for multi-generational living, rental income, or investment. The main residence is a charming ranch-style home featuring a 2-car garage, beautiful hardwood floors, 2 cozy fireplaces, and a welcoming porch with scenic views, all situated on 1.52 acres. Also included in the sale is a ranch-style two-family home on its own 1.15-acre parcel. This property offers a 1-car garage, hardwood floors, first-floor laundry, and a covered porch, making it an excellent opportunity for additional income or extended family living. Adding to the property's character is a historic corn crib, one of the many unique features that make this offering truly special. Both homes are ready for a new owner to bring their vision and updates, creating an exceptional country estate or investment property. A rare chance to own over 2.6 acres with two homes and endless potential.

7 Beds ⋅ 4 Baths ⋅ 24188982 MLS

Rare opportunity to own two homes on separate parcels, offering endless possibilities for multi-generational living, rental income, or investment. The main residence is a charming ranch-style home featuring a 2-car garage, beautiful hardwood floors, 2 cozy fireplaces, and a welcoming porch with scenic views, all situated on 1.52 acres. Also included in the sale is a ranch-style two-family home on its own 1.15-acre parcel. This property offers a 1-car garage, hardwood floors, first-floor laundry, and a covered porch, making it an excellent opportunity for additional income or extended family living. Adding to the property's character is a historic corn crib, one of the many unique features that make this offering truly special. Both homes are ready for a new owner to bring their vision and updates, creating an exceptional country estate or investment property. A rare chance to own over 2.6 acres with two homes and endless potential.

21 & 15 Still Meadow Rd, Sharon

$595,000

This adorable and cozy home has been lovingly cared for by its current owners for the past 13 years. What began as a weekend retreat gradually became their full-time home, shared, of course, with their beloved cat. Over the years, the property has evolved into a comfortable little nest-a place for relaxing, stargazing, enjoying nature, finding focus and inspiration, and gathering with family and friends. Adding to its appeal is a separate approximately 400-square-foot heated and air-conditioned studio, complete with a full bathroom and not included in the home's stated square footage. With radiant heat, a mini-split, and skylight, this unexpected bonus offers wonderful flexibility as an artist's studio, home office, yoga or exercise space, guest retreat, or simply somewhere to unwind. An abundance of windows keeps the main house connected to its peaceful surroundings, while multiple doors invite you to simply step outside. The welcoming living room, with its wood-burning fireplace, is warm and intimate, while the thoughtfully updated kitchen features quartz countertops and backsplash, newer appliances, and flows naturally into the dining area. Custom built-ins throughout add both charm and function.

2 Beds ⋅ 1 Baths ⋅ 24206074 MLS

This adorable and cozy home has been lovingly cared for by its current owners for the past 13 years. What began as a weekend retreat gradually became their full-time home, shared, of course, with their beloved cat. Over the years, the property has evolved into a comfortable little nest-a place for relaxing, stargazing, enjoying nature, finding focus and inspiration, and gathering with family and friends. Adding to its appeal is a separate approximately 400-square-foot heated and air-conditioned studio, complete with a full bathroom and not included in the home's stated square footage. With radiant heat, a mini-split, and skylight, this unexpected bonus offers wonderful flexibility as an artist's studio, home office, yoga or exercise space, guest retreat, or simply somewhere to unwind. An abundance of windows keeps the main house connected to its peaceful surroundings, while multiple doors invite you to simply step outside. The welcoming living room, with its wood-burning fireplace, is warm and intimate, while the thoughtfully updated kitchen features quartz countertops and backsplash, newer appliances, and flows naturally into the dining area. Custom built-ins throughout add both charm and function.

196 Mudge Pond Rd, Sharon

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