Southshorehomefinder.com Search Results

$1,065,000

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

Listing courtesy of John Panzer from Elyse Harney Real Estate. (860) 248-9537 (860) 435-0120

$295,000

Looking to start your investment portfolio? This property is a great place to start, with opportunity to purchase two additional units that share the septic. In a quiet Sharon cul-de-sac, this property has two, two-bedroom units, one on each floor. Newer roof, newer shared septic, poured concrete foundation. Lot includes 10 acres of land that abuts land owned by the VT Dept. of Fish & Wildlife, which abuts the White River. Usability/buildability of the land to be confirmed by purchaser. PRE-INSPECTION AVAILABLE UPON REQUEST - Owner corrected a lot of the issues that were discovered at the inspection. Leaving mostly cosmetic fixes for the new owners. One unit is rented month-to-month, and one has a 12-month lease. Purchaser could potentially buy out lease, or request building vacant at closing. Owner would consider adding right of first refusal on doublewide which abuts the subject property duplex. Putting you in control of the entire septic system, with 4 rental units on one property. So much potential for an investor to build sweat equity in this property. Video tours of each unit available upon request. 48-hours notice required for showings as both units are occupied.

4 Beds ⋅ 2 Baths ⋅ 5082075 MLS

Looking to start your investment portfolio? This property is a great place to start, with opportunity to purchase two additional units that share the septic. In a quiet Sharon cul-de-sac, this property has two, two-bedroom units, one on each floor. Newer roof, newer shared septic, poured concrete foundation. Lot includes 10 acres of land that abuts land owned by the VT Dept. of Fish & Wildlife, which abuts the White River. Usability/buildability of the land to be confirmed by purchaser. PRE-INSPECTION AVAILABLE UPON REQUEST - Owner corrected a lot of the issues that were discovered at the inspection. Leaving mostly cosmetic fixes for the new owners. One unit is rented month-to-month, and one has a 12-month lease. Purchaser could potentially buy out lease, or request building vacant at closing. Owner would consider adding right of first refusal on doublewide which abuts the subject property duplex. Putting you in control of the entire septic system, with 4 rental units on one property. So much potential for an investor to build sweat equity in this property. Video tours of each unit available upon request. 48-hours notice required for showings as both units are occupied.

37 Dee Haven Ln, Sharon

Listing courtesy of Devin Josler Mr. from Black House Real Estate. ()

$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

Listing courtesy of John Panzer from Elyse Harney Real Estate. (860) 248-9537 (860) 435-0120

$1,885,000

Effortless elegance on seven acres directly across from protected conservation land. A dappled willow hedge and a classic pea stone driveway lead to this fully reimagined four-bedroom, three-and-a-half-bath retreat. Interiors are by Ellsworth Home, the New York and New England design studio behind the 2024 renovation - featured recently in Litchfield Magazine. Classic mouldings, high ceilings, and oversized windows carry through the first floor. The 13-foot kitchen island, AGA gas range, custom hood, and Bosch dishwasher make it a kitchen built for families who cook and entertain. It opens directly to a den with a soapstone gas fireplace and, beyond it, an east-facing screened porch. At the front of the house, a cozy living room - anchored by a brick wood-burning fireplace - sets an entirely different mood, while the dining room offers more traditional, sit-down entertaining. The main-level primary suite allows for the ease of one-floor living; upstairs, three more bedrooms include a second en-suite plus a third full bath. An approved pool site, attached two-car garage, and full unfinished basement leave room to grow into the property on your own timeline. Privacy reigns at the back of the property, where an old stone wall fades into the tree line and the woods take over.

4 Beds ⋅ 4 Baths ⋅ 24158388 MLS

Effortless elegance on seven acres directly across from protected conservation land. A dappled willow hedge and a classic pea stone driveway lead to this fully reimagined four-bedroom, three-and-a-half-bath retreat. Interiors are by Ellsworth Home, the New York and New England design studio behind the 2024 renovation - featured recently in Litchfield Magazine. Classic mouldings, high ceilings, and oversized windows carry through the first floor. The 13-foot kitchen island, AGA gas range, custom hood, and Bosch dishwasher make it a kitchen built for families who cook and entertain. It opens directly to a den with a soapstone gas fireplace and, beyond it, an east-facing screened porch. At the front of the house, a cozy living room - anchored by a brick wood-burning fireplace - sets an entirely different mood, while the dining room offers more traditional, sit-down entertaining. The main-level primary suite allows for the ease of one-floor living; upstairs, three more bedrooms include a second en-suite plus a third full bath. An approved pool site, attached two-car garage, and full unfinished basement leave room to grow into the property on your own timeline. Privacy reigns at the back of the property, where an old stone wall fades into the tree line and the woods take over.

200 Sharon Mountain Rd, Sharon

Listing courtesy of Elyse Harney Morris from Elyse Harney Real Estate. (860) 318-5126 (860) 435-0120

$999,500

INCREDIBLE VALUE! Back on Market due to Financing~ FABULOUS HOME CENTER OF TOWN LOCATION. 12 Rooms, 3200+ sq ft. VERSATILE FLOORPLAN provides space for a Large Family, Entertaining, Long-term & Short-term Guests & those who work from home. Kitchen has HUGE ISLAND w/ seating for at least 4. 2 ovens, 2 dishwashers & 2 sinks. Attached is LARGE DINING AREA w/ a STUNNING TENTED CEILING opening to a Deck, COVERED PORCH & LARGE YARD on 1/2 acre lot. JUST REFINISHED HARDWOOD FLOORS throughout most of home. SPACIOUS Living Room w/ Built-ins & Fireplace. 1st floor also inc. Mudroom w/ closet & 1/2 BATH. PRIMARY BEDROOM SUITE boasts 2 Walk-In-Closets & 2nd Office/Den & FABULOUS 12' X 12' SPA-LIKE BATH w/ LARGE TILED SHOWER & TUB, Home also includes four addl Bedrooms & another Full bath. Family Room w/ New Carpeting, 2nd Office w/ Built-ins, 2nd Mudroom, Workshop & 1/2 Bath complete the lower levels. Laundry Room near bedrooms, GREAT LOCATION-Near Playground, Lake, Schools & Train. Cent. Air & Gas Heat

5 Beds ⋅ 4 Baths ⋅ 73473908 MLS

INCREDIBLE VALUE! Back on Market due to Financing~ FABULOUS HOME CENTER OF TOWN LOCATION. 12 Rooms, 3200+ sq ft. VERSATILE FLOORPLAN provides space for a Large Family, Entertaining, Long-term & Short-term Guests & those who work from home. Kitchen has HUGE ISLAND w/ seating for at least 4. 2 ovens, 2 dishwashers & 2 sinks. Attached is LARGE DINING AREA w/ a STUNNING TENTED CEILING opening to a Deck, COVERED PORCH & LARGE YARD on 1/2 acre lot. JUST REFINISHED HARDWOOD FLOORS throughout most of home. SPACIOUS Living Room w/ Built-ins & Fireplace. 1st floor also inc. Mudroom w/ closet & 1/2 BATH. PRIMARY BEDROOM SUITE boasts 2 Walk-In-Closets & 2nd Office/Den & FABULOUS 12' X 12' SPA-LIKE BATH w/ LARGE TILED SHOWER & TUB, Home also includes four addl Bedrooms & another Full bath. Family Room w/ New Carpeting, 2nd Office w/ Built-ins, 2nd Mudroom, Workshop & 1/2 Bath complete the lower levels. Laundry Room near bedrooms, GREAT LOCATION-Near Playground, Lake, Schools & Train. Cent. Air & Gas Heat

58 Ames St, Sharon

Listing courtesy of Listing Agent: Roni Thaler from Listing Office: Coldwell Banker Realty - Sharon.

$6,995,000

Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original detail is meticulously preserved in impeccable condition. Spanning just over 12,000SF of livable space, there are 10 bedrooms, 5 full bathrooms, and 3 powder rooms. Set across 106 acres on three distinct parcels, the property showcases a breathtaking landscape designed by Edward Hamilton Bell. Rolling hills, pristine woodlands, and majestic estate trees frame scenic equestrian trails, offering an idyllic retreat for nature lovers and equestrians alike. Complementing the main home is a historic 5,700-square-foot, three-story carriage house on its own dedicated parcel, adding versatility and charm to this extraordinary estate. Recent Upgrades * Complete electrical overhaul, with new wiring throughout the home and buried power lines from the road for enhanced aesthetics and reliability. * Landscape restoration, reopening original trails, removing dead trees, and treating the estate's magnificent mature trees to ensure their longevity. * Commercial-grade generator * New propane furnace and updated plumbing Serious inquiries only; proof of funds required.

9 Beds ⋅ 8 Baths ⋅ 24119336 MLS

Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original detail is meticulously preserved in impeccable condition. Spanning just over 12,000SF of livable space, there are 10 bedrooms, 5 full bathrooms, and 3 powder rooms. Set across 106 acres on three distinct parcels, the property showcases a breathtaking landscape designed by Edward Hamilton Bell. Rolling hills, pristine woodlands, and majestic estate trees frame scenic equestrian trails, offering an idyllic retreat for nature lovers and equestrians alike. Complementing the main home is a historic 5,700-square-foot, three-story carriage house on its own dedicated parcel, adding versatility and charm to this extraordinary estate. Recent Upgrades * Complete electrical overhaul, with new wiring throughout the home and buried power lines from the road for enhanced aesthetics and reliability. * Landscape restoration, reopening original trails, removing dead trees, and treating the estate's magnificent mature trees to ensure their longevity. * Commercial-grade generator * New propane furnace and updated plumbing Serious inquiries only; proof of funds required.

138 Amenia Rd, Sharon

Listing courtesy of Dan Kessler from Compass Connecticut, LLC. (917) 455-5191 (203) 293-9715

$1,000,000

Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary tailored to your lifestyle. Property Highlights: * Historic Brick House: Built with care by the original owner, this home offers a solid foundation for restoration and customization. * Expansive Acreage: Over 20 acres of diverse landscapes, featuring open meadows and partially wooded areas with nature trails, perfect for outdoor enthusiasts. * Breathtaking Views: Enjoy serene long views of Mudge Pond, complemented by the enchanting spectacle of sunsets. * Privacy Meets Convenience: Positioned adjacent to protected lands, ensuring tranquility, yet conveniently close to the charming village of Sharon and the esteemed Hotchkiss School. * Additional Structures: Several outbuildings present on the property offer a multitude of uses, from workshops to storage or a number of garage bays. Whether you're drawn to the allure of a restoration project or the appeal of the land's natural beauty, 400 Gay Street is a canvas for your imagination.

4 Beds ⋅ 2 Baths ⋅ 24096674 MLS

Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary tailored to your lifestyle. Property Highlights: * Historic Brick House: Built with care by the original owner, this home offers a solid foundation for restoration and customization. * Expansive Acreage: Over 20 acres of diverse landscapes, featuring open meadows and partially wooded areas with nature trails, perfect for outdoor enthusiasts. * Breathtaking Views: Enjoy serene long views of Mudge Pond, complemented by the enchanting spectacle of sunsets. * Privacy Meets Convenience: Positioned adjacent to protected lands, ensuring tranquility, yet conveniently close to the charming village of Sharon and the esteemed Hotchkiss School. * Additional Structures: Several outbuildings present on the property offer a multitude of uses, from workshops to storage or a number of garage bays. Whether you're drawn to the allure of a restoration project or the appeal of the land's natural beauty, 400 Gay Street is a canvas for your imagination.

400 Gay St, Sharon

Listing courtesy of John Harney from William Pitt Sotheby's Int'l. (860) 921-7910 (860) 435-2400