Sharon, Connecticut listings for sale

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$3,345,000 - Sharon, CT
20 Kirk Road Sharon, CT - Welcome to "River Bend," a private oasis nestled along the picturesque Housatonic River. This fully renovated property provides a perfect blend of comfort, luxury, and natural beauty. Rebuilt from the ground up with meticulous attention to detail, the home showcases oak flooring, updated fixtures, and vaulted or elevated ceilings in every room, creating a warm and spacious atmosphere throughout. The heart of the home is a cook's kitchen, ideal for culinary enthusiasts and perfect for entertaining. A Den could be a second living or work space. Three stone/granite fireplaces add character and warmth to the living spaces. The pool table and dart board bring about friendly competition. The entire second floor is devoted to a large primary suite, featuring vaulted ceilings and an attached full bath with oversized windows that frame tranquil river views. Just a few steps down an elevated covered breezeway, you'll find a detached guest room with a large bedroom, vaulted ceilings and a private bath, offering versatile space for visitors or a home office. The property also boasts a detached barn, providing additional storage or workspace. Outdoor living is a dream at RiverBend. Enjoy the quiet hum of the river while relaxing by the stone fire pit or dining al fresco in one of the wonderful outdoor areas. The property is enhanced by stone walls, specimen trees, and a fenced and gated storage area, all of which blend seamlessly with the natural surroundings.
1927 | 3 | 3 | 2,632 sqft.
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$2,350,000 - Sharon, CT
8 Mudgetown Road Sharon, CT - 1st Time on Market in 40+ Years. Wonderful 4 Bedroom, 4.5 Bath Period Home with Additions. Property is 12+ Acres & Encompasses Both Sides of a Lesser-Known Coveted Town Road. Less than 1-Minute to Mudge Pond Lake & the Town Beach. The Famous "Twin Oaks" Sharon Land Trust Field is Just Down the Street. Lots to be Discovered here including a Jaw-Dropping Great Room with Fireplace & 20' Ceilings. Main Level Primary Suite includes: Dressing Room, Office, Closeting & Screened Porch. Inviting Library with Fireplace & Antique Beams. Large Dining Room with Fireplace Speaks to an Eat-in Kitchen bathed in Light. Separate 600 Square Foot 1-bedroom Guest Quarters Above 2-Car Garage.
1750 | 4 | 4 | 3,838 sqft.
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$2,275,000 - Sharon, CT
200 Sharon Mountain Road Sharon, CT - Set on 7 private acres directly across from protected conservation land, this beautifully renovated home offers peaceful wooded views, exceptional privacy, and modern comfort in a prime Sharon location. Completed in 2024, the full-scale renovation brought new life and elegance to the property-earning it a recent feature in Litchfield County Magazine for its thoughtful craftsmanship and refined design. With 4 bedrooms, 3.5 baths, and 3,105 square feet of living space, the home is filled with natural light and spaciousness. The main level features hardwood floors and soaring ceilings. The chef's kitchen is anchored by an AGA gas range with electric oven, custom hood, full-size refrigerator and freezer, and Bosch dishwasher-seamlessly connected to a cozy den with fireplace and access to a generous east-facing screened porch. The living room offers a second fireplace and oversized western-facing windows that frame woodland views, while the formal dining room provides an inviting space for gatherings. Also on the first floor is the primary suite, which includes oversized windows, a walk-in closet, and a luxurious en-suite bath. Upstairs, a grand staircase leads to three additional bedrooms. One includes an en-suite bath and could easily serve as a second primary suite. A third full bath serves the remaining two bedrooms. This rare turn-key offering is the perfect blend of timeless style, and modern amenities.
2002 | 4 | 4 | 3,105 sqft.
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$1,998,000 - Sharon, CT
90 Sharon Mountain Road Sharon, CT - Introducing a unique country estate now available for sale in the picturesque Sharon, CT. This distinctive property offers a blend of historic charm and modern amenities, comprising a captivating main house, a cozy one-bedroom guest house, a versatile studio/gym, and a plethora of outdoor amenities including a heated pool with a charming cabana, a detached three-car garage, and a well-maintained tennis court. The main house, a tastefully converted and renovated antique schoolhouse, features a spacious and finely appointed kitchen that opens to a light-bathed dining area, a cozy living room complete with a charming fireplace, a luxurious primary ensuite bedroom boasting paneled walls and another fireplace, a den with a sunroom and a separate guest bedroom wing. Enjoy alfresco dining experiences on the inviting bluestone porch, offering idyllic pond views. Next to the main house, discover the enchanting guest house, offering a rustic ambiance accentuated by a warming wood stove and a second-floor sleeping area, perfect for accommodating visitors in comfort and style. For those seeking recreation and fitness, there is a newly constructed studio/gym, offering radiant heating and a versatile loft space. Outdoors, indulge in leisure and entertainment by the heated pool, complemented by a charming cabana, barrel sauna, and tennis court. Experience the epitome of country living and luxury at this remarkable compound in Sharon, CT.
1780 | 3 | 2 | 2,151 sqft.
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$1,995,000 - Sharon, CT
112 Knibloe Hill Road Sharon, CT - Welcome to 112 Knibloe Hill Road-an exceptional 3-bedroom, 3.5-bath residence offering panoramic Oblong Valley views from its prime Litchfield Hills location. This sophisticated 3,805 sq ft retreat, collaboratively designed by the owner and acclaimed architect Daniel Wismer, masterfully blends contemporary elegance with the natural charm of its scenic surroundings through a thoughtful renovation completed in 2022. Positioned less than 10 minutes from Metro-North train service to NYC, this Sharon property provides the perfect balance of rural tranquility and urban accessibility. Just 4 miles from the celebrated Troutbeck estate with its private membership amenities, the beautifully landscaped 2.05-acre grounds feature professionally manicured lawns, terraced stone patios, and private walking trails. The sophisticated interior showcases premium finishes including Pennsylvania bluestone tile, hand-cut Moroccan Zellige kitchen backsplash, custom wood cabinetry, and Miele appliances. The primary suite features vaulted ceilings, corner windows with sweeping views, and a luxurious bath with terrazzo flooring. Two additional bedrooms each offer distinctive character with custom details, complemented by a den with walnut cabinetry and a sunset patio capturing western vistas. (A large addition was added to the house, which increases the square footage to 3805 square feet)
1940 | 3 | 4 | 2,509 sqft.
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$1,748,000 - Sharon, CT
28 Cornwall Bridge Road Sharon, CT - Edge-of-Town Elegance with Pool - The lifestyle in Sharon, CT is ideal: this beautiful home is around the corner from the Village Green, the Hotchkiss library, cafes and restaurants, the market, post office, shops, the Hospital and Doctors' offices, and so much more. A short distance to private schools, the Lake, and the Wassaic Station with the Metro-North train to Grand Central. Features include a sun-filled Main Floor Primary Bedroom Suite, which opens to the Screened-in Porch, bright and light open concept Kitchen to Family Room with fireplace, formal Dining Room and Living Room, a very inviting Library, 3 upstairs Bedrooms, a partially finished Lower Level, 3-car Garage, and a one-Bedroom Guest House that opens to the Pool area and Gardens. Absolutely gorgeous!
1930 | 4 | 3 | 4,143 sqft.
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$1,725,000 - Sharon, CT
99 Sharon Mountain Road Sharon, CT - A rare historic opportunity in Sharon, Connecticut: this exquisitely restored 1759 saltbox farmhouse sits on 32.5 pastoral acres complete with a picturesque stream-fed pond and classic barn with silo. This exceptional Litchfield County property combines authentic 18th-century character with sophisticated modern amenities throughout its thoughtfully renovated 4-bedroom, 3.5-bath interior. The meticulous restoration preserves irreplaceable period elements, including original wide board heart pine and chestnut floors, exposed hand-hewn beams, shiplap walls, and a dramatic oversized stone fireplace. The gourmet kitchen features custom lacquered cabinetry with DeVol hardware, premium quartz countertops, a distinctive ebonized island with reclaimed wood top, and professional-grade appliances. Natural light fills the open great room and inviting hearth room, which leads to a covered porch and deck overlooking the pastoral grounds. The flexible floor plan includes a media room, a practical mudroom, a convenient main floor laundry room, and a main-level bedroom with private bath. Upstairs, the vaulted primary suite commands views of the pond and barn, featuring a luxurious en suite bath with double vanity and tiled shower. Two additional bedrooms showcase heart pine floors and authentic exposed beams, with a shared bathroom completing the second level.
1759 | 4 | 4 | 2,200 sqft.
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$1,400,000 - Sharon, CT
400 Gay Street Sharon, CT - 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 call of the land's natural beauty, 400 Gay Street is a canvas for your imagination.
1940 | 4 | 2 | 1,536 sqft.
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$1,195,000 - Sharon, CT
331 Calkinstown Road Sharon, CT - Situated in one of Sharon's most desirable locations on prestigious Calkinstown Road, this comprehensively renovated property presents an exceptional opportunity in Connecticut's coveted Litchfield County. Set on over 2 beautifully landscaped acres, this versatile estate features a spacious main residence with 3 bedrooms and 2.5 bathrooms, complemented by a separate income-producing accessory apartment. The main home showcases an abundance of natural light through strategically placed windows and an elegant open-concept design. The inviting living room centers around a cozy fireplace and flows seamlessly into a chef's kitchen featuring a generous island perfect for casual dining and entertaining. A formal dining room provides additional space for gatherings and offers direct access to a substantial back porch ideal for outdoor relaxation and al fresco dining. The luxurious first-floor primary suite opens to the tranquil back deck and includes thoughtful amenities: a dedicated dressing room, an elegant bathroom with double vanities, and separate bath and shower fixtures. Two additional well-proportioned bedrooms occupy the upper level, sharing a well-appointed hall bath with quality finishes. Above the attached two-bay garage, a completely independent one-bedroom accessory apartment provides excellent rental income potential or accommodation for guests, extended family, or a home office.
1962 | 4 | 4 | 2,736 sqft.
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$1,125,000 - Sharon, CT
3 West Mountain Road Sharon, CT - Welcome to 3 West Mountain Road, a meticulously renovated 3-bedroom, 2.5-bath home nestled just minutes from the charming Village of Sharon, CT. Spanning 1,955 square feet, this thoughtfully updated residence offers a rare blend of timeless craftsmanship and modern comfort-ideal for those seeking a peaceful full-time home or a stylish weekend escape in Litchfield County. Inside, custom white oak flooring, soapstone countertops, and handcrafted cabinetry bring warmth and elegance to the heart of the home. The open-concept kitchen and dining area are flooded with natural light and heated by an energy-efficient Viessmann radiant heating system, creating an inviting atmosphere year-round. Every detail-from curated fixtures to the home's intuitive flow-has been designed with both beauty and functionality in mind. Sun-filled rooms offer radiant warmth and tranquil views, enhancing everyday living. Step outside to a private, tree-lined setting with a classic gravel driveway and mature landscaping. All this just moments from Sharon's restaurants, shops, and only minutes to Millerton, NY, Metro-North train access, and countless Northwest Connecticut outdoor attractions. This move-in-ready home for sale in Sharon, CT perfectly balances sophistication, comfort, and rural charm-a rare opportunity in the Northwest Corner.
2008 | 3 | 2 | 1,995 sqft.