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32 Calkinstown Rd, Sharon
$650,000
3 Beds ⋅ 3 Baths ⋅ 24208108 MLS
Enchanting circa-1850 cedar-shingled cottage tucked into a lush, beautifully landscaped setting along one of Sharon's picturesque country roads. Surrounded by mature specimen trees, layered perennial gardens, stone walls and pathways, and a meandering brook, the property offers a wonderful sense of privacy and the feeling of a secluded garden retreat. Inside, the home is warm and inviting, with original exposed beams that speak to its 19th-century character. A spacious eat-in country kitchen offers an inviting gathering place. The generously proportioned living room features 10-foot ceilings and a fireplace. The home offers three bedrooms and two-and-a-half baths, including a main-floor primary bedroom with an ensuite bath. Two porches, including a screened in porch, are a highlight of the property, extending the living spaces outdoors and creating idyllic settings for seasonal dining, entertaining, morning coffee, or quiet evenings overlooking the gardens. A separate barn currently serves as a two-car garage and offers additional possibilities for studio, workshop, or other creative use. The house also has a newly installed generator. Rich in character and beautifully connected to its natural surroundings, this charming country cottage captures the essence of relaxed Litchfield County living, all just minutes from the center of Sharon. Bring your vision and make it your own.

32 Calkinstown Rd, Sharon

16 Rhynus Rd, Sharon
$749,000
3 Beds ⋅ 3 Baths ⋅ 24204166 MLS
Surrounded by rolling farmland and open meadows, 16 Rhynus Road offers a peaceful country setting in beautiful Sharon, Connecticut. Set on 1.07 acres, the 3-bedroom, 3-bath main home offers 2,595 sqft, an in-ground pool and a separate cottage with dedicated parking. Hardwood floors run throughout, including antique hardwood floors in the original portion of the home. A large bay window fills the living room with natural light. The updated eat-in kitchen opens to the dining room and a spacious screened-in porch-an inviting extension of the living space overlooking the side yard. The family room features exposed beams and a wall of glass doors opening to the updated deck and pool area, while the primary suite has a private deck with stair access to the pool. Upstairs, the current laundry room offers flexible space for a home office or other use if laundry is relocated, and a floored, insulated attic provides generous storage. The renovated 475 sqft detached studio cottage, currently rented for the academic year, features a kitchen, full bath and open living/sleeping space. Updates include the cottage renovation, newly graveled driveway, kitchen upgrades, split heating/cooling, replacement windows and sliding doors, decks, front porch and electrical improvements. A new septic system serving the main house and cottage will be installed prior to closing. Enjoy a peaceful Northwest Connecticut lifestyle with nearby hiking, lakes, outdoor recreation, arts and culture.

16 Rhynus Rd, Sharon

497 Cornwall Bridge Rd, Sharon
$719,000
3 Beds ⋅ 3 Baths ⋅ 24203240 MLS
YOUR PRIVATE RETREAT AWAITS - RENOVATED, MOVE-IN READY & COMPLETE WITH AN ABOVE GROUND POOL! Welcome to this beautifully renovated 3 bedroom, 2.5 bath home offering the perfect combination of modern updates, comfort, and outdoor living. From the moment you arrive, you'll appreciate the fresh new siding and the attention given to updating this property throughout. Step inside to discover a refreshed interior with a bright and welcoming atmosphere, spacious bedrooms, two full bathrooms, and a convenient half bath. The renovations give this home a fresh, modern feel while providing plenty of space for everyday living, entertaining, working from home, or hosting family and friends. Major improvements include new siding, new propane tanks, and extensive renovations throughout, making this property truly move-in ready. The backyard is ready to become your favorite place to relax and entertain. Enjoy warm summer days by the above-ground swimming pool, host weekend barbecues, or simply unwind in your own outdoor space. With 3 bedrooms, 2.5 bathrooms, a renovated interior, important exterior upgrades, and a pool to enjoy, this home offers so much to its next owner. All you need to do is unpack and make it yours. Don't miss the opportunity to see this beautifully updated property schedule your private showing today!

497 Cornwall Bridge Rd, Sharon

190 Cornwall Bridge Rd, Sharon
$635,000
3 Beds ⋅ 3 Baths ⋅ 24201544 MLS
Set on two private acres just minutes from the village of Sharon, this inviting Colonial offers a wonderful blend of country privacy and everyday convenience. The main level features a spacious open-concept kitchen, living room, and dining area, complemented by a separate family room or home office. A whole-house media surround sound system enhances the living spaces throughout and an attached two-car garage provides added convenience. Upstairs, the generous primary suite offers multiple closets, including a walk-in, and a full bath with double vanity. Two additional bedrooms share a second full bath. The finished lower level provides flexible space for a recreation room, home gym, media room, or additional living area. Outside, a private back patio with a shade pergola creates an inviting setting for morning coffee, outdoor dining, or entertaining while enjoying the peaceful country surroundings. This property offers an exceptional location with easy access to the villages of Sharon, Millerton, Lakeville, and Salisbury, as well as the Wassaic train station with service to New York City. Nearby amenities include acclaimed private and public schools, scenic hiking trails and conservation areas, the Sharon Playhouse, and year-round recreation at Mohawk Mountain and Catamount Ski Area. A peaceful country setting with convenient access to the best of the Litchfield County and Hudson Valley region.

190 Cornwall Bridge Rd, Sharon

120 Sharon Valley Rd, Sharon
$525,000
4 Beds ⋅ 2 Baths ⋅ 24197961 MLS
An exceptional opportunity to own a move-in-ready four-bedroom home just around the corner from the heart of Sharon, offering the Litchfield County lifestyle at a price point increasingly difficult to find. Set on approximately three-quarters of an acre of level land, 120 Sharon Valley Road combines comfortable everyday living with an incredibly convenient location near Sharon's village center, Sharon Hospital, local shops, dining, recreation, and easy access to the New York border. The home is only about 15 minutes from the Metro-North station in Wassaic. Inside, light hardwood floors flow throughout the home, complemented by fresh interior paint and abundant natural light from replacement windows. The flexible four-bedroom layout provides room for family, guests, a home office, or creative space, giving the home functionality well beyond its footprint. The property has been thoughtfully refreshed with a newer driveway, updated landscaping, and a newer deck overlooking the fully fenced backyard-an ideal setting for pets, entertaining, gardening, or simply enjoying the peaceful surroundings. A large backyard shed provides exceptional additional storage for tools, outdoor equipment, bikes, or recreational gear. Downstairs, the walk-out lower level features impressively high ceilings and offers exciting potential for future finished living space, whether envisioned as a family room, home gym, office, workshop, or guest area.

120 Sharon Valley Rd, Sharon

70 Gay St, Sharon
$519,000
4 Beds ⋅ 2 Baths ⋅ 24199566 MLS
Welcome to 70 Gay St! Just minutes from Sharon's town center, this 1947, two-story charmer exudes peaceful and sun-filled vibes! Well sited on a beautiful, large 3.8-acre lot with equal parts wildflowers and lawn, the home is nicely nestled among mature trees, with just the right balance of sun and shade. And if you're an investor or developer, this property affords an excellent subdivision opportunity, with its 3/4-acre minimum zoning. You could consider subdividing the current 3.8 acres into potentially 4 or 5 separate building lots. Interior features: refinished, walnut-stained, oak floors...large living room with wood-burning fireplace...open kitchen/dining with three exposures and updated appliances...repainted interior...excellent closet space...full, dry basement with a Bilco door for easy exterior access...washer/dryer...and new hot water heater in 2023. Exterior features: new roof in 2021...detached, oversized, one-car garage with a connected, covered walkway from the house...large, flat lot with plenty of room to build, add a pool, tennis court, or whatever else your heart desires...and numerous landscaped flowerbeds.

70 Gay St, Sharon

99 King Hill Rd, Sharon
$585,000
2 Beds ⋅ 1 Baths ⋅ 24197956 MLS
Circa 1800s Colonial nestled on a picturesque two-acre parcel along a bucolic country road in Sharon, Connecticut, one of Litchfield County's most sought-after towns. Set back on a gentle rise, the property enjoys a peaceful setting with a backyard framed by mature trees. Rich in history and architectural character, this charming two-bedroom cottage showcases timeless craftsmanship and enduring New England appeal. The light-filled interior features a spacious great room with a wood-burning fireplace and a bay-windowed dining area ideal for gathering. A thoughtfully renovated country kitchen features butcher block countertops, a farmhouse sink with brass bridge faucet, and stainless-steel appliances. Recent improvements include freshly painted interiors and exterior, along with a new gravel driveway. A detached barn offers exceptional versatility as a studio, workshop, potting shed, or creative retreat-particularly appealing to the gardening enthusiast. This inviting country home offers a rare opportunity to enjoy the beauty, charm, and quintessential lifestyle of Litchfield County.

99 King Hill Rd, Sharon

39 Hospital Hill Rd, Sharon
$495,000
4 Beds ⋅ 4 Baths ⋅ 24194672 MLS
Exceptional Turnkey Investment Opportunity in Sharon, CT! Currently generating $3,700/month in immediate, documented income with active tenancies in place, this well-maintained side-by-side duplex is a rare, high-yielding Litchfield County asset. Each side features a nice 2-bedroom, 1.5-bathroom layout highlighting updated kitchens featuring stainless steel appliances, tile backsplashes, rich hardwood floors, and updated bath fixtures. Both units offer bright, inviting living spaces, dedicated basement laundry with included washers and dryers, and separate mechanicals. Tenants enjoy delightful outdoor living space, including shared, expansive covered front and rear porches. Unbeatable in-town location-situated just moments from the historic Sharon Town Green, local shops, cafes, Sharon Hospital, the Hotchkiss Library, and a short drive to The Hotchkiss School and Lakeville Lake. A seamless, low-maintenance addition to any investment portfolio offering proven cash flow and instant yield from day one!

39 Hospital Hill Rd, Sharon

88 Sharon Valley Rd, Sharon
$699,000
4 Beds ⋅ 2 Baths ⋅ 24193519 MLS
1900 Farm House Homestead on 6.9 Picture-Perfect Acres Enjoy 6.9 sprawling, gently sloping, sunlit acres of cleared meadows, mature landscaping, and Indian Lake Creek framing the back boundary line of the property. This gentleman's farm is fully set up for equine enthusiasts and homesteading. The impressive multi-use barn features two horse stalls, a chicken coop w/eight coops, hayloft, ample space for tractor, storage, & equipment. Barn is outfitted w/electricity & water & there is a run-in on each cleared meadow, plus 2 sheds. Back entrance to a large mud room/pantry area with washer/dryer leads to an open LR/DR/kitchen area combining rustic charm with beams, vaulted ceiling, new appliances, ceiling fans & an abundance of natural sunlight complimented by sky lights. An additional Family Room/Office w/hard wood floors and a Full Bath on main level. Upstairs are 4 Bedrooms & a 2nd Full Bath. A heated storage room separates the house from a 2 car attached, heated garage that includes a brand new, never used generator. Numerous cultural & recreational activities for every season - Sharon Playhouse, Lime Rock Park Racetrack, Mudge Pond, Hiking Trails, Ski Slopes & prestigious Private Schools. Open, enchanting vistas & many more amenities to experience in the precious NW corner of CT. 15 minutes to Metro North. Bring your horses, goats, & chickens & start a homestead, or simply enjoy the peace & beauty of the wide-open acreage. This turn-of-the century gem is ready for you

88 Sharon Valley Rd, Sharon

94 Jackson Rd, Sharon
$499,500
2 Beds ⋅ 1 Baths ⋅ 24192359 MLS
SEASONAL VIEWS! Perched along a quiet country road and completely surrounded by the beauty of nature, this beautifully updated 2-bedroom, 1-bathroom home offers the perfect blend of modern luxury and peaceful rural living. Whether you are looking for a full-time sanctuary or a weekend getaway, this property delivers wide-open spaces and total serenity-all just minutes from town. The heart of the home features premium stainless steel appliances, sleek countertops, custom cabinetry, and a thoughtful layout designed for effortless entertaining and cooking. Step into a bright, airy living space framed by views of the surrounding landscape. The home boasts an inviting flow, highlighted by the stunning new kitchen that opens up to the main living areas. Both bedrooms offer cozy, peaceful retreats at the end of the day, accompanied by a well-appointed full bathroom. The detached 2-Car Garage with loft to Keep your vehicles protected from the elements, and utilize the expansive loft space above as a home office, artist studio, gym, or extra storage. Step outside onto your brand new, private deck. It's the ultimate spot for morning coffee, evening stargazing, or hosting summer barbecues against a backdrop of mature trees and wildlife. Outside, the acreage provides plenty of room to garden, play, or simply soak in the unobstructed views of the great outdoors. Schedule your private tour today and experience country living at its absolute finest.

94 Jackson Rd, Sharon

71 Hospital Hill Rd, Sharon
$675,000
2 Beds ⋅ 1 Baths ⋅ 24187245 MLS
This c. 1880 Colonial is nestled in the heart of the Village of Sharon. Thoughtfully restored from top to bottom, it is a truly turnkey offering that seamlessly blends Founding Era character with modern comfort. Inside, warm, inviting living spaces are filled with natural light and include a well-appointed kitchen with breakfast nook, two bedrooms, one beautifully finished bath, a living room and formal dining room. There is an additional room downstairs plus a dedicated laundry room. Every detail of the renovation was carefully executed to preserve the home's historic charm while introducing the quality, efficiency, and craftsmanship expected in a modern residence. Recent improvements include a new roof with custom gutters, new mechanical systems, fully restored windows, and a complete professional repaint. Designed to embrace its exceptional setting, the rear porch captures sweeping southern views across the surrounding landscape. Professionally landscaped grounds feature orchards, formal parterres, and mature gardens that provide year-round beauty and a peaceful sense of retreat. Rarely does a historic home offer such a complete restoration in one of Sharon's most desirable locations. With timeless architecture, beautifully curated gardens, and exceptional outdoor living framed by expansive southern views, this is a home of enduring beauty and effortless livability.

71 Hospital Hill Rd, Sharon

142 Gay St, Sharon
$575,000
3 Beds ⋅ 1 Baths ⋅ 24183989 MLS
Step inside the newly reborn 142 Gay Street. This village home, held by the same loving family for decades, has undergone a head-to-toe transformation. Forget the hassle of renovations. We're talking new plumbing, new wiring, fresh paint, refinished floors, and sleek new appliances throughout. But while the renovations are cutting-edge, the charm remains. You'll love the cozy layout, complete with an eat-in kitchen, a spacious living room centered around a classic wood-burning fireplace, and a versatile sunroom perfect for your home office or den. The 1.28-acre lot is a wide-open, level canvas just waiting for your landscaping vision (and maybe that pool you've always wanted!). With an unbeatable location steps away from the Sharon Farm Market, town lake, and local favorites like J. P. Giffords and Le Gamin restaurant, this is the fresh start you've been looking for. Don't wait-come see this Litchfield County treasure today!

142 Gay St, Sharon

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