Sharon Real Estate

Welcome to Sharon, Connecticut – a hidden gem nestled in the scenic Litchfield County. This charming town, steeped in rich history and natural beauty, offers a unique blend of rural tranquility and vibrant community life. With its picturesque landscapes, Sharon is a haven for outdoor enthusiasts, featuring stunning hiking trails, pristine lakes, and lush forests that invite exploration year-round.

Sharon is renowned for its historic architecture, with quaint homes and buildings that tell the story of its past. The town's centerpiece, the Sharon Green, is a delightful spot where residents gather for community events, farmers' markets, and seasonal festivals. Here, you can experience the warmth of small-town living, where neighbors become friends and every face is familiar.

For those seeking a taste of culture, Sharon boasts a thriving arts scene, with galleries and theaters showcasing local talent. The town is also home to several excellent dining options, ranging from cozy cafes to fine dining establishments, offering a delightful culinary experience that reflects the region’s local flavors.

Families will appreciate the excellent educational opportunities available in Sharon, with schools that prioritize student achievement and community involvement. The town's commitment to preserving its natural beauty and fostering a close-knit community makes it an ideal place to raise a family or retire in peace.

Whether you're drawn to the stunning landscapes, the rich history, or the vibrant community spirit, Sharon, CT, promises a lifestyle that is both serene and engaging. Come discover the charm of Sharon, where every day feels like a retreat into nature while still being connected to a warm, welcoming community.

Newest Listings in Sharon

$995,000

4 Beds ⋅ 3 Baths ⋅ 24216422 MLS

An unusually elegant and distinctive 29 foot foyer rich in architectural detail greets you as you enter this beautiful 1890 colonial conveniently located on Sharon's South Main Street. Nine foot ceilings and a beautiful fanlight and latticed sidelights grace the Dutch front door, bringing in plentiful light. The circular flow of the public rooms is ideal both for entertaining and day to day living. Right off the front hall is the cozy den with bookshelves and propane fireplace. It is adjacent to the light-filled formal dining room and then to the spacious kitchen featuring stainless steel appliances including a brand new Miele gas stove and butcher block countertops. The oversized living room off the kitchen offers another propane fireplace and ample seating for large gatherings. The attached one car garage provides convenient access to the kitchen, the main level laundry area and the half bath. Upstairs is the primary bedroom with decorative fireplace, walk in closet and attached bath with stall shower. Three other bedrooms are served by a full hall bath with a classic claw foot tub and shower. The current owners have been wonderful stewards of the property, maintaining and upgrading where needed. Highlights include a generator, central a/c, a french drain around the perimeter and radiant floor heat in the two full bathrooms.

3 S Main St, Sharon

$425,000

3 Beds ⋅ 2 Baths ⋅ 24217851 MLS

Absolutely turn-key, this beautifully updated home blends old world charm with modern day convenience, featuring the most gorgeous wide-plank hardwood floors and a bright, move-in-ready feel throughout! A large welcoming entryway leads into an expansive main-level living room with cathedral ceilings, new flooring, abundant natural light and fireplace with new wood stove insert. A gorgeous custom eat-in-kitchen is recently renovated with quartz countertops, new cabs, appliances and access to front and rear decks. The rear deck overlooks a level, private & sprawling yard. The main level has one bedroom and fully renovated bath. Upstairs you'll find two additional bedrooms and a beautifully renovated full bath with tub. Set on an expansive level lot, this property offers two garages, one attached/one detached boasting freshly paved driveways + enclosed porch. In addition, the detached garage has as separate work shop. EXTENSIVE 2025' IMPROVEMENTS INCLUDE: Interior and Exterior Painting, New Windows (LR/Entry Way), Full House Generator, Septic Tank, Electric Rewiring w/ Modern Touch Dimmers, Washer/Dryer, Decks Repainted, Water Pump, Reinsulated Basement/Garage, New Basement Floor, Tankless Water Heather, (2) Two Driveways Repaved, Garage Door, Wood Stove. This move in ready home is Ideally located near the Sharon Town Green, shops and restaurants, the Sharon Playhouse, Audubon Center, Sharon Town Beach. Only 10 mins to Metro North Train

92 Amenia Rd, Sharon

$599,900

3 Beds ⋅ 2 Baths ⋅ 24216195 MLS

A rare opportunity to own a private woodland retreat at the base of Sharon Mountain! Set on 3.84 picturesque acres, this distinctive 3-bedroom, 2-bath log chalet offers the perfect blend of rustic elegance, natural beauty, and peaceful seclusion. Tucked away at the end of a winding driveway, this first-time-offered home features soaring wood ceilings, exposed beams, a dramatic stone fireplace, and warm natural wood finishes that capture the charm of mountain living. An expansive elevated deck overlooks beautifully established perennial gardens, traditional stone walls, and surrounding woodlands. The partially finished walk-out basement features a wood stove and an additional 365 square feet of versatile space overlooking the yard, ideal for recreation, hobbies, or relaxation. Explore private walking paths, relax by the fire pit, or enjoy the open grassy clearing that once formed part of the historic Sharon Mountain Ski Area. Recent improvements include exterior painting and updated deck boarding. Perfect as a primary residence or countryside retreat, the property offers convenient access to Wassaic Metro-North Station with service to Grand Central Terminal, the region's many renowned independent schools, charming villages, fine dining, hiking, skiing, and outdoor recreation. Experience the tranquility of the Litchfield Hills while remaining connected to New York City and Hartford. A truly special property offering privacy, character, tranquility and four-season enjoyment!

480 Cornwall Bridge Rd, Sharon

$2,250,000

24215537 MLS

Unrivaled Hilltop Estate Site. Perched Atop One of Connecticut's Highest Peaks, this Exceptional 72+ Acre Parcel Offers Sweeping, Panoramic Catskill Views. A Gentle Rise through Open Pasture from a Quiet Secondary Town Road Leads to a Dramatic Plateau with Expansive Western Exposures-an Ideal Setting for a Premier Country Retreat. Abuts National Audubon Land on 2-Sides. Simply Exceptional.

Joray Road, Sharon

$830,000

1 Beds ⋅ 1 Baths ⋅ 24215197 MLS

This is a special, protected, and unique setting in the middle of a beautiful area of Sharon.The charming, well-maintained Cape home is on almost fifty acres, with approximately 46 conserved acres in Sharon Land Trust. The Land Trust properties also extend beyond the property's boundaries to hundreds more acres of Jackson-Peck properties. The property is mostly forest land, with mixed, mature hardwoods, and a small meadow -- and easily walkable. The home is listed on the Sharon "field card" as 1-bedroom and 1-bath. There are two full baths and an additional, possible bedroom. The combination dining room/living room has a fireplace and wood floors. Central air on the first level and a split system/AC on the 2nd floor. Plus there's a full basement, detached two-car garage and whole house generator. New roof in 2025. Importantly, it's a town maintained road. The property offers the ultimate privacy, a true sanctuary, in a peaceful setting surrounded by endless nature and the occasional wildlife.

30 Graham Rd, Sharon

$2,100,000

3 Beds ⋅ 3 Baths ⋅ 24214016 MLS

Magical 1765 Stone Home - As a Pre-Revolutionary War home, it is one of the most important Historic properties in the Northwest Corner of Connecticut. This truly beautiful stone Dutch Colonial, on a side road, offers 5 fireplaces in the Dining Room, Library, Sitting Room, Hallway, and the large Garden Room. Additionally, there are 3 Bedrooms, 2.5 baths, an attached Garage, and a small brick Barn. The Garden Room opens to the stone Terrace and the serene 14 acres, Pond, and view. Bordering Sharon Land Trust land, this special home is close to the Sharon Playhouse, galleries, shops and restaurants, Sharon Hospital, Troutbeck, private schools, and the Wassaic Train Station with service to NYC. This is a treasure!

15 Stone House Rd, Sharon

$1,295,000

3 Beds ⋅ 4 Baths ⋅ 24214792 MLS

Hip Modern with Views! Newly Built 2024 Stylish Modern Home Set on 3.5+/- Pastoral Acres. Located a Mere 4 Min to Village on Quiet Secondary Town Road. Light & Bright Open Floor-Plan with Sweeping Views from Every Window. 2-3 Bedrooms, 3.5 Baths. Wrap Around Deck. Firepit. Walking Path Through Meadow. Town Beach Rights to Mudge Pond 4 Min Away. 15-Min to Metro North Train. Cell Coverage. Low Maintenance. Cool!

202 Sharon Valley Rd, Sharon

$175,000

24213321 MLS

An impressive 5.14 acre elevated lot with naturally slopping terrain, beautiful woodland views, offering exceptional privacy. This parcel has a unique layout abutting 2 public roads for maximum flexibility for driveway design, potential home placement and overall accessibility. Secluded yet conveniently located 4 miles from Sharon Shopping Plaza, Sharon Hospital, Hotchkiss Library & local Private Boarding Schools. 2 miles to NYC by car, 20 minutes to Metro North train station. If you are looking for a home to accent this parcel of land, it abuts 399 Cornwall Bridge Road Property currently for sale (MLS # 24213112) by same owner. Build a compound, & live in the home while you design your dream home or be content with added acreage with your property.

Joray Road, Sharon

$795,000

3 Beds ⋅ 2 Baths ⋅ 24213112 MLS

Welcome to 399 Cornwall Bridge Road. This lovely Colonial is nestled on 2.69 acres where the entryway leads into an expansive main-level living room with abundant natural light, built in book cases and fireplace. A spacious dining area is adjacent to the kitchen which was renovated in 2025 with new quartz countertops, cabinets, flooring, and appliances. Kitchen offers access to one car garage attached by a breezeway and a rear deck. The deck overlooks a private yard with pond. The main level also includes a fully renovated bath and a cozy room with many possible uses. Upstairs you'll find a large foyer currently used as a reading nook, three bedrooms and a beautifully renovated full bath with tub. This home is Ideally located minutes from the Sharon Town Green, shops and restaurants, the Sharon Playhouse, Audubon Center, Sharon Town Beach. Only 15 mins to Metro North Train.

399 Cornwall Bridge Rd, Sharon

$1,025,000

4 Beds ⋅ 3 Baths ⋅ 24211887 MLS

Nestled on 1.52 acres of meticulously landscaped grounds, this property features a Main Home along with a Guest Apartment, comprising 4 Bedrooms and 3.5 Baths. In addition to a gorgeous renovation that accommodates single-level living, this home features a new metal roof, Hardie board siding, new windows, a new septic system, and an automatic generator. Crafted for effortless living in the heart of Litchfield County, 331 Calkinstown Road exudes simplistic luxury. The Main Home is bathed in natural light and boasts a design that facilitates single-level living, highlighted by a luxurious Primary Bedroom Suite located on the First Floor. The well-appointed primary bathroom showcases an elegant aesthetic with double vanities, separate bath and shower facilities, and a dedicated dressing area. The primary Suite also includes a door that opens to the back deck, creating a private oasis. The kitchen, which features a seating island, is conveniently located next to the dining room that leads to the back deck, as well as a living room equipped with a wood-burning fireplace. On the upper level, two additional spacious bedrooms share a well-designed hall bathroom adorned with high-quality finishes. The 1-Bedroom Guest Apartment is positioned above the attached two-bay Garage, which can be accessed privately via an exterior door or through the Garage of the Main Home, providing flexible options for guests or a potential income source.

331 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

$185,000

24206923 MLS

A charming brook tumbles through this easy and slightly elevated wooded parcel with considerable road frontage in the quiet Westwoods Neighborhood. Located across from a large beaver pond to which the property's brook flows and where wildlife abounds, the setting is perfect to build one's dream house and enjoy all of what nature has in store in the North West Corner of Connecticut. This parcel borders directly a town hiking trail. 100 year old stone walls stand and outline the 6.3 acre parcel. Native oaks and birch populate the parcel and make wonderful signature trees. There are miles of back gravel roads in the neighborhood perfect for biking, walking or jogging. While offering privacy and serenity the property is close in proximity to the villages of Sharon, Kent and Cornwall Bridge. Access to Metro North and points south are also convenient. Building is the only way to get exactly what you want. Septic testing has been completed. Come build on your own slice of heaven.

Westwoods Rd Unit 2, Sharon

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Sharon Real Estate

Newest Listings in Sharon

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