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3 S Main St, 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
92 Amenia Rd, 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
480 Cornwall Bridge 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
Joray Road, 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
30 Graham Rd, 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
15 Stone House 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
202 Sharon Valley 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
Joray Road, 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
399 Cornwall Bridge Rd, 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
331 Calkinstown 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
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
Westwoods Rd Unit 2, 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
12 Red Rock Rd, Sharon
$1,950,000
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 Great Elm Dr, Sharon
$3,999,000
6 Beds ⋅ 9 Baths ⋅ 24206049 MLS ⋅ Great Elm BLDG.
This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two spacious 3-bedroom residences, 3) additionally acquire the north wing to recreate a more complete version of the original mansion for use as an expansive single-family residence, a family compound, or separate residences for rental income. The current 6,716 sq ft home has been thoughtfully restored & offers 6 bedrooms with primary suites on both levels, 7 full baths, and 2 powder rooms. The kitchen opens to a stunning library & informal dining area, complemented by formal living & dining rooms, a family room, office, gym, den, laundry room and 7 fireplaces. At the center of the home, a dramatic three-story 1250 sq foot glass atrium (the 1,250 sq ft is not included in the 6,716 sq ft) - enclosing the 1929 courtyard - creates a year-round living space that brings light & openness into the core of the home. This is estate living with the ease of a managed community. Enjoy beautifully maintained grounds with specimen trees & beautiful plantings. Amenities include: junior Olympic-sized heated pool, pool house, tennis court & separate paddle/pickle courts and more. More info below.

1 Great Elm Dr, 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 scheduled to installed November. Enjoy a peaceful Northwest Connecticut lifestyle with nearby hiking, lakes, outdoor recreation, arts and culture.

16 Rhynus Rd, Sharon
16 River Rd, Sharon
$749,000
3 Beds ⋅ 2 Baths ⋅ 24202990 MLS
Picture starting your morning watching the sun rise over the water and ending your day with peaceful river views from almost every room in your home. Set on 2 acres along the majestic Housatonic river near Cornwall Bridge, 16 River Road has been completely transformed by a major renovation in 2024 into a modern waterfront sanctuary, while keeping its timeless antique character intact. Inside, refinished hardwood floors and classic antique detailing lead you to the open living and dining area, where a wood-burning fireplace creates a warm, cozy atmosphere. Large, new windows frame direct views of the river, pulling the beauty of the outdoors inside. For a closer look at the water, step out to the screened-in porch with its beautiful stone floor-an ideal setting for your morning coffee or evening wine. The brand-new chef's kitchen is a design masterpiece, combining custom cabinetry, quartz countertops, a bespoke stone backsplash, and a farmhouse sink. Equipped with a full suite of 2024 stainless-steel Frigidaire appliances (fridge-freezer, dishwasher, electric range, microwave, and hood), the kitchen also boasts a built-in wine fridge and a dedicated coffee station. Upgraded electrical systems with recessed lighting and dimmers allow you to set the perfect mood throughout. The main-level primary suite is your private oasis, complete with direct river views and an ensuite bath that rivals any spa.

16 River Rd, Sharon
29 Morey Rd, Sharon
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 24203533 MLS
Authentic c1966 Mid-Century Modern. Fully re-Built & Super Fab 3 Bedroom, 3 Bath Restored Modernist Set Near the End of a Quiet Country Road. Open Floor-Plan Living Features an Updated Kitchen Enveloped by Glass-Clad Living & Dining Area with Vaulted Ceiling & Fireplace. Large Main Level Primary with Updated Bath, Large Walk-in Closet & Access Outside. Prime Guest Bedroom with En-Suite Bath + 3rd Bedroom Served by Hall Bath. Additionally, A Cozy Den Serves as Quiet Retreat. 2-Car Attached Garage. Central AC & Full House Generator. Set Amongst the Backdrop of the Bucolic Ellsworth Section of Sharon, Less than 10 Min to the Village & 20 Min to Metro North Train.

29 Morey Rd, Sharon
497 Cornwall Bridge Rd, Sharon
$694,999
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
Sharon
$5,250,000
2 Beds ⋅ 2 Baths ⋅ 24201909 MLS
The rarest luxury is seldom the land itself. It is the time already devoted to revealing its full potential. Set amidst protected land along the coveted Kent-Sharon border, RockOak offers the uncommon advantage of beginning years ahead on the construction of a legacy estate. The completed retreat allows the property to be enjoyed immediately, while the future estate evolves. Overlooking the orchard, gardens, woodlands and long views it offers refined, comfortable living from the very first day. The estate unfolds like a private park of meadows, woodlands, orchards, gardens, dramatic elevations and a sheltered seasonal brook. Sweeping western sunsets, expansive northern vistas, and carefully composed landscapes ensure every season reveals a new perspective. Two parcels define the property's flexibility. The principal Sharon homesite occupies a commanding elevation and includes architectural design plans by architect, Scot Samuelson, AIA, NCARB for a 5,000+ sq ft residence. The 2nd parcel is in Kent & Sharon, reached by its own private drive. It rests quietly on the edge of a woodland above the brook and in the meadow below the principal Sharon site. Throughout the estate, thoughtful infrastructure has been integrated into the landscape, while historic woodland roads, stone walls, specimen trees, perennial gardens, fountains, scenic overlooks, and a distinctive 40 tree orchard create a landscape of exceptional beauty and permanence. Convenient access to NYC by car or train.

Sharon
120 Sharon Valley Rd, Sharon
$525,000
4 Beds ⋅ 2 Baths ⋅ 24197961 MLS
Love the home-and the payment: sellers are offering a 2-1 mortgage rate buydown, potentially saving qualified buyers $500+ per month in year one. Welcome to 120 Sharon Valley Road, where classic New England charm, a peaceful country setting, and everyday comfort come together in one beautifully maintained home. From the moment you pull into the inviting semicircular driveway, this 4-bedroom, 1.5-bath home feels like a place you'll want to stay. Set on approximately three-quarters of an acre of wonderfully flat, usable land, the property offers plenty of room to relax, entertain, garden, or simply enjoy the quiet surroundings of Sharon Valley. Inside, light hardwood floors flow throughout the home, creating a bright, warm, and cohesive feel from room to room. Lovingly cared for and recently refreshed, the home features fresh paint, a new deck, and new landscaping that enhance both its interior and exterior appeal. Adding even more value is the spacious walk-out lower level, offering excellent potential for future finished living space. With impressive approximately 8- to 9-foot ceilings, this area provides a great foundation for a future family room, home office, gym, recreation room, guest space, or combination of uses, while still allowing for plenty of storage.

120 Sharon Valley Rd, Sharon
70 Gay St, Sharon
$509,000
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
12 W Mountain Rd, Sharon
$1,399,000
5 Beds ⋅ 4 Baths ⋅ 24198204 MLS
COUNTRY HOME Nestled in the foothills ...Within short distance to NYC, Boston, and the beautiful eastern shores of Connecticut sits a quiet, well maintained retreat in Litchfield County for family, friends, guests, or the solitary traveler. Abutting a private land preserve and enclosed on 5.5 woodland acres off a private road sits this lovely country home. Thoughtfully Equipped with chefs kitchen opening to family room with wood burning stove and enclosed sun porch ..there to relax. All rooms overlook large expanse of the gently wooded yard, showcasing mature trees and planted gardens ... the views from every room of the house offer quiet and breathtaking seasonal pleasures. Master bedroom and guest room are both located on the main level. Upstairs discover 4 rooms with built-in bookshelves, full closets, full bath and a separate sitting room, Above the two car garage is separate bonus room for exercise, private office or artistic exploration. All of this is not exaggerated... The residence was designed and built by a well respected local developer as a timeless country masterpiece offering all conveniences of easy living and low maintenance...with easy proximity to Sharon, Amenia, Kent, Millerton and surrounding areas. Priced well and within reach.

12 W Mountain Rd, 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
106 Lambert Rd, Sharon
$350,000
24196913 MLS
Rare investment opportunity on 3 acres of level, usable land with outstanding potential for redevelopment or a custom build. This property offers a strong foundation for your vision, featuring an existing foundation (in need of repair), private well, septic system, and electrical service already in place (currently not activated). The attached garage remains intact, providing immediate utility and added value. The home also features a chimney with fireplaces completely intact, offering a valuable structural element for future restoration or redesign. The original oversized ranch style (3220sq ft 3 bed 2 1/2 bath) home was lost to fire in 2011, and debris remains in the basement area requiring removal-creating a blank slate for renovation or new construction. With its generous acreage, level topography, and existing infrastructure, this property is ideal for investors, builders, or buyers looking to create significant equity. Sold strictly as-is. Buyers to perform all due diligence regarding condition and usability of all existing systems and structures. Do not go on property alone. Must be accompanied by an agent.

106 Lambert 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
82 Westwoods, Sharon
$850,000
2 Beds ⋅ 1 Baths ⋅ 24185728 MLS
Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to "get away from it all", this is the country place to get away to.

82 Westwoods, Sharon
142 Gay St, Sharon
$555,000
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
Westwoods Rd Unit #2, Sharon
$285,000
24183544 MLS
Perched high off the road in a large clearing this 7 acre building lot has all the advantages of the perfect country setting- privacy and views in an estate area. Atop a high open knoll one can spy long views east including, Dean and Coltsfoot Mountains as well as the the ski trails and Lookout Tower on Mohawk Mountain. A large open expanse makes ample room for a house, pool and barns should one wish to build. A well established driveway passes through thick forest is welcomed by a stone gate winding through a groomed wooded glade then gently up a slope to an sun-splashed open cleared building site. While there are neighbors, none are in sight as this property is surrounded on two sides by a large Sharon estate. The gravel road assures a low volume of traffic and noise. If your enjoyment of nature is derived with privacy and natural beauty, then you've found the spot. Priced $70,000 below what it was purchased for in 2021! Come see this amazing land and commune with nature for real country living!

Westwoods Rd Unit #2, Sharon

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