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138 Amenia Rd, Sharon
$6,995,000
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

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

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

1 Great Elm Dr, Sharon
$3,999,000
6 Beds ⋅ 9 Baths ⋅ 24173869 MLS
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

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

35 River Rd, Sharon
$1,950,000
7 Beds ⋅ 7 Baths ⋅ 24174774 MLS
Set in a private, elevated setting along the banks of the Housatonic River, this property offers a rare waterfront retreat with a main house, guest house, and pool shed surrounding an in-ground gunite pool. The main residence includes an attached two-car garage, fireplace, and a dedicated woodworking/crafts shop in the basement with its own private entrance, along with a beautiful stone terrace overlooking the Housatonic River. The guest house features its own attached one-car garage, fireplace, and a charming porch with river views, providing both comfort and convenience for family and guests alike. All structures are thoughtfully positioned above the riverfront to capture the beauty and tranquility of the natural surroundings. Enjoy direct access to the river for fly fishing, kayaking, or tubing right from your own property. Located in close proximity to the Appalachian Trail, this exceptional compound is ideal for outdoor enthusiasts seeking privacy, recreation, and scenic riverfront living in the heart of Litchfield County. Perfectly situated for four-season enjoyment, the property is just 5 minutes to Mohawk Mountain for downhill skiing and snow tubing, and less than 10 minutes to Kent Falls State Park. The quintessential village of Cornwall Bridge is less than 5 minutes away, offering charming local shops, dining, and small-town New England character.

35 River Rd, Sharon

200 Sharon Mountain Rd, Sharon
$1,885,000
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

130 Sharon Mountain Rd, Sharon
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 24168858 MLS
Lovingly named "Nid D'Alcyon," French for Kingfisher Nest, by the current owner, this truly enchanting home is rich in history. This beautiful four-bedroom antique, dating to circa 1745, is set on one of Sharon's most scenic roads and tells a captivating story of life, travel, and love. Nestled within exquisite gardens and surrounded by a serene pond, mature trees, and perennial plantings, the setting is both peaceful and picturesque. The current owner has lovingly stewarded the property for 37 years, thoughtfully enhancing it while honoring its character. With great care, the home was renovated to maximize natural light-an exceptional quality for an antique-through raised ceilings where possible and thoughtfully designed additions that invite sunlight throughout the day. Improvements include central air conditioning, a full-house generator, and an expansion of the original petite footprint typical of antique homes. A first-floor primary suite with vaulted ceiling and en-suite bath featuring a custom fireplace was added, along with a mudroom, sunroom, and chef's eat-in kitchen. The formal living room offers another fireplace and beautifully crafted built-ins, creating a warm and inviting retreat. Every corner reflects exceptional care, seamlessly blending antique charm with modern comfort. This rare offering also includes a heated Gunite pool and barn, all set on five acres overlooking a dreamy pond.

130 Sharon Mountain Rd, 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

44 Keeler Rd, Sharon
$1,250,000
24089909 MLS
NO NEED TO WAIT FOR TOWN APPROVALS! Design development plans with project entitlements in place for a spectacular, modern, 5-bedroom, 5,400 sq. ft. two-level home-featuring an indoor pool, sauna, multiple attic areas and attached garage are paired with this expansive 33.73-acre parcel in Sharon's desirable West Woods section. Nestled amidst tranquil nature, this remarkable property offers an unmatched blend of privacy and accessibility, ideal for a serene retreat, equestrian estate, or exceptional investment. Boasting 443 feet of frontage on a bucolic country road, the building site is set back along the road. Behind the building site, an old wood road crosses a private pond, leading to your own hiking trail along the babbling Macedonia Brook to a higher open area which includes a proposed 4.52 acres of open meadow on the higher side of Macedonia Brook. I The property is bordered by protected land trust, ensuring a forever-preserved natural backdrop. Enjoy easy access to local amenities, located just 7 miles from Kent's vibrant town center, shops, and restaurants, and minutes from The Kent School, Macedonia State Park, Skiff Wildlife Preserve and the Appalachian Trail. Buyers may choose to streamline their build with the included, fully approved designs and entitlements or pursue their own custom vision subject to local approval.

44 Keeler 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

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

104 Lambert Rd, Sharon
$950,000
3 Beds ⋅ 3 Baths ⋅ 24177954 MLS
Welcome to this beautifully maintained custom-built home tucked away in a peaceful, private setting surrounded by mature trees and wide open lawn space in Litchfield County. This charming Cape Cod-style home features striking blue-gray siding, crisp white trim, dormer windows and a 3 bay garage, offering a possible in-law apartment above. The interior offers nicely kept hardwood floors flowing through-out the main floor, natural light through large windows, a main level laundry room, half bath, an office, a large eat-in kitchen, a formal dining room, and a spacious living room with a brick fireplace insert. The upper level features a large master bedroom with the choice to put your personal touch on the flooring, a large walk-in closet, 9ft+ ceilings and a beautiful master bath leading through french doors. On the second floor you will also find two well sized bedrooms, and a full bath. Newly installed in the basement, you will find meticulously kept mechanicals and ample room for storage with a walkout. Don't miss the chance to own this wonderful home in the most sought after area in the Northwest corner, only two hours from the city, multiple private schools, skiing, golfing, equestrian stables, airports and train stations in close proximity.

104 Lambert 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

28 Cole Rd, Sharon
$845,000
4 Beds ⋅ 4 Baths ⋅ 24172218 MLS
Discover the timeless charm of this extraordinary circa 1755 Colonial estate in the heart of Sharon, Connecticut. Set on 1.6 picturesque acres surrounded by protected farmland, this distinguished historic home offers 3,846 square feet of living space and an exceptional opportunity to restore, renovate, or thoughtfully modernize while preserving its remarkable architectural heritage. Rich in authentic period details, the home showcases original wood floors, handcrafted moldings, five fireplaces, and enduring craftsmanship. Generously proportioned rooms reflect the elegance and character of the Colonial era. The main level features a library and formal dining room, each with custom built-ins and fireplaces, along with a spacious living room that opens to the patio. A large eat-in kitchen flows seamlessly into a cozy den with a wood-burning stove, French doors to the patio, a full bath, laundry area, and a rear staircase leading to a versatile upper-level bonus space. Upstairs, the primary suite includes a private full bath and fireplace, while three additional generously sized bedrooms offer ample accommodations. A walk-up attic, another full bath and a loft-style flexible space connected to the den by a secondary staircase. Complementing the residence are several substantial outbuildings, including a garage,workshop, and an office with two half baths.

28 Cole Rd, 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

Swaller Hill Rd, Sharon
$825,000
24065338 MLS
The Legacy Property: A rare opportunity to own more that 62 acres across three approved building lots. Offering mountain views, cleared homesites, established utility easements and significant development work that has already been completed, this property presents endless possibilities for a private family compound, luxury estate, conservation-minded retreat (think tax benefits), or future investments. Large acreage opportunities are increasingly difficult to find in NW CT, NY or Massachusetts. This listing is a combination of three legal lots: Lot # 1, 26.72 acres, Lot #3, 25.36 acres, and Lot #4, 10.1 acres, totaling 62.18 acres. This beautiful parcel is surrounded by thousands of acres of state forest. Spectacular views, cleared pastures, woods and total privacy. Driveway is roughed in and drivable.

Swaller Hill Rd, 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

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 detached cottage with dedicated parking. Hardwood floors run throughout, including antique flooring in the original home. A large bay window fills the living room with natural light. The updated eat-in kitchen opens to the dining room and screened-in porch. The family room features exposed beams and glass doors opening to the deck and pool area, while the primary suite has a private deck with pool access. Upstairs, the laundry room offers flexible office space if relocated, and a floored, insulated attic provides storage. The renovated 475 sqft studio cottage features a kitchen, full bath and open living/sleeping space, currently generating $1,350/month in rental income with a lease through June 2027. Updates include the cottage renovation, kitchen upgrades, split heating/cooling, replacement windows and sliding doors, decks, front porch, electrical improvements and newly graveled driveway. A new septic system serving the main house and cottage is scheduled for installation. 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

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

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

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

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

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

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