Capture the history and grandeur of Great Elm, the unparalleled 19th century Georgian colonial estate that was once the childhood home of William F. Buckley Jr., author and influential political commentator. Nestled in the heart of Sharon, CT, this prestigious property is a rare opportunity to acquire a residence steeped in historical significance and architectural elegance. Great Elm boasts 8,872 sq ft of luxurious living space, crafted with impeccable design choices throughout. From the art deco bathrooms to the William Morris wallpaper, every room exudes sophistication and meticulous care. William Buckley Sr. purchased the original 1812 house in 1923, expanding it over time to accommodate his growing family. The main level primary bedroom suite and gracious sitting rooms, each with gorgeous detail and wood burning fireplace, open to the dramatic three-story Atrium, a year-round haven reminiscent of New Orleans. Upstairs are 7 beautifully appointed ensuite bedrooms, one of which is used as a gym; another as an office. This property is the anchor of a community of homes joined by an Association that manages the 50 magnificent, park-like acres and amenities, including a heated, Gunite pool, pool house, tennis and paddle/pickle courts. This spectacular property in the beautiful Litchfield Hills is more than just a residence; it's a chance to own a piece of U.S. history. Close to Hotchkiss, Salisbury, Indian Mountain and Millbrook Schools. Only 2 hours to New York City.

Capture the history and grandeur of Great Elm, the unparalleled 19th century Georgian colonial estate that was once the childhood home of William F. Buckley Jr., author and influential political commentator. Nestled in the heart of Sharon, CT, this prestigious property is a rare opportunity to acquire a residence steeped in historical significance and architectural elegance. Great Elm boasts 8,872 sq ft of luxurious living space, crafted with impeccable design choices throughout. From the art deco bathrooms to the William Morris wallpaper, every room exudes sophistication and meticulous care. William Buckley Sr. purchased the original 1812 house in 1923, expanding it over time to accommodate his growing family. The main level primary bedroom suite and gracious sitting rooms, each with gorgeous detail and wood burning fireplace, open to the dramatic three-story Atrium, a year-round haven reminiscent of New Orleans. Upstairs are 7 beautifully appointed ensuite bedrooms, one of which is used as a gym; another as an office. This property is the anchor of a community of homes joined by an Association that manages the 50 magnificent, park-like acres and amenities, including a heated, Gunite pool, pool house, tennis and paddle/pickle courts. This spectacular property in the beautiful Litchfield Hills is more than just a residence; it's a chance to own a piece of U.S. history. Close to Hotchkiss, Salisbury, Indian Mountain and Millbrook Schools. Only 2 hours to New York City.

Nestled in the serene rural town of Sharon, this charming cape-style home offers a tranquil retreat with direct river frontage. Built in 1940, this property exudes character and potential, situated on a generous 2-acre lot. Upon entering, you are greeted by the warmth of hardwood floors that flow throughout the home. The living room features a welcoming fireplace, creating a cozy atmosphere for gatherings or quiet evenings. One of the highlights of this property is the covered side porch, where you can unwind and take in the picturesque views of the river. The 2-acre lot offers endless possibilities for outdoor activities, whether it's gardening, creating outdoor living spaces, or simply enjoying the expansive greenery. While the property needs updating, it presents a wonderful opportunity to personalize and make it your own. With its desirable location, river frontage, and classic cape-style charm, this home in rural Sharon is well worth the investment.

Charming Cape in Ideal Location - This lovely Cape Cod home located on an amazing lot in idyllic Sharon CT is now available for sale. Cross the threshold of the extra deep wrap-around porch and enter the home with hardwood floors and generous proportions. The light-filled kitchen has a dining area with a large bay of bowed windows overlooking the side yard. A laundry room/mudroom is adjacent. The living room features an extra large double-height stone fireplace that has doors to a heated sunroom with wrap-around windows and access to the back patio with gorgeous views. The main floor primary bedroom has its own stone fireplace, a private sunroom, an en-suite bath, and ample closet space. Ascend to the second floor to discover two guest bedrooms and a full bath, providing comfortable accommodations for family or visitors. A detached two-car garage with loft storage space accompanies the property, featuring an attached room housing an exercise pool, perfect for relaxation and fitness. Enjoy the peaceful ambiance of country living, with convenient proximity to local amenities including in-town shopping, the Sharon Playhouse, Indian Mountain School, Hotchkiss School, and easy access to NYC train transportation. Don't miss the opportunity to make this tranquil retreat your own.

High on a hill down a quiet road through the woods sits this treasure of a building on 40 acres mostly surrounded by state forest. Part car storage and shop, part an almost completed home, this structure is meant for those looking for privacy and security. Built by a vehicle person who understands workspace and storage, the basement garage features radiant heat in the slab, high overhead doors, even higher ceilings, and footings for future auto lifts. It also features a large mechanical room and a private, high security wine cellar. The 5000+ sq ft post & beam style living space above is ready for your finishes. The craftsmanship is stunning, and the spaces are open and large. Most of the infrastructure is installed (wiring, plumbing, security system, etc.), and many materials remain on site to help complete the job. This is worth seeing for the beauty of the property alone. By appointment only - security cameras in use. Please do NOT enter the property without a confirmed appointment.

Introducing a unique country estate now available for sale in the picturesque Sharon, CT. This distinctive property offers a blend of historic charm and modern amenities, comprising a captivating main house, a cozy one-bedroom guest house, a versatile studio/gym, and a plethora of outdoor amenities including a heated pool with a charming cabana, a detached three-car garage, and a well-maintained tennis court. The main house, a tastefully converted and renovated antique schoolhouse, features a spacious and finely appointed kitchen that opens to a light-bathed dining area, a cozy living room complete with a charming fireplace, a luxurious primary ensuite bedroom boasting paneled walls and another fireplace, a den with a sunroom and a separate guest bedroom wing. Enjoy alfresco dining experiences on the inviting bluestone porch, offering idyllic pond views. Next to the main house, discover the enchanting guest house, offering a rustic ambiance accentuated by a warming wood stove and a second-floor sleeping area, perfect for accommodating visitors in comfort and style. For those seeking recreation and fitness, there is a newly constructed studio/gym, offering radiant heating and a versatile loft space. Outdoors, indulge in leisure and entertainment by the heated pool, complemented by a charming cabana, barrel sauna, and tennis court. Experience the epitome of country living and luxury at this remarkable compound in Sharon, CT.

Escape to a serene fishing cottage in Sharon, Ct nestled on a tranquil trout stream. This cozy retreat features a charming living room with a fireplace and a great room, three inviting bedrooms, with the primary on the first floor. Also included is a detached garage, extensive landscaping, and an enclosed garden. Embrace the beauty of nature and enjoy a peaceful fishing experience right at your doorstep. This property also offers for the outdoor enthusiast the close proximity to both the Housatonic River and the Appalachian Trail.

Welcome to 1 Jackson Hill Road. With its refinished wood floors and rustic ceiling beams this home blends modern comfort with historic details. The spacious living room with its cozy fireplace, flows naturally into the well-appointed kitchen and formal dining room. Natural light pours into this delightful cottage from the dining room bay window and the sky lights in the renovated bathrooms. Set off the main living area is the first floor primary en suite with ample closet space and soaring ceiling height. Upstairs the second bedroom boasts sturdy built-ins. The enchanting curb appeal is created by mature landscaping and flourishing perennials. A detached garage provides additional storage.

Welcome to 34 Jackson Hill Road, a recently remodeled retreat just a mile from the quintessential Sharon center. This ultra-chic haven is surrounded by apple trees and boasts captivating views of the CT/NY mountain range. Nestled into the rolling hillside, the black/white facade home features 3 full bedrooms, offering the sleeping capacity of 4. This residence is designed for sophisticated living, with an array of inviting spaces spread across both floors. Each floor presents real wood-burning fireplaces, access to balconies or patios, and full baths. The renovation includes new doors, trim, floors, plumbing, electrical, heating, and cooling systems. The main level seamlessly integrates the living, kitchen, and dining areas into an open floor plan. The kitchen is a culinary delight with white shaker cabinets adorned with brush gold hardware, stainless steel appliances, and a substantial 7-foot island. Recent upgrades encompass brand new hardwood floors with a rich dark chestnut stain, slate foyer tile, a new garage door, front walkway, and an architectural shingle roof. Conveniently situated just minutes away from shopping, restaurants, Route 4, and the metro north station, this property is accessible and commuter friendly. With its unparalleled combination of modern elegance and thoughtful updates, 34 Jackson Hill Road stands out as a distinctive and unmatched home in the current market. Welcome home to 34 Jackson Hill Road, where luxury meets tranquility.

Converted Barn In Ideal Location - Set on 2 beautiful parcels totaling over 14 acres, sits this beautifully converted chestnut post and beam barn with meadow views on Sharon Mountain. The design and conversion of this barn was done by noted architect Einar Lindholm. As you enter from the ground floor, a staircase leads you to a grand great room with vaulted ceilings, seamlessly connecting to both a dining area and a kitchen. The panoramic meadow views serve as a picturesque backdrop, complemented by a striking large brick fireplace that adds a touch of drama and warmth. The main level features two bedrooms, a full bath, and an oversized library with a private stair leading to the primary suite. The second-floor primary bedroom features a spacious en-suite bath with a tub, shower, and water closet. Additionally, three more bedrooms, a laundry room, an office, and another full bath complete the sleeping quarters. The "crows nest" and gallery area suspended over the great room offer unique vantage points to enjoy the surrounding beauty, making them ideal for stargazing or simply taking in breathtaking views. The lower level adds another dimension to this remarkable home, featuring an additional bedroom, sauna, and a den with a fireplace and greenhouse-style windows. Step outside to discover a beautifully gated garden with a dining pavilion and sculpture garden, providing the perfect setting for al fresco meals. The property is also equipped with a solar-powered electric system.

A remarkable opportunity to own and renovate a home across from Sharon Hospital in the Village of Sharon, Ct. This home is in the center of Sharon and all that offers, such as the restaurants, library, hospital and all the associated doctor's offices. This home is served with both Town water and sewer and is minutes away from the train station to NYC.

GRANDVIEW FARM ~ one of Sharon's most Iconic barns with legendary views and sunsets! Recently renovated, the interior showcases a unique blend of the original 1920s barn with wood beams and gorgeous refinished floors, new appliances, upgraded utilities, new roof and so much more! Situated on 28+ pastoral acres with scenic pond and pastures, the large picture windows from the barn-house capture the most magnificent western views rivalling a movie set. The residential portion of the barn features cathedral ceilings and an impressive open floor plan including the kitchen, living room and dining area with access to deck. Fabulous Great Room with wood stove and loft area, serving as an exercise room or study. 3 comfortably-sized bedrooms (primary en suite) and 2 full baths complete the main level. The Piece de Resistance is the 2022 installation of an 18' x 42' Saltwater Pool and spectacular 850 sqft Pool House. The tastefully built pool house possesses gorgeous European imported cobblestones with radiant floors, wood stove, kitchen by Devol, full bath and laundry. Large basement ~ great for storage. Enjoy this one-of-a kind property and its fantastical features that are simply unforgettable. Minutes to the villages of Sharon and Lakeville, and area private schools (Hotchkiss, Salisbury, Indian Mountain School and Berkshire School). Across from 181 acres and 2.5 miles of hiking trails at the Mary Moore Preserve (Sharon Land Trust). Once seen, the Grand View will not be forgotten.