Sharon, CT Homes for Sale with Acreage

Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary

John Harney William Pitt Sotheby's Int'l

Rare opportunity to own two homes on separate parcels, offering endless possibilities for multi-generational living, rental income, or investment. The main residence is a charming ranch-style home featuring a 2-car garage, beautiful hardwood floors, 2 cozy fireplaces, and a welcoming porch with scenic views, all situated on 1.52 acres. Also included in the sale is a ranch-style two-family home on

Kelly Sullivan Sullivan Real Estate Inc

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,

Elyse Morris Elyse Harney Real Estate

Set along a quiet, dead-end road in the Ellsworth section of Sharon, this newly constructed shed-roof home was designed for simple, efficient living with a strong connection to the Earth. Solar panels and a heat pump system keep utility costs remarkably low, while expansive windows capture natural light and western sunset views. Thoughtful details include Bosch appliances, copper light fixtures,

Jusztina Paksai Elyse Harney Real Estate

Set along one of Sharon's most scenic country roads, this inviting property offers a rare blend of country charm, flexible living space, and timeless Litchfield County appeal. Anchored by a 1948 main residence and complemented by an original guest cottage and substantial barn, the offering presents a versatile compound ideal for weekend living or full-time retreat. The main house is warm and

John Panzer Elyse Harney Real Estate

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

Dan Kessler Compass Connecticut, LLC

A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within.

Alan O'Doherty William Pitt Sotheby's Int'l

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

Caroline Bailey Coldwell Banker Realty

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

Roxanne Belter William Pitt Sotheby's Int'l

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

Holly Leibrock Elyse Harney Real Estate

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

Elisa Waysenson Elyse Harney Real Estate

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

Ann Stettner Neil Charles Real Estate

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

Amy Longley William Pitt Sotheby's Int'l

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

David Mallison William Pitt Sotheby's Int'l

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

Pat Lahoud Lahoud William Pitt Sotheby's Int'l

Discover the timeless charm of this remarkable 1755 colonial estate in the heart of Sharon. Set on 1.6 picturesque acres surrounded by farmland, this grand antique home offers 3846 square feet of living space and a rare opportunity to thoughtfully update while preserving its historic character. Inside, generously scaled rooms reflect the elegance of the era, showcasing original wood floors,

Colleen Vigeant Elyse Harney Real Estate

Build Your Dream Home in a Spectacular Hudson Valley Setting Set on 9.88 private acres, this remarkable property offers the perfect blend of natural beauty, privacy, and development potential. Hidden among mature trees and accessed by a winding drive, the property opens to a scenic homesite where an existing one-bedroom cottage enjoys expansive views stretching east toward Sharon and west toward

Arleen Shepley Elyse Harney Real Estate