Sharon, CT Houses for Sale

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

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

This 3 bedroom,3 full bath home has a 2 car garage. There is a modern kitchen with quartz counter tops. All of the bathrooms have been updated. The septic system has also been updated with a new 4 bedroom tank. There is a private backyard bordering a stream with perennial gardens. Just a short stroll to the Market.

Jonathan Minerick Homecoin.com

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

Steven Koleno Beycome of Connecticut

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

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

Roxanne Belter William Pitt Sotheby's Int'l

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

Dan Kessler Compass Connecticut, LLC

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

Arlene Gonzalez The Gonzalez Property Group

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

Julie Einhorn Compass Connecticut, LLC

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

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

Whitney Malagrino Berkshire Hathaway NE Prop.

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

Colleen Vigeant Elyse Harney Real Estate

Seeking a weekend getaway without a hassle? Just pop in the car or take Metro North to this private country home on a back road in Sharon CT. Built by a well regarded local contractor, it offers classic sensibilities with artistic country flair. The open floor plan concept feels anything but too formal or stuffy. Both home and property are warm, comfortable and wonderfully relaxing. The grounds

Chris Garrity Bain Real Estate

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

AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

1900 Farm House Homestead on 6.9 Picture-Perfect Acres Enjoy 6.9 sprawling, gently sloping, sunlit acres of cleared meadows, mature landscaping, and Indian Lake Creek framing the back boundary line of the property. This gentleman's farm is fully set up for equine enthusiasts and homesteading. The impressive multi-use barn features two horse stalls, a chicken coop w/eight coops, hayloft, ample

Karen Grimaldi William Pitt Sotheby's Int'l

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

Pels Matthews W. Raveis Lifestyles Realty

This Cornwall home is a great opportunity. Set on 5 wooded acres, this cape features a recently renovated kitchen and two first-floor bedrooms. The second story is unfinished but includes two full dormers, offering the potential to almost double the living space. The home is less than half a mile from the small town of Cornwall Bridge which has the Cornwall Market, a post office and package

Courtenay Hawvermale E.J. Murphy Realty

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

Charming Circa-1920 Farmhouse in the Heart of the Harlem ValleyNestled along one of Amenia’s picturesque country roads, 309 Amenia Union Road is a charming circa-1920 farmhouse set on approximately 2 private acres in the heart of the Harlem Valley. Surrounded by rolling fields, mature trees, and neighboring farmland, this property captures the quintessential character of the Hudson Valley

Shaylene Neumann Houlihan Lawrence Inc.