Chestnut Hill Homes for Sale

Welcome to the charming neighborhood of Chestnut Hill in Litchfield, CT. Nestled in the picturesque county of Litchfield, this idyllic community in the city of Litchfield offers a perfect blend of tranquility and convenience.

Chestnut Hill is known for its tree-lined streets, well-maintained homes, and a strong sense of community. Residents enjoy easy access to local parks, top-rated schools, and a variety of dining and shopping options. The neighborhood's peaceful atmosphere makes it an ideal place to settle down and raise a family.

If you are looking to make Chestnut Hill your home, you will find a range of beautiful properties to choose from. Whether you are in the market for a cozy starter home, a spacious family residence, or a luxurious estate, Chestnut Hill has something for everyone. With well-maintained homes for sale, you can find the perfect property to suit your lifestyle and budget.

Don't miss the opportunity to become a part of this welcoming community in Chestnut Hill. Explore the available homes for sale and discover the perfect place to call home in this charming neighborhood in Litchfield, CT.

Newest Chestnut Hill Homes for Sale

$574,900

4 Beds ⋅ 3 Baths ⋅ 24192282 MLS

Beautifully updated Cape Cod, ideally situated on two private acres near the Killingworth/Madison town line, offering the perfect blend of classic charm and modern updates. Recent improvements include vinyl siding, replacement windows and slider, a renovated kitchen, updated bathrooms, refinished hardwood floors, and a newly installed well neutralizing system. Recently painted throughout, the inviting main level features hardwood floors, a formal dining room with new wall of built-ins offering incredible storage and buffet area, a spacious family room, and a bright breakfast area highlighted by a new pellet stove with a beautiful stone surround that can efficiently heat the entire home. The thoughtfully designed kitchen is complemented by a convenient pantry, while the laundry has been relocated to the second level for added convenience. Upstairs, you'll find four generously sized bedrooms, all on the same level. The spacious primary suite features hardwood flooring and a private bath, while the remaining bedrooms share an updated full bath. Step outside to your private backyard retreat, complete with a newer 20 x 20 Trex deck framed by a stunning stone wall, creating the perfect space for entertaining, dining, or simply relaxing in the peaceful wooded setting. Located just minutes from Madison's beaches, shopping, restaurants, and commuter routes, this move in ready home offers exceptional space, thoughtful updates, and comfortable everyday living.

245 Chestnut Hill Rd, Killingworth

$340,000

4 Beds ⋅ 1 Baths ⋅ 24096243 MLS

** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of transformation. Exterior work-including masonry, roof detailing, windows, and finish-is underway. Current renovation plans envision a spacious 3-bedroom, 2.5-bath layout featuring a dedicated office, library, and over 3,000 square feet of living space. When completed, the home-along with a barn/garage addition and refreshed landscaping-is projected to be valued between $800,000 and $925,000. An optional larger barn built on the existing foundation at the rear of the property could add approximately $248,000 in additional value. The seller is now seeking a new steward for this exceptional property. There's also the option to retain the current owner as architect and contractor to help bring the vision to life. This is a rare chance to be part of a meaningful restoration-combining history, craftsmanship, and future potential.

30 Chestnut Hill Rd, Killingworth

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