Chestnut Hill Homes for Sale

Welcome to the charming neighborhood of Chestnut Hill in Killingworth, CT. Nestled in Middlesex County, this picturesque community offers a peaceful and serene setting for residents to call home.

Chestnut Hill is known for its beautiful homes, each with its unique character and style. From cozy cottages to spacious family homes, there is something for everyone in this sought-after neighborhood. The tree-lined streets and well-maintained sidewalks make Chestnut Hill the perfect place for evening strolls and neighborly chats.

If you are looking for a new place to call home, Chestnut Hill has a variety of homes for sale to suit your needs. Whether you are a first-time homebuyer or looking to upgrade to your forever home, you are sure to find the perfect property in this idyllic neighborhood. With easy access to schools, parks, and shopping, Chestnut Hill offers the perfect blend of convenience and tranquility.

Experience the best of small-town living in Chestnut Hill, where neighbors become friends and every day feels like a retreat. Don't miss your chance to be a part of this vibrant community – explore the homes for sale in Chestnut Hill today!

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, 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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