Chestnut Hill Real Estate

Welcome to Chestnut Hill, a hidden gem nestled in the picturesque town of Killingworth, Connecticut, within the scenic Middlesex County. This charming neighborhood exudes a warm, inviting atmosphere that makes it an ideal place to call home.

One of the standout features of Chestnut Hill is its stunning natural beauty. Surrounded by lush greenery and rolling hills, residents are treated to breathtaking views and an abundance of outdoor activities. The area is perfect for hiking, biking, and leisurely strolls, with nearby parks and trails offering a chance to connect with nature. The tranquil environment is complemented by the friendly community vibe, where neighbors know each other and share a sense of camaraderie.

Chestnut Hill is not just about its natural allure; it also boasts a rich history and a close-knit community. The neighborhood is characterized by charming homes, many of which showcase classic New England architecture, providing a picturesque backdrop for daily life. Families will appreciate the top-rated schools in the area, ensuring a quality education for children.

Conveniently located, Chestnut Hill offers easy access to local amenities, including quaint shops, delightful dining options, and vibrant farmers' markets. For those seeking a taste of city life, nearby towns and cities are just a short drive away, providing a perfect balance of suburban tranquility and urban excitement.

In Chestnut Hill, you’ll find not just a place to live, but a community to thrive in. Experience the warmth of this delightful neighborhood, where every day feels like a breath of fresh air. Welcome home!

Newest Listings in Chestnut Hill

$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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