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

$824,900

3 Beds ⋅ 3 Baths ⋅ 24207798 MLS

Tucked away on 4.5 beautiful acres in Killingworth, 79 Chestnut Hill Road offers exceptional privacy, peaceful pond views, and a welcoming sense of home from the moment you arrive. This distinctive 3-bedroom, 3-bath antique residence is filled with warmth and character, thoughtfully updated to provide the comfort and convenience of modern living. Extensive improvements completed between 2008 and 2026 include fresh interior paint, beautifully refinished natural hardwood floors, and a new elevated bluestone patio. Additional updates include the roof, windows, exterior paint, gutters, and water heater, along with updated electrical and plumbing, three-zone heating, central air, and a whole-house automatic generator. The kitchen and bathrooms have also been tastefully updated while preserving the home's timeless charm. Outside, mature trees, protected rear privacy, and an expansive, usable lawn create a serene backdrop with plenty of room to garden, entertain, explore, or simply enjoy the changing seasons. Whether spending a quiet morning at home, an afternoon outdoors, or an evening gathered with family and friends, this property offers a lifestyle that feels comfortable, private, and timeless. Offering generous land, historic character, substantial modern infrastructure, and convenient access to the shoreline and surrounding towns, 79 Chestnut Hill Road is a truly special property best experienced in person.

79 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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