Chestnut Hill Real Estate

Welcome to Chestnut Hill, a picturesque neighborhood nestled in the heart of Connecticut that seamlessly blends suburban tranquility with vibrant community spirit. Known for its lush landscapes and charming architecture, Chestnut Hill offers a serene escape while still being conveniently located near urban amenities.

As you stroll through the tree-lined streets, you’ll be captivated by the stunning homes that reflect a variety of architectural styles, from classic colonials to modern designs. Many properties boast spacious yards, providing the perfect backdrop for family gatherings and outdoor activities. The community is characterized by its friendly atmosphere, where neighbors know each other by name, fostering a sense of belonging that is hard to find elsewhere.

Nature enthusiasts will appreciate the nearby parks and recreational areas, which offer ample opportunities for hiking, biking, and picnicking. The local parks are not just places for leisure but also serve as community hubs where events and gatherings bring residents together throughout the year.

Chestnut Hill is also conveniently located near top-rated schools, making it an ideal choice for families looking to provide their children with an excellent education. With a variety of shopping, dining, and entertainment options just a short drive away, residents enjoy the best of both worlds—a peaceful neighborhood with easy access to the excitement of city life.

Whether you’re looking to settle down or invest in a vibrant community, Chestnut Hill is a hidden gem that promises a fulfilling lifestyle in the beautiful state of Connecticut. Come explore what makes this neighborhood so special and discover the perfect place to call 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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