Chestnut Hill Real Estate

Welcome to Chestnut Hill, a charming neighborhood nestled in the heart of Connecticut. Known for its picturesque landscapes and warm community spirit, Chestnut Hill offers a perfect blend of suburban tranquility and urban convenience.

As you stroll through the tree-lined streets, you’ll be greeted by beautifully maintained homes, each with its own unique character. The neighborhood boasts a variety of architectural styles, from classic colonials to modern designs, ensuring that there’s something for everyone. Chestnut Hill is not just a place to live; it’s a community where neighbors become friends, and every corner holds a story.

Families will appreciate the top-rated schools in the area, providing a nurturing environment for children of all ages. Parks and recreational facilities are abundant, offering plenty of opportunities for outdoor activities, whether it’s a leisurely walk, a picnic, or a weekend soccer game. The local community center hosts events throughout the year, fostering a sense of camaraderie among residents.

For those who enjoy shopping and dining, Chestnut Hill is conveniently located near a variety of local boutiques, cafes, and restaurants that cater to all tastes. Whether you’re in the mood for a cozy coffee shop or an upscale dining experience, you’ll find it just a stone’s throw away.

With its ideal location, friendly atmosphere, and rich community life, Chestnut Hill is not just a neighborhood; it’s a place you’ll be proud to call home. Come explore the charm and beauty of Chestnut Hill, where your dream home awaits!

Newest Listings in Chestnut Hill

$574,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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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