Chestnut Hill Homes for Sale

Welcome to Chestnut Hill, a picturesque neighborhood nestled in the heart of Connecticut, where charm meets convenience. Known for its lush landscapes and friendly community vibe, Chestnut Hill is the perfect place to call home. With its tree-lined streets and beautifully maintained properties, this area offers a serene escape from the hustle and bustle of city life while still being just a stone's throw away from urban amenities.

The neighborhood is renowned for its excellent schools, making it an ideal choice for families looking to provide their children with a top-notch education. Additionally, Chestnut Hill boasts a variety of parks and recreational facilities, perfect for outdoor enthusiasts and families alike. Whether you enjoy hiking, picnicking, or simply taking a leisurely stroll, the natural beauty of this area will captivate you.

For those considering a move, Chestnut Hill offers a diverse range of homes for sale. From charming single-family residences to modern townhomes, there’s something here to suit every taste and budget. Many homes feature spacious yards, updated interiors, and proximity to local amenities, ensuring a comfortable and convenient lifestyle.

As you explore Chestnut Hill, you’ll discover a welcoming community that hosts various events throughout the year, fostering a strong sense of belonging among residents. With its blend of tranquility and accessibility, Chestnut Hill invites you to experience a lifestyle that truly feels like home. Don’t miss your chance to be part of this delightful neighborhood—your dream home awaits!

Newest Chestnut Hill Homes for Sale

$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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