Chestnut Tree Hill Real Estate

Welcome to Chestnut Tree Hill, a charming neighborhood nestled in the heart of Oxford, Connecticut, within the picturesque New Haven County. This delightful community offers a perfect blend of suburban tranquility and modern convenience, making it an ideal place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets of Chestnut Tree Hill, you’ll be captivated by the stunning natural beauty that surrounds you. The neighborhood is characterized by its spacious lots, well-maintained homes, and vibrant gardens that burst with color throughout the seasons. With a strong sense of community, residents take pride in their neighborhood, often coming together for local events and gatherings that foster camaraderie and connection.

Chestnut Tree Hill is conveniently located near essential amenities, including shopping centers, dining options, and recreational facilities. Families will appreciate the area’s top-rated schools, which are known for their commitment to academic excellence and community engagement. For outdoor enthusiasts, the nearby parks and nature reserves offer ample opportunities for hiking, biking, and enjoying Connecticut's beautiful landscapes.

Additionally, the neighborhood's location provides easy access to major highways, making commuting to nearby cities such as New Haven and Bridgeport a breeze. Whether you're seeking a quiet retreat or an active lifestyle, Chestnut Tree Hill has something for everyone. Discover the charm and warmth of this inviting neighborhood, where you can create lasting memories and enjoy the best that Oxford has to offer. Welcome home!

Newest Listings in Chestnut Tree Hill

$565,000

3 Beds ⋅ 3 Baths ⋅ 24196298 MLS

Set on 1.52 beautiful level acres, this oversized raised ranch offers exceptional space, flexibility and endless possibilities. Featuring 3-4 bedrooms and 3 full baths, this versatile floor plan allows you to customize the living space to fit your lifestyle, whether you need a home office, guest suite, playroom, multi- generational living, or additional bedroom. The layout also offers excellent potential for an in-law setup with its flexible room arrangement. A huge family room over the garage provides the perfect gathering space for entertaining or relaxing. This was previously used as a extra large bedroom! Adding to the homes warmth and charm are two fireplaces - one gas and one wood-burning - creating cozy spaces to enjoy or relax in the inviting three-season porch or out on the deck. The finished lower level includes an additional room ideal for a playroom, fitness room or office. With generous living spaces inside and a beautiful level lot outside, this home is ready to accommodate a variety of needs and lifestyles for years to come. Major updates provide peace of mind, including a whole house generator, an 11 year old roof and a driveway that was paved in 2017. There is a 2 car attached garage and an additional detached 3rd garage. The original 2 car garage is now a huge work room ready for whatever projects you can dream up! Come make this beautiful home your own by adding all of your personal touches to make it yours!

124 Chestnut Tree Hill Road Ext, Oxford

$919,000

4 Beds ⋅ 4 Baths ⋅ 24187521 MLS

Welcome to your own private sanctuary. Nestled on a stunning lot with a large private pond, launch a canoe, kayak or pedal board directly from your backyard and spend your days gliding across the calm glistening waters. Enjoy morning coffee your covered deck while taking in breathtaking views of your own private pond sanctuary. Inside, brand new hardwood floors grace the second floor, basement, and a stunning custom chevron patterned Great Room. The first floor floors are fully refinished. The kitchen features custom cherrywood cabinetry, wet bar, a new quartz island countertop, fresh cabinet hardware, and custom Roman shades carried through to the dining area. Custom wood trim, molding, and tray ceilings elevate the primary bedroom and dining room, while a custom frame surround the brand new Heat and Glow gas fireplace beneath a striking new chandelier in the Great Room. Surround sound runs throughout the main level, perfect for entertaining. A natural gas whole house generator adds peace of mind year round. A first floor bedroom is perfect as a home office or in law setup. The large detached garage upper level offers incredible potential to be finished as an in law suite or private apartment. Additional updates include new GE Profile washer and dryer, ADT security system with Nest cameras, new exterior lighting, radon remediation system and newly painted interior. This is not just a home. It is a lifestyle. Private. Peaceful. Perfected.

37 Jenny Ln Unit 2, Oxford

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