Chestnut Tree Hill Real Estate

Welcome to Chestnut Tree Hill, a hidden gem nestled in the heart of Oxford, Connecticut. This picturesque neighborhood, located in New Haven County, offers a perfect blend of suburban tranquility and modern convenience. With its tree-lined streets and charming homes, Chestnut Tree Hill is a community that feels both welcoming and intimate.

Residents here enjoy a serene environment, characterized by lush greenery and beautiful landscapes that change with the seasons. The neighborhood is perfect for families, retirees, and anyone seeking a peaceful retreat without sacrificing accessibility to urban amenities. The local parks, such as the nearby Oxford Town Park, provide ample opportunities for outdoor activities, from leisurely strolls to picnics and sports.

Chestnut Tree Hill boasts a strong sense of community, with friendly neighbors who take pride in their homes and surroundings. The area is known for its excellent schools, making it an ideal choice for families looking to provide their children with a quality education. Local shops and restaurants are just a short drive away, ensuring that residents have easy access to everything they need.

For those who commute, Chestnut Tree Hill offers convenient access to major highways, making travel to nearby cities like New Haven and Hartford a breeze. Whether you’re exploring the quaint local boutiques or enjoying a weekend hike in the nearby nature reserves, Chestnut Tree Hill is a neighborhood that truly embodies the charm and warmth of Connecticut living. Discover your new home in this enchanting community, where every day feels like a retreat.

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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