Chestnut Tree Hill Real Estate

Welcome to Chestnut Tree Hill, a hidden gem nestled in the charming town of Oxford, Connecticut, within New Haven County. This picturesque neighborhood is a harmonious blend of natural beauty and suburban convenience, making it an ideal place for families, professionals, and retirees alike.

Chestnut Tree Hill is characterized by its serene tree-lined streets, where you’ll find beautifully maintained homes that reflect a variety of architectural styles. The community is known for its friendly atmosphere, where neighbors become friends and gatherings are a regular occurrence. Residents enjoy the peace of suburban living while still being just a short drive away from bustling urban centers.

Nature enthusiasts will appreciate the abundance of outdoor recreational opportunities nearby. The area is dotted with parks, walking trails, and scenic spots perfect for picnicking or leisurely strolls. The nearby Housatonic River offers additional options for kayaking and fishing, ensuring that adventure is always just around the corner.

Families will find that Chestnut Tree Hill is served by excellent schools, making it a desirable location for those with children. The community is committed to providing a nurturing environment that encourages education and growth.

Convenience is key in Chestnut Tree Hill, with easy access to major highways, shopping centers, and dining options. Whether you’re looking for a cozy café or a vibrant restaurant scene, Oxford has it all.

In Chestnut Tree Hill, you’ll discover a welcoming community, beautiful surroundings, and a lifestyle that perfectly balances tranquility and accessibility. Come explore this enchanting neighborhood and see why so many have chosen to call it home!

Newest Listings in Chestnut Tree Hill

$950,000

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 on the freshly refinished 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

$825,000

3 Beds ⋅ 4 Baths ⋅ 24130598 MLS

Ascend to Aspetuck! Discover refined living at 10 Aspetuck Lane in Oxford. This distinguished 3-4 bedroom residence is set on nearly 4 private acres at the end of a cul-de-sac, surrounded by forest and scenic trails that provide privacy and a true retreat-like atmosphere. Offering 3.5 baths, a partially finished lower level, and a flexible floor plan, this home is designed for modern living. The gourmet kitchen is a showpiece, featuring Sub-Zero and Wolf appliances, quartz countertops with a matching quartz backsplash, custom cabinetry, and an inviting flow ideal for entertaining. The serene primary suite boasts a spa-like bath, while additional bedrooms provide comfort and space for family or guests. Radiant heat in bathrooms and garage. The lower level offers endless possibilities for a media room, gym, or playroom. Outdoors, enjoy estate-like grounds framed by mature trees and access to trails for walking, exploring, or simply unwinding in nature. Located in Oxford, one of Connecticut's most desirable towns with award-winning schools, scenic parks, and convenient access to Route 8 and I-84, this property blends country tranquility with commuter convenience. 10 Aspetuck Lane is more than a home - it's a lifestyle of luxury, privacy, and prestige.

10 Aspetuck Ln, Oxford

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