Chestnut Tree Hill Real Estate

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

$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

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.