Main Content

Old Hill

Old Hill is an affluent enclave featuring historic homes and colonials from the Revolutionary and Victorian eras.  With a peaceful setting, scenic landscape and tree-lined drives, Old Hill is one of Westport’s most desirable neighborhoods.  It is designated as one of six historic districts in Westport known as Kings Highway North Historic District.  Old Hill is ideally situated directly across the Saugatuck River from Westport’s downtown business and shopping district, making Old Hill a convenient and access walk to town.

In the heart of the neighborhood is the Earthplace Nature Center.  Earthplace blends science, conservation, and education into pathways for learning about nature and the environment.  Earthplace consists of 62-acre nature and wildlife sanctuary, interpretive exhibits, 50+ animal ambassadors, educational programs for children, and a water quality research lab.  It also includes a preschool program, outdoor amphitheater, walking trails, picnic grove, and a 22,000 square foot learning center.  Just up the road from Earthplace is Patrick Wetlands, a 22-acre wetland site that was donated to Earthplace in 2007.  Also located adjacent to Earthplace is the Lillian Wadsworth Arboretum, a designated wetland offering hiking trails and picnic tables.

The Old Hill neighborhood is bordered by Saugatuck River to the East, the town of Norwalk to the West, the Merritt Parkway to the North, and Route 1 to the South.  Children in the Old Hill Neighborhood attend Kings Highway Elementary (grades K-6), Coleytown Middle School (grades 6-8), and top-rated Staples High School (grades 9-12).

Convenient to the Westport train station, easy access to both I95 and the Merritt Parkway, walking distance to town, and a peaceful wooded neighborhood make Old Hill one of Westport’s most sought-after neighborhoods.

Advanced
Experience the epitome of modern luxury in this stunning 6-bedroom, 5/2 bath new construction waterfront home by Bear Paw Construction designed by Don Fairbanks. With meticulous attention to detail and a sleek, contemporary design, this home sets a new standard for sophistication. Floor-to-ceiling windows frame the breathtaking views, allowing natural light to flood the interiors and showcasing the serene setting creating a harmonious flow between the indoor and outdoor spaces. Step inside and a clean and streamlined aesthetic merge effortlessly. The main floor features a dining room with a striking wine wall, a stylish study, a versatile playroom, and a magnificent kitchen that transitions into the family room, complete with a fireplace. This seamless integration of luxury and beauty creates a space perfect for both casual entertainment and cosmopolitan refinement. Indulge in the sumptuous primary bedroom suite, offering unparalleled views and a ultra luxurious bath. Four additional bedrooms and three bathrooms complete the 2nd Floor. The walkout lower level offers flexible recreation space, including a game room, exercise room, additional bedroom and bathroom. On a peaceful cul-de-sac in Old Hill, embrace the picturesque surroundings that evoke a profound sense of peace, while enjoying close proximity to excellent shopping and amenities. Discover a truly extraordinary residence that raises the bar on modern living. Room for pool. $3,999,000 Active

10 Bolton Lane Westport, Connecticut

6 Beds 7 Baths 2,566 SqFt 0.900 Acres

Welcome to a piece of Westport's history! This charming home stands at the gateway to the coveted Old Hill area, proudly claiming its position as one of the oldest houses in town. Meticulously restored and thoughtfully updated, this antique colonial boasts a wealth of timeless character combined with modern conveniences, making it a true gem of the past and present. Step inside and be enchanted by the story this home tells. With three spacious bedrooms and two and a half baths, it offers plenty of space for comfortable living. The cozy ambiance is enhanced by five beautiful fireplaces, each adding its own touch of warmth and charm. As you wander through the rooms, you'll be captivated by the original exposed beams, antique floors, and hardware that connect you to the roots of this early 1700's home. The standalone barn/garage adds both functionality and allure to the property, providing ample space for two cars and standing as a testament to enduring craftsmanship. Across the street from the property is the drill ground on the green, once used by soldiers in the French and Indian War. This home is steeped in tales of the past, waiting to be explored. Approved plans for an extension offer endless possibilities to tailor this home to your dreams. This home offers a harmonious blend of old-world charm and modern elegance. Room for pool. $1,994,000 Active

6 Old Hill Road Westport, Connecticut

3 Beds 3 Baths 2,730 SqFt 0.760 Acres

What Is Your Home Worth?