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old-hill-house-fairfield county ct

Old Hill, Westport, CT: Timeless Charm and Town Convenience

Westport Community Jennifer Lockwood April 8, 2025

Old Hill is one of the most desirable neighborhoods in Westport, Connecticut, celebrated for its historic charm, peaceful atmosphere, and unbeatable location near downtown. Known for its tree-lined streets and stunning historic homes, this sought-after community offers the perfect blend of character, nature, and accessibility.

Why Homebuyers Love Old Hill, Westport CT

Old Hill is officially designated as the Kings Highway North Historic District, one of six historic districts in Westport. The neighborhood features a wide range of architectural styles, including Colonial and Victorian homes, many dating back to the Revolutionary and Victorian eras. Its wooded ambiance and scenic landscape make it one of the most picturesque areas in Fairfield County.

Key Features of Old Hill:

  • Historic homes with classic New England architecture

  • Quiet, wooded streets with natural beauty

  • Proximity to downtown Westport and the Saugatuck River

  • One of Westport’s six recognized historic districts

Prime Location Near Downtown Westport and Transit

One of Old Hill’s greatest advantages is its ideal location just across the Saugatuck River from downtown Westport. Residents enjoy easy access to the town’s shops, restaurants, and cultural attractions—many within walking distance.

Commuters benefit from quick access to:

This unbeatable central location makes Old Hill perfect for professionals, families, and anyone seeking connectivity without sacrificing tranquility.

old-hill-house-fairfield county ct

Nature and Recreation: Earthplace and Beyond

At the heart of Old Hill is Earthplace, a 62-acre nature and wildlife sanctuary. It offers:

  • Animal exhibits and environmental education

  • A preschool and outdoor amphitheater

  • Scenic walking trails and picnic areas

Additional nearby green spaces include:

  • Patrick Wetlands (22-acre preserved wetland site)

  • Lillian Wadsworth Arboretum (peaceful trails and nature walks)

These natural amenities provide residents with direct access to outdoor recreation, wildlife exploration, and community programs.

Top-Rated Westport Public Schools

Families in Old Hill are zoned for some of the best schools in Westport, including:

  • Kings Highway Elementary School

  • Coleytown Middle School

  • Staples High School (consistently ranked among the top high schools in Connecticut)

The combination of academic excellence, family-friendly amenities, and historic charm makes Old Hill especially attractive to those seeking long-term value.

Why Old Hill Is One of Westport’s Best Neighborhoods

Old Hill offers a rare combination of historic appeal, natural surroundings, and walkability to downtown Westport. Whether you're a commuter, a family looking for top schools, or a buyer searching for a home with character, Old Hill has something unique to offer.

Summary of Benefits:

  • Prime location near downtown Westport

  • Historic homes with New England charm

  • Easy commuting via train and major highways

  • Nature reserves, walking trails, and family-friendly programs

  • Access to top-rated public schools

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Looking to buy or sell a home in Old Hill, Westport CT?
This charming neighborhood continues to be one of the most competitive and beloved areas in Fairfield County. Contact me today to learn more about available homes in Old Hill.

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With a deep understanding of the luxury market and a commitment to staying ahead of the curve when it comes to technology and communication, I am able to provide a truly unparalleled level of service to my clients.