Chappaqua

Welcome to Chappaqua

Renowned for its tree-lined streets and distinguished schools, Chappaqua offers an elegant, family-friendly lifestyle. Its charming neighborhoods, walkable downtown, and close community ties create a perfect balance of refinement and warmth, all within easy reach of New York City.

Overview

Chappaqua, NY, is a picturesque hamlet in Westchester County, combining suburban tranquility with urban convenience. Located approximately 35 miles north of Manhattan, the town’s wooded landscapes, historic charm, and spacious neighborhoods attract families, professionals, and newcomers seeking a peaceful yet connected lifestyle. With a population around 12,000, Chappaqua maintains a small-town feel with a sophisticated edge.

• Grand Central: 55 minutes by train, 45 minutes by car
• LaGuardia Airport: 40 minutes by car
• Nearby Metro-North stations: Chappaqua station serves commuters on the Harlem Line

Neighborhoods & Lifestyle

Chappaqua’s neighborhoods are defined by spacious properties, mature trees, and a mix of architectural styles—from classic Colonial homes to contemporary estates.

• Downtown Chappaqua – Walkable area with boutique shops, cafés, and seasonal farmers’ markets.
• Spacious suburban neighborhoods – Larger lots, tree-lined streets, and private estates offering tranquility.

The lifestyle is community-focused and outdoors-oriented, with residents participating in civic activities, volunteering, and attending events like the Chappaqua Farmers’ Market, Summer Concert Series, and Children’s Book Festival.

Schools

Chappaqua Central School District is a major draw for families, offering nationally recognized academic excellence.

• Horace Greeley High School – Known for rigorous academics, strong arts programs, and robust extracurriculars.
• Middle and elementary schools offer personalized attention, strong STEM programs, and community engagement.

Nearby Private Schools:

• Hackley School (Tarrytown)
• The Harvey School (Katonah)
• Solomon Schechter School of Westchester (Hartsdale)

Dining & Entertainment

Chappaqua’s culinary scene reflects its farm-to-table ethos and sophisticated taste:

• Crabtree’s Kittle House – Historic restaurant and inn with classic American cuisine.
• Le Jardin du Roi – Cozy French bistro with elegant seasonal dishes.
• Bobo’s Café – Casual fare with local flair.
• Susan Lawrence – Upscale contemporary American cuisine.
• Whole Foods & local markets – Fresh produce and gourmet groceries.

Cultural offerings include:

• Chappaqua Summer Concert Series – Outdoor performances every Wednesday in July
• Children’s Book Festival – Celebrating literacy and community
• Bake Sales, local fairs, and seasonal markets – Strengthening the town’s small-town vibe

Outdoor Recreation

Chappaqua is rich in green space and recreational options:

• Gedney Park – 126 acres with hiking trails, playgrounds, ballfields, and sports courts
• Local trails and preserves – Walking, running, and nature exploration
• Proximity to Saw Mill River Parkway – Easy access to additional Westchester parks and outdoor attractions
• Farmers’ Market and community gardens – Reinforce the town’s connection to local, seasonal living

Residents enjoy year-round outdoor activities in a safe, family-friendly environment.

You’ll Fall in Love With

Chappaqua’s farm-to-table food culture, tree-lined streets, and active community events. Its small-town charm, celebrity-homeowner discretion, and curated local lifestyle make it both inviting and aspirational.

Market Snapshot

• Average Home Price: ~$1.2M–$3M (varies with lot size, proximity to downtown, and architectural style)
• Market Characteristics:
  
  • High demand for spacious, updated homes and classic Colonials
  • Limited inventory leads to competitive offers, especially near downtown and top schools
  • Buyers value walkable neighborhoods, proximity to Metro-North, and community amenities
  • Properties with access to open space, trails, or large lots command a premium

Buyer Tips

• Proximity to Metro-North: Check commute times to Grand Central, particularly during peak hours.
• Assess lot size and privacy: Chappaqua offers both walkable downtown homes and large estates; know your priorities.
• Outdoor lifestyle: For families or equestrian buyers, confirm access to trails, parks, or green spaces.
• School district verification: Ensure your chosen property falls within preferred elementary/middle/high school boundaries.
• Seasonal maintenance planning: Long driveways and wooded lots may require snow clearing, tree care, and landscaping.
• Explore local events: Visiting during the farmers’ market, concerts, or festivals gives a true sense of community energy.

In Summary

Chappaqua is where elegance meets small-town charm. Its combination of tree-lined streets, top-tier schools, farm-to-table dining, and abundant green space creates a family-friendly, community-focused lifestyle. Residents enjoy a town that is peaceful, connected, and culturally vibrant, all within an hour of New York City.