Neighborhoods in Winchester, MA

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The Flats

West of Winchester’s town center, the rolling hills of Massachusetts level out and fold into a residential neighborhood called The Flats. The hamlet offers a slice of luxurious suburban living less than 10 miles north of Boston. Its streets are lined with grand homes, many set on modest lots with neatly landscaped lawns. Along with upscale living,
- Average Value
  
  $2.38M
- List Price
  
  $361K - $778K
- For Sale
  
  Homes For Sale
  
  1 Listing
The Flats
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Grove Street

Grove Street in Winchester features diverse New England homes near Upper Mystic Lake and Middlesex Fells Reservation. The area offers outdoor recreation and highly rated schools including Ambrose Elementary and Winchester High.
- Average Value
  
  $1.98M
- List Price
  
  $319K - $2.1M
- For Sale
  
  Homes For Sale
  
  1 Listing
Grove Street
/31
West Side

Winchester's West Side has diverse homes on wooded lots. Mount Pisgah and Whipple Hill offer hiking. Winchester Country Club provides golfing. The area has highly rated schools like Vinson-Owen Elementary and Winchester High.
- Average Value
  
  $1.80M
- List Price
  
  $190K - $2.5M
- For Sale
  
  Homes For Sale
  
  4 Listings
West Side
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Symmes Corner

Symmes Corner in Winchester features highly rated schools and outdoor recreation. The area is safer than the national average. Residents enjoy hiking trails, Upper Mystic Lake, and Middlesex Fells Reservation nearby.
- Average Value
  
  $1.65M
- List Price
  
  $769K - $4.5M
- For Sale
  
  Homes For Sale
  
  4 Listings
Symmes Corner
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Winchester Highlands

Winchester Highlands in Winchester features diverse homes, highly rated schools, and the Middlesex Fells Reservation. It has lower crime risk than the national average and is 11 miles from Boston via I-93 or commuter rail.
- Average Value
  
  $1.47M
- List Price
  
  $237K - $6.8M
- For Sale
  
  Homes For Sale
  
  6 Listings
Winchester Highlands
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North Main

With well-kept single-family homes, tranquil waterfront recreation areas and highly rated public schools, North Main has all the trappings of a classic Boston commuter suburb. Bordered by a section of Main Street that Winchester’s planners have slated for rezoning and mixed-use development, this pocket of suburbia will become even more connected
- Average Value
  
  $1.34M
- List Price
  
  $237K - $1.4M
- For Sale
  
  Homes For Sale
  
  3 Listings
North Main

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