Recently Viewed Properties
27 Results

Winchester Highlands Homes & Apartments For Rent

Add

Oops! We need you to add a location.
more
Selecting these elements will cause content on the page to be updated. Near by
NEARBY
    Selecting these elements will cause content on the page to be updated. History
    HISTORY
      Save this Search
      Filters
      Selection will refresh the page with new results. properties
      —
      You’ll get email updates when new properties matching this criteria go on the market. You can also run these searches quickly under “Properties & Searches” at the top of every page.
      Selection will refresh the page with new results.
      Selection will refresh the page with new results. properties
      PRICE
      to
      BEDROOMS
      BATHROOMS
      STATUS (only include)
      FEATURES

      Add

      Max keywords reached
      Save this Search
      Hide Map
      Order By

      Due to MLS rules, you are able to view 27 of 30 matching properties without signing in. To view all properties please . Not Registered? Sign Up

      Save this Search

      27 Results
      Order By

      Use previous and next buttons to navigate

      31 Fells Rd, Winchester, MA 01890 - Photo 1 31 Fells Rd, Winchester, MA 01890 - Photo 2 31 Fells Rd, Winchester, MA 01890 - Photo 3 31 Fells Rd, Winchester, MA 01890 - Photo 4 31 Fells Rd, Winchester, MA 01890 - Photo 5 31 Fells Rd, Winchester, MA 01890 - Photo 6 31 Fells Rd, Winchester, MA 01890 - Photo 7 31 Fells Rd, Winchester, MA 01890 - Photo 8 31 Fells Rd, Winchester, MA 01890 - Photo 9 31 Fells Rd, Winchester, MA 01890 - Photo 10 31 Fells Rd, Winchester, MA 01890 - Photo 11 31 Fells Rd, Winchester, MA 01890 - Photo 12 31 Fells Rd, Winchester, MA 01890 - Photo 13 31 Fells Rd, Winchester, MA 01890 - Photo 14 31 Fells Rd, Winchester, MA 01890 - Photo 15 31 Fells Rd, Winchester, MA 01890 - Photo 16 31 Fells Rd, Winchester, MA 01890 - Photo 17 31 Fells Rd, Winchester, MA 01890 - Photo 18 31 Fells Rd, Winchester, MA 01890 - Photo 19 31 Fells Rd, Winchester, MA 01890 - Photo 20 31 Fells Rd, Winchester, MA 01890 - Photo 21 31 Fells Rd, Winchester, MA 01890 - Photo 22

      1/22

      31 Fells Rd  Winchester, MA 01890

      $8,000
      • Single Family
      • Active
      • MLS # 73479709
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 3,500
        Sq. Ft.

      Use previous and next buttons to navigate

      52 N Border Rd, Winchester, MA 01890 - Photo 1 52 N Border Rd, Winchester, MA 01890 - Photo 2 52 N Border Rd, Winchester, MA 01890 - Photo 3 52 N Border Rd, Winchester, MA 01890 - Photo 4 52 N Border Rd, Winchester, MA 01890 - Photo 5 52 N Border Rd, Winchester, MA 01890 - Photo 6 52 N Border Rd, Winchester, MA 01890 - Photo 7 52 N Border Rd, Winchester, MA 01890 - Photo 8 52 N Border Rd, Winchester, MA 01890 - Photo 9 52 N Border Rd, Winchester, MA 01890 - Photo 10 52 N Border Rd, Winchester, MA 01890 - Photo 11 52 N Border Rd, Winchester, MA 01890 - Photo 12 52 N Border Rd, Winchester, MA 01890 - Photo 13 52 N Border Rd, Winchester, MA 01890 - Photo 14 52 N Border Rd, Winchester, MA 01890 - Photo 15 52 N Border Rd, Winchester, MA 01890 - Photo 16 52 N Border Rd, Winchester, MA 01890 - Photo 17 52 N Border Rd, Winchester, MA 01890 - Photo 18 52 N Border Rd, Winchester, MA 01890 - Photo 19 52 N Border Rd, Winchester, MA 01890 - Photo 20 52 N Border Rd, Winchester, MA 01890 - Photo 21 52 N Border Rd, Winchester, MA 01890 - Photo 22 52 N Border Rd, Winchester, MA 01890 - Photo 23 52 N Border Rd, Winchester, MA 01890 - Photo 24 52 N Border Rd, Winchester, MA 01890 - Photo 25 52 N Border Rd, Winchester, MA 01890 - Photo 26 52 N Border Rd, Winchester, MA 01890 - Photo 27 52 N Border Rd, Winchester, MA 01890 - Photo 28 52 N Border Rd, Winchester, MA 01890 - Photo 29 52 N Border Rd, Winchester, MA 01890 - Photo 30 52 N Border Rd, Winchester, MA 01890 - Photo 31 52 N Border Rd, Winchester, MA 01890 - Photo 32 52 N Border Rd, Winchester, MA 01890 - Photo 33 52 N Border Rd, Winchester, MA 01890 - Photo 34 52 N Border Rd, Winchester, MA 01890 - Photo 35 52 N Border Rd, Winchester, MA 01890 - Photo 36 52 N Border Rd, Winchester, MA 01890 - Photo 37 52 N Border Rd, Winchester, MA 01890 - Photo 38 52 N Border Rd, Winchester, MA 01890 - Photo 39

      1/39

      52 N Border Rd  Winchester, MA 01890

      $13,000
      • Single Family
      • Active
      • MLS # 73473111
      • Updated 12 days ago
      • 6
        Beds
      • 5
        Full Baths
      • 1
        Partial Bath
      • 6
        Total Baths
      • 6,400
        Sq. Ft.

      Use previous and next buttons to navigate

      10-12 Webster St, Winchester, MA 01890 - Photo 1 10-12 Webster St, Winchester, MA 01890 - Photo 2 10-12 Webster St, Winchester, MA 01890 - Photo 3 10-12 Webster St, Winchester, MA 01890 - Photo 4 10-12 Webster St, Winchester, MA 01890 - Photo 5 10-12 Webster St, Winchester, MA 01890 - Photo 6 10-12 Webster St, Winchester, MA 01890 - Photo 7 10-12 Webster St, Winchester, MA 01890 - Photo 8 10-12 Webster St, Winchester, MA 01890 - Photo 9 10-12 Webster St, Winchester, MA 01890 - Photo 10 10-12 Webster St, Winchester, MA 01890 - Photo 11 10-12 Webster St, Winchester, MA 01890 - Photo 12 10-12 Webster St, Winchester, MA 01890 - Photo 13 10-12 Webster St, Winchester, MA 01890 - Photo 14 10-12 Webster St, Winchester, MA 01890 - Photo 15 10-12 Webster St, Winchester, MA 01890 - Photo 16 10-12 Webster St, Winchester, MA 01890 - Photo 17 10-12 Webster St, Winchester, MA 01890 - Photo 18 10-12 Webster St, Winchester, MA 01890 - Photo 19 10-12 Webster St, Winchester, MA 01890 - Photo 20 10-12 Webster St, Winchester, MA 01890 - Photo 21 10-12 Webster St, Winchester, MA 01890 - Photo 22 10-12 Webster St, Winchester, MA 01890 - Photo 23 10-12 Webster St, Winchester, MA 01890 - Photo 24 10-12 Webster St, Winchester, MA 01890 - Photo 25 10-12 Webster St, Winchester, MA 01890 - Photo 26 10-12 Webster St, Winchester, MA 01890 - Photo 27 10-12 Webster St, Winchester, MA 01890 - Photo 28 10-12 Webster St, Winchester, MA 01890 - Photo 29 10-12 Webster St, Winchester, MA 01890 - Photo 30

      1/30

      10-12 Webster St  #1  Winchester, MA 01890

      $4,150
      • Apartment
      • Active
      • MLS # 73468581
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,967
        Sq. Ft.

      Save this searchYou’ll get email updates when new properties matching this criteria go on the market. You can also run these searches quickly under “Properties & Searches” at the top of every page. and receive alerts when new properties are listed.

      Find Apartments and Homes for Rent in Winchester Highlands, MA

      Coldwell Banker Realty can help you find Winchester Highlands apartments and rentals. Refine your Winchester Highlands rental search results by price, property type, bedrooms, baths and other features. Need more information? View our Winchester Highlands real estate offices and let us help you find the perfect rental or apartment.

      School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

      Assurant Home Warranty logo

      Protect your home and budget from life’s surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans

      Coldwell Banker Realty and Guaranteed Rate Affinity, LLC share common ownership and because of this relationship the brokerage may receive a financial or other benefit. You are not required to use Guaranteed Rate Affinity, LLC as a condition of purchase or sale of any real estate. Operating in the state of New York as GR Affinity, LLC in lieu of the legal name Guaranteed Rate Affinity, LLC.

      Real estate agents affiliated with Coldwell Banker are independent contractor sales associates and are not employees of Coldwell Banker.

      © 2026 Coldwell Banker. All Rights Reserved. Coldwell Banker and the Coldwell Banker logos are trademarks of Coldwell Banker Real Estate LLC. The Coldwell Banker® System is comprised of company owned offices which are owned by a subsidiary of Anywhere Advisors LLC and franchised offices which are independently owned and operated. The Coldwell Banker System fully supports the principles of the Fair Housing Act and the Equal Opportunity Act.

      Search options

      We can’t map any of the properties in your results.