Recently Viewed Properties
8 Results

Winchester Highlands Condos & Townhomes

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
      Property Type
      PRICE
      to
      BEDROOMS
      BATHROOMS
      STATUS (only include)
      Lot Sizeto
      FEATURES

      Add

      Max keywords reached
      Save this Search
      Hide Map
      Order By

      Due to MLS rules, you are able to view 8 of 11 matching properties without signing in. To view all properties please . Not Registered? Sign Up

      Save this Search

      8 Results
      Order By

      Use previous and next buttons to navigate

      666 Main St, Winchester, MA 01890 - Photo 1 666 Main St, Winchester, MA 01890 - Photo 2 666 Main St, Winchester, MA 01890 - Photo 3 666 Main St, Winchester, MA 01890 - Photo 4 666 Main St, Winchester, MA 01890 - Photo 5 666 Main St, Winchester, MA 01890 - Photo 6 666 Main St, Winchester, MA 01890 - Photo 7 666 Main St, Winchester, MA 01890 - Photo 8 666 Main St, Winchester, MA 01890 - Photo 9 666 Main St, Winchester, MA 01890 - Photo 10 666 Main St, Winchester, MA 01890 - Photo 11 666 Main St, Winchester, MA 01890 - Photo 12 666 Main St, Winchester, MA 01890 - Photo 13 666 Main St, Winchester, MA 01890 - Photo 14 666 Main St, Winchester, MA 01890 - Photo 15 666 Main St, Winchester, MA 01890 - Photo 16 666 Main St, Winchester, MA 01890 - Photo 17 666 Main St, Winchester, MA 01890 - Photo 18 666 Main St, Winchester, MA 01890 - Photo 19 666 Main St, Winchester, MA 01890 - Photo 20 666 Main St, Winchester, MA 01890 - Photo 21 666 Main St, Winchester, MA 01890 - Photo 22 666 Main St, Winchester, MA 01890 - Photo 23 666 Main St, Winchester, MA 01890 - Photo 24 666 Main St, Winchester, MA 01890 - Photo 25 666 Main St, Winchester, MA 01890 - Photo 26 666 Main St, Winchester, MA 01890 - Photo 27 666 Main St, Winchester, MA 01890 - Photo 28 666 Main St, Winchester, MA 01890 - Photo 29 666 Main St, Winchester, MA 01890 - Photo 30 666 Main St, Winchester, MA 01890 - Photo 31 666 Main St, Winchester, MA 01890 - Photo 32 666 Main St, Winchester, MA 01890 - Photo 33 666 Main St, Winchester, MA 01890 - Photo 34 666 Main St, Winchester, MA 01890 - Photo 35 666 Main St, Winchester, MA 01890 - Photo 36 666 Main St, Winchester, MA 01890 - Photo 37 666 Main St, Winchester, MA 01890 - Photo 38 666 Main St, Winchester, MA 01890 - Photo 39 666 Main St, Winchester, MA 01890 - Photo 40 666 Main St, Winchester, MA 01890 - Photo 41

      1/41

      666 Main St  #217  Winchester, MA 01890

      $700,000
      • Condo
      • Active
      • MLS # 73581469
      • Updated 8 days ago
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,240
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      200 Swanton St, Winchester, MA 01890 - Photo 1 200 Swanton St, Winchester, MA 01890 - Photo 2 200 Swanton St, Winchester, MA 01890 - Photo 3 200 Swanton St, Winchester, MA 01890 - Photo 4 200 Swanton St, Winchester, MA 01890 - Photo 5 200 Swanton St, Winchester, MA 01890 - Photo 6 200 Swanton St, Winchester, MA 01890 - Photo 7 200 Swanton St, Winchester, MA 01890 - Photo 8 200 Swanton St, Winchester, MA 01890 - Photo 9 200 Swanton St, Winchester, MA 01890 - Photo 10 200 Swanton St, Winchester, MA 01890 - Photo 11 200 Swanton St, Winchester, MA 01890 - Photo 12 200 Swanton St, Winchester, MA 01890 - Photo 13 200 Swanton St, Winchester, MA 01890 - Photo 14 200 Swanton St, Winchester, MA 01890 - Photo 15 200 Swanton St, Winchester, MA 01890 - Photo 16 200 Swanton St, Winchester, MA 01890 - Photo 17 200 Swanton St, Winchester, MA 01890 - Photo 18 200 Swanton St, Winchester, MA 01890 - Photo 19 200 Swanton St, Winchester, MA 01890 - Photo 20 200 Swanton St, Winchester, MA 01890 - Photo 21 200 Swanton St, Winchester, MA 01890 - Photo 22 200 Swanton St, Winchester, MA 01890 - Photo 23 200 Swanton St, Winchester, MA 01890 - Photo 24 200 Swanton St, Winchester, MA 01890 - Photo 25 200 Swanton St, Winchester, MA 01890 - Photo 26
      Price Reduced

      1/26

      200 Swanton St  #T14  Winchester, MA 01890

      $319,000
      -$30,900 (-8.83%)
      • Condo
      • Active
      • MLS # 73580409
      • Updated 20 hours ago
      • 1
        Bed
      • 1
        Full Bath
      • 1
        Total Bath
      • 602
        Sq. Ft.

      Use previous and next buttons to navigate

      200 Swanton St, Winchester, MA 01890 - Photo 1 200 Swanton St, Winchester, MA 01890 - Photo 2 200 Swanton St, Winchester, MA 01890 - Photo 3 200 Swanton St, Winchester, MA 01890 - Photo 4 200 Swanton St, Winchester, MA 01890 - Photo 5 200 Swanton St, Winchester, MA 01890 - Photo 6 200 Swanton St, Winchester, MA 01890 - Photo 7 200 Swanton St, Winchester, MA 01890 - Photo 8 200 Swanton St, Winchester, MA 01890 - Photo 9 200 Swanton St, Winchester, MA 01890 - Photo 10 200 Swanton St, Winchester, MA 01890 - Photo 11 200 Swanton St, Winchester, MA 01890 - Photo 12 200 Swanton St, Winchester, MA 01890 - Photo 13 200 Swanton St, Winchester, MA 01890 - Photo 14 200 Swanton St, Winchester, MA 01890 - Photo 15 200 Swanton St, Winchester, MA 01890 - Photo 16

      1/16

      200 Swanton St  #727  Winchester, MA 01890

      $399,000
      • Condo
      • Active
      • MLS # 73579389
      • 1
        Bed
      • 1
        Full Bath
      • 1
        Total Bath
      • 613
        Sq. Ft.

      Use previous and next buttons to navigate

      36 Elmwood Ave, Winchester, MA 01890 - Photo 1 36 Elmwood Ave, Winchester, MA 01890 - Photo 2 36 Elmwood Ave, Winchester, MA 01890 - Photo 3 36 Elmwood Ave, Winchester, MA 01890 - Photo 4 36 Elmwood Ave, Winchester, MA 01890 - Photo 5 36 Elmwood Ave, Winchester, MA 01890 - Photo 6 36 Elmwood Ave, Winchester, MA 01890 - Photo 7 36 Elmwood Ave, Winchester, MA 01890 - Photo 8 36 Elmwood Ave, Winchester, MA 01890 - Photo 9 36 Elmwood Ave, Winchester, MA 01890 - Photo 10 36 Elmwood Ave, Winchester, MA 01890 - Photo 11 36 Elmwood Ave, Winchester, MA 01890 - Photo 12 36 Elmwood Ave, Winchester, MA 01890 - Photo 13 36 Elmwood Ave, Winchester, MA 01890 - Photo 14 36 Elmwood Ave, Winchester, MA 01890 - Photo 15 36 Elmwood Ave, Winchester, MA 01890 - Photo 16 36 Elmwood Ave, Winchester, MA 01890 - Photo 17 36 Elmwood Ave, Winchester, MA 01890 - Photo 18 36 Elmwood Ave, Winchester, MA 01890 - Photo 19 36 Elmwood Ave, Winchester, MA 01890 - Photo 20 36 Elmwood Ave, Winchester, MA 01890 - Photo 21 36 Elmwood Ave, Winchester, MA 01890 - Photo 22 36 Elmwood Ave, Winchester, MA 01890 - Photo 23 36 Elmwood Ave, Winchester, MA 01890 - Photo 24 36 Elmwood Ave, Winchester, MA 01890 - Photo 25 36 Elmwood Ave, Winchester, MA 01890 - Photo 26 36 Elmwood Ave, Winchester, MA 01890 - Photo 27 36 Elmwood Ave, Winchester, MA 01890 - Photo 28 36 Elmwood Ave, Winchester, MA 01890 - Photo 29 36 Elmwood Ave, Winchester, MA 01890 - Photo 30 36 Elmwood Ave, Winchester, MA 01890 - Photo 31 36 Elmwood Ave, Winchester, MA 01890 - Photo 32 36 Elmwood Ave, Winchester, MA 01890 - Photo 33 36 Elmwood Ave, Winchester, MA 01890 - Photo 34 36 Elmwood Ave, Winchester, MA 01890 - Photo 35 36 Elmwood Ave, Winchester, MA 01890 - Photo 36 36 Elmwood Ave, Winchester, MA 01890 - Photo 37 36 Elmwood Ave, Winchester, MA 01890 - Photo 38 36 Elmwood Ave, Winchester, MA 01890 - Photo 39 36 Elmwood Ave, Winchester, MA 01890 - Photo 40 36 Elmwood Ave, Winchester, MA 01890 - Photo 41 36 Elmwood Ave, Winchester, MA 01890 - Photo 42
      Contingent

      1/42

      36 Elmwood Ave  #11  Winchester, MA 01890

      $1,350,000
      • Condo
      • Contingent
      • MLS # 73578288
      • Updated 13 days ago
      • 2
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,573
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      200 Swanton St, Winchester, MA 01890 - Photo 1 200 Swanton St, Winchester, MA 01890 - Photo 2 200 Swanton St, Winchester, MA 01890 - Photo 3 200 Swanton St, Winchester, MA 01890 - Photo 4 200 Swanton St, Winchester, MA 01890 - Photo 5 200 Swanton St, Winchester, MA 01890 - Photo 6 200 Swanton St, Winchester, MA 01890 - Photo 7 200 Swanton St, Winchester, MA 01890 - Photo 8 200 Swanton St, Winchester, MA 01890 - Photo 9 200 Swanton St, Winchester, MA 01890 - Photo 10 200 Swanton St, Winchester, MA 01890 - Photo 11 200 Swanton St, Winchester, MA 01890 - Photo 12 200 Swanton St, Winchester, MA 01890 - Photo 13 200 Swanton St, Winchester, MA 01890 - Photo 14 200 Swanton St, Winchester, MA 01890 - Photo 15 200 Swanton St, Winchester, MA 01890 - Photo 16 200 Swanton St, Winchester, MA 01890 - Photo 17 200 Swanton St, Winchester, MA 01890 - Photo 18 200 Swanton St, Winchester, MA 01890 - Photo 19 200 Swanton St, Winchester, MA 01890 - Photo 20 200 Swanton St, Winchester, MA 01890 - Photo 21 200 Swanton St, Winchester, MA 01890 - Photo 22 200 Swanton St, Winchester, MA 01890 - Photo 23 200 Swanton St, Winchester, MA 01890 - Photo 24 200 Swanton St, Winchester, MA 01890 - Photo 25 200 Swanton St, Winchester, MA 01890 - Photo 26 200 Swanton St, Winchester, MA 01890 - Photo 27 200 Swanton St, Winchester, MA 01890 - Photo 28 200 Swanton St, Winchester, MA 01890 - Photo 29 200 Swanton St, Winchester, MA 01890 - Photo 30 200 Swanton St, Winchester, MA 01890 - Photo 31 200 Swanton St, Winchester, MA 01890 - Photo 32 200 Swanton St, Winchester, MA 01890 - Photo 33 200 Swanton St, Winchester, MA 01890 - Photo 34 200 Swanton St, Winchester, MA 01890 - Photo 35 200 Swanton St, Winchester, MA 01890 - Photo 36 200 Swanton St, Winchester, MA 01890 - Photo 37 200 Swanton St, Winchester, MA 01890 - Photo 38 200 Swanton St, Winchester, MA 01890 - Photo 39 200 Swanton St, Winchester, MA 01890 - Photo 40 200 Swanton St, Winchester, MA 01890 - Photo 41 200 Swanton St, Winchester, MA 01890 - Photo 42 200 Swanton St, Winchester, MA 01890 - Photo 43 200 Swanton St, Winchester, MA 01890 - Photo 44 200 Swanton St, Winchester, MA 01890 - Photo 45 200 Swanton St, Winchester, MA 01890 - Photo 46 200 Swanton St, Winchester, MA 01890 - Photo 47 200 Swanton St, Winchester, MA 01890 - Photo 48

      1/48

      200 Swanton St  #303  Winchester, MA 01890

      $495,000
      • Condo
      • Active
      • MLS # 73578112
      • 2
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 822
        Sq. Ft.

      Use previous and next buttons to navigate

      666 Main St, Winchester, MA 01890 - Photo 1 666 Main St, Winchester, MA 01890 - Photo 2 666 Main St, Winchester, MA 01890 - Photo 3 666 Main St, Winchester, MA 01890 - Photo 4 666 Main St, Winchester, MA 01890 - Photo 5 666 Main St, Winchester, MA 01890 - Photo 6 666 Main St, Winchester, MA 01890 - Photo 7 666 Main St, Winchester, MA 01890 - Photo 8 666 Main St, Winchester, MA 01890 - Photo 9 666 Main St, Winchester, MA 01890 - Photo 10 666 Main St, Winchester, MA 01890 - Photo 11 666 Main St, Winchester, MA 01890 - Photo 12 666 Main St, Winchester, MA 01890 - Photo 13 666 Main St, Winchester, MA 01890 - Photo 14 666 Main St, Winchester, MA 01890 - Photo 15 666 Main St, Winchester, MA 01890 - Photo 16 666 Main St, Winchester, MA 01890 - Photo 17 666 Main St, Winchester, MA 01890 - Photo 18 666 Main St, Winchester, MA 01890 - Photo 19 666 Main St, Winchester, MA 01890 - Photo 20 666 Main St, Winchester, MA 01890 - Photo 21 666 Main St, Winchester, MA 01890 - Photo 22 666 Main St, Winchester, MA 01890 - Photo 23 666 Main St, Winchester, MA 01890 - Photo 24 666 Main St, Winchester, MA 01890 - Photo 25 666 Main St, Winchester, MA 01890 - Photo 26 666 Main St, Winchester, MA 01890 - Photo 27 666 Main St, Winchester, MA 01890 - Photo 28 666 Main St, Winchester, MA 01890 - Photo 29 666 Main St, Winchester, MA 01890 - Photo 30 666 Main St, Winchester, MA 01890 - Photo 31 666 Main St, Winchester, MA 01890 - Photo 32 666 Main St, Winchester, MA 01890 - Photo 33 666 Main St, Winchester, MA 01890 - Photo 34 666 Main St, Winchester, MA 01890 - Photo 35 666 Main St, Winchester, MA 01890 - Photo 36 666 Main St, Winchester, MA 01890 - Photo 37 666 Main St, Winchester, MA 01890 - Photo 38 666 Main St, Winchester, MA 01890 - Photo 39 666 Main St, Winchester, MA 01890 - Photo 40 666 Main St, Winchester, MA 01890 - Photo 41 666 Main St, Winchester, MA 01890 - Photo 42

      1/42

      666 Main St  #211  Winchester, MA 01890

      $685,000
      • Condo
      • Active
      • MLS # 73553517
      • Updated 1 day ago
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,170
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      666 Main St, Winchester, MA 01890 - Photo 1 666 Main St, Winchester, MA 01890 - Photo 2 666 Main St, Winchester, MA 01890 - Photo 3 666 Main St, Winchester, MA 01890 - Photo 4 666 Main St, Winchester, MA 01890 - Photo 5 666 Main St, Winchester, MA 01890 - Photo 6 666 Main St, Winchester, MA 01890 - Photo 7 666 Main St, Winchester, MA 01890 - Photo 8 666 Main St, Winchester, MA 01890 - Photo 9 666 Main St, Winchester, MA 01890 - Photo 10 666 Main St, Winchester, MA 01890 - Photo 11 666 Main St, Winchester, MA 01890 - Photo 12 666 Main St, Winchester, MA 01890 - Photo 13 666 Main St, Winchester, MA 01890 - Photo 14 666 Main St, Winchester, MA 01890 - Photo 15 666 Main St, Winchester, MA 01890 - Photo 16 666 Main St, Winchester, MA 01890 - Photo 17 666 Main St, Winchester, MA 01890 - Photo 18 666 Main St, Winchester, MA 01890 - Photo 19 666 Main St, Winchester, MA 01890 - Photo 20 666 Main St, Winchester, MA 01890 - Photo 21 666 Main St, Winchester, MA 01890 - Photo 22 666 Main St, Winchester, MA 01890 - Photo 23 666 Main St, Winchester, MA 01890 - Photo 24 666 Main St, Winchester, MA 01890 - Photo 25 666 Main St, Winchester, MA 01890 - Photo 26 666 Main St, Winchester, MA 01890 - Photo 27 666 Main St, Winchester, MA 01890 - Photo 28 666 Main St, Winchester, MA 01890 - Photo 29 666 Main St, Winchester, MA 01890 - Photo 30 666 Main St, Winchester, MA 01890 - Photo 31 666 Main St, Winchester, MA 01890 - Photo 32 666 Main St, Winchester, MA 01890 - Photo 33 666 Main St, Winchester, MA 01890 - Photo 34 666 Main St, Winchester, MA 01890 - Photo 35 666 Main St, Winchester, MA 01890 - Photo 36 666 Main St, Winchester, MA 01890 - Photo 37

      1/37

      666 Main St  #315  Winchester, MA 01890

      $649,900
      • Condo
      • Active
      • MLS # 73543744
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,025
        Sq. Ft.

      Use previous and next buttons to navigate

      200 Swanton St, Winchester, MA 01890 - Photo 1 200 Swanton St, Winchester, MA 01890 - Photo 2 200 Swanton St, Winchester, MA 01890 - Photo 3 200 Swanton St, Winchester, MA 01890 - Photo 4 200 Swanton St, Winchester, MA 01890 - Photo 5 200 Swanton St, Winchester, MA 01890 - Photo 6 200 Swanton St, Winchester, MA 01890 - Photo 7 200 Swanton St, Winchester, MA 01890 - Photo 8 200 Swanton St, Winchester, MA 01890 - Photo 9 200 Swanton St, Winchester, MA 01890 - Photo 10 200 Swanton St, Winchester, MA 01890 - Photo 11 200 Swanton St, Winchester, MA 01890 - Photo 12 200 Swanton St, Winchester, MA 01890 - Photo 13 200 Swanton St, Winchester, MA 01890 - Photo 14 200 Swanton St, Winchester, MA 01890 - Photo 15 200 Swanton St, Winchester, MA 01890 - Photo 16 200 Swanton St, Winchester, MA 01890 - Photo 17 200 Swanton St, Winchester, MA 01890 - Photo 18 200 Swanton St, Winchester, MA 01890 - Photo 19 200 Swanton St, Winchester, MA 01890 - Photo 20 200 Swanton St, Winchester, MA 01890 - Photo 21 200 Swanton St, Winchester, MA 01890 - Photo 22 200 Swanton St, Winchester, MA 01890 - Photo 23 200 Swanton St, Winchester, MA 01890 - Photo 24 200 Swanton St, Winchester, MA 01890 - Photo 25 200 Swanton St, Winchester, MA 01890 - Photo 26 200 Swanton St, Winchester, MA 01890 - Photo 27 200 Swanton St, Winchester, MA 01890 - Photo 28 200 Swanton St, Winchester, MA 01890 - Photo 29 200 Swanton St, Winchester, MA 01890 - Photo 30

      1/30

      200 Swanton St  #717  Winchester, MA 01890

      $349,900
      • Condo
      • Active
      • MLS # 73500952
      • Updated 20 hours ago
      • 1
        Bed
      • 1
        Full Bath
      • 1
        Total Bath
      • 613
        Sq. Ft.
      Listed by Cameron Moniz (857) 654-3051

      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 Condos and Townhomes in Winchester Highlands, MA

      Coldwell Banker Realty can help you find Winchester Highlands condos & townhomes. Refine your Winchester Highlands condo 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 condo or townhome.

      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.