Recently Viewed Properties
99 Results

Winchester Highlands Recent Home Sales

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
      Filters
      Selection will refresh the page with new results. properties
      —
      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
      Hide Map
      Order By
      99 Results
      Order By

      Use previous and next buttons to navigate

      65 High St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      65 High St  Winchester, MA 01890

      $1,440,150
      • Single Family
      • Closed
      • MLS # 73498871
      • 6
        Beds
      • 3
        Full Baths
      • 3
        Total Baths
      • 2,658
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      12 Salisbury St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      12 Salisbury St  Winchester, MA 01890

      $3,100,000
      • Single Family
      • Closed
      • MLS # 73496654
      • 6
        Beds
      • 4
        Full Baths
      • 1
        Partial Bath
      • 5
        Total Baths
      • 5,107
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      87 Wendell St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      87 Wendell St  Winchester, MA 01890

      $1,250,000
      • Single Family
      • Closed
      • MLS # 73500869
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,046
        Sq. Ft.

      Use previous and next buttons to navigate

      31 Mystic Ave, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      31 Mystic Ave  #31  Winchester, MA 01890

      $1,200,000
      • Condo
      • Closed
      • MLS # 73499525
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,129
        Sq. Ft.

      Use previous and next buttons to navigate

      237 Swanton St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      237 Swanton St  Winchester, MA 01890

      $1,850,000
      • Single Family
      • Closed
      • MLS # 73496811
      • 5
        Beds
      • 4
        Full Baths
      • 4
        Total Baths
      • 4,334
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      2 Priscilla Ln, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      2 Priscilla Ln  Winchester, MA 01890

      $2,649,000
      • Single Family
      • Closed
      • MLS # 73485423
      • 4
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 4,255
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      104 Wendell St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      104 Wendell St  Winchester, MA 01890

      $1,100,000
      • Single Family
      • Closed
      • MLS # 73502604
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 1,675
        Sq. Ft.

      Use previous and next buttons to navigate

      257 High St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      257 High St  Winchester, MA 01890

      $3,150,000
      • Single Family
      • Closed
      • MLS # 73499287
      • 5
        Beds
      • 5
        Full Baths
      • 2
        Partial Baths
      • 7
        Total Baths
      • 7,101
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      1 Orient St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      1 Orient St  Winchester, MA 01890

      $1,330,000
      • Single Family
      • Closed
      • MLS # 73498431
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 2,222
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      15 East St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      15 East St  Winchester, MA 01890

      $1,060,000
      • Single Family
      • Closed
      • MLS # 73493684
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 1,973
        Sq. Ft.

      Use previous and next buttons to navigate

      171 Swanton St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      171 Swanton St  #39  Winchester, MA 01890

      $805,000
      • Townhouse
      • Closed
      • MLS # 73496879
      • 2
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,600
        Sq. Ft.

      Use previous and next buttons to navigate

      205 Washington St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      205 Washington St  Winchester, MA 01890

      $1,400,000
      • Single Family
      • Closed
      • MLS # 73503540
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,355
        Sq. Ft.
      Listed by Jayne Zeamer

      Use previous and next buttons to navigate

      198 Pond St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      198 Pond St  Winchester, MA 01890

      $1,070,000
      • Single Family
      • Closed
      • MLS # 73499450
      • 4
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 1,917
        Sq. Ft.

      Use previous and next buttons to navigate

      40 Englewood Rd, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      40 Englewood Rd  Winchester, MA 01890

      $1,218,000
      • Single Family
      • Closed
      • MLS # 73497917
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,841
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      12 Wincrest Dr, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      12 Wincrest Dr  Winchester, MA 01890

      $1,810,000
      • Single Family
      • Closed
      • MLS # 73492714
      • 6
        Beds
      • 4
        Full Baths
      • 1
        Partial Bath
      • 5
        Total Baths
      • 3,833
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      15 Edward Dr, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      15 Edward Dr  #15  Winchester, MA 01890

      $1,055,000
      • Townhouse
      • Closed
      • MLS # 73492749
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,082
        Sq. Ft.
      • 1
        Car Garage
      Listed by Alina Wang and Raissa Wu
      Sold by Patrick Murphy

      Use previous and next buttons to navigate

      12 Yale St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      12 Yale St  Winchester, MA 01890

      $2,300,000
      • Single Family
      • Closed
      • MLS # 73480345
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 3,283
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      200 Swanton St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      200 Swanton St  #T28  Winchester, MA 01890

      $355,000
      • Condo
      • Closed
      • MLS # 73450853
      • 1
        Bed
      • 1
        Full Bath
      • 1
        Total Bath
      • 634
        Sq. Ft.

      Use previous and next buttons to navigate

      2 Abby Rd, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      2 Abby Rd  Winchester, MA 01890

      $2,575,000
      • Single Family
      • Closed
      • MLS # 73492061
      • 4
        Beds
      • 4
        Full Baths
      • 1
        Partial Bath
      • 5
        Total Baths
      • 5,614
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      76 Woodside Rd, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      76 Woodside Rd  Winchester, MA 01890

      $1,080,000
      • Single Family
      • Closed
      • MLS # 73492483
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,552
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      15 Englewood Rd, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      15 Englewood Rd  Winchester, MA 01890

      $1,425,000
      • Single Family
      • Closed
      • MLS # 73480343
      • 4
        Beds
      • 3
        Full Baths
      • 3
        Total Baths
      • 1,903
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      61 Grove St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      61 Grove St  Winchester, MA 01890

      $2,125,000
      • Single Family
      • Closed
      • MLS # 73470986
      • 5
        Beds
      • 4
        Full Baths
      • 1
        Partial Bath
      • 5
        Total Baths
      • 4,798
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      171 Swanton St, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      171 Swanton St  #21  Winchester, MA 01890

      $770,000
      • Townhouse
      • Closed
      • MLS # 73491180
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,834
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      10 Edgehill Rd, Winchester, MA 01890 - Photo 1
      Sold

      1/1

      10 Edgehill Rd  Winchester, MA 01890

      $2,200,000
      • Single Family
      • Closed
      • MLS # 73490604
      • 7
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,926
        Sq. Ft.
      • 2
        Car Garage

      Find Recently Sold Homes in Winchester Highlands, MA

      Coldwell Banker Realty can help you find Winchester Highlands recently sold homes. Refine your Winchester Highlands recent sales 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 recent sales you're looking for.

      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.