Recently Viewed Properties
503 Results

Winter Park, FL 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
      503 Results
      Order By

      Use previous and next buttons to navigate

      1820 Englewood Rd, Winter Park, FL 32789 - Photo 1
      Sold

      1/1

      1820 Englewood Rd  Winter Park, FL 32789

      $3,020,000
      • Single Family
      • Closed
      • MLS # O6314354
      • 5
        Beds
      • 5
        Full Baths
      • 1
        Partial Bath
      • 6
        Total Baths
      • 4,263
        Sq. Ft.
      Listed and Sold by Keller Williams Advantage Iii

      Use previous and next buttons to navigate

      1920 Woodcrest Dr, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      1920 Woodcrest Dr  #15  Winter Park, FL 32792

      $255,000
      • Condo
      • Closed
      • MLS # O6325960
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,010
        Sq. Ft.
      Listed by Shirley Jones
      Sold by Orange Slice Properties

      Use previous and next buttons to navigate

      2828 Whispering Way, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      2828 Whispering Way  Winter Park, FL 32792

      $379,000
      • Single Family
      • Closed
      • MLS # O6306562
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,312
        Sq. Ft.
      Listed by Top Value Properties Llc
      Sold by Exp Realty Llc

      Use previous and next buttons to navigate

      3001 Little Cypress Cove, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      3001 Little Cypress Cove  Winter Park, FL 32792

      $480,000
      • Single Family
      • Closed
      • MLS # O6303585
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,906
        Sq. Ft.
      Listed by Pixel Realty
      Sold by Coldwell Banker Ellison Realty O

      Use previous and next buttons to navigate

      2006 Ponderosa Ave, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      3D Tour

      2006 Ponderosa Ave  Winter Park, FL 32792

      $350,000
      • Single Family
      • Closed
      • MLS # O6327977
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,467
        Sq. Ft.
      Listed by Kelly Price & Company Llc
      Sold by Heather Oleson

      Use previous and next buttons to navigate

      339 Scottsdale Square, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      339 Scottsdale Square  #339  Winter Park, FL 32792

      $72,000
      • Condo
      • Closed
      • MLS # J994548
      • 1
        Bed
      • 1
        Full Bath
      • 1
        Total Bath
      • 785
        Sq. Ft.
      Listed by Stellar Non-Member Office
      Sold by Jade Key Realty Llc

      Use previous and next buttons to navigate

      106 Scottsdale Square, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      106 Scottsdale Square  #106  Winter Park, FL 32792

      $110,000
      • Condo
      • Closed
      • MLS # J994497
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,250
        Sq. Ft.
      Listed by Stellar Non-Member Office
      Sold by Jade Key Realty Llc

      Use previous and next buttons to navigate

      407 S Lakemont Ave, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      407 S Lakemont Ave  Winter Park, FL 32792

      $570,000
      • Single Family
      • Closed
      • MLS # O6339820
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Total Bath
      • 1,314
        Sq. Ft.
      Listed and Sold by La Rosa Realty Central Florida

      Use previous and next buttons to navigate

      1734 Willa Cir, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      1734 Willa Cir  Winter Park, FL 32792

      $375,000
      • Single Family
      • Closed
      • MLS # O6332937
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,603
        Sq. Ft.
      Listed by Sand Dollar Realty Group Inc
      Sold by Douglas Edmund Real Estate Llc

      Use previous and next buttons to navigate

      4959 Ardmore Dr, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      4959 Ardmore Dr  Winter Park, FL 32792

      $399,000
      • Single Family
      • Closed
      • MLS # O6318104
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,664
        Sq. Ft.
      Listed by Compass Florida Llc
      Sold by Weichert Realtors Hallmark Properties

      Use previous and next buttons to navigate

      2880 Old Castle Dr, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      2880 Old Castle Dr  Winter Park, FL 32792

      $1,010,000
      • Single Family
      • Closed
      • MLS # O6313631
      • 5
        Beds
      • 4
        Full Baths
      • 1
        Partial Bath
      • 5
        Total Baths
      • 3,839
        Sq. Ft.
      Listed by Corcoran Premier Realty
      Sold by Re/Max 200 Realty

      Use previous and next buttons to navigate

      1773 Walnut Ave, Winter Park, FL 32789 - Photo 1
      Sold

      1/1

      1773 Walnut Ave  Winter Park, FL 32789

      $795,000
      • Single Family
      • Closed
      • MLS # O6311564
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,146
        Sq. Ft.
      Listed by Corcoran Premier Realty
      Sold by Compass Florida Llc

      Use previous and next buttons to navigate

      3759 Kinsley Pl, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      3759 Kinsley Pl  Winter Park, FL 32792

      $625,000
      • Single Family
      • Closed
      • MLS # O6319795
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,251
        Sq. Ft.
      Listed by Compass Florida Llc
      Sold by Brook Denmon

      Use previous and next buttons to navigate

      1809 Pineview Cir, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      1809 Pineview Cir  Winter Park, FL 32792

      $465,000
      • Single Family
      • Closed
      • MLS # O6305073
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,631
        Sq. Ft.
      Listed by Charles Rutenberg Realty Orlando
      Sold by Kevin Asenjo

      Use previous and next buttons to navigate

      2007 Strathaven Rd, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      2007 Strathaven Rd  Winter Park, FL 32792

      $545,000
      • Single Family
      • Closed
      • MLS # O6334081
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,699
        Sq. Ft.
      Listed by Keller Williams Winter Park
      Sold by Keller Williams Winter Park

      Use previous and next buttons to navigate

      7602 Lodge Pole Trail, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      7602 Lodge Pole Trail  Winter Park, FL 32792

      $474,998
      • Single Family
      • Closed
      • MLS # O6326358
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,906
        Sq. Ft.
      Listed by Keller Williams Classic
      Sold by Re/Max 200 Realty

      Use previous and next buttons to navigate

      251 Glenridge Way, Winter Park, FL 32789 - Photo 1
      Sold

      1/1

      251 Glenridge Way  Winter Park, FL 32789

      $850,000
      • Single Family
      • Closed
      • MLS # O6312683
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,314
        Sq. Ft.
      Listed by Razzani International Realty
      Sold by The Landrua Group Real Estate Inc

      Use previous and next buttons to navigate

      438 W Swoope Ave, Winter Park, FL 32789 - Photo 1
      Sold

      1/1

      438 W Swoope Ave  Winter Park, FL 32789

      $715,000
      • Townhouse
      • Closed
      • MLS # O6329098
      • 4
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 2,604
        Sq. Ft.
      Listed by Kelly Price & Company Llc
      Sold by Edward Johnston

      Use previous and next buttons to navigate

      690 Osceola Ave, Winter Park, FL 32789 - Photo 1
      Sold

      1/1

      690 Osceola Ave  #209  Winter Park, FL 32789

      $380,000
      • Condo
      • Closed
      • MLS # O6334757
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,148
        Sq. Ft.
      Listed by Lokation
      Sold by New Southern Properties Inc

      Use previous and next buttons to navigate

      101 S New York Ave, Winter Park, FL 32789 - Photo 1
      Sold

      1/1

      101 S New York Ave  #313  Winter Park, FL 32789

      $1,640,000
      • Condo
      • Closed
      • MLS # O6331560
      • 3
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,147
        Sq. Ft.
      Listed by Premier Sotheby's Intl. Realty
      Sold by Premier Sotheby's Intl. Realty

      Use previous and next buttons to navigate

      311 Cortland Ave, Winter Park, FL 32789 - Photo 1
      Sold

      1/1

      311 Cortland Ave  Winter Park, FL 32789

      $750,000
      • Single Family
      • Closed
      • MLS # O6319137
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,382
        Sq. Ft.
      Listed by Keller Williams Winter Park
      Sold by The Landrua Group Real Estate Inc

      Use previous and next buttons to navigate

      1276 S Pennsylvania Ave, Winter Park, FL 32789 - Photo 1
      Sold

      1/1

      1276 S Pennsylvania Ave  #12  Winter Park, FL 32789

      $792,500
      • Condo
      • Closed
      • MLS # O6298418
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,957
        Sq. Ft.
      Listed by Compass Florida Llc
      Sold by Premier Sothebys Int'l Realty

      Use previous and next buttons to navigate

      2080 Wood Thrush Ln, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      2080 Wood Thrush Ln  Winter Park, FL 32792

      $1,160,000
      • Single Family
      • Closed
      • MLS # TB8405864
      • 6
        Beds
      • 4
        Full Baths
      • 4
        Total Baths
      • 4,277
        Sq. Ft.
      Listed by Lokation
      Sold by Michelle O'Callaghan

      Use previous and next buttons to navigate

      346 Scottsdale Square, Winter Park, FL 32792 - Photo 1
      Sold

      1/1

      346 Scottsdale Square  #346  Winter Park, FL 32792

      $85,000
      • Condo
      • Closed
      • MLS # J994157
      • 2
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 1,085
        Sq. Ft.
      Listed by Stellar Non-Member Office
      Sold by Jade Key Realty Llc

      Find Recently Sold Homes in Winter Park, FL

      Coldwell Banker Realty can help you find Winter Park recently sold homes. Refine your Winter Park recent sales search results by price, property type, bedrooms, baths and other features. Need more information? View our Winter Park real estate offices and let us help you find recent sales you're looking for.

      Cities Near Winter Park, FL

      ZIP Codes Near Winter Park, FL

      Offices serving Winter Park, FL

      Information deemed reliable but not guaranteed. Information is provided, in part, by Stellar MLS. This information being provided is for consumer's personal, non-commercial use and may not be used for any other purpose other than to identify prospective properties consumers may be interested in purchasing.

      Boundaries © 2014-2018 Pitney Bowes Inc. All rights reserved. School attendance zone boundaries are subject to change. Check with the applicable school district prior to making a decision based on these results.

      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.