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481 Properties

481 Sold Properties

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The average price in the selected areas has remained stable. Learn more
  • 1500 GAY RD #8D, Winter Park, FL 32789

    $ 150,000 7.7%

    $ 162,500

    2 Beds2 Baths1,026 SqFt

    1500 GAY RD #8D, Winter Park, FL 32789

    Condo

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 121 W KINGS WAY, Winter Park, FL 32789

    $ 2,050,000 6.8%

    $ 2,199,000

    5 Beds7 Baths5,233 SqFt

    121 W KINGS WAY, Winter Park, FL 32789

    Single Family Home

    Listed by COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 2284 E HAWICK LN, Winter Park, FL 32792

    $ 265,000 5.3%

    $ 279,900

    3 Beds1 Bath1,344 SqFt

    2284 E HAWICK LN, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2496 BARBADOS DR, Winter Park, FL 32792

    $ 190,000 4.2%

    $ 198,400

    3 Beds2 Baths1,467 SqFt

    2496 BARBADOS DR, Winter Park, FL 32792

    Townhouse

    Listed by SELECTIVE REALTY GROUP LLC

    Stellar MLS
  • 1124 CARVELL DR, Winter Park, FL 32792

    $ 302,000 0.7%

    $ 300,000

    4 Beds2 Baths1,584 SqFt

    1124 CARVELL DR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 782 CARNATION DR #NO, Winter Park, FL 32792

    $ 204,000 2.0%

    $ 200,000

    3 Beds2 Baths1,264 SqFt

    782 CARNATION DR #NO, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 4083 SCARLET IRIS PL, Winter Park, FL 32792

    $ 900,000 3.7%

    $ 935,000

    4 Beds5 Baths4,700 SqFt

    4083 SCARLET IRIS PL, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2864 OLD CASTLE DR, Winter Park, FL 32792

    $ 625,000 10.6%

    $ 699,400

    5 Beds5 Baths3,954 SqFt

    2864 OLD CASTLE DR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1655 TREMONT LN, Winter Park, FL 32792

    $ 260,000 3.7%

    $ 269,900

    3 Beds2 Baths1,592 SqFt

    1655 TREMONT LN, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1186 LAZY HOLLOW PL, Winter Park, FL 32792

    $ 260,000 1.5%

    $ 264,000

    3 Beds2 Baths1,742 SqFt

    1186 LAZY HOLLOW PL, Winter Park, FL 32792

    Single Family Home

    Listed by PERFECT FIT PROPERTIES

    Stellar MLS
  • 1616 LITTLE WREN LN, Winter Park, FL 32792

    $ 309,630

    $ 309,630

    3 Beds3 Baths1,756 SqFt

    1616 LITTLE WREN LN, Winter Park, FL 32792

    Townhouse

    Listed by MERITAGE HOMES OF FL REALTY

    Stellar MLS
  • 5143 POINSETTA AVE, Winter Park, FL 32792

    $ 251,745 0.7%

    $ 249,900

    3 Beds2 Baths1,283 SqFt

    5143 POINSETTA AVE, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1468 TANGERINE CT, Winter Park, FL 32792

    $ 215,000 12.2%

    $ 245,000

    3 Beds2 Baths1,718 SqFt

    1468 TANGERINE CT, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1411 MAGNOLIA AVE, Winter Park, FL 32789

    $ 1,089,169

    $ 1,089,169

    4 Beds5 Baths3,146 SqFt

    1411 MAGNOLIA AVE, Winter Park, FL 32789

    Residential

    Listed by STELLAR NON-MEMBER OFFICE

    Stellar MLS
  • 1773 E CHERYL DR, Winter Park, FL 32792

    $ 325,000 3.0%

    $ 335,000

    4 Beds2 Baths1,828 SqFt

    1773 E CHERYL DR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1138 WASHINGTON AVE #15, Winter Park, FL 32789

    $ 275,000 8.3%

    $ 299,900

    3 Beds3 Baths1,693 SqFt

    1138 WASHINGTON AVE #15, Winter Park, FL 32789

    Condo

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1205 DENSMORE DR, Winter Park, FL 32792

    $ 240,000

    $ 240,000

    3 Beds2 Baths1,392 SqFt

    1205 DENSMORE DR, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 3608 MIDIRON DR, Winter Park, FL 32789

    $ 400,000 5.8%

    $ 424,500

    3 Beds2 Baths1,952 SqFt

    3608 MIDIRON DR, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 3146 LOWNDES DR, Winter Park, FL 32792

    $ 272,000 0.7%

    $ 270,000

    3 Beds3 Baths1,570 SqFt

    3146 LOWNDES DR, Winter Park, FL 32792

    Single Family Home

    Listed by PREMIER SOTHEBYS INT'L REALTY

    Stellar MLS
  • 1961 KING ARTHURS CT, Winter Park, FL 32792

    $ 335,000 1.5%

    $ 329,900

    4 Beds2 Baths1,754 SqFt

    1961 KING ARTHURS CT, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 829 W NEW ENGLAND AVE, Winter Park, FL 32789

    $ 159,900 6.7%

    $ 149,900

    3 Beds1 Bath1,048 SqFt

    829 W NEW ENGLAND AVE, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1680 WALNUT AVE, Winter Park, FL 32789

    $ 345,000 2.8%

    $ 354,900

    2 Beds2 Baths1,377 SqFt

    1680 WALNUT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by HIGHLAND PROPERTY GROUP LLC

    Stellar MLS
  • 2728 NORRIS AVE, Winter Park, FL 32789

    $ 395,000

    $ 395,000

    3 Beds2 Baths1,693 SqFt

    2728 NORRIS AVE, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 16003 OLLIVETT ST, Winter Garden, FL 34787

    $ 468,000 2.0%

    $ 477,777

    7 Beds4 Baths4,700 SqFt

    16003 OLLIVETT ST, Winter Garden, FL 34787

    Single Family Home

    Listed by KW ELITE PARTNERS III REALTY

    Stellar MLS
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Charles Rutenberg Realty

Brian Gangawer License ID: 3257638

+1(407) 754-4219 brian@orlandosold.com

631 S. Orlando Ave. Suite 200, Winter Park, FL, 32789, United States

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Charles Rutenberg Realty

Brian Gangawer License ID: 3257638

+1(407) 754-4219 brian@orlandosold.com

631 S. Orlando Ave. Suite 200, Winter Park, FL, 32789, United States

    • Search for Homes
    • Our Marketing Plan
    • Home Value Report

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.