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481 Properties

481 Sold Properties

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  • 7148 SWALLOW RUN #E 1, Winter Park, FL 32792
    1/37 37

    $ 274,500 8.5%

    $ 299,900

    3 Beds3 Baths1,565 SqFt

    7148 SWALLOW RUN #E 1, Winter Park, FL 32792

    Condo

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1929 HOUNDSLAKE DR, Winter Park, FL 32792

    $ 420,000 3.2%

    $ 434,000

    3 Beds2 Baths1,584 SqFt

    1929 HOUNDSLAKE DR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 339 WINDFORD CT, Winter Garden, FL 34787

    $ 327,000 5.8%

    $ 347,000

    4 Beds2 Baths1,480 SqFt

    339 WINDFORD CT, Winter Garden, FL 34787

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1635 HIGHLAND RD, Winter Park, FL 32789

    $ 3,000,000 4.8%

    $ 3,150,000

    5 Beds6 Baths4,325 SqFt

    1635 HIGHLAND RD, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1761 PINETREE RD, Winter Park, FL 32789

    $ 4,923,750 14.4%

    $ 5,750,000

    5 Beds6 Baths4,792 SqFt

    1761 PINETREE RD, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1880 WINDSOR DR, Winter Park, FL 32789

    $ 1,199,000 4.1%

    $ 1,250,000

    5 Beds4 Baths3,074 SqFt

    1880 WINDSOR DR, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1132 PARK GREEN PL, Winter Park, FL 32789

    $ 350,000 2.8%

    $ 359,900

    3 Beds2 Baths1,282 SqFt

    1132 PARK GREEN PL, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 17951 GOURD NECK LOOP, Winter Garden, FL 34787

    $ 727,500 3.0%

    $ 749,900

    5 Beds4 Baths3,163 SqFt

    17951 GOURD NECK LOOP, Winter Garden, FL 34787

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 714 BELLSHIRE WAY, Winter Garden, FL 34787

    $ 499,000

    $ 499,000

    4 Beds2 Baths1,814 SqFt

    714 BELLSHIRE WAY, Winter Garden, FL 34787

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2131 SYCAMORE DR, Winter Park, FL 32789

    $ 622,000 5.7%

    $ 659,900

    4 Beds2 Baths1,610 SqFt

    2131 SYCAMORE DR, Winter Park, FL 32789

    Single Family Home

    Listed by REALNET BROKERAGE

    Stellar MLS
  • 1695 VIBURNUM LN, Winter Park, FL 32792

    $ 365,000 2.7%

    $ 375,000

    4 Beds2 Baths1,658 SqFt

    1695 VIBURNUM LN, Winter Park, FL 32792

    Single Family Home

    Listed by COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 2923 SUMMERFIELD RD, Winter Park, FL 32792

    $ 635,000 1.6%

    $ 625,000

    4 Beds3 Baths1,918 SqFt

    2923 SUMMERFIELD RD, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 7884 BROKEN ARROW TRL, Winter Park, FL 32792

    $ 375,000 10.5%

    $ 419,000

    3 Beds2 Baths1,906 SqFt

    7884 BROKEN ARROW TRL, Winter Park, FL 32792

    Single Family Home

    Listed by REILLY REALTY & MGMT.

    Stellar MLS
  • 618 BAINBRIDGE LOOP, Winter Garden, FL 34787

    $ 549,900

    $ 549,900

    4 Beds2 Baths2,328 SqFt

    618 BAINBRIDGE LOOP, Winter Garden, FL 34787

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 5331 OAK CT, Winter Park, FL 32792

    $ 450,000

    $ 450,000

    3 Beds2 Baths1,263 SqFt

    5331 OAK CT, Winter Park, FL 32792

    Single Family Home

    Listed by WEMERT GROUP REALTY LLC

    Stellar MLS
  • 1057 PRINCESS GATE BLVD, Winter Park, FL 32792

    $ 385,000 0.3%

    $ 384,000

    3 Beds2 Baths1,143 SqFt

    1057 PRINCESS GATE BLVD, Winter Park, FL 32792

    Single Family Home

    Listed by COLDWELL BANKER REALTY

    Stellar MLS
  • 632 MONTEGO BAY CT, Winter Park, FL 32792

    $ 230,000 10.7%

    $ 257,500

    2 Beds2 Baths1,037 SqFt

    632 MONTEGO BAY CT, Winter Park, FL 32792

    Condo

    Listed by COLDWELL BANKER REALTY

    Stellar MLS
  • 3037 NICHOLSON DR, Winter Park, FL 32792

    $ 300,000 5.9%

    $ 318,900

    3 Beds2 Baths1,606 SqFt

    3037 NICHOLSON DR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1017 N PHELPS AVE, Winter Park, FL 32789

    $ 1,150,000 4.2%

    $ 1,200,000

    0.34 Acres

    1017 N PHELPS AVE, Winter Park, FL 32789

    Vacant Land

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 311 E MORSE BLVD #6-21, Winter Park, FL 32789

    $ 700,000 4.1%

    $ 729,900

    2 Beds2 Baths1,574 SqFt

    311 E MORSE BLVD #6-21, Winter Park, FL 32789

    Condo

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2044 WOOD THRUSH LN, Winter Park, FL 32792

    $ 865,000 3.5%

    $ 896,700

    4 Beds3 Baths3,057 SqFt

    2044 WOOD THRUSH LN, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2083 LEANNE CT, Winter Park, FL 32792

    $ 440,000 0.9%

    $ 444,000

    3 Beds2 Baths1,512 SqFt

    2083 LEANNE CT, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 3676 HEDGEWOOD DR, Winter Park, FL 32792

    $ 360,000 4.8%

    $ 378,000

    3 Beds2 Baths1,310 SqFt

    3676 HEDGEWOOD DR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1702 SUMMERLAND AVE, Winter Park, FL 32789

    $ 1,450,000 3.0%

    $ 1,495,000

    5 Beds5 Baths3,272 SqFt

    1702 SUMMERLAND AVE, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. 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.