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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
  • 2685 GALLIANO CIR, Winter Park, FL 32792

    $ 258,500 0.6%

    $ 260,000

    3 Beds3 Baths1,682 SqFt

    2685 GALLIANO CIR, Winter Park, FL 32792

    Townhouse

    Listed by OPENDOOR BROKERAGE LLC

    Stellar MLS
  • 5138 OAK HILL DR, Winter Park, FL 32792

    $ 251,000 0.4%

    $ 250,000

    3 Beds2 Baths981 SqFt

    5138 OAK HILL DR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2408 TIMBERLINE DR, Winter Park, FL 32792

    $ 189,900

    $ 189,900

    2 Beds2 Baths1,495 SqFt

    2408 TIMBERLINE DR, Winter Park, FL 32792

    Condo

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 691 BLAIRSHIRE CIR, Winter Park, FL 32792

    $ 475,000 5.6%

    $ 450,000

    4 Beds3 Baths2,459 SqFt

    691 BLAIRSHIRE CIR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 3020 NICHOLSON DR, Winter Park, FL 32792

    $ 350,000 3.9%

    $ 337,000

    4 Beds2 Baths1,756 SqFt

    3020 NICHOLSON DR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2734 SCARLET RD, Winter Park, FL 32792

    $ 330,000 1.5%

    $ 325,000

    3 Beds2 Baths1,383 SqFt

    2734 SCARLET RD, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 2564 GALLIANO CIR, Winter Park, FL 32792

    $ 275,000 3.8%

    $ 265,000

    3 Beds3 Baths1,682 SqFt

    2564 GALLIANO CIR, Winter Park, FL 32792

    Townhouse

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2760 SALISBURY BLVD, Winter Park, FL 32789

    $ 269,500

    $ 269,500

    2 Beds1 Bath996 SqFt

    2760 SALISBURY BLVD, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 101 S LAKEMONT AVE, Winter Park, FL 32792

    $ 320,000 3.0%

    $ 330,000

    3 Beds2 Baths1,641 SqFt

    101 S LAKEMONT AVE, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 3651 N GOLDENROD RD #208, Winter Park, FL 32792

    $ 118,000 1.6%

    $ 119,900

    2 Beds2 Baths840 SqFt

    3651 N GOLDENROD RD #208, Winter Park, FL 32792

    Condo

    Listed by FLAT FEE MLS REALTY

    Stellar MLS
  • 2801 BOWER RD, Winter Park, FL 32792

    $ 405,000 1.2%

    $ 410,000

    4 Beds2 Baths1,633 SqFt

    2801 BOWER RD, Winter Park, FL 32792

    Single Family Home

    Listed by SOTERA LIVING

    Stellar MLS
  • 8020 PLEASANT PINE CIR, Winter Park, FL 32792

    $ 423,000 0.7%

    $ 419,900

    4 Beds3 Baths2,252 SqFt

    8020 PLEASANT PINE CIR, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1246 ALABAMA DR, Winter Park, FL 32789

    $ 2,100,000 10.6%

    $ 2,349,000

    5 Beds7 Baths4,872 SqFt

    1246 ALABAMA DR, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 3152 WATER EDGE PT, Winter Park, FL 32792

    $ 581,000 5.6%

    $ 550,000

    6 Beds4 Baths3,310 SqFt

    3152 WATER EDGE PT, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 265 LEWFIELD CIR #265, Winter Park, FL 32792

    $ 93,500 1.6%

    $ 95,000

    1 Bed1 Bath678 SqFt

    265 LEWFIELD CIR #265, Winter Park, FL 32792

    Condo

    Listed by KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
  • 2419 GALLERY VIEW DR #204, Winter Park, FL 32792

    $ 215,000

    $ 215,000

    2 Beds2 Baths1,004 SqFt

    2419 GALLERY VIEW DR #204, Winter Park, FL 32792

    Condo

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2419 GALLERY VIEW DR UNIT 3  - 104 #104, Winter Park, FL 32792

    $ 239,000

    $ 239,000

    2 Beds2 Baths1,004 SqFt

    2419 GALLERY VIEW DR UNIT 3 - 104 #104, Winter Park, FL 32792

    Condo

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1163 WASHINGTON AVE #1A, Winter Park, FL 32789

    $ 334,000 5.6%

    $ 354,000

    2 Beds2 Baths1,263 SqFt

    1163 WASHINGTON AVE #1A, Winter Park, FL 32789

    Condo

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 14047 ALDFORD DR, Winter Garden, FL 34787

    $ 398,000 2.9%

    $ 409,900

    3 Beds3 Baths2,226 SqFt

    14047 ALDFORD DR, Winter Garden, FL 34787

    Single Family Home

    Listed by COMPASS FLORIDA, LLC

    Stellar MLS
  • 7280 ABBEY LN, Winter Park, FL 32792

    $ 312,000 4.3%

    $ 299,000

    4 Beds2 Baths1,544 SqFt

    7280 ABBEY LN, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 3340 BENNINGTON CT, Winter Park, FL 32792

    $ 380,000 2.6%

    $ 390,000

    4 Beds2 Baths1,987 SqFt

    3340 BENNINGTON CT, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1616 HIBISCUS AVE, Winter Park, FL 32789

    $ 1,325,000 1.8%

    $ 1,349,000

    4 Beds5 Baths3,897 SqFt

    1616 HIBISCUS AVE, Winter Park, FL 32789

    Single Family Home

    Listed by REAL ESTATE FIRM OF ORLANDO

    Stellar MLS
  • 1550 CHESTNUT AVE, Winter Park, FL 32789

    $ 392,500 0.9%

    $ 396,000

    3 Beds2 Baths1,155 SqFt

    1550 CHESTNUT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 151 N ORLANDO AVE #240, Winter Park, FL 32789

    $ 173,550 8.7%

    $ 190,000

    2 Beds1 Bath710 SqFt

    151 N ORLANDO AVE #240, Winter Park, FL 32789

    Condo

    Listed by SAVVY AVENUE, LLC

    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.