Charles Rutenberg Realty
  • Search for Homes
  • Our Marketing Plan
  • Home Value Report
  • MORE
    1. My Homes
    2. My Tours
    3. My Favorites
    4. My Searches
  • Sign In
  • Register
Filters Reset
Save Search (2)
Save your search to get Alerts
296 Properties

296 Featured Properties Available In Winter Park

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
FL >Winter Park >
Market Insights
  • 3870 TUCKS POINT, Winter Park, FL 32792
    1/44 44
    Open Sun 12PM-2PM

    $ 995,000

    4 Beds4 Baths3,323 SqFt

    3870 TUCKS POINT, Winter Park, FL 32792

    Single Family Home

    Listed by REDFIN CORPORATION

    Stellar MLS
  • 7864 PLEASANT PINE CIR, Winter Park, FL 32792
    1/27 27
    Open Sun 11AM-3PM

    $ 539,000

    4 Beds3 Baths2,182 SqFt

    7864 PLEASANT PINE CIR, Winter Park, FL 32792

    Single Family Home

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 3642 PERIWINKLE DR, Winter Park, FL 32792
    1/29 29
    Open Sun 11AM-2PM

    $ 455,000

    5 Beds3 Baths1,945 SqFt

    3642 PERIWINKLE DR, Winter Park, FL 32792

    Single Family Home

    Listed by HONEST REAL ESTATE COMPANY

    Stellar MLS
  • 1914 BONANZA CT, Winter Park, FL 32792
    1/33 33
    Open Sun 2PM-4PM

    $ 450,000

    3 Beds2 Baths1,727 SqFt

    1914 BONANZA CT, Winter Park, FL 32792

    Single Family Home

    Listed by WYNNMORE REALTY LLC

    Stellar MLS
  • 1920 CARRIGAN AVE, Winter Park, FL 32792
    1/25 25
    Open Sun 1PM-4PM

    $ 339,000

    3 Beds2 Baths1,242 SqFt

    1920 CARRIGAN AVE, Winter Park, FL 32792

    Single Family Home

    Listed by WATSON REALTY CORP

    Stellar MLS
  • 5346 CYPRESS DR, Winter Park, FL 32792
    1/39 39
    Open Sun 12AM-2PM

    $ 419,900

    3 Beds2 Baths1,670 SqFt

    5346 CYPRESS DR, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS ADVANTAGE REALTY

    Stellar MLS
  • 1981 BLUE RIDGE RD, Winter Park, FL 32789
    1/51 51
    Open Sun 11AM-2PM

    $ 1,285,000

    4 Beds2 Baths2,750 SqFt

    1981 BLUE RIDGE RD, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
  • 2320 HIGH ST, Winter Park, FL 32792
    3D
    Open Sun 11AM-1PM

    $ 400,000

    3 Beds2 Baths1,071 SqFt

    2320 HIGH ST, Winter Park, FL 32792

    Single Family Home

    Listed by THE AGENCY ORLANDO

    Stellar MLS
  • 7706 WAUNATTA CT, Winter Park, FL 32792
    1/50 50
    Open Sun 2PM-4PM

    $ 1,050,000

    5 Beds3 Baths3,858 SqFt

    7706 WAUNATTA CT, Winter Park, FL 32792

    Single Family Home

    Listed by SAND DOLLAR REALTY GROUP INC

    Stellar MLS
  • 2074 LAURELWOOD WAY, Winter Park, FL 32792
    1/45 45
    Open Sun 1PM-3PM

    $ 815,000

    4 Beds3 Baths2,185 SqFt

    2074 LAURELWOOD WAY, Winter Park, FL 32792

    Single Family Home

    Listed by RE/MAX PRIME PROPERTIES

    Stellar MLS
  • 3490 BOUGAINVILLEA DR, Winter Park, FL 32792
    1/54 54
    Open Sun 1PM-4PM

    $ 362,000

    3 Beds2 Baths1,461 SqFt

    3490 BOUGAINVILLEA DR, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS ADVANTAGE III

    Stellar MLS
  • 8136 LAZY BEAR LN, Winter Park, FL 32792
    1/25 25
    Open Sun 1PM-3PM

    $ 514,900

    4 Beds2 Baths1,843 SqFt

    8136 LAZY BEAR LN, Winter Park, FL 32792

    Single Family Home

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 3521 BALSAM DR, Winter Park, FL 32792
    1/27 27
    Open Sun 12:30PM-5PM

    $ 359,900

    4 Beds2 Baths1,678 SqFt

    3521 BALSAM DR, Winter Park, FL 32792

    Single Family Home

    Listed by DALTON WADE INC

    Stellar MLS
  • 1713 W CHERYL DR, Winter Park, FL 32792
    1/32 32
    Open Sat 1PM-4PM

    $ 525,000

    4 Beds2 Baths2,030 SqFt

    1713 W CHERYL DR, Winter Park, FL 32792

    Single Family Home

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 208 BREWER AVE, Winter Park, FL 32789
    1/55 55
    Open Sun 1PM-3PM

    $ 980,000

    4 Beds4 Baths2,173 SqFt

    208 BREWER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 1516 PINEWOOD DR, Winter Park, FL 32789
    1/29 29
    Open 9/20 1PM-4PM

    $ 369,000

    2 Beds1 Bath1,028 SqFt

    1516 PINEWOOD DR, Winter Park, FL 32789

    Single Family Home

    Listed by LIST NOW REALTY, LLC

    Stellar MLS
  • 1270 ARLINGTON PL, Winter Park, FL 32789
    1/74 74
    Open Sun 1PM-4PM

    $ 1,700,000

    3 Beds4 Baths2,964 SqFt

    1270 ARLINGTON PL, Winter Park, FL 32789

    Single Family Home

    Listed by RE/MAX 200 REALTY

    Stellar MLS
  • 620 DARCEY DR, Winter Park, FL 32792
    1/30 30
    Open Sun 1PM-4PM

    $ 759,000

    4 Beds2 Baths2,076 SqFt

    620 DARCEY DR, Winter Park, FL 32792

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1761 LEGION DR, Winter Park, FL 32789
    1/44 44
    Open Sun 2PM-4PM

    $ 3,499,999

    5 Beds6 Baths4,955 SqFt

    1761 LEGION DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1564 CAVENDISH RD, Winter Park, FL 32789
    1/30 30
    Open Sun 1PM-3PM

    $ 450,000

    3 Beds1 Bath1,140 SqFt

    1564 CAVENDISH RD, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1608 BOMI CIR, Winter Park, FL 32792
    1/38 38
    Open Sun 11AM-2PM

    $ 475,000

    3 Beds2 Baths1,807 SqFt

    1608 BOMI CIR, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS ADVANTAGE III REALTY

    Stellar MLS
  • 1860 VIA CONTESSA, Winter Park, FL 32789
    1/90 90
    Open Sun 11AM-2PM

    $ 2,790,000

    8 Beds6 Baths7,000 SqFt

    1860 VIA CONTESSA, Winter Park, FL 32789

    Single Family Home

    Listed by SIERRA REALTY GROUP LLC

    Stellar MLS
  • 2614 PARKLAND DR, Winter Park, FL 32789
    1/56 56
    New

    $ 2,095,000

    4 Beds4 Baths3,307 SqFt

    2614 PARKLAND DR, Winter Park, FL 32789

    Single Family Home

    Listed by JW GASTON LLC

    Stellar MLS
  • 130 W KINGS WAY, Winter Park, FL 32789
    1/30 30
    New

    $ 1,550,000

    5 Beds3 Baths3,145 SqFt

    130 W KINGS WAY, Winter Park, FL 32789

    Single Family Home

    Listed by MAXIM REALTY ORLANDO

    Stellar MLS
  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 13

explore listings in Winter Park

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
default
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.
Quick Search
  • Open Houses in Florida
  • Seminole County Homes For Sale
  • Orange County Homes For Sale
  • Vousia County Homes For Sale
  • Lake County Homes For Sale
  • Osceola County Homes For Sale
default
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.