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 (1)
Save your search to get Alerts
429 Properties

429 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
  • 5346 CYPRESS DR, Winter Park, FL 32792
    1/39 39
    Open Sat 11AM-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
  • 1001 EARLY AVE, Winter Park, FL 32789
    1/24 24
    Open Sat 11AM-2PM

    $ 399,000

    2 Beds1 Bath1,222 SqFt

    1001 EARLY AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COLDWELL BANKER REALTY

    Stellar MLS
  • 2320 HIGH ST, Winter Park, FL 32792
    3D
    Open Sat 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
  • 915 GARDEN DR, Winter Park, FL 32789
    3D
    Open Sat 11AM-2PM

    $ 945,000

    3 Beds3 Baths2,456 SqFt

    915 GARDEN DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS CLASSIC

    Stellar MLS
  • 2074 LAURELWOOD WAY, Winter Park, FL 32792
    1/45 45
    Open Sun 1AM-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
  • 7104 WRENWOOD WAY, Winter Park, FL 32792
    1/32 32
    Open Sat 11AM-2PM

    $ 475,000

    4 Beds2 Baths1,778 SqFt

    7104 WRENWOOD WAY, Winter Park, FL 32792

    Single Family Home

    Listed by THE WILKINS WAY LLC

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

    $ 369,900

    4 Beds2 Baths1,678 SqFt

    3521 BALSAM DR, Winter Park, FL 32792

    Single Family Home

    Listed by DALTON WADE INC

    Stellar MLS
  • 2500 LEE RD #219, Winter Park, FL 32789
    1/35 35
    Open Sat 12PM-2PM

    $ 210,000

    2 Beds1 Bath851 SqFt

    2500 LEE RD #219, Winter Park, FL 32789

    Condo

    Listed by SUNDIAL REAL ESTATE LLC

    Stellar MLS
  • 1713 W CHERYL DR, Winter Park, FL 32792
    1/32 32
    Open Sat 1PM-3PM

    $ 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
  • 2478 WHITEHALL CIR, Winter Park, FL 32792
    1/36 36
    Open Sat 1PM-3PM

    $ 720,000

    3 Beds2 Baths2,256 SqFt

    2478 WHITEHALL CIR, Winter Park, FL 32792

    Single Family Home

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 7707 COUNTRY PL #4, Winter Park, FL 32792
    1/23 23
    Open Sat 2PM-5PM

    $ 265,000

    2 Beds2 Baths1,068 SqFt

    7707 COUNTRY PL #4, Winter Park, FL 32792

    Condo

    Listed by WEICHERT REALTORS HALLMARK PRO

    Stellar MLS
  • 1516 PINEWOOD DR, Winter Park, FL 32789
    1/29 29
    Open Sat 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
  • 1921 DARTMOUTH AVE, Winter Park, FL 32789
    1/23 23
    Open Sat 1PM-3PM

    $ 330,000

    3 Beds2 Baths987 SqFt

    1921 DARTMOUTH AVE, Winter Park, FL 32789

    Single Family Home

    Listed by THOMAS LYNNE REALTY GROUP LLC

    Stellar MLS
  • 7895 PLEASANT PINE CIR, Winter Park, FL 32792
    1/47 47
    Open Sat 10AM-1PM

    $ 725,000

    5 Beds4 Baths3,568 SqFt

    7895 PLEASANT PINE CIR, Winter Park, FL 32792

    Single Family Home

    Listed by ALL REAL ESTATE & INVESTMENTS

    Stellar MLS
  • 2238 HAWICK LN #2238, Winter Park, FL 32792
    1/34 34
    Open Sat 12PM-3PM

    $ 529,000

    3 Beds3 Baths1,775 SqFt

    2238 HAWICK LN #2238, Winter Park, FL 32792

    Condo

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 1975 STAUNTON AVE, Winter Park, FL 32789
    1/36 36
    Open Sat 12PM-2PM

    $ 386,500

    3 Beds2 Baths1,200 SqFt

    1975 STAUNTON AVE, Winter Park, FL 32789

    Single Family Home

    Listed by ABSOLUTE REALTY GROUP, LLC

    Stellar MLS
  • 1465 LONE FEATHER TRL, Winter Park, FL 32792
    1/57 57
    New

    $ 749,900

    4 Beds4 Baths2,582 SqFt

    1465 LONE FEATHER TRL, Winter Park, FL 32792

    Single Family Home

    Listed by THE TEAM REAL ESTATE GROUP INC

    Stellar MLS
  • 5631 GARDEN GROVE CIR, Winter Park, FL 32792
    1/20 20
    New

    $ 335,000

    3 Beds2 Baths1,636 SqFt

    5631 GARDEN GROVE CIR, Winter Park, FL 32792

    Single Family Home

    Listed by BLOOM HOME GROUP REALTY LLC

    Stellar MLS
  • 702 VIA BELLA, Winter Park, FL 32789
    1/44 44
    New

    $ 4,650,000

    4 Beds6 Baths3,720 SqFt

    702 VIA BELLA, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1871 CASSELWOOD ST, Winter Park, FL 32792
    1/39 39
    New

    $ 320,000

    3 Beds3 Baths1,616 SqFt

    1871 CASSELWOOD ST, Winter Park, FL 32792

    Townhouse

    Listed by ERA GRIZZARD REAL ESTATE

    Stellar MLS
  • 1015 BUNGALOW AVE, Winter Park, FL 32789
    1/22 22
    New

    $ 630,000

    3 Beds2 Baths1,670 SqFt

    1015 BUNGALOW AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 1362 TIERRA CIR, Winter Park, FL 32792
    1/45 45
    New

    $ 440,000

    4 Beds3 Baths2,179 SqFt

    1362 TIERRA CIR, Winter Park, FL 32792

    Single Family Home

    Listed by RE/MAX 200 REALTY

    Stellar MLS
  • 200 CAROLINA AVE #201, Winter Park, FL 32789
    1/37 37
    Pending

    $ 899,000

    2 Beds2 Baths1,305 SqFt

    200 CAROLINA AVE #201, Winter Park, FL 32789

    Condo

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 18

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.