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    289 Properties
    Map

    289 Properties Available

    • Price-High To Low
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    • 1120 PRESERVE POINT DR, Winter Park, FL 32789
      7 Beds11 Baths11,255 SqFt
      1/89 89
      Active Under Contract

      $8,950,000

      1120 PRESERVE POINT DR, Winter Park, FL 32789

      Listed by Hal George PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 40 PALMER AVE, Winter Park, FL 32789
      5 Beds6 Baths5,905 SqFt
      1/17 17
      Active

      $7,250,000

      40 PALMER AVE, Winter Park, FL 32789

      Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

      Stellar MLS
    • 1260 ALABAMA DR, Winter Park, FL 32789
      6 Beds7 Baths6,396 SqFt
      1/58 58
      Open Sun 2PM-4PM

      $6,900,000

      1260 ALABAMA DR, Winter Park, FL 32789

      Listed by Kelly Price KELLY PRICE & COMPANY LLC

      Stellar MLS
    • 550 PALMER AVE, Winter Park, FL 32789
      5 Beds7 Baths5,939 SqFt
      1/76 76
      Pending

      $6,495,000

      550 PALMER AVE, Winter Park, FL 32789

      Listed by John McDade FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 1571 WOODLAND AVE, Winter Park, FL 32789
      5 Beds8 Baths7,397 SqFt
      1/75 75
      Active

      $6,000,000

      1571 WOODLAND AVE, Winter Park, FL 32789

      Listed by Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 2228 AZALEA PL, Winter Park, FL 32789
      5 Beds6 Baths5,152 SqFt
      3D
      Active

      $5,600,000

      2228 AZALEA PL, Winter Park, FL 32789

      Listed by Quentin Green, II COMPASS FLORIDA LLC

      Stellar MLS
    • 313 SYLVAN DR, Winter Park, FL 32789
      4 Beds5 Baths4,775 SqFt
      1/10 10
      Active

      $5,500,000

      313 SYLVAN DR, Winter Park, FL 32789

      Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 231 CHELTON CIR, Winter Park, FL 32789
      4 Beds7 Baths5,550 SqFt
      3D
      Active

      $4,950,000

      231 CHELTON CIR, Winter Park, FL 32789

      Listed by Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

      Stellar MLS
    • 1180 VIA LUGANO, Winter Park, FL 32789
      5 Beds6 Baths4,961 SqFt
      1/67 67
      Active

      $4,900,000

      1180 VIA LUGANO, Winter Park, FL 32789

      Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 1525 GRANVILLE DR, Winter Park, FL 32789
      5 Beds6 Baths5,211 SqFt
      1/56 56
      Open Sun 12PM-2PM

      $4,750,000

      1525 GRANVILLE DR, Winter Park, FL 32789

      Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

      Stellar MLS
    • 2525 TEMPLE DR, Winter Park, FL 32789
      5 Beds5 Baths4,542 SqFt
      1/51 51
      Active Under Contract

      $4,750,000

      2525 TEMPLE DR, Winter Park, FL 32789

      Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 857 BROCK ST, Winter Park, FL 32789
      5 Beds6 Baths4,827 SqFt
      1/11 11
      New

      $4,650,000

      857 BROCK ST, Winter Park, FL 32789

      Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

      Stellar MLS
    • 540 N PENNSYLVANIA AVE, Winter Park, FL 32789
      0.45 Acres
      1/9 9
      New

      $4,600,000

      540 N PENNSYLVANIA AVE, Winter Park, FL 32789

      Listed by Mary Heidrich COLDWELL BANKER REALTY

      Stellar MLS
    • 503 N INTERLACHEN AVE, Winter Park, FL 32789
      0.48 Acres Lot
      1/12 12
      Active

      $4,500,000

      503 N INTERLACHEN AVE, Winter Park, FL 32789

      Listed by Kelly Price KELLY PRICE & COMPANY LLC

      Stellar MLS
    • 1441 CARDINAL CT, Winter Park, FL 32789
      4 Beds6 Baths4,066 SqFt
      3D
      Active

      $4,285,000

      1441 CARDINAL CT, Winter Park, FL 32789

      Listed by Damian Bergler CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 229 ALEXANDER PL, Winter Park, FL 32789
      4 Beds6 Baths4,431 SqFt
      1/53 53
      Active

      $4,250,000

      229 ALEXANDER PL, Winter Park, FL 32789

      Listed by Brandon Geers COMPASS FLORIDA LLC

      Stellar MLS
    • 1150 VIA SALERNO, Winter Park, FL 32789
      4 Beds6 Baths3,850 SqFt
      1/64 64
      Open Sun 2PM-4PM

      $3,975,000

      1150 VIA SALERNO, Winter Park, FL 32789

      Listed by Padgett McCormick KELLY PRICE & COMPANY LLC

      Stellar MLS
    • 125 S INTERLACHEN AVE #1, Winter Park, FL 32789
      3 Beds5 Baths3,878 SqFt
      1/70 70
      Active

      $3,895,000

      125 S INTERLACHEN AVE #1, Winter Park, FL 32789

      Listed by Skip Kirst COLLADO REAL ESTATE

      Stellar MLS
    • 620 VIRGINIA DR, Winter Park, FL 32789
      6 Beds5 Baths4,677 SqFt
      1/11 11
      New

      $3,890,000

      620 VIRGINIA DR, Winter Park, FL 32789

      Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

      Stellar MLS
    • 207 E KINGS WAY, Winter Park, FL 32789
      5 Beds5 Baths3,719 SqFt
      1/6 6
      Active

      $3,650,000

      207 E KINGS WAY, Winter Park, FL 32789

      Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

      Stellar MLS
    • 2240 VENETIAN WAY, Winter Park, FL 32789
      4 Beds4 Baths4,036 SqFt
      1/25 25
      Active

      $3,500,000

      2240 VENETIAN WAY, Winter Park, FL 32789

      Listed by Johnny Hurlburt COLDWELL BANKER REALTY

      Stellar MLS
    • 649 N PARK AVE, Winter Park, FL 32789
      3 Beds5 Baths3,180 SqFt
      1/44 44
      Active

      $3,500,000

      649 N PARK AVE, Winter Park, FL 32789

      Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 2905 PARKLAND DR, Winter Park, FL 32789
      6 Beds8 Baths4,850 SqFt
      1/98 98
      Pending

      $3,395,000

      2905 PARKLAND DR, Winter Park, FL 32789

      Listed by Clay Wooten UNITED REAL ESTATE PREFERRED

      Stellar MLS
    • 1627 MIZELL AVE, Winter Park, FL 32789
      5 Beds6 Baths3,421 SqFt
      1/24 24
      Active

      $3,300,000

      1627 MIZELL AVE, Winter Park, FL 32789

      Listed by Bianca Khoury PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
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    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.

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    RE/MAX Signature

    Clarissa Swartzlander License ID: 256503380

    +1(724) 954-2787 clairesellsthecoast@gmail.com

    1134 W Granada Blvd, Ormond Beach, FL, 32174-5913, USA

    Get My App

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    Powered by Lofty Inc. Copyright 2026. 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.

    SITE MAP

        Home
        Buy
        1. All Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. Book an Appointment
        2. Contact
        3. Reviews

    RE/MAX Signature

    Clarissa Swartzlander License ID: 256503380

    +1(724) 954-2787 clairesellsthecoast@gmail.com

    1134 W Granada Blvd, Ormond Beach, FL, 32174-5913, USA

    Get My App

    Additional Disclaimers

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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