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246 Properties
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246 Properties Available

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The average price in the selected areas has remained stable. Learn more
  • 250 Cortland AVE, Winter Park, FL 32789
    3 Beds2 Baths2,114 SqFt
    1/72 72
    Price Dropped by $5K

    $955,000

    250 Cortland AVE, Winter Park, FL 32789

    Listed by EXP Realty, LLC

    Space Coast Association of Realtors (Brevard MLS)
  • 1875 STAUNTON AVE, Winter Park, FL 32789
    4 Beds2 Baths2,036 SqFt
    1/20 20
    Open Sat 1PM-3PM

    $575,000

    1875 STAUNTON AVE, Winter Park, FL 32789

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 2485 MIDDLETON AVE, Winter Park, FL 32792
    3 Beds2 Baths1,515 SqFt
    1/9 9
    Open Sun 1PM-3PM

    $499,000

    2485 MIDDLETON AVE, Winter Park, FL 32792

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1888 DERBYSHIRE RD, Maitland, FL 32751
    4 Beds3 Baths3,853 SqFt
    1/46 46
    Open Sun 12PM-2PM

    $825,000

    1888 DERBYSHIRE RD, Maitland, FL 32751

    Listed by MAINFRAME REAL ESTATE

    Stellar MLS
  • 2215 MARSH SEDGE LN, Winter Park, FL 32792
    5 Beds3 Baths2,646 SqFt
    1/62 62
    Open Sat 1PM-4PM

    $850,000

    2215 MARSH SEDGE LN, Winter Park, FL 32792

    Listed by EXP REALTY LLC

    Stellar MLS
  • 2330 COLDSTREAM DR, Winter Park, FL 32792
    4 Beds2 Baths1,750 SqFt
    1/32 32
    Open Sat 11AM-2PM

    $649,900

    2330 COLDSTREAM DR, Winter Park, FL 32792

    Listed by AUTHENTIC REAL ESTATE TEAM

    Stellar MLS
  • 1450 CHESTNUT AVE, Winter Park, FL 32789
    3 Beds4 Baths1,942 SqFt
    1/39 39
    Open Sun 2PM-4PM

    $1,300,000

    1450 CHESTNUT AVE, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 380 WHITE OAK CIR, Maitland, FL 32751
    4 Beds3 Baths2,705 SqFt
    1/60 60
    Open Sat 12PM-2PM

    $799,000

    380 WHITE OAK CIR, Maitland, FL 32751

    Listed by CORCORAN PREMIER REALTY

    Stellar MLS
  • 5346 CYPRESS DR, Winter Park, FL 32792
    3 Beds2 Baths1,670 SqFt
    1/39 39
    Open Sat 12PM-2PM

    $419,900

    5346 CYPRESS DR, Winter Park, FL 32792

    Listed by KELLER WILLIAMS ADVANTAGE REALTY

    Stellar MLS
  • 1362 TIERRA CIR, Winter Park, FL 32792
    4 Beds3 Baths2,179 SqFt
    1/45 45
    Open Sun 11AM-1PM

    $440,000

    1362 TIERRA CIR, Winter Park, FL 32792

    Listed by RE/MAX 200 REALTY

    Stellar MLS
  • 215 SALVADOR SQUARE, Winter Park, FL 32789
    4 Beds4 Baths2,565 SqFt
    1/56 56
    Open Sat 12PM-2PM

    $1,195,000

    215 SALVADOR SQUARE, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 720 W WEBSTER AVE, Winter Park, FL 32789
    3 Beds2 Baths1,356 SqFt
    1/22 22
    Open Sat 1PM-3PM

    $649,000

    720 W WEBSTER AVE, Winter Park, FL 32789

    Listed by THE AGENCY ORLANDO

    Stellar MLS
  • 1729 GOLFSIDE DR, Winter Park, FL 32792
    4 Beds2 Baths2,372 SqFt
    1/52 52
    Open Sun 1AM-3PM

    $700,000

    1729 GOLFSIDE DR, Winter Park, FL 32792

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 814 N THISTLE LN, Maitland, FL 32751
    4 Beds2 Baths2,136 SqFt
    1/54 54
    Open Sun 12PM-2PM

    $719,000

    814 N THISTLE LN, Maitland, FL 32751

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 170 E FAITH TER, Maitland, FL 32751
    3 Beds2 Baths1,787 SqFt
    1/26 26
    Open Sat 2PM-4PM

    $525,000

    170 E FAITH TER, Maitland, FL 32751

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 2320 HIGH ST, Winter Park, FL 32792
    3 Beds2 Baths1,071 SqFt
    3D
    Open 9/13 10AM-12PM

    $400,000

    2320 HIGH ST, Winter Park, FL 32792

    Listed by THE AGENCY ORLANDO

    Stellar MLS
  • 7706 WAUNATTA CT, Winter Park, FL 32792
    5 Beds3 Baths3,858 SqFt
    1/50 50
    Open Sat 2PM-4PM

    $1,050,000

    7706 WAUNATTA CT, Winter Park, FL 32792

    Listed by SAND DOLLAR REALTY GROUP INC

    Stellar MLS
  • 2074 LAURELWOOD WAY, Winter Park, FL 32792
    4 Beds3 Baths2,185 SqFt
    1/45 45
    Open Sun 10AM-2PM

    $798,000

    2074 LAURELWOOD WAY, Winter Park, FL 32792

    Listed by RE/MAX PRIME PROPERTIES

    Stellar MLS
  • 2812 WOODSIDE AVE, Winter Park, FL 32789
    3 Beds2 Baths1,842 SqFt
    1/24 24
    Open Sun 12PM-2PM

    $625,000

    2812 WOODSIDE AVE, Winter Park, FL 32789

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 736 FOREST GLEN CT, Maitland, FL 32751
    4 Beds2 Baths1,647 SqFt
    1/35 35
    Open Sun 11AM-1PM

    $499,998

    736 FOREST GLEN CT, Maitland, FL 32751

    Listed by RE/MAX TOWN & COUNTRY REALTY

    Stellar MLS
  • 1752 CHESTNUT AVE, Winter Park, FL 32789
    4 Beds5 Baths3,314 SqFt
    1/64 64
    Open Sat 2PM-4PM

    $2,199,999

    1752 CHESTNUT AVE, Winter Park, FL 32789

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1713 W CHERYL DR, Winter Park, FL 32792
    4 Beds2 Baths2,030 SqFt
    1/32 32
    Open Sat 1PM-4PM

    $525,000

    1713 W CHERYL DR, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 2478 WHITEHALL CIR, Winter Park, FL 32792
    3 Beds2 Baths2,256 SqFt
    1/36 36
    Open Sun 1PM-3PM

    $720,000

    2478 WHITEHALL CIR, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 444 STONEWOOD LN, Maitland, FL 32751
    3 Beds2 Baths2,188 SqFt
    1/59 59
    Open Sat 11AM-2PM

    $550,000

    444 STONEWOOD LN, Maitland, FL 32751

    Listed by LIVE FLORIDA NOW LLC

    Stellar MLS
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GPG Team
Tyler Gibson
+1(407) 934-0320
tyler@gpghome.com
Orlando, FL,, 32801

      Home
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      2. Disney Short Term Rentals
      About
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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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GPG Team
Tyler Gibson
+1(407) 934-0320
tyler@gpghome.com
Orlando, FL,, 32801

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Market Snapshot
      Invest
      1. Central Florida Multifamily Listings
      2. Disney Short Term Rentals
      About
      1. About Us
      2. Contact Us
      Blogs
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.

Powered by CRM HQ

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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