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695 Properties
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695 Properties Available

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  • Beds (Most)
  • Baths (Most)
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The average price in the selected areas has remained stable. Learn more
  • 570 Manor Rd, Maitland, Winter Park, FL 32751
    6 Beds10 Baths10,172 SqFt
    1/100 100
    Active

    $12,500,000

    570 Manor Rd, Maitland, Winter Park, FL 32751

    Listed by Fortune Christie's International Real Estate

    Miami Association of Realtors (SEFMIAMI MLS)
  • 1112 PRESERVE POINT DR, Winter Park, FL 32789
    5 Beds6 Baths6,502 SqFt
    1/88 88
    Active

    $8,500,000

    1112 PRESERVE POINT DR, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 2661 VIA TUSCANY, Winter Park, FL 32789
    4 Beds5 Baths4,636 SqFt
    1/100 100
    Active

    $6,600,000

    2661 VIA TUSCANY, Winter Park, FL 32789

    Listed by PV LUXURY GROUP PA

    Stellar MLS
  • 887 GEORGIA AVE, Winter Park, FL 32789
    6 Beds6 Baths5,759 SqFt
    1/51 51
    Active

    $6,500,000

    887 GEORGIA AVE, Winter Park, FL 32789

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 1240 HARDING STREET, Winter Park, FL 32789
    5 Beds6 Baths6,708 SqFt
    1/64 64
    Active

    $5,999,000

    1240 HARDING STREET, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1181 VIA CAPRI, Winter Park, FL 32789
    5 Beds6 Baths4,448 SqFt
    1/19 19
    Active

    $5,950,000

    1181 VIA CAPRI, Winter Park, FL 32789

    Listed by PHIL KEAN REAL ESTATE LLC

    Stellar MLS
  • 1221 RICHMOND RD, Winter Park, FL 32789
    5 Beds6 Baths5,164 SqFt
    1/52 52
    Active

    $5,575,000

    1221 RICHMOND RD, Winter Park, FL 32789

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 698 N NEW YORK AVE, Winter Park, FL 32789
    5 Beds6 Baths5,096 SqFt
    1/2 2
    Active

    $5,549,000

    698 N NEW YORK AVE, Winter Park, FL 32789

    Listed by CORCORAN PREMIER REALTY

    Stellar MLS
  • 2211 AZALEA PL, Winter Park, FL 32789
    5 Beds7 Baths7,278 SqFt
    1/99 99
    Open 9/28 12PM-2PM

    $5,495,000

    2211 AZALEA PL, Winter Park, FL 32789

    Listed by FORTUNE INTERNATIONAL REALTY

    Stellar MLS
  • 2211 Azalea Pl, Winter Park, FL 32789
    5 Beds7 Baths7,278 SqFt
    1/99 99
    Open 9/28 12PM-2PM

    $5,495,000

    2211 Azalea Pl, Winter Park, FL 32789

    Listed by Fortune Christie's International Real Estate

    Miami Association of Realtors (SEFMIAMI MLS)
  • 1155 WOODMERE DR, Winter Park, FL 32789
    5 Beds6 Baths5,051 SqFt
    1/76 76
    Pending

    $5,295,000

    1155 WOODMERE DR, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

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

    $4,999,000

    503 N INTERLACHEN AVE, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1760 VIA VENETIA, Winter Park, FL 32789
    4 Beds7 Baths6,242 SqFt
    1/56 56
    Active

    $4,995,000

    1760 VIA VENETIA, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1660 PALMER AVE, Winter Park, FL 32789
    5 Beds7 Baths6,406 SqFt
    1/48 48
    Active

    $4,950,000

    1660 PALMER AVE, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1150 VIA SALERNO, Winter Park, FL 32789
    4 Beds6 Baths3,850 SqFt
    1/61 61
    Active

    $4,750,000

    1150 VIA SALERNO, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1525 GRANVILLE DR, Winter Park, FL 32789
    5 Beds6 Baths5,211 SqFt
    1/12 12
    Active

    $4,750,000

    1525 GRANVILLE DR, Winter Park, FL 32789

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 1161 VALENCIA AVE, Winter Park, FL 32789
    4 Beds5 Baths4,181 SqFt
    1/66 66
    Active

    $4,650,000

    1161 VALENCIA AVE, Winter Park, FL 32789

    Listed by THE REAL ESTATE COLLECTION LLC

    Stellar MLS
  • 2161 SHARON RD, Winter Park, FL 32789
    5 Beds7 Baths6,338 SqFt
    1/62 62
    Pending

    $4,650,000

    2161 SHARON RD, Winter Park, FL 32789

    Listed by LA ROSA REALTY HORIZONS LLC

    Stellar MLS
  • 702 VIA BELLA, Winter Park, FL 32789
    4 Beds6 Baths3,720 SqFt
    1/44 44
    Active

    $4,650,000

    702 VIA BELLA, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1840 W FAWSETT RD, Winter Park, FL 32789
    5 Beds5 Baths4,129 SqFt
    1/49 49
    Active

    $4,295,000

    1840 W FAWSETT RD, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1120 PALMER AVE, Winter Park, FL 32789
    3 Beds4 Baths3,413 SqFt
    1/35 35
    Active

    $4,250,000

    1120 PALMER AVE, Winter Park, FL 32789

    Listed by PHIL KEAN REAL ESTATE LLC

    Stellar MLS
  • ALOMA AVE, Winter Park, FL 32789
    1.81 Acres
    1/4 4
    Active

    $3,960,000

    ALOMA AVE, Winter Park, FL 32789

    Listed by RUTH PRITCHARD RYAN

    Stellar MLS
  • 2403 EUSTON RD, Winter Park, FL 32789
    8.34 Acres
    1/11 11
    Active

    $3,950,000

    2403 EUSTON RD, Winter Park, FL 32789

    Listed by COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 850 JUANITA RAEL, Winter Park, FL 32789
    5 Beds5 Baths3,183 SqFt
    1/18 18
    Active

    $3,950,000

    850 JUANITA RAEL, Winter Park, FL 32789

    Listed by PHIL KEAN REAL ESTATE LLC

    Stellar MLS
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eXp Realty

Matt Wise License ID: SL3602572

+1(727) 342-0809 matthew.wise@exprealty.com

    • Home
      Sell
      1. Home Valuation
      2. Sell My Home
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Areas Served
      1. Miami
      2. Miami Beach
      3. Palm Beach
      4. Sarasota
      5. Fort Lauderdale
      6. Indian Rocks Beach
      7. Belleair Beach
      8. Clearwater Beach
      9. Treasure Island
      Rent/Lease
      1. Rental & Leases
      Market Snapshot
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Calculator
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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.
eXp Realty

Matt Wise License ID: SL3602572

+1(727) 342-0809 matthew.wise@exprealty.com

    • Home
      Sell
      1. Home Valuation
      2. Sell My Home
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Areas Served
      1. Miami
      2. Miami Beach
      3. Palm Beach
      4. Sarasota
      5. Fort Lauderdale
      6. Indian Rocks Beach
      7. Belleair Beach
      8. Clearwater Beach
      9. Treasure Island
      Rent/Lease
      1. Rental & Leases
      Market Snapshot
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Calculator
      Blogs
      Partner Lender

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.