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695 Properties
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695 Properties Available

  • Price-High To Low
  • Square Feet (Biggest)
  • Newest Listings
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  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
The average price in the selected areas has remained stable. Learn more
  • 1820 GLENCOE RD, Winter Park, FL 32789
    5 Beds7 Baths4,055 SqFt
    1/75 75
    Active

    $3,895,000

    1820 GLENCOE RD, Winter Park, FL 32789

    Listed by CORCORAN PREMIER REALTY

    Stellar MLS
  • 1742 TEMPLE DR, Winter Park, FL 32789
    4 Beds5 Baths3,658 SqFt
    1/58 58
    Open 9/28 2PM-4PM

    $3,650,000

    1742 TEMPLE DR, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 207 E KINGS WAY, Winter Park, FL 32789
    5 Beds5 Baths3,719 SqFt
    1/3 3
    New

    $3,650,000

    207 E KINGS WAY, Winter Park, FL 32789

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 2171 FORREST RD, Winter Park, FL 32789
    5 Beds6 Baths4,565 SqFt
    1/42 42
    Pending

    $3,595,000

    2171 FORREST RD, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1761 LEGION DR, Winter Park, FL 32789
    5 Beds6 Baths4,955 SqFt
    1/44 44
    Active

    $3,499,999

    1761 LEGION DR, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1391 RICHMOND RD, Winter Park, FL 32789
    4 Beds6 Baths4,635 SqFt
    1/66 66
    Active

    $3,499,500

    1391 RICHMOND RD, Winter Park, FL 32789

    Listed by STOCKWORTH REALTY GROUP

    Stellar MLS
  • 1821 ENGLEWOOD RD, Winter Park, FL 32789
    5 Beds6 Baths3,863 SqFt
    1/36 36
    Open 9/28 2PM-4PM

    $3,495,000

    1821 ENGLEWOOD RD, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1910 GLENCOE RD, Winter Park, FL 32789
    4 Beds6 Baths4,205 SqFt
    1/12 12
    Active

    $3,490,000

    1910 GLENCOE RD, Winter Park, FL 32789

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 255 STIRLING AVE, Winter Park, FL 32789
    4 Beds4 Baths3,635 SqFt
    1/53 53
    Open 9/28 2PM-4PM

    $3,299,000

    255 STIRLING AVE, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 532 WORTHINGTON DR, Winter Park, FL 32789
    5 Beds6 Baths3,974 SqFt
    1/100 100
    Active

    $3,295,000

    532 WORTHINGTON DR, Winter Park, FL 32789

    Listed by FLORIDA ONE REAL ESTATE LLC

    Stellar MLS
  • 1610 OAKHURST AVE, Winter Park, FL 32789
    5 Beds7 Baths4,255 SqFt
    1/40 40
    Pending

    $3,275,000

    1610 OAKHURST AVE, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1820 ENGLEWOOD RD, Winter Park, FL 32789
    5 Beds6 Baths4,263 SqFt
    1/48 48
    Pending

    $3,190,000

    1820 ENGLEWOOD RD, Winter Park, FL 32789

    Listed by KELLER WILLIAMS ADVANTAGE III

    Stellar MLS
  • 541 W CANTON AVE, Winter Park, FL 32789
    4 Beds4 Baths3,553 SqFt
    1/49 49
    Active

    $3,150,000

    541 W CANTON AVE, Winter Park, FL 32789

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 457 E NEW ENGLAND AVE, Winter Park, FL 32789
    5 Beds5 Baths3,847 SqFt
    1/30 30
    New

    $3,100,000

    457 E NEW ENGLAND AVE, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 2652 LAKE HOWELL LN, Winter Park, FL 32792
    5 Beds4 Baths3,898 SqFt
    1/70 70
    Pending

    $2,849,000

    2652 LAKE HOWELL LN, Winter Park, FL 32792

    Listed by COLDWELL BANKER REALTY

    Stellar MLS
  • 4572 PALMETTO AVE #A, Winter Park, FL 32792
    8,843 SqFt
    Active

    $2,800,000

    4572 PALMETTO AVE #A, Winter Park, FL 32792

    Listed by DEVLIN INVESTORS & ASSOCIATES

    Stellar MLS
  • 575 PALMER AVE, Winter Park, FL 32789
    6 Beds5 Baths4,767 SqFt
    1/56 56
    Pending

    $2,800,000

    575 PALMER AVE, Winter Park, FL 32789

    Listed by DEVLIN INVESTORS & ASSOCIATES

    Stellar MLS
  • 700 JACKSON AVE, Winter Park, FL 32789
    10,174 SqFt
    1/41 41
    Pending

    $2,795,000

    700 JACKSON AVE, Winter Park, FL 32789

    Listed by BEYOND COMMERCIAL

    Stellar MLS
  • 1020 MAYFIELD AVE, Winter Park, FL 32789
    4 Beds3 Baths2,663 SqFt
    1/49 49
    Pending

    $2,775,000

    1020 MAYFIELD AVE, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 2550 VENETIAN WAY, Winter Park, FL 32789
    4 Beds5 Baths4,875 SqFt
    1/42 42
    Active

    $2,699,000

    2550 VENETIAN WAY, Winter Park, FL 32789

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 1341 PLACE PICARDY, Winter Park, FL 32789
    5 Beds6 Baths4,469 SqFt
    1/56 56
    Pending

    $2,695,000

    1341 PLACE PICARDY, Winter Park, FL 32789

    Listed by STOCKWORTH REALTY GROUP

    Stellar MLS
  • 1445 HOLTS GROVE, Winter Park, FL 32789
    5 Beds5 Baths4,489 SqFt
    1/68 68
    Pending

    $2,650,000

    1445 HOLTS GROVE, Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 950 N LAKE OTIS DR SE, Winter Haven, FL 33880
    4 Beds5 Baths5,178 SqFt
    1/49 49
    Active

    $2,600,000

    950 N LAKE OTIS DR SE, Winter Haven, FL 33880

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 185 SYLVAN BLVD, Winter Park, FL 32789
    4 Beds5 Baths3,138 SqFt
    1/10 10
    Pending

    $2,590,000

    185 SYLVAN BLVD, Winter Park, FL 32789

    Listed by COMPASS FLORIDA 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
      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.
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.