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294 Properties

294 Properties Available

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  • 1661 HILLCREST AVE, Winter Park, FL 32789
    1/97 97
    Price Dropped by $1K

    $10,000

    4 Beds4 Baths3,104 SqFt

    1661 HILLCREST AVE, Winter Park, FL 32789

    Single Family Home

    Listed by ROYALTY R E BOUTIQUE INC

    Stellar MLS

    READ MORE

  • 775 MARYLAND AVE, Winter Park, FL 32789
    1/20 20
    Active

    $3,400

    2 Beds1 Bath900 SqFt

    775 MARYLAND AVE, Winter Park, FL 32789

    Single Family Home

    Listed by ROAM FLORIDA REALTY LLC

    Stellar MLS

    READ MORE

  • 850 JUANITA RAEL, Winter Park, FL 32789
    1/18 18
    Active

    $3,950,000

    5 Beds5 Baths3,183 SqFt

    850 JUANITA RAEL, Winter Park, FL 32789

    Single Family Home

    Listed by PHIL KEAN REAL ESTATE LLC

    Stellar MLS

    READ MORE

  • 1641 CHESTNUT AVE, Winter Park, FL 32789
    1/16 16
    Active

    $3,695

    3 Beds3 Baths1,750 SqFt

    1641 CHESTNUT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by REAL PROPERTY MANAGEMENT AND REALTY

    Stellar MLS

    READ MORE

  • 1250 S DENNING DR #232, Winter Park, FL 32789
    1/25 25
    Active

    $1,600

    2 Beds2 Baths913 SqFt

    1250 S DENNING DR #232, Winter Park, FL 32789

    Condo

    Listed by RE/MAX DOWNTOWN

    Stellar MLS

    READ MORE

  • 430 W CANTON AVE, Winter Park, FL 32789
    1/43 43
    Pending

    $2,700

    3 Beds2 Baths1,434 SqFt

    430 W CANTON AVE, Winter Park, FL 32789

    Single Family Home

    Listed by OLDE TOWN BROKERS INC

    Stellar MLS

    READ MORE

  • 104 S INTERLACHEN AVE #114, Winter Park, FL 32789
    1/58 58
    Active

    $4,850

    2 Beds2 Baths1,143 SqFt

    104 S INTERLACHEN AVE #114, Winter Park, FL 32789

    Condo

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS

    READ MORE

  • 100 S INTERLACHEN AVE #404, Winter Park, FL 32789
    1/52 52
    Active

    $1,200,000

    2 Beds2 Baths1,220 SqFt

    100 S INTERLACHEN AVE #404, Winter Park, FL 32789

    Condo

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS

    READ MORE

  • 100 S INTERLACHEN AVE #203D, Winter Park, FL 32789
    1/27 27
    Pending

    $775,000

    2 Beds2 Baths1,267 SqFt

    100 S INTERLACHEN AVE #203D, Winter Park, FL 32789

    Condo

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS

    READ MORE

  • 1340 PELHAM RD, Winter Park, FL 32789
    1/38 38
    Pending

    $765,000

    3 Beds2 Baths2,042 SqFt

    1340 PELHAM RD, Winter Park, FL 32789

    Single Family Home

    Listed by MILLER GRANT AND COMPANY

    Stellar MLS

    READ MORE

  • 1161 VALENCIA AVE, Winter Park, FL 32789
    1/66 66
    Active

    $4,650,000

    4 Beds5 Baths4,181 SqFt

    1161 VALENCIA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by THE REAL ESTATE COLLECTION LLC

    Stellar MLS

    READ MORE

  • 1711 CHESTNUT AVE, Winter Park, FL 32789
    1/45 45
    Pending

    $1,040,000

    4 Beds3 Baths2,720 SqFt

    1711 CHESTNUT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by MILLER GRANT AND COMPANY

    Stellar MLS

    READ MORE

  • 915 GARDEN DR, Winter Park, FL 32789
    3D
    Price Dropped by $5K

    $945,000

    3 Beds3 Baths2,456 SqFt

    915 GARDEN DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS CLASSIC

    Stellar MLS

    READ MORE

  • 675 OVERSPIN DR, Winter Park, FL 32789
    1/32 32
    Active

    $829,000

    4 Beds4 Baths3,062 SqFt

    675 OVERSPIN DR, Winter Park, FL 32789

    Single Family Home

    Listed by WEMERT GROUP REALTY LLC

    Stellar MLS

    READ MORE

  • 2843 RIDDLE DR, Winter Park, FL 32789
    1/16 16
    Active

    $2,735

    4 Beds3 Baths1,970 SqFt

    2843 RIDDLE DR, Winter Park, FL 32789

    Single Family Home

    Listed by MAIN STREET RENEWAL LLC

    Stellar MLS

    READ MORE

  • 1500 MICHIGAN AVE #B, Winter Park, FL 32789
    1/10 10
    Active

    $1,499

    2 Beds1 Bath650 SqFt

    1500 MICHIGAN AVE #B, Winter Park, FL 32789

    Condo

    Listed by 407 PROPERTIES

    Stellar MLS

    READ MORE

  • 700 MELROSE AVE #K32, Winter Park, FL 32789
    1/32 32
    Active

    $1,300

    1 Bed1 Bath772 SqFt

    700 MELROSE AVE #K32, Winter Park, FL 32789

    Condo

    Listed by BALDWIN PARK REALTY LLC

    Stellar MLS

    READ MORE

  • Lot #20 KAROLINA AVE, Winter Park, FL 32789
    1/11 11
    Active

    $920,040

    4 Beds4 Baths2,662 SqFt

    Lot #20 KAROLINA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS

    READ MORE

  • Lot #21 KAROLINA AVE, Winter Park, FL 32789
    1/11 11
    Active

    $888,050

    4 Beds4 Baths2,662 SqFt

    Lot #21 KAROLINA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS

    READ MORE

  • 1835 KAROLINA AVE, Winter Park, FL 32789
    1/11 11
    Active

    $864,020

    4 Beds4 Baths2,662 SqFt

    1835 KAROLINA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS

    READ MORE

  • 300 W LAKE SUE AVE, Winter Park, FL 32789
    1/31 31
    Pending

    $2,750

    2 Beds1 Bath1,132 SqFt

    300 W LAKE SUE AVE, Winter Park, FL 32789

    Single Family Home

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS

    READ MORE

  • 955 MINNESOTA AVE, Winter Park, FL 32789
    1/17 17
    Active

    $2,550

    3 Beds1 Bath1,349 SqFt

    955 MINNESOTA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by REAL PROPERTY MANAGEMENT AND REALTY

    Stellar MLS

    READ MORE

  • 200 SANDLEWOOD TRL #4, Winter Park, FL 32789
    1/19 19
    Active

    $1,895

    2 Beds3 Baths1,133 SqFt

    200 SANDLEWOOD TRL #4, Winter Park, FL 32789

    Townhouse

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS

    READ MORE

  • 1357 INDIANA AVE, Winter Park, FL 32789
    1/15 15
    Pending

    $1,800

    2 Beds2 Baths1,090 SqFt

    1357 INDIANA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by ROMAN REALTY GROUP, LLC

    Stellar MLS

    READ MORE

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The Kincheloe Group

Craig Kincheloe License ID: SL3060021

+1(813) 535-3512 craig@kincheloegroup.com

711 S Howard Ave , Suite 200, Tampa, Florida, 33606, USA

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

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Logogram - Whitedefault
The Kincheloe Group

Craig Kincheloe License ID: SL3060021

+1(813) 535-3512 craig@kincheloegroup.com

711 S Howard Ave , Suite 200, Tampa, Florida, 33606, USA

    • Home
      Sell
      1. Home Sale Calculator
      2. Sell Your Home
      3. What is My Home Worth?
      4. Sell Your Home for Cash
      Market Snapshot
    • About
      1. About Us
      2. Contact Us
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      Buy
      1. Mortgage Calculator
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    • Hurricane Help
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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.