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294 Properties

294 Properties Available

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  • 1445 HOLTS GROVE, Winter Park, FL 32789
    1/68 68
    Pending

    $2,650,000

    5 Beds5 Baths4,489 SqFt

    1445 HOLTS GROVE, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS

    READ MORE

  • 645 HUNTINGTON AVE #7, Winter Park, FL 32789
    1/17 17
    Active

    $2,380

    2 Beds3 Baths1,204 SqFt

    645 HUNTINGTON AVE #7, Winter Park, FL 32789

    Townhouse

    Listed by BELMONT REALTY

    Stellar MLS

    READ MORE

  • 1695 LEE RD #C206, Winter Park, FL 32789
    1/27 27
    Active

    $135,000

    2 Beds1 Bath881 SqFt

    1695 LEE RD #C206, Winter Park, FL 32789

    Condo

    Listed by EXP REALTY LLC

    Stellar MLS

    READ MORE

  • 1205 MAYFIELD AVE, Winter Park, FL 32789
    1/27 27
    Active

    $6,995

    4 Beds5 Baths3,948 SqFt

    1205 MAYFIELD AVE, Winter Park, FL 32789

    Single Family Home

    Listed by RE/MAX 200 REALTY

    Stellar MLS

    READ MORE

  • 690 OSCEOLA AVE #407, Winter Park, FL 32789
    1/30 30
    Active

    $2,250

    1 Bed2 Baths915 SqFt

    690 OSCEOLA AVE #407, Winter Park, FL 32789

    Condo

    Listed by CREEGAN GROUP

    Stellar MLS

    READ MORE

  • 235 SANDLEWOOD TRL, Winter Park, FL 32789
    1/18 18
    Active

    $2,000

    3 Beds4 Baths1,413 SqFt

    235 SANDLEWOOD TRL, Winter Park, FL 32789

    Townhouse

    Listed by CFRP REALTY LLC

    Stellar MLS

    READ MORE

  • 690 WILLIAMS DR, Winter Park, FL 32789
    1/48 48
    Pending

    $1,799,000

    3 Beds4 Baths3,121 SqFt

    690 WILLIAMS DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS

    READ MORE

  • 1288 MICHIGAN AVE, Winter Park, FL 32789
    1/9 9
    Active

    $3,500

    6 Beds3 Baths2,722 SqFt

    1288 MICHIGAN AVE, Winter Park, FL 32789

    Single Family Home

    Listed by CQ ORLANDO REALTY INC

    Stellar MLS

    READ MORE

  • 690 OSCEOLA AVE #209, Winter Park, FL 32789
    1/24 24
    Pending

    $393,800

    2 Beds2 Baths1,148 SqFt

    690 OSCEOLA AVE #209, Winter Park, FL 32789

    Condo

    Listed by LOKATION

    Stellar MLS

    READ MORE

  • 2812 WOODSIDE AVE, Winter Park, FL 32789
    1/24 24
    Active

    $625,000

    3 Beds2 Baths1,842 SqFt

    2812 WOODSIDE AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS

    READ MORE

  • 240 ORANGE TERRACE DR, Winter Park, FL 32789
    1/30 30
    Price Dropped by $10K

    $535,000

    4 Beds2 Baths1,718 SqFt

    240 ORANGE TERRACE DR, Winter Park, FL 32789

    Single Family Home

    Listed by A+ REALTY PROFESSIONALS, INC

    Stellar MLS

    READ MORE

  • 430 OLOLU DR, Winter Park, FL 32789
    1/16 16
    Active

    $2,900

    2 Beds1 Bath920 SqFt

    430 OLOLU DR, Winter Park, FL 32789

    Single Family Home

    Listed by MILLER GRANT AND COMPANY

    Stellar MLS

    READ MORE

  • 640 N PARK AVE #4, Winter Park, FL 32789
    1/31 31
    Active

    $2,000

    1 Bed1 Bath673 SqFt

    640 N PARK AVE #4, Winter Park, FL 32789

    Condo

    Listed by UNITED REAL ESTATE PREFERRED

    Stellar MLS

    READ MORE

  • 1181 VIA CAPRI, Winter Park, FL 32789
    1/19 19
    Active

    $5,950,000

    5 Beds6 Baths4,448 SqFt

    1181 VIA CAPRI, Winter Park, FL 32789

    Single Family Home

    Listed by PHIL KEAN REAL ESTATE LLC

    Stellar MLS

    READ MORE

  • 1120 PALMER AVE, Winter Park, FL 32789
    1/35 35
    Active

    $4,250,000

    3 Beds4 Baths3,413 SqFt

    1120 PALMER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by PHIL KEAN REAL ESTATE LLC

    Stellar MLS

    READ MORE

  • 1785 HOLLYWOOD AVE, Winter Park, FL 32789
    1/40 40
    Pending

    $1,299,900

    3 Beds3 Baths2,242 SqFt

    1785 HOLLYWOOD AVE, Winter Park, FL 32789

    Single Family Home

    Listed by MILLENIUM REALTY GROUP

    Stellar MLS

    READ MORE

  • 2886 CAREW AVE, Winter Park, FL 32789
    1/29 29
    Active

    $2,550

    4 Beds3 Baths1,701 SqFt

    2886 CAREW AVE, Winter Park, FL 32789

    Single Family Home

    Listed by THE TEAM REAL ESTATE GROUP INC

    Stellar MLS

    READ MORE

  • 1927 ELAND AVE, Winter Park, FL 32789
    1/52 52
    Active

    $893,000

    5 Beds3 Baths2,242 SqFt

    1927 ELAND AVE, Winter Park, FL 32789

    Single Family Home

    Listed by PERFECT INVESTMENT REALTY

    Stellar MLS

    READ MORE

  • 851 MILES AVE #8, Winter Park, FL 32789
    1/20 20
    Active

    $1,705

    2 Beds1 Bath808 SqFt

    851 MILES AVE #8, Winter Park, FL 32789

    Condo

    Listed by LPT REALTY, LLC

    Stellar MLS

    READ MORE

  • 698 N NEW YORK AVE, Winter Park, FL 32789
    1/2 2
    Active

    $5,549,000

    5 Beds6 Baths5,096 SqFt

    698 N NEW YORK AVE, Winter Park, FL 32789

    Single Family Home

    Listed by CORCORAN PREMIER REALTY

    Stellar MLS

    READ MORE

  • 101 S NEW YORK AVE #313, Winter Park, FL 32789
    1/70 70
    Pending

    $1,695,000

    3 Beds4 Baths3,147 SqFt

    101 S NEW YORK AVE #313, Winter Park, FL 32789

    Condo

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS

    READ MORE

  • 1710 OAKHURST AVE, Winter Park, FL 32789
    1/44 44
    Active

    $4,850

    4 Beds4 Baths3,714 SqFt

    1710 OAKHURST AVE, Winter Park, FL 32789

    Single Family Home

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS

    READ MORE

  • 887 GEORGIA AVE, Winter Park, FL 32789
    1/51 51
    Active

    $6,500,000

    6 Beds6 Baths5,759 SqFt

    887 GEORGIA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS

    READ MORE

  • 1752 CHESTNUT AVE, Winter Park, FL 32789
    1/64 64
    Active

    $2,199,999

    4 Beds5 Baths3,314 SqFt

    1752 CHESTNUT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    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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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
      3. Reviews
      Buy
      1. Mortgage Calculator
      2. Affordability Calculator
    • 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.