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566 Properties
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566 Featured Properties Available

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  • Newest Listings
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  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • 1421 CHAPMAN CIR, Winter Park, FL 32789
    4 Beds4 Baths3,578 SqFt
    1/49 49
    Open Sat 1PM-3PM

    $1,550,000

    1421 CHAPMAN CIR, Winter Park, FL 32789

    Listed by Kelly Price KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 240 N PHELPS AVE, Winter Park, FL 32789
    5 Beds5 Baths2,889 SqFt
    1/41 41
    Open Sun 1PM-4PM

    $2,250,000

    240 N PHELPS AVE, Winter Park, FL 32789

    Listed by Nick McKee KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1265 ARLINGTON PL, Winter Park, FL 32789
    3 Beds4 Baths2,030 SqFt
    1/38 38
    Open Sat 11AM-1PM

    $879,000

    1265 ARLINGTON PL, Winter Park, FL 32789

    Listed by Erika Beerbower FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 2700 CADY WAY, Winter Park, FL 32792
    4 Beds2 Baths1,876 SqFt
    1/49 49
    Open Sat 1PM-3PM

    $649,000

    2700 CADY WAY, Winter Park, FL 32792

    Listed by Megan Byers PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 5894 SHALE CT, Winter Park, FL 32792
    2 Beds2 Baths1,027 SqFt
    1/56 56
    Open Sat 10AM-12PM

    $315,000

    5894 SHALE CT, Winter Park, FL 32792

    Listed by Thomas Nickley, Jr KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
  • 1473 BERKSHIRE AVE, Winter Park, FL 32789
    5 Beds4 Baths2,351 SqFt
    1/38 38
    Open Sat 11AM-3PM

    $1,429,000

    1473 BERKSHIRE AVE, Winter Park, FL 32789

    Listed by Gilson Rodrigues KARDOSH REALTY

    Stellar MLS
  • 528 SAINT DUNSTAN WAY, Winter Park, FL 32792
    3 Beds2 Baths1,656 SqFt
    1/35 35
    Open Sat 12PM-2PM

    $535,000

    528 SAINT DUNSTAN WAY, Winter Park, FL 32792

    Listed by Jonathan Cole KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 641 W LYMAN AVE, Winter Park, FL 32789
    3 Beds2 Baths1,120 SqFt
    1/36 36
    Open Sat 11AM-2PM

    $509,000

    641 W LYMAN AVE, Winter Park, FL 32789

    Listed by Ted Moseley REAL BROKER, LLC

    Stellar MLS
  • 700 MELROSE AVE #K25, Winter Park, FL 32789
    1 Bed1 Bath787 SqFt
    1/30 30
    Open Sun 2PM-4PM

    $245,000

    700 MELROSE AVE #K25, Winter Park, FL 32789

    Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 641 NORTHWOOD CIRCLE, Winter Park, FL 32789
    3 Beds5 Baths2,756 SqFt
    1/36 36
    Open Sat 1PM-3PM

    $1,795,000

    641 NORTHWOOD CIRCLE, Winter Park, FL 32789

    Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 3641 OAK VISTA LN, Winter Park, FL 32792
    3 Beds2 Baths1,645 SqFt
    1/43 43
    Open Sun 1PM-3PM

    $475,000

    3641 OAK VISTA LN, Winter Park, FL 32792

    Listed by Laurie Cain CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 2974 CHANTILLY AVE, Winter Park, FL 32789
    3 Beds2 Baths1,433 SqFt
    1/26 26
    Open Sun 12PM-2PM

    $550,000

    2974 CHANTILLY AVE, Winter Park, FL 32789

    Listed by Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 700 MELROSE AVE #F 21, Winter Park, FL 32789
    1 Bed1 Bath787 SqFt
    1/27 27
    Open Sun 2PM-4PM

    $235,900

    700 MELROSE AVE #F 21, Winter Park, FL 32789

    Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 649 N PARK AVE, Winter Park, FL 32789
    3 Beds5 Baths3,180 SqFt
    1/44 44
    Open Sat 12PM-2PM

    $3,500,000

    649 N PARK AVE, Winter Park, FL 32789

    Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1850 ASTER DR, Winter Park, FL 32792
    4 Beds3 Baths1,656 SqFt
    1/50 50
    Open Sat 3PM-5PM

    $500,000

    1850 ASTER DR, Winter Park, FL 32792

    Listed by Brianna Lalumiere EXP REALTY LLC

    Stellar MLS
  • 7577 DOCKSIDE ST, Winter Park, FL 32792
    3 Beds2 Baths1,245 SqFt
    1/30 30
    Open Sat 1PM-4PM

    $370,000

    7577 DOCKSIDE ST, Winter Park, FL 32792

    Listed by Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    Stellar MLS
  • 2803 BANCHORY RD, Winter Park, FL 32792
    4 Beds2 Baths1,596 SqFt
    1/31 31
    Open Sun 2PM-4PM

    $495,000

    2803 BANCHORY RD, Winter Park, FL 32792

    Listed by Melissa Johnson EXP REALTY LLC

    Stellar MLS
  • 1320 GLADIOLAS DR, Winter Park, FL 32792
    4 Beds2 Baths1,624 SqFt
    1/43 43
    Open Sat 11AM-3PM

    $480,000

    1320 GLADIOLAS DR, Winter Park, FL 32792

    Listed by Deborah Morgan OPTIMA REAL ESTATE

    Stellar MLS
  • 942 ENCLAVE PL, Winter Park, FL 32792
    5 Beds5 Baths3,831 SqFt
    1/3 3
    Open Sat 11AM-1PM

    $2,195,000

    942 ENCLAVE PL, Winter Park, FL 32792

    Listed by Matthew Burks CORCORAN PREMIER REALTY

    Stellar MLS
  • 946 ENCLAVE PL, Winter Park, FL 32792
    5 Beds6 Baths3,989 SqFt
    1/3 3
    Open Sat 11AM-1PM

    $2,175,000

    946 ENCLAVE PL, Winter Park, FL 32792

    Listed by Matthew Burks CORCORAN PREMIER REALTY

    Stellar MLS
  • 950 ENCLAVE PL, Winter Park, FL 32792
    5 Beds5 Baths3,797 SqFt
    1/3 3
    Open Sat 11AM-1PM

    $2,125,000

    950 ENCLAVE PL, Winter Park, FL 32792

    Listed by Laura Earl CORCORAN PREMIER REALTY

    Stellar MLS
  • 1741 MIZELL AVE, Winter Park, FL 32789
    3 Beds2 Baths2,015 SqFt
    1/41 41
    Open Sat 2PM-4PM

    $1,095,000

    1741 MIZELL AVE, Winter Park, FL 32789

    Listed by Farah Novin PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 3135 HEARTLEAF PL, Winter Park, FL 32792
    4 Beds3 Baths2,749 SqFt
    1/36 36
    Open Sun 1PM-3PM

    $659,900

    3135 HEARTLEAF PL, Winter Park, FL 32792

    Listed by Shirley Jones COLDWELL BANKER REALTY

    Stellar MLS
  • 333 CORNWALL RD, Winter Park, FL 32792
    4 Beds2 Baths1,660 SqFt
    1/32 32
    Open Sat 2PM-4PM

    $579,000

    333 CORNWALL RD, Winter Park, FL 32792

    Listed by Melissa Johnson EXP REALTY LLC

    Stellar MLS
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<img src="lake-mary-community.jpg" alt="Lake Mary Florida neighborhood guided by Tom McNamara Realtor" title="Lake Mary Homes - The McNamara Experience">
Tom McNamara | License ID: BK3342759
1386 Tadsworth Ter, Lake Mary, FL, 32746, USA

+1(407) 754-6412

team@themcnamaraexperience.com

Get My App

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.

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

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

<img src="lake-mary-community.jpg" alt="Lake Mary Florida neighborhood guided by Tom McNamara Realtor" title="Lake Mary Homes - The McNamara Experience">
Tom McNamara | License ID: BK3342759
1386 Tadsworth Ter, Lake Mary, FL, 32746, USA

+1(407) 754-6412

team@themcnamaraexperience.com

Get My App

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.

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

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.