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521 Properties
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521 Featured Properties Available

  • Default
  • Newest Listings
  • Price-High To Low
  • Price-Low To High
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • 2503 VERSAILLES AVE, Winter Park, FL 32789
    5 Beds5 Baths4,026 SqFt
    1/53 53
    Open Sat 1PM-3PM

    $2,775,000

    2503 VERSAILLES AVE, Winter Park, FL 32789

    Listed by Sarah Tomlinson COMPASS FLORIDA LLC

    Stellar MLS
  • 2817 FITZOOTH DR, Winter Park, FL 32792
    3 Beds2 Baths1,619 SqFt
    1/47 47
    Open Sat 11AM-2PM

    $639,000

    2817 FITZOOTH DR, Winter Park, FL 32792

    Listed by Diego Trujillo-Castillo DJ & LINDSEY REAL ESTATE

    Stellar MLS
  • 2015 SUMMERFIELD RD, Winter Park, FL 32792
    4 Beds4 Baths3,024 SqFt
    1/50 50
    Open Sun 12PM-3PM

    $1,375,000

    2015 SUMMERFIELD RD, Winter Park, FL 32792

    Listed by Christina Fata REAL BROKER, LLC

    Stellar MLS
  • 1751 GLENCOE RD, Winter Park, FL 32789
    5 Beds7 Baths4,520 SqFt
    1/45 45
    Open Sat 1PM-3PM

    $3,895,000

    1751 GLENCOE RD, Winter Park, FL 32789

    Listed by Julie Christensen COMPASS FLORIDA LLC

    Stellar MLS
  • 1408 CHAPMAN CIR, Winter Park, FL 32789
    4 Beds4 Baths3,237 SqFt
    1/57 57
    Open Sun 2PM-4PM

    $1,525,000

    1408 CHAPMAN CIR, Winter Park, FL 32789

    Listed by Jennifer Sloan COMPASS FLORIDA LLC

    Stellar MLS
  • 1267 MICHIGAN AVE, Winter Park, FL 32789
    3 Beds3 Baths1,798 SqFt
    1/31 31
    Open Sun 2PM-4PM

    $645,000

    1267 MICHIGAN AVE, Winter Park, FL 32789

    Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 1500 GAY RD #24B, Winter Park, FL 32789
    2 Beds2 Baths1,026 SqFt
    1/17 17
    Open Sun 2PM-4PM

    $275,000

    1500 GAY RD #24B, Winter Park, FL 32789

    Listed by Janice Erickson REALCOM REAL ESTATE SERVICES INC

    Stellar MLS
  • 1875 STAUNTON AVE, Winter Park, FL 32789
    4 Beds2 Baths2,036 SqFt
    1/16 16
    Open Sat 10AM-12PM

    $560,000

    1875 STAUNTON AVE, Winter Park, FL 32789

    Listed by Jill Healey KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 3019 ANTIQUE OAKS CIR #124, Winter Park, FL 32792
    1 Bed1 Bath749 SqFt
    1/16 16
    Open Sat 10AM-12PM

    $158,500

    3019 ANTIQUE OAKS CIR #124, Winter Park, FL 32792

    Listed by Cassandra Kelly Flores COLDWELL BANKER REALTY

    Stellar MLS
  • 1849 VIBURNUM LN, Winter Park, FL 32792
    4 Beds2 Baths1,627 SqFt
    1/27 27
    Open Sat 11AM-1PM

    $425,000

    1849 VIBURNUM LN, Winter Park, FL 32792

    Listed by Lesly Hijar REAL BROKER, LLC

    Stellar MLS
  • 1270 ARLINGTON PL, Winter Park, FL 32789
    3 Beds4 Baths2,964 SqFt
    1/55 55
    Open Sun 1PM-4PM

    $1,599,000

    1270 ARLINGTON PL, Winter Park, FL 32789

    Listed by Brian Mitnik RE/MAX 200 REALTY

    Stellar MLS
  • 5338 TANGERINE AVE, Winter Park, FL 32792
    4 Beds2 Baths2,195 SqFt
    1/37 37
    Open Sat 12PM-2PM

    $459,900

    5338 TANGERINE AVE, Winter Park, FL 32792

    Listed by Mystique Barba CENTURY 21 CARIOTI

    Stellar MLS
  • 1780 BRYAN AVE, Winter Park, FL 32789
    4 Beds2 Baths1,617 SqFt
    1/8 8
    New

    $800,000

    1780 BRYAN AVE, Winter Park, FL 32789

    Listed by Nick McKee KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1347 ORCHID AVE, Winter Park, FL 32789
    4 Beds2 Baths1,490 SqFt
    1/15 15
    New

    $449,900

    1347 ORCHID AVE, Winter Park, FL 32789

    Listed by Ken Sheldon SHELDON PROFESSIONALS INC

    Stellar MLS
  • 1695 LEE RD #E204, Winter Park, FL 32789
    2 Beds1 Bath881 SqFt
    1/27 27
    New

    $129,900

    1695 LEE RD #E204, Winter Park, FL 32789

    Listed by Brandy Ray LOKATION

    Stellar MLS
  • 350 N PHELPS AVE, Winter Park, FL 32789
    4 Beds3 Baths2,267 SqFt
    1/50 50
    New

    $4,000

    350 N PHELPS AVE, Winter Park, FL 32789

    Listed by Freddy Decoster GOYAL & DECOSTER REALTY

    Stellar MLS
  • 1929 S LAKEMONT AVE, Winter Park, FL 32792
    3 Beds4 Baths2,160 SqFt
    1/32 32
    New

    $949,000

    1929 S LAKEMONT AVE, Winter Park, FL 32792

    Listed by Brandon Geers COMPASS FLORIDA LLC

    Stellar MLS
  • 2224 SHADOWLAND LOOP, Winter Park, FL 32792
    3 Beds3 Baths2,308 SqFt
    1/42 42
    New

    $450,000

    2224 SHADOWLAND LOOP, Winter Park, FL 32792

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

    Stellar MLS
  • 220 OVERLOOK RD, Winter Park, FL 32789
    2 Beds2 Baths1,393 SqFt
    1/20 20
    New

    $3,600

    220 OVERLOOK RD, Winter Park, FL 32789

    Listed by Julie Bombardo PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 3007 ASH PARK PT, Winter Park, FL 32792
    2 Beds2 Baths1,408 SqFt
    1/24 24
    New

    $2,195

    3007 ASH PARK PT, Winter Park, FL 32792

    Listed by Todd Norwood BESPOKE REAL ESTATE

    Stellar MLS
  • 1600 PALMER AVE, Winter Park, FL 32789
    3 Beds3 Baths2,550 SqFt
    1/49 49
    New

    $1,200,000

    1600 PALMER AVE, Winter Park, FL 32789

    Listed by Dee Morgan KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 7506 ALOMA PINES CT, Winter Park, FL 32792
    3 Beds3 Baths1,787 SqFt
    1/27 27
    New

    $380,000

    7506 ALOMA PINES CT, Winter Park, FL 32792

    Listed by Corey Van Dyke HOMEVEST REALTY

    Stellar MLS
  • 1913 WOODCREST DR #B, Winter Park, FL 32792
    2 Beds2 Baths987 SqFt
    1/22 22
    New

    $225,000

    1913 WOODCREST DR #B, Winter Park, FL 32792

    Listed by Irina Paul, LLC FUTURE HOME REALTY INC

    Stellar MLS
  • 151 LEWFIELD CIR #4, Winter Park, FL 32792
    1 Bed1 Bath678 SqFt
    1/30 30
    New

    $155,000

    151 LEWFIELD CIR #4, Winter Park, FL 32792

    Listed by Susan Tamlin KELLER WILLIAMS REALTY AT THE PARKS

    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">
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 2025. 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">
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 2025. All Rights Reserved.