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372 Properties
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372 Featured Properties Available

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  • Price-High To Low
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  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
  • 101 S NEW YORK AVE #313, Winter Park, FL 32789
    3 Beds4 Baths3,147 SqFt
    1/70 70
    Open Sun 2PM-4PM

    $1,695,000

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

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 259 BLOSSOM LN, Winter Park, FL 32789
    3 Beds2 Baths1,354 SqFt
    3D
    Open Sun 1PM-3:30PM

    $415,000

    259 BLOSSOM LN, Winter Park, FL 32789

    Listed by LEGACY REALTY & BROKERS LLC

    Stellar MLS
  • 1752 CHESTNUT AVE, Winter Park, FL 32789
    4 Beds5 Baths3,314 SqFt
    1/64 64
    Open Sun 2PM-4PM

    $2,199,999

    1752 CHESTNUT AVE, Winter Park, FL 32789

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1421 SUNSET DR, Winter Park, FL 32789
    3 Beds4 Baths1,672 SqFt
    1/32 32
    Open Sun 12PM-2PM

    $850,000

    1421 SUNSET DR, Winter Park, FL 32789

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 541 LONDON RD, Winter Park, FL 32792
    3 Beds2 Baths1,899 SqFt
    1/31 31
    Open 8/2 11AM-2PM

    $468,000

    541 LONDON RD, Winter Park, FL 32792

    Listed by REVEL REALTY LLC

    Stellar MLS
  • 438 W SWOOPE AVE, Winter Park, FL 32789
    4 Beds4 Baths2,604 SqFt
    1/50 50
    Open Sun 2PM-4PM

    $790,000

    438 W SWOOPE AVE, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 595 HUNTINGTON AVE #4, Winter Park, FL 32789
    3 Beds3 Baths1,951 SqFt
    1/37 37
    Open Sun 1PM-3PM

    $675,000

    595 HUNTINGTON AVE #4, Winter Park, FL 32789

    Listed by COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 1713 W CHERYL DR, Winter Park, FL 32792
    4 Beds2 Baths2,030 SqFt
    1/32 32
    Open Sun 11AM-3PM

    $540,000

    1713 W CHERYL DR, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 208 BREWER AVE, Winter Park, FL 32789
    4 Beds4 Baths2,173 SqFt
    1/55 55
    Open Sun 1PM-3PM

    $995,000

    208 BREWER AVE, Winter Park, FL 32789

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 130 KILLARNEY BAY CT #5-3, Winter Park, FL 32789
    2 Beds3 Baths1,536 SqFt
    1/54 54
    Open 8/2 11AM-1PM

    $479,000

    130 KILLARNEY BAY CT #5-3, Winter Park, FL 32789

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 2478 WHITEHALL CIR, Winter Park, FL 32792
    3 Beds2 Baths2,256 SqFt
    1/36 36
    Open 8/2 11AM-2PM

    $750,000

    2478 WHITEHALL CIR, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 3103 ASH PARK LOOP, Winter Park, FL 32792
    2 Beds2 Baths1,408 SqFt
    1/27 27
    Open Sun 1PM-4PM

    $339,500

    3103 ASH PARK LOOP, Winter Park, FL 32792

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1330 MERRYDALE WAY, Winter Park, FL 32792
    3 Beds3 Baths2,312 SqFt
    1/28 28
    Open 8/2 10AM-12PM

    $479,900

    1330 MERRYDALE WAY, Winter Park, FL 32792

    Listed by SELECTA REALTY LLC

    Stellar MLS
  • 1471 BROAD WING LN, Winter Park, FL 32792
    3 Beds3 Baths2,010 SqFt
    3D
    Open Sun 1PM-3PM

    $450,000

    1471 BROAD WING LN, Winter Park, FL 32792

    Listed by EXP REALTY LLC

    Stellar MLS
  • 1516 PINEWOOD DR, Winter Park, FL 32789
    2 Beds1 Bath1,028 SqFt
    1/29 29
    Open Sat 1PM-4PM

    $369,000

    1516 PINEWOOD DR, Winter Park, FL 32789

    Listed by LIST NOW REALTY, LLC

    Stellar MLS
  • 3759 KINSLEY PL, Winter Park, FL 32792
    4 Beds3 Baths2,251 SqFt
    1/77 77
    Open 8/2 1PM-4PM

    $689,900

    3759 KINSLEY PL, Winter Park, FL 32792

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 620 DARCEY DR, Winter Park, FL 32792
    4 Beds2 Baths2,076 SqFt
    1/30 30
    Open Sun 1PM-4PM

    $765,000

    620 DARCEY DR, Winter Park, FL 32792

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 100 S INTERLACHEN AVE #204D, Winter Park, FL 32789
    2 Beds2 Baths1,143 SqFt
    1/51 51
    Open Sun 1PM-4PM

    $799,000

    100 S INTERLACHEN AVE #204D, Winter Park, FL 32789

    Listed by COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 7895 PLEASANT PINE CIR, Winter Park, FL 32792
    5 Beds4 Baths3,568 SqFt
    1/47 47
    Open 8/16 10AM-12PM

    $725,000

    7895 PLEASANT PINE CIR, Winter Park, FL 32792

    Listed by ALL REAL ESTATE & INVESTMENTS

    Stellar MLS
  • 617 WORTHINGTON DR, Winter Park, FL 32789
    5 Beds5 Baths3,533 SqFt
    1/45 45
    Open Sun 2PM-4PM

    $1,976,000

    617 WORTHINGTON DR, Winter Park, FL 32789

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 2211 AZALEA PL, Winter Park, FL 32789
    5 Beds7 Baths7,278 SqFt
    1/99 99
    Open 8/2 1PM-3PM

    $6,180,000

    2211 AZALEA PL, Winter Park, FL 32789

    Listed by FORTUNE INTERNATIONAL REALTY

    Stellar MLS
  • 1820 GLENCOE RD, Winter Park, FL 32789
    5 Beds7 Baths4,055 SqFt
    1/75 75
    Open Sun 11AM-1PM

    $3,895,000

    1820 GLENCOE RD, Winter Park, FL 32789

    Listed by CORCORAN PREMIER REALTY

    Stellar MLS
  • 1780 MIZELL AVE., Winter Park, FL 32789
    4 Beds4 Baths2,743 SqFt
    1/59 59
    Open 8/2 11AM-1PM

    $1,695,000

    1780 MIZELL AVE., Winter Park, FL 32789

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 446 ALBERTA DR, Winter Park, FL 32789
    4 Beds3 Baths3,263 SqFt
    1/69 69
    Open 8/2 12PM-2PM

    $1,750,000

    446 ALBERTA DR, Winter Park, FL 32789

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
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