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638 Properties
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638 Properties Available In Winter Park

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  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
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FL >Winter Park >
Market Insights
  • 2105 FOSGATE DR, Winter Park, FL 32789
    5 Beds4 Baths3,068 SqFt
    1/58 58
    Exclusive Listing
    Active

    $1,325,000

    2105 FOSGATE DR, Winter Park, FL 32789

    Listed by LPT REALTY, LLC

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

    $540,000

    1713 W CHERYL DR, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 2478 WHITEHALL CIR, Winter Park, FL 32792
    3 Beds2 Baths2,256 SqFt
    1/36 36
    Exclusive Listing
    Open Sat 12PM-3PM

    $750,000

    2478 WHITEHALL CIR, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 2011 CORNELL AVE, Winter Park, FL 32789
    2 Beds2 Baths1,091 SqFt
    1/10 10
    Exclusive Listing
    New

    $2,300

    2011 CORNELL AVE, Winter Park, FL 32789

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 2011 CORNELL AVE #2, Winter Park, FL 32789
    1 Bed1 Bath1,091 SqFt
    Exclusive Listing
    New

    $1,200

    2011 CORNELL AVE #2, Winter Park, FL 32789

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 3045 AARON BURR AVE #12D, Winter Park, FL 32792
    2 Beds2 Baths1,062 SqFt
    1/24 24
    Exclusive Listing
    Active

    $1,650

    3045 AARON BURR AVE #12D, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 1946 STRATHAVEN RD, Winter Park, FL 32792
    3 Beds2 Baths2,102 SqFt
    1/79 79
    Exclusive Listing
    Active

    $3,450

    1946 STRATHAVEN RD, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 2247 MARSH SEDGE LN, Winter Park, FL 32792
    4 Beds3 Baths2,192 SqFt
    1/62 62
    Exclusive Listing
    Pending

    $779,000

    2247 MARSH SEDGE LN, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 336 BLUE HERON DR, Winter Park, FL 32789
    3 Beds3 Baths1,754 SqFt
    1/33 33
    Exclusive Listing
    Active

    $4,400

    336 BLUE HERON DR, Winter Park, FL 32789

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 631 WARRENTON RD, Winter Park, FL 32792
    2 Beds2 Baths1,320 SqFt
    1/20 20
    Exclusive Listing
    Pending

    $334,985

    631 WARRENTON RD, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 730 W SWOOPE AVE, Winter Park, FL 32789
    5 Beds3 Baths2,132 SqFt
    1/72 72
    Exclusive Listing
    Price Dropped by $25K

    $825,000

    730 W SWOOPE AVE, Winter Park, FL 32789

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 1891 LAKE SPIER DR, Winter Park, FL 32789
    5 Beds4 Baths3,932 SqFt
    1/34 34
    Exclusive Listing
    Pending

    $2,999,000

    1891 LAKE SPIER DR, Winter Park, FL 32789

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 2812 BRIGHT BIRD LN, Winter Park, FL 32792
    3 Beds3 Baths1,907 SqFt
    1/43 43
    Exclusive Listing
    Pending

    $440,000

    2812 BRIGHT BIRD LN, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 2227 COVENTRY DR, Winter Park, FL 32792
    4 Beds3 Baths2,076 SqFt
    1/61 61
    Exclusive Listing
    Active

    $515,000

    2227 COVENTRY DR, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 5325 CYPRESS RESERVE PL, Winter Park, FL 32792
    5 Beds4 Baths3,598 SqFt
    1/65 65
    Exclusive Listing
    Price Dropped by $15K

    $935,000

    5325 CYPRESS RESERVE PL, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 2033 CANNY CV, Winter Park, FL 32792
    3 Beds3 Baths1,907 SqFt
    1/34 34
    Exclusive Listing
    Active

    $452,000

    2033 CANNY CV, Winter Park, FL 32792

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 126 SCOTTSDALE SQ #126, Winter Park, FL 32792
    2 Beds2 Baths1,085 SqFt
    3D
    Exclusive Listing
    Active

    $135,000

    126 SCOTTSDALE SQ #126, Winter Park, FL 32792

    Listed by LPT REALTY

    Stellar MLS
  • 1820 BLAINE TER, Winter Park, FL 32792
    3 Beds3 Baths1,725 SqFt
    1/51 51
    Exclusive Listing
    Pending

    $425,000

    1820 BLAINE TER, Winter Park, FL 32792

    Listed by LPT REALTY

    Stellar MLS
  • 1752 CHESTNUT AVE, Winter Park, FL 32789
    4 Beds5 Baths3,314 SqFt
    1/64 64
    Open Sat 12PM-2PM

    $2,199,999

    1752 CHESTNUT AVE, Winter Park, FL 32789

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 541 LONDON RD, Winter Park, FL 32792
    3 Beds2 Baths1,899 SqFt
    1/31 31
    Open Sat 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
  • 130 KILLARNEY BAY CT #5-3, Winter Park, FL 32789
    2 Beds3 Baths1,536 SqFt
    1/54 54
    Open Sat 11AM-1PM

    $479,000

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

    Listed by KELLER WILLIAMS WINTER PARK

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

    $339,500

    3103 ASH PARK LOOP, Winter Park, FL 32792

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
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Eileen Sells Orlando
LPT Realty

Eileen Winfrey License ID: BK3114229

+1(407) 615-0081 eileen@teamwinfrey.com

Orlando, FL

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Eileen Sells Orlando
LPT Realty

Eileen Winfrey License ID: BK3114229

+1(407) 615-0081 eileen@teamwinfrey.com

Orlando, FL

    • Home
      Sell
      1. Sell My Home
      2. Home Valuation
      Market Snapshot
    • Search
      Blog
      Neighborhoods
      1. Orlando
      2. Lake Nona
      3. Winter Park
      4. Oviedo
      5. Kissimmee
      6. Maitland
    • Buy
      1. Featured Listings
      2. Sold Listings
      About
      1. Join the Team
      2. Contact Us

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.