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Winter Park Homes For Sale & Real Estate - 393 homes

Winter Park homes for sale are located in Seminole County, Florida. Find homes in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park houses.

Location: Winter Park

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  • 5180 LAZY OAKS DR #5180, WINTER PARK, FL 32792

    $290,00029 Days on yellowkey   MLS ID: O6395367

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6395367 - 5180 LAZY OAKS DR #5180, WINTER PARK, FL 32792 29 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1008
       Built: 1984
    Monthly Fee: $277
       Tax: $1,746 (2024)
    Community: Lazy Oaks Condo
    Condo


    Estimated Monthly Payment: $2,012 (change assumption)
    Mortgage ($1,589) + Fees ($277) + Taxes in 2024 ($146)


    Taxes:$1,746

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 4768 TANGERINE AVE #4768, WINTER PARK, FL 32792

    $185,00065 Days on yellowkey   MLS ID: S5144503

    REDUCED by $9,900 (5.1%) on 04/08/2026

    For Sale S5144503 - 4768 TANGERINE AVE #4768, WINTER PARK, FL 32792 17 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 753
       Built: 1973
    Monthly Fee: $280
       Tax: $1,479 (2024)
    Community: Wrenwood Condo
    Condo


    Estimated Monthly Payment: $1,417 (change assumption)
    Mortgage ($1,014) + Fees ($280) + Taxes in 2024 ($123)


    Taxes:$1,479

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 550 PALMER AVE, WINTER PARK, FL 32789

    $6,895,000190 Days on yellowkey   MLS ID: O6349188

    For Sale O6349188 - 550 PALMER AVE, WINTER PARK, FL 32789 76 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5939
       Built: 2025   Tax: $10,292 (2025)
    Community: Osceola Place
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $38,638 (change assumption)
    Mortgage ($37,780) + Taxes in 2025 ($858)


    Taxes:$10,292

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1750 CAROLLEE LANE, WINTER PARK, FL 32789

    $1,890,00041 Days on yellowkey   MLS ID: O6391179

    REDUCED by $105,000 (5.3%) on 04/08/2026

    For Sale O6391179 - 1750 CAROLLEE LANE, WINTER PARK, FL 32789 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3249
       Built: 2012   Tax: $24,658 (2025)
    Community: Green Terrace V/140 Lot 3 Blk B
    Single Family


    Estimated Monthly Payment: $12,411 (change assumption)
    Mortgage ($10,356) + Taxes in 2025 ($2,055)


    Taxes:$24,658

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 675 OVERSPIN DR, WINTER PARK, FL 32789

    $775,00080 Days on yellowkey   MLS ID: O6378975

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6378975 - 675 OVERSPIN DR, WINTER PARK, FL 32789 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3062
       Built: 2010   Tax: $11,578 (2025)
    Community: Dubsdread Heights
    Single Family


    Estimated Monthly Payment: $5,211 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($965)


    Taxes:$11,578

    Elementary School: Princeton Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 4923 N MAGNOLIA AVE, WINTER PARK, FL 32792

    $390,00023 Days on yellowkey   MLS ID: O6396378

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6396378 - 4923 N MAGNOLIA AVE, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1559
       Built: 1953   Tax: $2,479 (2025)
    Community: Suburban Homes
    Single Family


    Estimated Monthly Payment: $2,344 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($207)


    Taxes:$2,479

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 518 SHOREVIEW AVE, WINTER PARK, FL 32789

    $490,09037 Days on yellowkey   MLS ID: O6392797

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6392797 - 518 SHOREVIEW AVE, WINTER PARK, FL 32789 35 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1609
       Built: 1920   Tax: $3,919 (2025)
    Community: Killarney Estates
    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,685) + Taxes in 2025 ($327)


    Taxes:$3,919

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1760 PERUVIAN LN, WINTER PARK, FL 32792

    $339,00054 Days on yellowkey   MLS ID: A4685217

    For Sale A4685217 - 1760 PERUVIAN LN, WINTER PARK, FL 32792 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1160
       Built: 1960   Tax: $3,470 (2025)
    Community: Eastbrook Sub Unit 06
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,147 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($289)


    Taxes:$3,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7474 ALOMA PINES CT, WINTER PARK, FL 32792

    $359,50098 Days on yellowkey   MLS ID: O6376008

    For Sale O6376008 - 7474 ALOMA PINES CT, WINTER PARK, FL 32792 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1872
       Built: 2017
    Monthly Fee: $396
       Tax: $4,477 (2024)
    Community: Aloma Trails
    Townhouse


    Estimated Monthly Payment: $2,739 (change assumption)
    Mortgage ($1,970) + Fees ($396) + Taxes in 2024 ($373)


    Taxes:$4,477

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 432 WORTHINGTON DR, WINTER PARK, FL 32789

    $2,719,00029 Days on yellowkey   MLS ID: O6390186

    For Sale O6390186 - 432 WORTHINGTON DR, WINTER PARK, FL 32789 17 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3845
       Built: 2026   Tax: $8,705 (2025)
    Community: Kenilworth Shores Sec 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,624 (change assumption)
    Mortgage ($14,898) + Taxes in 2025 ($725)


    Taxes:$8,705

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 621 HUNTINGTON AVE, WINTER PARK, FL 32789

    $1,795,00030 Days on yellowkey   MLS ID: O6394464

    For Sale O6394464 - 621 HUNTINGTON AVE, WINTER PARK, FL 32789 38 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2399
       Built: 2008   Tax: $12,854 (2025)
    Community: Winter Park Rev
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,907 (change assumption)
    Mortgage ($9,835) + Taxes in 2025 ($1,071)


    Taxes:$12,854

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 141 GLENRIDGE WAY, WINTER PARK, FL 32789

    $3,250,00034 Days on yellowkey   MLS ID: O6393616

    For Sale O6393616 - 141 GLENRIDGE WAY, WINTER PARK, FL 32789 66 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5243
       Built: 2008   Tax: $40,155 (2025)
    Community: Charmont
    Single Family


    Estimated Monthly Payment: $21,154 (change assumption)
    Mortgage ($17,808) + Taxes in 2025 ($3,346)


    Taxes:$40,155

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • WINTER PARK, FL 32789

    $257,00034 Days on yellowkey   MLS ID: O6393932

    1 Days Off yellowkey (back on 4/6/2026)

    For Sale O6393932 - WINTER PARK, FL 32789 30 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 959
       Built: 1984
    Monthly Fee: $318
       Tax: $3,011 (2025)
    Community: Sandlewood Creek Condo Ph 04
    Condo


    Estimated Monthly Payment: $1,977 (change assumption)
    Mortgage ($1,408) + Fees ($318) + Taxes in 2025 ($251)


    Taxes:$3,011

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1742 TEMPLE DR, WINTER PARK, FL 32789

    $3,449,99987 Days on yellowkey   MLS ID: O6378905

    REDUCED by $99,991 (2.8%) on 04/05/2026

    For Sale O6378905 - 1742 TEMPLE DR, WINTER PARK, FL 32789 73 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3658
       Built: 2003   Tax: $22,077 (2024)
    Community: Lake Knowles Terrace Add 02
    Single Family


    Estimated Monthly Payment: $20,743 (change assumption)
    Mortgage ($18,904) + Taxes in 2024 ($1,840)


    Taxes:$22,077

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 781 NORTHWOOD CIR, WINTER PARK, FL 32789

    $775,00029 Days on yellowkey   MLS ID: O6394119

    0 Days Off yellowkey (back on 4/5/2026)

    For Sale O6394119 - 781 NORTHWOOD CIR, WINTER PARK, FL 32789 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1566
       Built: 1971   Tax: $6,931 (2025)
    Community: Winter Park Oasis
    Single Family


    Estimated Monthly Payment: $4,824 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($578)


    Taxes:$6,931

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2175 MARSH SEDGE LN, WINTER PARK, FL 32792

    $845,00036 Days on yellowkey   MLS ID: O6393503

    1 Days Off yellowkey (back on 4/4/2026)

    For Sale O6393503 - 2175 MARSH SEDGE LN, WINTER PARK, FL 32792 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3188
       Built: 2019
    Monthly Fee: $236
       Tax: $9,100 (2025)
    Community: Hawks Crest
    Single Family


    Estimated Monthly Payment: $5,624 (change assumption)
    Mortgage ($4,630) + Fees ($236) + Taxes in 2025 ($758)


    Taxes:$9,100

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7445 BETTY ST, WINTER PARK, FL 32792

    $435,00029 Days on yellowkey   MLS ID: OM721366

    0 Days Off yellowkey (back on 4/4/2026)

    For Sale OM721366 - 7445 BETTY ST, WINTER PARK, FL 32792 76 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1576
       Built: 1983   Tax: $3,769 (2025)
    Community: Wrenwood Unit 3 4Th Add
    Single Family


    Estimated Monthly Payment: $2,698 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($314)


    Taxes:$3,769

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1134 WASHINGTON AVE #13, WINTER PARK, FL 32789

    $625,000157 Days on yellowkey   MLS ID: O6362206

    For Sale O6362206 - 1134 WASHINGTON AVE #13, WINTER PARK, FL 32789 32 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2083
       Built: 1981   Tax: $7,472 (2025)
    Community: Quarters At Winter Park Condo
    Condo


    Estimated Monthly Payment: $4,047 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($623)


    Taxes:$7,472

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 643 DUNBLANE DR, WINTER PARK, FL 32792

    $699,80062 Days on yellowkey   MLS ID: O6386136

    For Sale O6386136 - 643 DUNBLANE DR, WINTER PARK, FL 32792 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1575
       Built: 1962   Tax: $4,598 (2024)
    Community: Kenilworth Shores Section Four Y/71 Lot 21 Blk B
    Single Family


    Estimated Monthly Payment: $4,218 (change assumption)
    Mortgage ($3,834) + Taxes in 2024 ($383)


    Taxes:$4,598

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 432 W SWOOPE AVE, WINTER PARK, FL 32789

    $695,00099 Days on yellowkey   MLS ID: O6375719

    For Sale O6375719 - 432 W SWOOPE AVE, WINTER PARK, FL 32789 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2317
       Built: 2014
    Monthly Fee: $463
       Tax: $9,138 (2025)
    Community: Swoope Park
    Townhouse


    Estimated Monthly Payment: $5,033 (change assumption)
    Mortgage ($3,808) + Fees ($463) + Taxes in 2025 ($761)


    Taxes:$9,138

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Park . You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.