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Winter Park Single Family Homes For Sale - 311 homes

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

Location: Winter Park

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  • 1825 WILLOW Lane, WINTER PARK, FL 32792

    $263,000Listed 07/15/2019 5:51PM   MLS ID: O5798649

    For Sale O5798649 - 1825 WILLOW Lane, WINTER PARK, FL 32792 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1380
       Built: 1957
    Monthly Fee: $1
       Tax: $2,055 (2018)
    Community: Tanglewood Sec 3 Rep
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,613 (change assumption)
    Mortgage ($1,441) + Fees ($1) + Taxes in 2018 ($171)

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    Taxes:$2,055

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 2522 TUSCALOOSA TRAIL, WINTER PARK, FL 32789

    $419,00046 Days on yellowkey   MLS ID: O5787787

    REDUCED by $7,000 (1.6%) on 07/15/2019

    For Sale O5787787 - 2522 TUSCALOOSA TRAIL, WINTER PARK, FL 32789 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2404
       Built: 1966   Tax: $2,094 (2018)
    Community: The Hills Of Wp
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,470 (change assumption)
    Mortgage ($2,296) + Taxes in 2018 ($175)

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    Taxes:$2,094

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • WINTER PARK, FL 32792

    $257,00062 Days on yellowkey   MLS ID: O5784711

    7 Days Off yellowkey (back on 7/15/2019)

    REDUCED by $7,900 (3.0%) on 07/06/2019

    For Sale O5784711 - WINTER PARK, FL 32792 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1398
       Built: 1995   Tax: $3,015 (2018)

    Pool: No

    Single Family


    Estimated Monthly Payment: $1,659 (change assumption)
    Mortgage ($1,408) + Taxes in 2018 ($251)

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    Taxes:$3,015

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 1210 OAKS BOULEVARD, WINTER PARK, FL 32789

    $1,149,000467 Days on yellowkey   MLS ID: O5573301

    23 Days Off yellowkey (back on 7/15/2019)

    REDUCED by $51,000 (4.3%) on 07/15/2019

    For Sale O5573301 - 1210 OAKS BOULEVARD, WINTER PARK, FL 32789 0 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2680
       Built: 2019   Tax: $4,967 (2018)
    Community: Dixie Terrace
    Pool: No

    Single Family


    Estimated Monthly Payment: $6,710 (change assumption)
    Mortgage ($6,296) + Taxes in 2018 ($414)

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    Taxes:$4,967

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 1105 WADING WATERS CIRCLE, WINTER PARK, FL 32792

    $551,315Listed 07/15/2019 4:05PM   MLS ID: O5798690

    For Sale O5798690 - 1105 WADING WATERS CIRCLE, WINTER PARK, FL 32792 1 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2702
       Built: 2019
    Monthly Fee: $147
       Tax: $1,074 (2019)
    Community: Hawks Crest
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,257 (change assumption)
    Mortgage ($3,021) + Fees ($147) + Taxes in 2019 ($90)

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    Taxes:$1,074

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 2074 LAURELWOOD WAY, WINTER PARK, FL 32792

    $460,094Listed 07/15/2019 4:05PM   MLS ID: O5798703

    For Sale O5798703 - 2074 LAURELWOOD WAY, WINTER PARK, FL 32792 1 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2185
       Built: 2019
    Monthly Fee: $147
       Tax: $1,074 (2019)
    Community: Hawks Crest
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,758 (change assumption)
    Mortgage ($2,521) + Fees ($147) + Taxes in 2019 ($90)

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    Taxes:$1,074

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 615 N PHELPS AVENUE, WINTER PARK, FL 32789

    $1,179,000Listed 07/15/2019 4:05PM   MLS ID: O5798728

    For Sale O5798728 - 615 N PHELPS AVENUE, WINTER PARK, FL 32789 35 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3009
       Built: 2015   Tax: $10,763 (2018)
    Community: Comstock Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $7,357 (change assumption)
    Mortgage ($6,460) + Taxes in 2018 ($897)

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    Taxes:$10,763

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 2181 GREEN GLADE LOOP, WINTER PARK, FL 32792

    $714,533Listed 07/15/2019 3:11PM   MLS ID: O5798677

    For Sale O5798677 - 2181 GREEN GLADE LOOP, WINTER PARK, FL 32792 0 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 4268
       Built: 2019
    Monthly Fee: $147
       Tax: $1,074 (2018)
    Community: Hawks Crest
    Pool: No

    Single Family


    Estimated Monthly Payment: $4,152 (change assumption)
    Mortgage ($3,915) + Fees ($147) + Taxes in 2018 ($90)

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    Taxes:$1,074

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 2417 EUSTON ROAD, WINTER PARK, FL 32789

    $519,900134 Days on yellowkey   MLS ID: O5767544

    REDUCED by $17,600 (3.3%) on 07/15/2019

    For Sale O5767544 - 2417 EUSTON ROAD, WINTER PARK, FL 32789 43 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2903
       Built: 1950   Tax: $7,103 (2018)
    Community: Glencoe Sub
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,441 (change assumption)
    Mortgage ($2,849) + Taxes in 2018 ($592)

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    Taxes:$7,103

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 1413 MILLER AVENUE, WINTER PARK, FL 32789

    $632,90026 Days on yellowkey   MLS ID: O5792762

    REDUCED by $40,000 (5.9%) on 07/15/2019

    For Sale O5792762 - 1413 MILLER AVENUE, WINTER PARK, FL 32789 25 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1606
       Built: 2019   Tax: $3,859 (2018)
    Community: Attilio G Panacciones Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,789 (change assumption)
    Mortgage ($3,468) + Taxes in 2018 ($322)

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    Taxes:$3,859

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2018

    Middle School: College Park Middle


  • 1415 MILLER AVENUE, WINTER PARK, FL 32789

    $647,90026 Days on yellowkey   MLS ID: O5792748

    REDUCED by $40,000 (5.8%) on 07/15/2019

    For Sale O5792748 - 1415 MILLER AVENUE, WINTER PARK, FL 32789 26 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1606
       Built: 2019   Tax: $3,859 (2018)
    Community: Attilio G Panacciones Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,872 (change assumption)
    Mortgage ($3,550) + Taxes in 2018 ($322)

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    Taxes:$3,859

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2018

    Middle School: College Park Middle


  • 7009 CITRUS POINT COURT, WINTER PARK, FL 32792

    $258,00057 Days on yellowkey   MLS ID: O5785536

    40 Days Off yellowkey (back on 7/15/2019)

    REDUCED by $7,000 (2.6%) on 06/03/2019

    For Sale O5785536 - 7009 CITRUS POINT COURT, WINTER PARK, FL 32792 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1988
    Monthly Fee: $10
       Tax: $1,276 (2018)
    Community: Citrus Point
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,530 (change assumption)
    Mortgage ($1,414) + Fees ($10) + Taxes in 2018 ($106)

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    Taxes:$1,276

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 4220 GABRIELLA LANE, WINTER PARK, FL 32792

    $650,00050 Days on yellowkey   MLS ID: O5787418

    REDUCED by $49,000 (7.0%) on 07/15/2019

    For Sale O5787418 - 4220 GABRIELLA LANE, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 3621
       Built: 2012   Tax: $5,893 (2018)
    Community: Sec 25
    Pool: No

    Single Family


    Estimated Monthly Payment: $4,053 (change assumption)
    Mortgage ($3,562) + Taxes in 2018 ($491)

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    Taxes:$5,893

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 435 OLOLU DRIVE, WINTER PARK, FL 32789

    $264,900206 Days on yellowkey   MLS ID: O5752966

    REDUCED by $11,000 (4.0%) on 07/15/2019

    For Sale O5752966 - 435 OLOLU DRIVE, WINTER PARK, FL 32789 7 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1680
       Built: 1980   Tax: $2,701 (2018)
    Community: Killarney Circle
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,677 (change assumption)
    Mortgage ($1,451) + Taxes in 2018 ($225)

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    Taxes:$2,701

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2018

    Middle School: College Park Middle


  • 5143 POINSETTA AVENUE, WINTER PARK, FL 32792

    $249,9003 Days on yellowkey   MLS ID: O5798417

    For Sale O5798417 - 5143 POINSETTA AVENUE, WINTER PARK, FL 32792 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1283
       Built: 1977   Tax: $866 (2018)
    Community: Wrenwood Heights Unit 2
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $1,441 (change assumption)
    Mortgage ($1,369) + Taxes in 2018 ($72)

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    Taxes:$866

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 2143 SYCAMORE DRIVE, WINTER PARK, FL 32789

    $399,0003 Days on yellowkey   MLS ID: O5798461

    For Sale O5798461 - 2143 SYCAMORE DRIVE, WINTER PARK, FL 32789 24 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1838
       Built: 1954   Tax: $2,622 (2018)
    Community: Northwood Terrace
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($2,186) + Taxes in 2018 ($219)

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    Taxes:$2,622

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Audubon Park K-8


  • 420 CAMBRIDGE BOULEVARD, WINTER PARK, FL 32789

    $249,00025 Days on yellowkey   MLS ID: O5793633

    REDUCED by $10,000 (3.9%) on 07/15/2019

    For Sale O5793633 - 420 CAMBRIDGE BOULEVARD, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1061
       Built: 1950   Tax: $3,399 (2018)
    Community: Glencoe Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,648 (change assumption)
    Mortgage ($1,364) + Taxes in 2018 ($283)

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    Taxes:$3,399

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 1551 NORFOLK AVENUE, WINTER PARK, FL 32789

    $524,900103 Days on yellowkey   MLS ID: O5774655

    4 Days Off yellowkey (back on 7/1/2019)

    REDUCED by $25,099 (4.6%) on 07/15/2019

    For Sale O5774655 - 1551 NORFOLK AVENUE, WINTER PARK, FL 32789 51 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2740
       Built: 1948   Tax: $5,737 (2018)
    Community: Orwin Manor Stratford Sec
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,354 (change assumption)
    Mortgage ($2,876) + Taxes in 2018 ($478)

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    Taxes:$5,737

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 2218 VIA TUSCANY, WINTER PARK, FL 32789

    $2,749,0004 Days on yellowkey   MLS ID: O5798382

    For Sale O5798382 - 2218 VIA TUSCANY, WINTER PARK, FL 32789 50 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 4423
       Built: 2019   Tax: $7,183 (2018)
    Community: Tuscany Terrace
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $15,661 (change assumption)
    Mortgage ($15,063) + Taxes in 2018 ($599)

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    Taxes:$7,183

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 585 OSCEOLA AVENUE, WINTER PARK, FL 32789

    $737,00045 Days on yellowkey   MLS ID: O5788463

    REDUCED by $1,900 (0.3%) on 07/15/2019

    For Sale O5788463 - 585 OSCEOLA AVENUE, WINTER PARK, FL 32789 50 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2918
       Built: 1938   Tax: $9,021 (2018)
    Community: Osceola Court
    Pool: No

    Single Family


    Estimated Monthly Payment: $4,790 (change assumption)
    Mortgage ($4,038) + Taxes in 2018 ($752)

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    Taxes:$9,021

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Audubon Park K-8




Why Bother Searching Elsewhere for Winter Park Single Family Homes for Sale?

Winter Park home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park single family homes. 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 single family home 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®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2019 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.