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Winter Park Single Family Homes For Sale - 281 homes

Winter Park Single Family Homes for Sale are located in Orange 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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  • 1344 INDIANA AVENUE, WINTER PARK, FL 32789

    $995,000Listed 10/15/2019 2:20PM   MLS ID: O5819166

    For Sale O5819166 - 1344 INDIANA AVENUE, WINTER PARK, FL 32789 2 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2950
       Built: 2020   Tax: $1,826 (2018)
    Community: Metzingers Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $5,604 (change assumption)
    Mortgage ($5,452) + Taxes in 2018 ($152)

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    Taxes:$1,826

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 2644 LAKE HOWELL LANE, WINTER PARK, FL 32792

    $1,100,0001090 Days on yellowkey   MLS ID: O5471972

    34 Days Off yellowkey (back on 10/15/2019)

    REDUCED by $400,000 (26.7%) on 09/07/2019

    For Sale O5471972 - 2644 LAKE HOWELL LANE, WINTER PARK, FL 32792 0 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2840
       Built: 1990   Tax: $10,635 (2018)
    Community: Lake Howell
    Pool: No

    Single Family


    Estimated Monthly Payment: $6,913 (change assumption)
    Mortgage ($6,027) + Taxes in 2018 ($886)

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    Taxes:$10,635

    Elementary School: Sterling Park Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 3332 BALSAM DRIVE, WINTER PARK, FL 32792

    $295,00033 Days on yellowkey   MLS ID: O5806553

    6 Days Off yellowkey (back on 9/20/2019)

    REDUCED by $4,000 (1.3%) on 10/15/2019

    For Sale O5806553 - 3332 BALSAM DRIVE, WINTER PARK, FL 32792 0 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1586
       Built: 1968   Tax: $2,709 (2018)
    Community: Eastbrook Sub Unit 13
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $1,842 (change assumption)
    Mortgage ($1,616) + Taxes in 2018 ($226)

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    Taxes:$2,709

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 3326 AUSTRALIAN CIRCLE, WINTER PARK, FL 32792

    $235,0001 Day on yellowkey   MLS ID: O5818910

    For Sale O5818910 - 3326 AUSTRALIAN CIRCLE, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1705
       Built: 1963   Tax: $1,029 (2018)
    Community: Eastbrook Sub Unit 06 2Nd Rep
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,373 (change assumption)
    Mortgage ($1,288) + Taxes in 2018 ($86)

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    Taxes:$1,029

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 712 W COMSTOCK AVENUE, WINTER PARK, FL 32789

    $325,0001 Day on yellowkey   MLS ID: O5818923

    For Sale O5818923 - 712 W COMSTOCK AVENUE, WINTER PARK, FL 32789 16 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 750
       Built: 1963   Tax: $433 (2018)
    Community: Winter Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,817 (change assumption)
    Mortgage ($1,781) + Taxes in 2018 ($36)

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    Taxes:$433

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 7100 BETTY STREET, WINTER PARK, FL 32792

    $340,0001 Day on yellowkey   MLS ID: O5818986

    For Sale O5818986 - 7100 BETTY STREET, WINTER PARK, FL 32792 2 photos

    Bed: 6   Bath: 3.0
    Liv Area Sq Ft: 2690
       Built: 1979   Tax: $2,046 (2018)
    Community: Wrenwood Unit 3 3Rd Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,863) + Taxes in 2018 ($171)

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    Taxes:$2,046

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 1608 BARCELONA WAY, WINTER PARK, FL 32789

    $1,150,0001 Day on yellowkey   MLS ID: O5818957

    For Sale O5818957 - 1608 BARCELONA WAY, WINTER PARK, FL 32789 25 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 4045
       Built: 1972
    Monthly Fee: $69
       Tax: $7,038 (2019)
    Community: Sevilla
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $6,957 (change assumption)
    Mortgage ($6,301) + Fees ($69) + Taxes in 2019 ($587)

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    Taxes:$7,038

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Audubon Park K-8


  • 5049 LAKE HOWELL ROAD, WINTER PARK, FL 32792

    $845,00041 Days on yellowkey   MLS ID: O5807303

    REDUCED by $2,500 (0.3%) on 10/15/2019

    For Sale O5807303 - 5049 LAKE HOWELL ROAD, WINTER PARK, FL 32792 40 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 4462
       Built: 2014   Tax: $7,071 (2018)
    Community: Tanglewood Sec 2
    Pool: No

    Single Family


    Estimated Monthly Payment: $5,219 (change assumption)
    Mortgage ($4,630) + Taxes in 2018 ($589)

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    Taxes:$7,071

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 1105 WADING WATERS CIRCLE, WINTER PARK, FL 32792

    $540,31593 Days on yellowkey   MLS ID: O5798690

    REDUCED by $15,000 (2.7%) on 10/15/2019

    For Sale O5798690 - 1105 WADING WATERS CIRCLE, WINTER PARK, FL 32792 2 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: $3,197 (change assumption)
    Mortgage ($2,961) + 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


  • 1101 WADING WATERS CIRCLE, WINTER PARK, FL 32792

    $685,409260 Days on yellowkey   MLS ID: O5760205

    REDUCED by $10,000 (1.4%) on 10/15/2019

    For Sale O5760205 - 1101 WADING WATERS CIRCLE, WINTER PARK, FL 32792 2 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 4486
       Built: 2019
    Monthly Fee: $147
       Tax: $0 (2019)
    Community: Hawks Crest
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,903 (change assumption)
    Mortgage ($3,756) + Fees ($147) + Taxes in 2019 ($0)

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    Taxes:$0

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 2167 MARSH SEDGE LANE, WINTER PARK, FL 32792

    $445,469260 Days on yellowkey   MLS ID: O5760170

    REDUCED by $25,000 (5.3%) on 10/15/2019

    For Sale O5760170 - 2167 MARSH SEDGE LANE, WINTER PARK, FL 32792 21 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2601
       Built: 2019
    Monthly Fee: $147
       Tax: $1,074 (2019)
    Community: Hawks Crest
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,677 (change assumption)
    Mortgage ($2,441) + 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


  • 2163 MARSH SEDGE LANE, WINTER PARK, FL 32792

    $532,378306 Days on yellowkey   MLS ID: O5752255

    REDUCED by $25,000 (4.5%) on 10/15/2019

    For Sale O5752255 - 2163 MARSH SEDGE LANE, WINTER PARK, FL 32792 15 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 3523
       Built: 2019
    Monthly Fee: $147
       Tax: $1,074 (2018)
    Community: Hawks Crest
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,917) + 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


  • 622 SAINT DUNSTAN WAY UNIT 7, WINTER PARK, FL 32792

    $325,0004 Days on yellowkey   MLS ID: O5818006

    For Sale O5818006 - 622 SAINT DUNSTAN WAY UNIT 7, WINTER PARK, FL 32792 28 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1774
       Built: 1966   Tax: $4,697 (2018)
    Community: Winter Park Pines
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,172 (change assumption)
    Mortgage ($1,781) + Taxes in 2018 ($391)

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    Taxes:$4,697

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 1148 HOWELL BRANCH ROAD, WINTER PARK, FL 32789

    $389,50011 Days on yellowkey   MLS ID: O5817076

    2 Days Off yellowkey (back on 10/12/2019)

    For Sale O5817076 - 1148 HOWELL BRANCH ROAD, WINTER PARK, FL 32789 0 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1948
       Built: 1953   Tax: $4,128 (2017)
    Community: Maitland Shores First Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,478 (change assumption)
    Mortgage ($2,134) + Taxes in 2017 ($344)

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    Taxes:$4,128

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Maitland Middle


  • 2828 SCARLET ROAD UNIT NO, WINTER PARK, FL 32792

    $269,90041 Days on yellowkey   MLS ID: O5810114

    REDUCED by $5,000 (1.8%) on 10/12/2019

    For Sale O5810114 - 2828 SCARLET ROAD UNIT NO, WINTER PARK, FL 32792 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1550
       Built: 1962   Tax: $263 (2018)
    Community: Winter Park Pines
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,501 (change assumption)
    Mortgage ($1,479) + Taxes in 2018 ($22)

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    Taxes:$263

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 1353 ALOMA AVENUE, WINTER PARK, FL 32789

    $1,395,00082 Days on yellowkey   MLS ID: O5801818

    REDUCED by $50,000 (3.5%) on 10/12/2019

    SHORT SALE O5801818 - 1353 ALOMA AVENUE, WINTER PARK, FL 32789 35 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 5474
       Built: 2007   Tax: $15,078 (2018)
    Community: Osceola Or Lakeview
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $8,900 (change assumption)
    Mortgage ($7,644) + Taxes in 2018 ($1,257)

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    Taxes:$15,078

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 730 ELLENDALE DRIVE, WINTER PARK, FL 32792

    $329,00074 Days on yellowkey   MLS ID: O5798221

    REDUCED by $6,000 (1.8%) on 10/12/2019

    For Sale O5798221 - 730 ELLENDALE DRIVE, WINTER PARK, FL 32792 27 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2375
       Built: 1960
    Monthly Fee: $2
       Tax: $3,902 (2018)
    Community: Winter Park Estates
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,130 (change assumption)
    Mortgage ($1,803) + Fees ($2) + Taxes in 2018 ($325)

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    Taxes:$3,902

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: None


  • 1814 WALKER AVENUE, WINTER PARK, FL 32789

    $515,00081 Days on yellowkey   MLS ID: O5800014

    REDUCED by $7,700 (1.5%) on 10/12/2019

    For Sale O5800014 - 1814 WALKER AVENUE, WINTER PARK, FL 32789 26 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1810
       Built: 1991   Tax: $3,903 (2018)
    Community: Osceola Heights
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,147 (change assumption)
    Mortgage ($2,822) + Taxes in 2018 ($325)

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    Taxes:$3,903

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 4865 N ORANGE AVENUE, WINTER PARK, FL 32792

    $245,0005 Days on yellowkey   MLS ID: O5818619

    For Sale O5818619 - 4865 N ORANGE AVENUE, WINTER PARK, FL 32792 31 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1526
       Built: 1955   Tax: $2,017 (2018)
    Community: Suburban Homes First Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,511 (change assumption)
    Mortgage ($1,342) + Taxes in 2018 ($168)

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    Taxes:$2,017

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 1241 RICHMOND ROAD, WINTER PARK, FL 32789

    $674,9005 Days on yellowkey   MLS ID: O5817478

    For Sale O5817478 - 1241 RICHMOND ROAD, WINTER PARK, FL 32789 27 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2546
       Built: 1947   Tax: $3,406 (2018)
    Community: Virginia Heights Rep
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,982 (change assumption)
    Mortgage ($3,698) + Taxes in 2018 ($284)

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    Taxes:$3,406

    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.