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Winter Park Homes For Sale & Real Estate - 171 homes

Winter Park homes for sale are located in Orange 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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  • 2038 N PARK AVENUE, WINTER PARK, FL 32789

    $440,00055 Days on yellowkey   MLS ID: O5960940

    6 Days Off yellowkey (back on 9/12/2021)

    REDUCED by $10,000 (2.2%) on 08/19/2021

    For Sale O5960940 - 2038 N PARK AVENUE, WINTER PARK, FL 32789 3 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1627
       Built: 1956   Tax: $1,160 (2020)
    Community: Dixie Terrace
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,411) + Taxes in 2020 ($97)

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    Taxes:$1,160

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 160 SANDLEWOOD TRAIL UNIT 4, WINTER PARK, FL 32789

    $218,000119 Days on yellowkey   MLS ID: O5945585

    11 Days Off yellowkey (back on 9/12/2021)

    REDUCED by $2,000 (0.9%) on 09/12/2021

    For Sale O5945585 - 160 SANDLEWOOD TRAIL UNIT 4, WINTER PARK, FL 32789 11 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1130
       Built: 1986
    Monthly Fee: $268
       Tax: $2,102 (2020)
    Community: Sandalwood Creek Condo Ph 11
    Pool: No

    Condo


    Estimated Monthly Payment: $1,638 (change assumption)
    Mortgage ($1,194) + Fees ($268) + Taxes in 2020 ($175)

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    Taxes:$2,102

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 7401 DANIEL WEBSTER DRIVE UNIT 4, WINTER PARK, FL 32792

    $120,00047 Days on yellowkey   MLS ID: O5962629

    5 Days Off yellowkey (back on 9/11/2021)

    For Sale O5962629 - 7401 DANIEL WEBSTER DRIVE UNIT 4, WINTER PARK, FL 32792 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1104
       Built: 1974
    Monthly Fee: $263
       Tax: $1,223 (2020)
    Community: Colonies
    Pool: No

    Condo


    Estimated Monthly Payment: $1,022 (change assumption)
    Mortgage ($658) + Fees ($263) + Taxes in 2020 ($102)

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    Taxes:$1,223

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 334 SCOTTSDALE SQUARE UNIT 334, WINTER PARK, FL 32792

    $135,00017 Days on yellowkey   MLS ID: O5969763

    5 Days Off yellowkey (back on 9/11/2021)

    For Sale O5969763 - 334 SCOTTSDALE SQUARE UNIT 334, WINTER PARK, FL 32792 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1250
       Built: 1974   Tax: $1,286 (2021)
    Community: Winter Park Woods Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $847 (change assumption)
    Mortgage ($740) + Taxes in 2021 ($107)

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    Taxes:$1,286

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2021

    Middle School: Glenridge Middle


  • 2121 LOCH LOMOND, WINTER PARK, FL 32792

    $1,099,00016 Days on yellowkey   MLS ID: O5970012

    5 Days Off yellowkey (back on 9/11/2021)

    For Sale O5970012 - 2121 LOCH LOMOND, WINTER PARK, FL 32792 2 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2855
       Built: 2021   Tax: $2,230 (2020)
    Community: Aloma
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $6,208 (change assumption)
    Mortgage ($6,022) + Taxes in 2020 ($186)

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    Taxes:$2,230

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 609 CARVELL DRIVE, WINTER PARK, FL 32792

    $414,90033 Days on yellowkey   MLS ID: S5055207

    REDUCED by $4,100 (1.0%) on 09/11/2021

    For Sale S5055207 - 609 CARVELL DRIVE, WINTER PARK, FL 32792 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1622
       Built: 1958   Tax: $1,331 (2020)
    Community: Winter Park Estates
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,384 (change assumption)
    Mortgage ($2,273) + Taxes in 2020 ($111)

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    Taxes:$1,331

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 338 BLUE HERON DRIVE, WINTER PARK, FL 32789

    $700,000139 Days on yellowkey   MLS ID: O5940878

    7 Days Off yellowkey (back on 7/30/2021)

    REDUCED by $50,000 (6.7%) on 09/11/2021

    For Sale O5940878 - 338 BLUE HERON DRIVE, WINTER PARK, FL 32789 54 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2017
       Built: 1960   Tax: $5,611 (2020)
    Community: Flamingo Shores
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $4,303 (change assumption)
    Mortgage ($3,836) + Taxes in 2020 ($468)

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    Taxes:$5,611

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2020

    Middle School: College Park Middle


  • 1695 LEE ROAD UNIT B207, WINTER PARK, FL 32789

    $119,9006 Days on yellowkey   MLS ID: O5972228

    For Sale O5972228 - 1695 LEE ROAD UNIT B207, WINTER PARK, FL 32789 12 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 638
       Built: 1966
    Monthly Fee: $228
       Tax: $699 (2020)
    Community: Waterfall Cove
    Pool: No

    Condo


    Estimated Monthly Payment: $943 (change assumption)
    Mortgage ($657) + Fees ($228) + Taxes in 2020 ($58)

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    Taxes:$699

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1695 LEE ROAD UNIT B213, WINTER PARK, FL 32789

    $139,9006 Days on yellowkey   MLS ID: O5972321

    For Sale O5972321 - 1695 LEE ROAD UNIT B213, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966   Tax: $975 (2020)
    Community: Waterfall Cove
    Pool: No

    Condo


    Estimated Monthly Payment: $848 (change assumption)
    Mortgage ($767) + Taxes in 2020 ($81)

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    Taxes:$975

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 816 W COMSTOCK AVENUE, WINTER PARK, FL 32789

    $490,0006 Days on yellowkey   MLS ID: O5970800

    For Sale O5970800 - 816 W COMSTOCK AVENUE, WINTER PARK, FL 32789 12 photos

    Bed: 6   Bath: 2.0
    Liv Area Sq Ft: 1584
       Built: 1935   Tax: $728 (2020)
    Community: Winter Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,746 (change assumption)
    Mortgage ($2,685) + Taxes in 2020 ($61)

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    Taxes:$728

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1904 HEATHWOOD DRIVE, WINTER PARK, FL 32792

    $379,9006 Days on yellowkey   MLS ID: O5971646

    For Sale O5971646 - 1904 HEATHWOOD DRIVE, WINTER PARK, FL 32792 27 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1978
       Built: 1980   Tax: $1,832 (2020)
    Community: Cedar Ridge Unit 1
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,234 (change assumption)
    Mortgage ($2,082) + Taxes in 2020 ($153)

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    Taxes:$1,832

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 311 E MORSE BOULEVARD UNIT 6-1, WINTER PARK, FL 32789

    $649,0006 Days on yellowkey   MLS ID: O5971742

    For Sale O5971742 - 311 E MORSE BOULEVARD UNIT 6-1, WINTER PARK, FL 32789 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1214
       Built: 1960   Tax: $4,406 (2020)
    Community: Phillips Circle Rep
    Pool: No

    Condo


    Estimated Monthly Payment: $3,923 (change assumption)
    Mortgage ($3,556) + Taxes in 2020 ($367)

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    Taxes:$4,406

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 311 E MORSE BOULEVARD UNIT 6-5, WINTER PARK, FL 32789

    $386,0006 Days on yellowkey   MLS ID: O5971757

    For Sale O5971757 - 311 E MORSE BOULEVARD UNIT 6-5, WINTER PARK, FL 32789 30 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 900
       Built: 1960   Tax: $3,811 (2020)
    Community: Phillips Circle Rep
    Pool: No

    Condo


    Estimated Monthly Payment: $2,433 (change assumption)
    Mortgage ($2,115) + Taxes in 2020 ($318)

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    Taxes:$3,811

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 4566 REDHAWK COURT, WINTER PARK, FL 32792

    $495,0006 Days on yellowkey   MLS ID: O5972249

    For Sale O5972249 - 4566 REDHAWK COURT, WINTER PARK, FL 32792 33 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1979
       Built: 1991
    Monthly Fee: $34
       Tax: $3,788 (2020)
    Community: Quail Run
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,062 (change assumption)
    Mortgage ($2,712) + Fees ($34) + Taxes in 2020 ($316)

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    Taxes:$3,788

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 1620 WESTCHESTER AVENUE, WINTER PARK, FL 32789

    $1,179,5006 Days on yellowkey   MLS ID: O5972271

    For Sale O5972271 - 1620 WESTCHESTER AVENUE, WINTER PARK, FL 32789 56 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3915
       Built: 2010   Tax: $9,059 (2020)
    Community: Orwin Manor Westminster Sec
    Pool: No

    Single Family


    Estimated Monthly Payment: $7,218 (change assumption)
    Mortgage ($6,463) + Taxes in 2020 ($755)

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    Taxes:$9,059

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2020

    Middle School: College Park Middle


  • 1792 KILLARNEY DRIVE, WINTER PARK, FL 32789

    $599,0006 Days on yellowkey   MLS ID: O5972279

    For Sale O5972279 - 1792 KILLARNEY DRIVE, WINTER PARK, FL 32789 53 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2264
       Built: 1958   Tax: $2,864 (2020)
    Community: Flamingo Shores
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,521 (change assumption)
    Mortgage ($3,282) + Taxes in 2020 ($239)

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    Taxes:$2,864

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 3409 FERNDELL DRIVE, WINTER PARK, FL 32792

    $344,90044 Days on yellowkey   MLS ID: O5963344

    REDUCED by $4,400 (1.3%) on 09/11/2021

    For Sale O5963344 - 3409 FERNDELL DRIVE, WINTER PARK, FL 32792 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1412
       Built: 1967   Tax: $1,770 (2020)
    Community: Eastbrook
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,037 (change assumption)
    Mortgage ($1,890) + Taxes in 2020 ($148)

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    Taxes:$1,770

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 468 HOLT AVENUE, WINTER PARK, FL 32789

    $650,00045 Days on yellowkey   MLS ID: O5962378

    REDUCED by $25,000 (3.7%) on 09/11/2021

    For Sale O5962378 - 468 HOLT AVENUE, WINTER PARK, FL 32789 31 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2428
       Built: 2003   Tax: $5,534 (2020)
    Community: Trotter Rep
    Pool: No

    Townhouse


    Estimated Monthly Payment: $4,023 (change assumption)
    Mortgage ($3,562) + Taxes in 2020 ($461)

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    Taxes:$5,534

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1551 NORFOLK AVENUE, WINTER PARK, FL 32789

    $675,00044 Days on yellowkey   MLS ID: O5965016

    REDUCED by $24,000 (3.4%) on 09/11/2021

    For Sale O5965016 - 1551 NORFOLK AVENUE, WINTER PARK, FL 32789 37 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2740
       Built: 1948   Tax: $5,435 (2020)
    Community: Orwin Manor Stratford Sec
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $4,151 (change assumption)
    Mortgage ($3,699) + Taxes in 2020 ($453)

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    Taxes:$5,435

    Elementary School: Princeton Elem

    High School: None

    Tax Year: 2020

    Middle School: None


  • 2341 MULBRY DRIVE, WINTER PARK, FL 32789

    $389,0007 Days on yellowkey   MLS ID: O5971373

    REDUCED by $20,000 (4.9%) on 09/11/2021

    For Sale O5971373 - 2341 MULBRY DRIVE, WINTER PARK, FL 32789 41 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1165
       Built: 1952   Tax: $3,386 (2020)
    Community: Lake Forest Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,414 (change assumption)
    Mortgage ($2,131) + Taxes in 2020 ($282)

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    Taxes:$3,386

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Audubon Park K-8




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®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2021 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.