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Winter Park Condos For Sale - 60 condos

Winter Park Condos for sale are located in Orange County, Florida. Find condos in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Park condominiums.

Location: Winter Park

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  • 1500 GAY ROAD UNIT 19 B, WINTER PARK, FL 32789

    $150,0001 Day on yellowkey   MLS ID: O5825244

    For Sale O5825244 - 1500 GAY ROAD UNIT 19 B, WINTER PARK, FL 32789 9 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 732
       Built: 1972
    Monthly Fee: $231
       Tax: $1,294 (2018)
    Community: Chateaux Du Lac
    Pool: No

    Condo


    Estimated Monthly Payment: $1,161 (change assumption)
    Mortgage ($822) + Fees ($231) + Taxes in 2018 ($108)

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    Taxes:$1,294

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 200 SAINT ANDREWS BOULEVARD UNIT 1404, WINTER PARK, FL 32792

    $159,0001 Day on yellowkey   MLS ID: O5825214

    For Sale O5825214 - 200 SAINT ANDREWS BOULEVARD UNIT 1404, WINTER PARK, FL 32792 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1190
       Built: 1970
    Monthly Fee: $310
       Tax: $1,805 (2018)
    Community: Four Seasons Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $1,332 (change assumption)
    Mortgage ($871) + Fees ($310) + Taxes in 2018 ($150)

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    Taxes:$1,805

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 102 S INTERLACHEN AVENUE UNIT 109, WINTER PARK, FL 32789

    $349,00055 Days on yellowkey   MLS ID: O5813058

    REDUCED by $10,000 (2.8%) on 11/11/2019

    For Sale O5813058 - 102 S INTERLACHEN AVENUE UNIT 109, WINTER PARK, FL 32789 15 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 901
       Built: 1971   Tax: $4,161 (2018)
    Community: Cloisters Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $2,259 (change assumption)
    Mortgage ($1,912) + Taxes in 2018 ($347)

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    Taxes:$4,161

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2018

    Middle School: None


  • 5171 LAZY OAKS DRIVE UNIT 5171, WINTER PARK, FL 32792

    $199,80048 Days on yellowkey   MLS ID: O5813404

    REDUCED by $5,100 (2.5%) on 11/11/2019

    For Sale O5813404 - 5171 LAZY OAKS DRIVE UNIT 5171, WINTER PARK, FL 32792 27 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1236
       Built: 1984
    Monthly Fee: $267
       Tax: $729 (2018)
    Community: Lazy Oaks Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $1,423 (change assumption)
    Mortgage ($1,095) + Fees ($267) + Taxes in 2018 ($61)

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    Taxes:$729

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 700 MELROSE AVENUE UNIT A-1, WINTER PARK, FL 32789

    $217,0006 Days on yellowkey   MLS ID: O5824130

    For Sale O5824130 - 700 MELROSE AVENUE UNIT A-1, WINTER PARK, FL 32789 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1074
       Built: 1964   Tax: $577 (2019)
    Community: Winter Park Gardens Condo
    Pool: No

    Condo


    Restrictions: Age Restricted


    Estimated Monthly Payment: $1,237
    (change assumption)
    Mortgage ($1,189) + Taxes in 2019 ($48)

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    Taxes:$577

    Elementary School: None

    High School: None

    Tax Year: 2019

    Middle School: None


  • 1695 LEE ROAD UNIT C211, WINTER PARK, FL 32789

    $90,000105 Days on yellowkey   MLS ID: O5801089

    REDUCED by $2,000 (2.2%) on 11/11/2019

    For Sale O5801089 - 1695 LEE ROAD UNIT C211, WINTER PARK, FL 32789 12 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966   Tax: $934 (2018)
    Community: Waterfall Cove
    Pool: No

    Condo


    Estimated Monthly Payment: $571 (change assumption)
    Mortgage ($493) + Taxes in 2018 ($78)

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    Taxes:$934

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 196 LEWFIELD CIRCLE UNIT 196, WINTER PARK, FL 32792

    $120,00029 Days on yellowkey   MLS ID: S5024982

    REDUCED by $5,000 (4.0%) on 11/11/2019

    For Sale S5024982 - 196 LEWFIELD CIRCLE UNIT 196, WINTER PARK, FL 32792 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1268
       Built: 1973
    Monthly Fee: $428
       Tax: $1,132 (2018)
    Community: Stratford A Winter Park Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $1,180 (change assumption)
    Mortgage ($658) + Fees ($428) + Taxes in 2018 ($94)

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    Taxes:$1,132

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 315 E NEW ENGLAND AVENUE UNIT 28, WINTER PARK, FL 32789

    $2,399,000100 Days on yellowkey   MLS ID: O5803451

    REDUCED by $100,000 (4.0%) on 11/11/2019

    For Sale O5803451 - 315 E NEW ENGLAND AVENUE UNIT 28, WINTER PARK, FL 32789 51 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 3681
       Built: 2008
    Monthly Fee: $1,367
       Tax: $24,952 (2018)
    Community: Villa Siena
    Pool: No

    Condo


    Estimated Monthly Payment: $16,591 (change assumption)
    Mortgage ($13,145) + Fees ($1,367) + Taxes in 2018 ($2,079)

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    Taxes:$24,952

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Audubon Park K-8


  • 232 SCOTTSDALE SQUARE UNIT 232, WINTER PARK, FL 32792

    $60,000191 Days on yellowkey   MLS ID: O5782390

    119 Days Off yellowkey (back on 11/6/2019)

    For Sale O5782390 - 232 SCOTTSDALE SQUARE UNIT 232, WINTER PARK, FL 32792 0 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1085
       Built: 1974
    Monthly Fee: $289
       Tax: $857 (2018)
    Community: Winter Park Woods Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $689 (change assumption)
    Mortgage ($329) + Fees ($289) + Taxes in 2018 ($71)

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    Taxes:$857

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 7296 DANIEL WEBSTER DRIVE UNIT 1, WINTER PARK, FL 32792

    $119,9008 Days on yellowkey   MLS ID: O5823960

    For Sale O5823960 - 7296 DANIEL WEBSTER DRIVE UNIT 1, WINTER PARK, FL 32792 14 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1230
       Built: 1981   Tax: $530 (2018)
    Community: Colonies Ph 03
    Pool: No

    Condo


    Estimated Monthly Payment: $701 (change assumption)
    Mortgage ($657) + Taxes in 2018 ($44)

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    Taxes:$530

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 652 GRENADINE COURT UNIT 652, WINTER PARK, FL 32792

    $143,9008 Days on yellowkey   MLS ID: O5823618

    For Sale O5823618 - 652 GRENADINE COURT UNIT 652, WINTER PARK, FL 32792 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1037
       Built: 1981
    Monthly Fee: $360
       Tax: $1,283 (2018)
    Community: Winter Park Villas Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $1,255 (change assumption)
    Mortgage ($788) + Fees ($360) + Taxes in 2018 ($107)

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    Taxes:$1,283

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 1276 S PENNSYLVANIA AVENUE UNIT 12, WINTER PARK, FL 32789

    $745,000180 Days on yellowkey   MLS ID: O5785228

    REDUCED by $20,000 (2.6%) on 11/05/2019

    For Sale O5785228 - 1276 S PENNSYLVANIA AVENUE UNIT 12, WINTER PARK, FL 32789 30 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1957
       Built: 2007   Tax: $7,894 (2018)
    Community: Casa Jardin Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $4,740 (change assumption)
    Mortgage ($4,082) + Taxes in 2018 ($658)

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    Taxes:$7,894

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Audubon Park K-8


  • 326 SCOTTSDALE SQUARE UNIT 326, WINTER PARK, FL 32792

    $92,5009 Days on yellowkey   MLS ID: S5025916

    For Sale S5025916 - 326 SCOTTSDALE SQUARE UNIT 326, WINTER PARK, FL 32792 13 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1085
       Built: 1974
    Monthly Fee: $289
       Tax: $1,068 (2018)
    Community: Winter Park Woods Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $885 (change assumption)
    Mortgage ($507) + Fees ($289) + Taxes in 2018 ($89)

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    Taxes:$1,068

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 2427 GALLERY VIEW DRIVE UNIT 104, WINTER PARK, FL 32792

    $180,00069 Days on yellowkey   MLS ID: O5809960

    7 Days Off yellowkey (back on 10/1/2019)

    REDUCED by $3,000 (1.6%) on 11/05/2019

    For Sale O5809960 - 2427 GALLERY VIEW DRIVE UNIT 104, WINTER PARK, FL 32792 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1004
       Built: 1985
    Monthly Fee: $437
       Tax: $2,215 (2018)
    Community: Gallery At Winter Park Sec 03
    Pool: No

    Condo


    Estimated Monthly Payment: $1,608 (change assumption)
    Mortgage ($986) + Fees ($437) + Taxes in 2018 ($185)

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    Taxes:$2,215

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 196 BALFOUR DRIVE UNIT 4, WINTER PARK, FL 32792

    $215,00023 Days on yellowkey   MLS ID: O5819856

    REDUCED by $10,000 (4.4%) on 11/05/2019

    For Sale O5819856 - 196 BALFOUR DRIVE UNIT 4, WINTER PARK, FL 32792 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1983   Tax: $578 (2018)
    Community: Winter Park Pointe 02 Ph 01
    Pool: Yes

    Condo


    Restrictions: Age Restricted


    Estimated Monthly Payment: $1,226
    (change assumption)
    Mortgage ($1,178) + Taxes in 2018 ($48)

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    Taxes:$578

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 291 SCOTTSDALE SQUARE UNIT 291, WINTER PARK, FL 32792

    $65,00010 Days on yellowkey   MLS ID: O5823465

    For Sale O5823465 - 291 SCOTTSDALE SQUARE UNIT 291, WINTER PARK, FL 32792 12 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 785
       Built: 1974
    Monthly Fee: $240
       Tax: $714 (2018)
    Community: Winter Park Woods Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $656 (change assumption)
    Mortgage ($356) + Fees ($240) + Taxes in 2018 ($59)

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    Taxes:$714

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 610 KILLARNEY BAY COURT UNIT 10, WINTER PARK, FL 32789

    $399,80074 Days on yellowkey   MLS ID: O5809211

    17 Days Off yellowkey (back on 11/1/2019)

    REDUCED by $9,200 (2.2%) on 09/20/2019

    For Sale O5809211 - 610 KILLARNEY BAY COURT UNIT 10, WINTER PARK, FL 32789 45 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1214
       Built: 1986   Tax: $4,627 (2018)
    Community: Killarney Bay Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $2,576 (change assumption)
    Mortgage ($2,191) + Taxes in 2018 ($386)

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    Taxes:$4,627

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2018

    Middle School: College Park Middle


  • 647 HUNTINGTON AVENUE UNIT 8, WINTER PARK, FL 32789

    $255,00013 Days on yellowkey   MLS ID: O5822772

    For Sale O5822772 - 647 HUNTINGTON AVENUE UNIT 8, WINTER PARK, FL 32789 26 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1204
       Built: 1981
    Monthly Fee: $375
       Tax: $1,471 (2018)
    Community: Huntington Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $1,895 (change assumption)
    Mortgage ($1,397) + Fees ($375) + Taxes in 2018 ($123)

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    Taxes:$1,471

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 101 S NEW YORK AVENUE UNIT 304, WINTER PARK, FL 32789

    $1,325,000167 Days on yellowkey   MLS ID: O5785646

    10 Days Off yellowkey (back on 10/31/2019)

    For Sale O5785646 - 101 S NEW YORK AVENUE UNIT 304, WINTER PARK, FL 32789 34 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 3118
       Built: 2008
    Monthly Fee: $587
       Tax: $18,069 (2018)
    Community: Douglas Grand
    Pool: No

    Condo


    Estimated Monthly Payment: $9,353 (change assumption)
    Mortgage ($7,260) + Fees ($587) + Taxes in 2018 ($1,506)

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    Taxes:$18,069

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 609 GALLERY DRIVE UNIT B101, WINTER PARK, FL 32792

    $197,00014 Days on yellowkey   MLS ID: O5822584

    For Sale O5822584 - 609 GALLERY DRIVE UNIT B101, WINTER PARK, FL 32792 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 929
       Built: 1984   Tax: $363 (2019)
    Community: Gallery At Winter Park Sec 01
    Pool: No

    Condo


    Estimated Monthly Payment: $1,110 (change assumption)
    Mortgage ($1,079) + Taxes in 2019 ($30)

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    Taxes:$363

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Maitland Middle


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Why Bother Searching Elsewhere for Winter Park Condos for Sale and Other Condominiums?

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 condos for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park condos. 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 condo 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.