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Winter Park Apartments for Rent - 21 rentals

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

Location: Winter Park

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  • 2730 PRINCE JOHN ROAD, WINTER PARK, FL 32792

    $1,89847 Days on yellowkey   MLS ID: O5963925

    REDUCED by $100 (5.0%) on 09/21/2021

    For RENT O5963925 - 2730 PRINCE JOHN ROAD, WINTER PARK, FL 32792 12 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1669
       Built: 1963
    Community: Winter Park Pines Rep
    Pool: No

    Single Family, Unfurnished


    Pet Restrictions: Farm animals, snakes, other reptiles, exotic animals, and any large or aggressive animal will not be approved. No dogs on the dangerous breed list (refer to our Resident Criteria).


    Estimated Monthly Payment: $10
    (change assumption)
    Mortgage ($10)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 226 HANNIBAL SQUARE, WINTER PARK, FL 32789

    $6,000Listed 09/20/2021 3:08PM   MLS ID: O5974308

    For RENT O5974308 - 226 HANNIBAL SQUARE, WINTER PARK, FL 32789 0 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1500
       Built: 2021

    Pool: No

    Apartment, Unfurnished


    Estimated Monthly Payment: $33 (change assumption)
    Mortgage ($33)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: Audubon Park K-8


  • 671 W CANTON AVENUE, WINTER PARK, FL 32789

    $1,4951 Day on yellowkey   MLS ID: O5970512

    For RENT O5970512 - 671 W CANTON AVENUE, WINTER PARK, FL 32789 0 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 700
       Built: 1956
    Community: Carver Town First Add
    Pool: No

    Single Family, Unfurnished


    Estimated Monthly Payment: $8 (change assumption)
    Mortgage ($8)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1794 MONDRIAN CIRCLE, WINTER PARK, FL 32789

    $4,9004 Days on yellowkey   MLS ID: O5973985

    For RENT O5973985 - 1794 MONDRIAN CIRCLE, WINTER PARK, FL 32789 0 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2310
       Built: 2020

    Pool: No

    Condo, Turnkey Furnished


    Estimated Monthly Payment: $27 (change assumption)
    Mortgage ($27)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 332 HARRIS AVENUE, WINTER PARK, FL 32789

    $2,3004 Days on yellowkey   MLS ID: O5973882

    For RENT O5973882 - 332 HARRIS AVENUE, WINTER PARK, FL 32789 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1949
    Community: Sylvan Heights
    Pool: No

    Single Family, Unfurnished


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)

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    Taxes:

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year:

    Middle School: Glenridge Middle


  • 1515 LITTLE WREN LANE, WINTER PARK, FL 32792

    $2,6004 Days on yellowkey   MLS ID: O5970945

    For RENT O5970945 - 1515 LITTLE WREN LANE, WINTER PARK, FL 32792 0 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1756
       Built: 2021
    Community: Hawks Crest
    Pool: No

    Townhouse, Unfurnished


    Estimated Monthly Payment: $14 (change assumption)
    Mortgage ($14)

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    Taxes:

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year:

    Middle School: Tuskawilla Middle


  • 101 S LAKEMONT AVENUE, WINTER PARK, FL 32792

    $2,9005 Days on yellowkey   MLS ID: S5056550

    For RENT S5056550 - 101 S LAKEMONT AVENUE, WINTER PARK, FL 32792 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1641
       Built: 1951
    Community: Tangerine Court
    Pool: No

    Single Family, Unfurnished


    Pet Restrictions: Small Size (16-35 Lbs.) Pet Deposit Non Refundable.


    Estimated Monthly Payment: $16
    (change assumption)
    Mortgage ($16)

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    Taxes:

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year:

    Middle School: Glenridge Middle


  • 3002 ANTIQUE OAKS CIRCLE UNIT 102, WINTER PARK, FL 32792

    $1,1505 Days on yellowkey   MLS ID: O5974211

    For RENT O5974211 - 3002 ANTIQUE OAKS CIRCLE UNIT 102, WINTER PARK, FL 32792 24 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 749
       Built: 1984
    Community: Parkview Village Condominium
    Pool: No

    Condo, Unfurnished


    Pet Restrictions: $200 Pet Deposit per pet. Breed Restrictions, Size Limit, Number Limit.


    Estimated Monthly Payment: $6
    (change assumption)
    Mortgage ($6)

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    Taxes:

    Elementary School: Southwood Elem

    High School: Winter Park High

    Tax Year:

    Middle School: Glenridge Middle


  • 1546 BANTAM WAY, WINTER PARK, FL 32792

    $2,8506 Days on yellowkey   MLS ID: O5973462

    For RENT O5973462 - 1546 BANTAM WAY, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2042
       Built: 2021
    Community: Enclave At Hawks Crest
    Pool: No

    Townhouse, Unfurnished


    Pet Restrictions: Sorry, no aggressive breeds.


    Estimated Monthly Payment: $16
    (change assumption)
    Mortgage ($16)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • WINTER PARK, FL 32792

    $2,3307 Days on yellowkey   MLS ID: T3329703

    For RENT T3329703 - WINTER PARK, FL 32792 0 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1533
       Built: 1993

    Pool: No

    Single Family, Unfurnished


    Pet Restrictions: Please contact Progress Residential for pet restrictions.


    Estimated Monthly Payment: $13
    (change assumption)
    Mortgage ($13)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2111 BISCAYNE DRIVE, WINTER PARK, FL 32789

    $1,9677 Days on yellowkey   MLS ID: O5973251

    For RENT O5973251 - 2111 BISCAYNE DRIVE, WINTER PARK, FL 32789 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1280
       Built: 1953
    Community: Orange Terrace
    Pool: No

    Single Family, Unfurnished


    Pet Restrictions: SEE BROKERS APPLICATION


    Estimated Monthly Payment: $11
    (change assumption)
    Mortgage ($11)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1655 PINE AVENUE, WINTER PARK, FL 32789

    $1,99547 Days on yellowkey   MLS ID: O5963462

    REDUCED by $105 (5.0%) on 09/14/2021

    For RENT O5963462 - 1655 PINE AVENUE, WINTER PARK, FL 32789 23 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1084
       Built: 1951
    Community: Lake Knowles Terrace
    Pool: No

    Single Family, Pets Allowed, Unfurnished


    Pet Restrictions: Small


    Estimated Monthly Payment: $11
    (change assumption)
    Mortgage ($11)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2333 ANTILLES DRIVE, WINTER PARK, FL 32792

    $2,00011 Days on yellowkey   MLS ID: O5972788

    For RENT O5972788 - 2333 ANTILLES DRIVE, WINTER PARK, FL 32792 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1284
       Built: 1979
    Community: Windward Square Sec 3
    Pool: No

    Townhouse, Unfurnished


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)

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    Taxes:

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year:

    Middle School: Tuskawilla Middle


  • 2852 SHERIFF WAY, WINTER PARK, FL 32792

    $2,35056 Days on yellowkey   MLS ID: O5961630

    INCREASED by $150 (6.8%) on 09/07/2021

    For RENT O5961630 - 2852 SHERIFF WAY, WINTER PARK, FL 32792 23 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2036
       Built: 1965
    Community: Winter Park Pines
    Pool: No

    Single Family, Unfurnished


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1500 GAY ROAD UNIT 20D, WINTER PARK, FL 32789

    $1,85015 Days on yellowkey   MLS ID: O5971252

    For RENT O5971252 - 1500 GAY ROAD UNIT 20D, WINTER PARK, FL 32789 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972
    Community: Chateaux Du Lac
    Pool: No

    Condo, Unfurnished


    Pet Restrictions: Association Restrictions


    Estimated Monthly Payment: $10
    (change assumption)
    Mortgage ($10)

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    Taxes:

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year:

    Middle School: College Park Middle


  • 1226 FAIRWAY DRIVE, WINTER PARK, FL 32792

    $2,20018 Days on yellowkey   MLS ID: O5970926

    For RENT O5970926 - 1226 FAIRWAY DRIVE, WINTER PARK, FL 32792 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1683
       Built: 1980
    Community: Greenview At Winter Pines
    Pool: No

    Single Family, Unfurnished


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2442 HARBOUR WAY UNIT 2442, WINTER PARK, FL 32792

    $2,60055 Days on yellowkey   MLS ID: O5961879

    20 Days Off yellowkey (back on 8/30/2021)

    INCREASED by $250 (10.6%) on 08/30/2021

    For RENT O5961879 - 2442 HARBOUR WAY UNIT 2442, WINTER PARK, FL 32792 38 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1284
       Built: 1978
    Community: Windward Square Sec 1
    Pool: No

    Townhouse, Unfurnished


    Estimated Monthly Payment: $14 (change assumption)
    Mortgage ($14)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 192 KUZMANY ROAD, WINTER PARK, FL 32792

    $1,65068 Days on yellowkey   MLS ID: S5053569

    4 Days Off yellowkey (back on 8/20/2021)

    REDUCED by $150 (8.3%) on 07/30/2021

    For RENT S5053569 - 192 KUZMANY ROAD, WINTER PARK, FL 32792 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1000
       Built: 1980
    Community: Slovak Village
    Pool: No

    1/2 Duplex, Unfurnished


    Estimated Monthly Payment: $9 (change assumption)
    Mortgage ($9)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3069 AARON BURR AVENUE UNIT 4, WINTER PARK, FL 32792

    $1,00041 Days on yellowkey   MLS ID: O5962725

    For RENT O5962725 - 3069 AARON BURR AVENUE UNIT 4, WINTER PARK, FL 32792 9 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 590
       Built: 1974
    Community: Colonies
    Pool: No

    Condo, Unfurnished


    Estimated Monthly Payment: $5 (change assumption)
    Mortgage ($5)

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    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 743 CLAY STREET UNIT 112, WINTER PARK, FL 32789

    $2,10569 Days on yellowkey   MLS ID: O5955834

    For RENT O5955834 - 743 CLAY STREET UNIT 112, WINTER PARK, FL 32789 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1055
       Built: 2020
    Community: Alexan North End 99128 Lot 1
    Pool: Yes

    Apartment, Unfurnished


    Pet Restrictions: See application for details.


    Estimated Monthly Payment: $12
    (change assumption)
    Mortgage ($12)

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    Taxes:

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year:

    Middle School: College Park Middle


12


Why Bother Searching Elsewhere for Winter Park Apartments for Rent and Other Winter Park Rentals?

Winter Park home, townhome, condo, villa, and other listing rental 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 apartments for rent in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park rentals. 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 rental 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.