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Apartments for Rent in Winter Park, FL under $2000
319 Rentals Available

  • Today

    3250 Whisper Lake Lane, Winter Park, FL 32792
    Contact for availability
    • 1 BED
    • 2 BEDS
    • $1,410+
    • $1,696
  • Today

    940 W. Canton Avenue, Winter Park, FL 32789
    Contact for availability
    • 1 BED
    • $1,924+
  • 1 day ago

    1512 Indiana Avenue, Winter Park, FL 32789
    2 Units available
    • 1 BED
    • $1,500
  • 1 day ago

    550 N. Denning Drive, Winter Park, FL 32789
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    • 1 BED
    • 2 BEDS
    Ask for pricing
  • 1 day ago

    3045 Aloma Avenue, Winter Park, FL 32792
    38 Units available
    • 1 BED
    • $1,607+
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  • Today

    1305 Morgan Stanley Ave, Winter Park, FL 32789
    15 Units available
    • Studio
    • 1 BED
    • $1,649+
    • $1,799+
  • Top Rated for Location
    Today

    4460 Lower Park Road, Orlando, FL 32814
    4 Units available
    • 1 BED
    • $1,889+
  • Today

    3250 Whisper Lake Lane, Winter Park, FL 32792
    Contact for availability
    • 1 BED
    • 2 BEDS
    • $1,410+
    • $1,696
  • Top Rated for Location
    Today

    55 West Church Street, Orlando, FL 32801
    8 Units available
    • Studio
    • 1 BED
    • $1,635+
    • $1,880+
  • Today

    2860 N. Orange Ave, Orlando, FL 32804
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    • Studio
    • 1 BED
    • $1,715+
    • $1,680+
  • Today

    4688 New Broad Street, Orlando, FL 32814
    22 Units available
    • 1 BED
    • 2 BEDS
    • $1,730+
    • Ask for pricing
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    • Studio
    • 1
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    • 3
    • 4+
  • Today

    430 East Packwood Avenue, Maitland, FL 32751
    Contact for availability
    • 1 BED
    • 2 BEDS
    • $1,645+
    • $1,840+
  • Today

    940 W. Canton Avenue, Winter Park, FL 32789
    Contact for availability
    • 1 BED
    • $1,924+
  • 1 day ago

    4000 Maguire Blvd, Orlando, FL 32803
    4 Units available
    • 1 BED
    • $1,585+
  • Top Rated for Location
    Today

    2055 Lake Baldwin Ln., Orlando, FL 32814
    Contact for availability
    • 1 BED
    • $1,816+
  • Resident Rated
    Today

    5800 Auvers Blvd, Orlando, FL 32807
    13 Units available
    • 1 BED
    • 2 BEDS
    • 3 BEDS
    • $1,469+
    • $1,647+
    • $1,981+
  • Today

    2650 Dade Avenue, Orlando, FL 32804
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    • Studio
    • 1 BED
    • 2 BEDS
    • Ask for pricing
    • $1,576+
    • $1,979+
  • 1 day ago

    1512 Indiana Avenue, Winter Park, FL 32789
    2 Units available
    • 1 BED
    • $1,500
  • Have rent special Rent Specials
    1 day ago

    921 South Orlando Avenue, Maitland, FL 32751
    Contact for availability
    • 1 BED
    • 2 BEDS
    • $1,655+
    • Ask for pricing
  • Top Rated for Amenities
    Today

    955 N Orlando Ave, Maitland, FL 32751
    Contact for availability
    • 1 BED
    • 2 BEDS
    • $1,520
    • $1,925
  • Today

    6801 University Blvd, Winter Park, FL 32792
    1 Unit available
    • Studio
    • $1,200
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  • Today

    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    14 Units available
    • 1 BED
    • 2 BEDS
    • 3 BEDS
    • $1,085+
    • $1,550
    • $1,860
  • Top Rated for Location
    Today

    525 Sybelia Pkwy, Maitland, FL 32751
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    • 1 BED
    • 2 BEDS
    Ask for pricing
  • Today

    2501 N Orange Blossom Trail, Orlando, FL 32804
    Contact for availability
    • Studio
    • 1 BED
    • $1,275+
    • $1,475+
  • 1 day ago

    355 N Rosalind Ave, Orlando, FL 32801
    151 Units available
    • Studio
    • 1 BED
    • $1,645+
    • $1,770+
  • Have rent special Rent Specials
    Today

    310 North Orange Avenue, Orlando, FL 32801
    18 Units available
    • Studio
    • 1 BED
    • $1,718+
    • $1,803+
  • Today

    828 Orienta Ave, Altamonte Springs, FL 32701
    Contact for availability
    • Studio
    • 1 BED
    • 2 BEDS
    • $1,160
    • $1,235+
    • $1,299+
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  • Top Rated for Location
    Today

    351 S Northlake Blvd., Altamonte Springs, FL 32701
    17 Units available
    • 1 BED
    • 2 BEDS
    • $1,363+
    • $1,643+

Winter Park, FL Demographics

  • Total Population30,522
  • Female 14,336
    Male 16,186
  • Median Age45.7

Average Rent in Winter Park, FL

  • Winter Park, FL Average Rental Price, November 2021 $1,530 /mo

Winter Park, FL Apartment Rent Ranges

Winter Park, FL Rent Trends

Average Rent Nov / 2018 Mar / 2019 Jul / 2019 Nov / 2019 Mar / 2020 Jul / 2020 Nov / 2020 Mar / 2021 Jul / 2021 Nov / 2021
Winter Park, FL $1,265 $1,257 $1,287 $1,305 $1,290 $1,280 $1,291 $1,301 $1,396 $1,530
National $1,340 $1,344 $1,376 $1,384 $1,387 $1,379 $1,383 $1,393 $1,476 $1,572

Winter Park, FL Households

  • Total Number of Households12,895
  • Family 7,558
    Non-family 5,337
  • Children 3,060
    No Children 9,835
  • Average People Per Household2.24
  • Median Household Income$77,899
  • Median Housing Costs Per Month$1,465

Winter Park, FL Education Statistics

The best apartments in Winter Park, FL under $2,000

We know that comfort and convenience are essential elements to your well-being, and that is why we selected the best apartments for rent in Winter Park, FL. The monthly rent does vary on the property type, but you can find cheap luxury apartments listed for up to $3,855. Exclusively designed to satisfy your needs, these modern apartments include high-level amenities and a décor designed to provide the utmost in convenience. Offering quality living and comfort, our stylish apartments for less than $2,000 present a unique lifestyle for anyone who is looking to take it to the next level.

How to find the best rental near you

If searching for your perfect apartment gets a little bit too overwhelming, use the RENTCafé filters and you’ll find something for your taste. If you’d rather sacrifice space for a good location, search for a studio or a 1-bedroom apartment in one of the city’s top-rated neighborhoods. If you want to share or if you need more space, choose from our selection of spacious 2-bedroom or 3-bedroom apartments. Asking yourself “how do I find desirable apartments near me?” is quite a challenge, but RENTCafé can help by making your apartment search an enjoyable experience. Make the most of your money by selecting whatever you consider suitable, knowing that the apartments come with thoughtful amenity packages and are located in well-maintained, modern buildings.

Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!