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Apartments for Rent in Winter Park, FL under $1400

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  • 4 units available
    1 bd $1,317+
    Base rent Income restricted
    Verified Listing

    Village Park Senior Living

    550 N. Denning Drive, Winter Park, FL 32789
    Apply online • Pet friendly • Parking

  • More Rentals Near Winter Park, FL

  • Rent specials Only 3 units left
    1 bd $1,295+
    Base rent
    Verified Listing

    Lakeside Villas

    4.5 (26)
    7950 Shoals Drive, Orlando, FL 32817
    Apply online • Pet friendly • Fitness center
  • Rent specials 10 units available
    1 bd $1,325+
    Total monthly cost
    Verified Listing

    Whisper Lake Apartments

    3250 Whisper Lake Ln, Winter Park, FL 32792
    Apply online • Pet friendly • Air conditioner
  • Rent specials Only 2 units left
    1 bd $1,325+
    Base rent
    Verified Listing

    Oak Reserve At Winter Park

    4.5 (5)
    541 Oak Reserve Lane, Winter Park, FL 32792
    Apply online • Pet friendly • Parking
  • 10 units available
    1 bd $1,200+
    2 bd $1,200+
    Base rent
    Verified Listing

    La Aloma Apartments

    4.0 (119)
    3040 Aloma Avenue, WINTER PARK, FL 32792
    Apply online • Pet friendly • Pool
  • 1 bd $1,362+
    Base rent
    Verified Listing

    ARIUM Winter Park

    4.5 (7)
    3250 Bishop Park Dr, Winter Park, FL 32792
    Apply online • Pet friendly • Fitness center
  • 1 bd $1,199+
    2 bd $1,299+
    Base rent
    Verified Listing

    Newport Colony Apartments In Casselberry

    4.0 (92)
    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    Apply online • Pet friendly • Fitness center
  • Rent specials 15 units available
    Studio $1,180+
    1 bd $1,185+
    2 bd $1,340+
    Base rent
    Verified Listing

    Shoreview At Baldwin Park

    3.5 (15)
    1001 Shoreview Drive, Orlando, FL 32807
    Apply online • Pet friendly • Fitness center
  • 4 units available
    1 bd $1,180
    Base rent
    Verified Listing

    Brookfield Apartments

    4.0 (11)
    6031 Old Cheney Hwy, Orlando, FL 32807
    Apply online • Pet friendly
  • Only 3 units left
    1 bd $1,180
    Base rent
    Verified Listing

    Baldwin Meadows

    5.0 (2)
    6031 Old Cheney Highway, Orlando, FL 32807
    Apply online • Pet friendly
  • Rent specials Rewards
    1 bd $1,279+
    Base rent
    Verified Listing

    Summerlin At Winter Park Apartments

    4.0 (39)
    3207 Rosebud Lane, Winter Park, FL 32792
    Apply online • Pet friendly • Fitness center
  • 13 units available
    Studio $1,179
    1 bd $1,249
    2 bd $1,349
    Base rent
    Verified Listing

    Spring Tree Village Apartments

    4.0 (37)
    Spring Tree Village Apartments, Casselberry, FL 32707
    Apply online • Pet friendly
  • Only 1 unit left
    1 bd $1,219
    2 bd $1,399+
    Base rent Income restricted
    Verified Listing

    Lexington Court

    3.0 (7)
    315 W. Concord Street, Orlando, FL 32801
    Apply online • Parking • Fitness center
  • Rent specials 28 units available
    1 bd $1,141+
    2 bd $1,209+
    Base rent
    Verified Listing

    Latitude 28 Apartments

    4.5 (7)
    828 Orienta Ave, Altamonte Springs, FL 32701
    Apply online • Pet friendly • Parking
  • 6 units available
    Studio $1,395+
    Base rent
    Verified Listing

    MAA Parkside

    4.5 (21)
    431 E. Central Blvd, Suite A, Orlando, FL 32801
    Apply online • Pet friendly • Fitness center
  • Only 1 unit left
    Studio $1,099+
    Base rent Income restricted
    Verified Listing

    Amelia Court I

    4.0 (4)
    659 W. Amelia Street, Orlando, FL 32801
    Apply online • Pet friendly
  • Rent specials 8 units available
    1 bd $1,275+
    Total monthly cost
    Verified Listing

    Las Palmas

    5.0 (6)
    693 South Wymore Road, Altamonte Springs, FL 32714
    Apply online • Pet friendly • Dishwasher
  • Rent specials 5 units available
    1 bd $1,099+
    3 bd $1,399+
    Base rent Income restricted
    Verified Listing

    Amelia Court

    659 W. Amelia Street, Orlando, FL 32801
    Apply online • Pet friendly • Parking
  • 1 bd $1,291
    Base rent Income restricted
    Verified Listing

    Uptown Maitland

    4.0 (13)
    525 Sybelia Pkwy, Maitland, FL 32751
    Pet friendly • Parking • Fitness center
  • Rent specials
    1 bd $1,291
    Base rent Income restricted
    Verified Listing

    Goldenrod Pointe

    3.0 (5)
    5560 Solidago Drive, Winter Park, FL 32792
  • Rent specials
    1 bd $1,286
    Base rent Income restricted
    Verified Listing

    Garden Park Senior Living

    365 Garden Edge Point, Fern Park, FL 32730
    Pet friendly • Fitness center • Patio/Balcony
  • Rent specials
    1 bd $1,377
    Base rent Income restricted
    Verified Listing

    Lexington Court Apartments

    315 W. Concord Street, Orlando, FL 32801
    Parking • Fitness center • Patio/Balcony
  • 1 bd $1,100
    Base rent
    Verified Listing

    958 Lake Destiny Road

    Unit A, Altamonte Springs, FL 32714
    Pet friendly
  • 1 bd $656
    2 bd $768
    Base rent Income restricted
    Verified Listing

    Amelia Court II

    3.5 (5)
    659 W. Amelia Street, Orlando, FL 32801
    Pet friendly
  • Studio $1,285
    Base rent
    Verified Listing

    715 Palm Dr, Unit #2

    715 Palm Dr, Orlando, FL 32803
    Air conditioner
  • 1-24-city

Frequently asked questions

When were prices and availability in Winter Park, FL last updated?

Prices and availability in Winter Park, FL were last updated on 16 Sep 2026.

What are the best apartments in Winter Park, FL?
What type of rental buildings are in Winter Park, FL?

In Winter Park 34% of the housing is rented out compared to 66% of homes are owned, according to the most recent Census Bureau estimates. 32% of Winter Park's apartments are found in large buildings of 50 units or more, 45% are located in smaller apartment complexes with less than 50 units, and 23% are single-family rentals.

Search for apartments in Winter Park, FL under $1,400

There’s more than one way to spend $1,400 on rent in Winter Park, FL, so the first step is to start thinking about what you really want from your new home. Be mindful of what makes you tick. Look for 2 bedroom apartments for rent for less than $1,400 if you want to share your living space and don’t mind being further away from the city center. Search for 3 bedroom apartments if you’re moving in with family or planning to share part of your life and living expenses with more friends. If city bustle is what you live for, you might want to search for a studio or 1 bedroom apartment closer to the city center.

The perfect $1,400 rental near you

Don’t dismiss the idea of a studio just because it sounds small and featureless: studios come in many shapes and sizes, and it only takes a few strikes of creativity to go from drab to lively. If an all-in-one-room apartment spells total lack of privacy for you, have a look at the 1 bedroom apartments for rent in Winter Park, FL. Customize your search by using more RentCafe filters. Decide what amenities you can’t live without and focus your search on the apartments that offer them. Are you bringing in a pet? Narrow your options to pet-friendly apartments for rent. Want more windows so that natural light floods your home? Hardwood floors or plush carpet in the living area? There are 25 apartments for rent below $1,400 in Winter Park, FL for every taste. Decide what you need, stay focused, and you’re bound to find your perfect apartment in no time.