
Cheap Apartments for Rent in Winter Park, FL from $400 (81 Rentals)
Search the lowest-cost Apartments available for rent right now in Winter Park.


Carlton Arms of Winter Park

783 Formosa Ave, Unit B2

Sorrento

Affinity at Winter Park Apartments

Winter Park Woods

Oak Reserve at Winter Park

Sovereignty at Winter Park Apartments

Summerlin at Winter Park Apartments

Cranes Landing Apartments

Seabrook
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

Park Apartments

Central Place At Winter Park

Westmount at Winter Park

Signal Pointe

Venue At Winter Park

Atlas at Winter Park

ARIUM Winter Park

The Taylor at Winter Park

POSTE Winter Park

Sapphire Winter Park

Stonecastle Apartment Homes

Calibre Bend Apartments

Liv at Winter Park Apartment Homes

Hillcrest Hampton House

Kingswood Apartments

Advenir at Magnolia

District On Baldwin Park

Birchwood Landing

Spring Tree Village
Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Cheap Winter Park Studio Apartments | $1,918 | $1,000 | $4,112 |
Cheap Winter Park 1 Bedroom Apartments | $1,929 | $820 | $5,309 |
Cheap Winter Park 2 Bedroom Apartments | $2,402 | $989 | $7,188 |
Cheap Winter Park 3 Bedroom Apartments | $2,979 | $1,146 | $9,609 |
Cheap Winter Park 4 Bedroom Apartments | $5,761 | $2,470 | $10,000+ |
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Winter Park, FL Local Guide

- Winter Park Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Neighborhoods for Apartments in Winter Park, FL
Pricing Updated: 03/16/2025Current apartment rentals in the Winter Park, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Winter Park Apartments for rent:
Neighborhood | Median Price | Min Price | Available Units |
---|---|---|---|
Lake Howell | $2,055 | $820 | 2483 |
Cheapest Available Winter Park Apartments for Rent
The cheapest available apartment rental in Winter Park, FL is a 1 Bed unit found at Garden Park Senior Living in the Orienta Gardens neighborhood priced from $986. Kingswood Apartments in the Courtland Street neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,000. Here is today’s list of the most affordable Winter Park apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Garden Park Senior Living | One Bedroom One Bath (b) | 1BR,1BA | $986 |
Kingswood Apartments | Studio | Studio,1BA | $1,000 |
Hillcrest Hampton House | Studio | Studio,1BA | $1,000 |
Advenir at Magnolia | SR - Lily R | Studio,1BA | $1,099 |
District On Baldwin Park | E235xecutive Studio | Studio,1BA | $1,110 |
Birchwood Landing | Birchwood A | 1BR,1BA | $1,119 |
Sumerset Apartments | 2 Beds, 2 baths | 2BR,2BA | $1,181 |
Best Value Apartments for Rent in Winter Park, FL
As of March 16, 2025 the best value apartment in the Winter Park area is the $1.42 price per square foot 3601 Lake Sarah Dr Model at 3601 Lake Sarah Dr in the in the North Orange neighborhood starting from $3,600. The second greatest value Winter Park apartment is the 216 Brighton Way Model at 216 Brighton Way starting at $2,369 with a $1.00 price per square foot in the Northeast neighborhood. Here is today’s list of the best values for Winter Park apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
3601 Lake Sarah Dr | 3601 Lake Sarah Dr | 4BR,2BA | $1.42 |
216 Brighton Way | 216 Brighton Way | 3BR,2BA | $1.00 |
1214 Carlson Dr | 1214 Carlson Dr | 3BR,2BA | $1.46 |
Lake Weston Point Apartments | Four Bedroom | 4BR,2BA | $1.19 |
Azalea Gardens | Floorplan 2 | 2BR,2BA | $1.46 |
Sorrento | 2B 1.5B TOWN | 2BR,1.5BA | $1.42 |
Sumerset Apartments | 3 Beds, 2 baths | 3BR,2BA | $1.27 |
Oasis Club | The Tide | 2BR,2BA | $1.22 |
On Baldwin Pond | 2 Bedroom Condo | 2BR,2BA | $1.36 |
Garden Park Senior Living | One Bedroom One Bath (b) | 1BR,1BA | $1.23 |
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Winter Park Overview
Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Park, FL Rentals by Map
See the most popular apartments and homes in Winter Park, FL
Why live in Winter Park, FL?
If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.
Getting Around Winter Park, FL
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
57 / 100
Bikeable
Some bike infrastructure
Transit Score®
22 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Winter Park Apartments
What is the Cheapest Studio apartment in Winter Park?
Currently the most affordable Cheap Studio Apartment in Winter Park is at Kingswood Apartments listed at $1,000.
How much is rent for a Cheap One Bedroom Winter Park Apartment?
The lowest price for a Cheap One Bedroom Winter Park Apartment is $986 at Garden Park Senior Living.
What is the lowest price for a Cheap Two Bedroom Winter Park Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winter Park is starting from $1,181 at Sumerset Apartments.
What is the most affordable Winter Park Three Bedroom Apartment?
The best deal on a cheap Winter Park Three Bedroom Apartment rental is at Sumerset Apartments and starts from $1,384.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
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Understanding Amenity Fees: Know Where You Might Be Able to Save Money
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With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.