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District On Baldwin Park
5590 Baldwin Park StOrlando, FL 32807
Cheap Apartments for Rent in the Winter Park Neighborhood of Orlando, FL from $400 (43 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winter Park area of Orlando.
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from $1,125Studio to 2 Bedroom Apartments Available Now
Shoreview at Baldwin Park
1001-1009 Shoreview DrOrlando, FL 32807
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from $1,125Studio to 1 Bedroom Apartments Available Now
Hillcrest Hampton House
2000 E Hillcrest StOrlando, FL 32803
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from $1,2861 to 3 Bedroom Apartments Available Now
The Avenues of Baldwin Park
5800 Auvers BlvdOrlando, FL 32807
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from $1,290Studio Apartment Available Jul 1
715 Palm Dr, Unit 715 Palm Dr. #3
715 Palm DrOrlando, FL 32803
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
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from $1,5321 to 2 Bedroom Apartments Available Now
Adele Place
7595 Sun Tree CirOrlando, FL 32807
5517 Decatur St
OrlandoFL32807
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from $8762 to 3 Bedroom Apartments Available Now
GOLDEN OAKS
7701 Acorn Woods CirWinter Park, FL 32792
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from $1,032Studio to 3 Bedroom Apartments Contact Us For Availability
Carlton Arms of Winter Park
300 Jamestown DrWinter Park, FL 32792
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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from $1,1811 to 3 Bedroom Apartments Available Now
Venue At Winter Park
5 Autumn Breeze WayWinter Park, FL 32792
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from $1,1881 to 2 Bedroom Apartments Available Now
Seabrook
3114 Terry Brook DrWinter Park, FL 32792
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from $1,200Studio to 3 Bedroom Apartments Available Now
Winter Park Woods
7200 Aloma AveWinter Park, FL 32792
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from $1,2111 to 2 Bedroom Apartments Available Now
Sovereignty at Winter Park Apartments
7745 Brandywood CirWinter Park, FL 32792
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from $1,2161 to 3 Bedroom Apartments Available Now
Summerlin at Winter Park Apartments
3207 Rosebud LnWinter Park, FL 32792
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from $1,2551 to 3 Bedroom Apartments Available Now
Central Place At Winter Park
7000 University BlvdWinter Park, FL 32792
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from $1,2991 Bedroom Apartments Available Now
Indigo Winter Park
220 S Semoran BlvdWinter Park, FL 32792
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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from $1,320Studio to 3 Bedroom Apartments Available Now
The Taylor at Winter Park
2000 Village LnWinter Park, FL 32792
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from $1,3751 to 3 Bedroom Apartments Available Now
Cranes Landing Apartments
3440 N Goldenrod RdWinter Park, FL 32792
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from $1,3751 to 2 Bedroom Apartments Available Now
Solis at Winter Park
7502 Sun Key BlvdWinter Park, FL 32792
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from $1,4751 to 3 Bedroom Apartments Available Now
Oak Reserve at Winter Park
541 Oak Reserve LnWinter Park, FL 32792
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from $1,4771 to 2 Bedroom Apartments Available Now
Calibre Bend Apartments
3924 Calibre Bend LnWinter Park, FL 32792
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from $1,500Studio to 2 Bedroom Apartments Available Now
Hannibal Square
433 W New England AveWinter Park, FL 32789
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from $1,5401 to 3 Bedroom Apartments Available Now
Atlas at Winter Park
3733 N Goldenrod RdWinter Park, FL 32792
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from $1,5431 to 2 Bedroom Apartments Available Now
POSTE Winter Park
800 Semoran Park DrWinter Park, FL 32792
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from $1,5961 to 2 Bedroom Apartments Available Jul 17
ARIUM Winter Park
3250 Bishop Park DrWinter Park, FL 32792
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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Winter Park - One of the Best Affordable Neighborhoods in Orlando
Named as one of the Best Affordable Areas to rent in Orlando by our , Local Expert Darla F. See how it ranks!
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Showing Results 1-43, Page 1 of 1
Winter Park, Orlando, FL Local Guide
How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,794 | $1,032 | $4,007 |
| Winter Park 1 Bedroom Apartments | $2,066 | $1,067 | $4,350 |
| Winter Park 2 Bedroom Apartments | $2,523 | $1,213 | $5,451 |
| Winter Park 3 Bedroom Apartments | $2,983 | $1,261 | $9,543 |
| Winter Park 4 Bedroom Apartments | $5,929 | $3,992 | $7,866 |
Browse Apartments in this Neighborhood
There are currently 43 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
See all Apartments in OrlandoExplore Orlando
Winter Park, Orlando, FL Local Guide
- Nearby Orlando neighborhoods
- Nearby Cities
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Cheapest Available Winter Park Apartments for Rent
The cheapest available apartment rental in the Winter Park area of Orlando, FL is a 3 Beds unit found at GOLDEN OAKS priced from $984. District On Baldwin Park has the second lowest priced unit, which is a Studio apartment currently listed from $1,110. Here are the most affordable Winter Park apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| GOLDEN OAKS | 3 Bedroom 2 Bathroom | 3BR,2BA | $984 |
| District On Baldwin Park | E235xecutive Studio | Studio,1BA | $1,110 |
| Hillcrest Hampton House | Studio | Studio,1BA | $1,125 |
| Azure Winter Park | Corrine | Studio,1BA | $1,199 |
| Winter Park Woods | A1-Studio, 1 Bathroom | Studio,1BA | $1,200 |
| Venue At Winter Park | Sable | 1BR,1BA | $1,208 |
| Summerlin at Winter Park Apartments | Aqua | 1BR,1BA | $1,216 |
| Sovereignty at Winter Park Apartments | A2 | 1BR,1BA | $1,258 |
| The Avenues of Baldwin Park | Fern | 1BR,1BA | $1,286 |
| Indigo Winter Park | Harmony | 1BR,1BA | $1,299 |
Best Value Apartments for Rent in Winter Park, FL
As of June 27, 2025 the best value apartment in the Winter Park area is the $1.34 price per square foot 2X2 Model at La Aloma in the in the University Commerce Center neighborhood starting from $1,525. The second greatest value Winter Park apartment is the 2 Bed | 2 Bath Model at Bellancia starting at $1,650 with a $1.50 price per square foot in the Eastmar Commons 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. |
|---|---|---|---|
| La Aloma | 2X2 | 2BR,2BA | $1.34 |
| Bellancia | 2 Bed | 2 Bath | 2BR,2BA | $1.50 |
| Calibre Bend Apartments | Dunes Downstairs | 2BR,2BA | $1.60 |
| Seabrook | Plan B2B | 2BR,2BA | $1.51 |
| GOLDEN OAKS | 3 Bedroom 2 Bathroom | 3BR,2BA | $0.94 |
| Cranes Landing Apartments | Ibis | 2BR,2BA | $1.59 |
| The Avenues of Baldwin Park | Fern | 1BR,1.5BA | $1.64 |
| Sovereignty at Winter Park Apartments | A2 | 1BR,1BA | $1.68 |
| Summerlin at Winter Park Apartments | Aqua | 1BR,1BA | $1.66 |
| Venue At Winter Park | Sable | 1BR,1BA | $1.68 |
Quick Rent Budget Calculator
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Pet Friendly LifestyleWinter Park, Orlando, FL
Ranked #42
Among neighborhoods in Orlando, FL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Best Local Schools in Winter Park, Orlando, FL
School data provided by Great Schools
Lifestyle Ratings
ApartmentHomeLiving.com compiles millions of data points to bring you our detailed rental analysis called 'Lifestyle Ratings' - a comparison of neighborhoods, cities and towns, and rental properties across Florida and customized analysis for Orlando, Florida. Our Lifestyle Ratings help you zero-in on the perfect place to call home. This takes in many factors including our Star Ratings to compare for the best proximity to parks and outdoor amenities, luxury amenities, pet-friendly features, places that make kids happy, proximity to transit, in addition to floorplans, availablity, and pricing. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!
Getting Around the Winter Park Neighborhood in Orlando, FL
Walk Score®
75 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
62 / 100
Bikeable
Some bike infrastructure
Transit Score®
26 / 100
Some Transit
A few nearby public transportation options
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 District On Baldwin Park listed at $1,110.
How much is rent for a Cheap One Bedroom Winter Park Apartment?
The lowest price for a Cheap One Bedroom Winter Park Apartment is $1,125 at Shoreview at Baldwin Park.
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 $1,338 at Summerlin at Winter Park 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 GOLDEN OAKS and starts from $984.
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
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.