close
View Me
Rent Specials
$1,074 - $1,495
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,074 - $1,495
Total Monthly Price
$1,074 - $1,495
Sumerset Apartments
1051 Lee RdOrlando, FL 32810
Apartments for Rent in Winter Park, FL Under $2,000 (268 Rentals) Page 4 of 6
close
View Me
Rent Specials
$1,000 - $1,700Studio to 3 Bedroom Apartments Available Now
District On Baldwin Park
5590 Baldwin Park StOrlando, FL 32807
close
View Me
Rent Specials
$900 - $1,600Studio to 3 Bedroom Apartments Available Now
Kingswood Apartments
1101 Lee RdOrlando, FL 32810
close
View Me
$2,0002 Bedroom Apartments Available Jun 1
16 N Primrose Dr
16 N Primrose DrOrlando, FL 32803
31 Bel Air St
EatonvilleFL32751
4177 N Orange Blossom Trl
OrlandoFL32804
443 Shine Ave
OrlandoFL32803
1550 Lake Baldwin Ln
OrlandoFL32814
2977 Lowell Ct
CasselberryFL32707
1141 Exceller Ct
CasselberryFL32707
1162 Carmel Cir
CasselberryFL32707
860 N Orange Ave, Unit 860 N Orange Ave UNIT 464
860 N Orange Ave
OrlandoFL32801
2510 Boyd Ave
OrlandoFL32803
860 N Orange Ave, Unit 268
860 N Orange Ave
OrlandoFL32801
34 Washington Ave
OrlandoFL32810
940 W Fairbanks Ave
OrlandoFL32804
2444 Legacy Lake Dr
MaitlandFL32751
1175 Lake Shadow Cir
MaitlandFL32751
208 Wilshire Dr
CasselberryFL32707
237 Emory Plz
OrlandoFL32804
1623 Mt Vernon St
OrlandoFL32803
1415 Woodward St
OrlandoFL32803
523 Oak Ave
MaitlandFL32751
1516 Legacy Club Dr
MaitlandFL32751
1140 S Orlando Ave, Unit Exeter E2
1140 S Orlando Ave
MaitlandFL32751
514 Carver Blvd
OrlandoFL32810
1233 Virginia Dr
OrlandoFL32803
2007 E Jefferson Street
OrlandoFL32803
1650 Crestwood Dr
OrlandoFL32804
220 Sunshower Ct
CasselberryFL32707
1140 Lake Maitland Ter
MaitlandFL32751
1140 S Orlando Ave
MaitlandFL32751
400 Banyon Tree Cir
MaitlandFL32751
912 La Salle Ave
OrlandoFL32803
1239 E Ridgewood St
OrlandoFL32803
828 Laurel Ave
OrlandoFL32803
12 E Preston St
OrlandoFL32804
17 W Winter Park St
OrlandoFL32804
2220 Amherst Ave
OrlandoFL32804
2515 Formosa Ave
OrlandoFL32804
5306 Satel Dr
OrlandoFL32810
2810 Kilgore St
OrlandoFL32803
860 N Orange Ave, Unit 130
860 N Orange Ave
OrlandoFL32801
1413 Woodward St
OrlandoFL32803
911 N Orange Ave, Unit 513 Uptown Place
911 N Orange Ave
OrlandoFL32801
close
View Me
$1,6502 Bedroom Apartments Available Sep 18
102 W King St
102 W King StOrlando, FL 32804
5793 Oleander Dr
OrlandoFL32807
320 Lakeview St, Unit 214
320 Lakeview St
OrlandoFL32804
1023 E Amelia St
OrlandoFL32803
5533 Decatur St
OrlandoFL32807
Winter Park, 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 Under $2000 | $1,674 | $900 | $2,744 |
| Winter Park 1 Bedroom Apartments Under $2000 | $1,851 | $695 | $5,937 |
| Winter Park 2 Bedroom Apartments Under $2000 | $2,158 | $956 | $6,269 |
| Winter Park 3 Bedroom Apartments Under $2000 | $2,773 | $1,082 | $6,250 |
| Winter Park 4 Bedroom Apartments Under $2000 | $1,882 | $1,679 | $2,887 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winter Park
See all Apartments in Winter ParkExplore Winter Park
Let everyone know!
Do you know the Winter Park area?
If you’re an expert on all things Winter Park, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 87 Studio Apartments in Winter Park with rent ranges from $900 to $2,744 with an average price of $1,674.
What is the current price range for One Bedroom Winter Park Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $695 to $5,937 with an average monthly rent of $1,851.
What does renting a Two Bedroom Apartment in Winter Park cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $956 to $6,269. Today's average rental price for Two Bedrooms here is $2,158.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 101 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,082 to $6,250 - averaging $2,773 for the location.
Expert Rental Resources
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.
Helpful Local Expert Guides
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.
Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.