Gables Baldwin Park
2050 Jake St,
Orlando, FL 32814
$2,075 - $4,731
Studio - 3 Beds
Winter Park
Winter Park, FL
Area Guide
Bask in the many charms of this Orlando suburb
Suburban
•
Family-Friendly
•
Peaceful
•
Charming
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Scenic
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Vibrant
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Historic
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Nestled in Central Florida, Winter Park combines historic charm with cultural amenities. Tree-lined brick streets wind through the city, where live oaks draped with Spanish moss create a natural canopy over the downtown area. Park Avenue serves as the city center, offering boutiques, cafes, and art galleries, while Rollins College enhances the community's educational landscape. The city's chain of lakes, connected by scenic canals, provides opportunities for water activities, and Mead Botanical Garden spans 47.6 acres of natural beauty. Current rental trends show moderate stability, with one-bedroom apartments averaging $1,482 per month and two-bedroom units at $1,766, reflecting slight increases of 0.7% and 0.6% respectively over the past year.
The rental market in Winter Park features properties ranging from lakefront apartments to garden-style communities near Park Avenue. The northeastern section typically commands higher rates, while western neighborhoods offer more accessible price points. The city hosts notable attractions like the Charles Hosmer Morse Museum of American Art, home to the world's most comprehensive collection of Tiffany glass, and the Winter Park Sidewalk Art Festival, a prestigious annual event. Adding to the city's character are its peacocks, introduced in 1945, which have become such an integral part of Winter Park's identity that they appear on the official city seal.
Explore the City
The Bulla Gastrobar brings a touch of Spain to Winter Park
Dine on the patio at the Shake Shack
The Rose Garden is located on the south side of Central Park
Park Avenue is a beautiful shopping district
Rent Trends
As of December 2025, the average apartment rent in Winter Park, FL is $1,347 for a studio, $1,445 for one bedroom, $1,737 for two bedrooms, and $2,022 for three bedrooms. Apartment rent in Winter Park has increased by 0.8% in the past year.
Property Type
Average Rent
Average Sq Ft
Apartment
$1,445/month
707 Sq Ft
House
$3,191/month
1,550 Sq Ft
Condo
$1,731/month
900 Sq Ft
Townhome
$2,268/month
1,356 Sq Ft
Transportation
71
Very Walkable
out of 100 WalkScore® Rating
If you enjoy walking, you’ll enjoy renting in this area! It’s a very walkable neighborhood.
22
Minimal Transit
out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
57
Bikeable
out of 100 BikeScore® Rating
While there’s some bike infrastructure in this area, you’ll still need a car for many errands.
Schools
Public
Grades PK-5
671 Students
Public
Grades PK-5
611 Students
Public
Grades PK-5
559 Students
Public
Grades PK-5
330 Students
Public
Grades PK-5
543 Students
Public
Grades 9-12
3,369 Students
Public
Grades 9-12
2,205 Students
School data provided by
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by
GreatSchools.org
© 2025. All rights reserved.
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by
GreatSchools.org
© 2025. All rights reserved.
Points of Interest
Shopping Centers
Parks and Recreation
- Blue Jacket Park
- Trotters Park
- Orlando Loch Haven Park
- Audubon Center for Birds of Prey
- Orlando Science Center
Commuter Rail
Military Bases
Airports
- Orlando International
- Orlando Sanford International
Top Apartments in Winter Park
Houses for Rent in Winter Park
Property Management Companies in Winter Park, FL
ZRS Management
-
345
Communities
-
102,629
Units
-
137
Cities
5 Communities in Winter Park
Pretium Partners, LLC
-
305
Communities
-
87,651
Units
-
177
Cities
3 Communities in Winter Park
RangeWater
-
219
Communities
-
54,531
Units
-
117
Cities
3 Communities in Winter Park
Greystar
-
3,449
Communities
-
950,808
Units
-
878
Cities
2 Communities in Winter Park
Bozzuto
-
386
Communities
-
119,952
Units
-
159
Cities
2 Communities in Winter Park
Aspen Square Management
-
61
Communities
-
12,210
Units
-
46
Cities
2 Communities in Winter Park
Search Nearby Rentals
Nearby City Rentals
Nearby Neighborhood Rentals
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Methodology
† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.
Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.
Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in November 2025.