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Houses under $500 for Rent in Winter Park, FL

1,627 Rentals
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Winter Park at a Glance

Average Rent

$1,441
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
6

School Rating

out of 10 Rating
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Schools in Winter Park
22

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winter Park
57

Somewhat Bikeable

out of 100 BikeScore® Rating
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Transportation in Winter Park

Winter Park, FL Houses for Rent

Winter Park, FL, offers a delightful mix of natural beauty and cultural richness, making it a vibrant place to call home. The scenic landscapes are highlighted by stunning lakes and lush parks, such as the tranquil Harry P Leu Gardens and the picturesque Kraft Azalea Garden. These green spaces provide ample opportunities for outdoor activities, including picnics, jogging, and leisurely strolls. The community features a variety of rental options, from cozy apartments to charming bungalows, catering to diverse preferences and budgets.

A strong sense of community thrives here, with local events similar to the Winter Park Sidewalk Art Festival and the Winter Park Farmers' Market fostering connections among neighbors and celebrating the area's artistic spirit. Cultural attractions abound, with the Charles Hosmer Morse Museum of American Art showcasing an impressive collection of Tiffany glass. Nearby, the Orlando Science Center and the Orlando Museum of Art offer enriching experiences for residents and visitors asimilar to.

Historic Park Avenue, lined with boutiques, cafes, and restaurants, invites exploration of local flavors and unique finds. Dining options are plentiful, with favorites similar to Outback Steakhouse, 4 Rivers Smokehouse, and The Cheesecake Factory providing delicious meals. For a more casual experience, Keke's Breakfast Cafe and Black Bean Deli-WP are perfect spots to grab a bite.

The city also hosts numerous festivals throughout the year, including the Winter Park Jazz Festival, which draws music lovers from near and far. Shopping enthusiasts can indulge in retail therapy at Winter Park Village or Colonial Plaza, while Casselberry Commons and Market Square offer additional options for a day out.

Convenient access to major highways and nearby attractions, such as Walt Disney World and downtown Orlando, enhances the appeal of this charming community. With its blend of art, nature, and a welcoming atmosphere, Winter Park embodies a lifestyle that is both enriching and enjoyable.

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Getting Around Winter Park

Transportation

71

Very Walkable

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
57

Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
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.
Scores provided by Walk Scoreⓘ

Education

7
Winter Park High
out of 10 Rating
Public | Grades 9- 12 | 3,369 Students
6
Lake Howell High School
out of 10 Rating
Public | Grades 9- 12 | 2,205 Students
School data provided by Great Schoolsⓘ

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Winter Park Houses for Rent in Your Budget

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