Apartment · Winter Park
$1,000/mo
3.7(65)Studio|1 ba
The Fisher Apartments
2001 Glenridge Way, Winter Park, FL
Verified active·Recently listedView details
Apartments for Rent in Winter Park, FL
Across 20 rentals in Winter Park, FL, the cheapest we list is $1,000/mo and the average asking rent is around $1,433/mo. That's about 14% under the FL average of $1,669/mo, on the cheaper side for the state. By size, expect one-bedrooms around $1,508/mo and two-bedrooms around $1,753/mo. Listings are ranked cheapest-first and updated regularly.
Updated Jun 9, 2026
Cheapest
$1,000
lowest listed rent
Average rent
$1,43314% below FL
across all sizes
Average by sizevs FL typical
Studio$1,25918% below FL
1 bed$1,5087% below FL
2 bed$1,7537% below FL
20 rentals in Winter Park, FL
Every size & style, ranked by price
Apartment · Winter Park
$1,000/mo
3.9(40)Studio|1 ba
Tuscany Villas
3656 N Goldenrod Rd, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,000/mo
3.7(390)Studio|1 ba
Sapphire Winter Park Apartments
1699 Semoran N Cir, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,069/mo
4.4(353)Studio|1 ba
Stonecastle Apartment Homes
2015 New Stonecastle Ter, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,166/mo
3.3(161)1 bd|1 ba
Seabrook
3114 Terry Brook Dr, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,195/mo
3.2(139)1 bd|1 ba
Mizell at Winter Park
600 N Semoran Blvd, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,230/mo
3.7(229)1 bd|1 ba|520 ft²
Signal Pointe
2500 Howell Branch Rd, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,230/mo
3.7(229)1 bd|1 ba|520 ft²
Signal Pointe Apartment Homes
Signal Pointe Apartment Homes, Winter Park
Verified active·Recently listedView details
Apartment · Winter Park
$1,249/mo
3.9(562)1 bd|1 ba|720 ft²
Venue at Winter Park Apartments
5 Autumn Breeze Way, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,275/mo
3.6(133)1 bd|1 ba
Sovereignty at Winter Park
7745 Brandywood Cir, Winter Park, FL
Verified active·Recently listedView details
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Apartment · Winter Park
$1,300/mo
3.8(71)1 bd|1 ba|730 ft²
La Aloma Apartments
3040 Aloma Avenue, WINTER PARK, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,325/mo
3.6(223)1 bd|1 ba|750 ft²
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,330/mo
4.0(238)Studio|1 ba|409 ft²
Westmount at Winter Park
1701 Lee Rd, Winter Park, FL
Verified active·Recently listedView details
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Apartment · Winter Park
$1,499/mo
4.1(347)1 bd|1 ba|660 ft²
ARIUM Winter Park
3250 Bishop Park Dr, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,573/mo
4.0(356)Studio|1 ba|676 ft²
Berkshire Winter Park Apartments
1874 Harmon Avenue, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$1,753/mo
3.8(173)2 bd|2 ba|940 ft²
Alvista Winter Park
3935 Sutton Pl Blvd, Winter Park, FL
Verified active·Recently listedView details
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Apartment · Winter Park
$1,799/mo
4.3(108)1 bd|1 ba|741 ft²
Paseo at Winter Park Village
940 W. Canton Avenue, Winter Park, FL
Verified active·Recently listedView details
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Apartment · Winter Park
$1,841/mo
4.7(273)Studio|1 ba|573 ft²
Juno Winter Park
1305 Morgan Stanley Ave, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$2,035/mo
4.7(85)1 bd|1 ba|790 ft²
Rosalia Winter Park
3045 Aloma Ave, Winter Park, FL
Verified active·Recently listedView details
Apartment · Winter Park
$2,795/mo
Rating coming soon1 bd|1.5 ba|850 ft²
690 Osceola Ave
690 Osceola Ave, Winter Park
Recently listedView details
Renting in Winter Park, FL: common questions
- How much is rent in Winter Park, FL?
- The average asking rent across the 20 listings we track in Winter Park, FL is $1,433/mo, with the cheapest starting at $1,000/mo. Prices change often, so confirm current rates on each listing.
- What is the cheapest apartment for rent in Winter Park?
- The Fisher Apartments is the lowest-priced rental we're tracking in Winter Park, FL at $1,000/mo. We rank every listing cheapest-first so the best-value options are always at the top.
- What is the average rent by bedroom in Winter Park?
- Based on the listings we track in Winter Park, FL: studios around $1,259/mo, one-bedrooms around $1,508/mo, two-bedrooms around $1,753/mo. These are averages and shift with availability.
- Is Winter Park expensive to rent in?
- Relatively no. Winter Park's average rent of $1,433/mo is about 14% below the FL state average of $1,669/mo, making it one of the more affordable markets in the state.
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