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Apartments and Houses for Rent in Winter Park, FL | Realty.com
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94 listings
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3 bedsHouses

Apartments and Houses for Rent in Winter Park, FL

Apartments and Houses for Rent in Winter Park, FL

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24 of 94 Listings
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Apartments and Houses for Rent in Winter Park, FL

24 of 94 Listings

  1. NewActive

    $1,450/mo

    1 bd · 1 ba · 653 sqft

    1250 S Denning Dr #121, Winter Park, FL

    Mike Grant · CENTRAL FLORIDA REALTY, INC.

  2. 624 London Rd — photoNew29Active

    $3,350/mo

    4 bd · 2 ba · 1,908 sqft

    624 London Rd, Winter Park, FL

    Mo Jabr · RE/MAX 200 REALTY

  3. 4818 Tangerine Ave #4818 — photoNew20Active

    $1,400/mo

    1 bd · 1 ba · 753 sqft

    4818 Tangerine Ave #4818, Winter Park, FL

    Torey Eisenman · BENCHMARK REAL ESTATE GRP INC

  4. 1695 1695 Rd #C206 — photoNew24Active

    $1,450/mo

    2 bd · 1 ba · 881 sqft

    1695 1695 Rd #C206, Winter Park, FL

    Yein Ross · ROSS RENTALS LLC

  5. 2227 Howard Dr — photo28Active

    $4,100/mo

    3 bd · 3 ba · 2,196 sqft

    2227 Howard Dr, Winter Park, FL

    Simone Pinto de Almeida Santos · NOVA REAL ESTATE SERVICES INC

  6. 432 W Swoope Ave — photo14Active

    $4,000/mo

    4 bd · 4 ba · 2,664 sqft

    432 W Swoope Ave, Winter Park, FL

    Edward Bonner · COLDWELL BANKER REALTY

  7. 7498 Aloma Pines Ct — photo37Active

    $2,450/mo

    3 bd · 3 ba · 1,872 sqft

    7498 Aloma Pines Ct, Winter Park, FL

    Marian Coaxum · KELLER WILLIAMS REALTY AT THE PARKS

  8. 408 London Rd — photo29Active

    $2,840/mo

    3 bd · 2 ba · 1,295 sqft

    408 London Rd, Winter Park, FL

    Angela Fettig · KELLER WILLIAMS REALTY AT THE PARKS

  9. 3005 Casselwood St — photo20Active

    $2,250/mo

    3 bd · 2 ba · 1,080 sqft

    3005 Casselwood St, Winter Park, FL

    Chanmarlie Lim · HOME WISE REALTY GROUP, INC.

  10. 3027 Aaron Burr Ave #L1 — photo29Active

    $1,795/mo

    2 bd · 3 ba · 1,090 sqft

    3027 Aaron Burr Ave #L1, Winter Park, FL

    Jocelyne Yanez · HOMESMART

  11. 1051 Turner Rd — photo11Active

    $2,900/mo

    3 bd · 2 ba · 1,364 sqft

    1051 Turner Rd, Winter Park, FL

    Ranah Nam · SOGO REAL ESTATE SERVICES LLC

  12. 98 S Virginia Ave #111 — photo68Active

    $5,700/mo

    3 bd · 4 ba · 2,860 sqft

    98 S Virginia Ave #111, Winter Park, FL

    Anthony Consalvo · FLORIDA ONE REAL ESTATE LLC

  13. 7797 Broken Arrow Trl — photo54Active

    $3,900/mo

    4 bd · 2 ba · 2,548 sqft

    7797 Broken Arrow Trl, Winter Park, FL

    Claudia D'Aquino · CENTURY 21 CARIOTI

  14. 1521 Heron Wood Pl — photo31Active

    $2,500/mo

    3 bd · 2 ba · 3,950 sqft

    1521 Heron Wood Pl, Winter Park, FL

    Ronald Trotter · RE/MAX INNOVATION

  15. 3328 Hamlet Loop — photo24Active

    $2,500/mo

    3 bd · 3 ba · 1,397 sqft

    3328 Hamlet Loop, Winter Park, FL

    Marileen Nieves · LPT REALTY, LLC

  16. 860 N Denning Dr — photo7Active

    $6,000/mo

    3 bd · 3 ba · 1,411 sqft

    860 N Denning Dr, Winter Park, FL

    LaDarrius Sanders · OUTLET REALTY

  17. 1695 Lee Rd #E213 — photo8Active

    $1,600/mo

    2 bd · 1 ba · 881 sqft

    1695 Lee Rd #E213, Winter Park, FL

    Mirna Perez · LOKATION

  18. 5600 Revelwood Loop — photo37Active

    $2,650/mo

    4 bd · 2 ba · 1,598 sqft

    5600 Revelwood Loop, Winter Park, FL

    Max Leo Donzi · IRM INVEST., REAL EST.& MGMT.

  19. 1111 Washington Ave #3 — photoPrice Reduced20Active

    $1,495/mo

    2 bd · 2 ba · 1,084 sqft

    1111 Washington Ave #3, Winter Park, FL

    Amy Spano · WILSON MANAGEMENT GROUP

  20. 2712 Goldenrod Dr — photo24Active

    $4,500/mo

    3 bd · 2 ba · 1,948 sqft

    2712 Goldenrod Dr, Winter Park, FL

    Ryan Langley · FLORIDA REALTY INVESTMENTS

  21. 1666 Tremont Ln — photo16Active

    $2,240/mo

    3 bd · 2 ba · 1,600 sqft

    1666 Tremont Ln, Winter Park, FL

    David Drawdy, Jr. · KELLER WILLIAMS REALTY AT THE PARKS

  22. 2612 Roxbury Rd — photo10Active

    $2,500/mo

    5 bd · 3 ba · 2,472 sqft

    2612 Roxbury Rd, Winter Park, FL

    Susan Lattimore · HOMEPRIDE PROPERTY MANAGEMENT GROUP LLC

  23. 1824 Howell Branch Rd — photo16Active

    $2,000/mo

    2 bd · 1 ba · 1,100 sqft

    1824 Howell Branch Rd, Winter Park, FL

    Asher Chen · AAA GLOBAL VENTURES PA

  24. 1695 Lee Rd #E103 — photo15Active

    $1,600/mo

    2 bd · 1 ba · 881 sqft

    1695 Lee Rd #E103, Winter Park, FL

    Jason Price · RE/MAX SELECT GROUP

12…4

Explore Winter Park rentals

By price

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Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Park, FL community profile

Population
31,855
Median income
$98,252
Housing units
15,404
People per sq. mi.
1,409.5
Area
22.6 sq. mi.

Source: HJN community data