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2 Bedroom Rentals in Winter Park, FL
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36 listings
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3 bedsHouses

2 Bedroom Rentals for Rent in Winter Park, FL

2 Bedroom Rentals for Rent in Winter Park, FL

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23 of 36 Listings
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2 Bedroom Rentals for Rent in Winter Park, FL

23 of 36 Listings

  1. 851 Miles Ave #11 — photoNew16Active

    $1,600/mo

    2 bd · 1 ba · 808 sqft

    851 Miles Ave #11, Winter Park, FL

    Jennie Ho · MAY HO REALTY

  2. 1000 S Semoran Blvd #508 — photo21Active

    $1,550/mo

    2 bd · 2 ba · 1,049 sqft

    1000 S Semoran Blvd #508, Winter Park, FL

    Geannette Viana · PREMIUM PROPERTIES R.E SERVICE

  3. 1695 1695 Rd #C206 — photo24Active

    $1,450/mo

    2 bd · 1 ba · 881 sqft

    1695 1695 Rd #C206, Winter Park, FL

    Yein Ross · ROSS RENTALS LLC

  4. 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

  5. 1695 Lee Rd #E213 — photo8Active

    $1,600/mo

    2 bd · 1 ba · 881 sqft

    1695 Lee Rd #E213, Winter Park, FL

    Mirna Perez · LOKATION

  6. 1111 Washington Ave #3 — photoPrice Reduced22Active

    $1,495/mo

    2 bd · 2 ba · 1,084 sqft

    1111 Washington Ave #3, Winter Park, FL

    Amy Spano · WILSON MANAGEMENT GROUP

  7. 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

  8. 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

  9. 300 N Knowles Ave 214 — photo8Active

    $1,750/mo

    2 bd · 1 ba · 1,100 sqft

    300 N Knowles Ave 214, Winter Park, FL

    Robert Bush · Property Professionals, Inc.

  10. 7444 Woodburn Ct #29 — photo8Active

    $1,585/mo

    2 bd · 3 ba · 1,031 sqft

    7444 Woodburn Ct #29, Winter Park, FL

    Abranette Lopez · LPT REALTY, LLC

  11. 7262 Swallow Run #7262 — photoPrice Reduced18Active

    $1,550/mo

    2 bd · 2 ba · 756 sqft

    7262 Swallow Run #7262, Winter Park, FL

    Karla Pacheco · LUMINA PROPERTY MANAGEMENT LLC

  12. 307 Sandlewood Trl — photoPrice Reduced15Active

    $1,850/mo

    2 bd · 3 ba · 960 sqft

    307 Sandlewood Trl, Winter Park, FL

    Matthew Kirsch · REAL PROPERTY MANAGEMENT AND REALTY

  13. 2941 Antique Oaks Cir #80 — photo12Active

    $1,525/mo

    2 bd · 2 ba · 1,018 sqft

    2941 Antique Oaks Cir #80, Winter Park, FL

    Summer Hornburg · BELMONT REALTY

  14. 800 W Canton Ave — photo30Active

    $2,500/mo

    2 bd · 1 ba · 924 sqft

    800 W Canton Ave, Winter Park, FL

    Kelly Price · KELLY PRICE & COMPANY LLC

  15. 7453 Daniel Webster Dr #a5 — photoPrice Reduced18Active

    $1,500/mo

    2 bd · 2 ba · 1,063 sqft

    7453 Daniel Webster Dr #a5, Winter Park, FL

    Laila Dkhissi · LA ROSA REALTY PREMIER LLC

  16. 163 Scottsdale Sq #163 — photo13Active

    $1,600/mo

    2 bd · 2 ba · 1,020 sqft

    163 Scottsdale Sq #163, Winter Park, FL

    Simone Pinto de Almeida Santos · NOVA REAL ESTATE SERVICES INC

  17. 155 Stefanik Rd — photoPrice Reduced14Active

    $1,950/mo

    2 bd · 2 ba · 1,040 sqft

    155 Stefanik Rd, Winter Park, FL

    Paul Jimenez · URBANISTA BROKERS

  18. 3651 N Goldenrod Rd #C201 — photoPrice Reduced12Active

    $1,350/mo

    2 bd · 2 ba · 840 sqft

    3651 N Goldenrod Rd #C201, Winter Park, FL

    Matthew Kirsch · REAL PROPERTY MANAGEMENT AND REALTY

  19. 1695 Lee Rd #a113 — photo13Active

    $1,600/mo

    2 bd · 1 ba · 881 sqft

    1695 Lee Rd #a113, Winter Park, FL

    Yigit Orer · EMPIRE NETWORK REALTY

  20. 3651 N Goldenrod Rd #a103 — photoPrice Reduced18Active

    $1,575/mo

    2 bd · 2 ba · 840 sqft

    3651 N Goldenrod Rd #a103, Winter Park, FL

    Youree Lundy · KELLER WILLIAMS ADVANTAGE III

  21. 7336 Forest Hill Ct #240 — photoPrice Reduced10Active

    $1,680/mo

    2 bd · 2 ba · 990 sqft

    7336 Forest Hill Ct #240, Winter Park, FL

    Mara Brasil · REALIZE INTERNATIONAL REALTY L

  22. 652 Saint Johns Ct #652 — photoPrice Reduced19Active

    $1,600/mo

    2 bd · 2 ba · 1,037 sqft

    652 Saint Johns Ct #652, Winter Park, FL

    Marina Gamundi · KELLER WILLIAMS ADVANTAGE III

  23. 2481 Tahoe Cir #2481 — photoPrice Reduced19Active

    $1,748/mo

    2 bd · 3 ba · 1,495 sqft

    2481 Tahoe Cir #2481, Winter Park, FL

    Sebastian Lozano · COLDWELL BANKER REALTY

12

Explore Winter Park rentals

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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