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

2 Bedroom Rentals for Rent in Winter Park, FL

2 Bedroom Rentals for Rent in Winter Park, FL

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18 Listings
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2 Bedroom Rentals for Rent in Winter Park, FL

18 Listings

  1. 1695 Lee Rd #E103 — photoNew15Active

$1,600/mo

2 bd · 1 ba · 881 sqft

1695 Lee Rd #E103, Winter Park, FL

Jason Price · RE/MAX SELECT GROUP

  • 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

  • 7262 Swallow Run #7262 — photo18Active

    $1,600/mo

    2 bd · 2 ba · 756 sqft

    7262 Swallow Run #7262, Winter Park, FL

    Karla Pacheco · LUMINA PROPERTY MANAGEMENT LLC

  • 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

  • 7453 Daniel Webster Dr #a5 — photo18Active

    $1,600/mo

    2 bd · 2 ba · 1,063 sqft

    7453 Daniel Webster Dr #a5, Winter Park, FL

    Laila Dkhissi · LA ROSA REALTY PREMIER LLC

  • 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

  • 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

  • 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

  • 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

  • 7336 Forest Hill Ct #240 — photo10Active

    $1,700/mo

    2 bd · 2 ba · 990 sqft

    7336 Forest Hill Ct #240, Winter Park, FL

    Mara Brasil · REALIZE INTERNATIONAL REALTY L

  • 2481 Tahoe Cir #2481 — photoPrice Reduced19Active

    $1,799/mo

    2 bd · 3 ba · 1,495 sqft

    2481 Tahoe Cir #2481, Winter Park, FL

    Sebastian Lozano · COLDWELL BANKER REALTY

  • 1695 Lee Rd #C103 — photo14Active

    $1,600/mo

    2 bd · 1 ba · 881 sqft

    1695 Lee Rd #C103, Winter Park, FL

    Yigit Orer · EMPIRE NETWORK REALTY

  • 700 Melrose Ave #a5 — photoPrice Reduced21Active

    $2,250/mo

    2 bd · 2 ba · 1,074 sqft

    700 Melrose Ave #a5, Winter Park, FL

    Nicole Howell · FANNIE HILLMAN & ASSOCIATES

  • 151 N Orlando Ave #207 — photoPrice Reduced26Active

    $2,150/mo

    2 bd · 1 ba · 710 sqft

    151 N Orlando Ave #207, Winter Park, FL

    Monika Kenney · PALMANO GROUP RE BROKERAGE LLC

  • listing photoPrice Reduced15Active

    $1,425/mo

    2 bd · 1 ba · 881 sqft

    Address withheld · Winter Park, FL

    Kirsten Cantello · TRUSTHOME PROPERTIES INC

  • 151 N Orlando Ave #118 — photoPrice Reduced20Active

    $1,900/mo

    2 bd · 1 ba · 1,500 sqft

    151 N Orlando Ave #118, Winter Park, FL

    Adriana Montes · FLORIDA DREAMS REALTY GRP INC

  • 3651 N Goldenrod Rd #110 — photo19Active

    $1,450/mo

    2 bd · 2 ba · 840 sqft

    3651 N Goldenrod Rd #110, Winter Park, FL

    Praveen Setty · RIGHTHOUSE REALTY LLC

  • 205 Lewfield Cir #205 — photoPrice Reduced37Active

    $1,700/mo

    2 bd · 2 ba · 927 sqft

    205 Lewfield Cir #205, Winter Park, FL

    Eimi Moreno Carrera · LPT REALTY, LLC

  • Explore Winter Park rentals

    By price

    • Rentals Under $2,000/mo
    • Rentals Under $3,000/mo
    • Rentals Under $4,000/mo
    • Rentals Under $5,000/mo

    By bedrooms

    • 2 Bedroom Rentals
    • 3 Bedroom Rentals

    By type

    • Single-Family Rentals
    • Condo Rentals
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    Listing data & MLS disclosures

    Stellar MLS
    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