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  1. Building Photo - Westmount at Winter Park
    Price Drop. $189 Off
    1 BED
    $1,480+
    2 BEDS
    $1,484+
    3 BEDS
    $1,883+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,469 - $2,059
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,480 - $1,931

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  2. Building Photo - Sumerset Apartments
    1 BED
    $1,074+
    2 BEDS
    $1,195+
    3 BEDS
    $1,295+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,074 - $1,663
    Required Monthly FeesNone
    Total Monthly Price$1,074 - $1,663

    Sumerset Apartments

    1051 Lee Rd, Orlando, FL 32810
  3. Building Photo - Kingswood Apartments
    Good Value
    STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  4. Building Photo - 2500 Lee Rd
    1 BED, 1 BATH
    $1,465
    Total Monthly Price Total Monthly Price New
    Base Rent$1,465
    Required Monthly FeesNone
    Total Monthly Price$1,465

    2500 Lee Rd Unit 244

    2500 Lee Rd, Winter Park, FL 32789
  5. Building Photo - 770 Baffie Ave
    3 BEDS, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    770 Baffie Ave

    770 Baffie Ave, Winter Park, FL 32789
  6. Building Photo - 1500 Gay Rd
    2 BEDS, 2 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    1500 Gay Rd Unit 9D

    1500 Gay Rd, Winter Park, FL 32789
  7. Building Photo - 725 Formosa Ave
    Rent Special
    1 BED, 1 BATH
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    725 Formosa Ave Unit #2

    725 Formosa Ave, Winter Park, FL 32789
  8. Building Photo - 4418 Eli St
    2 BEDS, 1 BATH
    $1,600

    4418 Eli St

    4418 Eli St, Orlando, FL 32804
  9. 1 Month Free
    2 BEDS
    $1,699

    The Fairview

    1700 Van Ness St, Orlando, FL 32810

Winter Park at a Glance

Average Rent

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Schools in Winter Park

Fairview Neighborhood

Fairview is a terrific Orlando neighborhood near Lake Fairview Park – a park that offers lush palm trees and rich wildlife. Lake Fairview is a large park in the heart of the Fairview neighborhood. The smaller Little Lake Fairview is in neighboring Fairview Shores. Fairview is pedestrian friendly and bicycle friendly, featuring sidewalks and bicycle paths. Valencia Community College is located nearby.

Popular beaches are about an hour away, and include Cocoa Beach, Daytona Beach, and New Smyrna Beach. At the beaches, families can enjoy activities like parasailing, snorkeling, and jet boating. Water parks are nearby as well, including Typhoon Lagoon and Wet ‘n’ Wild. Disney World, Universal, Sea World, and Busch Gardens are a short drive away.

Dog parks such as Fleet Peeples Dog Park and Pawmosa Dog Park are approximately eight miles away. Fairview is about two miles away from the very popular Walt Disney World. ESPN’s Wide World of Sports is located in Disney, featuring various activities and events throughout the year.

Fairview residents can enjoy films at the Theater Downtown. The Country Club features both Mediterranean-style golf and an Orlando Opera Box Office. Ledesma Equestrian Center offers riding lessons to all levels of experience. A nearby landmark, The Casa Feliz Historic Home Museum, offers live music, a view of an authentically reconstructed Spanish farmhouse, and European antiques.

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)
  • Neighborhoods Average Sq Ft Average Rent
  • Lake Howell 747 Sq Ft $1,535/mo
  • Fairview 750 Sq Ft $1,903/mo

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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