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  8. 2 BEDS, 1 BATH
    $1,375
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375
    Required Monthly FeesNone
    Total Monthly Price$1,375

    2500 Lee Rd Unit 212

    2500 Lee Rd, Winter Park, FL 32789
    (321) 204-6251
  9. Building Photo - Sumerset Apartments
    1 BED
    $1,074+
    2 BEDS
    $1,274+
    3 BEDS
    $1,450+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,074 - $1,495
    Required Monthly FeesNone
    Total Monthly Price$1,074 - $1,495

    Sumerset Apartments

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

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  11. Building Photo - 151 N Orlando Ave
    2 BEDS, 1 BATH
    $1,799
    Total Monthly Price Total Monthly Price New
    Base Rent$1,799
    Required Monthly FeesNone
    Total Monthly Price$1,799

    151 N Orlando Ave Unit 101

    151 N Orlando Ave, Winter Park, FL 32789
  12. 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
  13. 3 BEDS, 2 BATHS
    $2,975
    Total Monthly Price Total Monthly Price New
    Base Rent$2,975
    Required Monthly FeesNone
    Total Monthly Price$2,975

    1891 Oglesby Ave

    1891 Oglesby Ave, Winter Park, FL 32789
  14. 2 BEDS, 2 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    1500 Gay Rd Unit 18A

    1500 Gay Rd, Winter Park, FL 32789
  16. Building Photo - 940 W Fairbanks Ave
    2 BEDS, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    940 W Fairbanks Ave

    940 W Fairbanks Ave, Orlando, FL 32804
    Apply
  17. Building Photo - 1695 Lee Rd
    2 BEDS, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    1695 Lee Rd Unit B106

    1695 Lee Rd, Winter Park, FL 32789
  18. 3 BEDS, 3.5 BATHS
    $10,000
    Total Monthly Price Total Monthly Price New
    Base Rent$10,000
    Required Monthly FeesNone
    Total Monthly Price$10,000

    1224 Alexandra Ct

    1224 Alexandra Ct, Orlando, FL 32804
  36. 3 BEDS, 2 BATHS
    $1,800

    1695 Lee Rd

    1695 Lee Rd, Winter Park, FL 32789

Winter Park at a Glance

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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)

Average Rent in Nearby Cities

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

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