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Apartments For Rent By Owner in Winter Park, FL

15 Rentals
.
  1. Building Photo - 2810 Sandwell Dr
    3 BEDS, 2 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    2810 Sandwell Dr

    2810 Sandwell Dr, Winter Park, FL 32792
    Apply
  3. 3 BEDS, 2 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    7 Carver Ct

    7 Carver Ct, Winter Park, FL 32789
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  4. 1 BED, 1 BATH
    $1,175
    Total Monthly Price Total Monthly Price New
    Base Rent$1,175
    Required Monthly FeesNone
    Total Monthly Price$1,175

    1157 Calle del Norte Unit 1157

    1157 Calle del Norte, Casselberry, FL 32707
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  6. 2 BEDS, 2 BATHS
    $2,695
    Total Monthly Price Total Monthly Price New
    Base Rent$2,695
    Required Monthly FeesNone
    Total Monthly Price$2,695

    2912 Plaza Terrace Dr

    2912 Plaza Terrace Dr, Orlando, FL 32803
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  7. 2 BEDS, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    1360 Formosa Ave Unit 1360 Formosa

    1360 Formosa Ave, Winter Park, FL 32789
  8. 3 BEDS, 2.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    1840 Bachman Way

    1840 Bachman Way, Winter Park, FL 32792
  9. 3 BEDS, 3.5 BATHS
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950

    223 Sandlewood Trl

    223 Sandlewood Trl, Winter Park, FL 32789
  10. 3 BEDS, 2 BATHS
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    200 Saint Andrews Blvd Unit 2402

    200 Saint Andrews Blvd, Winter Park, FL 32792
  11. 2 BEDS, 2.5 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    2924 Antique Oaks Cir Unit 48

    2924 Antique Oaks Cir, Winter Park, FL 32792
  12. 1 BED, 1 BATH
    $1,000
    Total Monthly Price Total Monthly Price New
    Base Rent$1,000
    Required Monthly FeesNone
    Total Monthly Price$1,000

    5058 Seminole Ave Unit Seminole 1

    5058 Seminole Ave, Winter Park, FL 32792
  13. 2 BEDS, 1 BATH
    $1,685
    Total Monthly Price Total Monthly Price New
    Base Rent$1,685
    Required Monthly FeesNone
    Total Monthly Price$1,685

    17 W Winter Park St Unit #17

    17 W Winter Park St, Orlando, FL 32804
  14. 1 BED, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    2426 Branch Way Unit 200

    2426 Branch Way, Maitland, FL 32751
  15. Building Photo - 5547 Kingswood Dr
    1 BED, 1 BATH
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    5547 Kingswood Dr

    5547 Kingswood Dr, Orlando, FL 32810

Winter Park at a Glance

Average Rent

$1,486
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
7

School Rating

out of 10 Rating
Learn more about
Schools in Winter Park

Winter Park, FL Apartments for Rent

Winter Park was founded as a resort community by northern business magnates in the late 19th century and has maintained its reputation as one of Central Florida's most desirable places to live. Those searching for apartments for rent in Winter Park will discover tree-lined brick streets, a chain of interconnected lakes, and the cultural centerpiece of Park Avenue, which features boutique shops, art galleries, and dining options. The city is also home to Rollins College and the Charles Hosmer Morse Museum of American Art, which houses the world's most comprehensive collection of Tiffany glass.

Renting in Winter Park provides convenient access to both local attractions and the broader Orlando metropolitan area. The city's apartment communities range from lakefront properties to garden-style residences near downtown, with options spanning studios to multi-bedroom layouts. Major highways including Interstate 4 are easily accessible for commuters heading to Orlando's business districts, theme parks, and employment centers. The 47.6-acre Mead Botanical Garden and the city's scenic canal system offer outdoor recreation, while Park Avenue's walkable downtown creates opportunities for shopping and entertainment without leaving the city limits.

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)
  • Neighborhoods Average Sq Ft Average Rent
  • Lake Howell 737 Sq Ft $1,581/mo
  • Fairview 731 Sq Ft $1,868/mo

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Education

GreatSchools Rating
Winter Park High

Public High School

Public
Grades 9-12
3,369 Students
GreatSchools Rating
Winter Park High School

Public High School

Public
Grades 9-12
3,304 Students
GreatSchools Rating
Lake Howell High School

Public High School

Public
Grades 9-12
2,239 Students

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

Apartments for Rent Near Winter Park

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Winter Park Apartments for Rent in Your Budget

Frequently asked questions about renting in Winter Park, FL

What are the average rent costs in Winter Park, FL?

The average rent in Winter Park, FL is $1,486.

What are the average rent costs of a studio apartment in Winter Park, FL?

The average rent for a studio apartment in Winter Park, FL is $1,411.

What are the average rent costs of a one bedroom apartment in Winter Park, FL?

The average rent for a 1 bedroom apartment in Winter Park, FL is $1,486.

What are the average rent costs of a two bedroom apartment in Winter Park, FL?

The average rent for a 2 bedroom apartment in Winter Park, FL is $1,749.

What are the average rent costs of a three bedroom apartment in Winter Park, FL?

The average rent for a 3 bedroom apartment in Winter Park, FL is $2,024.

What are the average rent costs of a four bedroom apartment in Winter Park, FL?

The average rent for a 4 bedroom apartment in Winter Park, FL is $1,940.

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