$3,000 / Month

1055 Cherokee Ave

,

Winter Park, FL 32789

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407-404-0472
  • Bedrooms

    3

  • Bathrooms

    2

  • Square Feet

    1,560 sq ft

  • Available

    Available Now

Highlights

  • Garage Apartment
  • Open Floorplan
  • Stone Countertops
  • In-Law or Guest Suite
  • Walk-In Closet
  • Laundry Room
1055 Cherokee Ave
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About This Home

$3,000 deposit, Available Now

Completely renovated home for RENT located next to Winter Park Village! No HOA! Come park your RV,boat,or vehicles on the two beautifully paved private driveways. This home features new porcelain tile floor throughout and wooden floors in the bedrooms. New interior paint,new kitchen cabinets,new light fixtures,newer roof from 2018 and AC is from 2022. New granite countertops with a waterfall island. The bathrooms have been completely upgraded with a modern touch. This home features 3 bedrooms and 2 bathrooms,with a family room that has a private entrance through the front and also to the backyard that could be used as a fourth bedroom,den,art studio,or office. Step outside into your beautiful garden that creates a perfect private retreat while being completely fenced in. There is a fenced-in concrete patio within the backyard with an outdoor shower and the second bedroom has a direct access to it. In addition,it has two storage sheds for extra storage. This home is in prime vibrant location,walk from the home to so many different shops,restaurants,grocery stores such as Whole Foods,and parks. Quick access to what Winter Park,Maitland,Orlando,Altamonte,and surrounding areas has to offer. Make your appointment to see this home today! MLS# O6360540

1055 Cherokee Ave is a house located in Orange County and the 32789 ZIP Code. This area is served by the Orange County Public Schools attendance zone.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 1959

Bedrooms and Bathrooms

In-Law or Guest Suite Walk-In Closet 2 Full Bathrooms 3 Bedrooms

Home Design

Bi-Level Home

Interior Spaces

Open Floorplan Tile Flooring Family Room 1,560 Sq Ft Home

Kitchen

Stone Countertops Range Microwave Dishwasher Disposal

Laundry

Laundry Room Dryer Washer

Listing and Financial Details

Security Deposit $3,000 Property Available on 11/14/25 $50 Application Fee Assessor Parcel Number 01-22-29-0000-00-070 The owner pays for laundry Residential Lease

Lot Details

7,523 Sq Ft Lot

Parking

Garage Apartment Driveway

Schools

Hungerford Elementary School Maitland Middle School Winter Park High School

Utilities

Thermostat Central Air Heating Available Electric Water Heater

Community Details

Overview

No Home Owners Association

Pet Policy

Pet Size Limit Small pets allowed Pet Deposit $300 2 Pets Allowed

Fees and Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

  • One-Time Basics
    • Due at Application
      • Application Fee Per Applicant
        $50
    • Due at Move-In
      • Security Deposit - Refundable
        $3,000

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Contact

  • Listed by Rafael Casallas,PA | Empire Network Realty
  • Phone Number
  • Contact
  • Source
    Stellar MLS
Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
City - Winter Park

Nestled in Central Florida, Winter Park combines historic charm with cultural amenities. Tree-lined brick streets wind through the city, where live oaks draped with Spanish moss create a natural canopy over the downtown area. Park Avenue serves as the city center, offering boutiques, cafes, and art galleries, while Rollins College enhances the community's educational landscape. The city's chain of lakes, connected by scenic canals, provides opportunities for water activities, and Mead Botanical Garden spans 47.6 acres of natural beauty. Current rental trends show moderate stability, with one-bedroom apartments averaging $1,482 per month and two-bedroom units at $1,766, reflecting slight increases of 0.7% and 0.6% respectively over the past year.

The rental market in Winter Park features properties ranging from lakefront apartments to garden-style communities near Park Avenue.

Learn more about living in Winter Park 
Education
Colleges & Universities Distance
Colleges & Universities Distance
Walk: 17 min 0.9 mi
Drive: 5 min 1.9 mi
Drive: 8 min 2.9 mi
Drive: 15 min 5.9 mi
1055 Cherokee Ave is within 17 minutes or 0.9 mile from Valencia College, Winter Park. It is also near Rollins College and Florida Hospital College.
Schools
Public Elementary School
Grades PK-5
271 Students
Attendance Zone
Public Middle School
Grades 6-8
800 Students
Attendance Zone
Public High School
Grades 9-12
3,369 Students
Attendance Zone
Private Elementary, Middle & High School
Grades K-12
Nearby
Private Elementary School
Grades PK-6
533 Students
Nearby
Private Middle & High School
Grades 6-12
49 Students
Nearby
Transportation

1055 Cherokee Ave is near Orlando International, located 16.1 miles or 31 minutes away, and Orlando Sanford International, located 16.2 miles or 30 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Drive: 3 min 1.4 mi
Drive: 4 min 1.4 mi
Drive: 6 min 2.3 mi
Drive: 7 min 2.9 mi
Drive: 11 min 4.9 mi
Airports Distance
Airports Distance
Orlando International
Drive: 31 min 16.1 mi
Orlando Sanford International
Drive: 30 min 16.2 mi
Very Walkable
70
Walk Score®
Out of 100
If you enjoy walking, you’ll enjoy renting in this area! It’s a very walkable neighborhood.
Some Transit
38
Transit Score®
Out of 100
You'll likely want a car when living in this area since it has few transit options.
Bikeable
64
Bike Score®
Out of 100
While there’s some bike infrastructure in this area, you’ll still need a car for many errands.
-
-
Soundscore
Out of 100

Traffic:

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Airport:

-

Businesses:

-

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Points of Interest

Time and distance from 1055 Cherokee Ave.

Shopping Centers Distance
Shopping Centers Distance
Walk: 6 min 0.3 mi
Walk: 9 min 0.5 mi
Walk: 9 min 0.5 mi
1055 Cherokee Ave has 3 shopping centers within 0.5 mile, which is about a 9-minute walk. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Audubon Center for Birds of Prey
Drive: 5 min 1.9 mi
Trotters Park
Drive: 4 min 2.0 mi
Orlando Loch Haven Park
Drive: 8 min 2.9 mi
Orlando Science Center
Drive: 7 min 3.1 mi
Blue Jacket Park
Drive: 9 min 3.4 mi
1055 Cherokee Ave has 5 parks within 3.4 miles, including Trotters Park, Audubon Center for Birds of Prey, and Orlando Loch Haven Park.
Hospitals Distance
Hospitals Distance
Drive: 7 min 3.0 mi
Drive: 15 min 7.0 mi
Drive: 14 min 7.4 mi
1055 Cherokee Ave has 3 hospitals within 7.4 miles, the nearest is AdventHealth Orlando which is 3.0 miles away and a 7 minute drive.
Military Bases Distance
Military Bases Distance
Drive: 96 min 67.3 mi
Drive: 93 min 71.0 mi
1055 Cherokee Ave is 67.3 miles from John F Kennedy Space Center, and is convenient to other military bases, including Patrick Space Force Base.

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