1055 Cherokee Avenue, Winter Park, FL 32789 - Photo 1

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$2,800

For Rent
Active
Single Family
3 Beds
2 Full Baths
1,560 Sq. Ft.

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Property Description

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!

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Full Property Details

Full Property Details for 1055 Cherokee Ave

General

Rent: $2,800
Status: Active
Type: Single Family
Source: MidFloridaRegionalMLS
MLS ID: O6360540
Updated: 12/24/2025
Added to Site: 63 day(s) ago

Interior

Interior Features: Open Floorplan, Stone Counters, Thermostat, Walk-In Closet(s)
Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Furnishings: Unfurnished
Flooring: Porcelain Tile

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 3

Other Rooms

Laundry: Inside, Laundry Room

Parking

Parking Features: Driveway

Location

Area: 32789 - Winter Park
County: Orange
Development Name: 32789 - Winter Park
Driving Directions: From Interstate 4 take exit 88 to Lee Road (FL-423) and head West for 1.3 miles to cross over U.S. 17-92 /Orlando Avenue and use the 2nd from the left lane to turn left onto N. Orlando Ave /17-92. In 0.2 miles turn right onto Dixon Avenue and in 0.1 miles turn right onto Solana Avenue go approximately 0.2 miles until you reach Beloit Ave and turn right (you'll pass the first Cherokee Ave and continue to Beloit Ave) and then turn left onto Cherokee Avenue to reach 1055 Cherokee Avenue.

School Information

Elementary School: Hungerford Elem
Middle School: Maitland Middle
High School: Winter Park High

Community

Community Name: 32789 - Winter Park
Number of Pets: 2
Pet Restrictions: One-time pet deposit per pet is refundable.

Heating & Cooling

Cooling Type: Central Air
Heating Type: Electric

Structural Information

Stories/Levels: Two
Square Feet: 1,560
Sq. Ft. Source: Public Records
Year Built: 1959

Lot Features

Lot Size (Acres): 0.17
Lot Size (Sq. Ft.): 7,523
Lot Size: 7523
Street/Road Desc.: Asphalt

Financial Considerations

Lease Price: $2,800
Application Fee: $50
Security Deposit: $2,800
Pet Deposit: $300

Disclosures and Reports

APN: 12229000000070
Property ID: 12229000000070

Listed by Empire Network Realty

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— 1055 Cherokee Ave —

Empire Network Realty

Schools

Schools serving 1055 Cherokee Ave

School District:Orange County School District

Name	Grades	Distance
Hungerford Elementary School 230 South College Avenue, Eatonville, FL 32751	PK-5	1.2 mi
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751	6-8	2.3 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price History for 1055 Cherokee Ave Get Price Alerts and Save Property

Date

Details

Price

Change

Source

12/24/2025

Price Reduced

$2,800

-6.67%

MLS

11/14/2025

Listed

$3,000

—

MLS

Get Price Alerts and Save Property

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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3
Beds
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Total Baths
2,368
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Total Baths
2,676
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1055 Cherokee Avenue, Winter Park, FL 32789 (MLS# O6360540) is a Single Family property with 3 bedrooms and 2 full bathrooms. 1055 Cherokee Avenue is currently listed for rent at $2,800 and was received on November 14, 2025. Want to learn more about 1055 Cherokee Avenue? Do you have questions about finding other real estate for sale or rent in Winter Park? You can browse all Winter Park rentals or contact a Coldwell Banker agent to request more information.

1055 Cherokee Ave Winter Park, FL 32789