2352 SMILEY AVENUE Winter Park, FL ^$ 2,700

2352 SMILEY AVENUE

^$ 2,700

Back to search

Recently Listed

2352 SMILEY AVENUE

Winter Park, FL, 32792

^$ 2,700

Bedrooms3 Baths2.0 Sq 1,456

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 1

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 2

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 3

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 4

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 5

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 6

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 7

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 8

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 9

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 10

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 11

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 12

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 13

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 14

2352 SMILEY AVENUE, Winter Park, FL 32792 - Image 15

View a Virtual Tour

Property for Rent in Winter Park, FL

for $2,700 with 3 bedrooms and 2 full baths. This 1,456 square foot property was built in 1959 on a lot size of 0.23.

Charming Winter Park rental in a highly desirable location featuring a traditional floorplan and a gorgeous fenced yard. Enjoy separate living and dining rooms—perfect for everyday comfort and entertaining. Conveniently located just minutes from the best of Winter Park, including popular restaurants, shopping, parks, Rollins College, and nearby medical offices. Rent includes lawn maintenance and a washer & dryer are provided. Tenant is responsible for water, electricity, garbage, and internet. Zoned for Brookshire Elementary, Glen Ridge Middle School, and Winter Park High School. Lease Terms/Requirements: 1-year lease Move-in required: First month’s rent + one month security deposit ($5,400 total) Income: Minimum 3x rent (verifiable) Screening: Satisfactory tenant screening report required Credit: 680+ minimum

Rental Active

Price

^$ 2,700

Bedrooms

Full Bath

Taxes

^$ 0

Style

Single Family Residence

Lot Size

0.23

Year Built

1959

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6372791

Features

General

Heating Central

Cooling Central Air

Appliances Dryer Range Refrigerator Washer

Pets Allowed No

Year Built 1959

Levels One

Property Subtype Single Family Residence

County Orange

New Construction false

Property Type Residential Lease

Subdivision Name BROOKSHIRE HEIGHTS

Garage Y/N false

Total Rooms 0

Full Baths 2

Status Active

Directions S Lakemont Ave to Whitehall Dr East to Greene Dr North to Smiley Ave West

High School Winter Park High

City WINTER PARK

Association Name none

Senior Community Y/N false

MLS Area 32792 - Winter Park/Aloma

Lot Size Units Square Feet

Lot Size Square Feet 9877

Carport Spaces 2

Carport Y/N true

Elementary School Brookshire Elem

Middle/Junior High School Glenridge Middle

Ok to Lease 12 Months

Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6372791

Availability Date 2026-01-10

Building Area Units Square Feet

Living Area Units Square Feet

Standard Status Active

Occupancy Type Owner

Lease Amount Frequency Monthly

Water Access Y/N false

Water View Y/N false

Interior

Interior Amenities Ceiling Fan(s)

Furnished Y/N Unfurnished

Air Conditioning Y/N true

Heating Y/N true

Half Baths 0

Laundry Features Inside

Total Bedrooms 3

Total Baths 2

Exterior

Lot Size Area 9877

Building Area Total 2036

Lot Size Acres 0.23

Road Surface Type Asphalt

Private Pool false

Waterfront Y/N false

Covered Spaces 2

* Excluded Features

List By

Florida Prestigious Homes Inc

Broker

iantrumbach@aol.com

Nearby

Trends
Schools

About Winter Park, FL

31,074 Population

11% Since 2002

^$68,913 Median Income

43.49 Median Age

21% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

0 Elementary School

0 Middle School

Winter Park High High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
1/10/2026	$2,700		Listed Price

Map

More homes like this one

homes for you

See all

More homes you can afford

homes for you

See All

958 DUPONT AVENUE Winter Park, FL MLS# O6371341

Recently Listed with Virtual Tour

$381,000

Beds

2.0

Baths

1,572

Sq.Ft.

958 DUPONT AVENUE

Winter Park, FL

Courtesy of OPENDOOR BROKERAGE LLC

Recently Listed with Virtual Tour

$358,000

Studio

Beds

0.0

Baths

2002 INDIANA AVENUE

Winter Park, FL

Courtesy of DAWN REALTY

Virtual Tour

$369,900

Beds

2.0

Baths

1,584

Sq.Ft.

1816 AZALEA AVENUE

Winter Park, FL

Courtesy of GENSTONE REALTY

$425,000

Beds

2.0

Baths

1,794

Sq.Ft.

900 CARVER STREET

Winter Park, FL

Courtesy of LEGACY REALTY & BROKERS LLC

Virtual Tour

$449,000

Beds

2.0

Baths

1,738

Sq.Ft.

824 GARRETT COURT

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC

Virtual Tour

$450,000

Beds

1.0

Baths

673

Sq.Ft.

640 N PARK AVENUE 5

Winter Park, FL

Courtesy of PARK TOWN REAL ESTATE LLC

Virtual Tour

$439,900

Beds

3.0

Baths

1,880

Sq.Ft.

2835 BONGART ROAD

Winter Park, FL

Courtesy of FUTURE HOME REALTY INC

Virtual Tour

$449,900

Beds

2.0

Baths

1,490

Sq.Ft.

1347 ORCHID AVENUE

Winter Park, FL

Courtesy of SHELDON PROFESSIONALS INC

$420,000

Beds

2.1

Baths

1,477

Sq.Ft.

1847 AZALEA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY

Virtual Tour

$440,000

Beds

2.0

Baths

1,355

Sq.Ft.

1909 EDWIN BOULEVARD

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

Virtual Tour

$449,900

Beds

3.0

Baths

1,786

Sq.Ft.

714 DENTON ROAD

Winter Park, FL

Courtesy of COLONIALTOWN REALTY

See All

2352 SMILEY AVENUE, Winter Park, FL, 32792 is a Property for Rent at $2,700 with 1,456 sqft and a lot size of 0.23. 2352 SMILEY AVENUE has 3 bedrooms, 2.0 baths, and was built in 1959. The property's zip code is 32792 which is in Winter Park, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Data is updated as of 1/12/2026.

*Full Name

*Email

*Phone

Get more info

By submitting the form, you agree that Weichert^® may contact you via phone or text about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our privacy policy.

Get more info

Looking for an Associate?

Already Working with an Associate?

2352 SMILEY AVENUE

Property for Rent in Winter Park, FL

Map

More homes like this one

More homes you can afford

Get more info about this home