Cheap Apartments for Rent in Winter Park, FL

1,818 Rentals

.

1 BED

$1,312+

2 BEDS

$1,398+

Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792

Call (689) 219-7310
1 BED

$1,327+

2 BEDS

$1,499+

3 BEDS

$1,663+

Avenues of Baldwin Park

5800 Auvers Blvd, Orlando, FL 32807

Call (689) 220-6084
STUDIO

$1,330+

2 BEDS

$1,750+

Park East - Park Knowles Apartments

311 N Knowles Ave, Winter Park, FL 32789

Call (321) 282-6154
1 BED

$1,345+

2 BEDS

$1,395+

3 BEDS

$1,940+

Central Place At Winter Park

7000 University Blvd, Winter Park, FL 32792

Call (321) 415-5300
2 BEDS, 2 BATHS

$1,345

2551 Medley Ct Unit 2551GEM

2551 Medley Ct, Winter Park, FL 32792
1 BED

$1,349

Indigo Winter Park

220 S Semoran Blvd, Winter Park, FL 32792
STUDIO

$1,349+

1 BED

$1,349+

2 BEDS

$1,549+

3 BEDS

$2,299+

Azure Winter Park

3650 Summer Wind Dr, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,350

3651 N Goldenrod Rd Unit B#104

3651 N Goldenrod Rd, Winter Park, FL 32792
1 BED, 1 BATH

$1,350

4818 Tangerine Ave Unit 4818

4818 Tangerine Ave, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,350

3651 N Goldenrod Rd Unit D101

3651 N Goldenrod Rd, Winter Park, FL 32792
STUDIO

$1,365+

1 BED

$1,468+

2 BEDS

$1,500+

3 BEDS

$1,964+

Westmount at Winter Park

1701 Lee Rd, Winter Park, FL 32789

Call (689) 205-8291
|

1 BED

$1,375+

2 BEDS

$1,599+

3 BEDS

$2,075+

Newport Colony Apartments in Casselberry

1166 Pointe Newport Ter, Casselberry, FL 32707

Call (689) 220-2212
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

Apply
1 BED, 1 BATH

$1,380

2942 Antique Oaks Cir Unit 82

2942 Antique Oaks Cir, Winter Park, FL 32792

Call (321) 624-8335
2 BEDS, 2 BATHS

$1,395

3651 N Goldenrod Rd Unit C204

3651 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,395

3651 N Goldenrod Rd Unit C204

3651 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,399

108 E Winter Park St

108 E Winter Park St, Orlando, FL 32804
1 BED

$1,399+

2 BEDS

$1,699+

Serena Winter Park

2890 Red Lion Sq, Winter Park, FL 32792
1 BED

$1,399+

2 BEDS

$1,499+

3 BEDS

$2,099+

Sapphire Winter Park

1743 Semoran North Cir, Winter Park, FL 32792
1 BED, 1 BATH

$1,400

1695 Lee Rd Unit C110

1695 Lee Rd, Winter Park, FL 32789
1 BED, 1 BATH

$1,400

One bedroom apartment 7 or 12 months rental terms available/ Apartamento disponible amueblado o s...

3075 Aaron Burr Ave, Winter Park, FL 32792
Good Value

|

1 BED

$1,412+

2 BEDS

$1,495+

3 BEDS

$1,756+

Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792

Call (689) 219-8408
2 BEDS, 1 BATH

$1,425

1380 Indiana Ave Unit 3

1380 Indiana Ave, Winter Park, FL 32789
1 BED

$1,449+

2 BEDS

$1,553+

POSTE Winter Park

800 Semoran Park Dr, Winter Park, FL 32792

Call (689) 219-4211
2 BEDS, 2 BATHS

$1,450

3651 N Goldenrod Rd Unit 110

3651 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,450

Newly remodeled 2/2 condo Winter Park $300. incentive for move in by 2/15/2025

3651 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,450

1ST MONTH RENT FREE 2 Bed 1 Bath 2nd Floor Unit With Balcony In Desirable Area Winter Park Sectio... Unit # D211

1695 Lee Rd, Winter Park, FL 32789
2 BEDS, 2 BATHS

$1,450

3651 N Goldenrod Rd Unit Apt C110

3651 N Goldenrod Rd, Winter Park, FL 32792
1 BED

$1,454+

2 BEDS

$1,617+

ARIUM Winter Park

3250 Bishop Park Dr, Winter Park, FL 32792
1 BED, 1 BATH

$1,465

2710 Amherst Ave Unit SI ID1018188P

2710 Amherst Ave, Orlando, FL 32804

Call (972) 289-8633
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
1 BED

$1,471+

2 BEDS

$1,763+

3 BEDS

$1,805+

Stonecastle Apartment Homes

2015 New Stonecastle Ter, Winter Park, FL 32792

Call (689) 219-5272
2 BEDS, 1 BATH

$1,487

102 W King St Unit SI ID1029870P

102 W King St, Orlando, FL 32804
2 BEDS, 1 BATH

$1,495

1418 Beatrice Dr

1418 Beatrice Dr, Orlando, FL 32810
2 BEDS, 1.5 BATHS

$1,495

5517 Decatur St

5517 Decatur St, Orlando, FL 32807
2 BEDS, 2 BATHS

$1,495

3651 N Goldenrod Rd Unit Apartment E106

3651 N Goldenrod Rd, Winter Park, FL 32792
1 BED

$1,499+

2 BEDS

$1,799+

Calibre Bend Apartments

3924 Calibre Bend Ln, Winter Park, FL 32792

Call (689) 220-7875
1 BED

$1,499

The Juliette

1225 Moselle Ave, Orlando, FL 32807
|

1 BED

$1,573+

2 BEDS

$1,860+

3 BEDS

$2,080+

Total Monthly Price Total Monthly Price New
Base Rent$1,500 - $3,665
Required Monthly Fees$73
Total Monthly Price$1,573 - $3,738

Cortland Lake Howell

1280 Vinings Ln, Casselberry, FL 32707

Call (321) 710-4674
2 BEDS, 1 BATH

$1,500

1695 Lee Rd Unit B114

1695 Lee Rd, Winter Park, FL 32789
2 BEDS, 1 BATH

$1,500

1565 Michigan Ave

1565 Michigan Ave, Winter Park, FL 32789
2 BEDS, 2 BATHS

$1,500

1159 Calle Del Norte Unit A

1159 Calle Del Norte, Casselberry, FL 32707

Showing 42 of 250 results, Page 2 of 6

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Winter Park at a Glance

Average Rent

$1,459

(All bedrooms and property types)

Learn more about

Average Rent in Winter Park

6

School Rating

out of 10 Rating

Learn more about

Schools in Winter Park

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Apartment Type Average Sq Ft Average Rent
Studio 537 Sq Ft $1,365 / mo
1 Bedroom 706 Sq Ft $1,459 / mo
2 Bedrooms 1,020 Sq Ft $1,740 / mo
3 Bedrooms 1,273 Sq Ft $2,046 / mo
4 Bedrooms 1,506 Sq Ft $1,775 / mo

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Laurel Springs 735 Sq Ft $1,376/mo
Winter Park Woods 757 Sq Ft $1,398/mo
Winter Park Pines 702 Sq Ft $1,454/mo
Eastbrook 752 Sq Ft $1,471/mo
Cedarwood Village 661 Sq Ft $1,479/mo
Lake Howell 751 Sq Ft $1,542/mo
Windward Square 784 Sq Ft $1,569/mo
Bel-Aire Pines 811 Sq Ft $1,573/mo
Villas of Casselberry 781 Sq Ft $1,595/mo
Georgetown Estates 739 Sq Ft $1,608/mo

Education

High School

GreatSchools Rating

Winter Park High

Public High School

Public

Grades 9-12

Students

GreatSchools Rating

Lake Howell High School

Public High School

Public

Grades 9-12

Students

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

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