Cheap Apartments for Rent in Winter Park, FL

1,832 Rentals

.

1 BED

$1,285+

2 BEDS

$1,435+

3 BEDS

$1,855+

Signal Pointe

2500 Howell Branch Rd, Winter Park, FL 32792

Call (689) 220-5609
1 BED

$1,290+

2 BEDS

$1,548+

3 BEDS

$1,836+

Venue At Winter Park

5 Autumn Breeze Way, Winter Park, FL 32792

Call (321) 325-4616
$180 Off

Price Drop. $180 Off

|

1 BED

$1,295+

2 BEDS

$1,495+

3 BEDS

$1,950+

Oak Reserve at Winter Park

541 Oak Reserve Ln, Winter Park, FL 32792

Call (689) 220-7864
1 BED, 1 BATH

$1,295

312 Orange St

312 Orange St, Maitland, FL 32751

Call (718) 570-3564
STUDIO

$1,347+

1 BED

$1,296+

2 BEDS

$1,430+

3 BEDS

$1,735+

Liv at Winter Park Apartment Homes

4755 N Goldenrod Rd, Winter Park, FL 32792

Call (321) 234-0019
1 BED

$1,300+

2 BEDS

$1,400+

3 BEDS

$1,600+

La Aloma

3040 Aloma Ave, Winter Park, FL 32792

Call (321) 214-8528
1 BED, 1 BATH

$1,300

3060 George Mason Ave Unit 10

3060 George Mason Ave, Winter Park, FL 32792
1 BED, 1 BATH

$1,300

3060 George Mason Ave Unit 10C

3060 George Mason Ave, Winter Park, FL 32792
1 BED, 1 BATH

$1,300

Stylish Remodeled 1BR Condo with Pool & Low HOA – Ideal Winter Park Investment Unit N-10C

3060 George Mason Ave, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,315

385 Lime St

385 Lime St, Eatonville, FL 32751
2 BEDS, 1 BATH

$1,315

Cozy 2 bedroom/1 bath Duplex

385 Lime St, Maitland, FL 32751
1 BED

$1,319+

2 BEDS

$1,673+

ARIUM Winter Park

3250 Bishop Park Dr, Winter Park, FL 32792
Good Value

|

STUDIO

$1,320+

1 BED

$1,445+

2 BEDS

$1,705+

Onyx Winter Park

100 Reflections Cir, Casselberry, FL 32707

Call (689) 216-4939
2 BEDS, 2 BATHS

$1,320

3011 George Mason Ave Unit 3

3011 George Mason Ave, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,320

3011 George Mason Ave Unit 3B

3011 George Mason Ave, Winter Park, FL 32792
1 BED, 1 BATH

$1,325

Beautiful 1/1 Wood Floors Condo for Rent in Winter Park Unit 6

2905 Antique Oaks Cir, Winter Park, FL 32792
STUDIO

$1,330

Park East - Park Knowles Apartments

311 N Knowles Ave, Winter Park, FL 32789

Call (321) 282-6154
2 BEDS, 1 BATH

$1,340

2055 Eaton St

2055 Eaton St, Maitland, FL 32751
1 BED

$1,477+

2 BEDS

$1,345+

3 BEDS

$1,792+

Avenues of Baldwin Park

5800 Auvers Blvd, Orlando, FL 32807

Call (689) 220-6084
1 BED

$1,347+

2 BEDS

$1,507+

3 BEDS

$1,985+

Westmount at Winter Park

1701 Lee Rd, Winter Park, FL 32789

Call (689) 205-8291
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

1250 S Denning Dr Unit 208

1250 S Denning Dr, Winter Park, FL 32789
1 BED, 1 BATH

$1,350

Beautiful Remodeled 1/1 Condo x Rent @ Winter Park in front of Full Sail. Unit 146

3032 Antique Oaks Cir, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,350

3651 N Goldenrod Rd Unit D101

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

$1,365+

2 BEDS

$1,522+

Alvista Winter Park

3935 Sutton Place Blvd, Winter Park, FL 32792

Call (321) 316-6759
1 BED, 1 BATH

$1,370

2905 Antique Oaks Cir Unit 4

2905 Antique Oaks Cir, Winter Park, FL 32792
Rent Special

Rent Special

|

1 BED

$1,375+

2 BEDS

$1,599+

3 BEDS

$1,899+

Newport Colony Apartments in Casselberry

1166 Pointe Newport Ter, Casselberry, FL 32707

Call (689) 220-2212
Exceptional Value

|

1 BED

$1,376+

2 BEDS

$2,335+

3 BEDS

$3,112+

Bainbridge Winter Park

1400 Morgan Stanley Ave, Winter Park, FL 32789

Call (689) 219-5073
1 BED, 1 BATH

$1,380

2942 Antique Oaks Cir Unit 82

2942 Antique Oaks Cir, Winter Park, FL 32792

Call (321) 624-8335
Call for Rent

The Juliette

1225 Moselle Ave, Orlando, FL 32807
STUDIO

$1,509+

1 BED

$1,399+

2 BEDS

$1,529+

3 BEDS

$1,799+

Azure Winter Park

3650 Summer Wind Dr, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,400

2500 Lee Rd Unit 212

2500 Lee Rd, Winter Park, FL 32789

Apply
2 BEDS, 2 BATHS

$1,400

1000 S Semoran Blvd Unit 115

1000 S Semoran Blvd, Winter Park, FL 32792
$716 Off

Price Drop. $716 Off

|

1 BED

$1,411+

2 BEDS

$2,503+

3 BEDS

$2,449+

The Adeline

304 Lake Ave, Maitland, FL 32751

Call (689) 219-8866
1 BED

$1,414+

2 BEDS

$1,695+

3 BEDS

$1,749+

Atlas at Winter Park

3733 N Goldenrod Rd, Winter Park, FL 32792

Call (689) 219-8770
2 BEDS, 2 BATHS

$1,420

3651 N Goldenrod Rd Unit C204

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

$1,420

3651 N Goldenrod Rd Unit C204

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

$1,425

Cozy 2/1 Duplex - College Park

121 E Evans St, Orlando, FL 32804
$195 Off

Price Drop. $195 Off

|

1 BED

$1,435+

2 BEDS

$1,655+

3 BEDS

$1,988+

Cortland Lake Howell

1280 Vinings Ln, Casselberry, FL 32707

Call (321) 710-4674
STUDIO

$1,438+

1 BED

$1,633+

2 BEDS

$2,201+

Berkshire Winter Park

1874 Harmon Ave, Winter Park, FL 32789

Call (689) 220-2093
1 BED

$1,449

Indigo Winter Park

220 S Semoran Blvd, Winter Park, FL 32792
1 BED

$1,449+

2 BEDS

$1,799+

Serena Winter Park

2890 Red Lion Sq, Winter Park, FL 32792

Showing 42 of 282 results, Page 2 of 7

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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

22

Some Transit

out of 100 TransitScore^® Rating

Learn more about

Transportation in Winter Park

57

Somewhat Bikeable

out of 100 BikeScore^® Rating

Learn more about

Transportation in Winter Park

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Apartment Type Average Sq Ft Average Rent
Studio 537 Sq Ft $1,394 / mo
1 Bedroom 707 Sq Ft $1,459 / mo
2 Bedrooms 1,020 Sq Ft $1,729 / mo
3 Bedrooms 1,273 Sq Ft $2,006 / mo
4 Bedrooms 1,506 Sq Ft $1,544 / mo

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Four Seasons 594 Sq Ft $1,258/mo
Winter Park Pines Merrie Oaks 594 Sq Ft $1,258/mo
Winter Park Pines 700 Sq Ft $1,414/mo
Winter Park Woods 764 Sq Ft $1,424/mo
Laurel Springs 737 Sq Ft $1,432/mo
Eastbrook 726 Sq Ft $1,454/mo
Lake Howell 746 Sq Ft $1,541/mo
Winter Park Estates 678 Sq Ft $1,551/mo
Cedarwood Village 668 Sq Ft $1,575/mo
Villas of Casselberry 733 Sq Ft $1,580/mo

Getting Around Winter Park

Transportation

71

Very Walkable

out of 100 WalkScore^® Rating

You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.

57

Bikeable

out of 100 BikeScore^® Rating

You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.

22

Minimal Transit

out of 100 TransitScore^® Rating

You'll likely want a car when living in this area since it has few transit options.

Scores provided by Walk Score^ⓘ

Education

High School

GreatSchools Rating

Winter Park High

Public High School

Public

Grades 9-12

3,369 Students

GreatSchools Rating

Lake Howell High School

Public High School

Public

Grades 9-12

2,205 Students

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

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