Cheap Apartments for Rent in Winter Park, FL

1,850 Rentals

.

1 BED

$1,295+

2 BEDS

$1,455+

3 BEDS

$1,720+

Signal Pointe

2500 Howell Branch Rd, Winter Park, FL 32792

Call (689) 220-5609
2 BEDS, 1 BATH

$1,295

2183 Crandon Ave

2183 Crandon Ave, Winter Park, FL 32789
2 BEDS, 1 BATH

$1,295

2183 Crandon Ave Unit 1

2183 Crandon Ave, Winter Park, FL 32789
1 BED, 1 BATH

$1,295

1/1 Condo in Summit Village Casselberry Unit 104

536 Cascade Cir, Casselberry, FL 32707
1 BED

$1,298+

2 BEDS

$1,484+

Alvista Winter Park

3935 Sutton Place Blvd, Winter Park, FL 32792
1 BED, 1 BATH

$1,299

476 Banyon Tree Cir

476 Banyon Tree Cir, Maitland, FL 32751
2 BEDS, 1 BATH

$1,299

1436 Minnesota Ave

1436 Minnesota Ave, Winter Park, FL 32789
STUDIO

$1,299+

2 BEDS

$1,599+

3 BEDS

$1,999+

Azure Winter Park

3650 Summer Wind Dr, Winter Park, FL 32792
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

Adorable 1 Bed 1 Bath Winter Park Condo

3014 Antique Oaks Cir, Winter Park, FL 32792
1 BED, 1 BATH

$1,300

3044 Antique Oaks Cir Unit 178

3044 Antique Oaks Cir, 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
$285 Off

Price Drop. $285 Off

1 BED

$1,316+

2 BEDS

$1,506+

Seabrook

3114 Terry Brook Dr, Winter Park, FL 32792

Call (689) 220-5925
STUDIO

$1,350+

1 BED

$1,321+

2 BEDS

$1,518+

3 BEDS

$1,806+

Liv at Winter Park Apartment Homes

4755 N Goldenrod Rd, Winter Park, FL 32792

Call (321) 234-0019
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
1 BED

$1,344+

2 BEDS

$1,405+

3 BEDS

$1,948+

Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792

Call (689) 219-7310
1 BED

$1,349+

2 BEDS

$1,699+

Sapphire Winter Park

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

$1,350

200 St Andrews Blvd Unit 606

200 St Andrews Blvd, 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

4860 Tangerine Ave Unit 4860

4860 Tangerine Ave, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,350

496 Banyon Tree Cir

496 Banyon Tree Cir, Maitland, FL 32751
1 BED, 1 BATH

$1,350

200 St Andrews Blvd Unit 200 St. Andrews Blvd 606

200 St Andrews Blvd, Winter Park, FL 32792
1 BED, 1 BATH

$1,350

2807 Formosa Ave

2807 Formosa Ave, Orlando, FL 32804
2 BEDS, 1 BATH

$1,350

492 Banyon Tree Cir Unit 104

492 Banyon Tree Cir, Maitland, FL 32751
1 BED

$1,358+

2 BEDS

$1,551+

3 BEDS

$1,791+

Venue At Winter Park

5 Autumn Breeze Way, Winter Park, FL 32792

Call (321) 325-4616
1 BED

$1,360+

2 BEDS

$1,449+

3 BEDS

$1,974+

Westmount at Winter Park

1701 Lee Rd, Winter Park, FL 32789

Call (689) 205-8291
1 BED

$1,374+

2 BEDS

$1,547+

3 BEDS

$1,805+

Stonecastle Apartment Homes

2015 New Stonecastle Ter, Winter Park, FL 32792

Call (689) 219-5272
$371 Off

Price Drop. $371 Off

|

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
2 BEDS, 1 BATH

$1,399

1502 Michigan Ave

1502 Michigan Ave, Winter Park, FL 32789
1 BED

$1,399

The Juliette

1225 Moselle Ave, Orlando, FL 32807
Rent Special

Rent Special

|

1 BED

$1,400+

2 BEDS

$1,675+

3 BEDS

$2,025+

Oak Reserve at Winter Park

541 Oak Reserve Ln, Winter Park, FL 32792

Call (689) 220-7864
2 BEDS, 2 BATHS

$1,400

550 Flemming Way Unit 200

550 Flemming Way, Maitland, FL 32751
2 BEDS, 1 BATH

$1,400

496 Banyon Tree Cir Unit 104

496 Banyon Tree Cir, Maitland, FL 32751
2 BEDS, 1 BATH

$1,400

2055 Eaton St

2055 Eaton St, Maitland, FL 32751
2 BEDS, 1 BATH

$1,400

2nd story, 2/1, updated unit on the Winter Park/Maitland border!!

2406 Branch Way, Maitland, FL 32751
1 BED

$1,417+

2 BEDS

$1,675+

3 BEDS

$1,782+

Atlas at Winter Park

3733 N Goldenrod Rd, Winter Park, FL 32792

Call (689) 219-8770
2 BEDS, 2.5 BATHS

$1,425

3007 George Mason Ave Unit H

3007 George Mason Ave, Winter Park, FL 32792
$271 Off

Price Drop. $271 Off

|

1 BED

$1,435+

2 BEDS

$1,772+

3 BEDS

$2,870+

Vintage Winter Park Apartments

7490 Dwell Well Way, Winter Park, FL 32792

Call (689) 220-1305
1 BED

$1,439

Indigo Winter Park

220 S Semoran Blvd, Winter Park, FL 32792
2 BEDS

$1,449

The Vista at Winter Park

4704 Lucier Ct, Winter Park, FL 32792

Call (689) 220-7826

Showing 42 of 310 results, Page 2 of 8

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Winter Park at a Glance

Average Rent

$1,448

(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 539 Sq Ft $1,347 / mo
1 Bedroom 707 Sq Ft $1,448 / mo
2 Bedrooms 1,019 Sq Ft $1,734 / mo
3 Bedrooms 1,273 Sq Ft $2,021 / mo
4 Bedrooms 1,506 Sq Ft $1,540 / mo

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Winter Park Woods 761 Sq Ft $1,362/mo
Whisperwood 753 Sq Ft $1,376/mo
Four Seasons 605 Sq Ft $1,379/mo
Winter Park Pines Merrie Oaks 605 Sq Ft $1,379/mo
Laurel Springs 744 Sq Ft $1,401/mo
Winter Park Pines 669 Sq Ft $1,425/mo
Eastbrook 749 Sq Ft $1,482/mo
Lake Howell 748 Sq Ft $1,528/mo
Glenmoor 716 Sq Ft $1,532/mo
Villas of Casselberry 763 Sq Ft $1,539/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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