Cheap Apartments for Rent in Winter Park, FL

2,061 Rentals

.

1 BED

$1,525+

2 BEDS

$1,795+

3 BEDS

$2,025+

Stonecastle Apartment Homes

2015 New Stonecastle Ter, Winter Park, FL 32792

Call (689) 219-5272
$330 Off

Price Drop. $330 Off

1 BED

$1,529+

2 BEDS

$1,649+

3 BEDS

$1,999+

Sapphire Winter Park

1743 Semoran North Cir, Winter Park, FL 32792

Call (321) 282-6820
1 BED

$1,529+

2 BEDS

$2,262+

3 BEDS

$2,637+

Audubon Park

990 Warehouse Rd, Orlando, FL 32803

Call (689) 219-8885
2 BEDS, 1 BATH

$1,540

3200 Fairway Ln Unit 01

3200 Fairway Ln, Orlando, FL 32804
2 BEDS, 1.5 BATHS

$1,545

5517 Decatur St Unit 5517

5517 Decatur St, Orlando, FL 32807
2 BEDS, 1.5 BATHS

$1,545

5517 Decatur St Unit 5517 Decatur

5517 Decatur St, Orlando, FL 32807
2 BEDS, 1 BATH

$1,550

2407 Branch Way

2407 Branch Way, Maitland, FL 32751

Call (407) 456-1738
2 BEDS, 1 BATH

$1,550

2407 Branch Way Unit 205

2407 Branch Way, Maitland, FL 32751
2 BEDS, 2 BATHS

$1,550

3057 Aaron Burr Ave Unit 2

3057 Aaron Burr Ave, Winter Park, FL 32792
1 BED

$1,574+

2 BEDS

$1,689+

3 BEDS

$2,311+

The Q at Maitland

430 E Packwood Ave, Maitland, FL 32751
1 BED

$1,577+

2 BEDS

$2,373+

Maitland City Centre

160-190 Independence Ln, Maitland, FL 32751

Call (689) 219-4732
1 BED

$1,580+

2 BEDS

$1,697+

3 BEDS

$1,896+

Atlas at Winter Park

3733 N Goldenrod Rd, Winter Park, FL 32792

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

$1,590

3651 N Goldenrod Rd Unit 107

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

$1,590

2 Bed/2 Bath 1st Floor condo at Lancelot W...

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

$1,595

115 Scottsdale Square

115 Scottsdale Square, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,595

Winter Park, Updated 2/2 Condo! AVAILABLE ... Unit F103

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

$1,595

WINTER PARK: Goldenrod Condo - Ground Floo... Unit E105

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

$1,599

The Juliette

1225 Moselle Ave, Orlando, FL 32807
2 BEDS, 1.5 BATHS

$1,600

7404 Woodburn Ct

7404 Woodburn Ct, Winter Park, FL 32792

Call (407) 821-6988
2 BEDS, 1 BATH

$1,600

1695 Lee Rd Unit C103

1695 Lee Rd, Winter Park, FL 32789
2 BEDS, 1.5 BATHS

$1,600

7404 Woodburn Ct

7404 Woodburn Ct, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,600

825 N Primrose Dr Unit 113

825 N Primrose Dr, Orlando, FL 32803
$376 Off

Price Drop. $376 Off

|

1 BED

$1,603+

2 BEDS

$1,796+

3 BEDS

$2,499+

Vintage Winter Park Apartments

7490 Dwell Well Way, Winter Park, FL 32792

Call (689) 220-1305
Discounts

Discounts

|

1 BED

$1,613+

2 BEDS

$1,995+

3 BEDS

$3,364+

The Village at Lake Lily

925 S Orlando Ave, Maitland, FL 32751

Call (689) 219-5267
1 BED

$1,625

The Lofts of Winter Park Village

520 N Orlando Ave, Winter Park, FL 32789

Call (689) 209-1979
2 BEDS, 2 BATHS

$1,630

1000 S Semoran Blvd Unit 813

1000 S Semoran Blvd, Winter Park, FL 32792
|

1 BED

$1,644+

2 BEDS

$1,966+

The Adeline

304 Lake Ave, Maitland, FL 32751

Call (689) 219-8866
STUDIO

$1,649+

1 BED

$1,868+

2 BEDS

$2,494+

3 BEDS

$3,307+

Vida at Health Village

2680 N Orange Ave, Orlando, FL 32804

Call (321) 621-2828
STUDIO

$1,650+

1 BED

$1,797+

2 BEDS

$2,131+

Berkshire Winter Park

1874 Harmon Ave, Winter Park, FL 32789

Call (689) 220-2093
2 BEDS, 2 BATHS

$1,650

1000 S Semoran Blvd Unit APT 209

1000 S Semoran Blvd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,650

3651 N Goldenrod Rd Unit B207

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

$1,650

ADORABLE 2 BED WINTER PARK RENTAL HOME

2630 Lafayette Ave, Winter Park, FL 32789
1 BED

$1,653+

2 BEDS

$2,081+

3 BEDS

$2,752+

400 North Apartments

400 N Orlando Ave, Maitland, FL 32751

Call (689) 219-4863
3 BEDS, 2.5 BATHS

$1,675

East St N.-230 Unit B

230 East St, Eatonville, FL 32751
Discounts

Discounts

|

1 BED

$1,676

Elon Winter Park

712 Nicolet Ave, Winter Park, FL 32789

Call (689) 219-8041
2 BEDS

$1,679

The Vista at Winter Park

4704 Lucier Ct, Winter Park, FL 32792

Call (689) 220-7826
Good Value

|

1 BED

$1,695+

2 BEDS

$2,275+

3 BEDS

$2,890+

MAA Baldwin Park

4688 New Broad St, Orlando, FL 32814

Call (689) 209-1267
1 BED, 1 BATH

$1,695

22 E Spruce St

22 E Spruce St, Orlando, FL 32804
2 BEDS, 2 BATHS

$1,695

157 Scottsdale Square

157 Scottsdale Square, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,699

2307 Formosa Ave Unit A

2307 Formosa Ave, Orlando, FL 32804
2 BEDS, 2 BATHS

$1,700

2534 Zelina Point

2534 Zelina Point, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,700

7350 Swallow Run

7350 Swallow Run, Winter Park, FL 32792

Showing 42 of 268 results, Page 3 of 7

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Winter Park at a Glance

Average Rent

$1,491

(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 538 Sq Ft $1,398 / mo
1 Bedroom 707 Sq Ft $1,491 / mo
2 Bedrooms 1,019 Sq Ft $1,785 / mo
3 Bedrooms 1,271 Sq Ft $2,054 / mo
4 Bedrooms 1,506 Sq Ft $1,521 / mo

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Winter Park Woods 768 Sq Ft $1,444/mo
Winter Park Pines 723 Sq Ft $1,475/mo
Cedarwood Village 670 Sq Ft $1,504/mo
Four Seasons 637 Sq Ft $1,522/mo
Winter Park Pines Merrie Oaks 637 Sq Ft $1,522/mo
Eastbrook 748 Sq Ft $1,580/mo
Lake Howell 735 Sq Ft $1,620/mo
Winter Park Estates 685 Sq Ft $1,648/mo
Windward Square 781 Sq Ft $1,657/mo
Laurel Springs 737 Sq Ft $1,736/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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