Cheap Apartments for Rent in Winter Park, FL

1,997 Rentals

.

1 BED

$1,712+

2 BEDS

$2,309+

3 BEDS

$2,426+

Village at Baldwin Park

2055 Lake Baldwin Ln, Orlando, FL 32814

Call (352) 632-9622
Good Value

|

1 BED

$1,720+

2 BEDS

$2,081+

3 BEDS

$2,767+

400 North

400 N Orlando Ave, Maitland, FL 32751

Call (689) 219-4863
2 BEDS, 1 BATH

$1,725

1111 Hardy Ave

1111 Hardy Ave, Orlando, FL 32803
$306 Off

Price Drop. $306 Off

|

STUDIO

$1,813+

1 BED

$1,730+

2 BEDS

$2,130+

3 BEDS

$2,787+

The Ivy Residences at Health Village Apart...

2650 Dade Ave, Orlando, FL 32804

Call (321) 204-8609
3 BEDS, 2 BATHS

$1,745

3801 Grant Blvd

3801 Grant Blvd, Orlando, FL 32804
2 BEDS, 1 BATH

$1,749

2414 Formosa Ave

2414 Formosa Ave, Orlando, FL 32804
$435 Off

Price Drop. $435 Off

|

STUDIO

$1,750+

1 BED

$1,800+

2 BEDS

$2,150+

The Majestic at Downtown Baldwin Park

4828 New Broad St, Orlando, FL 32814

Call (321) 340-5854
3 BEDS, 2 BATHS

$1,750

2423 Branch Way Unit 201

2423 Branch Way, Maitland, FL 32751

Call (407) 463-8792
2 BEDS, 2 BATHS

$1,750

3057 Aaron Burr Ave Unit 1

3057 Aaron Burr Ave, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,750

Charming 2-Bedroom Condo in Scenic Winter ... Unit 204

1250 S Denning Dr, Winter Park, FL 32789
3 BEDS, 2 BATHS

$1,750

435 Eaton St Unit B

435 Eaton St, Eatonville, FL 32751
3 BEDS, 2 BATHS

$1,750

6805 Bonavista Ct

6805 Bonavista Ct, Winter Park, FL 32792
Rent Special

Rent Special

|

STUDIO

$1,753+

1 BED

$1,875+

2 BEDS

$2,140+

3 BEDS

$3,122+

Juno Winter Park

1305 Morgan Stanley Ave, Winter Park, FL 32789

Call (321) 732-6086
$950 Off

Price Drop. $950 Off

1 BED

$1,756+

2 BEDS

$2,150+

3 BEDS

$3,878+

Baldwin Harbor

1771-1887 Jake St, Orlando, FL 32814

Call (689) 207-3563
1 BED

$1,760+

2 BEDS

$1,941+

3 BEDS

$2,474+

Audubon Park

990 Warehouse Rd, Orlando, FL 32803

Call (689) 219-8885
STUDIO

$1,795+

1 BED

$1,837+

2 BEDS

$2,333+

Vida at Health Village

2680 N Orange Ave, Orlando, FL 32804

Call (321) 621-2828
2 BEDS, 1.5 BATHS

$1,795

2667 Rook Cv Unit 2667 Rook Cove

2667 Rook Cv, Winter Park, FL 32792

Call (407) 414-9254
2 BEDS, 2 BATHS

$1,795

1500 Gay Rd Unit 18C

1500 Gay Rd, Winter Park, FL 32789
3 BEDS, 2 BATHS

$1,795

3136 Patel Dr

3136 Patel Dr, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,799

Well maintained 2 bedroom property with lo...

7781 Fernbrook Way, Winter Park, FL 32792
2 BEDS

$1,799

The Fisher Apartments | Modern 1 & 2 Bedro...

2001 Glenridge Way, Winter Park, FL 32792
3 BEDS, 2 BATHS

$1,800

1150 Carmel Cir Unit 308

1150 Carmel Cir, Casselberry, FL 32707
2 BEDS, 2 BATHS

$1,800

3019 Casselwood St

3019 Casselwood St, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,800

668 Montego Bay Ct Unit 668

668 Montego Bay Ct, Winter Park, FL 32792
3 BEDS, 1 BATH

$1,800

Northeast Orlando Home

1212 Sasoon Ave, Orlando, FL 32803
2 BEDS, 2 BATHS

$1,800

668 Montego Bay Ct

668 Montego Bay Ct, Winter Park, FL 32792
1 BED

$1,802+

2 BEDS

$2,200+

Rosalia Winter Park 55+ Active Adult Commu...

3045 Aloma Ave, Winter Park, FL 32792

Call (321) 320-8654
STUDIO

$1,804+

1 BED

$1,989+

2 BEDS

$2,284+

3 BEDS

$3,064+

Enders Place at Baldwin Park

4220 New Broad St, Orlando, FL 32814

Call (689) 220-2141
Rent Special

Rent Special

|

1 BED

$1,830+

2 BEDS

$2,255+

3 BEDS

$3,150+

MAA Baldwin Park

4688 New Broad St, Orlando, FL 32814

Call (689) 209-1267
$319 Off

Price Drop. $319 Off

|

1 BED

$1,837+

2 BEDS

$2,211+

3 BEDS

$3,260+

Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814

Call (689) 219-6129
2 BEDS, 1 BATH

$1,840

2510 Roxbury Rd

2510 Roxbury Rd, Winter Park, FL 32789
2 BEDS, 2 BATHS

$1,840

Fully Furnished 2/2 Condo!

7429 Daniel Webster Dr, Winter Park, FL 32792
3 BEDS, 2 BATHS

$1,860

123 Oak Grove Rd

123 Oak Grove Rd, Winter Park, FL 32789

Call (888) 990-4684
3 BEDS, 2 BATHS

$1,881

3392 Bougainvillea Dr

3392 Bougainvillea Dr, Winter Park, FL 32792
3 BEDS, 2 BATHS

$1,885

2111 Conifer Ave

2111 Conifer Ave, Winter Park, FL 32792
1 BED

$1,895+

2 BEDS

$1,994+

Maitland City Centre

160-190 Independence Ln, Maitland, FL 32751

Call (689) 219-4732
3 BEDS, 2 BATHS

$1,895

Cute 3/2 Townhome in Winter Park - close t...

758 Warrenton Rd, Winter Park, FL 32792
2 BEDS, 2.5 BATHS

$1,895

Townhome in Winter Park

200 Sandlewood Trail, Winter Park, FL 32789
$508 Off

Price Drop. $508 Off

|

1 BED

$1,898+

2 BEDS

$2,376+

3 BEDS

$3,266+

Perla Gem Lake

100 Boucle Jeanne Cir, Maitland, FL 32751

Call (321) 248-7034
2 BEDS, 2 BATHS

$1,900

151 Stefanik Rd

151 Stefanik Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,900

151 Stefanik Rd

151 Stefanik Rd, Winter Park, FL 32792
2 BEDS, 1.5 BATHS

$1,900

2822 Plaza Terrace Dr Unit 2822

2822 Plaza Terrace Dr, Orlando, FL 32803

Showing 42 of 308 results, Page 4 of 8

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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

7

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 $1,365 / mo
1 Bedroom 709 Sq Ft $1,459 / mo
2 Bedrooms 1,020 Sq Ft $1,696 / mo
3 Bedrooms 1,273 Sq Ft $2,015 / mo
4 Bedrooms 1,506 Sq Ft $1,535 / mo

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Winter Park Woods 760 Sq Ft $1,415/mo
Winter Park Pines 668 Sq Ft $1,420/mo
Eastbrook 737 Sq Ft $1,438/mo
Four Seasons 622 Sq Ft $1,450/mo
Winter Park Pines Merrie Oaks 622 Sq Ft $1,450/mo
Laurel Springs 742 Sq Ft $1,473/mo
Albert Lee Ridge 743 Sq Ft $1,493/mo
Cedarwood Village 657 Sq Ft $1,537/mo
Villas of Casselberry 775 Sq Ft $1,561/mo
Georgetown Estates 735 Sq Ft $1,573/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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