Apartments under $1,800 for Rent in Winter Park, FL

827 Rentals

.

$554 Off

Price Drop. $554 Off

1 BED

$1,670

Total Monthly Price Total Monthly Price New
Base Rent$1,580 - $1,838
Required Monthly Fees$90
Total Monthly Price$1,670 - $1,928

Audubon Park

990 Warehouse Rd, Orlando, FL 32803

Call (689) 219-8885
1 BED

$1,298+

2 BEDS

$1,694+

ARIUM Winter Park

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

STUDIO

$900+

1 BED

$1,050+

2 BEDS

$1,200+

3 BEDS

$1,600+

Kingswood Apartments

1101 Lee Rd, Orlando, FL 32810
Good Value

1 BED

$1,074+

2 BEDS

$1,274+

3 BEDS

$1,295+

Total Monthly Price Total Monthly Price New
Base Rent$1,074 - $1,495
Required Monthly FeesNone
Total Monthly Price$1,074 - $1,495

Sumerset Apartments

1051 Lee Rd, Orlando, FL 32810
1 BED, 1 BATH

$1,250

2500 Lee Rd

2500 Lee Rd, Winter Park, FL 32789
1 BED, 1 BATH

$1,675

200 St Andrews Blvd Unit 316

200 St Andrews Blvd, Winter Park, FL 32792

Call (407) 756-2966
2 BEDS, 2 BATHS

$1,730

659 Montego Bay Ct

659 Montego Bay Ct, Winter Park, FL 32792

Call (720) 794-3155
2 BEDS, 2 BATHS

$1,600

3043 Antique Oaks Cir

3043 Antique Oaks Cir, Winter Park, FL 32792
3 BEDS, 2 BATHS

$1,800

Total Monthly Price Total Monthly Price New
Base Rent$1,800
Required Monthly FeesNone
Total Monthly Price$1,800

3606 Leanne Ct

3606 Leanne Ct, Winter Park, FL 32792
3 BEDS, 2.5 BATHS

$1,665

3372 Riverview Way

3372 Riverview Way, Winter Park, FL 32792
1 BED, 1 BATH

$825

312 Orange St

312 Orange St, Maitland, FL 32751

Call (718) 570-3564
2 BEDS, 1 BATH

$1,449

2406 Branch Way

2406 Branch Way, Maitland, FL 32751
1 BED, 1 BATH

$760

5530 Old Cheney Hwy Unit 2

5530 Old Cheney Hwy, Orlando, FL 32807

Call (689) 232-3535
1 BED, 1 BATH

$950

Total Monthly Price Total Monthly Price New
Base Rent$950
Required Monthly FeesNone
Total Monthly Price$950

118 Eaton St Unit 4

118 Eaton St, Eatonville, FL 32751
1 BED, 1 BATH

$1,150

Total Monthly Price Total Monthly Price New
Base Rent$1,150
Required Monthly FeesNone
Total Monthly Price$1,150

551 Flemming Way Unit 201

551 Flemming Way, Maitland, FL 32751
1 BED, 1 BATH

$950

14 Bel Air St

14 Bel Air St, Maitland, FL 32751

Call (904) 664-6538
1 BED, 1 BATH

$825

312 Orange St

312 Orange St, Maitland, FL 32751

Call (718) 570-3564
1 BED, 1 BATH

$825

312 Orange St

312 Orange St, Maitland, FL 32751

Call (718) 570-3564
3 BEDS, 1 BATH

$1,795

1 E King St

1 E King St, Orlando, FL 32804
2 BEDS, 1 BATH

$1,600

5301 Andrus Ave

5301 Andrus Ave, Orlando, FL 32810

Call (407) 272-4234
1 BED, 1 BATH

$1,000

Total Monthly Price Total Monthly Price New
Base Rent$1,000
Required Monthly FeesNone
Total Monthly Price$1,000

5312 Poinsetta Ave Unit 2

5312 Poinsetta Ave, Winter Park, FL 32792

Apply
STUDIO, 1 BATH

$1,245+

1 BED, 1 BATH

$1,245+

Total Monthly Price Total Monthly Price New
Base Rent$1,245
Required Monthly FeesNone
Total Monthly Price$1,245

2037 Linden Rd Unit 2037lindenrdA

2037 Linden Rd, Winter Park, FL 32792

Apply
1 BED, 1 BATH

$1,100

Total Monthly Price Total Monthly Price New
Base Rent$1,100
Required Monthly FeesNone
Total Monthly Price$1,100

2333 Winter Park Rd Unit Guest House

2333 Winter Park Rd, Winter Park, FL 32789

Apply
2 BEDS, 2 BATHS

$1,800

Total Monthly Price Total Monthly Price New
Base Rent$1,800
Required Monthly FeesNone
Total Monthly Price$1,800

1920 Woodcrest Dr Unit 13

1920 Woodcrest Dr, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,500

Total Monthly Price Total Monthly Price New
Base Rent$1,500
Required Monthly FeesNone
Total Monthly Price$1,500

2407 Branch Way Unit 105

2407 Branch Way, Maitland, FL 32751
2 BEDS, 1 BATH

$1,750

1812 Killarney Dr

1812 Killarney Dr, Winter Park, FL 32789
2 BEDS, 2 BATHS

$1,575

2530 Kamnic Ct

2530 Kamnic Ct, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,600

3254 Howell Branch Rd

3254 Howell Branch Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,800

652 St Johns Ct Unit 652

652 St Johns Ct, Winter Park, FL 32792
2 BEDS, 2.5 BATHS

$1,650

3374 Cedar Springs Pl

3374 Cedar Springs Pl, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,495

1434 Minnesota Ave

1434 Minnesota Ave, Winter Park, FL 32789
1 BED, 1 BATH

$1,250

3035 George Mason Ave Unit D20

3035 George Mason Ave, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,450

3651 N Goldenrod Rd Unit 110

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

$1,650

1695 Lee Rd Unit A101

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

$1,500

1695 Lee Rd Unit B204

1695 Lee Rd, Winter Park, FL 32789
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

2523 Alexa Ct

2523 Alexa Ct, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,700

205 Lewfield Cir Unit 205

205 Lewfield Cir, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,750

612 Trinidad Ct

612 Trinidad Ct, Winter Park, FL 32792
3 BEDS, 2 BATHS

$1,800

1695 Lee Rd Unit E116

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

$1,600

1419 Virginia Dr

1419 Virginia Dr, Orlando, FL 32803
2 BEDS, 1 BATH

$1,495

1416 Beatrice Dr

1416 Beatrice Dr, Orlando, FL 32810

Showing 42 of 149 results, Page 2 of 4

Winter Park at a Glance

Average Rent

$1,481

(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

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Apartment Type Average Sq Ft Average Rent
Studio 535 Sq Ft $1,424 / mo
1 Bedroom 706 Sq Ft $1,481 / mo
2 Bedrooms 1,021 Sq Ft $1,778 / mo
3 Bedrooms 1,273 Sq Ft $1,995 / mo
4 Bedrooms 1,506 Sq Ft $1,940 / mo

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Eastbrook 719 Sq Ft $1,376/mo
Winter Park Pines 717 Sq Ft $1,396/mo
Carlton Arms 730 Sq Ft $1,402/mo
Winter Park Woods 761 Sq Ft $1,409/mo
Cedarwood Village 675 Sq Ft $1,428/mo
Four Seasons 677 Sq Ft $1,447/mo
Albert Lee Ridge 743 Sq Ft $1,460/mo
Lake Howell 732 Sq Ft $1,507/mo
Villas of Casselberry 738 Sq Ft $1,514/mo
Windward Square 787 Sq Ft $1,537/mo

Education

High School

GreatSchools Rating

Winter Park High

Public High School

Public

Grades 9-12

3,369 Students

GreatSchools Rating

Winter Park High School

Public High School

Public

Grades 9-12

3,304 Students

GreatSchools Rating

Lake Howell High School

Public High School

Public

Grades 9-12

2,239 Students

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

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