2 BEDS, 1 BATH
$1,595
Deals & Discount Filters
Apartments under $3,000 for Rent in Winter Park, FL
1,906 Rentals
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2 BEDS, 1 BATH$1,5951716 Miller Ave
1716 Miller Ave, Winter Park, FL 32789 -
3 BEDS, 2.25 BATHS$3,000957 Dupont Ave
957 Dupont Ave, Winter Park, FL 32789 -
2 BEDS, 1.25 BATHS$1,650
7417 Wynnewood Square
7417 Wynnewood Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,950
200 St Andrews Blvd Unit 2703
200 St Andrews Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,695157 Scottsdale Square
157 Scottsdale Square, Winter Park, FL 32792 -
1 BED, 1 BATH$1,400138 Lewfield Cir
138 Lewfield Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$900
Grdyn House
1855 Eastbrook Blvd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,750
1516 Lawndale Cir
1516 Lawndale Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,700
7350 Swallow Run
7350 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,7753007 George Mason Ave Unit H
3007 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5253651 N Goldenrod Rd Unit 3651 N. Goldenrod Rd. #F107
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,695
1945 Lanier Ct
1945 Lanier Ct, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,700
4880 Tangerine Ave
4880 Tangerine Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,399
Beautiful Full Remodeled 1/1 Condo x Rent... Unit 123
3019 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,325STRATFORD CONVENIENT 1/1 CONDO- Walk to sh...
134 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,825Quaint 2/2 Bungalow in Winter Park!
2624 Lafayette Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,650
ADORABLE 2 BED WINTER PARK RENTAL HOME
2630 Lafayette Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,795
260 Scottsdale Square Unit 260
260 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,200
1571 Magnolia Ave
1571 Magnolia Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,200690 Osceola Ave
690 Osceola Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,500151 N Orlando Ave Unit 142
151 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,449
3271 Forest Oaks Ct Unit # 110
3271 Forest Oaks Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,350
851 Miles Ave
851 Miles Ave, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$2,000
2624 Passamonte Dr
2624 Passamonte Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$1,750
130 N Center St Unit #3
130 N Center St, Winter Park, FL 32789 -
1 BED, 1.5 BATHS$1,495
1300 Indiana Ave Unit B
1300 Indiana Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,100
1918 Lanier Ct
1918 Lanier Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,350
RENT BY JANUARY 15th AND RECEIVE HALF OFF ... Unit D101
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,595
Beautiful 2bed/2bath Condo For Rent in Hid... Unit 89
7431 Glen Oaks Way, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,650
3 bedroom 2 bath College Park Home
234 W King St, Orlando, FL 32804 -
3 BEDS, 1.5 BATHS$2,350
3 bed Home in Audubon Park
3615 Pelican Ln, Orlando, FL 32803 -
1 BED, 1 BATH$2,150
Spacious Cottage in College Park
2815 Helen Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,100
416 Lime St
416 Lime St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,799
2307 Formosa Ave Unit A
2307 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,500
408 Banyon Tree Cir Unit 100
408 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,575
614 Georgetown Dr
614 Georgetown Dr, Casselberry, FL 32707 -
3 BEDS, 2 BATHS$3,000
1516 Dove Dr
1516 Dove Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,190
118 Eaton St Unit 2
118 Eaton St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,190
114 Eaton St Unit 1
114 Eaton St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,524
2406 Branch Way
2406 Branch Way, Maitland, FL 32751
Showing 42 of 243 results, Page 5 of 6
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 538 Sq Ft $1,378 / mo
- 1 Bedroom 707 Sq Ft $1,485 / mo
- 2 Bedrooms 1,019 Sq Ft $1,769 / mo
- 3 Bedrooms 1,271 Sq Ft $2,071 / mo
- 4 Bedrooms 1,506 Sq Ft $1,520 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Pines 717 Sq Ft $1,444/mo
- Cedarwood Village 681 Sq Ft $1,449/mo
- Winter Park Woods 768 Sq Ft $1,452/mo
- Four Seasons 648 Sq Ft $1,489/mo
- Winter Park Pines Merrie Oaks 648 Sq Ft $1,489/mo
- Eastbrook 708 Sq Ft $1,534/mo
- Lake Howell 732 Sq Ft $1,565/mo
- Winter Park Estates 694 Sq Ft $1,654/mo
- Windward Square 781 Sq Ft $1,673/mo
- Laurel Springs 720 Sq Ft $1,695/mo
Getting Around Winter Park
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About Our Deals
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Note: Based on community-supplied data and independent market research. Subject to change without notice.