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Apartments for Rent in Winter Park, FL with a Garage
476 Rentals
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4 BEDS, 3.5 BATHS$8,990 -
3 BEDS, 2.5 BATHS$2,9001447 Broad Wing Ln
1447 Broad Wing Ln, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,2501524 Florentino Ln
1524 Florentino Ln, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,600
640 N Park Ave Unit 26
640 N Park Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,225
1835 Edwin Blvd
1835 Edwin Blvd, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$5,400
1701 Palmer Ave
1701 Palmer Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,1953074 Riverbrook Dr
3074 Riverbrook Dr, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$7,0001400 S Pennsylvania Ave
1400 S Pennsylvania Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$2,500
1041 Aragon Ave
1041 Aragon Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,950
1275 Michigan Ave
1275 Michigan Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,600
1998 Canny Cv
1998 Canny Cv, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,9755169 Lazy Oaks Dr
5169 Lazy Oaks Dr, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$3,700350 N Phelps Ave
350 N Phelps Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,800
1480 Broad Wing Ln
1480 Broad Wing Ln, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$10,950
2220 Vía Tuscany
2220 Vía Tuscany, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$1,975
275 N Capen Ave
275 N Capen Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,3951148 Park Green Pl
1148 Park Green Pl, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,1952238 Hawick Ln Unit 2238
2238 Hawick Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,500
1494 Hyde Park Dr
1494 Hyde Park Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,795
918 Gloriosa Ave
918 Gloriosa Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$3,600
220 Overlook Rd
220 Overlook Rd, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,3957629 Aloma Pines Ct
7629 Aloma Pines Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,950338 Brassie Dr
338 Brassie Dr, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,750
2467 Sunderland Rd
2467 Sunderland Rd, Maitland, FL 32751 -
3 BEDS, 2.5 BATHS$3,300
1410 Lake Baldwin Ln
1410 Lake Baldwin Ln, Orlando, FL 32814 -
3 BEDS, 2.5 BATHS$3,800
1400 Lake Baldwin Ln
1400 Lake Baldwin Ln, Orlando, FL 32814 -
4 BEDS, 3 BATHS$3,240226 W Spruce St
226 W Spruce St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,245410 Poplar Ct
410 Poplar Ct, Maitland, FL 32751 -
2 BEDS, 2 BATHS$2,500
1025 Hunter Ave
1025 Hunter Ave, Orlando, FL 32804 -
3 BEDS, 3.5 BATHS$3,700
1438 Chatfield Pl
1438 Chatfield Pl, Orlando, FL 32814 -
5 BEDS, 8 BATHS$22,500
3260 Lake Shore Dr
3260 Lake Shore Dr, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,500
226 Harvard St
226 Harvard St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,900
411 Poplar Ct
411 Poplar Ct, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,250
724 W Fairbanks Ave
724 W Fairbanks Ave, Orlando, FL 32804 -
3 BEDS, 2.5 BATHS$2,695
216 Harvard St
216 Harvard St, Orlando, FL 32804 -
3 BEDS, 2.5 BATHS$2,690
1973 Canny Cv
1973 Canny Cv, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,195148 Oak Grove Rd
148 Oak Grove Rd, Winter Park, FL 32789
Showing 42 of 79 results, Page 2 of 2
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Clear All FiltersWinter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 539 Sq Ft $1,358 / mo
- 1 Bedroom 707 Sq Ft $1,455 / mo
- 2 Bedrooms 1,019 Sq Ft $1,733 / mo
- 3 Bedrooms 1,273 Sq Ft $2,030 / 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 $1,378/mo
- Four Seasons 606 Sq Ft $1,391/mo
- Winter Park Pines Merrie Oaks 606 Sq Ft $1,391/mo
- Laurel Springs 743 Sq Ft $1,392/mo
- Winter Park Pines 674 Sq Ft $1,431/mo
- Eastbrook 744 Sq Ft $1,442/mo
- Lake Howell 747 Sq Ft $1,511/mo
- Villas of Casselberry 759 Sq Ft $1,511/mo
- Cedarwood Village 653 Sq Ft $1,530/mo
- Windward Square 779 Sq Ft $1,538/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.