Deals & Discount Filters
Apartments for Rent in Winter Park, FL with Parking
1,516 Rentals
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4 BEDS, 3 BATHS$5,400 -
3 BEDS, 2 BATHS$2,7952717 Scarlet Rd
2717 Scarlet Rd, Winter Park, FL 32792 -
4 BEDS, 2.5 BATHS$2,450
2886 Carew Ave
2886 Carew Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,795
918 Gloriosa Ave
918 Gloriosa Ave, Winter Park, FL 32789 -
4 BEDS, 3.5 BATHS$8,990
2020 Venetian Way
2020 Venetian Way, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,8501127 Minnesota Ave
1127 Minnesota Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,2951807 N Park Ave
1807 N Park Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,445
4087 Waterview Loop
4087 Waterview Loop, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,800
1041 Manchester Cir
1041 Manchester Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,295
1835 Edwin Blvd
1835 Edwin Blvd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,3353074 Riverbrook Dr
3074 Riverbrook Dr, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$3,2951641 Chestnut Ave
1641 Chestnut Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,900
1447 Broad Wing Ln
1447 Broad Wing Ln, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900
151 Stefanik Rd
151 Stefanik Rd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,195
2238 Hawick Ln Unit 2238
2238 Hawick Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,5001494 Hyde Park Dr
1494 Hyde Park Dr, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$4,4002627 Verona Trail
2627 Verona Trail, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$3,100
1120 Aragon Ave
1120 Aragon Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,200
1120 Hunter Ave
1120 Hunter Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$4,900
1659 Hanks Ave
1659 Hanks Ave, Orlando, FL 32814 -
3 BEDS, 2 BATHS$2,500226 Harvard St
226 Harvard St, Orlando, FL 32804 -
4 BEDS, 2 BATHS$3,0001435 Oxford Rd
1435 Oxford Rd, Maitland, FL 32751 -
2 BEDS, 2 BATHS$2,500
1025 Hunter Ave
1025 Hunter Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,245
410 Poplar Ct
410 Poplar Ct, Maitland, FL 32751 -
4 BEDS, 3.5 BATHS$3,500
1745 E Adams Dr
1745 E Adams Dr, Maitland, FL 32751 -
3 BEDS, 2.5 BATHS$3,8001400 Lake Baldwin Ln
1400 Lake Baldwin Ln, Orlando, FL 32814 -
5 BEDS, 8 BATHS$22,5003260 Lake Shore Dr
3260 Lake Shore Dr, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,875
2467 Sunderland Rd
2467 Sunderland Rd, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,800
1150 Carmel Cir Unit 308
1150 Carmel Cir, Casselberry, FL 32707 -
3 BEDS, 3.5 BATHS$3,795
1865 Britlyn Alley
1865 Britlyn Alley, Orlando, FL 32814 -
3 BEDS, 3.5 BATHS$3,7004701 Anson Ln
4701 Anson Ln, Orlando, FL 32814 -
3 BEDS, 3.5 BATHS$3,7001438 Chatfield Pl
1438 Chatfield Pl, Orlando, FL 32814 -
4 BEDS, 2.5 BATHS$3,2951039 Wildmeadow Run
1039 Wildmeadow Run, Winter Park, FL 32792 -
1 BED$1,199+2 BEDS$1,499+Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
1 BED$1,238+2 BEDS$1,563+
Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
1 BED$1,199+2 BEDS$1,749+Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
1 BED$1,399Indigo Winter Park
220 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS$1,599
The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
1 BED$1,599
The Juliette
1225 Moselle Ave, Orlando, FL 32807 -
Call for Rent
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751
Showing 42 of 124 results, Page 3 of 3
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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 $1,373 / mo
- 1 Bedroom 708 Sq Ft $1,448 / mo
- 2 Bedrooms 1,020 Sq Ft $1,717 / mo
- 3 Bedrooms 1,270 Sq Ft $2,010 / 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 762 Sq Ft $1,342/mo
- Four Seasons 599 Sq Ft $1,360/mo
- Winter Park Pines Merrie Oaks 599 Sq Ft $1,360/mo
- Winter Park Pines 693 Sq Ft $1,428/mo
- Eastbrook 718 Sq Ft $1,488/mo
- Laurel Springs 727 Sq Ft $1,507/mo
- Cedarwood Village 637 Sq Ft $1,514/mo
- Glenmoor 706 Sq Ft $1,531/mo
- Lake Howell 733 Sq Ft $1,532/mo
- Villas of Casselberry 761 Sq Ft $1,541/mo
Getting Around Winter Park
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About Our Deals
Apartment Finder utilizes the industry's largest and most complete database of real-time rents and availabilities to help you find an amazing deal on your next rental.
Price Drop
Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
Rent Specials
Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.