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Showing all results in Winter Park, FL.
Condos under $800 for Rent in Winter Park, FL with Gym/Fitness Center
1,890 Rentals
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Rent Special -
DiscountsTotal Monthly Price Total Monthly Price New1 BED, 1 BATH$1,300Base Rent$1,300Required Monthly FeesNoneTotal Monthly Price$1,3002520 Caper Ln Unit 102
2520 Caper Ln, Maitland, FL 32751 -
1 BED, 1 BATH$1,0242326 Wellington Blvd
2326 Wellington Blvd, Winter Park, FL 32789 -
1 BED$1,399Indigo Winter Park
220 S Semoran Blvd, Winter Park, FL 32792 -
1 BED$1,349+2 BEDS$1,499+3 BEDS$2,199+
Sapphire Winter Park
1743 Semoran North Cir, Winter Park, FL 32792 -
1 BED$1,295+2 BEDS$1,525+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
1 BED$1,399+2 BEDS$1,649+
Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
2 BEDS$1,849The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
|1 BED$1,375+2 BEDS$1,599+3 BEDS$2,075+
Newport Colony Apartments in Casselberry
1166 Pointe Newport Ter, Casselberry, FL 32707 -
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|Total Monthly Price Total Monthly Price New1 BED$1,671+2 BEDS$1,891+3 BEDS$2,110+Base Rent$1,598 - $4,496Required Monthly Fees$73Total Monthly Price$1,671 - $4,569
Cortland Lake Howell
1280 Vinings Ln, Casselberry, FL 32707 -
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|STUDIO$1,700+1 BED$2,013+2 BEDS$2,680+
Juno Winter Park
1305 Morgan Stanley Ave, Winter Park, FL 32789 -
|1 BED$1,574+2 BEDS$1,959+3 BEDS$2,719+
Vintage Winter Park Apartments
7490 Dwell Well Way, Winter Park, FL 32792 -
1 BED$1,888+2 BEDS$2,112+
Maitland City Centre
160-190 Independence Ln, Maitland, FL 32751 -
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1 BED$1,499+2 BEDS$1,799+
Calibre Bend Apartments
3924 Calibre Bend Ln, Winter Park, FL 32792 -
1 BED$1,029+2 BEDS$1,269+3 BEDS$1,699+
Winter Park Woods Apartments
349 Scottsdale Sq, Winter Park, FL 32792 -
1 BED$1,250+2 BEDS$1,350+Eastbrook Apartments
2610-2617 Eastbrook Blvd, Winter Park, FL 32792 -
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1 BED$1,458+2 BEDS$1,668+3 BEDS$1,805+
Stonecastle Apartment Homes
2015 New Stonecastle Ter, Winter Park, FL 32792 -
1 BED$1,695The Lofts of Winter Park Village
520 N Orlando Ave, Winter Park, FL 32789 -
1 BED$1,264+2 BEDS$1,314+Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
1 BED$1,300+2 BEDS$1,400+3 BEDS$1,600+
La Aloma
3040 Aloma Ave, Winter Park, FL 32792 -
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Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,375Base Rent$1,375Required Monthly FeesNoneTotal Monthly Price$1,375
2500 Lee Rd Unit 212
2500 Lee Rd, Winter Park, FL 32789 -
1 BED$1,469+2 BEDS$1,676+ARIUM Winter Park
3250 Bishop Park Dr, Winter Park, FL 32792 -
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3 BEDS, 2 BATHS$2,2305484 Park Vale Blvd
5484 Park Vale Blvd, Winter Park, FL 32792 -
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1 BED, 1 BATH$1,388
2710 Amherst Ave Unit SI ID1018188P
2710 Amherst Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,653
102 W King St Unit SI ID1029870P
102 W King St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$3,4662007 Cornell Ave Unit SI ID1032296P
2007 Cornell Ave, Winter Park, FL 32789 -
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1 BED, 1 BATH$695
5530 Old Cheney Hwy Unit Apartment 3
5530 Old Cheney Hwy, Orlando, FL 32807
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 535 Sq Ft $1,369 / mo
- 1 Bedroom 706 Sq Ft $1,444 / mo
- 2 Bedrooms 1,021 Sq Ft $1,753 / mo
- 3 Bedrooms 1,273 Sq Ft $2,033 / mo
- 4 Bedrooms 1,506 Sq Ft $1,775 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Laurel Springs 729 Sq Ft $1,390/mo
- Winter Park Woods 757 Sq Ft $1,394/mo
- Winter Park Pines 707 Sq Ft $1,403/mo
- Whisperwood 712 Sq Ft $1,430/mo
- Eastbrook 751 Sq Ft $1,460/mo
- Cedarwood Village 663 Sq Ft $1,515/mo
- Lake Howell 749 Sq Ft $1,549/mo
- Glenmoor 720 Sq Ft $1,552/mo
- Windward Square 784 Sq Ft $1,562/mo
- Winter Park Estates 730 Sq Ft $1,573/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
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"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.