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Apartments for Rent in Winter Park, FL with a Swimming Pool
1,681 Rentals
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1 BED$1,295+2 BEDS$1,685+3 BEDS$2,005+Signal Pointe
2500 Howell Branch Rd, Winter Park, FL 32792 -
1 BED$1,209+2 BEDS$1,434+3 BEDS$1,696+
Venue At Winter Park
5 Autumn Breeze Way, Winter Park, FL 32792 -
1 BED$1,525+2 BEDS$1,630+3 BEDS$2,025+
Stonecastle Apartment Homes
2015 New Stonecastle Ter, Winter Park, FL 32792 -
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1 BED$1,250+2 BEDS$1,550+3 BEDS$1,800+
Park Apartments
7528 Park Promenade Dr, Winter Park, FL 32792 -
STUDIO$1,032+1 BED$1,067+2 BEDS$1,246+3 BEDS$1,261+
Carlton Arms of Winter Park
300 Jamestown Dr, Winter Park, FL 32792 -
1 BED$1,780+2 BEDS$2,094+3 BEDS$2,817+4 BEDS$3,992+
Enders Place at Baldwin Park
4220 New Broad St, Orlando, FL 32814 -
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1 BED$1,074+2 BEDS$1,274+3 BEDS$1,495+Sumerset Apartments
1051 Lee Rd, Orlando, FL 32810 -
STUDIO$900+1 BED$1,050+2 BEDS$1,200+3 BEDS$1,600+Kingswood Apartments
1101 Lee Rd, Orlando, FL 32810 -
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5 BEDS, 5 BATHS$8,6502851 Dorell Ave
2851 Dorell Ave, Orlando, FL 32814 -
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6 BEDS, 3.5 BATHS$10,5002234 Vía Luna
2234 Vía Luna, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,400345 Gilbert Rd
345 Gilbert Rd, Winter Park, FL 32792 -
4 BEDS, 2.5 BATHS$7,2501368 Hibiscus Ave
1368 Hibiscus Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$6,200
1791 Spruce Ave
1791 Spruce Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,6007404 Woodburn Ct
7404 Woodburn Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,850233 Lewfield Cir Unit 233
233 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,2002404 Gallery View Dr Unit 1
2404 Gallery View Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595115 Scottsdale Square
115 Scottsdale Square, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$5,750
Anissa Avenue
4242 Anissa Ave, Orlando, FL 32814 -
1 BED$1,499+2 BEDS$1,620+
Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
1 BED$1,350+2 BEDS$1,690+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
2 BEDS$1,899The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
2 BEDS$1,291Affinity at Winter Park Apartments
600 N Semoran Blvd, Winter Park, FL 32792 -
1 BED$1,799+2 BEDS$2,558+3 BEDS$2,729+
Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED$1,574+2 BEDS$1,689+3 BEDS$2,311+
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751
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 538 Sq Ft $1,394 / mo
- 1 Bedroom 707 Sq Ft $1,479 / mo
- 2 Bedrooms 1,019 Sq Ft $1,766 / mo
- 3 Bedrooms 1,271 Sq Ft $2,051 / 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 Woods 768 Sq Ft $1,443/mo
- Winter Park Pines 718 Sq Ft $1,455/mo
- Cedarwood Village 676 Sq Ft $1,456/mo
- Four Seasons 633 Sq Ft $1,474/mo
- Winter Park Pines Merrie Oaks 633 Sq Ft $1,474/mo
- Eastbrook 718 Sq Ft $1,543/mo
- Lake Howell 733 Sq Ft $1,595/mo
- Winter Park Estates 691 Sq Ft $1,622/mo
- Windward Square 781 Sq Ft $1,666/mo
- Laurel Springs 737 Sq Ft $1,749/mo
Getting Around Winter Park
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