Deals & Discount Filters
Apartments for Rent in Winter Park, FL with Parking
1,038 Rentals
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1 BED$1,298+2 BEDS$1,694+ -
Good ValueSTUDIO$900+1 BED$1,050+2 BEDS$1,200+3 BEDS$1,600+Kingswood Apartments
1101 Lee Rd, Orlando, FL 32810 -
Rent Special3 BEDS, 2 BATHS$2,4303908 Woodglade Cove
3908 Woodglade Cove, Winter Park, FL 32792 -
Rent Special -
Rent Special4 BEDS, 2 BATHS$2,275
3362 Bougainvillea Dr
3362 Bougainvillea Dr, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$1,800Base Rent$1,800Required Monthly FeesNoneTotal Monthly Price$1,8003606 Leanne Ct
3606 Leanne Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,300151 N Orlando Ave Unit 207
151 N Orlando Ave, Winter Park, FL 32789 -
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3 BEDS, 2 BATHS$2,510
3016 Village Hill Pl
3016 Village Hill Pl, Winter Park, FL 32792 -
4 BEDS, 2.5 BATHS$2,645
2218 Winter Woods Blvd
2218 Winter Woods Blvd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,5604040 Waterview Loop
4040 Waterview Loop, Winter Park, FL 32792 -
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Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,750Base Rent$2,750Required Monthly FeesNoneTotal Monthly Price$2,7501627 Orange Ave
1627 Orange Ave, Winter Park, FL 32789 -
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Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$5,800Base Rent$5,800Required Monthly FeesNoneTotal Monthly Price$5,8002721 E Marks St
2721 E Marks St, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$3,5905489 Baldwin Park St
5489 Baldwin Park St, Orlando, FL 32814 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,000Base Rent$2,000Required Monthly FeesNoneTotal Monthly Price$2,0001250 S Denning Dr Unit 127
1250 S Denning Dr, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price NewSTUDIO, 1 BATH$1,245+1 BED, 1 BATH$1,245+Base Rent$1,245Required Monthly FeesNoneTotal Monthly Price$1,2452037 Linden Rd Unit 2037lindenrdA
2037 Linden Rd, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2.5 BATHS$1,850Base Rent$1,850Required Monthly FeesNoneTotal Monthly Price$1,850
2924 Antique Oaks Cir Unit 48
2924 Antique Oaks Cir, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$1,900Base Rent$1,900Required Monthly FeesNoneTotal Monthly Price$1,900
622 St Johns Ct
622 St Johns Ct, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,275Base Rent$2,275Required Monthly FeesNoneTotal Monthly Price$2,275
2912 Plaza Terrace Dr
2912 Plaza Terrace Dr, Orlando, FL 32803 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,000Base Rent$2,000Required Monthly FeesNoneTotal Monthly Price$2,0002810 Sandwell Dr
2810 Sandwell Dr, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,300Base Rent$1,300Required Monthly FeesNoneTotal Monthly Price$1,300468 Banyon Tree Cir Unit 202
468 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$2,200
1450 Cavendish Rd
1450 Cavendish Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,2501340 Paradise Ln
1340 Paradise Ln, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$4,400
648 Fitzwalter Dr
648 Fitzwalter Dr, Winter Park, FL 32792 -
5 BEDS, 6 BATHS$9,9001442 Palm Ave
1442 Palm Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,4951434 Minnesota Ave
1434 Minnesota Ave, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$7,500
1368 Hibiscus Ave
1368 Hibiscus Ave, Winter Park, FL 32789 -
3 BEDS, 3.5 BATHS$6,450
835 W Canton Ave
835 W Canton Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,800
912 Carvell Dr
912 Carvell Dr, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$4,000616 Ellendale Dr
616 Ellendale Dr, Winter Park, FL 32792 -
4 BEDS, 5.5 BATHS$8,2952234 Howard Dr
2234 Howard Dr, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,500
2479 Passamonte Dr Unit 3H
2479 Passamonte Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,395
2337 Shadowland Lp
2337 Shadowland Lp, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,600
2530 Passamonte Dr Unit 10E
2530 Passamonte Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,9001420 Lake Baldwin Ln
1420 Lake Baldwin Ln, Orlando, FL 32814 -
3 BEDS, 2 BATHS$4,7005362 Chatas Ln
5362 Chatas Ln, Orlando, FL 32814
Showing 42 of 97 results, Page 2 of 3
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 $1,424 / mo
- 1 Bedroom 706 Sq Ft $1,482 / mo
- 2 Bedrooms 1,021 Sq Ft $1,780 / mo
- 3 Bedrooms 1,273 Sq Ft $1,993 / mo
- 4 Bedrooms 1,506 Sq Ft $1,940 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Eastbrook 719 Sq Ft $1,376/mo
- Winter Park Pines 717 Sq Ft $1,396/mo
- Carlton Arms 730 Sq Ft $1,402/mo
- Winter Park Woods 761 Sq Ft $1,409/mo
- Cedarwood Village 675 Sq Ft $1,428/mo
- Four Seasons 677 Sq Ft $1,447/mo
- Albert Lee Ridge 743 Sq Ft $1,460/mo
- Lake Howell 732 Sq Ft $1,507/mo
- Villas of Casselberry 738 Sq Ft $1,514/mo
- Windward Square 787 Sq Ft $1,537/mo
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Note: Based on community-supplied data and independent market research. Subject to change without notice.