Deals & Discount Filters
Apartments under $1,900 for Rent in Winter Park, FL
1,095 Rentals
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2 BEDS$1,141+3 BEDS$1,307+ -
Rent Special1 BED$1,291+2 BEDS$1,699+Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
Rent Special1 BED$1,675
The Lofts of Winter Park Village
520 N Orlando Ave, Winter Park, FL 32789 -
Rent Special
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Rent Special
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STUDIO$1,600+1 BED$1,775+2 BEDS$1,750+3 BEDS$1,900+
Hannibal Square
433 W New England Ave, Winter Park, FL 32789 -
Price Drop. $296 OffTotal Monthly Price Total Monthly Price New1 BED$1,762Base Rent$1,732 - $2,042Required Monthly Fees$30Total Monthly Price$1,762 - $2,072
Audubon Park
990 Warehouse Rd, Orlando, FL 32803 -
1 BED$1,392+2 BEDS$1,643+ARIUM Winter Park
3250 Bishop Park Dr, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New1 BED$1,074+2 BEDS$1,195+3 BEDS$1,295+Base Rent$1,074 - $1,495Required Monthly FeesNoneTotal Monthly Price$1,074 - $1,495Sumerset Apartments
1051 Lee Rd, Orlando, FL 32810 -
Good ValueSTUDIO$900+1 BED$1,050+2 BEDS$1,200+3 BEDS$1,600+
Kingswood Apartments
1101 Lee Rd, Orlando, FL 32810 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,465Base Rent$1,465Required Monthly FeesNoneTotal Monthly Price$1,4652500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$1,650Base Rent$1,650Required Monthly FeesNoneTotal Monthly Price$1,650625 Trinidad Ct Unit 625
625 Trinidad Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,399
2500 Lee Rd
2500 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$6955530 Old Cheney Hwy Unit Apartment 3
5530 Old Cheney Hwy, Orlando, FL 32807 -
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Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,190Base Rent$1,190Required Monthly FeesNoneTotal Monthly Price$1,190114 Eaton St Unit 3
114 Eaton St, Eatonville, FL 32751 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,050Base Rent$1,050Required Monthly FeesNoneTotal Monthly Price$1,050118 Eaton St Unit 4
118 Eaton St, Eatonville, FL 32751 -
3 BEDS, 1 BATH$1,8951 E King St
1 E King St, Orlando, FL 32804 -
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Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,275Base Rent$1,275Required Monthly FeesNoneTotal Monthly Price$1,2752037 Linden Rd Unit 2037 linden rd A
2037 Linden Rd, Winter Park, FL 32792 -
Total Monthly Price Total Monthly Price New2 BEDS, 2.5 BATHS$1,650Base Rent$1,650Required Monthly FeesNoneTotal Monthly Price$1,6503004 George Mason Ave Unit George Mason Avenue
3004 George Mason Ave, Winter Park, FL 32792 -
DiscountsTotal Monthly Price Total Monthly Price New1 BED, 1 BATH$1,500Base Rent$1,500Required Monthly FeesNoneTotal Monthly Price$1,5003094 Plaza Terrace Dr Unit 3094 Plaza Terrace Drive
3094 Plaza Terrace Dr, Orlando, FL 32803 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,300Base Rent$1,300Required Monthly FeesNoneTotal Monthly Price$1,3001360 Formosa Ave Unit 1360 Formosa
1360 Formosa Ave, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$1,150Base Rent$1,150Required Monthly FeesNoneTotal Monthly Price$1,150
200 Saint Andrews Blvd Unit 2402
200 Saint Andrews Blvd, 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, 1 BATH$1,685Base Rent$1,685Required Monthly FeesNoneTotal Monthly Price$1,685
17 W Winter Park St Unit #17
17 W Winter Park St, Orlando, FL 32804 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,550Base Rent$1,550Required Monthly FeesNoneTotal Monthly Price$1,5501140 S Orlando Ave Unit Exeter E2
1140 S Orlando Ave, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,3001695 Lee Rd Unit D213
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,6002523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit 110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,595
1695 Lee Rd Unit C206
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,5752918 Antique Oaks Cir Unit 26
2918 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5007340 Swallow Run Unit 7340
7340 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
3254 Howell Branch Rd
3254 Howell Branch Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,675
4616 N Goldenrod Rd
4616 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,750
2304 Inagua Way Unit 2304
2304 Inagua Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,2953651 N Goldenrod Rd Unit B207
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900652 St Johns Ct Unit 652
652 St Johns Ct, Winter Park, FL 32792
Showing 42 of 149 results, Page 2 of 4
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 $1,409 / mo
- 1 Bedroom 706 Sq Ft $1,471 / mo
- 2 Bedrooms 1,021 Sq Ft $1,754 / mo
- 3 Bedrooms 1,273 Sq Ft $2,030 / 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
- Lake Howell 737 Sq Ft $1,580/mo
- Fairview 733 Sq Ft $1,862/mo
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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.