Deals & Discount Filters
Apartments under $1,900 for Rent in Winter Park, FL
1,092 Rentals
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2 BEDS, 2 BATHS$1,650 -
2 BEDS, 1 BATH$1,6001695 Lee Rd Unit B204
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,620
1941 Lanier Ct
1941 Lanier Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750614 St Johns Ct Unit 614
614 St Johns Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4957302 Swallow Run Unit 7302
7302 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
7338 Swallow Run Unit 7338
7338 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,500
1695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,400
1695 Lee Rd Unit C110
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,800205 Lewfield Cir Unit 205
205 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,4502075 Howell Branch Rd Unit 101
2075 Howell Branch Rd, Maitland, FL 32751 -
1 BED, 1 BATH$1,099
301 Clark St
301 Clark St, Eatonville, FL 32751 -
1 BED, 1 BATH$1,049
2517 Caper Ln Unit 205
2517 Caper Ln, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,600
4418 Eli St
4418 Eli St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,550190 Ventris Ave W
190 Ventris Ave W, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,6504521 Edgewater Dr
4521 Edgewater Dr, Orlando, FL 32804 -
1 BED, 1 BATH$250
421 E Kennedy Blvd
421 E Kennedy Blvd, Eatonville, FL 32751 -
1 BED, 1 BATH$1,550
1140 S Orlando Ave Unit E2
1140 S Orlando Ave, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,850
250 Cedarwood Dr
250 Cedarwood Dr, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,75017 W Winter Park St
17 W Winter Park St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,7502304 Inagua Way
2304 Inagua Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4552500 Lee Rd Unit Apt 103
2500 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,620
1941 Lanier Ct
1941 Lanier Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,675
HC - Goldenrod Road Unit 4616 N Goldenrod Rd
4616 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,875Spacious 3 bedroom Villa
3056 Autumn Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5951695 Lee Rd Unit Apartment A103
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,495
7302 Swallow Run Unit 7302
7302 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,385
1000 S Semoran Blvd Unit 806
1000 S Semoran Blvd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,795
5523 Cretan Way
5523 Cretan Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4953011 George Mason Ave Unit 1-2E
3011 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6003254 Howell Branch Rd Unit Howell Branch Rd - 3254
3254 Howell Branch Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,175
1695 Lee Rd
1695 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,295
Large One Bedroom One Bath First level Condo Flexible qualifications.
7425 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,825
Gorgeous, Completely Remodeled 2/2.5 Condo in Sandlewood Creek- Winter Park!
303 Sandlewood Trail, Winter Park, FL 32789 -
1 BED, 1 BATH$1,175One bedroom apt 7 or 12 months furnish or unfurnished. Apartamento disponible amueblado o sin mue...
3075 Aaron Burr Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,550Beautiful Furnished 1/1 condo x Rent in Winter Park Next to Full Sail University ! Unit 662
662 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,700
Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,500
FOR RENT!! RECENTLY RENOVATED 2 BEDROOM 2 BATH CONDO (FIRST FLOOR)...
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595
Newly Renovated Small 2BR w/Den Guest House
7004 Mills Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,3501/1 @ Winter Park Villas
667 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6001/2 Duplex in Winter Park
3012 Patel Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$1,450
151 N Orlando Ave
151 N Orlando Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792
Showing 42 of 147 results, Page 3 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 $1,411 / mo
- 1 Bedroom 706 Sq Ft $1,486 / mo
- 2 Bedrooms 1,021 Sq Ft $1,749 / mo
- 3 Bedrooms 1,273 Sq Ft $2,024 / 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 $1,581/mo
- Fairview 731 Sq Ft $1,868/mo
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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.
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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.
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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.
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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.