1 BED, 1 BATH
$1,600
Deals & Discount Filters
Apartments under $2,000 for Rent in Winter Park, FL
1,264 Rentals
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2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,740Rent Special: Receive $100 in rent credit ...
7429 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5502 Bed 1 Bath Condo | Pet Friendly | Washer...
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,550
2/2, updated, 1st floor condo, in Winter Park
101 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,850
* APPLICATION PENDING. DO NOT APPLY! *GOR...
7703 Country Pl, Winter Park, FL 32792 -
1 BED, 1 BATH$1,395
Adorable 1 Bed 1 Bath Winter Park Condo
3014 Antique Oaks Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,850Well maintained townhome in Winter Park
2349 Inagua Way, Winter Park, FL 32792 -
20 BEDS, 2 BATHS$1,599Beautiful Winter Park 2/2 Condo on the fir... Unit 71
2936 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,875
Townhome in Winter Park
200 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,550
Winter Park 2/2 Condo in Charming Parkview... Unit 79
2941 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750
Charming 2-Bedroom Condo in Scenic Winter ... Unit 204
1250 S Denning Dr, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,850Cute 3/2 Townhome in Winter Park - close t...
758 Warrenton Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6002651 Cayman Way
2651 Cayman Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900
250 Carolina Ave Unit 250
250 Carolina Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,595
6805 Bonavista Ct
6805 Bonavista Ct, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,875232 Sandlewood Trail
232 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,520"Charming 2-Bed, 2-Bath Retreat in Winter ...
2611 Holly Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,895
2606 Aloma Ave
2606 Aloma Ave, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,450
3007 George Mason Ave Unit H
3007 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,399
3044 Antique Oaks Cir Unit 178
3044 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,3493651 N Goldenrod Rd Unit B109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$2,000200 St Andrews Blvd Unit 2903
200 St Andrews Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350
200 St Andrews Blvd Unit 200 St. Andrews Blvd 606
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
3651 N Goldenrod Rd
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,940
737 Carlson Dr
737 Carlson Dr, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,7501245 Virginia Dr Unit 1243COR
1245 Virginia Dr, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,8501016 Arthur Ave Unit 1016
1016 Arthur Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,200
1 Bed 1 Bath Near Downtown, Baldwin Park &...
5587 Lehigh Ave, Orlando, FL 32807 -
1 BED, 1 BATH$1,200
Stylish 1-Bedroom Studio in Carrington Park! Unit 202
2422 Branch Way, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,650
2 Bedroom, 1 Bathroom Renovated Half Duple...
1427 Virginia Dr, Orlando, FL 32803 -
1 BED, 1 BATH$1,1951/1 Condo in College Park
41 E Winter Park St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,4502nd story, 2/1, updated unit on the Winter...
2406 Branch Way, Maitland, FL 32751 -
2 BEDS, 2 BATHS$2,000
551 Finchley Rd
551 Finchley Rd, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,399
492 Banyon Tree Cir Unit #104
492 Banyon Tree Cir, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,750
435 Eaton St
435 Eaton St, Eatonville, FL 32751 -
1 BED, 1 BATH$1,19541 E Winter Park St Unit A
41 E Winter Park St, Orlando, FL 32804 -
1 BED, 1 BATH$1,200452 Banyon Tree Cir Unit 106
452 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,895
124 W Hazel St
124 W Hazel St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,499
253 Ashwood Dr
253 Ashwood Dr, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,450
1225 Minnesota St
1225 Minnesota St, Orlando, FL 32803
Showing 42 of 185 results, Page 4 of 5
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 539 Sq Ft $1,397 / mo
- 1 Bedroom 708 Sq Ft $1,439 / mo
- 2 Bedrooms 1,020 Sq Ft $1,719 / mo
- 3 Bedrooms 1,270 Sq Ft $2,003 / mo
- 4 Bedrooms 1,506 Sq Ft $1,536 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 760 Sq Ft $1,328/mo
- Four Seasons 599 Sq Ft $1,386/mo
- Winter Park Pines Merrie Oaks 599 Sq Ft $1,386/mo
- Whisperwood 739 Sq Ft $1,417/mo
- Winter Park Pines 670 Sq Ft $1,424/mo
- Eastbrook 720 Sq Ft $1,425/mo
- Cedarwood Village 639 Sq Ft $1,491/mo
- Laurel Springs 727 Sq Ft $1,510/mo
- Villas of Casselberry 762 Sq Ft $1,525/mo
- Windward Square 778 Sq Ft $1,530/mo
Getting Around Winter Park
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About Our Deals
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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.
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.