Deals & Discount Filters
Apartments under $1,800 for Rent in Winter Park, FL
988 Rentals
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2 BEDS, 2 BATHS$1,795 -
2 BEDS, 2 BATHS$1,3503651 N Goldenrod Rd Unit B#104
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,600316 Scottsdale Square Unit 316
316 Scottsdale Square, Winter Park, FL 32792 -
1 BED, 1 BATH$1,450
4860 Tangerine Ave Unit 4860
4860 Tangerine Ave, Winter Park, FL 32792 -
STUDIO, 1 BATH$1,200
7417 Daniel Webster Dr Unit 3
7417 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,595
851 Miles Ave Unit 21
851 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,4001000 S Semoran Blvd Unit 109
1000 S Semoran Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350200 St Andrews Blvd Unit 606
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,650
1695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,800
7412 Woodburn Ct
7412 Woodburn Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,700
1695 Lee Rd Unit E215
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,399496 Banyon Tree Cir Unit 204
496 Banyon Tree Cir, Maitland, FL 32751 -
1 BED, 1 BATH$1,2002517 Caper Ln Unit 205
2517 Caper Ln, Maitland, FL 32751 -
1 BED, 1 BATH$1,799
1384 Lake Baldwin Ln Unit C
1384 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED, 1 BATH$1,600
1483 Lake Baldwin Ln Unit C
1483 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,290
64 Taylor Ave
64 Taylor Ave, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,6501425 Virginia Dr
1425 Virginia Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,80012 W Hazel St
12 W Hazel St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$1,800
1150 Carmel Cir Unit 308
1150 Carmel Cir, Casselberry, FL 32707 -
1 BED, 1 BATH$1,000
421 E KENNEDY Blvd
421 E KENNEDY Blvd, EATONVILLE, FL 32751 -
1 BED, 1 BATH$1,200
484 Banyon Tree Cir Unit 204
484 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,6005314 Andrus Ave
5314 Andrus Ave, Orlando, FL 32810 -
2 BEDS, 2 BATHS$1,6005532 Charleston St
5532 Charleston St, Orlando, FL 32807 -
1 BED, 1 BATH$1,450
2512 Musselwhite Ave Unit 3
2512 Musselwhite Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,500
550 Flemming Way Unit 200
550 Flemming Way, Maitland, FL 32751 -
1 BED, 1 BATH$1,280
2521 Caper Ln Unit 203
2521 Caper Ln, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,690Cozy 2 bed 2 bath in Winter Park
211 Stefanik Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,550Winter Park 2/2 Condo in Charming Parkview... Unit 79
2941 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,250
3651 N Goldenrod Rd Unit B109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
20 BEDS, 2 BATHS$1,599
Beautiful Winter Park 2/2 Condo on the fir... Unit 71
2936 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,500
2/2, updated, 1st floor condo, in Winter Park
101 Lewfield Cir, 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$1,6002B/2B condo in Winter Park
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,125
139 Scottsdale Square
139 Scottsdale Square, 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, 2.5 BATHS$1,450
3007 George Mason Ave Unit H
3007 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350200 St Andrews Blvd Unit 200 St. Andrews Blvd 606
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,740
Rent Special: Receive $100 in rent credit ...
7429 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
2651 Cayman Way
2651 Cayman Way, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,595
6805 Bonavista Ct
6805 Bonavista Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792
Showing 42 of 155 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 539 Sq Ft $1,367 / mo
- 1 Bedroom 708 Sq Ft $1,449 / mo
- 2 Bedrooms 1,020 Sq Ft $1,715 / mo
- 3 Bedrooms 1,270 Sq Ft $2,008 / mo
- 4 Bedrooms 1,506 Sq Ft $1,540 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 762 Sq Ft $1,342/mo
- Four Seasons 599 Sq Ft $1,360/mo
- Winter Park Pines Merrie Oaks 599 Sq Ft $1,360/mo
- Winter Park Pines 693 Sq Ft $1,428/mo
- Eastbrook 718 Sq Ft $1,488/mo
- Laurel Springs 727 Sq Ft $1,507/mo
- Cedarwood Village 637 Sq Ft $1,514/mo
- Glenmoor 706 Sq Ft $1,531/mo
- Lake Howell 733 Sq Ft $1,532/mo
- Villas of Casselberry 761 Sq Ft $1,541/mo
Getting Around Winter Park
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Note: Based on community-supplied data and independent market research. Subject to change without notice.