2 BEDS, 2 BATHS
$1,445
Deals & Discount Filters
Apartments under $2,000 for Rent in Winter Park, FL
1,072 Rentals
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Discounts3 BEDS, 2 BATHS$1,6457526 University Garden Dr
7526 University Garden Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$1,4252942 Antique Oaks Cir Unit 088
2942 Antique Oaks Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,745
1695 Lee Rd Unit Apartment D215
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,700
Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,799
Fabulous 2/2 Condo @ Winter Park x Rent Next to Full Sail. Unit 610
610 Saint Johns Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,250Spacious and Affordable 2/2 Condo In Lancelot at Winter Park Unit B202
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,7952 Bedroom 1 Bath Duplex in Winter Park for RENT!
2704 Tortoise Cv, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,375
Spacious 2/2 Condo In Lancelot at Winter Park Unit B203
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,595
SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY
1695 Lee Rd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,175
3035 George Mason Ave Unit C
3035 George Mason Ave, Winter Park, FL 32792 -
1 BED$1,250+2 BEDS$1,350+Eastbrook Apartments
2610-2617 Eastbrook Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6005483 Decatur St Unit Decatur 5483
5483 Decatur St, Orlando, FL 32807 -
2 BEDS, 2 BATHS$1,850
488 W Par St
488 W Par St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,200
5319 Sumerset St Unit 19A
5319 Sumerset St, Orlando, FL 32810 -
1 BED, 1 BATH$1,450
2880 Plaza Terrace Dr Unit 2880
2880 Plaza Terrace Dr, Orlando, FL 32803 -
1 BED, 1 BATH$995
Branch Way Unit Carrington Park
2422 Branch Way, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,700
408 Banyon Tree Cir Unit Apt 100
408 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,400
825 N Primrose Dr
825 N Primrose Dr, Orlando, FL 32803 -
1 BED, 1 BATH$740
1224 Moselle Ave Unit 1
1224 Moselle Ave, Orlando, FL 32807 -
1 BED, 1 BATH$1,025
525 Georgetown Dr
525 Georgetown Dr, Casselberry, FL 32707 -
1 BED, 1 BATH$1,775
245 Orange Pl Unit 249 A Orange Pl
245 Orange Pl, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,315
Cozy 2 bedroom/1 bath Duplex
385 Lime St, Maitland, FL 32751 -
1 BED, 1 BATH$1,750
Gorgeous FULLY FURNISHED 1 Bedroom/1 Bath apartment with private entrance, in Winter Park
0000 Undisclosed, Aloma, FL 32792 -
2 BEDS, 1 BATH$1,500
907 Dowd Ave Unit 1 (Left Down 2/1)
907 Dowd Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,885
2808 Plaza Terrace Dr Unit 808
2808 Plaza Terrace Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,350
2/1 Duplex in College Park Area
107 E King St, Orlando, FL 32804 -
1 BED, 1 BATH$975
Spacious Studio in Maitland!
2517 Caper Ln, Maitland, FL 32751 -
1 BED, 1 BATH$1,200
1 Bed 1 Bath Near Downtown, Baldwin Park & Cady Way Trail
5587 Lehigh Ave, Orlando, FL 32807 -
2 BEDS, 2 BATHS$1,650
* COMING SOON! CUTE! 2 BED / 2 BATH CONDO (CASSELBERRY)
1160 Calle Del Norte Unit C, Casselberry, FL 32707 -
2 BEDS, 2 BATHS$1,900
AUDUBON PLACE CITY CONDOMINIUMS
2934 Plaza Terrace Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,425
Cozy 2/1 Duplex - College Park
121 E Evans St, Orlando, FL 32804 -
3 BEDS, 2 BATHS$1,950
Lake Fairview area
1322 Carlson Dr, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,800
2510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
1 Month Free1 BED$1,699+2 BEDS$1,899+
The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
1 BED$1,555+2 BEDS$1,400+
La Aloma Apartments
3040 Aloma Ave, Winter Park, FL 32792 -
Rent Special1 BED$1,262+2 BEDS$1,464+3 BEDS$1,851+
Venue At Winter Park
5 Autumn Breeze Way, Winter Park, FL 32792 -
2 Months Free1 BED$1,299
Indigo Winter Park
220 S Semoran Blvd, Winter Park, FL 32792 -
Rent Special1 BED$1,379+2 BEDS$1,299+3 BEDS$1,799+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
STUDIO$1,170+1 BED$1,365+2 BEDS$1,499+
Sorrento
2400 Howell Branch Rd, Winter Park, FL 32792 -
2 Months Free1 BED$1,099+2 BEDS$1,499+
Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
1 Month Free1 BED$1,425+2 BEDS$1,590+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792
Showing 42 of 171 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 535 Sq Ft $1,423 / mo
- 1 Bedroom 706 Sq Ft $1,479 / mo
- 2 Bedrooms 1,021 Sq Ft $1,780 / mo
- 3 Bedrooms 1,273 Sq Ft $1,992 / 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
- Winter Park Pines 711 Sq Ft $1,401/mo
- Eastbrook 743 Sq Ft $1,412/mo
- Winter Park Woods 761 Sq Ft $1,414/mo
- Cedarwood Village 681 Sq Ft $1,417/mo
- Carlton Arms 730 Sq Ft $1,423/mo
- Four Seasons 668 Sq Ft $1,460/mo
- Albert Lee Ridge 743 Sq Ft $1,478/mo
- Lake Howell 733 Sq Ft $1,503/mo
- Villas of Casselberry 738 Sq Ft $1,513/mo
- Winter Park Estates 714 Sq Ft $1,541/mo
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