2 BEDS, 2 BATHS
$1,750
Deals & Discount Filters
Apartments under $2,000 for Rent in Winter Park, FL
1,210 Rentals
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2 BEDS, 2 BATHS$1,5007326 Swallow Run Unit 7326
7326 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
2936 Antique Oaks Cir Unit 70
2936 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,895295 Sandlewood Trail
295 Sandlewood Trail, Winter Park, FL 32789 -
1 BED, 1 BATH$1,3504818 Tangerine Ave Unit 4818
4818 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,750
1695 Lee Rd Unit C206
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,500
1695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,350
3651 N Goldenrod Rd Unit B#104
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,5001565 Michigan Ave
1565 Michigan Ave, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,9505169 Lazy Oaks Dr
5169 Lazy Oaks Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,395
3651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,600
2523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
3212 Netherwood Dr
3212 Netherwood Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,6501695 Lee Rd Unit C216
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,5753651 N Goldenrod Rd Unit C205
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,800
205 Lewfield Cir Unit 205
205 Lewfield Cir, 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$1,425
1380 Indiana Ave Unit 3
1380 Indiana Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,9751550 Lake Baldwin Ln Unit C
1550 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED, 1 BATH$1,9002510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
1 BED, 1 BATH$1,750
4661 Anson Ln Unit #A
4661 Anson Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,700
2515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,200
301 Clark St
301 Clark St, Eatonville, FL 32751 -
3 BEDS, 2.5 BATHS$1,9501162 Carmel Cir Unit 100
1162 Carmel Cir, Casselberry, FL 32707 -
1 BED, 1 BATH$1,2002517 Caper Ln Unit 205
2517 Caper Ln, Maitland, FL 32751 -
4 BEDS, 2 BATHS$1,595
1410 N Fern Creek Ave
1410 N Fern Creek Ave, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,495
1418 Beatrice Dr
1418 Beatrice Dr, Orlando, FL 32810 -
STUDIO, 1 BATH$1,700
1420 Lake Baldwin Ln
1420 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED, 1 BATH$9992517 Caper Ln Unit 203
2517 Caper Ln, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,5001159 Calle Del Norte Unit A
1159 Calle Del Norte, Casselberry, FL 32707 -
3 BEDS, 2 BATHS$1,780
400 Banyon Tree Cir Unit 102
400 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1.5 BATHS$1,495
5517 Decatur St
5517 Decatur St, Orlando, FL 32807 -
3 BEDS, 2.5 BATHS$1,995
210 N East St
210 N East St, MAITLAND, FL 32751 -
1 BED, 1 BATH$1,7851140 S Orlando Ave Unit E2
1140 S Orlando Ave, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,875514 Carver Blvd
514 Carver Blvd, Orlando, FL 32810 -
2 BEDS, 1 BATH$1,600
492 Banyon Tree Cir Unit 206
492 Banyon Tree Cir, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,9503050 Autumn Ct
3050 Autumn Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,4503651 N Goldenrod Rd Unit Apt C110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6502 bedroom 2 bath condo in Parkview Village of Winter Park
2936 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,350
3651 N Goldenrod Rd Unit D101
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit Apartment E106
3651 N Goldenrod Rd, 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 537 Sq Ft $1,365 / mo
- 1 Bedroom 706 Sq Ft $1,459 / mo
- 2 Bedrooms 1,020 Sq Ft $1,740 / mo
- 3 Bedrooms 1,273 Sq Ft $2,046 / mo
- 4 Bedrooms 1,506 Sq Ft $1,775 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Laurel Springs 735 Sq Ft $1,376/mo
- Winter Park Woods 757 Sq Ft $1,398/mo
- Winter Park Pines 702 Sq Ft $1,454/mo
- Eastbrook 752 Sq Ft $1,471/mo
- Cedarwood Village 661 Sq Ft $1,479/mo
- Lake Howell 751 Sq Ft $1,542/mo
- Windward Square 784 Sq Ft $1,569/mo
- Bel-Aire Pines 811 Sq Ft $1,573/mo
- Villas of Casselberry 781 Sq Ft $1,595/mo
- Georgetown Estates 739 Sq Ft $1,608/mo
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