2 BEDS, 1 BATH
$1,295
Deals & Discount Filters
Apartments under $1,600 for Rent in Winter Park, FL
665 Rentals
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2 BEDS, 2.5 BATHS$1,4253007 George Mason Ave Unit H
3007 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
3044 Antique Oaks Cir Unit 178
3044 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050
2326 Wellington Blvd
2326 Wellington Blvd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,500
2/2, updated, 1st floor condo, in Winter Park
101 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6002/2, 1st floor, fully renovated, Winter Park unit for rent!
241 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5752 Bedroom/2 Bathroom 2nd Floor Unit at Lancelot Unit C205
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
Adorable 1 Bed 1 Bath Winter Park Condo
3014 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,325
Beautiful 1/1 Wood Floors Condo for Rent in Winter Park Unit 6
2905 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,599
Beautiful Remodeled Winter Park 2/2 Condo for Rent in Front of Full Sail. Unit 132
3020 Antique Oaks Cir, Winter Park, FL 32792 -
20 BEDS, 2 BATHS$1,575Beautiful Winter Park 2/2 Condo on the first floor x Rent in front of Full Sail ! Unit 71
2936 Antique Oaks Cir, 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$1,550
2651 Cayman Way
2651 Cayman Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
5485 Decatur St Unit Decatur 5485
5485 Decatur St, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,475
McLean Fairway 3036D Unit 3036D
3036 Fairway Ln, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,250492 Banyon Tree Cir Unit 104
492 Banyon Tree Cir, Maitland, FL 32751 -
1 BED, 1 BATH$1,0751233 Virginia Dr
1233 Virginia Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,095
114 Eaton St Unit 2
114 Eaton St, Eatonville, FL 32751 -
2 BEDS, 1.5 BATHS$1,545
5537 Decatur St
5537 Decatur St, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,475
McLean Fairway 3022D Unit 3022D
3022 Fairway Ln, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,337
2055 Eaton St
2055 Eaton St, Maitland, FL 32751 -
STUDIO, 1 BATH$1,199
FREE 1ST MONTH RENT Studio Condo on Lake Howell With Boat Launch Lake Access & Pool! Unit #E
606 Georgetown Dr, Casselberry, FL 32707 -
2 BEDS, 1 BATH$1,400
2nd story, 2/1, updated unit on the Winter Park/Maitland border!!
2406 Branch Way, Maitland, FL 32751 -
1 BED, 1 BATH$1,150
452 Banyon Tree Cir Unit 106
452 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,350
496 Banyon Tree Cir
496 Banyon Tree Cir, Maitland, FL 32751 -
1 BED$1,199
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
STUDIO$1,149+1 BED$1,399+2 BEDS$1,549+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,148+2 BEDS$1,484+
Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
1 BED$1,249+2 BEDS$1,449+
Sapphire Winter Park
1743 Semoran North Cir, Winter Park, FL 32792 -
1 BED$1,399
Indigo Winter Park
220 S Semoran Blvd, Winter Park, FL 32792 -
1 BED$1,199
Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
Call for Rent
The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
1 BED$1,399
The Juliette
1225 Moselle Ave, Orlando, FL 32807 -
Call for Rent
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751
Showing 42 of 118 results, Page 3 of 3
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Clear All FiltersWinter 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 $1,381 / mo
- 1 Bedroom 707 Sq Ft $1,437 / mo
- 2 Bedrooms 1,019 Sq Ft $1,752 / mo
- 3 Bedrooms 1,273 Sq Ft $1,998 / 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
- Four Seasons 590 Sq Ft $1,348/mo
- Winter Park Pines Merrie Oaks 590 Sq Ft $1,348/mo
- Winter Park Woods 763 Sq Ft $1,379/mo
- Winter Park Pines 675 Sq Ft $1,418/mo
- Eastbrook 747 Sq Ft $1,432/mo
- Laurel Springs 741 Sq Ft $1,434/mo
- Lake Howell 747 Sq Ft $1,520/mo
- Villas of Casselberry 764 Sq Ft $1,537/mo
- Windward Square 784 Sq Ft $1,552/mo
- Glenmoor 706 Sq Ft $1,552/mo
Getting Around Winter Park
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