Deals & Discount Filters
Apartments under $1,600 for Rent in Winter Park, FL
718 Rentals
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1 BED, 1 BATH$1,100 -
2 BEDS, 2 BATHS$1,3503651 N Goldenrod Rd Unit D101
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit Apt C110
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,595200 St Andrews Blvd Unit 1803
200 St Andrews Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,0502326 Wellington Blvd
2326 Wellington Blvd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,496
2551 Medley Ct Unit 2551GEM
2551 Medley Ct, Winter Park, FL 32792 -
20 BEDS, 2 BATHS$1,525
Beautiful 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$1,450
Beautiful 1/1 Wood Floor Condo for rent with Serene trees view from your screened balcony. Unit 96
2948 Antique Oaks 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 -
1 BED, 1 BATH$1,325Beautiful Remodeled 1/1 Condo x Rent @ Winter Park in front of Full Sail. Unit 146
3032 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,525
Beautiful Remodeled Winter Park 2/2 Condo for Rent in Front of Full Sail. Unit 132
3020 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350
296 Lewfield Cir Unit 296
296 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,320
3011 George Mason Ave Unit 3B
3011 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,2702183 Crandon Ave Unit 1
2183 Crandon Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,4203651 N Goldenrod Rd Unit C204
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,499
108 E Winter Park St
108 E Winter Park St, Orlando, FL 32804 -
1 BED, 1 BATH$1,225
2517 Caper Ln Unit 2517 Caper Lane
2517 Caper Ln, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,495
McLean Fairway 3022D Unit 3022D
3022 Fairway Ln, Orlando, FL 32804 -
1 BED, 1 BATH$1,100
2517 Caper Ln Unit 207
2517 Caper Ln, 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$1,100
Effortless lifestyle starts here – Upgraded 1Bedroom 1Bath condo-unit! Unit 207
2517 Caper Ln, Maitland, FL 32751 -
2 BEDS, 1.5 BATHS$1,200
2 bedroom 1.5 Bath Eatonville Duplex
44-B Calhoun Ave, 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 -
1 BED$1,449
Indigo Winter Park
220 S Semoran Blvd, Winter Park, FL 32792 -
1 BED$1,399+2 BEDS$1,449+
Sapphire Winter Park
1743 Semoran North Cir, Winter Park, FL 32792 -
STUDIO$1,249+1 BED$1,399+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,299
Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
1 BED$1,350+2 BEDS$1,525+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
1 BED$1,499
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 115 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 537 Sq Ft $1,384 / mo
- 1 Bedroom 706 Sq Ft $1,442 / mo
- 2 Bedrooms 1,020 Sq Ft $1,707 / mo
- 3 Bedrooms 1,273 Sq Ft $2,003 / mo
- 4 Bedrooms 1,506 Sq Ft $1,544 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Seasons 582 Sq Ft $1,251/mo
- Winter Park Pines Merrie Oaks 582 Sq Ft $1,251/mo
- Laurel Springs 736 Sq Ft $1,392/mo
- Winter Park Woods 765 Sq Ft $1,414/mo
- Winter Park Pines 708 Sq Ft $1,458/mo
- Eastbrook 742 Sq Ft $1,471/mo
- Cedarwood Village 668 Sq Ft $1,525/mo
- Lake Howell 750 Sq Ft $1,533/mo
- Windward Square 780 Sq Ft $1,560/mo
- Villas of Casselberry 757 Sq Ft $1,562/mo
Getting Around Winter Park
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"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.
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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.