3 BEDS, 2.5 BATHS
$1,600
Deals & Discount Filters
Apartments under $2,000 for Rent in Winter Park, FL
1,313 Rentals
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2 BEDS, 2.5 BATHS$1,650Decatur St Units Unit 5524
5522 Decatur St, Orlando, FL 32807 -
1 BED, 1 BATH$1,040499 Ruffel St
499 Ruffel St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,840737 Carlson Dr
737 Carlson Dr, Orlando, FL 32804 -
1 BED, 1 BATH$1,140
439 Ruffel St
439 Ruffel St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,590
5309 Andrus Ave
5309 Andrus Ave, Orlando, FL 32810 -
1 BED, 1 BATH$1,650
Cozy 1 bedroom/1 bath garage apartment in ...
4499 Twinview Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,699253 Ashwood Dr
253 Ashwood Dr, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,750435 Eaton St Unit B
435 Eaton St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,725
1111 Hardy Ave
1111 Hardy Ave, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,925
Audubon Park 2/2 Corner Unit Villa with La...
3162 Plaza Terrace Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,450
2nd story, 2/1, updated unit on the Winter...
2406 Branch Way, Maitland, FL 32751 -
3 BEDS, 1 BATH$1,800Northeast Orlando Home
1212 Sasoon Ave, Orlando, FL 32803 -
1 BED, 1 BATH$720Room for rent. private bedroom with shared...
1224 Moselle Ave, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,700
2 Bedroom, 1 Bathroom Renovated Half Duple...
1427 Virginia Dr, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,450
2 Bed/2 Bath, 2nd Floor Condo at Marbeya C...
1166 Paseo De Las Flores, Casselberry, FL 32707 -
2 BEDS, 2 BATHS$1,500
** ONE MONTH FREE!!!!** NEWLY RENOVATED 2 ...
1165 Paseo De Las Flores Apt C, Casselberry, FL 32707 -
2 BEDS, 1 BATH$1,995Charming 2-Bedroom Home within 3 miles of ...
581 E Horatio Ave, Maitland, FL 32751 -
2 BEDS$1,799The Fisher Apartments | Modern 1 & 2 Bedro...
2001 Glenridge Way, Winter Park, FL 32792 -
1 BED$1,238+2 BEDS$1,634+
Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
1 BED$1,410+2 BEDS$1,625+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
2 BEDS$1,599+3 BEDS$1,849+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,499
The Juliette | 1 Bedroom Apartments in Orl...
1225 Moselle Ave, Orlando, FL 32807 -
1 BED$1,574+2 BEDS$1,689+
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751
Showing 42 of 192 results, Page 5 of 5
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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 $1,365 / mo
- 1 Bedroom 709 Sq Ft $1,459 / mo
- 2 Bedrooms 1,020 Sq Ft $1,696 / mo
- 3 Bedrooms 1,273 Sq Ft $2,015 / mo
- 4 Bedrooms 1,506 Sq Ft $1,535 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 760 Sq Ft $1,415/mo
- Winter Park Pines 668 Sq Ft $1,420/mo
- Eastbrook 737 Sq Ft $1,438/mo
- Four Seasons 622 Sq Ft $1,450/mo
- Winter Park Pines Merrie Oaks 622 Sq Ft $1,450/mo
- Laurel Springs 742 Sq Ft $1,473/mo
- Albert Lee Ridge 743 Sq Ft $1,493/mo
- Cedarwood Village 657 Sq Ft $1,537/mo
- Villas of Casselberry 775 Sq Ft $1,561/mo
- Georgetown Estates 735 Sq Ft $1,573/mo
Getting Around Winter Park
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Note: Based on community-supplied data and independent market research. Subject to change without notice.