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Cheap Apartments for Rent in Winter Park, FL
1,995 Rentals
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2 BEDS, 2.5 BATHS$1,5457449 Wynnewood Square Unit 182
7449 Wynnewood Square, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,545Cozy 2 Bedroom 2.5 Bath Two Story Condo
7449 Wynnewood Square, Winter Park, FL 32792 -
Price Drop. $347 Off|1 BED$1,547+2 BEDS$1,982+3 BEDS$2,491+Bainbridge Winter Park
1400 Morgan Stanley Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,550550 Flemming Way Unit 200
550 Flemming Way, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,5502-story townhome - Private Patio - Pool - ... Unit 130
3271 Oak Lake Pl, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,550**Goldenrod Villas of Winter Park- 3/2 Vil...
7750 Country Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5502/2 first floor unit Lancelot of Winter Park Unit E109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
Discounts| -
Good Value|STUDIO$1,897+1 BED$1,569+2 BEDS$1,992+3 BEDS$2,622+Aurora on the Trail
825 McCullough Ave, Orlando, FL 32803 -
1 BED$1,574+2 BEDS$1,689+3 BEDS$2,311+The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751 -
1 BED$1,575+2 BEDS$2,140+3 BEDS$2,585+Infinity off Baldwin Park Apartments
4000 Maguire Blvd, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,5905309 Andrus Ave
5309 Andrus Ave, Orlando, FL 32810 -
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2 BEDS, 2.5 BATHS$1,5957296 Daniel Webster Dr Unit 1
7296 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595115 Scottsdale Square
115 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,599225 Lewfield Cir Unit 1
225 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,600316 Scottsdale Square Unit 316
316 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6003267 Forest Oaks Ct Unit 111
3267 Forest Oaks Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
1250 S Denning Dr Unit 232
1250 S Denning Dr, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,600
825 N Primrose Dr Unit 113
825 N Primrose Dr, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$1,600East St N.-230 Unit B
230 East St, Eatonville, FL 32751 -
2 BEDS, 2 BATHS$1,6003267 Forest Oaks Ct Unit Apt 111
3267 Forest Oaks Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6003651 N Goldenrod Rd
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,6504499 Twinview Ln
4499 Twinview Ln, Orlando, FL 32814 -
2 BEDS, 2.5 BATHS$1,650Decatur St Units Unit 5524
5522 Decatur St, Orlando, FL 32807 -
2 BEDS, 2 BATHS$1,650FOR RENT! Gorgeous First Floor Remodeled 2... Unit 163
3038 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,650Cozy 1 bedroom/1 bath garage apartment in ...
4499 Twinview Ln, Orlando, FL 32814 -
1 BED, 1 BATH$1,665NCEN130 Unit NCEN130#2
130 N Center St, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,675
Winter Park 2/2 Condo in Charming Parkview... Unit 79
2941 Antique Oaks Cir, Winter Park, FL 32792 -
STUDIO$1,685+1 BED$1,850+2 BEDS$2,130+Seven41 Winter Park
741 Clay St, Winter Park, FL 32789 -
Price Drop. $231 Off|1 BED$1,687+2 BEDS$1,782+3 BEDS$2,486+Vintage Winter Park Apartments
7490 Dwell Well Way, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,690222 E Yale St Unit 222
222 E Yale St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,695200 St Andrews Blvd
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,695
851 Miles Ave Unit 21
851 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,695200 St Andrews Blvd Unit 3502
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,699Beautiful Remodeled First Floor 2/2 Condo ... Unit 17
2917 Antique Oaks Cir, Winter Park, FL 32792 -
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2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,7002 Bedroom, 1 Bathroom Renovated Half Duple...
1427 Virginia Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,705851 Miles Ave Unit 8
851 Miles Ave, Winter Park, FL 32789 -
1 BED$1,712+2 BEDS$2,309+3 BEDS$2,426+Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814
Showing 42 of 306 results, Page 3 of 8
Winter 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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Price Drop
Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
"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.