3 BEDS, 1 BATH
$2,050
Deals & Discount Filters
Houses for Rent in Winter Park, FL
129 Rentals
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3 BEDS, 2 BATHS$2,6501052 Manchester Cir
1052 Manchester Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$4,200
1381 Canterbury Rd
1381 Canterbury Rd, Winter Park, FL 32789 -
3 BEDS, 3.5 BATHS$3,600
1147 Wildmeadow Run
1147 Wildmeadow Run, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,995
5600 Revelwood Loop
5600 Revelwood Loop, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,600
850 W Canton Ave
850 W Canton Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,000
1946 Strathaven Rd
1946 Strathaven Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,500
2831 Lion Heart Rd
2831 Lion Heart Rd, Winter Park, FL 32792 -
4 BEDS, 3.5 BATHS$8,990
2020 Venetian Way
2020 Venetian Way, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,999
1681 Walnut Ave
1681 Walnut Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$2,300
2011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$2,950
5037 Lake Howell Rd
5037 Lake Howell Rd, Winter Park, FL 32792 -
4 BEDS, 2.5 BATHS$2,550
2886 Carew Ave
2886 Carew Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,885
2111 Conifer Ave
2111 Conifer Ave, Winter Park, FL 32792 -
4 BEDS, 3.5 BATHS$10,000
1661 Hillcrest Ave
1661 Hillcrest Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,695
200 St Andrews Blvd
200 St Andrews Blvd, Winter Park, FL 32792 -
5 BEDS, 3 BATHS$4,000
730 W Swoope Ave
730 W Swoope Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$950
760 Northwood Cir
760 Northwood Cir, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,100
2004 Indiana Ave
2004 Indiana Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,195
2828 Salisbury Blvd
2828 Salisbury Blvd, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$4,700
2227 Howard Dr
2227 Howard Dr, Winter Park, FL 32789 -
3 BEDS, 1 BATH$2,550
955 Minnesota Ave
955 Minnesota Ave, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$3,595
1641 Chestnut Ave
1641 Chestnut Ave, Winter Park, FL 32789 -
4 BEDS, 3 BATHS$2,495
900 N Denning Dr
900 N Denning Dr, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$2,375
2336 High St
2336 High St, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,150
1004 Fleck Ave
1004 Fleck Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$2,550
2621 Illinois St
2621 Illinois St, Orlando, FL 32803 -
2 BEDS, 1 BATH$2,195
2203 Oregon St
2203 Oregon St, Orlando, FL 32803 -
2 BEDS, 1 BATH$2,950
1504 Minnesota St
1504 Minnesota St, Orlando, FL 32803 -
2 BEDS, 1 BATH$2,000
12 W Hazel St
12 W Hazel St, Orlando, FL 32804 -
1 BED, 1 BATH$2,250
1911 Canton St
1911 Canton St, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,650
226 Harvard St
226 Harvard St, Orlando, FL 32804 -
5 BEDS, 8 BATHS$22,500
3260 Lake Shore Dr
3260 Lake Shore Dr, Orlando, FL 32803 -
2 BEDS, 2 BATHS$2,200
808 Malone Dr
808 Malone Dr, Orlando, FL 32810 -
5 BEDS, 4 BATHS$5,350Winter Park Pool Home on half acre lot, st...
960 Georgia Ave, Winter Park, FL 32789 -
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$1,840
Fully Furnished 2/2 Condo!
7429 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,895
Townhome in Winter Park
200 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,725
FIRST MONTH FREE - Beautiful remodeled 2 ...
939 Aragon Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,395
Single family home in Winter Park! Availab...
1148 Park Green Pl, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,725
2Bed/1.5Bath TOWNHOUSE IN WINTER PARK!! ...
4954 Tangerine Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,995
Charming 3-Bedroom Winter Park Home – $500...
2817 Eastern Pkwy, Winter Park, FL 32789
Showing 42 of 129 results, Page 2 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 539 Sq Ft $1,400 / mo
- 1 Bedroom 709 Sq Ft $1,467 / mo
- 2 Bedrooms 1,020 Sq Ft $1,701 / mo
- 3 Bedrooms 1,273 Sq Ft $2,030 / 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
- Whisperwood 741 Sq Ft $1,395/mo
- Four Seasons 622 Sq Ft $1,412/mo
- Winter Park Pines Merrie Oaks 622 Sq Ft $1,412/mo
- Winter Park Pines 739 Sq Ft $1,414/mo
- Winter Park Woods 761 Sq Ft $1,416/mo
- Eastbrook 737 Sq Ft $1,464/mo
- Laurel Springs 746 Sq Ft $1,482/mo
- Albert Lee Ridge 743 Sq Ft $1,493/mo
- Cedarwood Village 652 Sq Ft $1,526/mo
- Glenmoor 708 Sq Ft $1,552/mo
Getting Around Winter Park
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About Our Deals
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Note: Based on community-supplied data and independent market research. Subject to change without notice.