
Deals & Discount Filters
Houses for Rent in Winter Park, FL
130 Rentals
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3 BEDS, 2 BATHS$2,250
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3 BEDS, 2 BATHS$1,825
3136 Patel Dr
3136 Patel Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,695
1502 Lawndale Cir
1502 Lawndale Cir, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,550
3BR/2.5BA Town Home in Aloma Trails Commun...
7580 Aloma Pines Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,650
3 Bedroom, 2 Bath Single Family Pool Home ...
1007 Princess Gate Blvd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,550
3/2.5 Town Home in Winter Park!
7613 Aloma Pines Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,000
Winter Park Charmer
1816 Mizell Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,300
GREAT ONE BEDROOM CONDO IN WINTER PARK!
200 St Andrews Blvd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$4,340
Charming 3 Bed 2 Bath home in the heart of...
332 N Phelps Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,840
Fully Furnished 2/2 Condo!
7429 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900
2 bed 2 bath with Fenced in backyard!
7726 Country Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,550
2 Bed/ 2 Bath Available Now In University ...
7638 University Garden Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,795
COMING SOON - **Goldenrod Villas of Winter...
7750 Country Pl, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,700
Winter Park Gem! Lovely Single Family Home...
850 W Canton Ave, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$3,500
Renovated Home in the Heart of Winter Park!
830 Douglas Ave, Winter Park, FL 32789 -
5 BEDS, 4 BATHS$6,200
Winter Park Pool Home on half acre lot, st...
960 Georgia Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,695
Newly Renovated 3 bedroom 2 bath Winter Pa...
2817 Eastern Pkwy, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,100
Winter Park Corner Lot
1902 Azalea Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,500
2 Bed 2 Bath Condo
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,747
Winter Park 2 Bedroom Upgraded Condo
7328 Forest Hill Ct, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,595
Cozy 2 Bedroom 2.5 Bath Two Story Condo
7449 Wynnewood Square, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,300
Winter Park - Newly Remodeled 3/2
5323 Poinsetta Ave, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,395
Nice 4/2 Two-Story Home in Seminole County...
5587 Pats Point, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350
STRATFORD CONVENIENT 1/1 CONDO IN SEMINOLE...
134 Lewfield Cir, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$2,900
Beautiful 3/2.5 Townhouse in Winter Park
1464 Broad Wing Ln, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,750
1111 Hardy Ave
1111 Hardy Ave, Orlando, FL 32803 -
3 BEDS, 2.5 BATHS$3,395
2330 Mohawk Trail
2330 Mohawk Trail, Maitland, FL 32751 -
4 BEDS, 2 BATHS$2,995
530 Ventris Ct
530 Ventris Ct, Maitland, FL 32751 -
4 BEDS, 2 BATHS$2,749
1705 Virginia Dr
1705 Virginia Dr, Orlando, FL 32803 -
3 BEDS, 2 BATHS$3,499
2929 Oberlin Ave
2929 Oberlin Ave, Orlando, FL 32804 -
3 BEDS, 2 BATHS$2,500
3700 Corrine Dr
3700 Corrine Dr, Orlando, FL 32803 -
4 BEDS, 2.5 BATHS$3,995
2514 Tuscarora Trail
2514 Tuscarora Trail, Maitland, FL 32751 -
1 BED, 1 BATH$1,099
1233 Virginia Dr
1233 Virginia Dr, Orlando, FL 32803 -
4 BEDS, 4.25 BATHS$25,000
281 Shell Point E
281 Shell Point E, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,685
1239 Virginia Dr
1239 Virginia Dr, Orlando, FL 32803 -
4 BEDS, 4.5 BATHS$6,995
2875 Dorell Ave
2875 Dorell Ave, Orlando, FL 32814 -
4 BEDS, 2 BATHS$4,000
1235 Ayrshire St
1235 Ayrshire St, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,900
Updated Single Family Home
1110 Hardy Ave, Orlando, FL 32803 -
3 BEDS, 2 BATHS$1,800
Spacious three bedroom condo
444 Banyon Tree Cir, Maitland, FL 32751 -
3 BEDS, 2.5 BATHS$3,500
Beautiful Baldwin Park Orlando Town Home
1467 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,647
Location, Location, Location ! Completely ...
440 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 2 BATHS$2,795
Charming and Updated 2/2 Home in Colonial ...
2621 Illinois St, Orlando, FL 32803
Showing 42 of 130 results, Page 3 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 538 Sq Ft $1,405 / mo
- 1 Bedroom 708 Sq Ft $1,495 / mo
- 2 Bedrooms 1,019 Sq Ft $1,769 / mo
- 3 Bedrooms 1,271 Sq Ft $2,019 / mo
- 4 Bedrooms 1,506 Sq Ft $1,526 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 767 Sq Ft $1,451/mo
- Eastbrook 720 Sq Ft $1,481/mo
- Cedarwood Village 642 Sq Ft $1,486/mo
- Winter Park Pines 707 Sq Ft $1,495/mo
- Four Seasons 640 Sq Ft $1,512/mo
- Winter Park Pines Merrie Oaks 640 Sq Ft $1,512/mo
- Albert Lee Ridge 768 Sq Ft $1,581/mo
- Lake Howell 726 Sq Ft $1,601/mo
- Winter Park Estates 692 Sq Ft $1,632/mo
- Windward Square 779 Sq Ft $1,648/mo
Getting Around Winter Park
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