
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,980 Rentals
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2 BEDS, 2 BATHS$1,699
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1 BED, 1 BATH$1,375
Beutiful 1/1 Condo x Rent in Winter Park ... Unit 612
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,650
FOR RENT! Gorgeous First Floor Remodeled 2... Unit 163
3038 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,895
Townhome in Winter Park
200 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$2,200
AVAILALBE OCTOBER! Two story Townhouse loc...
848 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,799
Well maintained 2 bedroom property with lo...
7781 Fernbrook Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,550
2-story townhome - Private Patio - Pool - ... Unit 130
3271 Oak Lake Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,550
2/2 first floor unit Lancelot of Winter Park Unit E109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
5 BEDS, 3 BATHS$3,550
Spacious Winter Park Village area house fo...
1288 Michigan 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 -
1 BED, 1 BATH$1,350
Beautiful 1/1 Remodeled Condo for Rent in ... Unit 52
2929 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,647
Winter Park 2 Bedroom Upgraded Condo
7328 Forest Hill Ct, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,545
Cozy 2 Bedroom 2.5 Bath Two Story Condo
7449 Wynnewood Square, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,000
Nice 4/2 Two-Story Home in Seminole County...
5587 Pats Point, Winter Park, FL 32792 -
5 BEDS, 4 BATHS$5,350
Winter Park Pool Home on half acre lot, st...
960 Georgia Ave, Winter Park, FL 32789 -
4 BEDS, 5 BATHS$6,245
1205 Mayfield Ave
1205 Mayfield Ave, Winter Park, FL 32789 -
5 BEDS, 4 BATHS$6,995
1181 Woodmere Dr
1181 Woodmere Dr, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,695
200 St Andrews Blvd Unit 3502
200 St Andrews Blvd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,795
2502 Fifeshire Dr
2502 Fifeshire Dr, Winter Park, FL 32792 -
4 BEDS, 2.25 BATHS$3,800
1461 Sunnyside Dr
1461 Sunnyside Dr, Maitland, FL 32751 -
3 BEDS, 2.25 BATHS$3,400
1308 Lake Baldwin Ln
1308 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED, 1 BATH$1,200
452 Banyon Tree Cir Unit 106
452 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 2.25 BATHS$3,650
3851 Ethan Ln
3851 Ethan Ln, Orlando, FL 32814 -
4 BEDS, 2 BATHS$2,895
530 Ventris Ct
530 Ventris Ct, Maitland, FL 32751 -
4 BEDS, 4.25 BATHS$25,000
281 Shell Point E
281 Shell Point E, Maitland, FL 32751 -
2 BEDS, 2 BATHS$2,100
551 Finchley Rd
551 Finchley Rd, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,700
435 Eaton St Unit B
435 Eaton St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,490
5309 Andrus Ave
5309 Andrus Ave, Orlando, FL 32810 -
2 BEDS, 1 BATH$1,300
907 Dowd Ave Unit 3 (Upstairs 2/1)
907 Dowd Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,699
253 Ashwood Dr
253 Ashwood Dr, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,899
2929 Oberlin Ave
2929 Oberlin Ave, Orlando, FL 32804 -
2 BEDS, 2.5 BATHS$1,650
Decatur St Units Unit 5524
5522 Decatur St, Orlando, FL 32807 -
3 BEDS, 2.5 BATHS$1,600
East St N.-230 Unit B
230 East St, Eatonville, FL 32751 -
1 BED, 1 BATH$1,650
Cozy 1 bedroom/1 bath garage apartment in ...
4499 Twinview Ln, Orlando, FL 32814 -
2 BEDS, 1.5 BATHS$1,725
Lovely 2BR/1.5BA Townhome for rent Near La...
5537 Decatur St, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,840
737 Carlson Dr
737 Carlson Dr, Orlando, FL 32804 -
1 BED, 1 BATH$1,140
200 S W St Unit 33
200 S W St, Eatonville, FL 32751 -
1 BED, 1 BATH$1,040
439 Ruffel St
439 Ruffel St, Eatonville, FL 32751 -
1 BED, 1 BATH$1,040
214 S W St Unit 33
214 S W St, Eatonville, FL 32751 -
1 BED, 1 BATH$1,040
499 Ruffel St
499 Ruffel St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$1,950
124 W Hazel St
124 W Hazel St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,749
2414 Formosa Ave
2414 Formosa Ave, Orlando, FL 32804
Showing 42 of 318 results, Page 7 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 $1,400 / 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
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,598/mo
- Maitland $1,768/mo
- Fern Park $1,295/mo
- Eatonville $992/mo
- Casselberry $1,611/mo
- Longwood $1,762/mo
- Altamonte Springs $1,614/mo
- Lockhart $1,333/mo
- Orlando $1,663/mo
- Belle Isle $1,275/mo
- Pine Castle $1,183/mo
Getting Around Winter Park
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