3 BEDS, 2 BATHS
$2,400
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,818 Rentals
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1 BED, 1 BATH$2,30040 E Princeton St
40 E Princeton St, Orlando, FL 32804 -
5 BEDS, 8 BATHS$22,500
3260 Lake Shore Dr
3260 Lake Shore Dr, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,750
2467 Sunderland Rd
2467 Sunderland Rd, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,575
4425 Fairview Ave
4425 Fairview Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$2,950
338 Brassie Dr
338 Brassie Dr, Orlando, FL 32804 -
2 BEDS, 2 BATHS$2,200
1417 Belgrade Ave
1417 Belgrade Ave, Orlando, FL 32803 -
3 BEDS, 3.5 BATHS$3,700
1438 Chatfield Pl
1438 Chatfield Pl, Orlando, FL 32814 -
2 BEDS, 1 BATH$2,950
1504 Minnesota St
1504 Minnesota St, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,900
411 Poplar Ct
411 Poplar Ct, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,750650 Trinidad Ct
650 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5752 Bedroom/2 Bathroom 2nd Floor Unit at Lancelot Unit C205
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
Adorable 1 Bed 1 Bath Winter Park Condo
3014 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,799
Stunning All Upgraded 2/2 Condo x Rent @ Winter Park Village next to Full Sail ! Unit 633
633 Trinidad Ct, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,650
1994 Canny Cv
1994 Canny Cv, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,199
2111 Biscayne Dr
2111 Biscayne Dr, Winter Park, FL 32789 -
1 BED, 1 BATH$1,300
Stylish Remodeled 1BR Condo with Pool & Low HOA – Ideal Winter Park Investment Unit N-10C
3060 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,500
Charming Condo Retreat in Winter Park - Spacious 727 sq. ft. Home with lots of Community Features! Unit 601
200 St Andrews Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
3044 Antique Oaks Cir Unit 178
3044 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,425
3007 George Mason Ave Unit H
3007 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,525
7431 Glen Oaks Way Unit 89
7431 Glen Oaks Way, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,399
1502 Michigan Ave
1502 Michigan Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,350
200 St Andrews Blvd Unit 200 St. Andrews Blvd 606
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,895
200 St Andrews Blvd Unit 2903
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,700
Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,740
Rent Special: Receive $100 in rent credit ...
7429 Daniel Webster Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$1,325
Beautiful 1/1 Wood Floors Condo for Rent in Winter Park Unit 6
2905 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,599
Beautiful Remodeled Winter Park 2/2 Condo for Rent in Front of Full Sail. Unit 132
3020 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,690
Cozy 2 bed 2 bath in Winter Park
211 Stefanik Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,250
Winter Park Charmer
2862 Kings Deer Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,350
Fully Remodeled Winter Park Home
7323 Antietam Ct W, Winter Park, FL 32792 -
3 BEDS, 1 BATH$1,995
REMODELED 3 BEDROOM / 1 BATH / CARPORT (WINTER PARK!)
931 Cypress Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,850
Well maintained townhome in Winter Park
2349 Inagua Way, Winter Park, FL 32792 -
20 BEDS, 2 BATHS$1,575
Beautiful Winter Park 2/2 Condo on the first floor x Rent in front of Full Sail ! Unit 71
2936 Antique Oaks Cir, Winter Park, FL 32792 -
3 BEDS, 3 BATHS$2,495
7542 Cranes Creek Ct
7542 Cranes Creek Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$3,400
1817 Loch Berry Rd
1817 Loch Berry Rd, Winter Park, FL 32789 -
8 BEDS, 6 BATHS$16,550
1860 Vía Contessa
1860 Vía Contessa, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,700
216 Rippling Ln
216 Rippling Ln, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,200
2458 Grand Teton Cir Unit 1
2458 Grand Teton Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,400
929 Dupont Ave
929 Dupont Ave, Winter Park, FL 32789 -
3 BEDS, 2.25 BATHS$2,195
1526 Winter Green Blvd
1526 Winter Green Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792
Showing 42 of 304 results, Page 6 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 $1,358 / mo
- 1 Bedroom 707 Sq Ft $1,457 / mo
- 2 Bedrooms 1,019 Sq Ft $1,733 / mo
- 3 Bedrooms 1,273 Sq Ft $2,026 / mo
- 4 Bedrooms 1,506 Sq Ft $1,540 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 761 Sq Ft $1,378/mo
- Four Seasons 606 Sq Ft $1,391/mo
- Winter Park Pines Merrie Oaks 606 Sq Ft $1,391/mo
- Laurel Springs 743 Sq Ft $1,392/mo
- Winter Park Pines 674 Sq Ft $1,431/mo
- Eastbrook 744 Sq Ft $1,442/mo
- Lake Howell 747 Sq Ft $1,511/mo
- Villas of Casselberry 759 Sq Ft $1,511/mo
- Cedarwood Village 653 Sq Ft $1,530/mo
- Windward Square 779 Sq Ft $1,538/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,598/mo
- Maitland $1,756/mo
- Fern Park $1,313/mo
- Eatonville $875/mo
- Casselberry $1,617/mo
- Longwood $1,698/mo
- Altamonte Springs $1,600/mo
- Orlando $1,651/mo
- Pine Castle $1,294/mo
Getting Around Winter Park
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Rent Specials
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Note: Based on community-supplied data and independent market research. Subject to change without notice.