
Deals & Discount Filters
Two Bedroom Apartments for Rent in Winter Park, FL
885 Rentals
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2 BEDS, 2 BATHS$1,850
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2 BEDS, 2 BATHS$1,595
3651 N Goldenrod Rd Unit F103
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,975
851 Miles Ave Unit 8
851 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,690
222 E Yale St Unit 222
222 E Yale St, Orlando, FL 32804 -
2 BEDS, 2.5 BATHS$2,000
33 E Princeton St
33 E Princeton St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,500
2515 Formosa Ave
2515 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,600
825 N Primrose Dr Unit 113
825 N Primrose Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,550
2407 Branch Way Unit 205
2407 Branch Way, Maitland, FL 32751 -
2 BEDS, 1 BATH$2,000
12 W Hazel St
12 W Hazel St, Orlando, FL 32804 -
2 BEDS, 1 BATH$2,950
1504 Minnesota St
1504 Minnesota St, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,750
4523 Hidden Oak Ct
4523 Hidden Oak Ct, Orlando, FL 32804 -
2 BEDS, 2 BATHS$2,600
808 Malone Dr
808 Malone Dr, Orlando, FL 32810 -
2 BEDS, 1 BATH$1,695
8 E Evans St
8 E Evans St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,775
5454 Decatur St
5454 Decatur St, Orlando, FL 32807 -
2 BEDS, 2 BATHS$1,600
496 Banyon Tree Cir Unit 204
496 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,550
550 Flemming Way Unit 200
550 Flemming Way, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,800
2962 Plaza Terrace Dr Unit 2962
2962 Plaza Terrace Dr, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,650
Beautiful Remodeled First Floor 2/2 Condo... Unit 35
2923 Antique Oaks Cir, 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 BATHS$1,700
Excellent location Unit 4968
4968 Tangerine Ave, 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 -
2 BEDS, 2.5 BATHS$1,895
Great Winter Park Townhome
152 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,865
Charming 2-Bedroom Condo in Scenic Winter ... Unit 204
1250 S Denning Dr, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,747
Winter Park 2 Bedroom Upgraded Condo
7328 Forest Hill Ct, 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$1,595
Cozy 2 Bedroom 2.5 Bath Two Story Condo
7449 Wynnewood Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,895
UPDATED 2 Bedroom 2 Bath Woodcrest Condo i...
1917 Woodcrest Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,499
Spacious Condo Living in Winter Park – Per...
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$2,650
645 Huntington Ave
645 Huntington Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,595
115 Scottsdale Square
115 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,699
225 Lewfield Cir
225 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
3651 N Goldenrod Rd Unit B109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,949
1500 Gay Rd Unit 26-B
1500 Gay Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,600
3267 Forest Oaks Ct Unit Apt 111
3267 Forest Oaks Ct, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,649
3007 George Mason Ave Unit H
3007 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,000
1835 Biscayne Dr
1835 Biscayne Dr, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,550
2 Bed/2 Bath, 2nd Floor Condo at Marbeya C...
1166 Paseo De Las Flores, Casselberry, FL 32707 -
2 BEDS, 2 BATHS$1,900
Updated Single Family Home
1110 Hardy Ave, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,995
Audubon Park 2/2 Corner Unit Villa with La...
3066 Plaza Terrace Dr, Orlando, FL 32803 -
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 137 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 $1,496 / mo
- 2 Bedrooms 1,019 Sq Ft $1,768 / 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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