2 BEDS, 2.5 BATHS
$1,545
Deals & Discount Filters
Apartments under $2,000 for Rent in Winter Park, FL
1,306 Rentals
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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$1,6003651 N Goldenrod Rd
3651 N Goldenrod Rd, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$1,995
7473 Belle River Ct
7473 Belle River Ct, 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$1,840
Fully Furnished 2/2 Condo!
7429 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,699Beautiful Remodeled First Floor 2/2 Condo ... Unit 17
2917 Antique Oaks Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,895Cute 3/2 Townhome in Winter Park - close t...
758 Warrenton Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750
Charming 2-Bedroom Condo in Scenic Winter ... Unit 204
1250 S Denning Dr, Winter Park, FL 32789 -
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 BATHS$1,675
Winter Park 2/2 Condo in Charming Parkview... Unit 79
2941 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,895Townhome in Winter Park
200 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,799Well 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 -
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 BATHS$1,550
2/2 first floor unit Lancelot of Winter Park Unit E109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$2,000Nice 4/2 Two-Story Home in Seminole County...
5587 Pats Point, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,950Winter Park Corner Lot
1902 Azalea Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,295
2326 Wellington Blvd
2326 Wellington Blvd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,881
3392 Bougainvillea Dr
3392 Bougainvillea Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595
115 Scottsdale Square
115 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6003267 Forest Oaks Ct Unit Apt 111
3267 Forest Oaks Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,695200 St Andrews Blvd Unit 3502
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,900
1835 Biscayne Dr
1835 Biscayne Dr, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,795
1500 Gay Rd Unit 18C
1500 Gay Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,800
668 Montego Bay Ct
668 Montego Bay Ct, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900250 Carolina Ave Unit 250
250 Carolina Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,795
3136 Patel Dr
3136 Patel Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,750
6805 Bonavista Ct
6805 Bonavista Ct, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,950
232 Sandlewood Trail
232 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,5253007 George Mason Ave Unit H
3007 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,665NCEN130 Unit NCEN130#2
130 N Center St, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,450
7229 Swallow Run
7229 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,599
225 Lewfield Cir Unit 1
225 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,749
2414 Formosa Ave
2414 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,950124 W Hazel St
124 W Hazel St, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,995Charming 2-Bedroom Home within 3 miles of ...
581 E Horatio Ave, Maitland, 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 BATH$1,700
2 Bedroom, 1 Bathroom Renovated Half Duple...
1427 Virginia Dr, Orlando, FL 32803 -
1 BED, 1 BATH$720
Room for rent. private bedroom with shared...
1224 Moselle Ave, Orlando, FL 32807 -
3 BEDS, 1 BATH$1,800Northeast Orlando Home
1212 Sasoon Ave, Orlando, FL 32803
Showing 42 of 191 results, Page 4 of 5
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 $1,365 / mo
- 1 Bedroom 709 Sq Ft $1,460 / mo
- 2 Bedrooms 1,020 Sq Ft $1,696 / mo
- 3 Bedrooms 1,273 Sq Ft $2,013 / 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
- Winter Park Woods 760 Sq Ft $1,415/mo
- Winter Park Pines 668 Sq Ft $1,420/mo
- Eastbrook 737 Sq Ft $1,438/mo
- Four Seasons 622 Sq Ft $1,450/mo
- Winter Park Pines Merrie Oaks 622 Sq Ft $1,450/mo
- Laurel Springs 742 Sq Ft $1,473/mo
- Albert Lee Ridge 743 Sq Ft $1,493/mo
- Cedarwood Village 657 Sq Ft $1,537/mo
- Villas of Casselberry 775 Sq Ft $1,561/mo
- Georgetown Estates 735 Sq Ft $1,573/mo
Getting Around Winter Park
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