1 BED, 1 BATH
$1,295
Deals & Discount Filters
Apartments under $1,900 for Rent in Winter Park, FL
1,147 Rentals
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3 BEDS, 2 BATHS$1,8813392 Bougainvillea Dr
3392 Bougainvillea Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,595115 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$1,695
200 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$1,800668 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$1,900
250 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$1,5253007 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, 2 BATHS$1,400
3651 N Goldenrod Rd Unit B109
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,375Beutiful 1/1 Condo x Rent in Winter Park ... Unit 612
200 St Andrews Blvd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,550**Goldenrod Villas of Winter Park- 3/2 Vil...
7750 Country Pl, 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 -
1 BED, 1 BATH$720
Room for rent. private bedroom with shared...
1224 Moselle Ave, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,700
2 Bedroom, 1 Bathroom Renovated Half Duple...
1427 Virginia Dr, Orlando, FL 32803 -
1 BED, 1 BATH$1,650Cozy 1 bedroom/1 bath garage apartment in ...
4499 Twinview Ln, Orlando, FL 32814 -
2 BEDS, 1 BATH$1,7492414 Formosa Ave
2414 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,500
** ONE MONTH FREE!!!!** NEWLY RENOVATED 2 ...
1165 Paseo De Las Flores Apt C, Casselberry, FL 32707 -
2 BEDS, 2 BATHS$1,450
2 Bed/2 Bath, 2nd Floor Condo at Marbeya C...
1166 Paseo De Las Flores, Casselberry, FL 32707 -
2 BEDS, 1 BATH$1,500
2nd story, 2/1, updated unit on the Winter...
2406 Branch Way, Maitland, FL 32751 -
3 BEDS, 1 BATH$1,800Northeast Orlando Home
1212 Sasoon Ave, Orlando, FL 32803 -
1 BED, 1 BATH$1,040499 Ruffel St
499 Ruffel St, Eatonville, FL 32751 -
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
214 S W St Unit 33
214 S W St, Eatonville, FL 32751 -
1 BED, 1 BATH$1,140
439 Ruffel St
439 Ruffel St, Eatonville, FL 32751 -
3 BEDS, 2 BATHS$1,750435 Eaton St Unit B
435 Eaton St, Eatonville, FL 32751 -
2 BEDS, 1.5 BATHS$1,2301760 Memphis Ave
1760 Memphis Ave, Orlando, FL 32807 -
2 BEDS, 1 BATH$1,590
5309 Andrus Ave
5309 Andrus Ave, Orlando, FL 32810 -
1 BED, 1 BATH$1,200
452 Banyon Tree Cir Unit 106
452 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,725
1111 Hardy Ave
1111 Hardy Ave, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,300907 Dowd Ave Unit 3 (Upstairs 2/1)
907 Dowd Ave, Orlando, FL 32804 -
2 BEDS, 2.5 BATHS$1,650Decatur 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 -
2 BEDS$1,599+3 BEDS$1,849+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,238+2 BEDS$1,634+
Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792
Showing 42 of 172 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 $1,459 / mo
- 2 Bedrooms 1,020 Sq Ft $1,696 / mo
- 3 Bedrooms 1,273 Sq Ft $2,015 / 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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Note: Based on community-supplied data and independent market research. Subject to change without notice.