Skip the filters. Search with AI Mode instead.
Apartments for Rent in Winter Park, FL under $1500
Apartments for Rent in Winter Park, FL under $1500. 135 Rentals Available
135 Rentals Available
-
1 bd $1,469+2 bd $1,473+Base rent4.0 (15)1701 Lee Road, Winter Park, FL 32789Apply online • Pet friendly
-
1 bd $1,344Base rent Income restricted550 N. Denning Drive, Winter Park, FL 32789Apply online • Pet friendly
-
1 bd $1,300Base rent1695 Lee Rd, Winter Park, FL 32789Pet friendly
-
More Rentals Near Winter Park, FL
-
1 bd $1,195+2 bd $1,495+Base rent4.0 (23)7950 Shoals Drive, Orlando, FL 32817Apply online • Pet friendly • Fitness center
-
2 bd $1,436Base rent Income restricted5.0 (185)7451 Gatehouse Circle, Orlando, FL 32807Apply online • Pet friendly • Parking
-
1 bd $1,295+Total monthly cost3250 Whisper Lake Ln, Winter Park, FL 32792Apply online • Pet friendly • Air conditioner
-
1 bd $1,295+2 bd $1,495+Base rent4.5 (5)541 Oak Reserve Lane, Winter Park, FL 32792Apply online • Pet friendly • Parking
-
1 bd $1,300+2 bd $1,400Base rent4.0 (110)3040 Aloma Avenue, WINTER PARK, FL 32792Apply online • Pet friendly
-
1 bd $1,364+Base rent4.5 (7)3250 Bishop Park Dr, Winter Park, FL 32792Apply online • Pet friendly
-
1 bd $1,2912 bd $1,347+Base rent Income restricted4.0 (13)525 Sybelia Pkwy, Maitland, FL 32751Apply online • Pet friendly
-
1 bd $1,375+Base rent4.0 (91)1166 Pointe Newport Terrace Drive, Casselberry, FL 32707Apply online • Pet friendly
-
1 bd $1,381+Base rent4.5 (22)3935 Sutton Place Blvd, Winter Park, FL 32792Apply online • Pet friendly
-
Studio $1,160+1 bd $1,185+2 bd $1,385+Base rent4.0 (13)1001 Shoreview Drive, Orlando, FL 32807Apply online • Pet friendly
-
1 bd $1,180Base rent4.0 (11)6031 Old Cheney Hwy, Orlando, FL 32807Apply online • Pet friendly
-
1 bd $1,180Base rent5.0 (2)6031 Old Cheney Highway, Orlando, FL 32807Apply online • Pet friendly
-
1 bd $1,291Base rent Income restricted3.0 (5)5560 Solidago Drive, Winter Park, FL 32792Apply online
-
1 bd $1,139+2 bd $1,369+Base rent Income restricted365 Garden Edge Point, Fern Park, FL 32730Apply online • Pet friendly
-
1 bd $1,394+2 bd $1,399+Base rent4.0 (36)3207 Rosebud Lane, Winter Park, FL 32792Apply online • Pet friendly
-
Studio $1,1791 bd $1,2092 bd $1,309Base rent4.0 (35)986 Rollingwood Loop, Casselberry, FL 32707Apply online • Pet friendly
-
1 bd $1,2192 bd $1,4643 bd $1,419+Base rent Income restricted3.0 (7)315 W. Concord Street, Orlando, FL 32801Apply online
-
1 bd $1,336+Base rent Income restricted315 W. Concord Street, Orlando, FL 32801Apply online
-
.jpeg?width=480&quality=90)
1 bd $1,100Base rentUnit A, Altamonte Springs, FL 32714Pet friendly -
1 bd $1,164+2 bd $1,288+Base rent4.0 (1)828 Orienta Ave, Altamonte Springs, FL 32701Apply online • Pet friendly
-
1 bd $1,210Base rent4.5 (22)400 Sandpiper Lane, Casselberry, FL 32707Apply online • Pet friendly
-
2 bd $1,316Base rent Income restricted4.5 (15)2201 Weston Point Drive, Orlando, FL 32810Apply online • Pet friendly
.jpg?width=480&quality=90)
.jpg?width=480&quality=90)
.jpg?width=480&quality=90)
.jpg?width=480&quality=90)
.jpg?width=480&quality=90)
_rev.jpg?width=480&quality=90 "Clubhouse")
_rev.jpg?width=480&quality=90 "Clubhouse")
.jpg?width=480&quality=90)
.jpg?width=480&quality=90)
.jpg?width=480&quality=90)
.jpg?width=480&quality=90)
.jpg?width=480&quality=90)
.jpg?width=480&quality=90)
_rev.jpg?width=480&quality=90 "Clubhouse")
_rev.jpg?width=480&quality=90 "Clubhouse")
.jpg?crop=(0,0,300,200)&cropxunits=300&cropyunits=200&width=480&quality=90 "Collector's Edition 1965 Mustang Pool Table in Clubhouse")
&cropxunits=300&cropyunits=225&width=480&quality=90)
&cropxunits=300&cropyunits=200&width=480&quality=90)
.JPG?width=480&quality=90)
.jpg?width=480&quality=90)
&cropxunits=300&cropyunits=200&width=480&quality=90 "Web Cafe with Free Wi-Fi Access")
&cropxunits=300&cropyunits=200&width=480&quality=90 "Stainless Steel Energy Efficient Appliances")
_rev.jpg?width=480&quality=90 "Clubhouse")
_rev.jpg?width=480&quality=90 "Clubhouse")
Explore popular searches
By bedroom count
By budget
Explore more rentals
Nearby cities
Nearby neighborhoods
Frequently asked questions
When were prices and availability in Winter Park, FL last updated?
Prices and availability in Winter Park, FL were last updated on 13 May 2026.
What are the best apartments in Winter Park, FL?
The best apartments in Winter Park, FL are: Westmount at Winter Park, Village Park Senior Living, Paseo at Winter Park Village, 1055 S Kentucky Ave and 981 Aragon Ave..
What type of rental buildings are in Winter Park, FL?
In Winter Park, 34% of the residents are renting compared to 66% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 28% of Winter Park's rentals, 49% are small-scale complexes with under 50 units, and 23% are single-family rentals.