What is the average rent of a condo in Winter Park, FL?

Looking for a condo in Winter Park, FL? Expect to pay around $1,482 per month.

What is the average rent of a 1-bedroom condo in Winter Park, FL?

A one-bedroom condo in Winter Park, FL rents for around $1,482 a month.

What is the average rent of a 2-bedroom condo in Winter Park, FL?

Looking for a two-bedroom condo in Winter Park, FL? Expect to pay around $1,772.

What is the average rent of a 3-bedroom condo in Winter Park, FL?

Looking for more space? Three-bedroom condos in Winter Park, FL cost around $2,055 per month.

What is the average rent of a 4-bedroom condo in Winter Park, FL?

Need maximum space? Expect to pay something like $1,515 for a four-bedroom condo in Winter Park, FL.

Can I rent my condo without an agent in Winter Park, FL?

Renting out a condo in Winter Park, FL is easy, and it starts by listing your property on ApartmentFinder.com where it will be seen by the largest network of renters.

What is the best way I can advertise condos for rent in Winter Park, FL?

When you list your condo on ApartmentFinder, you can choose the pricing package that’s right for you to ensure your rental is seen in its best light by the most potential renters.

Condos under $2,000 for Rent in Winter Park, FL

1,240 Rentals

2 BEDS, 2 BATHS

$1,950

200 St Andrews Blvd Unit 2703

200 St Andrews Blvd, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,675

5335 Andrus Ave

5335 Andrus Ave, Orlando, FL 32810
2 BEDS, 1 BATH

$1,700

2407 Branch Way

2407 Branch Way, Maitland, FL 32751
1 BED, 1 BATH

$1,450

940 W Fairbanks Ave Unit In-law apartment.

940 W Fairbanks Ave, Orlando, FL 32804

Apply
2 BEDS, 2 BATHS

$1,500

1000 S Semoran Blvd Unit 816

1000 S Semoran Blvd, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,600

1695 Lee Rd Unit C103

1695 Lee Rd, Winter Park, FL 32789
1 BED, 1 BATH

$1,350

169 Lewfield Cir Unit 169

169 Lewfield Cir, Winter Park, FL 32792
1 BED, 1 BATH

$1,200

3069 Aaron Burr Ave Unit D

3069 Aaron Burr Ave, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,600

7268 Swallow Run Unit 7268

7268 Swallow Run, Winter Park, FL 32792
1 BED, 1 BATH

$1,250

3035 George Mason Ave Unit 20D

3035 George Mason Ave, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,500

7340 Swallow Run Unit 7340

7340 Swallow Run, Winter Park, FL 32792
1 BED, 1 BATH

$1,235

261 Scottsdale Square Unit 261

261 Scottsdale Square, Winter Park, FL 32792
1 BED, 1 BATH

$1,250

293 Scottsdale Square Unit 293

293 Scottsdale Square, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,640

1000 S Semoran Blvd Unit 813

1000 S Semoran Blvd, Winter Park, FL 32792
1 BED, 1 BATH

$1,500

3212 Netherwood Dr

3212 Netherwood Dr, Winter Park, FL 32792
STUDIO, 1 BATH

$1,200

3212 Netherwood Dr

3212 Netherwood Dr, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,695

4624 N Goldenrod Rd Unit 4624

4624 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,600

3651 N Goldenrod Rd Unit E109

3651 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,650

3651 N Goldenrod Rd Unit B207

3651 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,545

3651 N Goldenrod Rd Unit 107

3651 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$2,000

200 St Andrews Blvd Unit 3503

200 St Andrews Blvd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,750

174 Scottsdale Square Unit 174

174 Scottsdale Square, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,550

3057 Aaron Burr Ave Unit 2

3057 Aaron Burr Ave, Winter Park, FL 32792
2 BEDS, 1.5 BATHS

$1,575

7404 Woodburn Ct

7404 Woodburn Ct, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,600

1695 Lee Rd Unit # C-214

1695 Lee Rd, Winter Park, FL 32789
1 BED, 1 BATH

$1,000

421 E Kennedy Blvd

421 E Kennedy Blvd, Eatonville, FL 32751
2 BEDS, 1 BATH

$1,550

2407 Branch Way Unit 107

2407 Branch Way, Maitland, FL 32751
1 BED, 1 BATH

$1,450

2512 Musselwhite Ave Unit 3

2512 Musselwhite Ave, Orlando, FL 32804
1 BED, 1 BATH

$1,150

555 Flemming Way Unit 201

555 Flemming Way, Maitland, FL 32751
2 BEDS, 1.5 BATHS

$1,575

5517 Decatur St Unit 5517

5517 Decatur St, Orlando, FL 32807
2 BEDS, 1 BATH

$1,700

2407 Branch Way Unit 205

2407 Branch Way, Maitland, FL 32751
2 BEDS, 1 BATH

$1,540

3200 Fairway Ln Unit 01

3200 Fairway Ln, Orlando, FL 32804
3 BEDS, 2 BATHS

$1,695

1695 Lee Rd Unit D215

1695 Lee Rd, Winter Park, FL 32789
2 BEDS, 2 BATHS

$1,465

1000 S Semoran Blvd Unit 806

1000 S Semoran Blvd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,700

Excellent location Unit 4968

4968 Tangerine Ave, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,350

851 Miles Ave

851 Miles Ave, Winter Park, FL 32789
2 BEDS, 1 BATH

$1,695

HC - N Goldenrod Unit 4624 N Goldenrod Road

4624 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,545

3651 N Goldenrod Rd Unit 3651 N. Goldenrod Rd. #F107

3651 N Goldenrod Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,595

115 Scottsdale Square

115 Scottsdale Square, Winter Park, FL 32792
1 BED, 1 BATH

$1,500

151 N Orlando Ave Unit 142

151 N Orlando Ave, Winter Park, FL 32789
2 BEDS, 2.5 BATHS

$1,825

3007 George Mason Ave Unit H

3007 George Mason Ave, Winter Park, FL 32792
3 BEDS, 3 BATHS

$1,225

231 Sandlewood Trail

231 Sandlewood Trail, Winter Park, FL 32789

Showing 42 of 147 results, Page 1 of 4

Winter Park at a Glance

Average Rent

$1,482

(All bedrooms and property types)

Learn more about

Average Rent in Winter Park

School Rating

out of 10 Rating

Learn more about

Schools in Winter Park

Some Transit

out of 100 TransitScore^® Rating

Learn more about

Transportation in Winter Park

Somewhat Bikeable

out of 100 BikeScore^® Rating

Learn more about

Transportation in Winter Park

Winter Park, FL Condos for Rent

Winter Park captivates with its brick-lined streets, moss-draped oak trees, and interconnected chain of lakes. Apartment seekers will find themselves in a community anchored by the Charles Hosmer Morse Museum of American Art, popular scenic boat tours, and the historic Rollins College campus. The walkable downtown area along Park Avenue features boutique shopping and Central Park, where residents often gather for outdoor concerts and seasonal festivals.

Apartments in Winter Park offer easy access to Orlando while maintaining their own distinct character. The city spans 11 square miles, featuring lakes connected by navigable canals that provide year-round recreation opportunities. The centrally located Winter Park SunRail station and proximity to major roadways make commuting convenient. Current rental prices average $1,482 for a one-bedroom apartment, with options ranging from contemporary developments to renovated historic properties.

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Apartment Type Average Sq Ft Average Rent
Studio 538 Sq Ft $1,363 / mo
1 Bedroom 707 Sq Ft $1,482 / mo
2 Bedrooms 1,019 Sq Ft $1,772 / mo
3 Bedrooms 1,271 Sq Ft $2,055 / mo
4 Bedrooms 1,506 Sq Ft $1,515 / mo

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Cedarwood Village 678 Sq Ft $1,399/mo
Winter Park Woods 766 Sq Ft $1,411/mo
Winter Park Pines 704 Sq Ft $1,435/mo
Four Seasons 658 Sq Ft $1,497/mo
Winter Park Pines Merrie Oaks 658 Sq Ft $1,497/mo
Whisperwood 665 Sq Ft $1,522/mo
Eastbrook 744 Sq Ft $1,538/mo
Lake Howell 745 Sq Ft $1,561/mo
Windward Square 785 Sq Ft $1,659/mo
Winter Park Estates 707 Sq Ft $1,662/mo

Getting Around Winter Park

Transportation

Very Walkable

out of 100 WalkScore^® Rating

You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.

Bikeable

out of 100 BikeScore^® Rating

You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.

Minimal Transit

out of 100 TransitScore^® Rating

You'll likely want a car when living in this area since it has few transit options.

Scores provided by Walk Score^ⓘ

Education

College/University High School

Rollins College

Private University

Valencia C.C., Winter Park Winter Park Campus

Public University

Florida Hospital College

Private University

Full Sail University

Private University

University of Central Florida Downtown Campus

Winter Park High

out of 10 Rating

Public | Grades 9- 12 | 3,369 Students

Lake Howell High School

out of 10 Rating

Public | Grades 9- 12 | 2,205 Students

School data provided by Great Schools^ⓘ

Apartments for Rent Near Winter Park by Neighborhoods

Apartments for Rent Near Winter Park

Winter Park Apartments for Rent in Your Budget

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Condos under $2,000 for Rent in Winter Park, FL

Winter Park at a Glance

Average Rent

School Rating

Some Transit

Somewhat Bikeable

Winter Park, FL Condos for Rent

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Park

Getting Around Winter Park

Transportation

Very Walkable

Bikeable

Minimal Transit

Education

Apartments for Rent Near Winter Park by Neighborhoods

Apartments for Rent Near Winter Park

Winter Park Apartments for Rent in Your Budget

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