Houses for Rent in Winter Park, FL

67 Rentals

3 BEDS, 2 BATHS

$2,325

2212 Mapleton Ct

2212 Mapleton Ct, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,670

1756 W Cheryl Dr

1756 W Cheryl Dr, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,530

7627 Village Green Dr

7627 Village Green Dr, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,495

3416 Balsam Dr

3416 Balsam Dr, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,640

2224 King Richards Ct

2224 King Richards Ct, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,325

1214 Carlson Dr

1214 Carlson Dr, Orlando, FL 32804
3 BEDS, 2 BATHS

$2,240

1708 Moselle Ave

1708 Moselle Ave, Orlando, FL 32807
4 BEDS, 2 BATHS

$2,175

613 Katherine Ave

613 Katherine Ave, Orlando, FL 32810
3 BEDS, 2 BATHS

$2,699

727 Forest Glen Ct

727 Forest Glen Ct, Maitland, FL 32751
4 BEDS, 2 BATHS

$2,275

1016 Baltimore Dr

1016 Baltimore Dr, Orlando, FL 32810
5 BEDS, 4 BATHS

$1,800

519 Ponca Trail

519 Ponca Trail, Maitland, FL 32751
3 BEDS, 2 BATHS

$3,300

5376 Penway Dr

5376 Penway Dr, Orlando, FL 32814
2 BEDS, 1 BATH

$1,600

35 Lincoln Blvd

35 Lincoln Blvd, Orlando, FL 32810
4 BEDS, 3 BATHS

$5,990

2627 Ambergate Rd

2627 Ambergate Rd, Winter Park, FL 32792

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3 BEDS, 2 BATHS

$2,800

1815 Palmer Ave

1815 Palmer Ave, Winter Park, FL 32792

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3 BEDS, 1.5 BATHS

$2,650

2848 Chantilly Ave

2848 Chantilly Ave, Winter Park, FL 32789

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4 BEDS, 3 BATHS

$5,000

2019 Soaring Oak Way

2019 Soaring Oak Way, Winter Park, FL 32792

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3 BEDS, 1.5 BATHS

$3,000

10 W Evans St

10 W Evans St, Orlando, FL 32804

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3 BEDS, 2.5 BATHS

$2,400

510 Eaton St

510 Eaton St, Maitland, FL 32751

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2 BEDS, 1 BATH

$1,900

1407 Lantry Ct

1407 Lantry Ct, Orlando, FL 32804

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3 BEDS, 2 BATHS

$2,500

854 Carlson drive

854 Carlson drive, Orlando, FL 32804

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4 BEDS, 2 BATHS

$2,200

3640 Datura Ct

3640 Datura Ct, Winter Park, FL 32792
2 BEDS, 2 BATHS

$2,550

2113 Albert Lee Pkwy

2113 Albert Lee Pkwy, Winter Park, FL 32789
3 BEDS, 2 BATHS

$2,800

1749 Harvest Cove

1749 Harvest Cove, Winter Park, FL 32792
3 BEDS, 2 BATHS

$4,199

1681 Walnut Ave

1681 Walnut Ave, Winter Park, FL 32789
4 BEDS, 2 BATHS

$2,950

1604 Bomi Cir

1604 Bomi Cir, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,500

5055 Lake Howell Rd

5055 Lake Howell Rd, Winter Park, FL 32792
5 BEDS, 3.5 BATHS

$6,900

433 Carolina Ave

433 Carolina Ave, Winter Park, FL 32789
3 BEDS, 2 BATHS

$2,395

1864 Maywood Rd

1864 Maywood Rd, Winter Park, FL 32792
1 BED, 1 BATH

$1,400

4816 Tangerine Ave

4816 Tangerine Ave, Winter Park, FL 32792
4 BEDS, 3 BATHS

$7,000

1791 Goodrich Ave

1791 Goodrich Ave, Winter Park, FL 32789
5 BEDS, 5 BATHS

$45,000

1461 Vía Tuscany

1461 Vía Tuscany, Winter Park, FL 32789
3 BEDS, 2.5 BATHS

$6,500

860 N Denning Dr

860 N Denning Dr, Winter Park, FL 32789
4 BEDS, 4 BATHS

$22,500

1336 College Point

1336 College Point, Winter Park, FL 32789
2 BEDS, 1 BATH

$1,975

275 N Capen Ave

275 N Capen Ave, Winter Park, FL 32789
3 BEDS, 2 BATHS

$2,300

2419 Dominica Run

2419 Dominica Run, Winter Park, FL 32792
2 BEDS, 1 BATH

$2,000

1012 W Fairbanks Ave

1012 W Fairbanks Ave, Orlando, FL 32804
5 BEDS, 3 BATHS

$4,700

1245 Wellington Terrace

1245 Wellington Terrace, Maitland, FL 32751
3 BEDS, 2 BATHS

$3,475

5408 Penway Dr

5408 Penway Dr, Orlando, FL 32814
3 BEDS, 2 BATHS

$2,300

2223 Amherst Ave

2223 Amherst Ave, Orlando, FL 32804
3 BEDS, 2 BATHS

$2,295

Winter Park Rental

2762 Prince John Rd, Winter Park, FL 32792
1 BED, 1 BATH

$1,350

Beautiful second floor 1/1 Condo x Rent @ ...

2948 Antique Oaks Cir, Winter Park, FL 32792

Showing 42 of 67 results, Page 1 of 2

Winter Park at a Glance

Average Rent

$1,447

(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 Houses for Rent

Winter Park, FL, offers a delightful mix of natural beauty and cultural richness, making it a vibrant place to call home. The scenic landscapes are highlighted by stunning lakes and lush parks, such as the tranquil Harry P Leu Gardens and the picturesque Kraft Azalea Garden. These green spaces provide ample opportunities for outdoor activities, including picnics, jogging, and leisurely strolls. The community features a variety of rental options, from cozy apartments to charming bungalows, catering to diverse preferences and budgets.

A strong sense of community thrives here, with local events similar to the Winter Park Sidewalk Art Festival and the Winter Park Farmers' Market fostering connections among neighbors and celebrating the area's artistic spirit. Cultural attractions abound, with the Charles Hosmer Morse Museum of American Art showcasing an impressive collection of Tiffany glass. Nearby, the Orlando Science Center and the Orlando Museum of Art offer enriching experiences for residents and visitors asimilar to.

Historic Park Avenue, lined with boutiques, cafes, and restaurants, invites exploration of local flavors and unique finds. Dining options are plentiful, with favorites similar to Outback Steakhouse, 4 Rivers Smokehouse, and The Cheesecake Factory providing delicious meals. For a more casual experience, Keke's Breakfast Cafe and Black Bean Deli-WP are perfect spots to grab a bite.

The city also hosts numerous festivals throughout the year, including the Winter Park Jazz Festival, which draws music lovers from near and far. Shopping enthusiasts can indulge in retail therapy at Winter Park Village or Colonial Plaza, while Casselberry Commons and Market Square offer additional options for a day out.

Convenient access to major highways and nearby attractions, such as Walt Disney World and downtown Orlando, enhances the appeal of this charming community. With its blend of art, nature, and a welcoming atmosphere, Winter Park embodies a lifestyle that is both enriching and enjoyable.

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Apartment Type Average Sq Ft Average Rent
1 Bedroom 708 Sq Ft $1,447 / mo
2 Bedrooms 1,019 Sq Ft $1,726 / mo
3 Bedrooms 1,272 Sq Ft $2,040 / mo
4 Bedrooms 1,506 Sq Ft $1,506 / 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^ⓘ

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Houses for Rent Near Winter Park

Winter Park Houses for Rent in Your Budget

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Houses for Rent in Winter Park, FL

Winter Park at a Glance

Average Rent

School Rating

Some Transit

Somewhat Bikeable

Winter Park, FL Houses for Rent

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Getting Around Winter Park

Transportation

Very Walkable

Bikeable

Minimal Transit

Education

Houses for Rent Nearby Neighborhoods

Houses for Rent Near Winter Park

Winter Park Houses for Rent in Your Budget

Explore Property Types

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