Houses for Rent in Winter Park, FL

73 Rentals

3 BEDS, 2 BATHS

$2,145

7413 Fieldcrest Ave

7413 Fieldcrest Ave, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,325

1784 Meadowgold Ln

1784 Meadowgold Ln, Winter Park, FL 32792
3 BEDS, 1 BATH

$1,870

1915 Carrigan Ave

1915 Carrigan Ave, Winter Park, FL 32792
3 BEDS, 2 BATHS

$1,880

911 Mare Bello Dr

911 Mare Bello Dr, Winter Park, FL 32792
2 BEDS, 1 BATH

$2,165

200 Orange Terrace Dr

200 Orange Terrace Dr, Winter Park, FL 32789
3 BEDS, 2 BATHS

$2,570

3621 Oak Vista Ln

3621 Oak Vista Ln, 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

$2,115

1945 Houndslake Dr

1945 Houndslake Dr, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,295

2212 Mapleton Ct

2212 Mapleton Ct, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,450

2509 Holly Rd

2509 Holly Rd, Winter Park, FL 32792
2 BEDS, 2 BATHS

$2,375

2128 Linden Rd

2128 Linden Rd, Winter Park, FL 32792
3 BEDS, 1 BATH

$1,950

5600 Turin St

5600 Turin St, Orlando, FL 32807
2 BEDS, 1 BATH

$1,600

35 Lincoln Blvd

35 Lincoln Blvd, Orlando, FL 32810
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

$1,910

1760 Durock Ct

1760 Durock Ct, Orlando, FL 32807
3 BEDS, 2.5 BATHS

$2,595

5403 Decatur St

5403 Decatur St, Orlando, FL 32807
3 BEDS, 2 BATHS

$2,095

1304 Carlson Dr

1304 Carlson Dr, Orlando, FL 32804
1 BED, 1 BATH

$1,000

5058 Seminole Ave Unit Seminole 1

5058 Seminole Ave, Winter Park, FL 32792

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Rent Special

Rent Special

2 BEDS, 1.5 BATHS

$2,000

1341 W Fairbanks Ave

1341 W Fairbanks Ave, 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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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, 4.5 BATHS

$13,000

1741 Glencoe Rd

1741 Glencoe Rd, Winter Park, FL 32789
4 BEDS, 2 BATHS

$3,000

1541 Palm Ave

1541 Palm Ave, Winter Park, FL 32789
2 BEDS, 1 BATH

$1,975

275 N Capen Ave

275 N Capen Ave, Winter Park, FL 32789
3 BEDS, 1 BATH

$3,200

1627 Mizell Ave

1627 Mizell Ave, Winter Park, FL 32789
3 BEDS, 1.5 BATHS

$2,300

2619 Ambergate Rd

2619 Ambergate Rd, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,300

2419 Dominica Run

2419 Dominica Run, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,245

1046 Ramsgate Ct

1046 Ramsgate Ct, Winter Park, FL 32792
4 BEDS, 2 BATHS

$2,200

3640 Datura Ct

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

$3,140

633 Dunraven Dr

633 Dunraven Dr, Winter Park, FL 32792
3 BEDS, 2 BATHS

$2,195

632 Balfour Dr

632 Balfour Dr, Winter Park, FL 32792
2 BEDS, 2 BATHS

$2,750

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
4 BEDS, 3.5 BATHS

$3,900

8077 Pleasant Pine Cir

8077 Pleasant Pine Cir, Winter Park, FL 32792
2 BEDS, 2 BATHS

$2,700

1001 Minnesota Ave

1001 Minnesota Ave, Winter Park, FL 32789
4 BEDS, 3 BATHS

$7,000

1791 Goodrich Ave

1791 Goodrich Ave, Winter Park, FL 32789
3 BEDS, 2 BATHS

$3,200

2809 Bower Rd

2809 Bower Rd, Winter Park, FL 32792
2 BEDS, 1 BATH

$1,990

2814 Harrison Ave

2814 Harrison Ave, Orlando, FL 32804
4 BEDS, 2 BATHS

$2,695

5424 Kingswood Dr

5424 Kingswood Dr, Orlando, FL 32810
2 BEDS, 2 BATHS

$2,700

540 Central Ave

540 Central Ave, Maitland, FL 32751

Showing 42 of 73 results, Page 1 of 2

Winter Park at a Glance

Average Rent

$1,446

(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 $1,446 / mo
2 Bedrooms 1,019 Sq Ft $1,706 / mo
3 Bedrooms 1,272 Sq Ft $2,023 / mo
4 Bedrooms 1,506 Sq Ft $1,505 / 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 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

Apartments 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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