Houses for Rent Under- $2,000 in Winter Park, FL

2 BEDS, 1 BATH

$1,450

2509 Holly Rd

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

$1,880

911 Mare Bello Dr

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

$1,845

1915 Carrigan Ave

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

$1,950

7415 Grove Ave

7415 Grove Ave, 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
1 BED, 1 BATH

$1,000

5058 Seminole Ave Unit Seminole 1

5058 Seminole Ave, Winter Park, FL 32792

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2 BEDS, 1 BATH

$1,975

275 N Capen Ave

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

$1,990

2814 Harrison Ave

2814 Harrison Ave, Orlando, FL 32804
1 BED, 1 BATH

$1,300

Recently Remodeled Winter Park 1 Bed, 1 Ba...

1500 Gay Rd, Winter Park, FL 32789
1 BED, 1 BATH

$1,250

3368 Netherwood Dr

3368 Netherwood Dr, Winter Park, FL 32792
2 BEDS, 2 BATHS

$1,400

2 Bed 2 Bath Condo

3651 N Goldenrod Rd, Winter Park, FL 32792
1 BED, 1 BATH

$1,450

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

2948 Antique Oaks Cir, Winter Park, FL 32792
2 BEDS, 2.5 BATHS

$1,875

303 Sandlewood Trail

303 Sandlewood Trail, Winter Park, FL 32789
3 BEDS, 2 BATHS

$1,845

31 Deacon Jones Blvd

31 Deacon Jones Blvd, Orlando, FL 32810
1 BED, 1 BATH

$1,700

1926 Common Way Rd

1926 Common Way Rd, Orlando, FL 32814
2 BEDS, 1 BATH

$1,400

Cozy 2/1 Duplex - College Park

121 E Evans St, Orlando, FL 32804

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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

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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 $1,705 / mo
3 Bedrooms 1,272 Sq Ft $2,039 / 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^ⓘ

School data provided by Great Schools^ⓘ

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

Can't find what you are looking for?

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

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