Apartments for Rent in Winter Park, FL Under $2,000 (277 Rentals) Page 4 of 6

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property at 109 E Winter Park St

$1,925

Total Monthly Price

Total Monthly Price

Base Rent
$1,925
Total Monthly Price
$1,925

2 Bedroom, 1 Bath Home for Rent

Available Now

109 E Winter Park St

OrlandoFL32804
property at 860 N Orange Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850
Total Monthly Price
$1,850

1 Bedroom, 1 Bath Condo for Rent

Available Aug 21

860 N Orange Ave, Unit 268

860 N Orange Ave
OrlandoFL32801
property at 911 N Orange Ave

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750
Total Monthly Price
$1,750

2 Bedroom, 2 Bath Condo for Rent

Available Now

911 N Orange Ave, Unit 441

911 N Orange Ave
OrlandoFL32801
property at 1408 Lake Shadow Cir

$1,575

Total Monthly Price

Total Monthly Price

Base Rent
$1,575
Total Monthly Price
$1,575

2 Bedroom, 2 Bath Condo for Rent

Available Now

1408 Lake Shadow Cir, Unit 1105

1408 Lake Shadow Cir
MaitlandFL32751
Showing Results 151-200, Page 4 of 6

Frequently Asked Questions about Winter Park

How much are Studio apartments in Winter Park?

There are currently 89 Studio Apartments in Winter Park with rent ranges from $900 to $2,948 with an average price of $1,609.

What is the current price range for One Bedroom Winter Park Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $250 to $3,574 with an average monthly rent of $1,817.

What does renting a Two Bedroom Apartment in Winter Park cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $1,097 to $5,754. Today's average rental price for Two Bedrooms here is $2,216.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 106 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,295 to $6,728 - averaging $2,979 for the location.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Helpful Local Expert Guides

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An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

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For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

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Your Guide to the Perfect Orlando Neighborhood for Student Renters

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There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

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When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

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Articles, How-To's, and Tips

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.