
Apartments for Rent in Winter Park, FL Under $2,000 (256 Rentals) Page 4 of 6


District On Baldwin Park

Primrose Orlando

Kingswood Apartments

4713 Thorpe Ave

4177 N Orange Blossom Trl

16 N Primrose Dr, Unit 2

16 S Primrose Dr

3104 Harrison Ave

2840 Plaza Terrace Dr, Unit 2840, Unit 2840

2840 Plaza Terrace Dr

2934 Plaza Terrace Dr

932 Robinhood Ct

1175 Lake Shadow Cir

2510 Boyd Ave

860 N Orange Ave, Unit 860 N Orange Ave UNIT 464, Unit 860 N Orange Ave UNIT 464

860 N Orange Ave, Unit 268, Unit 268

1425 Pinecrest Pl

250 Cedarwood Dr

2500 Carver Ave

1812 N Westmoreland Dr

1141 Exceller Ct

435 Meadowood Blvd

1618 Legacy Park Dr

17 W Winter Park St

4521 Edgewater Dr

1798 Shadow View Cir

660 Jasmine Rd

6003 Oleander Dr

2515 Formosa Ave

190 Ventris Ave W

701 Kings Cove Ct

643 Woodward St

1100 Lake Shadow Cir

Total Monthly Price
2710 Amherst Ave, Unit SI ID1018188P

4418 Eli St

644 Kenwick Cir

1475 Lake Shadow Cir

5306 Satel Dr

1519 Lake Baldwin Ln

2810 Kilgore St

12 Herring Ct

908 Tucker Ave

2507 E Central Blvd

1408 Lake Shadow Cir, Unit 1105, Unit 1105

1150 Lake Shadow Cir

1325 Lake Shadow Cir

1608 Legacy Park Dr

117 Georgetown Dr

1225 Lake Shadow Cir
Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments Under $2000 | $1,661 | $900 | $3,649 |
| Winter Park 1 Bedroom Apartments Under $2000 | $1,803 | $250 | $3,618 |
| Winter Park 2 Bedroom Apartments Under $2000 | $2,206 | $956 | $5,209 |
| Winter Park 3 Bedroom Apartments Under $2000 | $2,782 | $1,082 | $6,500 |
| Winter Park 4 Bedroom Apartments Under $2000 | $2,135 | $1,679 | $3,945 |
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Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 90 Studio Apartments in Winter Park with rent ranges from $900 to $3,649 with an average price of $1,661.
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 $3,618 with an average monthly rent of $1,803.
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 $956 to $5,209. Today's average rental price for Two Bedrooms here is $2,206.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 101 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,082 to $6,500 - averaging $2,782 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

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
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.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
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.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
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.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.