
Apartments for Rent in the Winter Park Neighborhood of Orlando, FL Under $2,000 (109 Rentals) Page 2 of 3


Calibre Bend Apartments

Summerlin at Winter Park Apartments

Park East - Park Knowles Apartments

The Taylor at Winter Park

Carlton Arms of Winter Park

Alvista Winter Park

POSTE Winter Park

Total Monthly Price
Atlas at Winter Park

Golden Oaks
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Total Monthly Price
Solis at Winter Park

The Vista at Winter Park

The Lofts of Winter Park Village

Hannibal Square

ARIUM Winter Park

Total Monthly Price
2333 Winter Park Rd, Unit Guest House

1920 Woodcrest Dr, Unit 13

2924 Antique Oaks Cir, Unit 48

5058 Seminole Ave, Unit Seminole 1

1250 S Denning Dr
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

7302 Swallow Run

652 St Johns Ct

123 Main St

3220 Oak Lawn Pl

830 Carver St

731 W Comstock Ave

250 Carolina Ave

3374 Cedar Springs Pl

7526 University Garden Dr

4968 Tangerine Ave
Winter Park - One of the Best Affordable Neighborhoods in Orlando
Named as one of the Best Affordable Areas to rent in Orlando by our , Local Expert Darla Ferrara. See how it ranks!

3372 Riverview Way

3043 Antique Oaks Cir

3004 George Mason Ave

3045 Aaron Burr Ave

7338 Swallow Run

7340 Swallow Run

200 St Andrews Blvd

151 N Orlando Ave

3651 N Goldenrod Rd

2942 Antique Oaks Cir
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

3011 George Mason Ave

1000 S Semoran Blvd

3035 George Mason Ave

Golfside Villas

The Fisher

Tuscany Villas of Winter Park

Indigo Winter Park

Village Park Senior

Whisper Lake Apartments

La Aloma Apartments
Winter Park, Orlando, 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 | $1,772 | $1,000 | $2,790 |
| Winter Park 1 Bedroom Apartments | $1,781 | $740 | $3,006 |
| Winter Park 2 Bedroom Apartments | $2,173 | $1,141 | $4,097 |
| Winter Park 3 Bedroom Apartments | $2,797 | $1,307 | $4,498 |
Browse Apartments in this Neighborhood
There are currently 109 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 38 Studio Apartments in Winter Park with rent ranges from $1,000 to $2,790 with an average price of $1,772.
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 $740 to $3,006 with an average monthly rent of $1,781.
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 $1,141 to $4,097. Today's average rental price for Two Bedrooms here is $2,173.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 47 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,307 to $4,498 - averaging $2,797 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

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.

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.

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.

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.