
Apartments near Windward Village in Winter Park, FL (140 Rentals)


2372 Shadowland Lp

138 Lewfield Cir

2471 Waving Moss Wy

704 Carnation Dr

1409 Lone Feather Trail

1931 Carrigan Ave

1622 Arbor Park Dr

1803 Pineview Cir

4968 Tangerine Ave

4818 Tangerine Ave

5171 N Orange Ave

1625 Tioga Trail

4800 Tangerine Ave

252 Balfour Dr

1571 Magnolia Ave

1441 Oneco Ave

200 St Andrews Blvd

1580 Oakhurst Ave

5139 Oak Hill Dr

2911 Antique Oaks Cir

1041 Tuscany Pl

3032 Antique Oaks Cir

7490 Aloma Pines Ct

148 Sandlewood Trail

303 Sandlewood Trail

1667 Mizell Ave

612 Trinidad Ct

5523 Cretan Way

612 Montego Bay Ct

7508 Glenmoor Ln

3238 Black Pine Ave

3146 Dwarf Pine Ave

525 S Lakemont Ave

3651 Goldenrod Rd

The Stratford at Winter Park Condominiums

Lazy Oaks

Winter Park Villas

Lancelot At Winter Park

401-407 Saint Andrews Pl

Parkview Village

519 Henkel Cor

Lake Virginia Condominiums

460 E Fairbanks Ave

Perle Du Lac Winter Park

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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 $2,775 with an average price of $1,667.
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 $695 to $3,651 with an average monthly rent of $1,801.
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 $5,414. Today's average rental price for Two Bedrooms here is $2,180.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 100 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,082 to $6,500 - averaging $2,781 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

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.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.




