
Apartments for Rent with Specials in the Downtown Winter Park Neighborhood of Winter Park, FL (5 Rentals)
Apartments in the Downtown Winter Park area of Winter Park with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.


Elon Winter Park
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.

Paseo at Winter Park Village

Park East - Park Knowles Apartments
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.

The Lofts of Winter Park Village
Downtown Winter Park, Winter Park, FL Local Guide

How much does it cost to rent an apartment in Downtown Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winter Park Studio Apartments | $1,665 | $1,330 | $1,896 |
| Downtown Winter Park 1 Bedroom Apartments | $1,977 | $1,236 | $2,457 |
| Downtown Winter Park 2 Bedroom Apartments | $2,451 | $1,437 | $3,004 |
| Downtown Winter Park 3 Bedroom Apartments | $3,301 | $2,399 | $3,657 |
Browse Apartments in this Neighborhood
There are currently 5 rentals with your search options within a 1 mile radius of the Downtown Winter Park Neighborhood of Winter Park, FL.
See all Apartments in Winter ParkExplore Winter Park
Top Winter Park Apartments in the Downtown Winter Park Area with Move-In Specials Ending Soon
Specials updated: 01-12-2026Take advantage of these move-in and rent specials that are ending soon for top Downtown Winter Park, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
Elon Winter Park
Half off App and Admin Fees! - Apply TodayExpires 01-13-2026
Juno Winter Park
Enjoy up to 1 month free & $99 App/Admin Special on select 2 or 3 BR units! *Restrictions Apply. Contact our dedicated leasing team for more details!Expires 01-13-2026
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 01-13-2026
The Lofts of Winter Park Village
RENT NOW and receive 6 WEEKS OFF your rent!!! Reduced Security deposit available for qualified applicants! **Free application fee for Active and Retired Military**Expires 01-31-2026
Newly Listed Move-In Specials offers for Apartments in Downtown Winter Park, FL
Specials updated: 01-12-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Downtown Winter Park, FL. Be sure to take advantage of some of the area’s top offers.
The Lofts of Winter Park Village
RENT NOW and receive 6 WEEKS OFF your rent!!! Reduced Security deposit available for qualified applicants! **Free application fee for Active and Retired Military**Expires 01-31-2026
Elon Winter Park
Half off App and Admin Fees! - Apply TodayExpires 01-13-2026
Juno Winter Park
Enjoy up to 1 month free & $99 App/Admin Special on select 2 or 3 BR units! *Restrictions Apply. Contact our dedicated leasing team for more details!Expires 01-13-2026
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 01-13-2026
Frequently Asked Questions about Rent Specials Downtown Winter Park Apartments
What is the Cheapest Rent Specials apartment in Downtown Winter Park?
Currently the most affordable Rent Specials Apartment in Downtown Winter Park is at Park East - Park Knowles Apartments listed at $1,330.
How much is the average rent for a Rent Specials Downtown Winter Park Apartment?
The average rent for a Rent Specials Apartment in Downtown Winter Park is $2,841.
What is the largest Rent Specials Downtown Winter Park Apartment for rent?
Today's Rent Specials apartment with the most square footage in Downtown Winter Park is a 1,632 square feet unit starting from $1,785 at Juno Winter Park.
What is the average size for Downtown Winter Park Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Downtown Winter Park is currently at 637 sq ft.
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
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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.

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.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
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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 Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!