
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
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Juno Winter Park

The Lofts of Winter Park Village
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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.

438 W Swoope Ave
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 | $1,853 | $1,600 | $1,969 |
| Downtown Winter Park 1 Bedroom Apartments | $1,896 | $1,236 | $2,435 |
| Downtown Winter Park 2 Bedroom Apartments | $2,404 | $1,457 | $3,046 |
| Downtown Winter Park 3 Bedroom Apartments | $3,138 | $1,900 | $3,717 |
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
Downtown Winter Park, Winter Park, FL Local Guide
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Top Winter Park Apartments in the Downtown Winter Park Area with Move-In Specials Ending Soon
Specials updated: 11-18-2025Take 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
Call and ask how you can save $300! - Apply Today!Expires 11-19-2025
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 11-19-2025
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 11-19-2025
Newly Listed Move-In Specials offers for Apartments in Downtown Winter Park, FL
Specials updated: 11-18-2025Here 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
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 11-19-2025
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 11-19-2025
Elon Winter Park
Call and ask how you can save $300! - Apply Today!Expires 11-19-2025
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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Read ArticleQuick Rent Budget Calculator
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Pet Friendly LifestyleDowntown Winter Park, Winter Park, FL
Ranked #7
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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 Elon Winter Park listed at $1,588.
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 $3,081.
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 $1,874 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 693 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

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!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.