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Rent Specials
$1,399 - $1,979Special Offer
Specials Move in by 4/30 and receive 1/2 off first month's rent on select units
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Bellancia Apartments
7325 Goldenpointe BlvdOrlando, FL 32807
Apartments for Rent with Specials in the Winter Park Neighborhood of Orlando, FL (21 Rentals)
Apartments in the Winter Park area of Orlando with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.
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Rent Specials
$1,750 - $3,270Special Offer
2 Months Free Limited time offer - Up to 2 months free on select floorplans!
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The Majestic at Downtown Baldwin Park
4828 New Broad StOrlando, FL 32814
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Rent Specials
$2,081 - $4,681Special Offer
Specials Dont miss out contact our office today to secure your discounted pricing before it is gone!
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Gables Baldwin Park
2050 Jake StOrlando, FL 32814
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Rent Specials
$1,499 - $2,900Special Offer
1 Month Free LOOK & LEASE SPECIAL — GET 6- WEEKS ON STUDIOS + 1 MONTH FREE ON ALL OTHER HOMES — LIMITED TIME ONLY!
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Evergreen Mills 50
1647 E Colonial DrOrlando, FL 32803
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Rent Specials
$1,821 - $3,720Special Offer
Specials MOVE IN DEPOSIT-FREE! We offer a Deposit-Free alternative move in option where no upfront security deposit is required saving you h
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Azul Baldwin Park
4460 Lower Park RdOrlando, FL 32814
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Rent Specials
$1,195 - $2,380Special Offer
1 Month Free Enjoy 1-Month FREE! Plus, apply within 24 hours of touring for waived application fees! *Limited-time offer; terms and conditio
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Shoreview at Baldwin Park
1001-1009 Shoreview DrOrlando, FL 32807
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Rent Specials
$1,555 - $2,497Special Offer
1 Month Free Receive ONE MONTH FREE! *Exclusions Apply, Call Us Today for More Info!
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The Baldwin
800 Lombard StOrlando, FL 32807
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.
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Rent Specials
$1,348 - $1,866Special Offer
Specials Up to $600 in savings Move In By 4/15 - Limited Time Only, Must Move In By: 4/15
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Adele Place
7595 Sun Tree CirOrlando, FL 32807
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Rent Specials
$1,299 - $1,894Special Offer
1 Month Free One Month FREE if Leased Today!
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Avenues of Baldwin Park
5800 Auvers BlvdOrlando, FL 32807
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Rent Specials
$1,000 - $1,700Special Offer
Specials Move in Special Reduced Rent and Application and Admin fee reduced to $99
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District On Baldwin Park
5590 Baldwin Park StOrlando, FL 32807
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Rent Specials
$1,696 - $2,872
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,696 - $2,872
Total Monthly Price
Varies
The Gallery at Mills Park
1650 N Mills AveOrlando, FL 32803
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Rent Specials
$1,778 - $5,993Special Offer
Specials Move In By 5/15 To Enjoy Up To $1,000 Off Your First's Month Rent!
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Paseo at Winter Park Village
940 W Canton AveWinter Park, FL 32789
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Rent Specials
$1,295 - $2,075Special Offer
Specials SPECIAL: Half Off First Full Month's Rent Contact our Leasing Office for Details!
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Oak Reserve at Winter Park
541 Oak Reserve LnWinter Park, FL 32792
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Rent Specials
$1,299 - $2,780Special Offer
Discounts $1,000 OFF & Reduced Deposit Plus Waived App and Pet Fees! Move in by April 15th Subject to change. Optional: Trendy Living & Din
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Summerlin at Winter Park Apartments
3207 Rosebud LnWinter Park, FL 32792
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara
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Rent Specials
$1,255 - $1,775Special Offer
Specials Spring Into Savings This April! Limited Newly Reduced 2 & 3 Bedrooms with Full Size Washers & Dryers + One Month Free!
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Central Place At Winter Park
7000 University BlvdWinter Park, FL 32792
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Rent Specials
$1,285 - $2,024Special Offer
2 Months Free Limited-Time Offer: Get 2 Months Free on select units—move in by 4/20/26! Terms may apply. Please contact the office for more
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The Taylor at Winter Park
2000 Village LnWinter Park, FL 32792
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Rent Specials
$1,330 - $1,960Special Offer
1 Month Free 1 MONTH FREE RENT!!! Call NOW for information on move-in specials!!!
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Park East - Park Knowles Apartments
311 N Knowles AveWinter Park, FL 32789
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Rent Specials
$1,777 - $2,691
Total Monthly Price
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,777 - $2,691
Total Monthly Price
$1,777 - $2,691
Rosalia Winter Park 55+ Active Adult Community
3045 Aloma AveWinter Park, FL 32792
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Rent Specials
$1,499 - $1,733Special Offer
Specials Save up to $400 off Move-In Costs - Apply Today to Save!
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POSTE Winter Park
800 Semoran Park DrWinter Park, FL 32792
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Rent Specials
$1,295 - $1,664
Total Monthly Price
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,295 - $1,664
Total Monthly Price
$1,295 - $1,664
Solis at Winter Park
7502 Sun Key BlvdWinter Park, FL 32792
3221 Thistlehill Dr
Winter ParkFL32792
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.
Showing Results 1-21, Page 1 of 1
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 | $1,712 | $1,000 | $2,685 |
| Winter Park 1 Bedroom Apartments | $1,854 | $695 | $5,937 |
| Winter Park 2 Bedroom Apartments | $2,069 | $956 | $5,750 |
| Winter Park 3 Bedroom Apartments | $2,797 | $1,082 | $5,723 |
| Winter Park 4 Bedroom Apartments | $3,944 | $3,944 | $3,944 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 21 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Winter Park, Orlando, FL Local Guide
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Top Orlando Apartments in the Winter Park Area with Move-In Specials Ending Soon
Specials updated: 04-12-2026Take advantage of these move-in and rent specials that are ending soon for top Winter Park, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
The Taylor at Winter Park
Limited-Time Offer: Get 2 Months Free on select units—move in by 4/20/26! Terms may apply. Please contact the office for more details.Expires 04-12-2026
POSTE Winter Park
Save up to $400 off Move-In Costs - Apply Today to Save!Expires 04-12-2026
Oak Reserve at Winter Park
SPECIAL: Half Off First Full Month's Rent Contact our Leasing Office for Details!Expires 04-12-2026
Central Place At Winter Park
Spring Into Savings This April! Limited Newly Reduced 2 & 3 Bedrooms with Full Size Washers & Dryers + One Month Free!Expires 04-12-2026
Adele Place
Up to $600 in savings Move In By 4/15 - Limited Time Only, Must Move In By: 4/15Expires 04-12-2026
Azul Baldwin Park
MOVE IN DEPOSIT-FREE! We offer a Deposit-Free alternative move in option where no upfront security deposit is required saving you hundreds of dollars on move-in costs.Expires 04-12-2026
Shoreview at Baldwin Park
Enjoy 1-Month FREE! Plus, apply within 24 hours of touring for waived application fees! *Limited-time offer; terms and conditions apply.Expires 04-12-2026
Solis at Winter Park
Start Summer Smart! ?? Move in by April 30th and receive a Gift Card valued at 2 weeks of free rent in June when you sign a 12–15 month lease! *Restriction ApplyExpires 04-12-2026
Summerlin at Winter Park Apartments
$1,000 OFF & Reduced Deposit Plus Waived App and Pet Fees! Move in by April 15th Subject to change. Optional: Trendy Living & Dining Room Furniture Available! Ask Us How!Expires 04-12-2026
Paseo at Winter Park Village
Move In By 5/15 To Enjoy Up To $1,000 Off Your First's Month Rent!Expires 04-12-2026
Newly Listed Move-In Specials offers for Apartments in Winter Park, FL
Specials updated: 04-12-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Winter Park, FL. Be sure to take advantage of some of the area’s top offers.
The Majestic at Downtown Baldwin Park
Limited time offer - Up to 2 months free on select floorplans!Expires 04-30-2026
Avenues of Baldwin Park
One Month FREE if Leased Today!Expires 05-15-2026
Bellancia Apartments
Move in by 4/30 and receive 1/2 off first month's rent on select unitsExpires 04-30-2026
Rosalia Winter Park 55+ Active Adult Community
Welcome Spring-With Up to Six Weeks Free of base rent! ; Receive up to 8 weeks free of rent after the first of the month of your leaseExpires 04-13-2026
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
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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.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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Best Local Schools in Winter Park, Orlando, FL
School data provided by Great Schools
Frequently Asked Questions about Rent Specials Winter Park Apartments
What is the Cheapest Rent Specials apartment in Winter Park?
Currently the most affordable Rent Specials Apartment in Winter Park is at District On Baldwin Park listed at $1,000.
How much is the average rent for a Rent Specials Winter Park Apartment?
The average rent for a Rent Specials Apartment in Winter Park is $2,064.
What is the largest Rent Specials Winter Park Apartment for rent?
Today's Rent Specials apartment with the most square footage in Winter Park is a 1,978 square feet unit starting from $2,081 at Gables Baldwin Park.
What is the average size for Winter Park Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Winter Park is currently at 623 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
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
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.
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.