Cheap Homes for Rent in Winter Park Neighborhood of Orlando, FL from $700 (35 Rentals)

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Search the lowest-cost Homes available for rent right now in the Winter Park area of Orlando.

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Winter Park, Orlando, FL Local Guide

Cheapest Available Winter Park Apartments for Rent

 

The cheapest available apartment rental in the Winter Park area of Orlando, FL is a 3 Beds unit found at GOLDEN OAKS priced from $1,099. Hillcrest Hampton House has the second lowest priced unit, which is a Studio apartment currently listed from $1,125. Here are the most affordable Winter Park apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
GOLDEN OAKS3 Bedroom 2 Bathroom3BR,2BA$1,099
Hillcrest Hampton HouseStudioStudio,1BA$1,125
Sovereignty at Winter Park ApartmentsA21BR,1BA$1,195
Central Place At Winter ParkA11BR,1BA$1,195
Winter Park WoodsA1-Studio, 1 BathroomStudio,1BA$1,200
ARIUM Winter ParkKnight1BR,1BA$1,201
Solis at Winter ParkA21BR,1BA$1,208
Atlas at Winter ParkBeechnut1BR,1BA$1,218
Village Park SeniorOne Bedroom One Bath1BR,1BA$1,236
SeabrookPlan A11BR,1BA$1,290

Best Value Apartments for Rent in Winter Park, FL

As of September 13, 2025 the best value apartment in the Winter Park area is the $1.35 price per square foot Laurel Model at Venue At Winter Park in the in the University Commerce Center neighborhood starting from $1,715. The second greatest value Winter Park apartment is the Meeting Model at The Avenues of Baldwin Park starting at $1,841 with a $1.61 price per square foot in the Colonial Town Center neighborhood. Here is today’s list of the best values for Winter Park apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Venue At Winter ParkLaurel3BR,2BA$1.35
The Avenues of Baldwin ParkMeeting3BR,2BA$1.61
Calibre Bend ApartmentsDunes Downstairs2BR,2BA$1.62
GOLDEN OAKS3 Bedroom 2 Bathroom3BR,2BA$1.05
Oak Reserve at Winter ParkThe Henderson2BR,1.5BA$1.60
La Aloma2X12BR,1BA$1.51
The Vista at Winter ParkRenovated2BR,2BA$1.65
Cranes Landing ApartmentsEgret1BR,1BA$1.65
Solis at Winter ParkA21BR,1BA$1.61
Sovereignty at Winter Park ApartmentsA21BR,1BA$1.59

Quick Rent Budget Calculator

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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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Pet Friendly Lifestyle
Winter Park, Orlando, FL

Ranked #48

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Best Local Schools in
Winter Park, Orlando, FL

School data provided by Great Schools

Frequently Asked Questions about Winter Park

What type of rentals are currently available in Winter Park?

There are currently 125 Apartments for Rent in Winter Park, FL with pricing that ranges from $720 to $6,364. There are also 112 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $720 to $22,500.

What is the current price range for Rental Homes in Winter Park?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $720 to $22,500 with an average monthly rent of $3,782.

How much are larger Three and Four Bedroom Rentals in Winter Park?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $1,373 to $6,364, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $4,800. Four Bedroom Single-Family rentals are also available starting from $2,195 and Four Bedroom Apartments start at $3,812.

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.

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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.

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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.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.