Cheap Homes for Rent in Downtown Winter Park Neighborhood of Winter Park, FL from $1,400 (2 Rentals)

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

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Downtown Winter Park, Winter Park, FL Local Guide

Best Value Apartments for Rent in Downtown Winter Park, FL

As of April 30, 2025 the best value apartment in the Downtown Winter Park area is the $2.65 price per square foot B1 Model at Bainbridge Winter Park in the in the Courtland Street neighborhood starting from $2,862. The second greatest value Downtown Winter Park apartment is the Formosa Model at The Ivy Residences at Health Village Apartment Homes starting at $2,119 with a $2.45 price per square foot in the North Orange neighborhood. Here is today’s list of the best values for Downtown Winter Park apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Bainbridge Winter ParkB12BR,2BA$2.65
The Ivy Residences at Health Village Apartment HomesFormosa1BR,1BA$2.45
The Village at Lake LilyA41BR,1BA$2.18
Maitland City CentreA41BR,1BA$2.43
The Lofts of Winter Park Village1BR/1.0BA1BR,1BA$2.03
Paseo at Winter Park VillageAvenida1BR,1BA$2.52
Azul Baldwin ParkA21BR,1BA$2.46
The AdelineA11BR,1BA$2.50
Hannibal Square402 1BD1BR,1BA$2.70
Vida at Health VillageS1Studio ,1BA$2.65

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Frequently Asked Questions about Downtown Winter Park

What type of rentals are currently available in Downtown Winter Park?

There are currently 60 Apartments for Rent in Downtown Winter Park, FL with pricing that ranges from $1,500 to $7,867. There are also 9 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Park ranging from $1,450 to $8,000.

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

Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Winter Park ranges from $1,450 to $8,000 with an average monthly rent of $3,134.

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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