Cheap Apartments for Rent in the Downtown Winter Park Neighborhood of Winter Park, FL from $700 (12 Rentals)

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

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Park East Knowles
Studio to 2 Bedroom Apartments

Park East Knowles

311 N Knowles AveWinter Park, FL 32789

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

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Downtown Winter Park, Winter Park, FL Local Guide

Cheapest Available Downtown Winter Park Apartments for Rent

 

The cheapest available apartment rental in the Downtown Winter Park area of Orlando, FL is a Studio unit found at The Ivy Residences at Health Village Apartment Homes priced from $1,484. The Village at Lake Lily has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,526. Here are the most affordable Downtown Winter Park apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
The Ivy Residences at Health Village Apartment HomesEstelleStudio,1BA$1,484
The Village at Lake LilyA11BR,1BA$1,526
Elon Winter ParkThe Tony1BR,1BA$1,530
The Lofts of Winter Park Village1BR/1.0BA1BR,1BA$1,575
Hannibal Square400 2x12BR,1BA$1,600

Best Value Apartments for Rent in Downtown Winter Park, FL

As of February 14, 2025 the best value apartment in the Downtown Winter Park area is the $1.67 price per square foot 1BR/1.0BA Model at The Lofts of Winter Park Village in the in the North Orange neighborhood starting from $1,575. The second greatest value Downtown Winter Park apartment is the A1L Model at Bainbridge Winter Park starting at $2,126 with a $2.52 price per square foot in the Courtland Street 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.
The Lofts of Winter Park Village1BR/1.0BA1BR,1BA$1.67
Bainbridge Winter ParkA1L1BR,1BA$2.52
The Village at Lake LilyA41BR,1BA$2.05
Perla Gem LakeA31BR,1BA$2.68
Maitland City CentreA41BR,1BA$2.29
Paseo at Winter Park VillageAvenida1BR,1BA$2.86
Elon Winter ParkThe Tony1BR,1BA$2.07
The AdelineA21BR,1BA$2.73
Vida at Health VillageS2Studio ,1BA$2.66
Juno Winter ParkLunaStudio ,1BA$2.84

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Pet Friendly Lifestyle
Downtown Winter Park, Winter Park, FL

Ranked #5

Among neighborhoods in Winter Park, FL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Cheap Downtown Winter Park Apartments

What is the Cheapest Studio apartment in Downtown Winter Park?

Currently the most affordable Cheap Studio Apartment in Downtown Winter Park is at The Ivy Residences at Health Village Apartment Homes listed at $1,561.

How much is rent for a Cheap One Bedroom Downtown Winter Park Apartment?

The lowest price for a Cheap One Bedroom Downtown Winter Park Apartment is $1,526 at The Village at Lake Lily.

What is the lowest price for a Cheap Two Bedroom Downtown Winter Park Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Downtown Winter Park is starting from $1,600 at Hannibal Square.

What is the most affordable Downtown Winter Park Three Bedroom Apartment?

The best deal on a cheap Downtown Winter Park Three Bedroom Apartment rental is at The Adeline and starts from $2,937.

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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