
Cheap Apartments for Rent in the Downtown Winter Haven Neighborhood of Winter Haven, FL from $600 (10 Rentals)
Cheap Apartments in the Downtown Winter Haven area of Winter Haven.


Haven at Lake Deer Apartments

Georgetown Apartments

351 Ave N NE

351 Ave N NE
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

557 Snively Ave

2701 Ave T NW

806 Ave O SW
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
Downtown Winter Haven, Winter Haven, FL Local Guide

How much does it cost to rent an apartment in Downtown Winter Haven?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Downtown Winter Haven Studio Apartments | $997 | $995 | $1,000 |
Downtown Winter Haven 1 Bedroom Apartments | $1,241 | $925 | $1,794 |
Downtown Winter Haven 2 Bedroom Apartments | $1,506 | $1,200 | $1,900 |
Downtown Winter Haven 3 Bedroom Apartments | $1,739 | $1,460 | $2,100 |
Downtown Winter Haven 4 Bedroom Apartments | $2,080 | $1,950 | $2,420 |
Browse Apartments in this Neighborhood
There are currently 10 rentals with your search options within a 2 mile radius of the Downtown Winter Haven Neighborhood of Winter Haven, FL.
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Downtown Winter Haven, Winter Haven, FL Local Guide
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Cheapest Available Downtown Winter Haven Apartments for Rent
 The cheapest available apartment rental in the Downtown Winter Haven area of Winter Haven, FL is a Studio unit found at Haven at Lake Deer Apartments priced from $995. Georgetown Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,000. Here are the most affordable Downtown Winter Haven apartments for rent in Winter Haven, FL:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Haven at Lake Deer Apartments | Studio | Studio,1BA | $995 |
Georgetown Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,080 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of May 05, 2025 the best value apartment in the Downtown Winter Haven area is the $1.32 price per square foot 2 Beds, 1 bath Model at Terra Hill in the in the Pine Crest Heights neighborhood starting from $1,450. The second greatest value Downtown Winter Haven apartment is the 2 Bedroom, 2 Bathroom Model at Lakeshore Club starting at $1,699 with a $1.71 price per square foot in the Graydon Hills neighborhood. Here is today’s list of the best values for Downtown Winter Haven apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Terra Hill | 2 Beds, 1 bath | 2BR,1BA | $1.32 |
Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
Lake Buckeye Apartments | 2B2B Upstairs or Downstairs Tile Flooring | 2BR,2BA | $1.47 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
Georgetown Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
RainDance | B-2 | 1BR,1BA | $2.49 |
Dream Winter Haven | A1 | 1BR,1BA | $2.04 |
448 Avenue A NE, Unit Cozy Cottage | 448 Avenue A NE | 1BR,1BA | $2.38 |
The Jade | The Sunny | 1BR,1BA | $2.73 |
Haven at Lake Deer Apartments | Studio | Studio ,1BA | $2.21 |
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Pet Friendly LifestyleDowntown Winter Haven, Winter Haven, FL
Ranked #25
Among neighborhoods in Winter Haven, FL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Best Local Schools in Downtown Winter Haven, Winter Haven, FL
School data provided by Great Schools
Lifestyle Ratings
ApartmentHomeLiving brings you Lifestyle Ratings of neighborhoods, cities, and rental properties across Florida and customized analysis for Central Winter Haven. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including searching for the best amenities, and easy access to the parks, kid and pet-friendly communities, availability of transit options, and other valuable search options. These search options are in the site filters at the top of this page.
Getting Around the Downtown Winter Haven Neighborhood in Winter Haven, FL
Walk Score®
69 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
62 / 100
Bikeable
Some bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Downtown Winter Haven Apartments
How much is rent for a Cheap One Bedroom Downtown Winter Haven Apartment?
The lowest price for a Cheap One Bedroom Downtown Winter Haven Apartment is $1,080 at Briarcrest at Winter Haven.
What is the lowest price for a Cheap Two Bedroom Downtown Winter Haven Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Downtown Winter Haven is starting from $1,275 at Georgetown Apartments.
What is the most affordable Downtown Winter Haven Three Bedroom Apartment?
The best deal on a cheap Downtown Winter Haven Three Bedroom Apartment rental is at Briarcrest at Winter Haven and starts from $1,460.
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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.