557 Snively Ave
Winter HavenFL33880
Cheap Homes for Rent in the Downtown Winter Haven Neighborhood of Winter Haven, FL from $700 (15 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winter Haven area of Winter Haven.
2701 Ave T NW
Winter HavenFL33881
2854 Lake Alfred Rd
Winter HavenFL33881
428 Ave E SE
Winter HavenFL33880
147 Ave E SW
Winter HavenFL33880
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
707 Ave B SW
Winter HavenFL33880
2206 Lucerne Park Rd
Winter HavenFL33881
345 24th St NW
Winter HavenFL33880
136 Ave C NE
Winter HavenFL33881
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$1,0952 Bedroom Apartments Available Now
849 Ave O SW, Unit C
849 Ave O SWWinter Haven, FL 33880
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
1484 32nd St NW
Winter HavenFL33881
118 Orange Ave, Unit Apt C
118 Orange Ave
Winter HavenFL33880
823 Ave R NE
Winter HavenFL33881
1507 7th St SW
Winter HavenFL33880
1610 3rd St NW
Winter HavenFL33881
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Showing Results 1-15, Page 1 of 1
Downtown Winter Haven, Winter Haven, FL Local Guide
How much does it cost to rent a home in Downtown Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winter Haven 2 Bedroom Homes for Rent | $1,425 | $875 | $1,875 |
| Downtown Winter Haven 3 Bedroom Homes for Rent | $1,811 | $700 | $3,200 |
| Downtown Winter Haven 4 Bedroom Homes for Rent | $2,128 | $1,735 | $2,750 |
| Downtown Winter Haven 5 Bedroom Homes for Rent | $2,350 | $2,350 | $2,350 |
Browse Homes for Rent in this Neighborhood
There are currently 15 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 Homes for Rent
The cheapest available rental home in the Downtown Winter Haven area of Winter Haven, FL is a 2 Beds home found at 248 Avenue L NE priced from $1,500. 1916 Wallace Manor Dr has the second lowest priced home, which is a 4 Beds rental home currently listed from $1,675. Here are the most affordable Downtown Winter Haven homes for rent in Winter Haven, FL:
| Home Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 248 Avenue L NE | 248 Avenue L NE | 2BR, 1BA | $1,500 |
| 1916 Wallace Manor Dr | 1916 Wallace Manor Dr | 4BR, 2BA | $1,675 |
| 14-26 26th St NW | 14-26 26th St NW | 3BR, 1BA | $1,695 |
Best Value Homes for Rent in Downtown Winter Haven, FL
As of September 20, 2026 the best value rental home in the Downtown Winter Haven area is the $1.01 price per square foot 1397 Normandy Heights Cir Model at 1397 Normandy Heights Cir in the Westwood Villas neighborhood starting from $2,075. The second greatest value Downtown Winter Haven rental home is the 737 Lake Martha Dr NE Model at 737 Lake Martha Dr NE in the Graydon Hills neighborhood starting at $2,150 with a $1.07 price per square foot. Here is today’s list of the best values for Downtown Winter Haven homes based on price per square foot:
| Home Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 1397 Normandy Heights Cir | 1397 Normandy Heights Cir | 4BR, 2BA | $1.01 |
| 737 Lake Martha Dr NE | 737 Lake Martha Dr NE | 4BR, 2BA | $1.07 |
| 4124 Sophia Blvd | 4124 Sophia Blvd | 4BR, 2BA | $1.05 |
| 914 Summer Glen Dr | 914 Summer Glen Dr | 3BR, 2BA | $1.08 |
| 1881 N Lake Eloise Dr | 1881 N Lake Eloise Dr | 3BR, 2BA | $1.17 |
| 711 Avenue B NE | 711 Avenue B NE | 3BR, 2BA | $1.10 |
| 504 Orange Blossom Dr | 504 Orange Blossom Dr | 2BR, 3BA | $1.31 |
| 1916 Wallace Manor Dr | 1916 Wallace Manor Dr | 4BR, 2BA | $1.28 |
| 2007 9th St NE | 2007 9th St NE | 3BR, 2BA | $1.25 |
| 700 Mirror Ter NW, Unit 705 | 700 Mirror Ter NW | 1BR, 2BA | $1.18 |
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 Article
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.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Quick 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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Pet Friendly LifestyleDowntown Winter Haven, Winter Haven, FL
Ranked #10
Among cities in Florida 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
Frequently Asked Questions about Downtown Winter Haven
What type of rentals are currently available in Downtown Winter Haven?
There are currently 105 Apartments for Rent in Downtown Winter Haven, FL with pricing that ranges from $850 to $6,144. There are also 100 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Haven ranging from $700 to $3,200.
What is the current price range for Rental Homes in Downtown Winter Haven?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Winter Haven ranges from $700 to $3,200 with an average monthly rent of $1,665.
How much are larger Three and Four Bedroom Rentals in Downtown Winter Haven?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Downtown Winter Haven range from $1,355 to $3,939, while Three Bedroom Homes, Condos, and Townhomes for rent range from $700 to $3,200. Four Bedroom Single-Family rentals are also available starting from $1,735 and Four Bedroom Apartments start at $6,144.
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.
Articles, How-To's, and Tips
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.