
Cheap Homes for Rent in Winston Heights Neighborhood of Lakeland, FL from $1,100 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Winston Heights area of Lakeland.


2850 New Tampa Hwy

2351 Chestnut Hills Dr

1050 Gay Rd

3604 Swindell Rd
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.

709 Pineville Ln

3621 Old Tampa Hwy
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

67 Pritchard St

1200 Plant Ave

709 Bryon Ct
Winston Heights, Lakeland, FL Local Guide

How much does it cost to rent a home in Winston Heights?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winston Heights 2 Bedroom Homes for Rent | $1,388 | $1,195 | $1,650 |
Winston Heights 3 Bedroom Homes for Rent | $1,721 | $1,350 | $2,000 |
Winston Heights 4 Bedroom Homes for Rent | $2,575 | $2,575 | $2,575 |
Browse Homes for Rent in this Neighborhood
There are currently 10 rentals with your search options within a 2 mile radius of the Winston Heights Neighborhood of Lakeland, FL.
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Winston Heights, Lakeland, FL Local Guide
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Cheapest Available Winston Heights Apartments for Rent
 Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Caroline | 1A | 1BR,1BA | $1,535 |
Welcome Canary | 2 Bedrooms, 2 Bathrooms | 2BR,2BA | $1,700 |
Best Value Apartments for Rent in Winston Heights, FL
As of September 20, 2025 the best value apartment in the Winston Heights area is the $1.66 price per square foot 2 Bedrooms, 2 Bathrooms Model at Welcome Canary in the in the Country Class neighborhood starting from $1,700. The second greatest value Winston Heights apartment is the 2A Model at Caroline starting at $1,775 with a $2.03 price per square foot in the Bradford Heights neighborhood. Here is today’s list of the best values for Winston Heights apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Welcome Canary | 2 Bedrooms, 2 Bathrooms | 2BR,2BA | $1.66 |
Caroline | 2A | 2BR,1BA | $2.03 |
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.
Pet Friendly LifestyleWinston Heights, Lakeland, FL
Ranked #50
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about Winston Heights
What type of rentals are currently available in Winston Heights?
There are currently 33 Apartments for Rent in Winston Heights, FL with pricing that ranges from $1,000 to $2,724. There are also 25 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winston Heights ranging from $1,195 to $2,575.
What is the current price range for Rental Homes in Winston Heights?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winston Heights ranges from $1,195 to $2,575 with an average monthly rent of $1,746.
How much are larger Three and Four Bedroom Rentals in Winston Heights?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winston Heights range from $1,750 to $2,194, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,350 to $2,000. Four Bedroom Single-Family rentals are also available starting from $2,575 and Four Bedroom Apartments start at $2,215.
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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.

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.

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.