
Cheap Homes for Rent in Wyndsor at Lake Winterset Neighborhood of Winter Haven, FL from $600 (19 Rentals)
Search the lowest-cost Homes available for rent right now in the Wyndsor at Lake Winterset area of Winter Haven.


557 Snively Ave

400 El Camino Dr

135 2nd St

135 2nd Eloise St N

20 Stebbins Dr
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.

44 Stebbins Dr

1103 Cypress Gardens Blvd, Unit 11

905 Eagle Pond Dr

1453 Austin St

2251 9th St SE

900 Ave Z SE
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

3110 Gowan Dr

1020 4th St SE

2241 9th St SE

612 Lake Ned Rd

5605 Struthers Ct

5607 Struthers Ct
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

507 Eagle Pond Dr, Unit 507
Wyndsor at Lake Winterset, Winter Haven, FL Local Guide

How much does it cost to rent a home in Wyndsor at Lake Winterset?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Wyndsor at Lake Winterset 2 Bedroom Homes for Rent | $1,532 | $600 | $2,400 |
| Wyndsor at Lake Winterset 3 Bedroom Homes for Rent | $1,903 | $600 | $3,100 |
| Wyndsor at Lake Winterset 4 Bedroom Homes for Rent | $2,235 | $1,780 | $4,000 |
| Wyndsor at Lake Winterset 5 Bedroom Homes for Rent | $2,356 | $2,020 | $2,700 |
Browse Homes for Rent in this Neighborhood
There are currently 19 rentals with your search options within a 3 mile radius of the Wyndsor at Lake Winterset Neighborhood of Winter Haven, FL.
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Wyndsor at Lake Winterset, Winter Haven, FL Local Guide
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Cheapest Available Wyndsor at Lake Winterset Apartments for Rent
 The cheapest available apartment rental in the Wyndsor at Lake Winterset area of Lakeland, FL is a 1 Bed unit found at 1 Lamplight Ln priced from $950. The Jade has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,200. Here are the most affordable Wyndsor at Lake Winterset apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $950 |
| The Jade | Cozy One | 1BR,1BA | $1,200 |
| Briarcrest at Winter Haven | The Hamilton II | 2BR,2BA | $1,220 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR,1BA | $1,251 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1,257 |
Best Value Apartments for Rent in Wyndsor at Lake Winterset, FL
As of November 29, 2025 the best value apartment in the Wyndsor at Lake Winterset area is the $0.99 price per square foot The Hamilton II Model at Briarcrest at Winter Haven in the in the Graydon Hills neighborhood starting from $1,220. The second greatest value Wyndsor at Lake Winterset 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 Wyndsor at Lake Winterset apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Briarcrest at Winter Haven | The Hamilton II | 2BR,2BA | $0.99 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1.27 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR,1BA | $1.41 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR,1BA | $1.56 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.62 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1.74 |
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $1.36 |
| The Waverly at Winter Haven | A3 | 1BR,1BA | $2.32 |
| The Jade | Large Sunny One | 1BR,1BA | $2.83 |
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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleQuick 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 LifestyleWyndsor At Lake Winterset, Winter Haven, FL
Ranked #8
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about Wyndsor at Lake Winterset
What type of rentals are currently available in Wyndsor at Lake Winterset?
There are currently 31 Apartments for Rent in Wyndsor at Lake Winterset, FL with pricing that ranges from $997 to $3,093. There are also 103 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wyndsor at Lake Winterset ranging from $600 to $4,000.
What is the current price range for Rental Homes in Wyndsor at Lake Winterset?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Wyndsor at Lake Winterset ranges from $600 to $4,000 with an average monthly rent of $1,867.
How much are larger Three and Four Bedroom Rentals in Wyndsor at Lake Winterset?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Wyndsor at Lake Winterset range from $1,425 to $3,093, while Three Bedroom Homes, Condos, and Townhomes for rent range from $600 to $3,100. Four Bedroom Single-Family rentals are also available starting from $1,780 and Four Bedroom Apartments start at $1,895.
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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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.