
Cheap Homes for Rent in Wyndsor at Lake Winterset Neighborhood of Winter Haven, FL from $600 (7 Rentals)
Search the lowest-cost Homes available for rent right now in the Wyndsor at Lake Winterset area of Winter Haven.


2227 9th St SE

129 Alachua Dr
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

400 El Camino Dr

2085 Isle Royal Ct SE

2001 San Marcos Dr SE
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.

2025 San Marcos Dr SE
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 | $1,451 | $600 | $1,750 |
| Wyndsor at Lake Winterset 3 Bedroom Homes for Rent | $2,082 | $1,550 | $4,500 |
| Wyndsor at Lake Winterset 4 Bedroom Homes for Rent | $2,300 | $1,895 | $4,500 |
| Wyndsor at Lake Winterset 5 Bedroom Homes for Rent | $2,433 | $2,200 | $2,600 |
Browse Homes for Rent in this Neighborhood
There are currently 7 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 Briarcrest at Winter Haven priced from $1,067. Della Vita Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,160. Here are the most affordable Wyndsor at Lake Winterset apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Briarcrest at Winter Haven | The Ariana | 1BR,1BA | $1,067 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1,160 |
| The Carlton at Lake Dexter | Essex | 1BR,1BA | $1,219 |
Best Value Apartments for Rent in Wyndsor at Lake Winterset, FL
As of April 26, 2026 the best value apartment in the Wyndsor at Lake Winterset area is the $1.18 price per square foot Two Bedrooms/Two Baths Reno Model at The Arbours at Garden Grove in the in the Cypress Grove neighborhood starting from $1,300. The second greatest value Wyndsor at Lake Winterset apartment is the 2 Bedroom, 2 Bathroom Model at Lakeshore Club starting at $1,599 with a $1.61 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. |
|---|---|---|---|
| The Arbours at Garden Grove | Two Bedrooms/Two Baths Reno | 2BR,2BA | $1.18 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| Vista Lake Ned | 2x1 | 2BR,1BA | $1.36 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.73 |
| Briarcrest at Winter Haven | The Ariana | 1BR,1BA | $1.35 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.55 |
| The Waverly at Winter Haven | A2 | 1BR,1BA | $2.17 |
| The Carlton at Lake Dexter | Essex | 1BR,1BA | $1.95 |
| The Jade | Sunny One | 1BR,1BA | $2.48 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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.
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Read ArticleCash 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.
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 #2
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 $800 to $3,028. There are also 82 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wyndsor at Lake Winterset ranging from $600 to $4,500.
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 $4,500 with an average monthly rent of $1,746.
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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.