
Cheap Homes for Rent in Wyndsor at Lake Winterset Neighborhood of Winter Haven, FL from $1,100 (14 Rentals)
Search the lowest-cost Homes available for rent right now in the Wyndsor at Lake Winterset area of Winter Haven.


400 El Camino Dr

1103 Cypress Gardens Blvd

100 El Camino Dr

8305 Waterview Way

200 Ave K SE

513 Ave J SE
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.

5667 Struthers Ct

900 Ave Z SE

1101 Eagle Pond Dr

1202 Eagle Pond Dr

23 Kinsmen Dr

2312 Isle Royal Ct SE

508 Eagle Pond 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.
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 | $1,547 | $1,325 | $2,000 |
| Wyndsor at Lake Winterset 3 Bedroom Homes for Rent | $2,116 | $1,700 | $4,500 |
| Wyndsor at Lake Winterset 4 Bedroom Homes for Rent | $4,302 | $1,775 | $10,000+ |
| Wyndsor at Lake Winterset 5 Bedroom Homes for Rent | $2,385 | $2,300 | $2,700 |
Browse Homes for Rent in this Neighborhood
There are currently 14 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 Barrington Place At Winter Haven priced from $1,055. Briarcrest at Winter Haven has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,090. Here are the most affordable Wyndsor at Lake Winterset apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Barrington Place At Winter Haven | A1 | 1BR,1BA | $1,055 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,090 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1,160 |
| The Jade | Sunny One | 1BR,1BA | $1,200 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1,259 |
Best Value Apartments for Rent in Wyndsor at Lake Winterset, FL
As of June 21, 2026 the best value apartment in the Wyndsor at Lake Winterset area is the $1.43 price per square foot Three Bedrooms/Two Baths Model at The Arbours at Garden Grove in the in the Cypress Grove neighborhood starting from $1,816. The second greatest value Wyndsor at Lake Winterset apartment is the 2 Bedroom, 2 Bathroom Model at Lakeshore Club starting at $1,625 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 | Three Bedrooms/Two Baths | 3BR,2BA | $1.43 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1.41 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.23 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.56 |
| Barrington Place At Winter Haven | A1 | 1BR,1BA | $1.34 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1.65 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.55 |
| The Waverly at Winter Haven | A3 | 1BR,1BA | $2.32 |
| 1131 5th St SW, Unit 4 downstairs | 1131 5th St SW | 1BR,1BA | $2.11 |
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 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.
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 #3
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 32 Apartments for Rent in Wyndsor at Lake Winterset, FL with pricing that ranges from $950 to $3,114. There are also 78 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wyndsor at Lake Winterset ranging from $1,150 to $50,000.
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 $1,150 to $50,000 with an average monthly rent of $2,311.
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 $1,460 to $3,114, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $4,500. Four Bedroom Single-Family rentals are also available starting from $1,775 and Four Bedroom Apartments start at $2,300.
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

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.