Cheap Homes for Rent in Wyndsor at Lake Winterset Neighborhood of Winter Haven, FL from $1,100 (14 Rentals)

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Search the lowest-cost Homes available for rent right now in the Wyndsor at Lake Winterset area of Winter Haven.

property at 100 El Camino Dr

$1,200 - $1,650

1 To 2 Bedroom Rentals

Available Now

100 El Camino Dr

Winter HavenFL33884

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.

property at 5667 Struthers Ct

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

2 Bedroom, 1 Bath Home for Rent

Available Now

5667 Struthers Ct

Winter HavenFL33884

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

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 ListingModel NameBed/BathPriced From
Barrington Place At Winter HavenA11BR,1BA$1,055
Briarcrest at Winter HavenAriana II1BR,1BA$1,090
Della Vita Apartments1 Bed 1 Bath1BR,1BA$1,160
The JadeSunny One1BR,1BA$1,200
Vista Lake Ned1x11BR,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 ListingModel NameBed/BathPrice Per Sq.Ft.
The Arbours at Garden GroveThree Bedrooms/Two Baths3BR,2BA$1.43
Lakeshore Club2 Bedroom, 2 Bathroom2BR,2BA$1.61
The Carlton at Lake DexterBerkeley1BR,1BA$1.41
Briarcrest at Winter HavenAriana II1BR,1BA$1.23
Prose Cypress PointeA11BR,1BA$1.56
Barrington Place At Winter HavenA11BR,1BA$1.34
Vista Lake Ned1x11BR,1BA$1.65
Della Vita Apartments1 Bed 1 Bath1BR,1BA$1.55
The Waverly at Winter HavenA31BR,1BA$2.32
1131 5th St SW, Unit 4 downstairs1131 5th St SW1BR,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.

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Real 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

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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 Lifestyle
Wyndsor At Lake Winterset, Winter Haven, FL

Ranked #3

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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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

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

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.

decorative image for Creative Ways Developers Reimagine Retail Spaces as Residential Units  article

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.