Cheap Homes for Rent in the Wyndsor at Lake Winterset Neighborhood of Winter Haven, FL from $700 (21 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 8402 Waterview Way
$1,200

Total Monthly Price

Base Rent$1,200

Total Monthly Price$1,200
2 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

8402 Waterview Way, Unit 8402

8402 Waterview Way
Winter HavenFL33884

Rent According to Income: A Look at Income-Restricted Rentals

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property at 606 Pavare Ct
$1,295

Total Monthly Price

Base Rent$1,295

Total Monthly Price$1,295
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

606 Pavare Ct

Winter HavenFL33884
property at 5667 Struthers Ct
$1,300

Total Monthly Price

Base Rent$1,300

Total Monthly Price$1,300
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

5667 Struthers Ct

Winter HavenFL33884

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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property at 8302 Waterview Way
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 2 Bath Condo for Rent
Available Now
Luxury

8302 Waterview Way

Winter HavenFL33884
property at 407 Eagle Pond Dr
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

407 Eagle Pond Dr, Unit 4F

407 Eagle Pond Dr
Winter HavenFL33884
property at 5638 Struthers Ct
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

5638 Struthers Ct

Winter HavenFL33884

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

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Wyndsor at Lake Winterset, Winter Haven, FL Local Guide

Cheapest Available Wyndsor at Lake Winterset Homes for Rent

 

The cheapest available rental home in the Wyndsor at Lake Winterset area of Lakeland, FL is a 2 Beds home found at 5638 Struthers Ct priced from $1,400. 1026 Medinah Dr has the second lowest priced home, which is a 2 Beds rental home currently listed from $1,500. Here are the most affordable Wyndsor at Lake Winterset homes for rent in Lakeland, FL:

Home ListingModel NameBed/BathPriced From
5638 Struthers Ct5638 Struthers Ct2BR, 1BA$1,400
1026 Medinah Dr1026 Medinah Dr2BR, 2BA$1,500
144 Shelley Dr144 Shelley Dr3BR, 2BA$1,695

Best Value Homes for Rent in Wyndsor at Lake Winterset, FL

As of September 19, 2026 the best value rental home in the Wyndsor at Lake Winterset area is the $0.29 price per square foot 558 Reddicks Cir Model at 558 Reddicks Cir in the Eloise Woods neighborhood starting from $2,500. The second greatest value Wyndsor at Lake Winterset rental home is the 2656 Wyndsor Oaks Way Model at 2656 Wyndsor Oaks Way in the Eloise Woods neighborhood starting at $3,999 with a $1.00 price per square foot. Here is today’s list of the best values for Wyndsor at Lake Winterset homes based on price per square foot:

Home ListingModel NameBed/BathPrice Per Sq.Ft.
558 Reddicks Cir558 Reddicks Cir4BR, 2BA$0.29
2656 Wyndsor Oaks Way2656 Wyndsor Oaks Way5BR, 5BA$1.00
557 Reddicks Cir557 Reddicks Cir4BR, 2BA$0.78
878 Terranova Rd878 Terranova Rd3BR, 2BA$1.00
3812 Giorgio Dr3812 Giorgio Dr3BR, 2BA$1.11
456 Adriel Ave456 Adriel Ave4BR, 2BA$1.05
7172 Summit Dr7172 Summit Dr3BR, 2BA$1.00
144 Shelley Dr144 Shelley Dr3BR, 2BA$0.92
631 Heather Glen Loop631 Heather Glen Loop3BR, 2BA$1.13
1026 Medinah Dr1026 Medinah Dr2BR, 2BA$1.07

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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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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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 #5

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 31 Apartments for Rent in Wyndsor at Lake Winterset, FL with pricing that ranges from $850 to $3,939. There are also 122 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wyndsor at Lake Winterset ranging from $700 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 $700 to $4,500 with an average monthly rent of $1,902.

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

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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.