
Cheap Apartments for Rent in the Wyndsor at Lake Winterset Neighborhood of Winter Haven, FL from $829 (36 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wyndsor at Lake Winterset area of Winter Haven.


Briarcrest at Winter Haven

849 Ave O SW, Unit C

Barrington Place At Winter Haven

The Carlton at Lake Dexter

708 Vittorio Dr

The Arbours at Garden Grove

Della Vita Apartments

The Waverly at Winter Haven
Rent According to Income: A Look at Income-Restricted Rentals
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Total Monthly Price
Prose Cypress Pointe

5665 Struthers Ct

1210 Ave Z SE

Vista Lake Ned

The Jade

557 Snively Ave

Wahneta Palms

1800 3rd Ct SE

1 Lamplight Ln
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

628 Pavare Ct

1507 7th St SW

8402 Waterview Way, Unit 8402

606 Pavare Ct

606 Pavare Ct

2040 San Marcos Dr SE

1103 Cypress Gardens Blvd

8305 Waterview Way

4962 Jackson St
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.

5667 Struthers Ct

407 Eagle Pond Dr, Unit 4F

8302 Waterview Way

1100 Martinique Dr

2001 San Marcos Dr SE

648 Ave P SW

407 Eagle Pond Dr

1606 Eagle Pond Dr

5638 Struthers Ct
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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.
Wyndsor at Lake Winterset, Winter Haven, FL Local Guide

How much does it cost to rent an apartment in Wyndsor at Lake Winterset?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Wyndsor at Lake Winterset 1 Bedroom Apartments | $1,422 | $850 | $1,755 |
| Wyndsor at Lake Winterset 2 Bedroom Apartments | $1,657 | $1,095 | $2,050 |
| Wyndsor at Lake Winterset 3 Bedroom Apartments | $1,870 | $1,355 | $3,939 |
Browse Apartments in this Neighborhood
There are currently 36 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 1800 3rd Ct SE priced from $899. Briarcrest at Winter Haven has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,070. Here are the most affordable Wyndsor at Lake Winterset apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 1800 3rd Ct SE | 1BR/1.0BA | 1BR, 1BA | $899 |
| Briarcrest at Winter Haven | Ariana II | 1BR, 1BA | $1,070 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR, 1BA | $1,251 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR, 1BA | $1,265 |
| The Waverly at Winter Haven | A2 | 1BR, 1BA | $1,269 |
| Prose Cypress Pointe | A1 | 1BR, 1BA | $1,299 |
| Vista Lake Ned | 1x1 | 1BR, 1BA | $1,334 |
| The Jade | Sunny One | 1BR, 1BA | $1,350 |
| The Carlton at Lake Dexter | Berkeley | 1BR, 1BA | $1,397 |
Best Value Apartments for Rent in Wyndsor at Lake Winterset, FL
As of September 19, 2026 the best value apartment in the Wyndsor at Lake Winterset area is the $1.61 price per square foot 2 Bedroom, 2 Bathroom Model at Lakeshore Club in the Graydon Hills neighborhood starting from $1,625. The second greatest value Wyndsor at Lake Winterset apartment is the Berkeley Model at The Carlton at Lake Dexter in the Cypress Grove neighborhood starting at $1,397 with a $1.41 price per square foot. 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. |
|---|---|---|---|
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR, 2BA | $1.61 |
| The Carlton at Lake Dexter | Berkeley | 1BR, 1BA | $1.41 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR, 1BA | $1.41 |
| Briarcrest at Winter Haven | Ariana II | 1BR, 1BA | $1.21 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR, 1BA | $1.45 |
| Prose Cypress Pointe | A1 | 1BR, 1BA | $1.56 |
| Vista Lake Ned | 1x1 | 1BR, 1BA | $1.75 |
| The Waverly at Winter Haven | A3 | 1BR, 1BA | $2.32 |
| 1800 3rd Ct SE | 1BR/1.0BA | 1BR, 1BA | $1.63 |
| 1131 5th St SW, Unit Unit 5 Upstairs | 1131 5th St SW | 1BR, 1BA | $1.70 |
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 ArticleNavigating the Rental Market: Tips for First-Time Renters
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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 #5
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Lifestyle Ratings
ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in cities across the United States and customized analysis for East Lakeland. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including rankings of the best places for the best proximity to parks and outdoor amenities, luxury amenities, transit availability, pet-friendly communities, features that make it easier to raise kids, and other valuable search options. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!
Frequently Asked Questions about Cheap Wyndsor at Lake Winterset Apartments
How much is rent for a Cheap One Bedroom Wyndsor at Lake Winterset Apartment?
The lowest price for a Cheap One Bedroom Wyndsor at Lake Winterset Apartment is $899 at 1800 3rd Ct SE.
What is the lowest price for a Cheap Two Bedroom Wyndsor at Lake Winterset Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Wyndsor at Lake Winterset is starting from $1,160 at Briarcrest at Winter Haven.
What is the most affordable Wyndsor at Lake Winterset Three Bedroom Apartment?
The best deal on a cheap Wyndsor at Lake Winterset Three Bedroom Apartment rental is at Briarcrest at Winter Haven and starts from $1,355.
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

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.

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.

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.

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.