Apartments for Rent in the Winding Woods Neighborhood of Winston-Salem, NC (122 Rentals)

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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.

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property at 1920 Crest Hollow Dr
$999

Total Monthly Price

Base Rent$999
Total Monthly Price$999
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1920 Crest Hollow Dr, Unit 101

1920 Crest Hollow Dr
Winston-SalemNC27127
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property at 1230 Folkstone Ridge Ln
$1,975

Total Monthly Price

Base Rent$1,975
Total Monthly Price$1,975
4 Bedroom, 2.5 Bath Home for Rent
Available Oct 19
Cost Per Sq.Ft.

1230 Folkstone Ridge Ln

Winston-SalemNC27127

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.

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property at 2163 Sage Meadows Dr
$2,140

Total Monthly Price

Base Rent$2,140
Total Monthly Price$2,140
4 Bedroom, 2.5 Bath Rentals
Available Now
Cost Per Sq.Ft.

2163 Sage Meadows Dr

Winston-SalemNC27127

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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property at 1975 Hawkcrest Ct
$1,885

Total Monthly Price

Base Rent$1,885
Total Monthly Price$1,885
3 Bedroom, 2 Bath Rentals
Available Now

1975 Hawkcrest Ct

Winston-SalemNC27127

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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property at 3614 Heathrow Dr
$1,000 - $3,300
1 To 3 Bedroom Rentals
Available Now
Cost Per Sq.Ft.

3614 Heathrow Dr

Winston-SalemNC27127

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Winding Woods, Winston-Salem, NC Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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

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.

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Best Local Schools in
Winding Woods, Winston-Salem, NC

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Frequently Asked Questions about Winding Woods

What is the current pricing and availability for apartments for rent in the Winding Woods area of Winston-Salem, NC?

As of today, September 13, 2026, there are currently 122 available Winding Woods apartments priced from $785 to $1,699, with an average monthly rent of $1,198.

What is the current price range for One Bedroom Winding Woods Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winding Woods ranges from $785 to $1,209 with an average monthly rent of $1,079.

What does renting a Two Bedroom Apartment in Winding Woods cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winding Woods range from $935 to $1,399. Today's average rental price for Two Bedrooms here is $1,271.

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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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.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.