Apartments for Rent in the Winchester Neighborhood of Baltimore, MD (1,013 Rentals)

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Charm City Commute: The Best Baltimore Neighborhoods for Renting Near Top Employers

Explore the best places to live in Baltimore, from Charles Village to Fells Point, with a guide for employees of the city's major employers.

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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 1216 N Augusta Ave
$1,550

Total Monthly Price

Base Rent$1,550
Total Monthly Price$1,550
3 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

1216 N Augusta Ave

BaltimoreMD21229

Baltimore's Best Affordable Neighborhoods

Learn about Baltimore and the best places to live with original content written by our Local Expert Sarah Bregel

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property at 907 Lemmon St
$1,745

Total Monthly Price

Base Rent$1,745
Total Monthly Price$1,745
3 Bedroom, 3.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

907 Lemmon St

BaltimoreMD21223
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2314 Bryant Ave, Unit 1
$1,000

Total Monthly Price

Base Rent$1,000
Total Monthly Price$1,000
1 Bedroom Apartment Available Sep 7

2314 Bryant Ave, Unit 1

2314 Bryant AveBaltimore, MD 21217
Affordability
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300 S Gilmor St, Unit 2
$1,325

Total Monthly Price

Base Rent$1,325
Total Monthly Price$1,325
3 Bedroom Apartment Available Now

300 S Gilmor St, Unit 2

300 S Gilmor StBaltimore, MD 21223
Cost Per Sq.Ft.
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1017 Hollins St
$1,250 - $1,550

Total Monthly Price

Base Rent$1,250 - $1,550
Total Monthly Price$1,250 - $1,550
1 to 3 Bedroom Apartment Available Now

1017 Hollins St

1017 Hollins StBaltimore, MD 21223
Cost Per Sq.Ft.
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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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1720 McCulloh St, Unit 4
$1,000

Total Monthly Price

Base Rent$1,000
Total Monthly Price$1,000
2 Bedroom Apartment Available Now

1720 McCulloh St, Unit 4

1720 McCulloh StBaltimore, MD 21217
Cost Per Sq.Ft.
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834 N Carey St, Unit 3
$850

Total Monthly Price

Base Rent$850
Total Monthly Price$850
1 Bedroom Apartment Available Now

834 N Carey St, Unit 3

834 N Carey StBaltimore, MD 21217
Cost Per Sq.Ft.
property at 970 N Franklintown Rd
$1,700

Total Monthly Price

Base Rent$1,700
Total Monthly Price$1,700
3 Bedroom, 2 Bath Townhome for Rent
Available Now
Affordability

970 N Franklintown Rd

BaltimoreMD21216
property at 272 N Hilton St
$1,300

Total Monthly Price

Base Rent$1,300
Total Monthly Price$1,300
3 Bedroom, 1 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

272 N Hilton St

BaltimoreMD21229

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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Showing Results 1-50, Page 1 of 21

Winchester, Baltimore, MD 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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Beyond the Classroom: Discovering Baltimore's Best Student Friendly Neighborhoods

Baltimore Student Housing - Find your perfect rental! Explore top neighborhoods near Baltimore colleges & universities for vibrant student living.

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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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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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Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in metropolitan areas across the United States, including Baltimore. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including our Star Ratings to compare for easy access to the parks, luxury amenities, pet-friendly features, family-friendliness, proximity to transit, walking, and biking. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

Frequently Asked Questions about Winchester

What is the current pricing and availability for apartments for rent in the Winchester area of Baltimore, MD?

As of today, September 07, 2026, there are currently 1,013 available Winchester apartments priced from $550 to $3,185, with an average monthly rent of $1,372.

How much are Studio apartments in Winchester?

There are currently 228 Studio Apartments in Winchester with rent ranges from $900 to $1,984 with an average price of $1,472.

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

Today's rental pricing for One Bedroom Apartments in Winchester ranges from $550 to $2,250 with an average monthly rent of $1,150.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $875 to $2,735. Today's average rental price for Two Bedrooms here is $1,380.

How expensive are Winchester Three Bedroom Apartments?

There are currently 103 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $1,094 to $3,185 - averaging $1,868 for the location.

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.

Helpful Local Expert Guides

decorative image for Charm City Commute: The Best Baltimore Neighborhoods for Renting Near Top Employers article

Charm City Commute: The Best Baltimore Neighborhoods for Renting Near Top Employers

Written by: Sarah Bregel

Baltimore, Maryland may have a reputation for being crime-ridden and dirty (you really hurt us, The Wire). But honestly, as a longtime resident, I have to let you in on something: that couldn't be further from the truth.

decorative image for Beyond the Classroom: Discovering Baltimores Best Student Friendly Neighborhoods article

Beyond the Classroom: Discovering Baltimores Best Student Friendly Neighborhoods

Written by: Sarah Bregel

Baltimore, Maryland is an incredibly vibrant town known for some amazing colleges. I had the pleasure of growing up sandwiched between a few of them.

decorative image for A Baltimore Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

A Baltimore Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

Written by: Sarah Bregel

There are few cities more eclectic and diverse than Baltimore, Maryland. I should know. I've lived in various parts of Baltimore for most of my life.

Articles, How-To's, and Tips

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.