
Apartments for Rent in the Winchester Neighborhood of Baltimore, MD (934 Rentals) Page 13 of 19


4500 Frederick Ave

1828 Bolton St

1824 Bolton St

1820 Bolton St

1826 Bolton St

1216 Druid Hill Ave

1308 McCulloh St

1404 Madison Ave

1400-1402 Madison Ave

1822 Bolton St

1818 Bolton St

1816 Bolton St

1808 Bolton St

1804 Bolton St

Madison Park North

1810 Bolton St

2207 Callow Ave

1812 Bolton St

1814 Bolton St

1806 Bolton St

1214 Druid Hill Ave

1837 Bolton St

1839 Bolton St

2322 Callow Ave

Avalon

1734 Bolton St

1825 Bolton St

1833 Bolton St

1827 Bolton St

New Kitchen in Bolton Hill

1732 Bolton St

1831 Bolton St

1835 Bolton St

1802 Bolton St

1829 Bolton St

1823 Bolton St

1720 Bolton St

1807 Bolton St

3500 Callaway Ave

1730 Bolton St

1722 Bolton St

1813 Bolton St

1815 Bolton St

1819 Bolton St

2425 Lakeview Ave

1817 Bolton St

Gibbons Commons

1728 Bolton St

1809 Bolton St
Winchester, Baltimore, MD Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester Studio Apartments | $1,502 | $983 | $1,984 |
| Winchester 1 Bedroom Apartments | $1,213 | $550 | $2,250 |
| Winchester 2 Bedroom Apartments | $1,373 | $768 | $2,735 |
| Winchester 3 Bedroom Apartments | $1,820 | $814 | $3,165 |
| Winchester 4 Bedroom Apartments | $2,079 | $1,300 | $3,150 |
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $1,579 | $900 | $2,100 |
| 3 Bedroom Homes | $1,881 | $850 | $3,500 |
| 4 Bedroom Homes | $2,056 | $600 | $4,200 |
| 5 Bedroom Homes | $2,019 | $1,450 | $3,000 |
| 6 Bedroom Homes | $3,265 | $2,800 | $4,000 |
Browse Apartments in this Neighborhood
There are currently 934 rentals with your search options within a 2 mile radius of the Winchester Neighborhood of Baltimore, MD.
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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 20, 2026, there are currently 934 available Winchester apartments priced from $550 to $3,165, with an average monthly rent of $1,403.
How much are Studio apartments in Winchester?
There are currently 227 Studio Apartments in Winchester with rent ranges from $983 to $1,984 with an average price of $1,502.
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 $1,213.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $768 to $2,735. Today's average rental price for Two Bedrooms here is $1,373.
How expensive are Winchester Three Bedroom Apartments?
There are currently 104 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $814 to $3,165 - averaging $1,820 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

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

Beyond the Classroom: Discovering Baltimores Best Student Friendly Neighborhoods
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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.

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

How Commercial-to-Residential Property Conversions Help the Housing Crisis
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Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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

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