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Winchester Homes for Sale

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  • 1209 Oakhurst Place, Baltimore, MD 21216
    1209 Oakhurst Place, Baltimore, MD 21216
    1209 Oakhurst Place, Baltimore, MD 21216
    /14

    $75,000

    • 3 Beds
    • 1 Bath
    • 1,408 Sq Ft

    1209 Oakhurst Place, Baltimore, MD 21216

    Price Improvement----Investors OR handy homeowners don’t miss out on this porch-front home! This property presents a golden opportunity to build equity and create your dream home. Put your makeover skills to work and unlock the hidden potential of this property. With its prime location and solid bones, the possibilities are limitless. Whether you’re an experienced investor or a first-time

    Andrea Means Berkshire Hathaway HomeServices PenFed Realty

    1209 Oakhurst Place, Baltimore, MD 21216
  • 1209 Dukeland St, Baltimore, MD 21216
    1209 Dukeland St, Baltimore, MD 21216
    1209 Dukeland St, Baltimore, MD 21216
    /21

    $119,900

    • 3 Beds
    • 1 Bath
    • 1,240 Sq Ft

    1209 Dukeland St, Baltimore, MD 21216

    Well-maintained and full of potential, this 3-bedroom, 1-bath home at 1209 Dukeland St offers bright living spaces, a functional layout, and great value for both homeowners and investors. Featuring a comfortable main level, spacious bedrooms, and a convenient Baltimore location close to parks, schools, shopping, and major commuter routes, this property is ready for its next chapter. Don't miss

    Sandra Echenique Samson Properties

    1209 Dukeland St, Baltimore, MD 21216
  • 2810 Ellicott Dr, Baltimore, MD 21216
    2810 Ellicott Dr, Baltimore, MD 21216
    2810 Ellicott Dr, Baltimore, MD 21216
    /11

    $81,900

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    2810 Ellicott Dr, Baltimore, MD 21216

    2810 Ellicott Drive is a 1,200 sq ft brick-front townhouse featuring three bedrooms, a full bath and an unfinished basement ripe for customization. Situated in the heart of Baltimore’s Winchester neighborhood, this property offers easy access to Upton Park, Mondawmin Mall, and multiple bus routes, making it attractive to long-term tenants. The upside is endless with this prime investment

    Stephen Pipich LPT Realty, LLC

    2810 Ellicott Dr, Baltimore, MD 21216
  • 2706 Winchester St, Baltimore, MD 21216
    2706 Winchester St, Baltimore, MD 21216
    2706 Winchester St, Baltimore, MD 21216
    /16

    $94,900

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft

    2706 Winchester St, Baltimore, MD 21216

    Welcome to 2706 Winchester Street, a well-kept three-bedroom, one-bath brick townhome offering classic Baltimore style and functional living space. The main level features a bright living room, a separate dining area, and a spacious kitchen with plenty of cabinet storage. Upstairs, you’ll find three comfortable bedrooms and a full bath with updated fixtures. The lower level provides clean, open

    Jason Ekus Pavilion Real Estates L.L.C.

    2706 Winchester St, Baltimore, MD 21216
  • 1221 Ashburton St, Baltimore, MD 21216
    1221 Ashburton St, Baltimore, MD 21216
    1221 Ashburton St, Baltimore, MD 21216
    /35

    $179,900

    • 3 Beds
    • 1.5 Baths
    • 1,710 Sq Ft

    1221 Ashburton St, Baltimore, MD 21216

    Welcome to 1221 Ashburton St — a beautifully renovated 3-bedroom, 1.5-bath home blending modern stylewith everyday comfort. The main level features new LVP flooring and an open floor plan living areahighlighted by a custom accent wall that adds a designer touch. The brand-new kitchen impresses withquartz countertops, a stylish backsplash, and stainless steel appliances. Upstairs, you’ll find

    Avrum Laufer Realty Mark Associates-CC

    1221 Ashburton St, Baltimore, MD 21216
  • 1200 Dukeland St, Baltimore, MD 21216
    1200 Dukeland St, Baltimore, MD 21216
    1200 Dukeland St, Baltimore, MD 21216
    /17

    $184,999

    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft

    1200 Dukeland St, Baltimore, MD 21216

    Beautiful, fully renovated home. New AC unit, Electric System, kitchen, and more. Permits were done and approved by Baltimore City. The large kitchen boasts SS appliances, & granite countertops. The upper level offers 3 spacious bedrooms and 1 full bathroom and the main level offers 1 half bathroom. Don't miss this amazing home! Schedule your showing today!

    Glenda Ochoa Gamez Keller Williams Gateway LLC

    1200 Dukeland St, Baltimore, MD 21216
  • 1216 Bloomingdale Rd, Baltimore, MD 21216
    1216 Bloomingdale Rd, Baltimore, MD 21216
    /2

    $65,000

    • 1,502 Sq Ft

    1216 Bloomingdale Rd, Baltimore, MD 21216

    The investment opportunity at 1216 Bloomingdale rd Baltimore, is ideally located near key attractions. Druid Hill Park is just 1.2 miles away, about a 4-minute drive; Mondawmin Mall is 1.6 miles, roughly 5 minutes; Westside Shopping Center is just 0.8 miles, about 3 minutes; and Gwynns Falls Trail is 2.5 miles away, approximately an 8-minute drive. These convenient distances make it a prime

    Mirna Guevara Argueta HomeSmart

    1216 Bloomingdale Rd, Baltimore, MD 21216
  • 1036 Poplar Grove St, Baltimore, MD 21216
    1036 Poplar Grove St, Baltimore, MD 21216
    1036 Poplar Grove St, Baltimore, MD 21216
    /24

    $265,000

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    1036 Poplar Grove St, Baltimore, MD 21216

    *** More details contact Co-Lister.*** Motivated Seller.*** Seller prefers to use KTL Title for settlement/title services as they've already performed title work on the subject property. **Stunning End-of-Row Townhouse with Modern Updates – Move-In Ready!** Welcome to your dream home! This beautifully decorated end-of-row townhouse offers a perfect blend of modern features and spacious living.

    Claudia Cornejo Samson Properties

    1036 Poplar Grove St, Baltimore, MD 21216
Maryland Baltimore City County Baltimore Winchester

Real Estate & Homes for Sale in Winchester, Baltimore

Why Live in Winchester
Winchester, a neighborhood in Baltimore, is located less than 4 miles from downtown and features brick row houses built between 1900 and 1940, with sizes ranging from 1,000 to 1,800 square feet. Architectural designs vary, with some homes showcasing bay windows and stone porches. Many are being remodeled or renovated Local amenities include Leon Day Park, which borders Gwynns Falls/Leakin Park and offers access to the Gwynns Falls Trail with over 20 miles of walkable paths. Indoor activities are available at Easterwood and Bentalou Recreation Centers, both about a mile away, offering fitness classes, youth basketball leagues and educational programs. Community engagement is fostered through organizations like Jonah House and the Alliance of Rosemont Community Organization, which focus on sustainability and neighborhood improvement. Dining options include Lucky’s Pizza, Subs & Wings for takeout and TGI Fridays at Mondawmin Mall, which houses retail stores on three levels. Public transportation is convenient with bus stops on Poplar Grove Street, and major highways like Interstate 83 and Interstate 695 provide easy access to surrounding areas.
Learn more about living in Winchester

Frequently Asked Questions

Is Winchester a good place to live?
Winchester is a good place to live. Winchester is considered fairly walkable and bikeable with good transit options. Winchester has 6 parks for recreational activities. It is very dense in population with 25.1 people per acre and a median age of 39. The average household income is $52,612 which is below the national average. College graduates make up 10.5% of residents. A majority of residents in Winchester are renters, with 56.4% of residents renting and 43.6% of residents owning their home. A local real estate agent serving Winchester can help you decide if this neighborhood is the right one for you. Learn more on our Winchester neighborhood guide.
Is Winchester, MD a safe neighborhood?
Winchester, MD is less safe than the average neighborhood in the United States. It received a crime score of 9 out of 10.
How much do you need to make to afford a house in Winchester?
The median home price in Winchester is $81,900. If you put a 20% down payment of $16,400 and had a 30-year fixed mortgage with an interest rate of 6.23%, your estimated principal and interest payment would be $400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $17K a year to afford the median home price in Winchester. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winchester is $53K.
What are the best public schools in Winchester?
The best public schools that serve Winchester are:
What are the most popular zip codes in Winchester, Baltimore, MD?
The most popular zip codes in Winchester, Baltimore, MD include 21216, 21223, 21229, 21217 and 21215.
What are the most popular neighborhoods near Winchester, Baltimore, MD?
The most popular neighborhoods near Winchester, Baltimore, MD are Mosher, Winchester, Edmondson Villiage, Rosemont and Allendale.

Home Trends in Winchester, MD

On average, homes in Winchester, Baltimore sell after 60 days on the market compared to the national average of 56 days. The median sale price for homes in Winchester, Baltimore over the last 12 months is $66,000, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$66,000
Median Townhouse Sale Price
$75,000
Average Price Per Sq Ft
$54
Number of Homes for Sale
8
Last 12 months Home Sales
19
Months of Supply
5.10
Median List Price
$81,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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