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Winchester Homes for Sale

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  • 2754 Ellicott Dr, Baltimore, MD 21216
    2754 Ellicott Dr, Baltimore, MD 21216
    2754 Ellicott Dr, Baltimore, MD 21216
    /32

    $255,000

    • 4 Beds
    • 2 Baths
    • 1,236 Sq Ft

    2754 Ellicott Dr, Baltimore, MD 21216

    *Property may qualify for $12,500 grant *Beautifully 4-bedroom, 2-bathroom townhome, including a main-level bedroom, featuring modern finishes throughout. This move-in-ready property boasts a spacious open floor plan, a fully remodeled kitchen with sleek appliances, stylishly updated bathrooms, and abundant natural light—perfect for both comfortable living and entertaining! The newly

    Agent Photo

    Juan Umanzor

    Long & Foster Real Estate, Inc.

    (443) 249-9736

    2754 Ellicott Dr, Baltimore, MD 21216
  • 2903 Ellicott Dr, Baltimore, MD 21216
    2903 Ellicott Dr, Baltimore, MD 21216
    2903 Ellicott Dr, Baltimore, MD 21216
    /11

    $95,000

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft

    2903 Ellicott Dr, Baltimore, MD 21216

    Investment opportunity, light turnover needed. Property has an active lead cert and rental license. AS IS SALE! Cash or hard money buyer preferred! Schedule your tour today!

    Shraga Lerner Berkshire Hathaway HomeServices Homesale Realty

    2903 Ellicott Dr, Baltimore, MD 21216
  • 2920 Winchester St, Baltimore, MD 21216
    2920 Winchester St, Baltimore, MD 21216
    2920 Winchester St, Baltimore, MD 21216
    /26

    $129,900

    • 3 Beds
    • 1 Bath
    • 1,538 Sq Ft

    2920 Winchester St, Baltimore, MD 21216

    Welcome home to 2920 Winchester St, a gorgeous property in the Winchester Neighborhood! Come inside to see and an updated kitchen with granite counters, sundrenched rooms, new luxury vinyl plank floors, fresh paint, and great front porch - perfect for warm weather outdoor living. The kitchen boasts a separate breakfast area and the primary bedroom has an attached office/den. Don't miss the

    Brian Leibowitz Maryland Realty Company

    2920 Winchester St, Baltimore, MD 21216
  • 2810 Ellicott Dr, Baltimore, MD 21216
    2810 Ellicott Dr, Baltimore, MD 21216
    2810 Ellicott Dr, Baltimore, MD 21216
    /11

    $89,900

    • 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 VYBE Realty

    2810 Ellicott Dr, Baltimore, MD 21216
  • 1136 N Longwood St, Baltimore, MD 21216
    1136 N Longwood St, Baltimore, MD 21216
    /2

    $105,000 Coming Soon

    • 4 Beds
    • 1 Bath
    • 1,480 Sq Ft

    1136 N Longwood St, Baltimore, MD 21216

    Shannel Porter T&G Real Estate Advisors, Inc.

    1136 N Longwood St, Baltimore, MD 21216
  • 1222 Bloomingdale Rd, Baltimore, MD 21216
    1222 Bloomingdale Rd, Baltimore, MD 21216
    1222 Bloomingdale Rd, Baltimore, MD 21216
    /15

    $85,000

    • 1,376 Sq Ft

    1222 Bloomingdale Rd, Baltimore, MD 21216

    POST AUCTION: MAKE AN OFFER! Deposit: $7,500.This two-story townhouse at 1222 Bloomingdale Rd in Baltimore's Winchester neighborhood is currently occupied. The property is within +/- 1 mile of amenities such as Walbrook Junction Shopping Center, Coppin State University, Mondawmin Mall, and Gwynns Falls Park. Major traffic routes nearby include West North Avenue and Edmondson Avenue, providing

    Adam Shpritz Ashland Auction Group LLC

    1222 Bloomingdale Rd, Baltimore, MD 21216
  • 2718 Winchester St, Baltimore, MD 21216
    2718 Winchester St, Baltimore, MD 21216
    2718 Winchester St, Baltimore, MD 21216
    /31

    $60,000

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

    2718 Winchester St, Baltimore, MD 21216

    Ready for renovation. Located 2 blocks from the Katherine Johnson Global Academy (grades 3-8). The floorplan features 1, 260 sqft + basement. There is ductwork in place. The electric panel is 100 amps. Sold comps: 2844 Ellicott Dr SOLD for $220k on 8/30/24 ** 1212 Ashburton St SOLD for $195k on 8/2/24. Come see it today.

    Thomas Hennerty NetRealtyNow.com, LLC

    2718 Winchester St, Baltimore, MD 21216
  • 1036 Poplar Grove St, Baltimore, MD 21216
    1036 Poplar Grove St, Baltimore, MD 21216
    1036 Poplar Grove St, Baltimore, MD 21216
    /25

    $275,000

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

    1036 Poplar Grove St, Baltimore, MD 21216

    More details contact Co-Lister. 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. Don't miss the chance to make

    Claudia Cornejo Samson Properties

    1036 Poplar Grove St, Baltimore, MD 21216
  • 1228 Oakhurst Place, Baltimore, MD 21216
    1228 Oakhurst Place, Baltimore, MD 21216
    1228 Oakhurst Place, Baltimore, MD 21216
    /25

    $50,000

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

    1228 Oakhurst Place, Baltimore, MD 21216

    List price to be opening bid at online only auction. Online auction to be conducted on Auctioneers website. Bidding begins Saturday, July 11th & ends Thursday, July 17, 2025 at 11:00 AM. Brick Porch-Front End-of-Row Townhouse in the Winchester Neighborhood of Baltimore City. This property is currently not occupied.Property Details:Main Level:• Combination living room and dining

    Carley Cooper Alex Cooper Auctioneers, Inc.

    1228 Oakhurst Place, Baltimore, MD 21216
  • 2901 Winchester St, Baltimore, MD 21216
    2901 Winchester St, Baltimore, MD 21216
    2901 Winchester St, Baltimore, MD 21216
    /36

    $50,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    2901 Winchester St, Baltimore, MD 21216

    List price is Opening Bid at the Online auction to be conducted on Auctioneers website. Online Auction Only! Bidding begins Sunday, July 6th & ends Friday, July 11, 2025 at 10:30 AM. This classic end-of-row brick townhouse is located in the Franklintown Road area of West Baltimore, offering 3 bedrooms and 1 bath. Recently updated, the home would be ideal as a rental property for income or

    Carley Cooper Alex Cooper Auctioneers, Inc.

    2901 Winchester St, Baltimore, MD 21216
  • 2904 Winchester St, Baltimore, MD 21216
    2904 Winchester St, Baltimore, MD 21216
    2904 Winchester St, Baltimore, MD 21216
    /17

    $65,000

    • 3 Beds
    • 1 Bath
    • 1,488 Sq Ft

    2904 Winchester St, Baltimore, MD 21216

    Don't miss this wonderful opportunity to own this brick porchfront home in the neighborhood of Winchester in Baltimore City. Home features an open floor plan in the main level with wood floors from the living room to the eat-in kitchen. The upper level showcases three bedrooms and a full bathroom with soaking tub. The basement is unfinished but has plenty of space for storage and awaits your

    Gina Gargeu Century 21 Downtown

    2904 Winchester 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. While new builds are absent, many homes are being remodeled or renovated. The area is served by Rosemont Elementary/Middle, which offers after-school sports and community events, and Carver Vocational High School, known for its career training programs. 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 for a sit-down meal, with shopping available at the nearby mall. Public transportation is convenient with bus stops on Poplar Grove St., 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 somewhat 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.
How much do you need to make to afford a house in Winchester?
The median home price in Winchester is $360,000. If you put a 20% down payment of $72,000 and had a 30-year fixed mortgage with an interest rate of 6.74%, your estimated principal and interest payment would be $1,870 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $80K a year to afford the median home price in Winchester. 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, 21244, 21229, 21223 and 21217.
What are the most popular neighborhoods near Winchester, Baltimore, MD?
The most popular neighborhoods near Winchester, Baltimore, MD are Winchester, Mosher, Rosemont, Edgewood and Coppin Heights.
Are home prices dropping in Winchester?
Yes, home prices in Winchester are down 42% in the last 12 months.

Home Trends in Winchester, MD

Housing Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$674,900
Median Townhouse Sale Price
$360,000
Average Price Per Sq Ft
$224
Number of Homes for Sale
2
Last 12 months Home Sales
28
Months of Supply
0.90
Median List Price
$360,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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