Winchester, MD homes for sale & real estate

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ABOUT THIS HOME
Winchester, MD Homes for Sale
Huge Price Reduction! 🌟🏡This beautifully renovated house presents an enticing opportunity, whether you're looking to invest or create a perfect family home. With three bedrooms, a welcoming living room, and a formal dining area, it offers ample space for comfortable living. The addition of a new kitchen, a front porch for relaxing evenings, and a backyard for outdoor activities adds to its appeal. Versatile and well-appointed, this property promises both practicality and potential for any discerning buyer or investor🌟🏡

$110,000

3 beds1 bath1,412 sq ft

2826 Riggs Ave, Baltimore, MD 21216

Built 1920 • Listed 4 days

(410) 814-2400

NEW 34 HRS AGO

ABOUT THIS HOME
Winchester, MD Homes for Sale
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 the opportunity to make it yours!

$130,000

3 beds1 bath1,240 sq ft

1209 Dukeland St, Baltimore, MD 21216

Close to parks • Close to schools • Baltimore location

(443) 318-8800

ABOUT THIS HOME
Winchester, MD Homes for Sale
4 bedrooms and 2 full baths.

$59,900

4 beds2 baths1,512 sq ft

1215 Poplar Grove St, Baltimore, MD 21216

Built 1940 • Listed 8 days

(866) 807-9087

ABOUT THIS HOME
Winchester, MD Homes for Sale
Home owner or Turn Key Rental Opportunity: Investor or DIY owner ready 3 Bed 1.5 Bath Row-house! Just Final repairs and final Touches needed to achieve Top Market Rent & Instant Cash Flow. Attention landlords and savvy investors and DYI Home owners, this spacious 3 bedroom, 1.5 bathroom row-house is a true high potential asset requiring only a new roof and final finishes to be tenant ready. With two bathrooms, this house is highly desirable and designed for maximum rental income. The home has been substantially renovated on the interior and requires just final TLC to make it perfect for its first tenant or owner occupant. This offers the buyer an excellent opportunity to perform final

$79,900

3 beds1.5 baths1,460 sq ft

1135 Poplar Grove St, Baltimore, MD 21216

Spacious row-house • Investor-ready • New roof

(301) 970-2447

ABOUT THIS HOME
Winchester, MD Homes for Sale
Welcome to 1221 Ashburton St — a beautifully renovated 3-bedroom, 1.5-bath home blending modern style with everyday comfort. The main level features new LVP flooring and an open floor plan living area highlighted by a custom accent wall that adds a designer touch. The brand-new kitchen impresses with quartz countertops, a stylish backsplash, and stainless steel appliances. Upstairs, you’ll find three comfortable bedrooms and a stylish full bath with large, dramatic wall tile and sleek black fixtures. The finished basement offers additional living space and a convenient half bath. A fenced-in yard provides private outdoor enjoyment. Located on a quiet street in a growing area wit

$189,990

3 beds1.5 baths1,710 sq ft

1221 Ashburton St, Baltimore, MD 21216

Open floor plan • Quartz countertops • Renovated

(410) 814-2400

Property at 2754 Riggs Ave, Baltimore, MD 21216

$60,000

— beds— baths1,452 sq ft

2754 Riggs Ave, Baltimore, MD 21216

(301) 388-2600

Property at 1204 N Longwood St, Baltimore, MD 21216, 5 beds, 2 baths

$150,000

5 beds2 baths1,276 sq ft

1204 N Longwood St, Baltimore, MD 21216

(888) 860-7369

Property at 1221 Poplar Grove St, Baltimore, MD 21216, 3 beds, 2 baths

$160,000

3 beds2 baths1,512 sq ft

1221 Poplar Grove St, Baltimore, MD 21216

(301) 850-0255

Property at 2924 Winchester St, Baltimore, MD 21216, 4 beds, 3 baths

$210,000

4 beds3 baths2,136 sq ft

2924 Winchester St, Baltimore, MD 21216

(410) 220-4648

Property at 1316 Poplar Grove St, Baltimore, MD 21216, 3 beds, 1 bath

$99,000

3 beds1 bath1,120 sq ft

1316 Poplar Grove St, Baltimore, MD 21216

Property at 2807 Winchester St, Baltimore, MD 21216, 3 beds, 1 bath

$25,000

3 beds1 bath1,384 sq ft

2807 Winchester St, Baltimore, MD 21216

(410) 488-3124

Property at 2826 Winchester St, Baltimore, MD 21216, 3 beds, 1 bath

$90,000

3 beds1 bath1,382 sq ft

2826 Winchester St, Baltimore, MD 21216

(443) 405-2535

Property at 2706 Winchester St, Baltimore, MD 21216, 3 beds, 1 bath

$104,500

3 beds1 bath1,260 sq ft

2706 Winchester St, Baltimore, MD 21216

(202) 740-6708

Property at 2732 Riggs Ave, Baltimore, MD 21216, 3 beds, 1 bath

$129,999

3 beds1 bath1,730 sq ft

2732 Riggs Ave, Baltimore, MD 21216

(443) 660-9229

Property at 2810 Ellicott Dr, Baltimore, MD 21216, 3 beds, 1.5 baths

$83,900

3 beds1.5 baths1,200 sq ft

2810 Ellicott Dr, Baltimore, MD 21216

(410) 220-4648

Property at 1209 Oakhurst Pl, Baltimore, MD 21216, 3 beds, 1 bath

$82,500

3 beds1 bath1,408 sq ft

1209 Oakhurst Pl, Baltimore, MD 21216

(410) 828-4700

Property at 1218 Oakhurst Pl, Baltimore, MD 21216, 3 beds, 1 bath

$75,000

3 beds1 bath1,226 sq ft

1218 Oakhurst Pl, Baltimore, MD 21216

(410) 823-0033

Property at 1136 N Longwood St, Baltimore, MD 21216, 4 beds, 1 bath

$79,500

4 beds1 bath1,480 sq ft

1136 N Longwood St, Baltimore, MD 21216

(877) 840-0144

Property at 2808 Ellicott Dr, Baltimore, MD 21216, 3 beds, 2 baths

$225,000

3 beds2 baths1,600 sq ft

2808 Ellicott Dr, Baltimore, MD 21216

(866) 825-7169

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Nearby homes that match your criteria

ABOUT THIS HOME
Winchester, MD Homes for Sale
Solid 3-bedroom, 1.5-bath rental property featuring a covered porch and a backyard, offering outdoor space and long-term usability. The home is currently rented, providing immediate income for an investor. Located near major employers including UMMC, VA Medical Center, SSA (Woodlawn), and Baltimore City government offices. Convenient access to W North Ave, Reisterstown Rd, and nearby bus routes, with close proximity to the West Baltimore MARC Station and connections to Metro and regional transit. The surrounding area also offers a solid Walk Score, giving access to local services, retail, and transportation options. Important: Property is being sold subject to short sale approval. All buyer

$129,000

3 beds1.5 baths1,128 sq ft

2902 W Mosher St, Baltimore, MD 21216

Very walkable

(410) 498-5408

ABOUT THIS HOME
Winchester, MD Homes for Sale
ONLINE AUCTION: Bidding begins 12/2/2025 @ 10:00 AM. Bidding ends 12/4/2025 @ 11:20 AM. List Price is Suggested Opening Bid. Deposit: $7,500. 2 Story porch-front townhouse located in the Rosemont area. JUST MINUTES to Gwynns Falls Park. Easy access to major traffic artery Hilton Pkwy. Property is rented.

$40,000

3 beds1 bath1,160 sq ft

3119 Brighton St, Baltimore, MD 21216

5,227 sq ft lot • Very walkable

(410) 488-3124

ABOUT THIS HOME
Winchester, MD Homes for Sale
Excellent investment opportunity in West Baltimore City. This 3-bedroom, 2-bathroom property with a full basement is situated on a well-kept street and requires minimal updates to be rental or flip ready. The home is being sold as is and is priced for a quick sale. The seller will accept cash or hard money offers only.

$69,999

3 beds2 baths1,080 sq ft

930 N Rosedale St, Baltimore, MD 21216

1,440 sq ft lot • Very walkable

(443) 317-8125

ABOUT THIS HOME
Winchester, MD Homes for Sale
Beautiful Opportunity in Rosemont, Baltimore City! This home offers a strong foundation with major upgrades already taken care of—roof replaced in 2020, furnace in 2018, and water heater in 2021. Whether you're an investor seeking your next profitable project or a first-time homebuyer looking for an affordable home you can personalize, this property is full of potential. The home does not have central AC and is being sold as-is, making it a great chance to add your own touches and build equity.

$96,000

3 beds1 bath1,544 sq ft

1517 N Ellamont St, Baltimore, MD 21216

Very walkable

(443) 233-6156

ABOUT THIS HOME
Winchester, MD Homes for Sale
ATTENTION HOME BUYERS WITH A VISION & INVESTORS! Great residential neighborhood! Quiet Street! 3 level ROW HOUSE with 3 BEDS & 1 BATH. Enjoy Bright & Sunny SPACIOUS rooms with HARDWOOD Floors. Sep Living & Dining Rms. NEW ROOF! BASEMENT with Inside & Outside Access. Nice size Backyard with PARKING PAD. MOVE IN READY!! REHAB the property all at once or overtime to MAKE IT YOUR OWN! Ask us about rehab values. Close to community center, playground, basketball & football/soccer fields. Minutes from COPPIN STATE UNIVERSITY, SHOPPING & DOWNTOWN Baltimore! Easy Access to I-95, I-695, & Baltimore/Washington Pkwy. Want to see the home in person? SCHE

$130,000

3 beds1 bath1,280 sq ft

3206 Westmont Ave, Baltimore, MD 21216

1,024 sq ft lot • Very walkable

(240) 737-5000

ABOUT THIS HOME
Winchester, MD Homes for Sale
List price is opening bid. Online auction to be conducted on Auctioneers website. Auction Begins Saturday November 15 Auction ends Thursday November 20 @ 12:30 pm Nestled beside the lush expanse of Gwynns Falls Park, 3224 Normount Avenue offers a peaceful, bucolic retreat that feels worlds away—yet remains just moments from the city’s vibrant core. Enjoy your morning coffee on the front porch, taking in views of the tree-lined street. Spanning across three levels, this charmer makes the most of its 1,134± SF featuring a classic main-level layout, three well-appointed bedrooms and a full bathroom on the upper level, plus a second full bathroom on the unfinished lower level

$45,000

3 beds2 baths1,134 sq ft

3224 Normount Ave, Baltimore, MD 21216

1,566 sq ft lot • Somewhat walkable

(410) 828-4838

Property at 3118 Normount Ave, Baltimore, MD 21216, 3 beds, 2 baths

$174,900

3 beds2 baths1,725 sq ft

3118 Normount Ave, Baltimore, MD 21216

(571) 292-5377

Property at 1405 N Longwood St, Baltimore, MD 21216, 3 beds, 2.5 baths

$215,000

3 beds2.5 baths1,932 sq ft

1405 N Longwood St, Baltimore, MD 21216

(410) 367-6500

Property at 929 N Rosedale St, Baltimore, MD 21216, 3 beds, 1 bath

$96,300

3 beds1 bath1,116 sq ft

929 N Rosedale St, Baltimore, MD 21216

(410) 453-0500

Property at 2737 Riggs Ave, Baltimore, MD 21216, 3 beds, 1.5 baths

$235,000

3 beds1.5 baths1,412 sq ft

2737 Riggs Ave, Baltimore, MD 21216

(410) 312-0000

Property at 1302 N Longwood St, Baltimore, MD 21216, 3 beds, 1 bath

$135,000

3 beds1 bath1,260 sq ft

1302 N Longwood St, Baltimore, MD 21216

(410) 461-2800

Property at 945 Ellicott Drwy, Baltimore, MD 21216, 3 beds, 1 bath

$79,900

3 beds1 bath1,260 sq ft

945 Ellicott Drwy, Baltimore, MD 21216

(410) 823-2323

Property at 2721 W Mosher St, Baltimore, MD 21216, 2 beds, 1.5 baths

$220,000

2 beds1.5 baths1,288 sq ft

2721 W Mosher St, Baltimore, MD 21216

(443) 318-8800

Property at 945 N Ashburton St, Baltimore, MD 21216, 3 beds, 1.5 baths

$159,999

3 beds1.5 baths1,166 sq ft

945 N Ashburton St, Baltimore, MD 21216

(443) 542-2251

Property at 2915 W Mosher St, Baltimore, MD 21216, 3 beds, 1 bath

$30,000

3 beds1 bath1,408 sq ft

2915 W Mosher St, Baltimore, MD 21216

(410) 488-3124

Property at 1013 Poplar Grove St, Baltimore, MD 21216, 4 beds, 2.5 baths

$130,000

4 beds2.5 baths1,968 sq ft

1013 Poplar Grove St, Baltimore, MD 21216

(443) 542-2251

Property at 3018 Presstman St, Baltimore, MD 21216, 4 beds, 2 baths

$149,000

4 beds2 baths1,400 sq ft

3018 Presstman St, Baltimore, MD 21216

(410) 461-2800

Property at 3030 Presstman St, Baltimore, MD 21216, 4 beds, 2 baths

$160,000

4 beds2 baths1,400 sq ft

3030 Presstman St, Baltimore, MD 21216

(443) 757-3400

Property at 2808 Presstman St, Baltimore, MD 21216, 4 beds, 2 baths

$199,900

4 beds2 baths1,460 sq ft

2808 Presstman St, Baltimore, MD 21216

(833) 335-7433

$160,000

4 beds2 baths2,102 sq ft

1025 Poplar Grove St, Baltimore, MD 21216

(240) 535-7711

Average home prices near Winchester, MD

Cities

Neighborhoods

Hampden homes for sale
$362,500
Reservoir Hill homes for sale
$400,000
Dickeyville homes for sale
$550,000
Greenspring homes for sale
$235,000
Bolton Hill homes for sale
$495,000
Washington Village-Pigtown homes for sale
$174,000
Morrell Park homes for sale
$130,000
Ashburton homes for sale
$349,900
Remington homes for sale
$374,500
Downtown Baltimore homes for sale
$199,000

Winchester, MD real estate trends

All Home Types trends in Winchester, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$52,800

-64.8% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Winchester, MD

$52,800

-64.8%

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