With ongoing efforts to breathe new life into the area, Winchester is awaiting its moment to blossom. Hidden amongst a sea of gridded streets, the neighborhood offers more than meets the eye—especially to those outside the city. As Alison Debraux, an agent with Taylor Properties, says, “You have to know Baltimore to understand Baltimore.”
Located less than 4 miles from downtown, the neighborhood comprises brick row houses between 1,000 and 1,800 square feet. Home construction dates range from 1900 to 1940, so architectural design varies based on the decade of construction. Some homes feature bay windows and white accents, while others feature stone porches. Because homes line each block from end to end, you won’t find new builds nearby. You will, however, see some updated houses. “The neighborhood in the south there is being totally remodeled or renovated,” explains Debraux. Renovated homes range from $95,000 to $263,000, while homes needing repair cost between $19,800 and $83,500.
During the school year, students attend Rosemont Elementary/Middle, rated C-minus by Niche. Rosemont offers after-school athletic options like basketball and flag football and welcomes students each year with a back-to-school cookout. For high school, students choose where to attend. The closest option is Carver Vocational, which offers career training and certification for paths like cosmetology, electrical and business administrative services. Carver scores a C minus on Niche.
After school, dribble a basketball or climb on the playground at Leon Day Park, located along the edge of Gwynns Falls/Leakin Park. Jump on the Gwynns Falls Trail to extend your outdoor adventure and find over 20 miles of walkable paths through 1,200 acres of woodlands. For rainy days, play indoors at one of the two recreation centers nearby. At the Easterwood Recreation Center, operated by Omega Baltimore, a mile away, take advantage of fitness classes, adult learning opportunities, and college readiness courses. Bentalou Recreation Center, also about a mile away, hosts the Project Survival youth basketball league every summer and winter.
Once you work up an appetite, order a cheesesteak from Lucky’s Pizza, Subs & Wings, a takeout restaurant only blocks from home. For a place to dine in, make your way to TGI Fridays at Mondawmin. After you eat, shop at national and local retailers in the mall or buy groceries at Shoppers.
To volunteer and contribute to community support and outreach efforts, walk to Jonah House in St. Peter’s Cemetery, an organization dedicated to bringing people together and promoting sustainability. Assist with the garden and groundskeeping or help with distribution at the food pantry each week. For more opportunities to connect with neighbors for the greater good, keep an eye on the Alliance of Rosemont Community Organization’s calendar. The group brings together 10 neighborhoods to build a bond between nearby locales and renew shared spaces.
If you’re traveling downtown, catch the bus on Poplar Grove St. With stops every 20 minutes, commuting to the heart of the city proves simple. For trips outside city limits, take Interstate 83 north to Towson or jump on Interstate 695 south to Glen Burnie.
Jo Waye
Samson Properties
(240) 293-3754
47 Total Sales
1 in Winchester
$159,900 Price
Jachel Smalls
Samson Properties
(667) 771-4607
75 Total Sales
1 in Winchester
$57,000 Price
Paul Martinez
Century 21 Redwood Realty
(301) 281-4907
36 Total Sales
1 in Winchester
$60,000 Price
Peter Klebenow
RE/MAX Advantage Realty
(667) 239-8685
225 Total Sales
1 in Winchester
$69,900 Price
Gina White
Coldwell Banker Realty
(667) 225-5883
703 Total Sales
1 in Winchester
$150,000 Price
William Savage
Keller Williams Legacy
(443) 543-8874
195 Total Sales
3 in Winchester
$103K - $210K Price Range
On average, homes in Winchester, Baltimore sell after 77 days on the market compared to the national average of 53 days. The median sale price for homes in Winchester, Baltimore over the last 12 months is $66,000, down 31% from the median home sale price over the previous 12 months.
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An accessible West Baltimore neighborhood with relatively affordable housing
Opportunities for growth and development in Baltimore near Druid Hill Park
A residential neighborhood full of row houses in West Baltimore
Community neighboring college campuses and long-standing attractions
Community in the midst of revitalization along Gwynns Falls/Leakin Park
Evolving neighborhood with a new community health center
