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Explore Similar Homes Within 2 Miles of Winchester, MD

  • /44

    $495,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 3,192 Sq Ft

    254 Waxter Way, Baltimore, MD 21217

    Welcome to 254 Waxter Way, a rarely available contemporary townhome offering the largest floorplan in the private, gated Park Purchase III community in historic Bolton hill. This 3 bedroom, 3.5 bath has been thoughtfully updated with BRAND NEW: carpet, interior paint, recessed LED lighting, landscaping, and more! This home blends classic neighborhood charm with modern finishes. The open concept

    Agent Photo

    Barbara Reamer

    Berkshire Hathaway HomeServices Homesale Realty

    (301) 970-4479

    254 Waxter Way, Baltimore, MD 21217
  • /46

    $240,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,048 Sq Ft

    604 Wyeth St, Baltimore, MD 21230

    Charm, character, and convenience come together in this updated 3-bedroom, 2.5-bath Baltimore rowhome just minutes from Camden Yards and M&T Bank Stadium. Step inside to find rich hardwood floors, recessed lighting, and a pleasing color palette that accentuates the open main living level. The bright and welcoming living room flows seamlessly into the dining area, creating an ideal space for

    Jeniffer Siliezar Cabrera Northrop Realty

    604 Wyeth St, Baltimore, MD 21230
  • /25

    $140,000

    • 3 Beds
    • 1 Bath
    • 2,008 Sq Ft

    2002 N Smallwood St, Baltimore, MD 21216

    Pick your buyer concession: Interest rate buydown or closing assistance!!!Beautifully renovated and move-in ready, 2002 N Smallwood Street offers the perfect blend of classic Baltimore charm and modern updates. Step inside to find luxury vinyl plank flooring on the main level, where a light-filled living room with an exposed brick accent wall flows into the dining area and a refreshed

    Hazel Shakur Redfin Corp

    2002 N Smallwood St, Baltimore, MD 21216
  • /41

    $425,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,146 Sq Ft

    702 Puritan St, Baltimore, MD 21211

    Nestled in the heart of Stone Hill—one of Baltimore’s most beloved enclaves—this remarkable home offers a rare opportunity to own a piece of Hampden’s history. Built in the late 1840s, this house is believed to be the second-oldest in the neighborhood and is rumored to have once served as the community’s tavern and general store.Stone Hill itself is a hidden treasure: a quiet, tree-lined

    Diana Pham EXP Realty, LLC

    702 Puritan St, Baltimore, MD 21211
  • /46

    $315,000

    • 4 Beds
    • 2.5 Baths
    • 2,066 Sq Ft

    329 N Gilmor St, Baltimore, MD 21223

    Welcome to The Legacy at Gilmor, where city living meets modern sophistication. These brand-new townhomes by Onyx Development offer an exceptional blend of luxury, space, and value crafted for those who want more out of homeownership.Step inside and experience over 2,400 square feet of thoughtfully designed living space spanning four finished levels. Every detail has been carefully curated to

    Gabriel Dutton Keller Williams Gateway LLC

    329 N Gilmor St, Baltimore, MD 21223
  • /23

    $294,900 Open Sun 2:30PM - 4:30PM

    • 4 Beds
    • 3.5 Baths
    • 1,544 Sq Ft

    604 N Augusta Ave, Baltimore, MD 21229

    Welcome to 604 N Augusta Ave, where classic Baltimore architecture meets a complete renovation crafted by a reputable local investor known for quality and attention to detail. Every inch of this Edmondson Village home has been thoughtfully rebuilt for modern comfort and lasting value. Step inside to an open and inviting floor plan filled with natural light and clean, contemporary finishes. The

    Andres Serafini Realty of America LLC

    604 N Augusta Ave, Baltimore, MD 21229
  • /35

    $339,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,260 Sq Ft

    1216 W 37th St, Baltimore, MD 21211

    Welcome to 1216 W 37th Street. A beautifully updated 3BR, 1.5BA brick townhome just one block from “The Avenue” in Hampden. This home blends classic Baltimore charm with modern updates, featuring refinished inlaid hardwoods, high ceilings, and an open main level filled with natural light. The renovated kitchen (2017) offers GE Profile appliances, a double oven, concrete counters, recessed

    Jay Payne Berkshire Hathaway HomeServices Homesale Realty

    1216 W 37th St, Baltimore, MD 21211
  • /40

    $275,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 2,433 Sq Ft

    1408 Madison Ave Unit 1/2, Baltimore, MD 21217

    Step into a bright, freshly updated residence where LVP floors and a statement brick accent wall upstairs bring charm and character to every corner. With three bedrooms, 3.5 baths, and a versatile loft office space, there’s space to live, work, and relax. The light-filled living and formal dining rooms flow into a modern kitchen made for entertaining, and out back you’ll find private off-street

    Keri Shull EXP Realty, LLC

    1408 Madison Ave Unit 1/2, Baltimore, MD 21217
  • /30

    $289,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,632 Sq Ft

    739 Mchenry St, Baltimore, MD 21230

    This beautiful brick town home has 4 levels of living space. Walk into a spacious living room and enter the kitchen and family room with a double sided wood burning fireplace and French doors leading to the private fenced backyard. The top floor has a bedroom and newer full bathroom. The next level houses two bedrooms, an outdoor deck and a hall full bathroom. The lower level has a bonus room

    Themis Johnson Long & Foster Real Estate, Inc.

    739 Mchenry St, Baltimore, MD 21230
  • /32

    $172,300 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 1.5 Baths
    • 1,434 Sq Ft

    502 Lyndhurst St, Baltimore, MD 21229

    Nestled in the charming Allendale neighborhood, this beautifully renovated townhouse is a perfect blend of traditional elegance and modern comfort. This home is designed to meet the needs of today's discerning buyers, offering a warm and inviting atmosphere that feels just right. As you step inside, you'll be greeted by a spacious layout that maximizes both functionality and style. The interior

    Jasmine Trammell ExecuHome Realty

    502 Lyndhurst St, Baltimore, MD 21229
  • /30

    $438,000

    • 4 Beds
    • 2 Baths
    • 1,816 Sq Ft

    3615 Buena Vista Ave, Baltimore, MD 21211

    Nestled in the charming Hampden Historic District, this beautifully upgraded 4-bedroom, 2-bathroom home exudes luxury and comfort. With a major renovation completed in 2025, the property showcases beautiful finishes and modern conveniences while preserving its traditional architectural charm. Step inside to discover an inviting layout adorned with luxury vinyl plank and plush carpet flooring. The

    Kevin Franklin EXP Realty, LLC

    3615 Buena Vista Ave, Baltimore, MD 21211
  • /29

    $249,000

    • 2 Beds
    • 1.5 Baths
    • 1,045 Sq Ft

    3432 Roland Ave, Baltimore, MD 21211

    Nestled in the heart of Hampden, this beautifully updated three-story brick rowhome combines historic Baltimore charm with stylish, modern updates. Enjoy peace of mind with brand-new updates throughout, including new windows, a new furnace, new water heater, new roof, and a brand-new front porch—all the big-ticket items are already taken care of.Just steps from “The Avenue” and everything

    Joy Sushinsky Compass

    3432 Roland Ave, Baltimore, MD 21211
  • /34

    $499,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 3,190 Sq Ft

    1906 Madison Ave, Baltimore, MD 21217

    Discover refined city living in this fully renovated 4 level townhome in historic Madison Park. This thoughfully designed home features hardwood floors throughout, statement walls with wainscoting, formal dining room, and a stunning 10' kitchen island. 4 spacious bedrooms all have a private bath and walk in closets. The primary bedroom offers a separate soaking tub and shower plus a private deck.

    Kimberly Jones Northgate Realty, LLC

    1906 Madison Ave, Baltimore, MD 21217
  • /52

    $585,000 Open Sun 2PM - 3:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,159 Sq Ft

    1746 Park Ave, Baltimore, MD 21217

    **Price Adjustment! Come to the Open House Sunday Nov 2nd!**Parkviews at 1746 Park! See this 4 bedroom, 2.5 bath Brownstone in Bolton Hill — designer details perfectly coupled with classic architecture! Thoughtful updates, access to pocket parks, cafes, and Streets grocery store coming soon! The home has undergone a stunning designer renovation that thoughtfully preserves historic character while

    Kelly Knock Compass

    1746 Park Ave, Baltimore, MD 21217
  • /50

    $250,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,729 Sq Ft

    764 Ramsay St, Baltimore, MD 21230

    Beautifully updated 3BR, 2.5BA townhome in sought-after Barre Circle! Three fully finished levels showcase hardwood floors and exposed brick throughout. Gourmet kitchen with granite counters and high-end finishes opens to a private patio, plus enjoy a spacious roof deck for outdoor living. Recent bath renovations and convenient 2nd-floor laundry. Central heating/cooling (natural gas heat,

    Ashira Barbosa Cummings & Co. Realtors

    764 Ramsay St, Baltimore, MD 21230
  • /33

    $199,900 Open House 11/15

    • 3 Beds
    • 3 Baths
    • 1,188 Sq Ft

    304 S Augusta Ave, Baltimore, MD 21229

    Welcome to this beautifully renovated 3-bedroom, 3-full-bath home located in Baltimore’s charming and historic Irvington community. This spacious property seamlessly blends modern updates with classic character, offering comfortable living across three finished levels. Step inside to find a bright and airy main level within floor primary bedroom and ensuite bath, stylish finishes throughout. The

    Domonic Jordon Berkshire Hathaway HomeServices Homesale Realty

    304 S Augusta Ave, Baltimore, MD 21229
  • /45

    $179,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,464 Sq Ft

    4110 Fairview Ave, Baltimore, MD 21216

    Drastic Reduction! Seller will help with closing! Beautifully rehabbed town home in Baltimore. Gorgeous hardwood floors, Granite Counters, all NEW Bathroom, New Electric, fenced in yard. A MUST SEE!!

    Tom Smith Long & Foster Real Estate, Inc.

    4110 Fairview Ave, Baltimore, MD 21216
  • /29

    $250,000 Open Sun 3:30PM - 5:30PM

    • 4 Beds
    • 3.5 Baths
    • 1,572 Sq Ft

    113 S Stricker St, Baltimore, MD 21223

    Welcome home to this spacious 4 bedroom, 3 full and one half bath residence in the heart of Historic Union Square. From the moment you step inside, you’ll feel the warmth and character that make this home so special. It beautifully blends the timeless charm of an older home with thoughtful modern updates.Generous room sizes and abundant storage provide comfort rarely found in a historic

    Karen Clark Samson Properties

    113 S Stricker St, Baltimore, MD 21223
  • /2

    $245,000 Open House 11/15

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

    27 S Monastery Ave, Baltimore, MD 21229

    Seller offering 1 year Home warranty to buyerCharming RENOVATED Vintage Home with Modern Elegance.Step into a beautiful piece of history with this stunning classic brick townhome where timeless charm meets modern sophistication. Nestled in a serene neighborhood, this residence boasts 3 spacious bedrooms and 1.5 baths, making it the perfect sanctuary for families or those who love to

    Regina Williams Brick and Quill Realty

    27 S Monastery Ave, Baltimore, MD 21229
  • /53

    $195,000 Open Tue 11:30AM - 11:30AM

    • Studio
    • 3,609 Sq Ft

    1601 Frederick Ave, Baltimore, MD 21223

    GUIDED TOUR TUESDAY, NOVEMBER 4TH, AT 11:30AMList price is Opening Bid at the Online auction to be conducted on Auctioneers website. Auction begins on Saturday November 1 & Auction ends November 6 @ 12:00 pm. ATTENTION INVESTORS! Presenting 1601 Frederick Avenue Spanning across 3 levels, this expansive corner unit building has plenty of perks! Offering 3,609± above grade SF, there's no

    Larry Cooper Alex Cooper Auctioneers, Inc.

    1601 Frederick Ave, Baltimore, MD 21223
  • /19

    $100,000 Open House 11/12

    • 1 Bed
    • 4 Baths
    • 3,660 Sq Ft

    1500 W Baltimore St, Baltimore, MD 21223

    REAL ESTATE AUCTION featuring ON SITE and SIMULCAST ONLINE BIDDING!! Online Bidding Opens - Monday, November 10, 2025. Live On Site Auction - Wednesday, November 12, 2025 at 12:00 noon. List price is opening bid only. 1500 W. Baltimore Street is a three-story end-of-group storefront building prominently located at the corner of W. Baltimore Street and N. Stricker Street in the Franklin Square

    Kyle Franklin A.J. Billig & Company

    1500 W Baltimore St, Baltimore, MD 21223
  • /40

    $400,000 Open Wed 12PM - 1PM

    • Studio
    • 7,014 Sq Ft

    901 Chauncey Ave, Baltimore, MD 21217

    REAL ESTATE AUCTION featuring ON SITE and SIMULCAST ONLINE BIDDING!! Online Bidding Opens - Tuesday, November 18, 2025. Live On Site Auction - Thursday, November 20, 2025 at 12:00 noon. List price is opening bid only. Fully leased six unit apartment building. Each unit is two bedrooms and one bathroom with large kitchens, living area, and in-unit washer and dryer. All apartments have separate

    Luis Arrazola A.J. Billig & Company

    901 Chauncey Ave, Baltimore, MD 21217

Home Trends in Winchester, MD

Housing Trends

Median Sale Price
$66,000
Median Townhouse Sale Price
$76,500
Average Price Per Sq Ft
$54
Number of Homes for Sale
14
Last 12 months Home Sales
21
Months of Supply
8.00
Median List Price
$76,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-31%
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