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Homes for Sale near Chopticon High School

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  • /40

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    30150 Huntt Rd, Mechanicsville, MD 20659

    Completely renovated 3BR/2.5BA Cape Cod with attached garage. This move-in ready home features engineered hardwood flooring, custom crown molding, and faux wood blinds throughout. The updated kitchen includes granite countertops and new stainless steel appliances. Bathrooms offer custom tiled, upgraded showers. Additional features include ceiling fans, high-end chandelier lighting, and upgraded

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (227) 206-5242

    30150 Huntt Rd, Mechanicsville, MD 20659
  • /31

    $700,000

    • 4 Beds
    • 3.5 Baths
    • 3,860 Sq Ft

    25633 Scenic View St, Mechanicsville, MD 20659

    Welcome to your dream home in the highly desirable Grandview Haven Subdivision, Mechanicsville, Maryland. A vibrant community offering amenities such as a tennis court and spacious playground. This stunning Compton Model by Quality Built Homes showcases 4 bedrooms, 3.5 bathrooms, and a spacious 2-car side-load garage, all perfectly situated on a picturesque 1-acre lot backing to trees for added

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 232-0452

    25633 Scenic View St, Mechanicsville, MD 20659
  • /60

    $499,000

    • 4 Beds
    • 3 Baths
    • 1,300 Sq Ft

    37526 River Springs Rd, Avenue, MD 20609

    Indulge in the quiet enjoyment of true waterfront living at this charming retreat overlooking White’s Neck Creek. Enjoy stunning water views from the expansive deck, or take advantage of the private pier—perfect for fishing, crabbing, and making unforgettable memories with family and friends. This property offers a rare dual-living setup with a main home and separate guest cottage. The main

    Agent Photo

    Liz Keyser

    VYBE Realty

    (227) 234-0380

    37526 River Springs Rd, Avenue, MD 20609
  • /34

    $650,000

    • 3 Beds
    • 1.5 Baths
    • 1,764 Sq Ft

    29270 Lilly Way, Mechanicsville, MD 20659

    Your story start's here! If these walls could talk, they would whisper stories of cherished memories, home-cooked meals prepared with love, celebrations shared with family and friends—and yes, even weddings held on the property. This beautifully maintained farmhouse is filled with warmth, character, and timeless charm.From the moment you arrive, you are welcomed by a sweeping front porch and

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 997-7478

    29270 Lilly Way, Mechanicsville, MD 20659
  • /67

    $577,000

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    37420 River Springs Rd, Avenue, MD 20609

    Priced below assessed value! Current VA Loan could be assumable at under 4%. Unique waterfront property w/ guest house. New dock, w/ marine grade lumber and stainless-steel fasteners was raised to be higher than the avg. high tide. Enjoy crabbing and sunset views from the dock in spring, summer and fall. Property has 69' of shoreline with 2' at low tide and 4-5' at high tide. Open concept floor

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 218-0035

    37420 River Springs Rd, Avenue, MD 20609
  • /10

    $400,000

    • 4 Beds
    • 2 Baths
    • 1,092 Sq Ft

    26693 Cecilia Ct, Mechanicsville, MD 20659

    Welcome to 26693 Cecilia Court in Mechanicsville, a beautifully updated 4-bedroom, 2-bath rambler offering modern upgrades and move-in-ready convenience. Renovated in Summer 2025, this home features a new roof, new windows, and new siding, giving buyers peace of mind for years to come. Inside, you'll find a functional single-level layout with spacious living areas and stylish updates throughout.

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (227) 229-2151

    26693 Cecilia Ct, Mechanicsville, MD 20659
  • /36

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    38819 Morris Point Rd, Abell, MD 20606

    Letss take a look now. Completely repainted inside. Wake to a beautiful sun rise and doze to a beautiful sunset. Beautiful 3BR/2BA one-level waterfront home with boathouse, 6’x40’ pier w/ boat lift, and newer bulkhead with 6’ MLW. Enjoy an all-season sunroom with water views, brand new roof, newer windows, and updated systems including a 6-yr HVAC, new washer/dryer, and microwave. Two sheds

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 229-2593

    38819 Morris Point Rd, Abell, MD 20606
  • /47

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,591 Sq Ft

    38884 Collinwood Dr, Abell, MD 20606

    Stunning Waterfront Rambler! Move-In Ready! Experience the charm of coastal living in this beautifully renovated all-brick rambler perfectly situated on 1.19 acres with 262 feet of waterfront! From sunrise to sunset, enjoy 360-degree panoramic water views in a peaceful, private setting surrounded by mature trees and wildlife. Step inside to discover 3 spacious bedrooms, updated 2.5 bathrooms, and

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 232-4482

    38884 Collinwood Dr, Abell, MD 20606
  • /17

    $45,000

    • Land
    • 0.23 Acre
    • $195,652 per Acre

    36685 Owens Dr, Maddox, MD 20621

    Build your home or a second home here in this quiet community. Neatly tucked away. This lot is cleared with a buffer for privacy. Minutes walk to the private pier, boating and fishing. Beautiful views of the Wicomico River. Come see the possibilities.

    Agent Photo

    Myra Wallace

    Samson Properties

    (227) 230-0359

    36685 Owens Dr, Maddox, MD 20621
  • /35

    $565,000

    • 4 Beds
    • 3 Baths
    • 2,704 Sq Ft

    38310 Pleasant View Dr, Charlotte Hall, MD 20622

    Welcome to this unique opportunity in a well-established neighborhood, where privacy and potential meet! This home offers a new roof, siding, shutters, & gutters with plenty of space between neighbors and sits on an expansive 3.8 acres, & includes the adjoining 3.5-acre lot next door.The home itself could truly shine with a little cosmetic updating, making it a perfect fit for buyers looking

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 240-6072

    38310 Pleasant View Dr, Charlotte Hall, MD 20622
  • /2

    $12,000

    • Land
    • 0.25 Acre
    • $48,000 per Acre

    0 Sunset Dr, Chaptico, MD 20621

    Motivated Seller!!! Looking for a lot in a water access community? Take a look at this flat, mostly cleared lot in desirable Southern Maryland. The community has beach access, club house, boat ramp, and much more. Buyer to perform all due diligence.

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    Stephanie Rivers

    The Southside Group Real Estate

    (227) 274-0438

    0 Sunset Dr, Chaptico, MD 20621
  • /33

    $495,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft

    42278 Allison Dr, Mechanicsville, MD 20659

    *****$15k Seller Contribution offered with a Full Price Offer and using our Preferred Lender***** Welcome home to this beautifully new construction move in ready 3 bedrooms, 2 full baths + 1 half bath, 1,530 sq. ft. single-family residence located in the heart of Mechanicsville. This home offers a fresh, modern feel with timeless curb appeal, featuring a welcoming covered front porch and classic

    Agent Photo

    Edward Tully

    RE/MAX One

    (227) 230-6188

    42278 Allison Dr, Mechanicsville, MD 20659
  • /47

    $600,000

    • 5 Beds
    • 3 Baths
    • 3,297 Sq Ft

    28760 Hancock Dr, Mechanicsville, MD 20659

    This property offers an exceptional blend of indoor comfort and outdoor enjoyment. The eat-in kitchen features breakfast bar seating, wood cabinetry, a separate island for meal prep, recessed lighting, stainless steel appliances, and an attractive tile backsplash. The kitchen opens directly to the back deck, creating a seamless transition to outdoor living and providing convenient access to the

    Farrah Fuchs Redfin Corp

    28760 Hancock Dr, Mechanicsville, MD 20659
  • /66

    $520,000

    • 3 Beds
    • 2.5 Baths
    • 2,151 Sq Ft

    42161 Patuxent Dr, Mechanicsville, MD 20659

    Welcome to 42161 Patuxent Drive, a stunning waterview home that blends comfort, character, and thoughtful upgrades in a truly unique split-level layout. This 3-bedroom, 2.5-bathroom residence offers beautiful water views of the Patuxent River, spacious living areas, and exceptional functionality, both inside and out! The main level features an open-concept kitchen flowing into the dining area,

    Tim Farr Samson Properties

    42161 Patuxent Dr, Mechanicsville, MD 20659
  • /4

    $89,900

    • Land
    • 0.63 Acre
    • $142,698 per Acre

    42209 Ridge Rd, Mechanicsville, MD 20659

    Discover a rare opportunity to own a stunning 0.63-acre waterfront parcel in the coveted St. Marys Beach community. With an impressive stretch of ocean frontage, this land offers unparalleled access to the serene beauty of coastal living. Imagine waking up to the soothing sounds of waves and the gentle ocean breeze, creating a perfect backdrop for your dream home. St. Marys Beach is not just

    Marvena Baird Samson Properties

    42209 Ridge Rd, Mechanicsville, MD 20659
  • /51

    $580,000

    • 4 Beds
    • 3 Baths
    • 2,592 Sq Ft

    26833 Erin Dr, Mechanicsville, MD 20659

    Nestled on a secluded 13± acre lot in Mechanicsville, MD, this charming rambler offers the perfect blend of comfort, privacy, and modern updates. The beautifully renovated kitchen is a standout feature, showcasing stainless steel appliances, butcher block countertops, stylish two-tone cabinetry, and a welcoming breakfast island—perfect for both everyday living and entertaining. The main level

    Anne Hooper Hooper & Associates

    26833 Erin Dr, Mechanicsville, MD 20659
  • /28

    $1,049,000

    • 9 Beds
    • 5 Baths
    • 6,476 Sq Ft

    40840 Greenwood Ln, Leonardtown, MD 20650

    From the moment you enter over 6000+ sqft of finished home , it's clear this home has been enhanced well beyond the typical. High-quality finishes, updated systems, and carefully selected improvements are evident throughout, creating a move-in-ready experience that today's buyers will immediately appreciate. This meticulously maintained home features luxury living on 2.10 acres, offering the

    Romy Singh Samson Properties

    40840 Greenwood Ln, Leonardtown, MD 20650
  • /20

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    29911 Woodland Cir, Mechanicsville, MD 20659

    Fantastic opportunity to own a home in a sought-after beach-privilege community! Enjoy access to beautiful beaches, a convenient boat ramp, and relaxing waterfront play areas along the scenic Patuxent River—perfect for boating, fishing, or simply unwinding by the water. Great corner lot with ample parking, oversized garage and storage area for your boat or RV Home is well maintained and is truly

    John Peterson Nitro Realty

    29911 Woodland Cir, Mechanicsville, MD 20659
  • /74

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 2,255 Sq Ft

    36026 Bay Dr, Chaptico, MD 20621

    Seller says SELL! Peaceful Waterfront living in Chaptico Maryland, approximately 6-10 miles from Mechanicsville Maryland and Leonardstowne; Carefully laid out in the Millpoint Shores Community, this 3 bedroom, 2.5-bath ranch-style home with Den/Family room and laundry room, is nestled on the banks of the stunning Wicomico River. Extending approximately 60ft the home has a private pier with boat

    Marvin Boone Samson Properties

    36026 Bay Dr, Chaptico, MD 20621
  • /51

    $549,000

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    25965 Timothy Ct, Mechanicsville, MD 20659

    Nestled in the prestigious Shamrock Glenn Estates, this exquisite ranch-style residence offers a harmonious blend of luxury and comfort, set on a sprawling 7.18-acre lot that backs to serene trees and lush greenery. The property, built in 1998 and undergoing significant renovations in 2026, showcases a meticulous attention to detail and high-end finishes throughout. As you step inside, you are

    Mike Sweeney Taylor Properties

    25965 Timothy Ct, Mechanicsville, MD 20659
  • /11

    $135,000

    • Land
    • 1.46 Acres
    • $92,466 per Acre

    28723 Three Notch Trail, Mechanicsville, MD 20659

    Two lots and two approved perc sites! Being sold together, 1.46 acres. Wooded and mostly level with slope on the north side. One lot has 180 ft and other has 157 ft of road frontage. Nice level area to build back off the road, and an easy mid county commute in either direction. Also located near restaurants, schools and more. Zoned Residential Low Density to allow for a variety of uses.

    Juliet Brown Residential Plus Real Estate Services

    28723 Three Notch Trail, Mechanicsville, MD 20659
  • /56

    $995,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,490 Sq Ft

    40003 Tippit Rd, Leonardtown, MD 20650

    If you've been looking for Leonardtown waterfront, look no further! This exceptional .83-acre waterfront retreat on deep, protected Combs Creek offers breathtaking, panoramic views stretching across Breton Bay to the Potomac River. A rare and versatile offering, 40003 Tippit Road features TWO beautifully appointed dwellings, blending historic charm with modern comfort in a truly serene setting.

    Charlotte Long EXP Realty, LLC

    40003 Tippit Rd, Leonardtown, MD 20650
  • /33

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    22281 Nomoni St, Leonardtown, MD 20650

    Nice home in waterfront community. 3 bedrooms and 2 baths. New floors, new refrigerator, new dishwasher, freshly painted. This home is ready for its new owner. Enjoy community beach/water access for a small mfee each year! No HOA! This is only the beginning...move-in ready for you to start your home ownership dream here!

    Paul Fenton Coldwell Banker Premier

    22281 Nomoni St, Leonardtown, MD 20650
  • /25

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft

    26951 Mechanicsville Rd, Mechanicsville, MD 20659

    Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home sits on just over 1 acre in the heart of Mechanicsville! Featuring a spacious layout, this home offers a large primary bedroom with a fully updated en-suite bathroom, providing the perfect private retreat. The completely renovated kitchen boasts modern finishes and is ready for everyday living or entertaining. Step outside to

    Jack O'Steen RE/MAX Realty Group

    26951 Mechanicsville Rd, Mechanicsville, MD 20659
  • /45

    $679,000

    • 4 Beds
    • 3.5 Baths
    • 4,344 Sq Ft

    29850 Eldorado Farm Dr, Mechanicsville, MD 20659

    Tucked away on nearly 2 private acres with no HOA, this beautifully maintained brick-front colonial offers the perfect blend of space, comfort, and flexibility. From the moment you arrive, the expansive yard, fresh landscaping, and inviting curb appeal set the tone. Inside, a light-filled two-story foyer opens to a spacious great room anchored by a cozy gas fireplace—ideal for both everyday

    Charnise Calhoun Carter Realty One Group Performance, LLC

    29850 Eldorado Farm Dr, Mechanicsville, MD 20659
  • /15

    $370,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659

    This charming one-level home is the perfect balance between relaxing, being outdoors and being close to local shops and restaurants. This open floor plan home features 3 bedrooms, 2 full bathrooms and over 1,620 of comfortable living space. Fresh paint throughout the main living area. The kitchen has tons of natural light and opens up to the dining and living area. The primary is on it's on side

    Kathleen Flanagan RE/MAX One

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659
  • /36

    $399,900

    • 4 Beds
    • 2 Baths
    • 2,192 Sq Ft

    29866 Jefferson Rd, Mechanicsville, MD 20659

    Discover the charm of Golden Beach, where serene riverfront living meets vibrant community life. This delightful ranch-style home, built in 1977, offers a unique opportunity to embrace a lifestyle enriched by nature and community spirit. Nestled on a generous 0.34-acre lot, this property boasts water access to the picturesque river, perfect for kayaking, fishing, or simply enjoying tranquil

    Ron Lord Home Towne Real Estate

    29866 Jefferson Rd, Mechanicsville, MD 20659
  • /121

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,499 Sq Ft

    37668 Waterloo Rd, Coltons Point, MD 20626

    Welcome to an extraordinary waterfront property on St. Catherine Sound, with expansive views across the Wicomico and Potomac Rivers. The centerpiece is a charming Cape Cod-style home set on 6.394 acres with 3,500 square feet of comfortable, well-designed living space.This spacious 4-bedroom, 3-bathroom home features a primary suite on the main level along with two additional bedrooms, an 1

    Jennifer Goddard CENTURY 21 New Millennium

    37668 Waterloo Rd, Coltons Point, MD 20626
  • /86

    $749,900

    • 6 Beds
    • 4.5 Baths
    • 5,366 Sq Ft

    27962 Cathedral Dr, Mechanicsville, MD 20659

    This private 2.58-acre property is surrounded by mature trees, offering a peaceful and secluded setting. The impressive colonial home features an open floor plan with spacious rooms across all three levels, designed for both comfortable living and entertaining. The main level welcomes you with a dramatic two-story foyer and features a wide-open layout, including a formal dining room and a

    Dawn Wood O'Brien Realty ERA Powered

    27962 Cathedral Dr, Mechanicsville, MD 20659
  • /102

    $1,125,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,680 Sq Ft

    38150 Boatman Ln, Avenue, MD 20609

    Beautifully maintained rambler on a spacious lot along St. Patrick’s Creek in the sought-after Olen Mattingly neighborhood—offering true one-level living with no steps. This custom-built home features 3 large bedrooms and 2 full baths, with an open-concept floor plan designed to maximize natural light and scenic creek views. Breathtaking water views pour through large windows in the living room,

    Gary Durand CENTURY 21 New Millennium

    38150 Boatman Ln, Avenue, MD 20609
  • /50

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,473 Sq Ft

    27087 Dogwood Ln, Mechanicsville, MD 20659

    Nestled in the serene Beverly Estates, this charming split foyer home offers a perfect blend of comfort and modern living. With a major renovation completed in 2020, this residence boasts a fresh and inviting atmosphere, making it an ideal retreat for anyone seeking a peaceful lifestyle. Step inside to discover a thoughtfully designed interior featuring three spacious bedrooms and two full

    Deborah Shirley Real Broker, LLC

    27087 Dogwood Ln, Mechanicsville, MD 20659
  • /2

    $150,000

    • Land
    • 1.14 Acres
    • $131,579 per Acre

    Lot 15 Barbara Ct, Mechanicsville, MD 20659

    Build Your Dream Home in Hunter’s Ridge! Rare opportunity to own one of the last undeveloped lot's, in the sought-after Hunter’s Ridge subdivision in Mechanicsville. Located at Lot 15 Barbara Court, this beautiful 1.14± acre homesite offers privacy, mature trees, and a peaceful setting at the end of a quiet community. The heavy lifting has already been done...engineering work and perc testing are

    Michael Fitzgerald, II RE/MAX One

    Lot 15 Barbara Ct, Mechanicsville, MD 20659
  • /13

    $169,999

    • Land
    • 5.51 Acres
    • $30,853 per Acre

    21047 Abell Rd, Abell, MD 20606

    Bring your plans and create your ideal retreat on this beautiful 5.51-acre flat lot, tucked away in a peaceful and private setting. Surrounded by mature and juvenile trees, this property offers a rare blend of tranquility and natural beauty, located just moments from scenic Back Creek. While no direct waterfront access, the proximity to the water enhances the serene atmosphere and offers

    Darrin Carter RE/MAX One

    21047 Abell Rd, Abell, MD 20606
  • /8

    $249,999

    • Land
    • 2.99 Acres
    • $83,612 per Acre

    20767 Abell Rd, Abell, MD 20606

    On nearly 3 acres this is a rare opportunity to own a buildable waterfront parcel in a secluded and peaceful setting. Located along a quiet one-way street with minimal traffic, this property offers privacy while still providing convenient access to surrounding amenities. The lot is currently wooded and level, offering an ideal canvas to bring your builder and custom home plans. The property has

    Darrin Carter RE/MAX One

    20767 Abell Rd, Abell, MD 20606
  • /61

    $519,900

    • 4 Beds
    • 4 Baths
    • 2,874 Sq Ft

    28055 Old Village Rd, Mechanicsville, MD 20659

    A great Location and Southern Maryland living at its best. Sitting on over an acre of useable prime land. Come view this charming two story that has the accents of historic touches but a modern feel. The home has a huge addition that contains a rear entrance garage. The home has four bedrooms and two full baths and two half baths. The primary bedroom is very spacious with large walk-in closets

    Deane Wolfe JPAR Real Estate Professionals

    28055 Old Village Rd, Mechanicsville, MD 20659
  • /40

    $415,000

    • 4 Beds
    • 2 Baths
    • 1,956 Sq Ft

    29910 Richard Cir, Mechanicsville, MD 20659

    Discover your perfect retreat in the heart of Mechanicsville where comfort convenience, and outdoor adventure meet! This well maintained home sits on just over an acre in the Golden Beach Community offering private beaches, boat ramps, and endless opportunities for crabbing, fishing, swimming, and boating. Inviting living room with gleaming hardwood floors. Kitchen with separate dining area to

    Ruth Williams CENTURY 21 New Millennium

    29910 Richard Cir, Mechanicsville, MD 20659
  • /21

    $455,000

    • 5 Beds
    • 3 Baths
    • 2,386 Sq Ft

    39591 Mason Dr, Mechanicsville, MD 20659

    Beautifully refreshed 5 bedroom, 3 bathroom split foyer in Mechanicsville offering modern updates, flexible living space, and a spacious yard. This move in ready home has been completely updated with new systems, a new roof, renovated kitchen and bathrooms, updated fixtures, and hardwood flooring throughout. The main level features a bright and open living area that flows seamlessly into the

    Phoenix Wright Compass

    39591 Mason Dr, Mechanicsville, MD 20659
  • /2

    $130,000

    • Land
    • 4.08 Acres
    • $31,863 per Acre

    0 Cat Creek Rd Unit MDSM2029850, Mechanicsville, MD 20659

    Build Your Dream on 4.08 Acres in Riverwood Farms Mechanicsville, MD. Welcome to Cat Creek Road, nestled in the Riverwood Farms subdivision in Mechanicsville. This expansive 4.08-acre lot offers the perfect blend of privacy and convenience, providing an incredible opportunity to build your custom dream home in a peaceful, wooded setting. The property has already passed perc test, streamlining the

    Michael Fitzgerald, II RE/MAX One

    0 Cat Creek Rd Unit MDSM2029850, Mechanicsville, MD 20659
  • /44

    $488,000

    • 3 Beds
    • 3.5 Baths
    • 2,481 Sq Ft

    23230 Colton Point Rd, Avenue, MD 20609

    Beautiful Brick rambler on 1 acre in the sought after area of 7th District. This home has been meticulously cared for and features original hardwood floors that have been restored to their original beauty. The home has 3 bedrooms, two bathrooms, living room, family room, kitchen and dining room combination, a wonderful porch, huge two car garage with a half bath, a covered deck, a partially

    Diane Fenwick RE/MAX One

    23230 Colton Point Rd, Avenue, MD 20609
  • /4

    $250,000

    • 880 Sq Ft

    20910 Olen Mattingly Rd, Avenue, MD 20609

    Rare opportunity in the highly desirable 7th District of St. Mary’s County! This unique offering includes three separate waterfront lots totaling approximately 1.5 acres. Each lot currently contains existing structures that are in dilapidated condition and are likely tear-downs, offering a blank slate for buyers with vision. With its scenic waterfront setting and location in one of the county’s

    Justin Tiede The Southside Group Real Estate

    20910 Olen Mattingly Rd, Avenue, MD 20609

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