21

Avenue, MD Houses for Sale

Section Image Section Image
  • /33

    $500,000

    • 2 Beds
    • 1 Bath
    • 1,018 Sq Ft

    20798 Waterside Dr, Leonardtown, MD 20650

    Stunning Waterfront Opportunity on the Potomac River. Discover the perfect cottage waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s crabbing,

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 230-6008

    20798 Waterside Dr, Leonardtown, MD 20650
  • /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
  • /47

    $825,000

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

    38884 Collinwood Dr, Abell, MD 20606

    ***OPEN HOUSE*** SATURDAY, March 7th from 1 - 3 PM. 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

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 232-4482

    38884 Collinwood Dr, Abell, MD 20606
  • /42

    $599,000

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

    38819 Morris Point Rd, Abell, MD 20606

    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 provide extra storage. Primary bedroom has private

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 229-2593

    38819 Morris Point Rd, Abell, MD 20606
  • /34

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    22204 Nomoni St, Leonardtown, MD 20650

    Welcome to this bright and inviting home with an open-concept layout perfect for everyday living and entertaining. The spacious living area flows into the kitchen, featuring stainless steel appliances and convenient stackable washer and dryer access. Relax in the sunroom with a partial bay view and plenty of natural light. The primary suite offers a private en-suite bathroom, while an additional

    Tig Wright Redfin Corp

    22204 Nomoni St, Leonardtown, MD 20650
  • /62

    $778,900

    • 4 Beds
    • 4 Baths
    • 2,097 Sq Ft

    22393 Saint Clements Ave, Leonardtown, MD 20650

    Experience refined waterfront living in this completely renovated rancher overlooking Saint Clements Bay. Originally built in 1966, this residence has been thoughtfully reimagined from top to bottom with extensive structural, electrical, and plumbing upgrades, blending modern luxury with effortless coastal charm. Situated on a waterfront lot, the property offers its own private L-shaped

    Ralph Harvey ListWithFreedom.com

    22393 Saint Clements Ave, Leonardtown, MD 20650
  • /3

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,886 Sq Ft

    39725 Lady Baltimore Ave, Leonardtown, MD 20650

    This estate sale presents a rare opportunity to own three combined lots, offering added potential. A new roof was installed in August of last year, and the home features upgraded vinyl windows.This charming brick residence is much larger than it appears, offering a spacious layout designed for comfortable one-level living. The attached two-car garage provides ample room not only for parking,

    Jessica Raley CENTURY 21 New Millennium

    39725 Lady Baltimore Ave, Leonardtown, MD 20650
  • /12

    $374,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,118 Sq Ft

    23173 Hilltop Dr, Bushwood, MD 20618

    Discover an exquisite opportunity to own a brand-new residence in the Long View subdivision, where luxury meets tranquility. This stunning ranch-style home, completed in 2025, boasts a modern design and high-end finishes that cater to an exclusive lifestyle. The gourmet kitchen is equipped with stainless steel appliances, including a built-in microwave, electric oven/range, and a spacious

    Kathy Lee Suite Samson Properties

    23173 Hilltop Dr, Bushwood, MD 20618
  • /65

    $359,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    18323 Oakland Dr, Cobb Island, MD 20625

    Situated on an unusually large 1.8+ acre lot on charming Cobb Island, this adorable cottage-style home offers the perfect blend of comfort, character, and island living. Designed for easy main-level living, with primary bedroom, full bath and washer & dryer all on the main level. The spacious family room invites you to relax, while the galley kitchen flows into a cozy dining area—ideal for

    Christy Gartland CENTURY 21 New Millennium

    18323 Oakland Dr, Cobb Island, MD 20625
  • /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
  • /40

    $474,900

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    22343 Newtowne Neck Rd, Leonardtown, MD 20650

    MOVE-IN READY!! Welcome to this beautifully maintained 4-bedroom, 2-bath rambler situated on a 1-acre lot in Leonardtown, Maryland. Offering the ease of one-level living and a functional, flowing floor plan, this home combines space, comfort, and practicality in a peaceful Southern Maryland setting. Step inside to find a spacious living room with gleaming floors and abundant natural light. The

    Mark Frisco CENTURY 21 New Millennium

    22343 Newtowne Neck Rd, Leonardtown, MD 20650
  • /96

    $799,900

    • 4 Beds
    • 4 Baths
    • 2,544 Sq Ft

    21210 Bernie Lawrence Ln, Abell, MD 20606

    Motivated Seller! Waterfront in historic 7th heaven, almost over 1.5 acres, over 150 feet on protected Canoe Neck Creek with immediate access to St. Clements Bay and the Potomac River. You can dock your boat in your slip with electric where you can fish & crab, watch blue heron, osprey, ducks or geese .Close to historic St. Clements Island Lighthouse & Museum. Well maintained, custom built, with

    Billy Fitzgerald Fitzgerald Realty & Auctioneers

    21210 Bernie Lawrence Ln, Abell, MD 20606
  • /30

    $1,750,000

    • 4 Beds
    • 2 Baths
    • 2,130 Sq Ft

    0 Bayside Rd, Leonardtown, MD 20650

    Welcome to Bayside Road. Residents of Leonardtown believe this is THE place to live. This is a beautiful, well-maintained waterfront farm that is located a few minutes from historic Downtown Leonardtown. When you enter the property gates, you will see the most beautiful canopy of trees leading you through the whole farm. The Charming Cape Cod house is situated on 48.9 acres of gorgeous land. The

    Bonnie Haley Haley Family Realty

    0 Bayside Rd, Leonardtown, MD 20650
  • /47

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 1,962 Sq Ft

    20938 Olen Mattingly Rd, Avenue, MD 20609

    This Cape Cod is located on a 1-acre waterfront lot on Saint Patrick's Creek. Bring the boat! It's the perfect location for boosting in the sun, fishing, and crabbing. It has an extensive pier and floating dock that was recently resurfaced w/ marine pressure-treated timber. It spacious with 4 Bedrooms 3.5 Baths. The home features two main-level master bedrooms with ensuite bathrooms. The

    Thomas Hennerty NetRealtyNow.com, LLC

    20938 Olen Mattingly Rd, Avenue, MD 20609
  • /58

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,829 Sq Ft

    40736 Center 40 Cir, Leonardtown, MD 20650

    BACK ON MARKET. Charming Split Level home on just over 1/2 an acre in Breton Bay. As you enter the front door, the hardwood floors lead you throughout the main living areas of the home. Living room and dining room are both located on the main level. Kitchen with updated Corian counters and stainless appliances. Back door off kitchen opens to patio and back yard. Great entertaining space or space

    Kelly Padgett CENTURY 21 New Millennium

    40736 Center 40 Cir, Leonardtown, MD 20650
  • /14

    $300,000

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    20436 Bowles Rd, Coltons Point, MD 20626

    Huge price adjustment! Bring your vision to 20436 Bowles Road and create your own water-oriented piece of heaven in Coltons Point! Set on a dead-end road, this adorable cape cod sits on 3.45 acres with waterfront/access. The main level is cozy, with a living room, eat in kitchen, 2 bedrooms, and a full bathroom. Upstairs is a finished attic space and another full bath that could be made into a

    Samantha Bowling Samson Properties

    20436 Bowles Rd, Coltons Point, MD 20626
  • /10

    $499,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,997 Sq Ft

    23131 Meadow Rd, Bushwood, MD 20618

    Nestled in a quickly evolving, water-privileged neighborhood of Longview Beach in Bushwood, Maryland, this brand-new construction offers the ideal blend of peaceful rural living and modern convenience. Enjoy a reasonable commute to Dahlgren Naval Support Facility in Virginia and NAS Patuxent River in California, MD, all while avoiding the traffic and noise of more congested areas. The home is

    Darrin Carter RE/MAX One

    23131 Meadow Rd, Bushwood, MD 20618
  • /31

    $384,900

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    23170 Longview Blvd, Bushwood, MD 20618

    Charming Country Rambler on Spacious .7 Acre Lot! Welcome to peaceful country living in this beautiful 3-bedroom, 2.5-bath rambler, perfectly situated on nearly over a half an acre of flat, lush lawn. This single-level home offers both comfort and convenience with a functional layout and room to breathe, inside and out. Step into a bright, open living area with ample natural light, ideal for cozy

    Chris Norris JR. Topside Realty

    23170 Longview Blvd, Bushwood, MD 20618
  • /30

    $399,999

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft

    12350 Neale Sound Dr, Cobb Island, MD 20625

    Charming single-family residence offering 1,444 square feet, 3 bedrooms, and 2 full bathrooms with water views of Neale Sound on picturesque Cobb Island. Step inside to a spacious and open main level, where vaulted ceilings and dual ceiling fans enhance the bright and airy combined living and dining room. This inviting space flows into a cozy sunroom with views of the garden and the water, along

    Keri Shull EXP Realty, LLC

    12350 Neale Sound Dr, Cobb Island, MD 20625
  • /17

    $134,500

    • 664 Sq Ft

    18299 Piedmont Dr, Cobb Island, MD 20625

    Bring your vision to Cobb Island! This unique corner lot offers the perfect opportunity to build your dream home in one of Southern Maryland’s most charming waterfront communities. The existing home is a tear down, but the true value lies in the property itself—nestled in a friendly, walkable neighborhood with water views and a community spirit you won’t find anywhere else. Located adjacent to a

    Konnie McCarthy MacNificent Properties LLC

    18299 Piedmont Dr, Cobb Island, MD 20625
How to Buy a Home How to Finance a Home How to Sell a Home