4,060

St Marys, MD Homes

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  • /67

    $577,000

    • 2 Beds
    • 1.5 Baths
    • 2,112 Sq Ft

    37420 River Springs Rd, Avenue, MD 20609

    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 plan w/ lots of light and

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 896-3491

    37420 River Springs Rd, Avenue, MD 20609
  • /16

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 1,300 Sq Ft
    • Condo for Rent

    37526 River Springs Rd Unit Artist Studio, Avenue, MD 20609

    Welcome to The Riverhouse, a peaceful waterfront retreat nestled along the banks of White’s Neck Creek, a quiet tributary of the Potomac River. Tucked away in the heart of St. Mary’s County, this hidden gem offers a unique blend of natural beauty and thoughtfully curated spaces—perfect for intimate gatherings, creative productions, and soulful retreats.As you arrive, you're greeted by

    37526 River Springs Rd Unit Artist Studio, Avenue, MD 20609
  • /83

    $1,700,000 Sold Aug 21, 2025

    • 3,459 Sq Ft
    • $491/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    40972 Mollies Way, Leonardtown, MD 20650

    Once in a Lifetime Potomac River Estate on 20+ AcresAt the end of a long, private drive, discover this breathtaking custom-built Potomac River waterfront 3459SQFT Colonial, nestled on 20.35 acres of pristine land with sweeping river views and a private pond. Built in 1995 by its original owners, this stunning 4-bedroom, 2.5-bath estate redefines timeless craftsmanship, luxurious design,

    Mark Frisco CENTURY 21 New Millennium

    40972 Mollies Way, Leonardtown, MD 20650
    • /43

      Est $438,296 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,716 Sq Ft

      22292 White Oak Rd, Leonardtown, MD 20650

      22292 White Oak Rd, Leonardtown, MD 20650
  • /39

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    22801 Pleasant Ln, Maddox, MD 20621

    ALMOST like a new build with this completed renovation. New interior walls, new plumbing, new electric, new appliances, new HVAC, new siding, and new floors all in the last year. New floor joists and crawl space moisture barriers. AND one of the highlights is the WATER ACCESS via the community water access point. Its a 3bedroom 2bath, open floor concept, in the Longview Beach Association. Come

    Agent Photo

    Amanda Scott

    Real Broker, LLC

    (240) 693-3429

    22801 Pleasant Ln, Maddox, MD 20621
  • /74

    $3,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • House for Rent

    22373 Enoch Rd, Leonardtown, MD 20650

    Gorgeous, Classy, Completely Remodeled Colonial on a Beautiful Premium Lot Backing to Trees in the Sought After Neighborhood of Breton Bay/Society Hill. A Welcoming Covered Front Porch is the perfect spot for enjoying the array of birds that live around the property. Open Floor Plan with Upgraded, Luxury Vinyl Plank (LVP) Flooring. Stylish Living Room with Wood Burning Fireplace, Charming Dining

    Jenny Norris EXP Realty, LLC

    22373 Enoch Rd, Leonardtown, MD 20650
  • /40

    $655,000 Sold Aug 21, 2025

    • 1,494 Sq Ft
    • $438/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1964

    20404 Riverview Dr, Coltons Point, MD 20626

    Welcome to 20404 Riverview Drive—a beautifully restored, fully turnkey waterfront beach cottage in the heart of Coltons Point Island. Blending coastal charm with high-end updates, this 3-bedroom, 2-bath home is a rare opportunity to embrace the laid-back Chesapeake Bay lifestyle in a move-in-ready retreat... Every inch of this home has been thoughtfully renovated—from the brand-new roof, HVAC,

    Nicholas Poliansky Keller Williams Preferred Properties

    20404 Riverview Dr, Coltons Point, MD 20626
    • /3

      Not Listed For Sale

      23104 Upland Dr, Bushwood, MD 20618

      23104 Upland Dr, Bushwood, MD 20618
  • /33

    $450,000

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

    20798 Waterside Dr, Leonardtown, MD 20650

    Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect 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

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (240) 376-2980

    20798 Waterside Dr, Leonardtown, MD 20650
  • /34

    $1,900 per month

    • 2 - 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    39872 Wrinkle Free Ln Unit 2, Leonardtown, MD 20650

    Freshly painted 3 bedroom 3 bathroom Leonardtown apartment on quiet country road, near Newtowne Neck State Park and local seafood restaurant. Entrance to unit is from shared entryway with private door. Unit has washer dryer, central heat/AC, parking for two cars and beautiful water views. $40 Application fee to run credit check per person over the age of 18, 1 year lease required, no pets and no

    39872 Wrinkle Free Ln Unit 2, Leonardtown, MD 20650
  • /2

    $400,000 Sold Aug 18, 2025

    • 1,380 Sq Ft
    • $290/SF
    • 3 Beds
    • 2 Baths
    • Built 1987

    22190 Bull Rd, Leonardtown, MD 20650

    Adorable three-bedroom 2-bathroom rambler in Breton Bay Community. Sunroom out of the primary suite and deck. New HVAC system installed on August 23. New water heater installed in 2021. Updated kitchen with granite countertops. There is a two-car garage door, but the inside of the garage has been modified, and an additional storage room has been added. Large shed with electricity and storage

    Gabriela Agostinelli RE/MAX Realty Group

    22190 Bull Rd, Leonardtown, MD 20650
    • /46

      Est $472,974 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,184 Sq Ft

      40077 Big Chestnut Rd, Clements, MD 20624

      40077 Big Chestnut Rd, Clements, MD 20624
  • /2

    $35,000

    • Land
    • 0.23 Acre
    • $152,174 per Acre

    36764 Roberto Dr, Bushwood, MD 20618

    Raw Land only - Comes with community amenities, utilize for temporary Rv site with water access, additional lot conveys

    Agent Photo

    Rhonda Darden

    ISA 4319 Realty LLC

    (240) 226-3669

    36764 Roberto Dr, Bushwood, MD 20618
  • /9

    $14,900 Sold Aug 18, 2025

    • Land
    • 0.36 Acre
    • $41,389 per Acre
    • 40 Days On Market

    0 Longview Unit MDSM2025626, Bushwood, MD 20618

    Nice Price! Make an offer on this beautiful residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .36-acre lot is mostly cleared and ready for a perc test. Longview Beach property owners who are up-to-date with the modest yearly HOA dues are granted access to community amenities, including the beach, boat ramp, fishing pier,

    Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Longview Unit MDSM2025626, Bushwood, MD 20618
    • /47

      Est $544,060 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,156 Sq Ft

      41080 Paw Paw Hollow Ln, Leonardtown, MD 20650

      41080 Paw Paw Hollow Ln, Leonardtown, MD 20650
  • /10

    $615,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,201 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, newer windows, and updated systems including a 6-yr HVAC, new washer/dryer, and microwave. Two sheds provide extra storage. Primary bedroom has private entrance—ideal as an

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (227) 229-2593

    38819 Morris Point Rd, Abell, MD 20606
  • /25

    $301,000 Sold Aug 15, 2025

    • 1,704 Sq Ft
    • $177/SF
    • 0 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1969

    38186 Beach Rd, Coltons Point, MD 20626

    Welcome to this well-cared-for 3-bedroom, 1.5-bath rambler, just steps from the water in peaceful Coltons Point. Lovingly maintained by the same owners for the past 28 years, this home offers timeless charm, a well-kept interior, and thoughtful updates throughout.Inside, you'll find a spacious and inviting layout featuring a large family room, three generously sized bedrooms, a dedicated

    Lauren Garner EXP Realty, LLC

    38186 Beach Rd, Coltons Point, MD 20626
    • /28

      Est $527,258 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,368 Sq Ft

      22301 Bayside Rd, Leonardtown, MD 20650

      22301 Bayside Rd, Leonardtown, MD 20650
  • /96

    $1,300,000 Under Contract

    • 6 Beds
    • 3.5 Baths
    • 5,888 Sq Ft

    23155 Greenstone Dr, 3, Leonardtown, MD 20650

    Luxury, Space, and Sophistication – All in One Remarkable Property! Prepare to be impressed by this meticulously maintained almost 7,000 sq ft estate—a rare gem that blends luxury, comfort, and functionality in every detail. If your current home lacks character or space, this extraordinary residence will exceed all your expectations! Interior Highlights: • Gourmet Kitchen with oversized island,

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 387-9601

    23155 Greenstone Dr, 3, Leonardtown, MD 20650
  • /140

    $750,000 Sold Aug 15, 2025

    • 6,116 Sq Ft
    • $123/SF
    • 49 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 1997

    41115 Paw Hollow Ln, Leonardtown, MD 20650

    Stunning Brick Front Colonial in Paw Paw Hollow - 1.8 Acres of Private LuxuryWelcome to this well maintained and beautifully designed brick front Colonial in the highly sought-after Paw Paw Hollow. This spacious 4-bedroom, 5.5-bathroom home offers over 5,000 square feet of living space on a generous 1.8-acre lot, providing the perfect blend of comfort, elegance, and privacy.Main Level

    Jennifer Goddard CENTURY 21 New Millennium

    41115 Paw Hollow Ln, Leonardtown, MD 20650
    • /30

      Est $784,926 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,736 Sq Ft

      40630 Breton Oaks Ln, Leonardtown, MD 20650

      40630 Breton Oaks Ln, Leonardtown, MD 20650
  • /59

    $520,000

    • 3 Beds
    • 2 Baths
    • 1,698 Sq Ft

    37295 River Springs Rd, Avenue, MD 20609

    Million Dollar View !!! Well built brick home needs a little TLC to go along with this view. Spacious Rooms that have raised a family and now waiting for another. Older pier needs upgrading as well. Full partially finished basement with walkup exterior and interior steps. Carport just waiting to become a sunroom since you have a detached garage. This three bedroom, two bath home with 2548 total

    Jan Barnes CENTURY 21 New Millennium

    37295 River Springs Rd, Avenue, MD 20609
  • /21

    $282,100 Sold Aug 15, 2025

    • 1,304 Sq Ft
    • $216/SF
    • 118 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    37824 Paul Ellis Rd, Avenue, MD 20609

    Welcome to your dream home! This newly renovated property boasts three spacious bedrooms and two modern bathrooms, perfectly designed for comfort and convenience. Step inside to discover an inviting open-plan living area filled with natural light, ideal for both relaxation and entertaining. The kitchen features sleek finishes and beautiful stainless steel appliances, making meal prep a delight.

    Angelica Wells Samson Properties

    37824 Paul Ellis Rd, Avenue, MD 20609
    • /24

      Est $318,127 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,502 Sq Ft

      20284 Park Place, Coltons Point, MD 20626

      20284 Park Place, Coltons Point, MD 20626
  • /65

    $649,000

    • 4 Beds
    • 3.5 Baths
    • 3,048 Sq Ft

    22626 Chickadee Ln, Leonardtown, MD 20650

    Welcome to 22626 Chickadee Lane—an exceptional 4-bedroom, 3.5-bath home nestled on a serene 2-acre lot in the highly sought-after Avenmar neighborhood of Leonardtown. This elegant property offers the perfect blend of privacy, space, and convenience with an open-concept layout that is flooded with natural light and designed for comfortable living and entertaining.Inside, you'll find

    Matthew Burgan Infinitas Realty Group

    22626 Chickadee Ln, Leonardtown, MD 20650
  • /6

    $85,000 Sold Aug 07, 2025

    • 600 Sq Ft
    • $142/SF
    • 266 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1950

    38189 Sugar Hole Rd, Avenue, MD 20609

    CASH BUYER NEEDED. It's your turn to remodel, reinvigorate, re-do this 1.5 acre property. Maybe add a farm to your brand new home or spread out and create lush gardens. Your imagination and style makes this an awesome opportunity. Sold strictly AS-IS. Estate sale.Seller prefers Apex Settlement Corporation (TitleWork is ready)

    Beverly Goodwin Brysis Realty International

    38189 Sugar Hole Rd, Avenue, MD 20609
    • /41

      Est $903,797 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,021 Sq Ft

      23160 Greenstone Dr, Leonardtown, MD 20650

      23160 Greenstone Dr, Leonardtown, MD 20650
  • /80

    $790,000

    • 4 Beds
    • 3.5 Baths
    • 2,442 Sq Ft

    39825 Sweetpea Ln, Leonardtown, MD 20650

    Waterfront serenity awaits! Nestled on 3.59 private acres along Tennyson Creek with 300 feet of water frontage, this 4-bedroom, 3.5-bath home offers peace, privacy, and panoramic views. Inside, you'll find 2,408 square feet of comfortable living space featuring a cozy fireplace, wood stove, and large windows that invite the beauty of the outdoors in. The expansive deck is perfect for entertaining

    Mary Helen Wiley Daly RE/MAX One

    39825 Sweetpea Ln, Leonardtown, MD 20650
  • /10

    $143,500 Sold Aug 01, 2025

    • Land
    • 1.60 Acres
    • $89,688 per Acre
    • 4 Days On Market

    20668 Abell Rd, Abell, MD 20606

    Discover your own slice of coastal serenity with this rare raw land offering nestled along the tranquil waters of the bay. Whether you're a builder, visionary, or nature enthusiast, this bayfront gem offers a blank canvas with endless possibilities. Don't miss the chance to bring your vision to life in one of the area's most peaceful waterfront settings.

    Amy Scott OE Realty

    20668 Abell Rd, Abell, MD 20606
    • /4

      Est $139,909 Not Listed For Sale

      36724 Vaughn Dr, Bushwood, MD 20618

      36724 Vaughn Dr, Bushwood, MD 20618
  • /82

    $489,999

    • 2 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    20395 Bowles Rd, Coltons Point, MD 20626

    Welcome to Bowles Road Your Private Waterfront Retreat!Nestled on .85 acres of serene, natural beauty, this special property offers a rare opportunity to enjoy a true beachfront lifestyle. From the moment you arrive, you’re surrounded by nature and tranquility. Throughout the seasons, you’ll witness an abundance of wildlife right in your backyard – from graceful bald eagles and osprey to

    Jessica Raley CENTURY 21 New Millennium

    20395 Bowles Rd, Coltons Point, MD 20626
  • /43

    $445,000 Sold Jul 08, 2025

    • 1,820 Sq Ft
    • $245/SF
    • 82 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    40905 Knight Rd, Leonardtown, MD 20650

    Welcome to 40905 Knight Road in beautiful Leonardtown, Maryland!This charming home blends comfort and functionality with three spacious bedrooms, 2.5 baths, and a layout that’s perfect for both everyday living and entertaining.Set on a generous half-acre lot, the fully fenced backyard offers plenty of room to enjoy the outdoors. Whether you're hosting a summer barbecue or winding

    Rob Schou EXP Realty, LLC

    40905 Knight Rd, Leonardtown, MD 20650
    • /8

      Est $126,500 Not Listed For Sale

      36724 Fielding Dr, Chaptico, MD 20621

      36724 Fielding Dr, Chaptico, MD 20621
  • /30

    $510,000

    • 4 Beds
    • 2 Baths
    • 2,935 Sq Ft

    22186 Monterey Place, Leonardtown, MD 20650

    Beautiful brick rambler is almost 3,000 SF overlooking lake and golf course on full, walk-out basement (2,059 SF) w/ attached 2 car garage. Kitchen boasts brand new stainless appliances, pantry and lovely lake view! Lots of table space in the kitchen area or the formal dining area. Both family room and rec room have wood burning fireplaces. This Mid-century/Modern open floorplan is a delight with

    Barbara Stellway KW Metro Center

    22186 Monterey Place, Leonardtown, MD 20650
  • /70

    $625,000 Sold Jul 02, 2025

    • 3,664 Sq Ft
    • $171/SF
    • 69 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1997

    21897 Fairway Dr, Leonardtown, MD 20650

    Qualified VA buyers using their own entitlement can assume the current 2.25% VA loan.Custom-Built Beauty Overlooking Breton Bay Golf Course! Welcome to 21897 Fairway Drive, Leonardtown, MD—a stunning 5-bedroom, 2.5-bath custom-built home in the desirable Breton Bay community. This home is in impeccable condition with numerous upgrades—simply move right in and start enjoying luxury

    Matthew Burgan Infinitas Realty Group

    21897 Fairway Dr, Leonardtown, MD 20650
    • /54

      Est $356,333 Not Listed For Sale

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

      23170 Longview Blvd, Bushwood, MD 20618

      23170 Longview Blvd, Bushwood, MD 20618
  • /62

    $1,050,000

    • 5 Beds
    • 4 Baths
    • 4,700 Sq Ft

    20535 Golden Thompson Rd, Avenue, MD 20609

    Private Waterfront Retreat on St. Patrick's CreekDiscover this rare waterfront escape in Southern Maryland with over 500 feet of panoramic shoreline on scenic St. Patrick's Creek. Whether you're looking for a spacious family compound or a potential Airbnb investment, this versatile property offers endless possibilities.The main level features three generously sized bedrooms, three

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    20535 Golden Thompson Rd, Avenue, MD 20609
  • /11

    $340,000 Sold Jun 27, 2025

    • 2,059 Sq Ft
    • $165/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2004

    38897 Viewriver Dr, Bushwood, MD 20618

    Welcome to your dream home! This beautifully maintained rambler features 4 spacious bedrooms and 2 full bathrooms, great for families seeking additional space. The kitchen has been updated with stainless steel appliances and granite countertops. It is located within the Longview Beach community, which is a water access community with features such as a boat ramp, pier, beach, playground,

    Sabrina Reed Coldwell Banker Realty

    38897 Viewriver Dr, Bushwood, MD 20618
    • /9

      Est $282,991 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft

      23240 Longview Blvd, Bushwood, MD 20618

      23240 Longview Blvd, Bushwood, MD 20618
  • /41

    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Welcome to 40461 Old Breton Beach Road—a breathtaking waterfront retreat on the shores of the Potomac River in Leonardtown, Maryland. Nestled in one of Southern Maryland’s most scenic and peaceful communities, this coastal-style home offers the perfect blend of charm, functionality, and panoramic water views that will leave you speechless. Perfect for a primary or rental. From the moment

    Dawn Riley RE/MAX One

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

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