302

St Marys County MD Homes for Sale

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  • /113

    $2,595,000

    • 5 Beds
    • 5.5 Baths
    • 4,690 Sq Ft

    23396 Esperanza Cir, Lexington Park, MD 20653

    Bella Vista on the Patuxent River – An Elevated Waterfront Retreat Nestled on the banks of the Patuxent River in Esperanza Farms, Bella Vista is a five-bedroom, five-and-a-half-bath waterfront retreat where intentional design meets resort-style living. Thoughtfully reimagined with a full interior renovation in 2023 and an exterior transformation in 2024, this multilevel home offers the rare

    Jennifer Goddard CENTURY 21 New Millennium

    23396 Esperanza Cir, Lexington Park, MD 20653
  • /95

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship in this home will amaze you. This 4 bedroom 2 1/2 bathroom home has everything at your fingertips. Family room w/fireplace and exposed beams. Built in bar and entertainment space off family room and kitchen. Large gourmet kitchen and formal dining room. Upper level with primary bedroom and primary bathroom.

    Edna Wentworth CENTURY 21 New Millennium

    25890 Whiskey Creek Rd, Hollywood, MD 20636
  • /18

    $20,000

    • Land
    • 1.23 Acres
    • $16,260 per Acre

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636

    Rarely does a parcel this clean, this well-located, and this perfectly positioned for long-term appreciation come to market — and this 1.23-acre lot on Hollywood Road in Hollywood, Maryland is exactly that. Gently rolling terrain, paved road frontage, power already at the street, zero flood zone, zero wetlands, and zero floodway make this a compelling land hold in St. Mary's County today. Zoned

    Joseph Hawkins Hawkins Real Estate Company

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
  • /9

    $399,000

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    26188 Skyview Dr, Hollywood, MD 20636

    JUST REDUCED $100,000.00 WHAT A DEAL = HOME NEEDS SOME WORK = IT'S AN INVESTORS DREAM REMODLE AND SELL IT AND MAKE SOME MONEY= VACANT = WATERFRONT ON COLES CREEK.

    Glen Elrod Elrod & Associates Real Estate, Inc

    26188 Skyview Dr, Hollywood, MD 20636
  • /29

    $339,900

    • 4 Beds
    • 2 Baths
    • 1,100 Sq Ft

    46600 Midway Dr, Lexington Park, MD 20653

    Price Adjustment...Submit an offer today! Nestled in the charming Patuxent Park neighborhood, this beautifully renovated, move-in ready Colonial home is set to impress with its thoughtful updates and inviting atmosphere. With a major renovation completed in 2025, this residence seamlessly blends classic charm with modern conveniences, making it the perfect sanctuary for those seeking comfort.

    Blanche Lewis AIP Realty, LLC

    46600 Midway Dr, Lexington Park, MD 20653
  • /50

    $413,000

    • 3 Beds
    • 1.5 Baths
    • 1,808 Sq Ft

    39084 Chaptico Rd, Mechanicsville, MD 20659

    Escape to country living at its best, while staying close to all the modern conveniences you need. Set on a little over an acre, enjoy one level living at its best. This home features three bedrooms, one-and-a-half baths, a charming country kitchen, hardwood floors, and a generous family room with a cozy fireplace. An oversized barn at the back offers secure storage and lots of potential. A

    Lisa Wills RE/MAX One

    39084 Chaptico Rd, Mechanicsville, MD 20659
  • /2

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    17863 2nd St, Tall Timbers, MD 20690

    Freshly painted and ready for it's next chapter! This delightful 3-bedroom home in Tall Timbers offers comfortable living with plenty of potential to make it your own. Featuring a light and bright interior with new paint throughout, it’s the perfect canvas for your personal style. Enjoy the peaceful surroundings of this sought-after community while still being just minutes from local

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • /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
  • /6

    $125,000

    • Land
    • 6 Acres
    • $20,833 per Acre

    25815 Three Notch Rd, Hollywood, MD 20636

    6 Acre Lot in Hollywood

    Gloria Abell Coldwell Banker Premier

    25815 Three Notch Rd, Hollywood, MD 20636
  • /10

    $1,999,999

    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    42520 Riverwinds Dr, Leonardtown, MD 20650

    Seller is entertaining offers now. Looking for elbow room? Look no further—this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Correct acreage is 165 acres. Don't miss out on this unique opportunity.

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • /29

    $429,000

    • 3 Beds
    • 3 Baths
    • 2,072 Sq Ft

    39256 Birch Manor Dr, Mechanicsville, MD 20659

    Completely renovated!! Solar panels paid for. Vinyl plank flooring on first level. Hardwood Red Oak on the second level. New ceramic tile in bathrooms. New vanities in bathrooms. New plumbing fixtures throughout the house. Kitchen: New Samsung Bespoke appliances, French Door Refrigerator, slide in range, built in microwave. Large deck off kitchen and dining room.

    Lawrence Lessin Save 6, Incorporated

    39256 Birch Manor Dr, Mechanicsville, MD 20659
  • /32

    $429,000

    • 4 Beds
    • 2.5 Baths
    • 1,688 Sq Ft

    45511 Daugherty Ct, Great Mills, MD 20634

    New vinyl plank flooring on main level. Kitchen has new Shaker white cabinets. Kitchen has new Samsung Bespoke appliances: French door refregirator, slide in gas range, built in microwave, wisper quiet dishwasher.New cermaic tile in master bath. New vanity in master bath. New plubming fixtures throughout, new hardware in house. Large deck off kitche. Fenced rear yard.

    Lawrence Lessin Save 6, Incorporated

    45511 Daugherty Ct, Great Mills, MD 20634
  • /26

    $332,500

    • 3 Beds
    • 2.5 Baths
    • 1,543 Sq Ft

    47990 Piney Orchard St, Lexington Park, MD 20653

    Beautifully appointed 3 Bedroom, 2 1/2 Bath two-story home with 1 car garage on .14 Acre lot. Magnificent Hardwood flooring on main level and NEW carpeting on stairs and upper level. Open floor plan ideal for family functions and entertaining. Stainless appliances, NEW AC (2024), NEW tank-less hot water heater (2019), updated garbage disposal, refrigerator w/ice maker, garage door opener w/

    Sheri Goldman Long & Foster Real Estate, Inc.

    47990 Piney Orchard St, Lexington Park, MD 20653
  • /8

    $550,000

    • Land
    • 5.96 Acres
    • $92,282 per Acre

    0 Mechanicsville Rd Unit MDSM2020678, Mechanicsville, MD 20659

    ****looking for a spot for your new business . . . 5.96 Acres of Commercial property. This was perked in 2010 but is expired. The property has many possibilities. There was a feasibility study done in the past and is now expired. I will be obtaining this information and any other past information and providing it online in the document section. ****ASK ABOUT OWNER FINANCING Available with down

    Stella Barbour NOVA Brokers, LLC.

    0 Mechanicsville Rd Unit MDSM2020678, Mechanicsville, MD 20659
  • /2

    $7,500

    • Land
    • 0.23 Acre
    • $32,609 per Acre

    0 Lagoon Dr, Maddox, MD 20621

    POST AUCTION - Make an offer, buy it now! Deposit: $5,000. This lot of land is located in Chaptico, MD within St. Mary’s County. The property is in close proximity to Wicomico Shores Golf Course, Christ Episcopal Church, Bachelor's Hope, and Deep Falls. Nestled just off Maryland Route 234, this property enjoys easy entry to a major roadway for regional connectivity, including swift westward

    Adam Shpritz Ashland Auction Group LLC

    0 Lagoon Dr, Maddox, MD 20621
  • /8

    $200,000

    • Land
    • 1.2 Acres
    • $166,667 per Acre

    0 Saint Johns Rd, Hollywood, MD 20636

    Rare opportunity to own prime land in Hollywood, MD! This vacant, flat, and open parcel sits at the high-visibility intersection of Three Notch Road and St. John’s Road, offering exceptional exposure and accessibility. Public water and sewer are adjacent to the property, creating outstanding development potential. Ideal for a variety of uses—including a farmers market, roadside produce stand,

    John Gatton CENTURY 21 New Millennium

    0 Saint Johns Rd, Hollywood, MD 20636
  • /10

    $590,000 New Construction

    • Studio
    • 2,000 Sq Ft

    0 Wicomico Shores Unit MDSM2026932, Mechanicsville, MD 20659

    Sandy Fehl Baldus Real Estate, Inc.

    0 Wicomico Shores Unit MDSM2026932, Mechanicsville, MD 20659
  • /3

    $1,000

    • Land
    • 0.26 Acre
    • $3,846 per Acre

    0 Upland Dr Unit MDSM2029356, Bushwood, MD 20618

    Lot for sale in well sort area of Longview Beach Club close proximity of Wicomico River

    Kimberly Trimble Trademark Realty, Inc

    0 Upland Dr Unit MDSM2029356, Bushwood, MD 20618
  • /6

    $290,000

    • Land
    • 0.57 Acre
    • $508,772 per Acre

    20225 Point Lookout Rd, Great Mills, MD 20634

    Bring your vision to life with this unique opportunity in Great Mills! This offering includes four separate parcels, all zoned commercial—ideal for a wide range of business ventures. Access to public water and sewer. With access on both Route 5 and Flat Iron Road, the property offers exceptional visibility and access in a high-traffic area. Don’t miss the chance to invest in a prime location with

    Billy Rabbitt The Southside Group Real Estate

    20225 Point Lookout Rd, Great Mills, MD 20634
  • /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
  • /26

    $285,000

    • 3 Beds
    • 2.5 Baths
    • 1,220 Sq Ft

    46345 Creeping Primrose Ln Unit G, Lexington Park, MD 20653

    Welcome to 46345 Creeping Primrose Ln #G, a beautifully maintained 3-level interior townhome featuring 3 spacious bedrooms and 2.5 bathrooms townhome. This home offers refined comfort in a prime location. Step inside to a light-filled living space designed for both relaxation and entertaining, with thoughtful finishes and a warm, inviting atmosphere throughout. Perfectly positioned just minutes

    Earl Castain EbonAries Realty Group, LLC.

    46345 Creeping Primrose Ln Unit G, Lexington Park, MD 20653
  • /2

    $349,990 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 2,775 Sq Ft

    21683 Hancock Rd, Lexington Park, MD 20653

    Coming Soon ***** Stunning Fully Updated Home for Sale – No HOA! Welcome to this beautifully renovated three-level home offering modern upgrades, space, and privacy. This almost brand-new property features 4 bedrooms, 3 full bathrooms, and 1 half bath, perfect for comfortable family living. Home Features: Brand new kitchen with modern cabinetsElegant quartz countertopsNew vanities

    Arif Khan Smart Realty, LLC

    21683 Hancock Rd, Lexington Park, MD 20653
  • /53

    $639,000

    • 4 Beds
    • 2.5 Baths
    • 2,632 Sq Ft

    27245 Cat Creek Rd, Mechanicsville, MD 20659

    Now $639,000!! Seller will consider closing cost assistance with a strong offer. Schedule your tour today—showing times are limited. Open House Saturday. Discover water-oriented living with your own private pier at 27245 Cat Creek Rd, where everyday living feels like a retreat. Set on a peaceful one-acre lot on Cat Creek just off the Patuxent River, this well-maintained Colonial offers direct

    Tina Marie Biggs EXP Realty, LLC

    27245 Cat Creek Rd, Mechanicsville, MD 20659
  • /15

    $385,000

    • 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
  • /69

    $925,000

    • 3 Beds
    • 3 Baths
    • 2,304 Sq Ft

    14623 C Way, Scotland, MD 20687

    This well-maintained, three-story Waterfront home on Tanners Creek offers a spacious and versatile layout. Three levels of living space including 3 bedroom 3 bath. The main level features 2 bedrooms, 1 full bathroom, a living room, a kitchen, and a dining area. The upper level includes a primary bedroom with a full bath, while the lower level offers a kitchenette with a large pantry, a family

    Stella Barbour NOVA Brokers, LLC.

    14623 C Way, Scotland, MD 20687
  • /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
  • /10

    $9,900

    • Land
    • 0.23 Acre
    • $43,043 per Acre

    0 Owens Dr Unit MDSM2026946, Bushwood, MD 20618

    Corner Lot! 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 .23-acre lot is already 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 Owens Dr Unit MDSM2026946, Bushwood, MD 20618
  • /3

    $175,000

    • Land
    • 4.83 Acres
    • $36,232 per Acre

    24645 Springhill Ln, Leonardtown, MD 20650

    Breton Knolls is a 24-lot subdivision, conveniently located in Leonardtown, featuring lot sizes from 1 - 7 acres. Bring your own builder or ask us about one of our preferred builders. Breton Knolls HOA is $300 annually with an initial capital contribution of $500 per lot. Please contact us for additional information or to schedule a private showing.

    Mark Posey Greenmark Real Estate

    24645 Springhill Ln, Leonardtown, MD 20650
  • /3

    $175,000

    • Land
    • 7.58 Acres
    • $23,087 per Acre

    22501 Bull Rd, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left! Breton Knolls is a 24 lot subdivision in Leonardtown of 1-7.5 acre lots. HOA of $300 annually with a $500 initial capital contribution

    Mark Posey Greenmark Real Estate

    22501 Bull Rd, Leonardtown, MD 20650
  • /8

    $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
  • /15

    $20,000

    • Land
    • 0.49 Acre
    • $40,816 per Acre

    0 Scott Cir Unit MDSM2027260, Mechanicsville, MD 20659

    Over-sized mostly flat lot in the desirable water privileged community of Golden Beach. Community has access to Patuxent River with boat ramp, pier, beaches, picnic tables, grill and tot lot. Owner has not applied for perc however the neighboring lot perked so owner feels this lot should as well. Lot can possibly be used for boat storage or garage if not ready to build at this time.

    Christie Bowen CENTURY 21 New Millennium

    0 Scott Cir Unit MDSM2027260, Mechanicsville, MD 20659
  • /25

    $259,900

    • 3 Beds
    • 1.5 Baths
    • 1,258 Sq Ft

    21421 Manon Way, Lexington Park, MD 20653

    Beautifully updated and move-in ready 3-bedroom, 1.5-bath townhome. This home features three spacious bedrooms on the upper level, a bright living room, and stunning hardwood floors throughout. The large kitchen offers ample space for cooking and dining, especially impressive for a townhome. Recent updates make this property truly turnkey. At this price, this home will not last long—schedule your

    Robert Bishop Smart Realty, LLC

    21421 Manon Way, Lexington Park, MD 20653
  • /34

    $290,000

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

    21488 Forest Run Dr, Lexington Park, MD 20653

    Welcome home to 21488 Forest Run! Fantastic opportunity for first-time buyers or savvy investors. This move-in ready home has all the major updates taken care of, including a new roof, HVAC system, and siding—all replaced in 2021. This charming rambler has been beautifully remodeled from top to bottom. Enjoy hosting friends and family in the open concept living, dining and kitchen space. And

    Dawn Riley RE/MAX One

    21488 Forest Run Dr, Lexington Park, MD 20653
  • /3

    $125,000

    • Land
    • 2.58 Acres
    • $48,450 per Acre

    46080 Usher Ln, Valley Lee, MD 20692

    If you’re looking for a manageable homesite that still gives you breathing room, this 2.58-acre wooded lot in Valley Lee is a standout. Tucked into a quiet, natural setting, it offers the kind of privacy and space that’s getting harder to find—without feeling overwhelming. The parcel is partially cleared, making it easier to visualize your future home placement, driveway approach, and outdoor

    Robert Gauger EXP Realty, LLC

    46080 Usher Ln, Valley Lee, MD 20692
  • /12

    $689,000

    • Land
    • 24.35 Acres
    • $28,296 per Acre

    0 Mirfield Ln Lexington Park Md Unit MDSM2029466, Lexington Park, MD 20653

    Rare Opportunity - This 24-acre waterfront lot has many special features. The views are Spectacular! Located on Lewis Creek, this creek was dredged in the 1960's for a marina across from this property that didn't materialize so there is plenty of depth. This lot is perc'd and ready for your home. Located in the neighborhood of Town Creek it is close to shopping and the Navy Base

    Bill Harris Coldwell Banker Premier

    0 Mirfield Ln Lexington Park Md Unit MDSM2029466, Lexington Park, MD 20653
  • /9

    $200,000

    • Land
    • 3.16 Acres
    • $63,291 per Acre

    Lot 2 Ewell Ln, Hollywood, MD 20636

    Tucked along the peaceful, navigable waters of Cuckold Creek, this waterfront lot ready to build offers the perfect blend of privacy and possibility! With a recent perc approval (April 2025), it’s ready for your dream home plans! Community pier borders the lot and a perfect spot for fishing, kayaking, or just enjoying the views. Neighboring homes feature piers—buyer to verify any desired water

    Cheryl Bare CENTURY 21 New Millennium

    Lot 2 Ewell Ln, Hollywood, MD 20636
  • /32

    $679,900 New Construction

    • 2,643 Sq Ft

    46234 Stasha Ct, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE CANTERBURY II Model *** GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this CANTERBURY II

    Lisa Riggleman RE/MAX One

    46234 Stasha Ct, Drayden, MD 20630
  • /57

    $455,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,926 Sq Ft

    49078 Wynne Rd, Ridge, MD 20680

    An extraordinary opportunity awaits—where home and land come together in perfect harmony. Nestled on 1.04 acres, this property includes an incredible bonus of 6.56 additional acres behind the home, creating a rare total of 7.60 acres to explore, enjoy, and make your own.This charming three-bedroom, two-full-bath home offers the ease of highly sought-after one-level living, paired with

    Jessica Raley CENTURY 21 New Millennium

    49078 Wynne Rd, Ridge, MD 20680
  • /5

    $395,000

    • Land
    • 3.09 Acres
    • $127,832 per Acre

    0 Millstone Landing Rd Unit MDSM2016996, Lexington Park, MD 20653

    3+ acres of CMX property located off Millstone Landing Road and behind the brand new 7-11 on Rt. 235.

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    0 Millstone Landing Rd Unit MDSM2016996, Lexington Park, MD 20653
  • /45

    $635,900 New Construction

    • 2,240 Sq Ft

    19103 Windsor Ct, Drayden, MD 20630

    ** ONE ACRE Plus Wooded Level LOT *** The Stella Model or Select from one of our other Plans ** To Be Built ** Still time to Customize Selections and upgrades *** FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge Pantry *** STAINLESS Appliances *** First Floor Primary Bedroom complete with walk in Closet *** Master Bath with Soak Tub and Walk in Shower *** Tow Additional Main Floor

    Lisa Riggleman RE/MAX One

    19103 Windsor Ct, Drayden, MD 20630

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