385

St Marys County MD Homes for Sale

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  • /88

    $760,000

    $20K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,240 Sq Ft

    15370 Holly Dr, Scotland, MD 20687

    Updated photos coming soon!Wake to the soft glow of sunrise spilling across the Chesapeake Bay and end your evenings watching the sky melt into watercolor reflections over the water. Nestled in the heart of Scotland, this exceptional Bayfront retreat captures sweeping, unobstructed views and the quiet serenity only true waterfront living can provide — all secured by a brand-new seawall for

    Jessica Raley CENTURY 21 New Millennium

    15370 Holly Dr, Scotland, MD 20687
  • /7

    $89,900

    • Land
    • 2.3 Acres
    • $39,087 per Acre

    45570 Seven Gables Ln, California, MD 20619

    Nice wooded building lot in great location off Rt. 4 and convenient to Lexington Park and Solomons, Site plan was fully approved for building residential dwelling. A proposed dwelling has been sited and all engineering work completed including storm water management and septic system/easement area. A building permt obtaianbel with payment of fees for building permit, impact fees and grading

    Carl Franzen Franzen Realtors, Inc.

    45570 Seven Gables Ln, California, MD 20619
  • /11

    $205,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft

    45485 Westmeath Way Unit G31, Great Mills, MD 20634

    Welcome to effortless living in this beautifully refreshed third-floor condo, where comfort meets convenience in a vibrant, amenity-rich community. This bright and airy 2-bedroom, 2-bath home is filled with natural light, enhanced by soaring vaulted ceilings and a thoughtfully designed open layout. Recent upgrades including a tankless water heater, updated HVAC system, new carpeting, and fresh

    Sean Escobar O'Brien Realty ERA Powered

    45485 Westmeath Way Unit G31, Great Mills, MD 20634
  • /2

    $99,900

    • Land
    • 1.39 Acres
    • $71,871 per Acre

    45113 Settlers Ln, California, MD 20619

    1.39 Acre Building lot. The permit package is in withe the county, it only needs to be finalized and impact fees paid. See the site plan and floor plan in the documents. The location has NO HOA and while it is close to just about everything it feels very private. Bring your builder or we can supply a builder for you! Current owner intended to build a spec home on the lot until plans changed. It

    Mark Frisco CENTURY 21 New Millennium

    45113 Settlers Ln, California, MD 20619
  • /32

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    40426 Bay Dr, Mechanicsville, MD 20659

    This one is back active due to buyer financing falling through — no fault of the seller. If you missed it the first time...this is your moment.Welcome home to this adorable rambler in the sought-after Golden Beach community! Lovingly maintained and beautifully decorated, this charming home is truly move-in ready and filled with warmth and character throughout.Step inside to an

    Michael Fitzgerald, II RE/MAX One

    40426 Bay Dr, Mechanicsville, MD 20659
  • /7

    $79,900

    • Land
    • 3.57 Acres
    • $22,381 per Acre

    18832 Piney Point Rd, Valley Lee, MD 20692

    Welcome to 18832 Piney Point Road! This property spans 3.57 acres and includes two lots within one parcel. Build your dream home in the peaceful waterfront community of Piney Point, Maryland. This exceptional parcel offers a rare opportunity to create a custom residence surrounded by natural beauty, privacy, and coastal charm. Nestled near the Potomac River, the property provides a serene setting

    Jonathan Benya EXP Realty, LLC

    18832 Piney Point Rd, Valley Lee, MD 20692
  • /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
  • /102

    $975,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,680 Sq Ft

    38150 Boatman Ln, Avenue, MD 20609

    Huge Price Adjustment!!!!!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

    Gary Durand CENTURY 21 New Millennium

    38150 Boatman Ln, Avenue, MD 20609
  • /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

    $149,999

    $20K PRICE DROP
    • Land
    • 5.51 Acres
    • $27,223 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
  • /33

    $450,000

    $50K PRICE DROP
    • 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

    20798 Waterside Dr, Leonardtown, MD 20650
  • /2

    $99,000

    • Land
    • 22,651 Sq Ft
    • $190,385 per Acre

    17377 Piney Point Rd, Piney Point, MD 20674

    Discover the opportunity to create your ideal home on this 22,782 square foot parcel (just over half an acre) located on Piney Point in scenic St. Mary's County. Identified as Adjusted Parcel 174, this property offers a peaceful setting with convenient access to the waterfront lifestyle that makes Piney Point such a desirable destination. With no existing improvements, the lot provides a blank

    Matthew Burgan Infinitas Realty Group

    17377 Piney Point Rd, Piney Point, MD 20674
  • /55

    $399,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,956 Sq Ft

    29910 Richard Cir, Mechanicsville, MD 20659

    Golden Beach Living with Space, Privacy & Room to Grow!Looking for a home where your family can spread out, enjoy the outdoors, and make lasting memories? Welcome to this refreshed Mechanicsville home in the desirable Golden Beach community, where just over an acre of land meets a lifestyle filled with beaches, boating, fishing, crabbing, swimming, and outdoor recreation.Back on the

    Ruth Williams CENTURY 21 New Millennium

    29910 Richard Cir, Mechanicsville, MD 20659
  • /2

    $60,000

    • Land
    • 12,196 Sq Ft
    • $214,286 per Acre

    0 Holly St, Piney Point, MD 20674

    Build a new home on this 12000 Sg ft lot located in Piney Point. Maryland. Public sewer available for hookup.

    Mike Jordan CENTURY 21 New Millennium

    0 Holly St, Piney Point, MD 20674
  • /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
  • /37

    $299,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,381 Sq Ft

    44029 Fieldstone Way, California, MD 20619

    Quiet cul-de-sac duplex in the Wildewood Retirement Village. Enjoy one-level living in this 2-bedroom, 2-bath home with brand new carpet throughout. Nice morning light greets you on the front porch, and wraps to the freshly stained deck later in the day. Trees line the back yard, creating some extra privacy. A parquet-wood foyer leads to a spacious and open living/dining room that make gatherings

    Andrew Shemeta CENTURY 21 New Millennium

    44029 Fieldstone Way, California, MD 20619
  • /4

    $10,000

    $12K PRICE DROP
    • Land
    • 13,939 Sq Ft
    • $31,250 per Acre

    0 Lot 12 Skyview Dr, Hollywood, MD 20636

    This vacant lot in Hollywood, MD offers a wonderful opportunity to build your dream home in a peaceful and scenic setting. Located just a short drive from NAS Patuxent River and Dahlgren Base, the property provides easy access to work and daily conveniences, while offering a serene environment for relaxation. The lot is surrounded by beautiful natural landscapes, including the nearby Patuxent

    Sarah Reynolds Keller Williams Realty

    0 Lot 12 Skyview Dr, Hollywood, MD 20636
  • /3

    $499,000

    $150K PRICE INCREASE
    • Land
    • 10.41 Acres
    • $47,935 per Acre

    0 Point Lookout Rd, Lexington Park, MD 20653

    Discover the potential of this expansive 10.39-acre parcel ideally positioned along Point Lookout Rd in Lexington Park, within St. Mary's County. Zoned Agricultural, this beautiful stretch of land offers a rare opportunity to create the rural lifestyle you’ve been dreaming of while remaining conveniently connected to nearby amenities.With over 452,000 square feet of space, the property

    Matthew Burgan Infinitas Realty Group

    0 Point Lookout Rd, Lexington Park, MD 20653
  • /21

    $45,000

    • Land
    • 10,018 Sq Ft
    • $195,652 per Acre

    36724 Fielding Dr, Chaptico, MD 20621

    Three adjoining lots (15, 16, and 17) are being offered together as a package sale, providing added space and flexibility for future plans. A unique opportunity to own multiple adjacent parcels in Longview Beach! Property owners current on HOA dues enjoy access to community amenities including the beach, boat ramp, fishing pier, basketball and tennis courts, playground, picnic areas, and

    CHRISSY HAYWARD RE/MAX One

    36724 Fielding Dr, Chaptico, MD 20621
  • /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
  • /18

    $282,000

    $23K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,160 Sq Ft

    45270 Woodstown Way, California, MD 20619

    NEW Low Price! Step into refined comfort with this beautifully maintained and freshly painted 3-bedroom, 2.5-bath residence, thoughtfully upgraded for today’s modern lifestyle. A roof just a few years old and new LVP flooring on the main level set an elegant tone from the moment you enter. The expansive primary suite, complete with a private en‑suite bath, offers a serene retreat designed for

    Juanita Kennedy AMR Elite Realtors, LLC

    45270 Woodstown Way, California, MD 20619
  • /11

    $7,900

    • Land
    • 11,761 Sq Ft
    • $29,259 per Acre

    0 Upland Dr Unit MDSM2029166, Bushwood, MD 20618

    Private and wooded! Make an offer on this residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .27-acre lot is ready for clearing and 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, basketball

    Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Upland Dr Unit MDSM2029166, Bushwood, MD 20618
  • /6

    $175,000

    • Land
    • 6.24 Acres
    • $28,045 per Acre

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650

    6+ acre lot zoned RPD in a prime location with approximately 600 ft of road frontage and high visibility potential. This is NOT currently a residential building lot because it failed a perc test in April 2005. However, the current Comprehensive Zoning Ordinance lists other “potential” uses that may not require on-site sewage disposal. The list includes but is not limited to: Construction

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
  • /4

    $115,000

    $85K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 780 Sq Ft

    40412 Medleys Ln, Mechanicsville, MD 20659

    The value is in the land. 1.36 Acres in a rural setting with onsite utilities (private well & septic, electric). The property boasts a level lot with mature trees. Live in the mobile home while you begin the process of building your dream home. Or continue to use the mobile home, currently under a month to month lease, as income potential. *Note: Government backed loans may not support purchase

    Sheila Milburn Coldwell Banker Premier

    40412 Medleys Ln, Mechanicsville, MD 20659
  • /39

    $714,900

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

    28590 Old Village Rd, Mechanicsville, MD 20659

    YOUR DREAM HOME, YOUR WAY – TO BE BUILT on 1 acre, please note the tax record is wrong. Why spend your weekends touring older homes that need "just a little work" when you can build exactly what you want? Avoid the bidding wars and move into a masterpiece designed specifically for you. This 4-bedroom, 2.5-bathroom "Ariana" floor plan by Litz Custom Homes is the perfect blend of luxury and

    Michele Posey RE/MAX Realty Group

    28590 Old Village Rd, Mechanicsville, MD 20659
  • /2

    $149,900

    • Land
    • 1.44 Acres
    • $104,097 per Acre

    20265 Hawks Way, Leonardtown, MD 20650

    Prime 1.44-Acre Buildable Lot in Leonardtown, MDWelcome to 20265 Hawks Way, a fantastic opportunity to build your dream home on a spacious 1.44-acre parcel on a quiet street. This generous lot offers a blank canvas — cleared and ready for construction — surrounded by other new construction homes that bring a sense of neighborhood and modern living while maintaining a peaceful, rural

    Mark Frisco CENTURY 21 New Millennium

    20265 Hawks Way, Leonardtown, MD 20650
  • /3

    $135,000

    • Land
    • 4.24 Acres
    • $31,840 per Acre

    19285 Vanderhoof Ln, Valley Lee, MD 20692

    Rare 4.239-acre wooded sanctuary with approved perc in Valley Lee, the perfect canvas for your dream retirement home or development opportunity. This pristine parcel combines natural serenity with practical build-ready advantages. Mature trees provide exceptional privacy and natural cooling, ideal for a one-level custom home designed for comfortable retirement living. The approved percolation

    Robert Gauger EXP Realty, LLC

    19285 Vanderhoof Ln, Valley Lee, MD 20692
  • /29

    $320,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,100 Sq Ft

    46600 Midway Dr, Lexington Park, MD 20653

    Recent 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

    Blanche Lewis AIP Realty, LLC

    46600 Midway Dr, Lexington Park, MD 20653
  • /9

    $15,000

    $3K PRICE DROP
    • Land
    • 11,325 Sq Ft
    • $57,692 per Acre

    0 Bay Dr Unit MDSM2028630, Chaptico, MD 20621

    PRICE IMPROVEMENT!!*******Mills Point is Gorgeous! Looking for a lot in a water access community? Take a look at this lot. Buyer to perform all due diligence.

    Kesha Catlin KC Realty Group

    0 Bay Dr Unit MDSM2028630, Chaptico, MD 20621
  • /2

    $85,000

    $10K PRICE DROP
    • Land
    • 1.5 Acres
    • $56,667 per Acre

    0 Piney Point Rd, Callaway, MD 20620

    Discover the perfect canvas for your dream home on this 1.5-acre parcel of land, nestled in a vibrant community that offers both tranquility and convenience. Imagine waking up each day surrounded by nature, with ample space to create your own private oasis while still being just moments away from local amenities. This prime piece of land is situated in an area known for its friendly atmosphere

    Jessica Raley CENTURY 21 New Millennium

    0 Piney Point Rd, Callaway, MD 20620
  • /8

    $200,000

    $50K PRICE DROP
    • 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
  • /31

    $599,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    19163 N Porto Bello Ln, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE ARUNDEL Model, Elevation II*** 2 CAR 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

    Lisa Riggleman RE/MAX One

    19163 N Porto Bello Ln, Drayden, MD 20630
  • /20

    $45,000

    • Land
    • 10,018 Sq Ft
    • $195,652 per Acre

    36685 Owens Dr, Maddox, MD 20621

    Build your forever home or have a second home here in this quiet community. The Seller is willing to pay for a boundary survey within reason. He has already gotten a quote. Neatly tucked away. Minutes walk to the private pier, boating and fishing. Beautiful views of the Wicomico River. Come see the possibilities.

    Myra Wallace Samson Properties

    36685 Owens Dr, Maddox, MD 20621
  • /7

    $200,000

    • Land
    • 2.56 Acres
    • $78,125 per Acre

    26350 Three Notch Rd, Mechanicsville, MD 20659

    **Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!** This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for entrepreneurs and

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • /14

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,672 Sq Ft

    41010 New Market Turner Rd, Mechanicsville, MD 20659

    This home offers an opportunity, a level of finish, and details that stand out. Featuring 3 bedrooms and 2.5 baths on one level, the layout feels open, spacious, and welcoming. Located in a USDA eligible area with no HOA, 100% financing may be available for qualified buyers. Major systems have been replaced, including electrical, plumbing, HVAC, and roof, providing added confidence. The kitchen

    Jaiden Russell Samson Properties

    41010 New Market Turner Rd, Mechanicsville, MD 20659
  • /2

    $12,000

    $13K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $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.

    Agent Photo

    Stephanie Rivers

    The Southside Group Real Estate

    0 Sunset Dr, Chaptico, MD 20621
  • /3

    $5,000

    • Land
    • 10,018 Sq Ft
    • $21,739 per Acre

    0 Skyview Dr Unit MDSM2027410, Bushwood, MD 20618

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 10/2/2026, 10:00 AM. Bidding ends 10/6/2026, 9:05 AM. The list price is the suggested opening bid. Deposit: $2,500.+/- 10,200 SF vacant lot in St. Mary’s County. Short distance to the Wicomico River, Long View Beach Club, and the 7th District waterfront for boating, fishing, and

    Adam Shpritz Ashland Auction Group LLC

    0 Skyview Dr Unit MDSM2027410, Bushwood, MD 20618
  • /4

    $78,900

    • Land
    • 22,651 Sq Ft
    • $151,731 per Acre

    Lot 8 Section C Spring Lake Dr, Lexington Park, MD 20653

    The perfect private setting in a very popular neighborhood; bring plans for your very own custom home and build your dream home exactly to your specifications! Per St Mary's County, lot was deeded before ordinance was put in place, so the building envelope is larger than that of the other lots in subdivision, approximately 5445 Square Feet (!), with 100 ft setback.

    Cheryl Aiello Keller Williams Capital Properties

    Lot 8 Section C Spring Lake Dr, Lexington Park, MD 20653
  • /2

    $5,000

    • Land
    • 10,018 Sq Ft
    • $21,739 per Acre

    0 Lagoon Dr, Maddox, MD 20621

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 10/2/2026, 10:00 AM. Bidding ends 10/6/2026, 9:35 AM. The list price is the suggested opening bid. Deposit: $2,500.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,

    Adam Shpritz Ashland Auction Group LLC

    0 Lagoon Dr, Maddox, MD 20621
  • /32

    $679,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 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

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