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Newest Homes for Sale in Drayden, MD

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  • /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
  • /6

    $324,000 Open House 12/13

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    45394 Walnut St, Piney Point, MD 20674

    Welcome to Piney Point living at its finest—your chance to own a slice of waterfront charm on Maryland’s treasured St. George’s Creek. This beautifully maintained rambler delivers the perfect blend of comfort, convenience, and coastal lifestyle, all in a quiet, no-HOA community with DEEDED water access and front-yard water views.Step inside and feel instantly at home. The open-concept layout

    Michael Doyle Taylor Properties

    45394 Walnut St, Piney Point, MD 20674
  • /61

    $574,900

    • 4 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    46170 N Greens Rest Dr, Great Mills, MD 20634

    This 4 bed, 3.5 bath rambler features an open floor plan and one-level living in the respected Riverside Farms neighborhood. This home is well removed from the traffic and noise of Rte 235, offering a pleasant quiet in the rural setting by the river. The property features a level 1.39 acre lot, including a gazebo and storage shed, and it is situated just a short walk from the community pier and

    Danny Morris O'Brien Realty ERA Powered

    46170 N Greens Rest Dr, Great Mills, MD 20634
  • /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
  • /3

    $339,000

    • Land
    • 3.36 Acres
    • $100,893 per Acre

    16252 Thomas Rd, Piney Point, MD 20674

    Price Improvement - Discover a rare opportunity to own 3.36 acres of waterfront land in the peaceful community of Piney Point. This stunning property offers breathtaking views and direct access to the water — perfect for building your dream coastal retreat or year-round residence. Enjoy privacy, nature, and endless possibilities for outdoor living. Conveniently located near restaurants, marinas,

    Payam Bakhaje Realty ONE Group Capital

    16252 Thomas Rd, Piney Point, MD 20674
  • /58

    $859,900 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,127 Sq Ft

    18688 Hebb Rd, Valley Lee, MD 0

    Are you searching for a custom home. Look no further! This stunning custom-built residence, to be constructed by the highly acclaimed Litz Custom Homes, is designed for modern living in a serene setting. Situated on a spacious 2.5-acre lot in Drayden, this exquisite property comes with no HOA, offering you the freedom to enjoy your space. The Jackson floor plan seamlessly blends the charm of a

    Michele Posey RE/MAX Realty Group

    18688 Hebb Rd, Valley Lee, MD 0
  • /67

    $524,900

    • 5 Beds
    • 3.5 Baths
    • 4,370 Sq Ft

    20616 Ramsey Dr, Lexington Park, MD 20653

    This inviting colonial home offers comfortable, light-filled living with thoughtful updates. The main level features warm hardwood flooring throughout, a versatile flex room, and a spacious dining room. The bright, updated kitchen includes stainless steel appliances, a gas cooktop, gleaming granite counters, and a convenient center island. The cozy family room centers around a gas fireplace,

    Tracey Summers CENTURY 21 New Millennium

    20616 Ramsey Dr, Lexington Park, MD 20653
  • /21

    $1,199,998 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    16242 Thomas Rd, Piney Point, MD 20674

    NEW Price Improvement -Seller also owns the adjacent undeveloped waterfront parcel at 16252 Thomas Rd, Piney Point, MD (MLS# MDSM2027948). Properties may be purchased together as a package or individually. A rare opportunity to own over 5 acres combined of scenic waterfront land—perfect for expanding your estate, building a family compound, or investment.Seller is a licensed real estate

    Payam Bakhaje Realty ONE Group Capital

    16242 Thomas Rd, Piney Point, MD 20674
  • /43

    $874,900

    • 6 Beds
    • 3 Baths
    • 2,683 Sq Ft

    17203 Piney Point Rd, Piney Point, MD 20674

    The current owners have lovingly maintained this home as their second residence, and it truly shows! Inside, you’ll find formal living and dining rooms, an updated eat-in kitchen with a center island, quartz countertops, and stainless steel appliances. The living room features a cozy wood-burning fireplace, and a great sunroom overlooks the Potomac River.Natural hardwood floors run throughout

    Agent Photo

    DANNY LEUNG

    Century 21 Redwood Realty

    (240) 896-5594

    17203 Piney Point Rd, Piney Point, MD 20674
  • /65

    $799,900

    • 3 Beds
    • 3 Baths
    • 3,108 Sq Ft

    18368 Hartman Dr, Lexington Park, MD 20653

    Welcome to your waterfront retreat on 1.23 acres with 167ft +/- of waterfront footage nestled along the serene Saint Inigoes Creek with direct access to the St Mary's River and surrounding waterways. This home offers the perfect blend of comfort, convenience, and coastal living. Enjoy crabbing, fishing, kayaking, boating or swimming right from your private pier. Relax with your coffee or beverage

    Melanie Humphrey JPAR Real Estate Professionals

    18368 Hartman Dr, Lexington Park, MD 20653
  • /6

    $74,000

    • Land
    • 0.92 Acre
    • $80,435 per Acre

    18390 Matthews Dr, Lexington Park, MD 20653

    Peaceful Coastal Lot Near the Beach — Just Under One Acre!Discover the perfect blend of privacy and convenience with this beautiful vacant lot, nestled in a quiet, partially cleared setting just under one acre. Located less than a mile from the waterfront and Elm’s Beach Park, and just seven minutes from the Patuxent River Naval Base, this property offers endless

    Christine Chatmon Dudley Pro Realty, LLC

    18390 Matthews Dr, Lexington Park, MD 20653
  • /34

    $319,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    48683 Beachville Rd, Saint Inigoes, MD 20684

    4 acres w/ trailer, trailer sold AS-IS. Possible 3 additional buildable lots - all percs approved.

    Brooke Matthews RE/MAX One

    48683 Beachville Rd, Saint Inigoes, MD 20684
  • /48

    $489,900

    • 5 Beds
    • 4 Baths
    • 2,844 Sq Ft

    48493 Heritage Hill Ln, Saint Inigoes, MD 20684

    Welcome home to this spacious 5-bedroom, 3.5-bath property on a generous 1.11-acre lot with an extended driveway. 3,200 Sq Ft of living space....The open and versatile floor plan offers plenty of flexibility and comfort. Minutes from Historic St. Mary’s City and St. Mary’s College! 10 minutes to the WATER FRONT - Point Lookout Park! The upper level features four bedrooms and two full baths, while

    Sharon Lewin Samson Properties

    48493 Heritage Hill Ln, Saint Inigoes, MD 20684
  • /79

    $689,000

    • 5 Beds
    • 2.5 Baths
    • 4,072 Sq Ft

    20426 Heron Ln, Lexington Park, MD 20653

    Huge price reduction with motivated sellers. How can you tell a builder lives here without knowing a builder lives here? The WOW factor! In every room you'll notice a difference not seen in other homes, like perfection in the details INCLUDING in the Main home insulated floor, lots of crown molding, beautiful flooring, conditioned crawl, newer 30 year shingles in 2023, newer HVAC in 2018, Gas

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 290-6450

    20426 Heron Ln, Lexington Park, MD 20653
  • /52

    $875,000

    • 4 Beds
    • 2 Baths
    • 2,322 Sq Ft

    16460 Sayre Point Ln, Piney Point, MD 20674

    Waterfront Property on Saint George Island –Original owners are offering this rare opportunity to own a beautifully maintained custom built waterfront home on sought-after Saint George Island. Situated on a combined 1.4-acre parcel that includes both the waterfront and house lot, this property offers serene views, and direct access to St. George’s Creek via a private pier adding easy

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    16460 Sayre Point Ln, Piney Point, MD 20674
  • /59

    $649,000

    • 4 Beds
    • 3.5 Baths
    • 3,534 Sq Ft

    46442 Hyatt Ct, Drayden, MD 20630

    SELLERS ARE MOTIVATED! Welcome to 46442 Hyatt Court in Porto Bello Estates! This huge colonial is situated on over 3 acres of woods and nestled back off the cul-de-sac so you and your family can enjoy the serene privacy of the mature trees. Upon arriving at the home, you will note the extensive stone landscaping which really adds to the lot's rustic woodsy feel. Entering into the home, you are

    Michele Hughes RE/MAX Realty Group

    46442 Hyatt Ct, Drayden, MD 20630
  • /86

    $499,900

    • 5 Beds
    • 3.5 Baths
    • 3,892 Sq Ft

    20561 Pershing Dr, Lexington Park, MD 20653

    Great opportunity to own this charming, well maintained Colonial in the growing community of Pembrooke with over 4,100 square feet of overall living space across 3 finished levels! Appreciate the picturesque stone craftsmanship of the Quality Built Ashford model along with its pleasing landscape appeal. This 5-bedroom, 3.5-bath single-family home was thoughtful designed offering the perfect

    Matt Poole RE/MAX Realty Group

    20561 Pershing Dr, Lexington Park, MD 20653
  • /37

    $489,000

    • 4 Beds
    • 3.5 Baths
    • 2,495 Sq Ft

    17850 4th St, Tall Timbers, MD 20690

    SELLER PROVIDING 2% RATE BUYDOWN FOR BUYER (for first year up to $10K). Coastal Charm in Tall Timbers!! Welcome to 17850 4th Street, a beautifully designed 4-bedroom, 3.5-bath coastal-style home offering over 2,450 square feet of living space just minutes from Saint George Island, public boat ramps, beaches, and parks. Step inside and be greeted by gleaming hardwood floors, soaring 9 ft ceilings,

    Charlotte Long EXP Realty, LLC

    17850 4th St, Tall Timbers, MD 20690
  • /39

    $559,999

    • 4 Beds
    • 3.5 Baths
    • 3,847 Sq Ft

    46486 Hilton Ridge Dr, Lexington Park, MD 20653

    * paint & carpet credit * Hilton Ridge Community BEAUTY on over 2 acres! Located at the end of a private cul-de-sac and backing to your own private land. Main level has a large mudroom, formal living area, dining area, large kitchen, breakfast area and family room with fireplace and an entry to the back deck. The back yard will be your own personal sanctuary, plenty of yard but also surrounded by

    Kaitlyn Boas Infinitas Realty Group

    46486 Hilton Ridge Dr, Lexington Park, MD 20653
  • /3

    $50,000

    • Land
    • 0.54 Acre
    • $92,593 per Acre

    48574 Smith Dr, Ridge, MD 20680

    ONLINE AUCTION: Bidding begins 12/9/2025 @ 10:00 AM. Bidding ends 12/11/2025 @ 12:10 PM. List Price is Suggested Opening Bid. Deposit: $10,000. This lot of land is located in Ridge, Maryland within St. Mary's County. The property is in close proximity to the Seaside View Recreation Park, located along Jutland Creek, which filters into the Potomac River. It has easy access to major traffic

    Adam Shpritz Ashland Auction Group LLC

    48574 Smith Dr, Ridge, MD 20680
  • /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
  • /29

    $469,000

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft

    19809 Point Lookout Rd, Lexington Park, MD 20653

    Step inside to a large home that needs your finishing touches WITH a HUGE detached building 35' deep x 105' long. The sale is AS IS. Most of the repairs needed are cosmetic, ie. flooring, painting, appliances, etc. This home has 2 main level bedrooms, sunroom, HUGE family room, large kitchen and dining area, laundry closet, and more. The upper level has a family room, a full bath, and 2

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 261-5827

    19809 Point Lookout Rd, Lexington Park, MD 20653
  • /64

    $419,999

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690

    Charming Cottage Home with Detached Workshop & Apartment in the St. Georges Beach Neighborhood.Welcome to this inviting 3-bedroom, 2-bath cottage nestled on a spacious corner lot in the St. Georges Beach neighborhood. Full of character and charm, this property offers a unique combination of comfortable living and versatile bonus spaces.The main home features a warm and functional

    Mike Jordan CENTURY 21 New Millennium

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
  • /9

    $45,000

    • Land
    • 0.38 Acre
    • $118,421 per Acre

    0 Saint Georges Park Rd, Piney Point, MD 20690

    You don't want to miss this! This lot has many features including a flat lot in a small quiet neighborhood and a short walking distance to water views. This lot includes 1 public EDU for sewer connection and a well will be required. Clear this lot and it is ready to be built on! There are two lots available next to each other- Buy 1 lot or buy them both! This parcel includes lot 12, 14, and 16.

    Brittany Russell CENTURY 21 New Millennium

    0 Saint Georges Park Rd, Piney Point, MD 20690
  • /8

    $35,000

    • Land
    • 0.25 Acre
    • $140,000 per Acre

    0 Saint Georges Park Rd, Piney Point, MD 20690

    You don't want to miss this! This lot has many features including a flat land in a small quiet neighborhood and a short walking distance to water views. This lot includes 1 public EDU for sewer connection. Clear this lot and it is ready to be built on! There are 2 lots available next to each other. Buy 1 lot or buy them both! This parcel includes lot 8&10.

    Brittany Russell CENTURY 21 New Millennium

    0 Saint Georges Park Rd, Piney Point, MD 20690
  • /2

    $59,000

    • Land
    • 1.8 Acres
    • $32,778 per Acre

    0 Sea Side View Rd Unit MDSM2025850, Ridge, MD 20680

    Katherine Dean RE/MAX One

    0 Sea Side View Rd Unit MDSM2025850, Ridge, MD 20680
  • /59

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,945 Sq Ft

    17615 Driftwood Dr, Tall Timbers, MD 20690

    If you've been waiting for a great house to hit the market, here's your chance. Located in The Landings at Piney Point, this sought-after location offers a desirable waterfront location and unparalleled community amenities. Enjoy the private, deep water marina with your own deeded boat slip (#58) that has a 10,000 lbs boat lift and direct access to the Potomac River. Soak up the sun at the

    Matthew Burgan Infinitas Realty Group

    17615 Driftwood Dr, Tall Timbers, MD 20690
  • /2

    $80,000

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    44646 Medleys Neck Rd, Leonardtown, MD 20650

    Presenting an opportunity for creative redevelopment: a level lot equipped with a septic system and a driveway easement, along with a trailer that has microbiological growth. The property will require the removal of the existing trailer, with the option to proceed with new construction or secure a trailer replacement. Qualified buyers looking to customize and reimagine the site are encouraged to

    Ron Lord Home Towne Real Estate

    44646 Medleys Neck Rd, Leonardtown, MD 20650
  • /50

    $559,000

    • Land
    • 0.98 Acre
    • $570,408 per Acre

    16129 Piney Point Rd, Piney Point, MD 20674

    Secluded Oyster House is residentially zoned as non-conforming water-dependent commercial use in a historic fishing village on St. George Island, just off the Potomac River near the Chesapeake Bay. Perfect for a business that requires water access. It could serve as a private marina for family and friends who need safe-harbor docking on the Intracoastal—reported 4’ MLW in the channel and at the

    Dawn Wood O'Brien Realty ERA Powered

    16129 Piney Point Rd, Piney Point, MD 20674
  • /20

    $559,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    17490 Lighthouse Commons Dr, Piney Point, MD 20674

    Brand new home is ready and waiting for you! This popular 4-bedroom home, thoughtfully upgraded for modern living. Highlights include granite countertops, stainless steel appliances, and luxury vinyl plank flooring throughout the main level. The master suite features a custom-tiled shower, while 9' ceilings add an airy feel. Exterior upgrades include a sodded lawn with an in-ground

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    17490 Lighthouse Commons Dr, Piney Point, MD 20674
  • /22

    $729,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    18665 Hebb Way, Drayden, MD 20630

    TO BE BUILT; this pictured beautiful custom home on over 5 acres nestled in the Drayden countryside offers tranquility and expansive sunset skies, while still being within 15 minutes of schools and shopping! A Mednick Construction Home which includes 3 bedroom/2.5 baths, 9' ceilings, upgraded finishes, utilities, well, septic, permits and everything you need to have a move in ready beautiful

    Charlotte Long EXP Realty, LLC

    18665 Hebb Way, Drayden, MD 20630
  • /32

    $659,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    18937 Hodges Ln, Leonardtown, MD 20650

    Are you dreaming of living on the water? This is your perfect opportunity! Well maintained rambler featuring waterfront, shared pier with boatlift, sunroom, 2-car attached garage, 1-car detached garage, 2-car carport. Gorgeous back yard, perfect for entertaining and spending those summer nights with friends and family. Get on your boat whenever the mood strikes you. This is the perfect home to

    Ingrid Butler CENTURY 21 New Millennium

    18937 Hodges Ln, Leonardtown, MD 20650
  • /2

    $40,000

    • Land
    • 0.18 Acre
    • $222,222 per Acre

    17852 3rd St, Tall Timbers, MD 20690

    Discover the perfect canvas for your dream home with this vacant residential lot, ideally situated just blocks away from the serene Saint Mary's River. Spanning approximately 8,000 square feet, this prime piece of real estate is located in the desirable St. George's Beach Subdivision, Lot 500-14, Block 18, as per Plat 59/55. Benefit from the convenience of an EDU from Metcom, ensuring public

    Samara Dinnius JPAR Real Estate Professionals

    17852 3rd St, Tall Timbers, MD 20690
  • /45

    $635,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 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
  • /12

    $224,900

    • Land
    • 8.93 Acres
    • $25,185 per Acre

    0 Snowhill Way, Lexington Park, MD 20653

    Discover the perfect opportunity to build your dream property on this 8.93-acre agricultural-zoned parcel, nestled in the picturesque and highly sought-after area of St. Mary’s City. Located at the end of a quiet cul-de-sac, this lot offers unparalleled privacy and tranquility, surrounded by nature and the charm of Southern Maryland.With ample space for farming, gardening, or simply

    Matthew Burgan Infinitas Realty Group

    0 Snowhill Way, Lexington Park, MD 20653
  • /2

    $99,000

    • Land
    • 1 Acre
    • $99,000 per Acre

    17778 Rosecroft Rd, Lexington Park, MD 20653

    BUILDING PERMIT APPROVED for this serene 1 acre lot walking distance from Historic St. Mary's City. All Critical Area reviews have been completed for you to begin construction of your dream home! Proposed home is 3977 square feet including a basement. Plan is sized so you can adjust to suit your needs without revising the proposed septic installation (up to 3999 square feet). Excellent perc

    Cathy Rose RE/MAX One

    17778 Rosecroft Rd, Lexington Park, MD 20653
  • /2

    $99,900

    • Land
    • 1 Acre
    • $99,900 per Acre

    17475 Mount Zion Church Rd, Saint Inigoes, MD 20684

    Beautiful lot close to base and St Mary's college in beautiful St Mary's city. only a few minutes to restaurants and shopping. This lot has a Dug well and septic on property. Trailor on property is a tear down.

    Gloria Abell Coldwell Banker Premier

    17475 Mount Zion Church Rd, Saint Inigoes, MD 20684
  • /8

    $750,000 New Construction

    • 4 Beds
    • 3.5 Baths

    46175 N Greens Rest Dr, Great Mills, MD 20634

    One of the few remaining pristine lots left in Riverside Farms! 1.63 acre lot . 3500+ sq. ft. custom rambler with 4BR, 3-4 BA, basement with 9 ft. ceilings, 3 car sideload garage, and much more! This desirable neighborhood offers a community park, ball fields, walking trails, picnic areas, and community pier. A perfect place for your family! Conveniently located close to Leonardtown and Pax

    Joe and Judi Limerick CENTURY 21 New Millennium

    46175 N Greens Rest Dr, Great Mills, MD 20634
  • /2

    $69,900

    • Land
    • 3 Acres
    • $23,300 per Acre

    Lot 2 Grayson Rd, Saint Inigoes, MD 20684

    Large wooded 3.00 acre parcel that no perc has been attempted. Located near the gate to Naval base. There is also another 3 acre lot and a 1.6 acre lot.

    Gloria Abell Coldwell Banker Premier

    Lot 2 Grayson Rd, Saint Inigoes, MD 20684
  • /2

    $65,000

    • Land
    • 1.6 Acres
    • $40,625 per Acre

    0 Grayson Rd, Saint Inigoes, MD 20684

    Large wooded 1.6 acre parcel that no perc has been attempted. Located near the main gate to Naval base. There are two additional lots for sale. Lot 2 and 4 are 3 acres each.

    Gloria Abell Coldwell Banker Premier

    0 Grayson Rd, Saint Inigoes, MD 20684

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What are the most popular zip codes in Drayden, MD?
The most popular zip codes in Drayden, MD include 20630, 20692, 20674, 20690 and 20653.
What are the most popular neighborhoods near Drayden, MD?
The most popular neighborhoods near Drayden, MD are Piney Point, Saint George Island, Callaway, Saint Leonard and Mechanicsville.
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