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St Marys County MD Homes for Sale

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  • /17

    $349,999

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659

    Sellers are offering a $3,000 repair credit and home warranty to buyers with an acceptable offer!Situated on over an acre of cleared, open land. No HOA! This charming one-level home has a lot to offer. Step inside to an open floor plan filled with natural light. Featuring 3 spacious bedrooms and two full baths. The living room has a cozy fireplace, creating the perfect gathering space.

    Kathleen Flanagan Deep Roots Real Estate

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659
  • /60

    $514,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,220 Sq Ft

    23100 Poppy Way, California, MD 20619

    Welcome to 23100 Poppy Way in the highly sought-after Primrose Park community of California, Maryland! This beautifully updated 4-bedroom, 3.5-bath home offers the perfect combination of modern finishes, functional living space, and timeless style.Step inside to discover new luxury vinyl plank flooring throughout the main level, creating a warm and inviting atmosphere filled with an

    Matthew Burgan Infinitas Realty Group

    23100 Poppy Way, California, MD 20619
  • /2

    $550,000

    Coming Soon Sep 30
    • 5 Beds
    • 3.5 Baths
    • 3,033 Sq Ft

    45962 Blue Jay Ct, Great Mills, MD 20634

    Welcome to 45962 Blue Jay Ct in Great Mills! This beautifully maintained 5-bedroom home has been thoughtfully upgraded throughout, offering a perfect blend of comfort, functionality, and entertaining space. The updated kitchen features modern finishes and flows seamlessly into the living areas, while the fully finished basement provides additional living space complete with a full downstairs

    Billy Rabbitt The Southside Group Real Estate

    45962 Blue Jay Ct, Great Mills, MD 20634
  • /16

    $799,000

    • 5 Beds
    • 3 Baths
    • 2,727 Sq Ft

    44908 Hickory Landing Way, Hollywood, MD 20636

    17.5 Acres on Cuckold Creek. Rare large waterfront property of 17.5+ acres to provide you peace, quiet and privacy on highly desired Cuckold Creek. The 17.5 acres are mostly level and heavily wooded with walnut, Cypress, Maple, Oak and pine . Wildlife abounds. The Hickory Landing community dock on the property will have your own boat slip. A large garden plot is right on Hickory Landing Way, but

    Agent Photo

    Barbara Raley

    Berkshire Hathaway HomeServices PenFed Realty

    44908 Hickory Landing Way, Hollywood, MD 20636
  • /10

    $299,000

    • Land
    • 5.8 Acres
    • $51,552 per Acre

    21365 Bogies Ln, Leonardtown, MD 20650

    Looking for land to build your dream home....well wait no more! This 5.8 acre parcel has been perc tested, recorded, surveyed and even has builder specs for a future home site and floor plans. You can also pick your own builder and get construction started on your new home. Property is currently registered and enrolled in an Agricultural program. Close to schools, shopping and area amenities.

    Kelly Padgett Century 21 Redwood Realty

    21365 Bogies Ln, Leonardtown, MD 20650
  • /50

    $385,000

    $39K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,473 Sq Ft

    27087 Dogwood Ln, Mechanicsville, MD 20659

    Nestled in the serene Beverly Estates, this charming split foyer home offers a perfect blend of comfort and modern living. With a major renovation completed in 2020, this residence boasts a fresh and inviting atmosphere, making it an ideal retreat for anyone seeking a peaceful lifestyle. Step inside to discover a thoughtfully designed interior featuring three spacious bedrooms and two full

    Deborah Shirley Real Broker, LLC

    27087 Dogwood Ln, Mechanicsville, MD 20659
  • /50

    $395,000

    • 2 Beds
    • 3 Baths
    • 1,936 Sq Ft

    45525 Coosan Ct, Great Mills, MD 20634

    This house comes with a REDUCED RATE as low as 5.875% (APR 6.313%) as of 08/21/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.Pride of ownership is evident from the moment you arrive. Step inside to a warm and inviting interior featuring bamboo flooring, tasteful

    Connie Gunn CENTURY 21 New Millennium

    45525 Coosan Ct, Great Mills, MD 20634
  • /2

    $20,000

    $5K PRICE DROP
    • Land
    • 18,730 Sq Ft
    • $46,512 per Acre

    23253 Maddox Rd, Bushwood, MD 20618

    Build your dream coastal retreat on this beautiful 0.43-acre vacant lot located at 23253 Maddox Road in the desirable, water-oriented community of Bushwood, MD.Positioned in scenic St. Mary’s County, this lot offers the perfect foundation for a custom single-family home or vacation getaway. The critical site prep legwork is already underway—the property is approved for 2 mound septic systems,

    Billy Rabbitt The Southside Group Real Estate

    23253 Maddox Rd, Bushwood, MD 20618
  • /27

    $420,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    22503 E Maxine Way, Great Mills, MD 20634

    ***Just 10 minutes away from Pax River Naval Base*** This property offers an effortless commute for military, contractors, and buyers looking for an easy commute. This almost new, built in 2025, townhouse comes packed with modern upgrades. Designed for premium comfort, the main level features built-in, in-ceiling speakers for seamless whole-house audio, a gorgeous designer kitchen complete with

    Agent Photo

    Stephanie Rivers

    The Southside Group Real Estate

    22503 E Maxine Way, Great Mills, MD 20634
  • /37

    $599,900

    • 3 Beds
    • 1 Bath
    • 828 Sq Ft

    16101 Piney Point Rd, Piney Point, MD 20674

    Some properties are purchased for the house. Others are purchased for the place. Set on a narrow finger of land between two bodies of water, 16101 Piney Point Road offers an extraordinary waterfront setting with sunrise light on one side and spectacular sunset views on the other. The existing cottage provides an immediate place to enjoy life, watch the sky change, enjoy the water, and begin

    Michelle Camaioni RE/MAX One

    16101 Piney Point Rd, Piney Point, MD 20674
  • /4

    $169,000

    • 3 Beds
    • 1.5 Baths
    • 1,240 Sq Ft

    46842 Patuxent Rd, Lexington Park, MD 20653

    This may be the opportunity you've been waiting for.Imagine coming home to a place that's truly yours. This inviting 3-bedroom, 1.5-bath townhome offers the space, comfort, and affordability today's buyers have been searching for. Whether you're purchasing your first home, relocating to the area, or adding to your investment portfolio, this home delivers exceptional value in a convenient

    Sharon L. Brown Expect Results Realty

    46842 Patuxent Rd, Lexington Park, MD 20653
  • /2

    $17,500

    $3K PRICE DROP
    • Land
    • 21,780 Sq Ft
    • $35,000 per Acre

    36784 Ricardo Dr, Bushwood, MD 20618

    Rare ½-Acre Double Lot in Peaceful Water-Oriented Community – Ready for Your Custom Build!Bring your builder and your vision to 36784 Ricardo Drive! Situated in a quiet, water-oriented neighborhood in historic Bushwood, Maryland, this unique offering includes two adjacent parcels combined to form a spacious 0.5-acre lot.Whether you're dreaming of a sprawling full-time residence, a relaxed

    Billy Rabbitt The Southside Group Real Estate

    36784 Ricardo Dr, Bushwood, MD 20618
  • /52

    $490,000

    • 4 Beds
    • 3.5 Baths
    • 3,228 Sq Ft

    22393 Deerpath Ct, Great Mills, MD 20634

    Greenview West Colonial on quiet cul-de-sac! Tucked away, but close to everything, this beautiful 4-bedroom, 3.5-bath, home features gleaming hardwood floors, 9-ft ceilings, Maple kitchen cabinets, granite counters, a large back deck, and a finished basement rec room with a walk out. A welcoming front porch leads to a foyer with a home office w/ French doors on the right, and the formal dining

    Agent Photo

    Patrick Deighan

    CENTURY 21 New Millennium

    22393 Deerpath Ct, Great Mills, MD 20634
  • /45

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,730 Sq Ft

    22010 Society Hill Rd, Leonardtown, MD 20650

    Welcome to this beautifully updated home in popular Breton Bay! As you arrive, you'll appreciate the landscaping leading to the home, which was completed in the fall of 2025. Upon entering, you're greeted with wood floors and sunlight that floods the space thanks to the large windows across the front of the home. The open floor plan allows the living room to flow seamlessly into the dining area

    Fran Slade Compass

    22010 Society Hill Rd, Leonardtown, MD 20650
  • /3

    $29,900

    • Land
    • 10,454 Sq Ft
    • $124,583 per Acre

    26457 Peninsular Dr, Hollywood, MD 20636

    Vacant parcel around 1/4 acre in size in Hollywood Shores. Call Listing Agent with questions. Photos to be posted soon.

    Gloria Abell Coldwell Banker Premier

    26457 Peninsular Dr, Hollywood, MD 20636
  • /48

    $447,000

    $10K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,186 Sq Ft

    48274 Choptank Place, Lexington Park, MD 20653

    Welcome to Choptank Place, a spacious and versatile five bedroom, two and one half bath home nestled on a quiet cul de sac in the heart of Kedges Strait. Ideally located just minutes from Patuxent River Naval Air Station, shopping, dining, schools, and all that St. Mary’s County has to offer, this home combines everyday convenience with an exceptional community lifestyle.Inside, you’ll

    Diana Washabaugh CENTURY 21 New Millennium

    48274 Choptank Place, Lexington Park, MD 20653
  • /4

    $150,000

    • Land
    • 1.11 Acres
    • $135,135 per Acre

    25611 Clover Hill Rd, Hollywood, MD 20636

    Over an acre that has been perced at the intersection of Clover Hill Rd. and McIntosh Rd. Call listing agent with questions.

    Gloria Abell Coldwell Banker Premier

    25611 Clover Hill Rd, Hollywood, MD 20636
  • /50

    $469,900

    $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,536 Sq Ft

    40220 Golden Beach Rd, Mechanicsville, MD 20659

    Stunning Split-Foyer with Dual Primary Suites & Modern UpdatesWelcome home to this beautifully maintained and thoughtfully updated split-foyer property. Offering 4 bedrooms, 3.5 bathrooms, and an abundance of living space, this home perfectly blends style, comfort, and functionality. Main Level Highlights Bright & Airy Living Space: A large living room welcomes you with dramatic cathedral

    Evelyn Thorne Home Towne Real Estate

    40220 Golden Beach Rd, Mechanicsville, MD 20659
  • /56

    $615,000

    • 5 Beds
    • 4 Baths
    • 4,346 Sq Ft

    23620 Gunnell Dr, Leonardtown, MD 20650

    Welcome to 23620 Gunnell Dr., a beautiful, large colonial style home built by Marrick Homes in 2005. Pride of ownership shows with this home as it has been wonderfully maintained and upgraded since it was built. This home features 5 bedrooms, 4 full bathrooms, a fully finished basement, multiple bump outs, multiple entertaining areas, an oversize double car garage, a bar in the basement and so

    Tyler Mattingly Coldwell Banker Premier

    23620 Gunnell Dr, Leonardtown, MD 20650
  • /26

    $415,000

    $5K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,652 Sq Ft

    20859 Sandstone St, Lexington Park, MD 20653

    Don't let the exterior fool you, this home is much larger than it appears! Nestled in the desirable Greenbrier neighborhood, this beautifully updated 4-bedroom, 3-bath home offers the perfect combination of space, style, and convenience.Step inside to discover an impressive list of recent updates, including a beautifully remodeled kitchen, updated bathrooms, new flooring, fresh paint, new

    Shelly Alonso Samson Properties

    20859 Sandstone St, Lexington Park, MD 20653
  • /43

    $1,299,000

    $51K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,748 Sq Ft

    43410 Old Wharf Ln, Hollywood, MD 20636

    Nestled on the shores of the Patuxent River is this very private, custom-built, all brick home. Beautiful hardwood flooring throughout, modern kitchen and baths, a family room with fireplace and built-ins all situated on 5 sprawling acres. The property boasts 402 feet of riprapped shoreline. Old growth trees grace the circular driveway. The grounds have been professionally landscaped with a

    Barbara Stellway KW Metro Center

    43410 Old Wharf Ln, Hollywood, MD 20636
  • /6

    $105,000

    $20K PRICE DROP
    • Land
    • 3.42 Acres
    • $30,702 per Acre

    41180 Living Water Ln, Mechanicsville, MD 20659

    Set among the calm, rolling hills of Mechanicsville, Maryland, this 3.429-acre perced lot offers a rare blend of privacy, natural beauty, and readiness for development. Tucked into a peaceful wooded landscape, the property provides a blank canvas for building a single-family home in a setting that feels like a retreat.Property Highlights:Perced and Ready to Build: The lot has

    Ralph Harvey ListWithFreedom.com

    41180 Living Water Ln, Mechanicsville, MD 20659
  • /3

    $155,000

    • Land
    • 19,166 Sq Ft
    • $352,273 per Acre

    41650 Miss Bessie Dr, Leonardtown, MD 20650

    Great building lot in the Leonardtown city limites with water and sewer available. Part of Singletree but no HOA dues. Currently staked for a house location. Property corners are not staked. See map in documents. Located across from the hospital, walking distance to down town.

    Jan Barnes CENTURY 21 New Millennium

    41650 Miss Bessie Dr, Leonardtown, MD 20650
  • /47

    $434,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,497 Sq Ft

    25397 Allston Ln, Hollywood, MD 20636

    Welcome home to this beautifully renovated rambler located in the desirable Gillens Grove community of Hollywood, Maryland! This charming 3-bedroom, 2-bath home has been thoughtfully updated!Step inside to stunning hardwood floors that flow throughout the spacious, open-concept living area. The bright and inviting kitchen features gorgeous 42-inch cabinetry, stainless steel appliances, ample

    Gloria Abell Coldwell Banker Premier

    25397 Allston Ln, Hollywood, MD 20636
  • /14

    $489,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,802 Sq Ft

    45632 Pam's Way, Great Mills, MD 20634

    Say Hello to Southern Maryland's newest, beautiful and affordable housing! Schaefer Homes proudly announces its brand new homesites in the Norris Woods community- located in fast growing Great Mills.Close to Shopping, Schools and Naval Air Station PAX. looking for a beautiful new home with room to grow?The Eastport Model offers Four Bedroom 2.5 Bath, open floor plan include a large Family

    Theresa Haffer CENTURY 21 New Millennium

    45632 Pam's Way, Great Mills, MD 20634
  • /40

    $249,900

    • 2 Beds
    • 2.5 Baths
    • 1,588 Sq Ft

    20811 Harlequin Ln, Callaway, MD 20620

    *An already attractive sales price just got even better. The seller is offering a $7,500 credit toward the buyer’s closing costs at settlement.* Spacious townhome with plenty of room to make your own. The main level features an eat-in kitchen and a large living room that opens directly to the deck and private backyard. Upstairs, you’ll find two generously sized bedrooms, one with a private en

    Katy Galloway Century 21 Redwood Realty

    20811 Harlequin Ln, Callaway, MD 20620
  • /60

    $637,900

    $5K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 3,279 Sq Ft

    28920 Livingston Dr, Mechanicsville, MD 20659

    Looking for privacy without giving up the sense of community? This exceptional home offers the best of both worlds.Just reduced! Owners will consider helping with closing costs too! Perfectly situated on a quiet cul-de-sac and set well back from the road, this beautifully maintained colonial enjoys a peaceful, wooded setting where nature and wildlife become part of your everyday view. At

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    28920 Livingston Dr, Mechanicsville, MD 20659
  • /75

    $624,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,314 Sq Ft

    41462 Culpepper Way, Leonardtown, MD 20650

    Welcome home to this beautifully refreshed home in the sought-after Leonard’s Grant community! Ideally located on Leonard’s Grant Parkway, this move-in ready home features fresh paint and brand-new carpet throughout, offering a clean, updated feel from the moment you step inside.The thoughtfully designed floor plan showcases beautiful hardwood floors, a gourmet kitchen with abundant

    Heather Foster RE/MAX One

    41462 Culpepper Way, Leonardtown, MD 20650
  • /28

    $469,900

    • 3 Beds
    • 3 Baths
    • 1,691 Sq Ft

    43954 Main Way Rd, Leonardtown, MD 20650

    Set on a level, open corner lot with a small view of the Potomac River—and best of all, **NO HOA**—this well-maintained split-foyer offers comfortable living, thoughtful updates, and a backyard designed for entertaining. A blacktop driveway provides a clean, finished approach to the oversized two-car garage, which accommodates two vehicles with plenty of additional room. The main level features

    Danny Martin Keller Williams Flagship

    43954 Main Way Rd, Leonardtown, MD 20650
  • /56

    $375,000

    Open Sat 12PM - 2PM $20K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,165 Sq Ft

    23383 Thuja Ln, California, MD 20619

    Welcome to 23383 Thuja Lane, a beautifully maintained 2019 townhome in the highly sought after Wildwood community, that truly offers the feel of new construction without the wait! This spacious home features three generously sized primary bedroom suites, each with its own private en suite bathroom, making it ideal for guests, multigenerational living, or roommates. The bright, open concept main

    CHARLENE WILSON RE/MAX One

    23383 Thuja Ln, California, MD 20619
  • /145

    $7,500,000

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

    50645 Holly Point Rd, Dameron, MD 20628

    Nestled within the prestigious St. Jeromes subdivision, this exquisite Bayfront residence offers an unparalleled lifestyle defined by luxury and tranquility. Spanning over 175 acres just with the main house, this coastal architectural masterpiece seamlessly blends sophisticated design with nature's beauty, providing a serene retreat for discerning homeowners. Step inside to discover a harmonious

    Jessica Raley CENTURY 21 New Millennium

    50645 Holly Point Rd, Dameron, MD 20628
  • /17

    $1,450,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    24715 Half Pone Point Rd, Hollywood, MD 20636

    A rare opportunity to own an extraordinary 11.83-acre wooded property in the prestigious Half Pone Point community. Located directly across from the spectacular waterfront estate at 24730 Half Pone Point Rd, this versatile property offers endless possibilities for a private family compound, car collector, hobbyist, business owner, or recreational enthusiast.The property is improved with five

    Christopher Carr HomeZu

    24715 Half Pone Point Rd, Hollywood, MD 20636
  • /16

    $79,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    45813 Langley Park Way Unit 22, Lexington Park, MD 20653

    Fantastic opportunity to purchase this charming single‑wide mobile home in the picturesque Langley Mobile Home Park on the St. Mary’s River. Features hardwood floors, a custom kitchen, 2 bedrooms, and a custom‑tiled full bath. Lot rent is $700 per month.Owner financing considered.

    Joe Casey Taylor Properties

    45813 Langley Park Way Unit 22, Lexington Park, MD 20653
  • /40

    $4,595,000

    • 4 Beds
    • 7 Baths
    • 13,665 Sq Ft

    24730 Half Pone Point Rd, Hollywood, MD 20636

    A legacy waterfront estate at the tip of coveted Half Pone Point.Commanding one of the most prestigious waterfront settings in Southern Maryland, this extraordinary residence offers more than 14,000 square feet of meticulously crafted living space designed to capture breathtaking panoramic views of the Patuxent River from nearly every room. Architectural excellence and exceptional

    Christopher Carr HomeZu

    24730 Half Pone Point Rd, Hollywood, MD 20636
  • /65

    $764,987

    • 3 Beds
    • 4 Baths
    • 2,551 Sq Ft

    43816 Raspberry Ln, Hollywood, MD 20636

    Experience timeless English Tudor character paired with sweeping, unobstructed views of the Patuxent River. From the moment you step inside, the home’s expansive windows frame miles of serene waterfront, filling each room with natural light and a sense of calm that only riverside living can offer. With three bedrooms plus a dedicated office, the layout balances comfort and functionality Ideal for

    Patrick Dugan O'Brien Realty ERA Powered

    43816 Raspberry Ln, Hollywood, MD 20636
  • /27

    $249,000

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    22060 Baja Ln, Great Mills, MD 20634

    "PRICE REDUCTION $40k".... "Come and Visit"..... "Make an Offer".... Welcome to Baja Lane.....This 3 bedroom, 1.5 bath home is ready for you to move into. Add your own special finishing touches to make this home complete. All the comforts and Easy Living that a Single Story home has to offer. A short walk from the street or the driveway to the Front door brings you into the large living room

    Jack Fegeley O'Brien Realty ERA Powered

    22060 Baja Ln, Great Mills, MD 20634
  • /5

    $148,000

    $27K PRICE DROP
    • Land
    • 3.05 Acres
    • $48,525 per Acre

    41160 Living Water Ln, Mechanicsville, MD 20659

    Tucked away in the peaceful wooded landscape of Mechanicsville, Maryland, this 3.05-acre perced lot on Living Water Lane offers an ideal setting for a private single-family home. Surrounded by mature trees and gently rolling terrain, the property provides a natural retreat with plenty of space to build, grow, and enjoy the outdoors. Approved for a septic system and well-suited for residential

    Ralph Harvey ListWithFreedom.com

    41160 Living Water Ln, Mechanicsville, MD 20659
  • /106

    $949,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,942 Sq Ft

    23719 Bill Dixon Rd, California, MD 20619

    This exceptional custom home on a double waterfront lot offers nice privacy and premium boating access just minutes from the Patuxent River, Chesapeake Bay, and Solomons Island. The exterior features a 149-foot pier with three slips, a jet ski lift, and accommodation for a large sailboat(6-foot draft), alongside beautifully landscaped grounds, waterview porches and a plumbing-ready waterside

    Tracey Summers CENTURY 21 New Millennium

    23719 Bill Dixon Rd, California, MD 20619
  • /62

    $585,000

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,436 Sq Ft

    19335 Greens Crossing Ct, Great Mills, MD 20634

    **SELLER OFFERING $10,000 FLOORING CREDIT WITH ACCEPTABLE OFFER** Classic colonial in desirable The Crossing at Riverside Farms neighborhood. Feel like you're in the country on this 1+ acre lot but only minutes to shopping, schools, parks and Pax River Base. Nice open floor plan features a generous open floor plan with spacious kitchen that has ample cabinet and counter space, walk-in pantry,

    Jennifer Mullennix CENTURY 21 New Millennium

    19335 Greens Crossing Ct, Great Mills, MD 20634
  • /2

    $35,000

    $10K PRICE DROP
    • Land
    • 11.9 Acres
    • $2,941 per Acre

    0 Planters Ct, Lexington Park, MD 20653

    This 12 acre property is located in Lexington Park and is deeded "Open Space". The property is nearly 100% old growth trees with a small stream running through the center of the property. The land backs up to many houses on Planters Ct and has 1,000ft of road frontage on Willows Rd. Raw land. Recreational use. Adjacent to public water and sewer. Contact county for potential land use.

    Anne Davis CENTURY 21 New Millennium

    0 Planters Ct, Lexington Park, MD 20653

Showing Results 201 - 240, Page 6 of 10

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