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Callaway, MD Homes for Sale

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  • /43

    $359,900

    • 3 Beds
    • 3 Baths
    • 2,195 Sq Ft

    20751 Wolftrap St, Lexington Park, MD 20653

    This Bay Ridge Estates Split Foyer offers comfortable living inside and out! The inside features 3 or 4 bedrooms, 3 full baths, a formal living room w/ cathedral ceiling, open kitchen-dining room, and a lower level family room w/ attached bonus room & bar. If you don't need a 4th bedroom, there's a dedicated home office ready to go. Take note of other appealing details like attractive Pergo

    Agent Photo

    Patrick Deighan

    CENTURY 21 New Millennium

    (240) 563-9121

    20751 Wolftrap St, Lexington Park, MD 20653
  • /47

    $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 One

    (240) 261-5827

    19809 Point Lookout Rd, Lexington Park, MD 20653
  • /16

    $100,000

    • Land
    • 1.26 Acres
    • $79,365 per Acre

    22453 Macarthur Blvd, California, MD 20619

    Discover the perfect canvas for your next home on this pristine, level 1+ acre parcel. Thoughtfully center your home to quick and accessible amenities in the county. This buildable lot offers a rare combination of natural beauty and modern convenience. Fruit trees were planted just a couple of years ago, (9 apple trees, varying types and 2 mature plum trees) This can add charm and the promise of

    Agent Photo

    Connie Gunn

    CENTURY 21 New Millennium

    (240) 262-3802

    22453 Macarthur Blvd, California, MD 20619
  • /14

    $184,500

    • 1 Bed
    • 1.5 Baths
    • 879 Sq Ft

    45521 Westmeath Way Unit 12, Great Mills, MD 20634

    Beautiful First-Floor Condo Offering Comfort, Convenience, and Low-Maintenance LivingDiscover the perfect blend of comfort, style, and easy living in this beautifully maintained first-floor condo. Featuring 1 bedroom, 1.5 baths, and 879 square feet, this home is designed for simplicity and function without sacrificing modern appeal.Step through the secure entryway into a bright,

    Agent Photo

    Danielle Sloan

    JPAR Real Estate Professionals

    (240) 628-6899

    45521 Westmeath Way Unit 12, Great Mills, MD 20634
  • /15

    $79,990

    • Land
    • 3.57 Acres
    • $22,406 per Acre

    18832 Piney Point Rd, Valley Lee, MD 20692

    3.57 acres of residential land located on Piney Point Rd (MD-249) in Valley Lee, St. Mary’s County. This parcel offers a great opportunity to build your custom home in a peaceful setting just 1.5 miles from Tall Timbers Marina, providing easy access to boating and waterfront recreation on the Potomac River. Conveniently situated within driving distance to California, Lexington Park, and King

    Agent Photo

    Donnell Williams

    NextHome Prime Properties

    (240) 262-3964

    18832 Piney Point Rd, Valley Lee, MD 20692
  • /39

    $449,999

    • 4 Beds
    • 3.5 Baths
    • 4,650 Sq Ft

    46806 Planters Ct, Lexington Park, MD 20653

    Discover comfort, space, and modern convenience in this beautifully maintained 3-level home featuring 4 bedrooms, 3 full baths, and a main-level half bath. The main level offers an open-concept layout with a bright living area, flexible dining space, and a recently updated kitchen with granite counters and stainless steel appliances. Enjoy the breakfast bar, ideal for casual meals or

    Agent Photo

    Christian Jackson

    Keller Williams Preferred Properties

    (240) 808-8763

    46806 Planters Ct, Lexington Park, MD 20653
  • /2

    $25,000

    • Land
    • 0.25 Acre
    • $100,000 per Acre

    0 Sunset Dr, 2, Valley Lee, MD 20650

    Mills Point Perfection! Looking for a lot in a water access community? Take a look at this flat, mostly cleared lot in desirable Mills Point in Southern Maryland. Buyer to perform all due diligence.

    Agent Photo

    Stephanie Rivers

    The Southside Group Real Estate

    (227) 234-0672

    0 Sunset Dr, 2, Valley Lee, MD 20650
  • /67

    $315,000

    • 3 Beds
    • 3.5 Baths
    • 1,987 Sq Ft

    46442 Munley Ln, Lexington Park, MD 20653

    Move-In Ready Townhouse in Pegg Run – Minutes from NAS Patuxent River Seller offering $5,000 in closing costs. Includes already installed ring camera and ADT system equipment - buyer just need to activate. Welcome home to this beautifully maintained move-in ready interior townhouse in the sought-after Pegg Run Townhomes community. Built in 2007, this residence offers the perfect blend of comfort,

    Kimberly Bannister T&G Real Estate Advisors, Inc.

    46442 Munley Ln, Lexington Park, MD 20653
  • /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
  • /34

    $480,000 Pre-Foreclosure

    • 4 Beds
    • 3.5 Baths
    • 3,490 Sq Ft

    20932 Sawgrass Dr, Lexington Park, MD 20653

    No HOA – Pride of Ownership Shines Here! This beautifully maintained home truly stands out for its meticulous care, both inside and out. From the moment you arrive, you’ll notice the attention to detail and the pride of ownership throughout. The spacious backyard- fenced and backing to open ball fields—offers plenty of usable land for play, gardening, or simply relaxing outdoors. Spend your

    James Barnes EXP Realty, LLC

    20932 Sawgrass Dr, Lexington Park, MD 20653
  • /90

    $565,000

    • 5 Beds
    • 3.5 Baths
    • 3,075 Sq Ft

    21060 Woodmere Dr, Leonardtown, MD 20650

    Nestled on a beautifully maintained 1 acre lot, this 5 bedroom, 3.5 bathroom home is conveniently located in Leonardtown's Wilderness Run community. A welcoming foyer leads to a formal dining room and a charming country style kitchen which opens to a spacious family room. The kitchen features space for a table, a large pantry, stainless steel appliances, granite countertops, and direct access to

    Sharon Cox CENTURY 21 New Millennium

    21060 Woodmere Dr, Leonardtown, MD 20650
  • /2

    $2,895,000

    • Land
    • 92 Acres
    • $31,467 per Acre

    Parcel 331 & 332 Willows Rd, Lexington Park, MD 20653

    Available - Raw Land (Parcel 331: 92 AC ±, Parcel 332: 40 AC ±, Total = 132 AC ±); Zoning: Parcel 331: RM (Residential Med), Parcel 332: RL (Residential Low)

    Scott Wimbrow, SIOR Mackenzie Commercial R E SVCS, LLC

    Parcel 331 & 332 Willows Rd, Lexington Park, MD 20653
  • /49

    $469,900

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    44913 Widgeon Place, Callaway, MD 20620

    Welcome to 44913 Widgeon Place, a beautifully maintained colonial tucked away on a quiet cul-de-sac just minutes from Naval Air Station Patuxent River. This home delivers the best of Southern Maryland living, surrounded by the Patuxent and Potomac Rivers with convenient access to the Chesapeake Bay.The charming front porch sets the stage, offering a warm welcome and the perfect place to relax

    Jaye Hercules RE/MAX Realty Group

    44913 Widgeon Place, Callaway, MD 20620
  • /22

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    22518 Armsworthy Ct, California, MD 20619

    Put this home on your Wish list for Santa. Very nice rambler, boasting a fully fenced yard and two spacious decks, ideal for outdoor living and entertaining. Inside, you'll find a fantastic flow, beginning with formal living and dining rooms. The kitchen's cozy breakfast area opens via French doors to the main deck, while a convenient laundry room offers access to a separate, covered deck area.

    Jan Kleponis O'Brien Realty ERA Powered

    22518 Armsworthy Ct, California, MD 20619
  • /14

    $197,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    46843 S Shangri la Dr, Lexington Park, MD 20653

    Welcome home to 46846 S. Shangri La Drive! A beautifully refreshed 3-bedroom, 2-bath townhome nestled in the quiet Colony Square community. With 1,320 sq ft of comfortable and functional living space, this home has been updated throughout with new paint, durable LVP flooring, updated countertops, and a brand-new refrigerator, making it truly move-in ready. The main level offers a convenient full

    Katherine Dean RE/MAX One

    46843 S Shangri la Dr, Lexington Park, MD 20653
  • /9

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 2,356 Sq Ft

    47100 Sorrel Dr, Lexington Park, MD 20653

    Impressive colonial with a side-load garage in Greenbrier, smartly sited on a corner lot for added privacy, long views, and great curb-appeal. The main level offers formal living and dining rooms, a kitchen with breakfast area, a fireplace-anchored family room, dedicated office, mudroom, laundry, and a half bath. Upstairs, the spacious primary suite features a walk-in closet, soaking tub, and

    Robert Gauger EXP Realty, LLC

    47100 Sorrel Dr, Lexington Park, MD 20653
  • /24

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft

    22405 Indian Bridge Rd, California, MD 20619

    Sited on a one-acre level lot, this spacious ranch-style home is waiting for you to make it yours. It has over 1800 sqft of living space, a large entertainment room, and a formal living room. The home has hardwood floors and ceramic tile, and it has a pool house with a large inground deep pool. Conveniently located

    Pennie Platt Home Towne Real Estate

    22405 Indian Bridge Rd, California, MD 20619
  • /2

    $349,900 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,630 Sq Ft

    46600 Midway Dr, Lexington Park, MD 20653

    Coming Soon

    Blanche Lewis AIP Realty, LLC

    46600 Midway Dr, Lexington Park, MD 20653
  • /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
  • /48

    $485,000

    • 4 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    44892 Golden Eye Ct, Callaway, MD 20620

    Welcome to 44892 Golden Eye Ct, a beautifully maintained home in the Hunting Quarters community of Callaway. This home was upgraded with a new roof in 2021 featuring 50-year shingles and in 2023, a fully owner-owned solar system installed by Energy Select, making it a true Net Zero home with outstanding energy efficiency and long-term savings.The backyard is ideal for both relaxing and

    Dawn Riley RE/MAX One

    44892 Golden Eye Ct, Callaway, MD 20620
  • /2

    $86,900

    • Land
    • 1.68 Acres
    • $51,726 per Acre

    22020 Victorian Dr, California, MD 20619

    Build you own home on this 1.677 acre lot in a great location!! No HOA in this community. The property has been perced and it's ready for your plans. Plat is available showing the perc location.

    Dawn Wood O'Brien Realty ERA Powered

    22020 Victorian Dr, California, MD 20619
  • /2

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    20314 Brent Ln, Callaway, MD 20620

    Beautifully updated 3-bedroom, 2-bath rambler situated on a private 1+ acre lot in Callaway. This home features an upgraded kitchen, a large deck, and refreshed landscaping. Enjoy the expansive large fenced yard, perfect for pets, play, or outdoor entertaining. Additional highlight includes a heated workshop located to the left of the home—ideal for hobbies, storage, or projects. Schedule your

    Steven Carroll Berkshire Hathaway HomeServices PenFed Realty

    20314 Brent Ln, Callaway, MD 20620
  • /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
  • /3

    $339,900 Coming Soon

    • 3 Beds
    • 4 Baths
    • 1,948 Sq Ft

    45575 Catalina Ln, California, MD 20619

    This beautiful townhome offers spacious interior living with minimal exterior upkeep—perfect for busy lifestyles. The neutral palette throughout creates a versatile backdrop for your personal style. New HVAC system, fresh paint and new flooring for the new buyer comfort. The lower level features a flexible recreation room, half bath, and laundry, with access to a private fenced outdoor space. The

    Natalya Ford RE/MAX One

    45575 Catalina Ln, California, MD 20619
  • /17

    $214,900

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

    45880 S Springsteen Ct, California, MD 20619

    Motivated Seller!! Come check out this affordable 3 bed 2 bath rambler. Larger primary suite and on suite! Granite countertops in kitchen. Great location and under 5 minutes PAX River Naval base!

    Christina Justice RE/MAX One

    45880 S Springsteen Ct, California, MD 20619
  • /6

    $300,000

    • Land
    • 0.57 Acre
    • $526,316 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
  • /2

    $270,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,594 Sq Ft

    22097 Saint Michaels Cir, Great Mills, MD 20634

    What if your next home actually fit your day-to-day life? This three-bedroom, two-and-a-half-bath end-unit townhouse in Great Mills is clean, updated, and minutes from PAX River. The main level offers an open living and dining space, a functional kitchen, and a convenient half bath. Upstairs, the primary bedroom includes its own full bath, with two additional bedrooms and a second full bath just

    Aaron Oelrich OE Realty

    22097 Saint Michaels Cir, Great Mills, MD 20634
  • /50

    $440,000

    • 4 Beds
    • 2.5 Baths
    • 2,835 Sq Ft

    47162 Green Leaf Rd, Lexington Park, MD 20653

    Welcome Home to 47162 Green Leaf Road! Beautifully refreshed and ready for its next chapter, this spacious 4-bedroom, 2.5-bath home in the Greenbrier community offers style, comfort, and plenty of room to grow. Recent updates include new flooring, fresh interior paint, power washing, revived landscaping, and more, giving this home fresh curb appeal and a true move-in-ready feel. The main level

    Kimberly Scott RE/MAX Realty Group

    47162 Green Leaf Rd, Lexington Park, MD 20653
  • /23

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    21681 Shelby St, Great Mills, MD 20634

    Plan now to see it before someone else makes it their New Year's Resolution! Lovingly renovated rambler with fenced yard and shed. LVP flooring, new appliances, new cabinets, new countertops, new fixtures in bathrooms, new roof. Nothing to worry over. Just move in and tell Santa your new address!

    Jan Kleponis O'Brien Realty ERA Powered

    21681 Shelby St, Great Mills, MD 20634
  • /5

    $215,900

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    22186 Donaldson Dr, Lexington Park, MD 20653

    Here's your opportunity to own a home just minutes from PAX River Base (Gate 1). This home has updated flooring and has been freshly painted. NO HOA! That means freedom for your personal touches, no monthly fees, and no restrictions on your boat, RV, or landscaping plans. This is your chance to settle into St. Mary's County living with plenty of space for outdoor entertaining. Property is being

    Ryant Carr EbonAries Realty Group, LLC.

    22186 Donaldson Dr, Lexington Park, MD 20653
  • /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
  • /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
  • /34

    $300,000

    • 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
  • /13

    $219,000

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft

    20959 Redgate Ln, Leonardtown, MD 20650

    A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some well-deserved TLC. This

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • /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

    $312,500

    • 3 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    21301 Scarborough Dr, Lexington Park, MD 20653

    PRICE is lender approved. SHORT SALE – Property requires a full renovation (down to the studs) and will not qualify for regular FHA financing in its current condition. Possible water damage present. Being sold strictly as-is and subject to third-party approval. Per lender requirements, no offers below list price will be considered. Hold harmless required to show

    Rebecca Ravera Real Broker, LLC

    21301 Scarborough Dr, Lexington Park, MD 20653
  • /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
  • /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
  • /38

    $624,999

    • 5 Beds
    • 3.5 Baths
    • 6,877 Sq Ft

    45656 Edge Mill Ct, Great Mills, MD 20634

    Welcome to 45656 Edge Mill Ct, a stately 5‐bedroom, 3.5‐bath Colonial tucked on a quiet cul‐de‐sac in Great Mills’ desirable Woodland Park. With over 5,600 square feet of premium living space, this home is ideal for entertaining, everyday comfort, and multi‐generational living. Step inside the grand 2‐story foyer, where gleaming hardwood floors, crown molding, and wainscoting set a refined tone.

    Samantha Porter Keller Williams Preferred Properties

    45656 Edge Mill Ct, Great Mills, MD 20634
  • /50

    $995,000

    • 5 Beds
    • 7 Baths
    • 8,640 Sq Ft

    44605 Old Saint Andrews Church Rd, California, MD 20619

    Endless Possibilities on 20+ Private Acres in the Heart of California, MD!Discover a unique opportunity with this marvelous estate home set on over 20 secluded acres—offering the perfect blend of privacy and convenience. Located just minutes from PAX River NAS, Solomons Island, shopping, dining, theaters, and more, this property is a rare gem in Southern Maryland.Whether you're

    Conor Loughran CENTURY 21 New Millennium

    44605 Old Saint Andrews Church Rd, California, MD 20619

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Frequently Asked Questions

What are the most popular zip codes in Callaway, MD?
The most popular zip codes in Callaway, MD include 20620, 20650, 20634, 20692 and 20653.
What are the most popular neighborhoods near Callaway, MD?
The most popular neighborhoods near Callaway, MD are Callaway, Piney Point, Saint Leonard, Port Republic and Newburg.
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