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Worcester County MD Homes for Sale with Pool

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  • /146

    $2,649,000

    • 6 Beds
    • 4.5 Baths
    • 7,312 Sq Ft

    22 Leigh Dr, Berlin, MD 21811

    Welcome to waterfront living at its finest in the prestigious Tern’s Landing community of Ocean Pines. Situated on a premium 90-foot wide canal-front lot, this impressive 6-bedroom, 4.5-bath coastal home offers the perfect blend of luxury, comfort, and functionality. Designed for both everyday living and unforgettable entertaining, the open-concept kitchen flows seamlessly into multiple gathering

    Shawn Kotwica Coldwell Banker Realty

    22 Leigh Dr, Berlin, MD 21811
  • /31

    $259,000

    • 1 Bed
    • 1 Bath
    • 583 Sq Ft

    104 127th St Unit 121, Ocean City, MD 21842

    The search ends here — welcome to your 1st-floor coastal retreat at Raffles #121. Ideally located in North Ocean City just steps from Northside Park, Raffles is a well-managed condominium offering an in-ground swimming pool, bike racks, an outdoor shower, and close proximity to some of the area’s best dining, shopping, and entertainment. From the moment you step inside, the pride of ownership is

    Dallas Godman Atlantic Shores Sotheby's International Realty

    104 127th St Unit 121, Ocean City, MD 21842
  • /50

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft

    13110 Coastal Hwy Unit 206, Ocean City, MD 21842

    Experience the best of oceanfront living in this well maintained two bedroom condominium. The thoughtfully designed split bedroom layout offers privacy, with the bedrooms positioned on opposite sides of the residence. The spacious primary bedroom features a private ensuite bath, while the second full bathroom is conveniently located just across from the guest bedroom. Both the living room and

    Terry Looney Century 21 New Horizon

    13110 Coastal Hwy Unit 206, Ocean City, MD 21842
  • /86

    $775,000

    • 4 Beds
    • 4 Baths
    • 3,123 Sq Ft

    11748 Maid at Arms Ln, Berlin, MD 21811

    Beautifully renovated and meticulously updated throughout, this exceptional residence in the prestigious gated community of Glen Riddle offers a rare combination of refined living, privacy, and coastal convenience. Perfectly positioned just minutes from the sparkling beaches of Ocean City, the natural beauty of Assateague Island, and the charm of historic Berlin, this thoughtfully refreshed home

    Alyson Kendall Northrop Realty

    11748 Maid at Arms Ln, Berlin, MD 21811
  • /51

    $729,900

    • 3 Beds
    • 3.5 Baths
    • 1,927 Sq Ft

    111 76th St Unit 202, Ocean City, MD 21842

    Welcome to one of Ocean City’s most spacious and luxurious condos. From the moment you step off your private and secured elevator into the main foyer, you will feel the quality and care in every detail. This original model home masterfully crafted by Landmark Builders offers stunning bay views along with three, yes three en-suite bedrooms. The home comes fully furnished and is just a short stroll

    Paul Dicicco Compass

    111 76th St Unit 202, Ocean City, MD 21842
  • /37

    $579,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    305 11th St Unit 305, Ocean City, MD 21842

    3 BEDROOM 2 BATH LARGE CONDO WITH BAY VIEWS, EXCELLENT RENTAL HISTORY AND A PERFECT LOCATIONWhat makes this location so great ? It is right on the bay with easy access to the beach.Does it have outdoor living space?Yes! This is a rarely offered corner/end unit with a large wrap-around balcony featuring bay views and access from both the living/dining area and the primary

    Christine DeStefano Monument Sotheby's International Realty

    305 11th St Unit 305, Ocean City, MD 21842
  • /38

    $349,900

    • 1 Bed
    • 1 Bath
    • 810 Sq Ft

    11604 Coastal Hwy, Ocean City, MD 21842

    Previously renovated 1BR/1BA Ocean Front Condo located in the center of Ocean City. This condo complex offers tons of amenities including an outdoor pool (stays open through September), tennis courts, common areas, and cable TV. Make your way to the second floor and step inside a home filled with natural light, a soft color palette, new luxury flooring, and not one but two balconies offering

    Jodi Quinn LPT Realty, LLC

    11604 Coastal Hwy, Ocean City, MD 21842
  • /64

    $399,900

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    4711 Coastal Hwy Unit 244, Ocean City, MD 21842

    Wake up to sweeping bay views in this meticulously maintained 2-bedroom, 2-bath waterfront beach home in Wight Bay. Bright southern exposure and open floor plan flow seamlessly to a private, 27 ft, waterfront balcony. The primary suite features water views, balcony access and a private bath, while the second bedroom and full guest bath provide comfortable accommodations for family and friends.

    Jimbo Weismiller Keller Williams Realty Delmarva

    4711 Coastal Hwy Unit 244, Ocean City, MD 21842
  • /42

    $425,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    5500 Coastal Hwy Unit D219, Ocean City, MD 21842

    A MUST SEE! One of the best-priced two-bedroom, two bath, ocean-block condominiums offering an ocean view and a pool. This well-appointed residence features an open floor plan with the kitchen showcasing granite countertops and a center island with seating—perfect for casual dining and entertaining. Ideally positioned within the building, the east-facing balcony enjoys natural light along with an

    Dave Whittington Coastal Life Realty Group LLC

    5500 Coastal Hwy Unit D219, Ocean City, MD 21842
  • /24

    $289,500

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    14409 Lighthouse Ave, Ocean City, MD 21842

    Great location , this 12 unit bayside building in quiet North OC , Lighthouse point villas ia a 12 unit boutique building, offers great livability with features like private courtyards with hot tubs , community outdoor swimming pool and private off street parking , Enjoy the beach lifestyle !

    Dan Clayland Coldwell Banker Realty

    14409 Lighthouse Ave, Ocean City, MD 21842
  • /34

    $449,500

    • 4 Beds
    • 2 Baths
    • 1,766 Sq Ft

    4 Fantail Ct, Berlin, MD 21811

    SIMPLY BEAUTIFUL! If you are looking for the ultimate in privacy, value, comfort and gracious living, this home is for you. Whether it's your primary nest or weekend retreat, everything you need is here. There's a lovely gracious interior with a vaulted ceiling in the living area, 4 bedrooms for plenty of sleeping space and a wonderful Florida Room plus a screened porch nestled in the trees.

    Marlene Ott Berkshire Hathaway HomeServices PenFed Realty - OP

    4 Fantail Ct, Berlin, MD 21811
  • /34

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,131 Sq Ft

    10700 Coastal Hwy Unit 1004, Ocean City, MD 21842

    Beautiful two-bedroom, two-bath condo with southern facing views of the ocean and bay from the large private balcony. The open floor plan connects the kitchen, dining, and living areas. Throughout the years the owners have completed upgrades in the kitchen as well as both bathrooms. The electric panel has been upgraded in the last year as well. Plenty of beds available as this place has 3 queens,

    Larry Wachter ExecuHome Realty

    10700 Coastal Hwy Unit 1004, Ocean City, MD 21842
  • /40

    $385,000

    • 2 Beds
    • 2 Baths
    • 858 Sq Ft

    8908 Rusty Anchor Rd, Ocean City, MD 21842

    Waterfront living made easy! This beautifully updated lower level condo overlooks a peaceful canal with quick access to open water — and includes a deeded boat slip right outside your door. The bulkheads at the pier are new. Enjoy the water views from the large waterfront covered porch. Perfect for relaxing after a day of boating or beaching. Inside you will find 2 bedrooms and 2 full baths and a

    Denise Kenney Cummings & Co. Realtors

    8908 Rusty Anchor Rd, Ocean City, MD 21842
  • /35

    $499,995

    • 2 Beds
    • 2 Baths
    • 1,107 Sq Ft

    10700 Coastal Hwy Unit 301, Ocean City, MD 21842

    2 bedroom, 2 bathroom condo in the Quay building, a highly desirable oceanfront building with 2 pools! You'll love this condo with it's many upgrades including quart countertops, luxury vinyl plank flooring throughout and newer bathrooms. New central air conditoning was installed summer 2025 so no need to worry about any unexpected major expenses in the near future. This condo is located on the

    Bernie Alvey Atlantic Sands Realty

    10700 Coastal Hwy Unit 301, Ocean City, MD 21842
  • /46

    $259,900

    • 3 Beds
    • 1.5 Baths
    • 797 Sq Ft

    109 Sea Breeze Dr, Ocean City, MD 21842

    Great upfront location in the highly sought after community of Montego Bay in North OC. Just a short walk to the beach, community amenities, shopping, dining, the bus stop and Ocean City's 58 acre Northside Park...home of the 4th of July fireworks. This home features 3 bedrooms, 1-1/2 bathrooms and has a replacement insulated metal roof. Home is being sold mostly furnished.Community amenities

    Bill Rothstein Montego Bay Realty

    109 Sea Breeze Dr, Ocean City, MD 21842
  • /35

    $499,900

    • 2 Beds
    • 2.5 Baths
    • 1,328 Sq Ft

    12 92nd St Unit 204, Ocean City, MD 21842

    This condo in Jetty's Break presents an excellent value: it is currently the largest ocean-block unit for sale under $500,000 in all of Ocean City! Unit #204 boasts a spacious layout in every area of the unit, providing a uniquely comfortable environment for you or your rental guests; if you choose to leverage the unit's rental potential. Both bedrooms include en-suite bathrooms, providing both

    Sam Kahl Samson Properties

    12 92nd St Unit 204, Ocean City, MD 21842
  • /59

    $450,000

    • 2 Beds
    • 2 Baths
    • 944 Sq Ft

    10300 Coastal Hwy Unit 1107, Ocean City, MD 21842

    Experience Coastal Living at the sought out Direct Ocean Front Building the Atlantis Condominium. Enjoy the views of the Ocean from the balcony with Over-sized windows! So let the sunshine in, while enjoying the sweet salty breeze. Spacious Primary bedroom features an amazing view of the Ocean, time to relax and unwind. Bathroom has a Nice beach vibe, granite vanity top. Living room offers a Nice

    Karen Oass Long & Foster Real Estate, Inc.

    10300 Coastal Hwy Unit 1107, Ocean City, MD 21842
  • /26

    $385,000

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    6803 Atlantic Ave Unit 1B, Ocean City, MD 21842

    Don't miss the opportunity to own a condo in this great building, that features outdoor pool , elevator. Photos coming soon.

    Keti Lynch Shoreline Properties

    6803 Atlantic Ave Unit 1B, Ocean City, MD 21842
  • /17

    $187,500

    • 1 Bath
    • 377 Sq Ft

    3010 Philadelphia Ave, Ocean City, MD 21842

    Discover the charm of coastal living in this cozy and efficiently designed studio, ideally located in the heart of Ocean City. This thoughtfully laid-out unit features a comfortable living space with a queen-size bed, a full kitchen, and a private bathroom — offering everything you need in a compact, low-maintenance retreat. Just one block from the beach and steps from Ocean City’s best

    Jenny Sheppard Sheppard Realty Inc

    3010 Philadelphia Ave, Ocean City, MD 21842
  • /26

    $294,900

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    14409 Lighthouse Ave, Ocean City, MD 21842

    Great location , this 12 unit bayside building in quiet North OC , Lighthouse point villas ia a 12 unit boutique building, offers great livability with features like private courtyards with hot tubs , community outdoor swimming pool and private off street parking , Enjoy the beach lifestyle !

    Dan Clayland Coldwell Banker Realty

    14409 Lighthouse Ave, Ocean City, MD 21842
  • /80

    $475,000

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft

    13110 Coastal Hwy Unit 312, Ocean City, MD 21842

    Welcome to 312 Braemar Towers, located in Quiet North Ocean City. North Tower close to the east end of the building with BEAUTIFUL VIEWS OF THE OCEAN and the lovely OLYMPIC SIZED ELEVATED OUTDOOR POOL with large sundeck area. The two-bedroom two full bath fully furnished, nicely decorated condominium (Deluxe Floorplan- with dining area) has been updated and well maintained by the Seller. Both

    Candi Noyes Coldwell Banker Realty

    13110 Coastal Hwy Unit 312, Ocean City, MD 21842
  • /36

    $599,000

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft

    11500 Coastal Hwy, Ocean City, MD 21842

    Welcome to Sea Watch #1511! Experience the best of coastal living in this beautifully maintained 2-bedroom, 2-bath condominium plus den/family room, ideally located in the desirable Sea Watch building. Unit 1511 is situated just one unit back from the front of the building, featuring terrific south-facing ocean views and glimpses of the bay, delivering both sunrise and sunset beauty.Inside,

    Ryan Haley Atlantic Shores Sotheby's International Realty

    11500 Coastal Hwy, Ocean City, MD 21842
  • /53

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,376 Sq Ft

    2838 Gull Way, Ocean City, MD 21842

    Escape to this stunning waterfront townhome offering 3 bedrooms, 2.5 baths, and a deeded boat slip equipped with both boat and jet ski lifts. Perfect as a primary residence or lucrative rental opportunity, this modern retreat offers the best of coastal living. The main level includes a well-appointed kitchen, separate family room, and living room, with a convenient half bath and laundry closet.

    Brigit Taylor Keller Williams Realty

    2838 Gull Way, Ocean City, MD 21842
  • /36

    $299,900

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    105 120th St Unit 15417, Ocean City, MD 21842

    Nestled in the charming CLUB OCEAN VILLAS II community, this inviting 2-bedroom, 2-bathroom apartment offers a perfect blend of comfort and convenience. The well-appointed kitchen features essential appliances, including a dishwasher, microwave, and electric oven, making meal prep a delight. Enjoy the ease of a stacked washer/dryer right at home, ensuring laundry days are hassle-free. Step

    Chris Drewer EXP Realty, LLC

    105 120th St Unit 15417, Ocean City, MD 21842
  • /27

    $160,000

    • Land
    • 0.3 Acre
    • $533,333 per Acre

    15 Preakness Dr, Ocean Pines, MD 21811

    Build the home you’ve always wanted in Triple Crown Estates, the newest section of Ocean Pines! Surround yourself with luxury homes on an oversized corner lot that backs to protected woodlands, offering extra privacy. This location allows for a home to be built with a side entry garage. Minimum square footage requirements of 1800 sq ft plus a double garage for a one level home, or 2300 sq ft plus

    Cynthia Crockett Hileman Real Estate-Berlin

    15 Preakness Dr, Ocean Pines, MD 21811
  • /27

    $721,300

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

    9800 Coastal Hwy, Ocean City, MD 21842

    Direct oceanfront two-bedroom plus den (which can serve as an additional sleeping area), two-bath condo at The Plaza — one of Ocean City’s most sought-after oceanfront buildings. Ideally located on the 6th floor, this unit offers incredible ocean and bay views. This unit has updated kitchen and bath granite countertops and new flooring.The spacious living room features sliding glass doors

    Bill Allen Long & Foster Real Estate, Inc.

    9800 Coastal Hwy, Ocean City, MD 21842
  • /43

    $429,900

    • 1 Bed
    • 1 Bath
    • 833 Sq Ft

    11400 Coastal Hwy Unit 8G, Ocean City, MD 21842

    Soak up the sun, surf, and stunning views in this direct oceanfront 1-bedroom condo, perfectly situated to offer breathtaking panoramic vistas from the oceanfront balcony and picturesque sunset views from the bayside balcony. The bayside balcony can even be converted into an additional sleeping area, ideal for accommodating guests or extra family members. This updated condo features a new sleeper

    Monica McNamara Coldwell Banker Realty

    11400 Coastal Hwy Unit 8G, Ocean City, MD 21842
  • /50

    $949,900

    • 2 Beds
    • 2.5 Baths
    • 1,206 Sq Ft

    401 14th St Unit 4, Ocean City, MD 21842

    Coastal Living Awaits You in Ocean City, Maryland! HARBOUR ISLAND IS WAITING FOR YOU! Step into your dream getaway with this completely updated coastal-style condominium, perfectly designed for relaxation and enjoyment. This stunning two-bedroom, two-and-a-half-bath unit offers a blend of modern elegance and beach-side charm, making it the ideal retreat for anyone looking to embrace the vibrant

    Sandy Dougan Berkshire Hathaway HomeServices PenFed Realty - OP

    401 14th St Unit 4, Ocean City, MD 21842
  • /56

    $349,500

    • 1 Bed
    • 1 Bath
    • 647 Sq Ft

    14100 Coastal Hwy Unit 210, Ocean City, MD 21842

    Ocean block opportunity in sought-after North Ocean City! This spacious 1 bedroom, 1 bath condo is located in the desirable Outrigger Building, a sister building to the Royal Hawaiian. Enjoy brand new LVP flooring throughout, a bright and open living area, and an open kitchen with generous counter space—ideal for entertaining or easy coastal living. Step out onto the covered balcony with an ocean

    Tracy Zell Long & Foster Real Estate, Inc.

    14100 Coastal Hwy Unit 210, Ocean City, MD 21842
  • /60

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    26 Castle Dr, Berlin, MD 21811

    Welcome to 26 Castle Drive in Ocean Pines — a beautifully renovated 3-bedroom, 2-bath home originally built in 1984 and thoughtfully updated from top to bottom. Listed at $379,000, this property offers peace of mind with major upgrades already completed, including a new roof, new siding, new windows and doors, new duct work. Inside, you’ll find fresh paint throughout, modern railings, a

    Shawn Kotwica Coldwell Banker Realty

    26 Castle Dr, Berlin, MD 21811
  • /31

    $299,900

    • 1 Bed
    • 1.5 Baths
    • 612 Sq Ft

    7 127th St Unit 403N, Ocean City, MD 21842

    If you have been waiting for an ocean block opportunity in North Ocean City, this is it. Perfectly positioned just steps from the sand, this top floor one bedroom, one and a half bath condo delivers the beach lifestyle without the beachfront price tag. From the moment you walk inside, the newly installed luxury vinyl plank flooring sets a fresh, modern tone. The living space feels bright and

    Nicole Callender Keller Williams Realty Delmarva

    7 127th St Unit 403N, Ocean City, MD 21842
  • /34

    $539,950

    • 3 Beds
    • 3.5 Baths
    • 2,175 Sq Ft

    9823 Golf Course Rd Unit 16, Ocean City, MD 21842

    This beautifully maintained 3-bedroom, 3.5-bath townhome in the sought-after Sailors Watch community offers spacious, low-maintenance living in the heart of West Ocean City. Thoughtfully designed for both comfort and convenience, the home features a private elevator, two cozy fireplaces, and an expansive open-concept top floor filled with natural light. The bright and airy living area flows

    Nicholas Preziosi Long & Foster Real Estate, Inc.

    9823 Golf Course Rd Unit 16, Ocean City, MD 21842
  • /40

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,181 Sq Ft

    11423 Manklin Creek Rd Unit 1, Berlin, MD 21811

    Welcome to The Meadows at Manklin, perfectly positioned just inside the South Gate of Ocean Pines, where low-maintenance living meets everyday ease. This three bedroom, two full bath condo offers the space you want, the updates you appreciate, and the location that simply makes life easier. Enter at ground level and head upstairs to a bright, open layout that feels airy and welcoming from the

    Nicole Callender Keller Williams Realty Delmarva

    11423 Manklin Creek Rd Unit 1, Berlin, MD 21811
  • /120

    $559,000

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft

    11500 Coastal Hwy, Ocean City, MD 21842

    Lovely 2 Bedroom and a den condo with breath taking views of the ocean. New and remodel kitchen and bathrooms. This condo is located at Sea Watch building that offer so many amenities for owners or guest . Enjoy the interior court yard, the indoor and outdoor pool. 6 Elevators for easy and convenient .Condo have new HVAC in last year, new Hot-water heater in last couple years. New Washer and

    Keti Lynch Shoreline Properties

    11500 Coastal Hwy, Ocean City, MD 21842
  • /42

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,181 Sq Ft

    11427 Manklin Creek Rd Unit 7, Berlin, MD 21811

    Spacious first-floor condo located in the desirable Meadows section of Ocean Pines. This 3-bedroom, 2-bath home features an open floor plan with a well-equipped kitchen offering a pantry, center island, breakfast bar, and dining area that flows into the great room. The primary suite includes a private bath and walk-in closet. The second bedroom is generously sized and located near the full hall

    Sharon Fisher RE/MAX Advantage Realty

    11427 Manklin Creek Rd Unit 7, Berlin, MD 21811
  • /33

    $609,400

    • 2 Beds
    • 2 Baths
    • 862 Sq Ft

    401 Atlantic Ave, Ocean City, MD 21842

    Welcome to your prime oceanfront retreat at the El’Capitan Condominium, perfectly situated on the Boardwalk in beautiful Ocean City! This rare end-unit 2-bedroom, 2-bath condo offers unbeatable natural light and direct access to everything that makes OC one of the East Coast’s most sought-after beach destinations.This bright and airy unit features an ideal layout with spacious living areas

    David Thomas Coldwell Banker Realty

    401 Atlantic Ave, Ocean City, MD 21842
  • /46

    $1,574,900

    • 3 Beds
    • 2.5 Baths
    • 1,656 Sq Ft

    11500 Coastal Hwy, Ocean City, MD 21842

    Rare opportunity to own this beautifully updated 3BR/2.5BA direct oceanfront condo in one of Ocean City’s most sought-after buildings. Unit 1300 features an updated kitchen and baths, A combination of Tile and vinyl plank flooring throughout, An expansive open-concept living and dining area perfect for entertaining. The oversized balcony offers breathtaking ocean views that truly set this unit

    David Thomas Coldwell Banker Realty

    11500 Coastal Hwy, Ocean City, MD 21842
  • /109

    $1,180,000

    • 5 Beds
    • 3 Baths
    • 1,740 Sq Ft

    4607 Atlantic Ave Unit 31, Ocean City, MD 21842

    Significant Price Improvement 4607 Atlantic Ave., Unit 31 – Ocean Colony is a three-level direct oceanfront townhome offering sweeping, unobstructed views of the Atlantic Ocean in a prime midtown Ocean City location. Designed for both coastal living and strong rental potential, this residence features three spacious decks with maintenance-free composite decking, providing multiple outdoor living

    Mechelle Nichols Berkshire Hathaway HomeServices PenFed Realty

    4607 Atlantic Ave Unit 31, Ocean City, MD 21842
  • /106

    $539,900

    • 3 Beds
    • 3.5 Baths
    • 3,020 Sq Ft

    9519 Seascape Ln Unit 3, Berlin, MD 21811

    Welcome to Sea Oaks Village, a new luxury townhome community just 3 miles to the beach. Built in 2024, this spacious beach home offers a functional floor plan with high-end finishes and thoughtfully designed home décor. Shows like a model home, meticulously maintained, and being sold furnished. The first-floor rec room has attached full bathroom, making the perfect opportunity for an entry level

    Jimbo Weismiller Keller Williams Realty Delmarva

    9519 Seascape Ln Unit 3, Berlin, MD 21811
  • /80

    $670,000

    • 3 Beds
    • 2.5 Baths
    • 3,036 Sq Ft

    1210 Carrollton Ln, Berlin, MD 21811

    Welcome to 1210 Carrollton Lane, a beautifully maintained home in the desirable Colonial Village area of Ocean Pines, where timeless design meets modern updates. Curb appeal abounds with mature trees, a classic white picket fence, a paver driveway, brick walkways, and extensive hardscaping that enhances the beautifully landscaped backyard—an ideal retreat for outdoor living. Step inside to a

    Ann Buxbaum Northrop Realty

    1210 Carrollton Ln, Berlin, MD 21811

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