108

Kent Island, MD Houses for Sale

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  • /55

    $1,050,000

    • 4 Beds
    • 3.5 Baths
    • 3,949 Sq Ft

    330 Macum Creek Dr, Chester, MD 21619

    Welcome home to luxurious living Gibson's Grant! This stunning home offers a perfect blend of luxury and functionality, featuring extensive upgrades throughout. The backyard is an entertainer’s dream with a custom patio, covered outdoor kitchen, bonus grassy area for pets or play, and a fully fenced yard. A former screened porch has been converted into a bright and inviting four-season sunroom,

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 256-7961

    330 Macum Creek Dr, Chester, MD 21619
  • /2

    $359,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,284 Sq Ft

    116 Creekside Commons Ct, Stevensville, MD 21666

    Welcome home to this beautifully updated and move in ready condo offering comfort, convenience, and charm in the heart of Kent Island.The main level features durable LVP flooring and a bright, newly upgraded kitchen complete with quartz countertops and opens to the dining and living areas—ideal for both relaxing and entertaining. Step through the sliding doors off the living room to enjoy

    Agent Photo

    Elizabeth Arentz

    Coldwell Banker Realty

    (410) 673-4418

    116 Creekside Commons Ct, Stevensville, MD 21666
  • /69

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 3,268 Sq Ft

    717 Cloverfields Dr, Stevensville, MD 21666

    OPEN HOUSE... Saturday July 19th , 2-4...Arguably one of the most stunning homes in Cloverfields! This beautifully expanded 3,268 sq ft residence features a breathtaking custom kitchen addition that’s tailor-made for family gatherings and entertaining. With over 600 sq ft of thoughtfully designed space, you'll enjoy vaulted ceilings, skylights, a spacious dining, and a stacked-stone fireplace in

    Darlene Winegardner RE/MAX Executive

    717 Cloverfields Dr, Stevensville, MD 21666
  • /52

    $650,000

    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    109 Woodmoor Rd, Stevensville, MD 21666

    Welcome to this beautiful single-family home, where comfort meets style in a thoughtfully designed layout featuring 4 spacious bedrooms and 3 full baths. From the moment you step inside, you're greeted by an open-concept floor plan, soaring ceilings, and interiors flooded with natural light, creating a warm and inviting atmosphere. The cozy living area centers around a charming fireplace, perfect

    Jonathan Scheffenacker Redfin Corp

    109 Woodmoor Rd, Stevensville, MD 21666
  • /74

    $515,000

    • 3 Beds
    • 2 Baths
    • 1,731 Sq Ft

    603 Broadcreek Dr, Stevensville, MD 21666

    WATER-view Rancher- Spacious ONE-LEVEL boasting bright, open floor-plan w/ attached 2-Car Garage- Open- floor-plan & vaulted ceilings capture ample natural light with Chesapeake Bay/Broad Creek views! Updated kitchen, stylish baths, gleaming hardwood floors, cozy gas fireplace, attached 2-car garage/ over-sized workshop, & detached one-Car Garage/Run-in shed, gives ample storage space! Updated

    Jennifer Chaney Chaney Homes, LLC

    603 Broadcreek Dr, Stevensville, MD 21666
  • /43

    $3,725,000 Open House 8/02

    • 4 Beds
    • 5 Baths
    • 5,900 Sq Ft

    200 Mallard Cove Ln, Stevensville, MD 21666

    Stevensville MD - 15-acre waterfront estate located 23 miles from Annapolis. Mallard Cove features a custom home updated and maintained to the highest standards with quality materials, thoughtful design, and convenient features for Shore Living. This unique property has nearly five acres of farmland, a one-acre freshwater pond with gazebo, approximately 450 feet of shoreline with stone

    Coard Benson Benson & Mangold, LLC

    200 Mallard Cove Ln, Stevensville, MD 21666
  • /12

    $872,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    Mykonos, Chester, MD 21619

    Private home office off foyer for working from home. Formal dining room off foyer for entertaining guests. Open and airy floorplan with spacious great room. Striking kitchen with large center island. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with optional freestanding tub. Convenient 3-car tandem garage for additional

    K Hovnanian's Four Seasons

    Mykonos, Chester, MD 21619
  • /26

    $807,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,789 Sq Ft

    Kerr, Chester, MD 21619

    Extra Suite perfect for overnight guests. Private home office off foyer for working from home. Spacious great room with slider to covered patio. Stylish kitchen with island and large pantry. Luxurious primary suite with triple windows. Relaxing primary bath with split vanities and walk-in closet. Convenient 3-car tandem garage for additional storage space.

    K Hovnanian's Four Seasons

    Kerr, Chester, MD 21619
  • /24

    $659,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    Jenkins II, Chester, MD 21619

    Private home office for working from home. Stylish kitchen with large center island and spacious pantry. Spacious great room with slider to covered patio. Luxurious primary suite with oversized walk-in closet. Palatial primary bath with split vanities. Convenient HovHall off garage for keeping home tidy.

    K Hovnanian's Four Seasons

    Jenkins II, Chester, MD 21619
  • /10

    $740,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    Taylor, Chester, MD 21619

    Secluded bedroom 2 and bath off foyer for overnight guests.Stylish home office off foyer for working from home.Open & airy great room with adjacent dining area.Striking kitchen with island & tons of cabinet space.Luxurious primary suite with oversized walk-in closet.Palatial primary bath with roomy shower.Convenient 3-car tandem garage for additional storage.

    K Hovnanian's Four Seasons

    Taylor, Chester, MD 21619
  • /27

    $844,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    Franklin, Chester, MD 21619

    Formal dining room off foyer for entertaining guests. Stylish kitchen with plenty of cabinet space and large island. Open and airy great room with slider to covered patio. Luxurious primary suite with triple windows. Private primary bath with optional freestanding tub. Convenient 2-car garage with storage space.

    K Hovnanian's Four Seasons

    Franklin, Chester, MD 21619
  • /40

    $836,900 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    Tuscaloosa, Chester, MD 21619

    Extra Suite with full bath for overnight guests. Private home office off foyer for working from home. Spacious great room with adjacent dining area. Beautiful kitchen with large center island. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with optional freestanding tub. Convenient 3-car tandem garage for additional storage.

    K Hovnanian's Four Seasons

    Tuscaloosa, Chester, MD 21619
  • /56

    $950,000

    • 4 Beds
    • 4 Baths
    • 3,450 Sq Ft

    255 Sailcloth Way, Chester, MD 21619

    Welcome to 255 Sailcloth Way in Chester’s premier 55+ community—K. Hovnanian’s Four Seasons at Kent Island. This upgraded Santorini model is perfectly situated on a cul-de-sac premium lot and features 4 bedrooms, 4 full baths, and double primary suites—ideal for multigenerational living or hosting guests in comfort. Enjoy high-end finishes throughout, including LVP flooring, a chef’s kitchen with

    Kathleen Higginbotham Keller Williams Flagship

    255 Sailcloth Way, Chester, MD 21619
  • /59

    $835,000

    • 4 Beds
    • 2.5 Baths
    • 2,675 Sq Ft

    148 Bridgeview Ln, Stevensville, MD 21666

    Just beyond the Bay Bridge, at the very first exit, 148 Bridgeview Lane is nestled at the end of a private lane on 2.48 open acres. From this gently elevated setting, you can take in views of the Chesapeake Bay and the graceful span of the Bay Bridge itself—a daily reminder of the beauty that surrounds you. Built in 2004 and thoughtfully updated, this 2,675 square foot Cape Cod blends classic

    Tracy Marshall Engel & Völkers Annapolis

    148 Bridgeview Ln, Stevensville, MD 21666
  • /37

    $1,195,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    162 Kirwans Landing Ln, Chester, MD 21619

    Welcome to 162 Kirwans Landing Lane—a beautifully updated residence located in the sought-after, water-privileged community of Kirwans Landing. Set on 1.4 private acres, this 4-bedroom, 2.5-bath home offers a seamless blend of refined comfort and exceptional outdoor living.Inside, you’ll find hardwood floors throughout both levels, a renovated kitchen with granite countertops, custom

    Brad Kappel TTR Sotheby's International Realty

    162 Kirwans Landing Ln, Chester, MD 21619
  • /106

    $650,000 Open Thu 4PM - 6PM

    • 6 Beds
    • 3 Baths
    • 3,760 Sq Ft

    204 Skipper Ln, Chester, MD 21619

    Welcome home to spacious comfort and thoughtful design in this inviting six-bedroom, three-bath residence nestled on a quiet lane in Chester. With over 3,700 square feet of interior living space, there’s room here for everyone—and maybe even that home office or gym you’ve been dreaming about.Step inside to find an updated kitchen ready for your culinary adventures, featuring modern

    Andy Schweigman Douglas Realty, LLC

    204 Skipper Ln, Chester, MD 21619
  • /23

    $1,099,000

    • 5 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    101 Beachside Dr, Stevensville, MD 21666

    OPEN HOUSE. SUNDAY JULY 20th, 11-1. Nantucket meets the Bay in this 5 bedroom, 3-4 bath Carriage Style Waterfront. This Coastal Charmer has views from 3 sides and offers a Community Boat Ramp next door and Sandy Bayfront Beach directly across the street. Recent renovations include handsome hardwood floors, upgraded baths, new kitchen, new windows, new doors and new siding. Main level offers

    Candice Friday Coastal Realty Maryland

    101 Beachside Dr, Stevensville, MD 21666
  • /90

    $749,000

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    201 Beachside Dr, Stevensville, MD 21666

    Fully updated home in a quiet family-oriented neighborhood. Four bed 3 bath split foyer with attached 2 car garage. Full kitchen renovation in 2018 including custom island with drawer microwave, built in bookshelf, wine rack and ample storage. Full main bath renovation in 2019 including walk-in shower with heated floors and heated towel rack and 2 Velux skylights with remote power shades. The

    Joshua Woods Berkshire Hathaway HomeServices Homesale Realty

    201 Beachside Dr, Stevensville, MD 21666
  • /42

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    212 Ackerman Dr, Stevensville, MD 21666

    OPEN HOUSE SUNDAY 7/19 - 1PM-3PM! Looking for an old home that will require thousands of dollars to bring to life? This is NOT IT!! NEWer Roof, HVAC, water heater, sump pump, and basically everything else - as this home is ONLY 1.5 years old! You do not have to worry about any of the big ticket items for YEARS!! Seller is offering up to $10,000 toward your closing costs with an acceptable offer.

    Violeta Aguirre Long & Foster Real Estate, Inc.

    212 Ackerman Dr, Stevensville, MD 21666
  • /53

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 2,204 Sq Ft

    204 Queen Anne Club Dr, Stevensville, MD 21666

    UNOBSTRUCTED BAY VIEW RANCHER with PRIVATE PIER in Kent Island’s QUEEN ANNE COLONY! UNRIVALED PANORAMIC VIEWS across the Bay to Annapolis & Naval Academy! A mere 5 miles from the Bay Bridge, the property has been meticulously maintained & updated both inside and out, offering professional hardscaping, well-cultivated landscaping, and a 2022 bulkhead with 110’ pier. (Boat lift ready! )

    Mary Stevens Long & Foster Real Estate, Inc.

    204 Queen Anne Club Dr, Stevensville, MD 21666
  • /61

    $628,500 Open Sun 11AM - 1PM

    • 5 Beds
    • 3 Baths
    • 2,116 Sq Ft

    3 Ackerman Ct, Stevensville, MD 21666

    Enjoy Eastern Shore living at its best! This 2,116 sq ft, 5 Bedrooms, 3 full baths Coastal home is nestled in one of the Eastern Shore most desirable waterfront communities. Cloverfields is conveniently located to waterfront restaurants and shopping. This sprawling ranch style home has been beautifully renovated. Home offers 2 primary bedrooms, all new bathrooms with tiled showers, 2 laundry

    Penny Windsor Benson & Mangold, LLC

    3 Ackerman Ct, Stevensville, MD 21666
  • /56

    $845,000

    • 4 Beds
    • 4.5 Baths
    • 4,793 Sq Ft

    238 Nichols Manor Dr, Stevensville, MD 21666

    Sometimes, bigger IS better- THE BEST VALUE per square foot in all of Stevensville just got better! Start summer right in this STUNNING, Custom-built colonial boasting nearly 4800 SF on nearly 1/2 acre in coveted Cloverfields community with unmatched amenities including: sandy beach, over-sized pool, double boat ramp, sports court & more- all for only $200/YEAR!! Stately colonial features 9'

    Jennifer Chaney Chaney Homes, LLC

    238 Nichols Manor Dr, Stevensville, MD 21666
  • /23

    $1,100,000

    • 5 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    101 Beachside Dr, Stevensville, MD 21666

    Nantucket meets the Bay in this 5 bedroom, 3-4 bath Carriage Style Waterfront. This Coastal Charmer has views from 3 sides and offers a Community Boat Ramp next door and Sandy Bayfront Beach directly across the street. Recent renovations include handsome hardwood floors, upgraded baths, new kitchen, new windows, new doors and new siding. Main level offers two bedrooms - ideal for in-law or

    Candice Friday Coastal Realty Maryland

    101 Beachside Dr, Stevensville, MD 21666
  • /48

    $669,000

    • 4 Beds
    • 3.5 Baths
    • 3,276 Sq Ft

    402 Web Foot Ln, Stevensville, MD 21666

    The desired community of MALLARD RUN on Kent Island welcomes you to this stunning move-in ready Colonial Home! Nestled on a peaceful quarter acre lot backing to serene woods you will enjoy the sounds of nature and privacy! With 4 spacious Bedrooms to include a NEW Main Level 550 sqft In-law Suite with private access and a Home Office, Sunroom, 3.5 Bathrooms- this almost 3500 sqft Home offers

    Pamela Ackermann-Doll RE/MAX Executive

    402 Web Foot Ln, Stevensville, MD 21666
  • /36

    $715,000

    • 4 Beds
    • 3 Baths
    • 3,151 Sq Ft

    242 Peregrine Dr, Chester, MD 21619

    Introducing the Simone – Where Modern Comfort Meets Farmhouse Charm. This 6 month old Simone offers the perfect blend of open-concept living and timeless Farmhouse style with 4 spacious bedrooms, 3 full baths, and a 2-car garage, this home is designed with both functionality and flair. Step inside to find stylish laminate flooring flowing through the foyer, hallways, home office, great room,

    Pamela Owens Anchor Group Realty, LLC

    242 Peregrine Dr, Chester, MD 21619
  • /45

    $639,500

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    154 Harrier Way, Chester, MD 21619

    *** WELCOME to 154 HARRIER WAY and FOUR SEASONS at KENT ISLAND***The Donegal model is a spacious and airy 2 bedroom, 2 bath home boasting an expansive open floor plan with nearly 2000 square feet of luxurious living space on one level. This home features a lavish gourmet kitchen and dining area, a spacious and airy great room with gas fireplace, plus office or den. You decide! The

    Ralph Kennedy RE/MAX Executive

    154 Harrier Way, Chester, MD 21619
  • /77

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    132 Claiborne St, Chester, MD 21619

    Sitting pretty on one of the largest, level lots in the prestigious Gibson's Grant Community, w/ beautiful landscaping, flowers now blooming, and a lawn irrigation system. The lot is enhanced with landscape lighting and a wood fence. This front porch Chatham model is inviting w/sidewalk extension and has a good view of the peaceful pond and natural surroundings. The foyer and main level have

    Melanie Mcknight RE/MAX Professionals

    132 Claiborne St, Chester, MD 21619
  • /49

    $788,000

    • 5 Beds
    • 3.5 Baths
    • 3,250 Sq Ft

    1868 Roberta Dr, Chester, MD 21619

    Price improvement.Welcome to this exceptional custom-built home by Lacrosse Builders, nestled in a desirable water-oriented community with partial water views. Designed for comfort, function, and style, this home offers high-end finishes, generous spaces, and thoughtful upgrades throughout.Step inside to find 9’ ceilings on the main level, expansive 6’ windows that fill the home with

    David Kaufmann Eastern Shore Real Estate, LLC

    1868 Roberta Dr, Chester, MD 21619
  • /51

    $750,000

    • 5 Beds
    • 2.5 Baths
    • 2,564 Sq Ft

    1771 Harbor Dr, Chester, MD 21619

    This beautifully crafted waterfront home boasts five spacious bedrooms and 2.5 baths, offering ample space for comfortable living. The expansive layout includes multiple living areas, ideal for both relaxation and entertainment. The sunroom, with its wall-to-wall sliding doors, provides stunning views of the water, while the family room features a cozy fireplace. A separate formal living room and

    Dee Dee McCracken Coldwell Banker Realty

    1771 Harbor Dr, Chester, MD 21619
  • /50

    $714,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    509 Warbler Way, Chester, MD 21666

    Settle into style with the Jenkins, a 2-bedroom, 2-bath home that balances cozy charm with functional upgrades. A 2-car garage, dedicated home office, and a screened patio offer flexibility and space for everyday living and entertaining.The heart of the home includes a stone fireplace and a thoughtfully designed kitchen featuring a single oven, gas cooktop, range hood, French door

    Mary Anne Kowalewski KOVO Realty

    509 Warbler Way, Chester, MD 21666
  • /66

    $649,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,538 Sq Ft

    419 Kentmorr Rd, Stevensville, MD 21666

    Coastal Charm with Stunning Chesapeake Bay Views! Welcome to your dream home on Kent Island—where coastal elegance meets everyday comfort.This beautiful three-story home captures the essence of relaxed, upscale coastal living, offering breathtaking panoramic views of ships gliding down the Chesapeake Bay. Thoughtfully designed with upgraded trim throughout, this home combines timeless

    Jim Davidson Coldwell Banker Waterman Realty

    419 Kentmorr Rd, Stevensville, MD 21666
  • /14

    $679,900 New Construction

    • 3 Beds
    • 2 Baths

    114 Queens Colony High Rd, Stevensville, MD 21666

    New Construction to be built in Queen Anne Colony. Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home, all on 1 level. Make this your home with your personal selections, The best of Eastern Shore living at the first exit just 5 minutes from the Bay Bridge. Enjoy your home as well as golf, hiking trails, and fine dining.

    George Bailey Keller Williams Flagship

    114 Queens Colony High Rd, Stevensville, MD 21666
  • /81

    $739,950 New Construction

    • 2 Beds
    • 2 Baths
    • 2,147 Sq Ft

    137 Warbler Way, Stevensville, MD 21666

    No waiting on the builder here! Treat yourself to this STUNNING move-in-ready Four Seasons beauty- Boasting soaring ceilings, flooded with natural light, spacious, open-floor plan nearly 2200 SF, with generously-sized primary suite & spa-like bath with walk-in-closet, double sinks & walk-in-shower. 2nd bedroom & bath across home offers privacy for guests. Custom barn doors open to bonus space-

    Jennifer Chaney Chaney Homes, LLC

    137 Warbler Way, Stevensville, MD 21666
  • /12

    $869,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,601 Sq Ft

    Munich ESP, Chester, MD 21619

    Extra Suite Plus for multi-generational living. Striking kitchen with large center island and corner pantry. Spacious great room with tons of windows for natural sun light. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with split vanities and optional freestanding tub. Private home office off foyer for working from home.

    K Hovnanian's Four Seasons

    Munich ESP, Chester, MD 21619
  • /11

    $762,900 New Construction

    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    Kelly, Chester, MD 21619

    Private home office for working from home. Spacious great room with slider to covered patio. Beautiful kitchen with large island and roomy pantry. Luxurious primary suite with triple windows. Relaxing primary bath with spacious shower and walk-in closet. Convenient covered patio with screen patio option.

    K Hovnanian's Four Seasons

    Kelly, Chester, MD 21619
  • /23

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    401 Kent Way, Stevensville, MD 21666

    Charming home in a water-oriented neighborhood. Three beds, 2 baths, a cozy sun room, fireplace (recently repaired and serviced), and large deck for gatherings, and so much more. Nicely situated on a corner lot. Garage and shed for tons of storage.

    Tonia Parent RE/MAX Realty Group

    401 Kent Way, Stevensville, MD 21666
  • /109

    $8,875,000

    • 7 Beds
    • 7.5 Baths
    • 10,240 Sq Ft

    10770 Rich Neck Rd, Claiborne, MD 21624

    Incredible 300+ acre landmark estate located 5 miles beyond St. Michaels. Over FOUR MILES OF SHORELINE on Eastern Bay, the Miles River and Tilghman Creek. Deep protected anchorage. High land. Sandy beaches. Very livable 10,000+ sq ft home that underwent two-year renovation 2005/2006. 13 ft ceilings on first story and almost10 ft on second story. Formal and informal living areas. Chef's kitchen

    Robert G. Shannahan Shoreline Realty

    10770 Rich Neck Rd, Claiborne, MD 21624
  • /43

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,374 Sq Ft

    315 Cross Creek Ct, Chester, MD 21619

    You are going to love this bright and spacious home providing almost 2400 feet of living space. Fabulous floor plan with architectural accents that are sure to please. Hardwood floors greet and carry you through the main level, seamlessly connecting the living areas.The bright kitchen overlooks the family room and boasts gorgeous Quartz counter tops, a stylish subway back splash,

    Jimmy White Long & Foster Real Estate, Inc.

    315 Cross Creek Ct, Chester, MD 21619
  • /32

    $600,000

    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    109 Woodmoor Rd, Stevensville, MD 21666

    OPEN HOUSE SUNDAY JULY 20TH 9-11AM !! HUGE PRICE IMPROVEMENT! Experience the Quintessential Stevensville Lifestyle at 109 Woodmoor Rd! Where sophisticated comfort seamlessly blends with an unparalleled lifestyle. This meticulously designed home, boasting 4 spacious bedrooms and 3 luxurious full baths, is a testament to refined living. From the moment you cross the threshold, you'll be enveloped

    Carlos Contreras Caprika Realty

    109 Woodmoor Rd, Stevensville, MD 21666
  • /68

    $585,000

    • 5 Beds
    • 2.5 Baths
    • 2,418 Sq Ft

    714 Dixon Dr, Stevensville, MD 21666

    Welcome to this beautifully maintained 5-bedroom, 2.5-bath Colonial located in the water-privileged Cloverfields community on the Chester River! Situated on a .37-acre lot, this 2,418 sq ft home offers spacious living inside and out, with major system upgrades scheduled for buyer peace of mind—new 30 yr architectural roof (2025) and new water heater (2025) to be installed by settlement. The main

    Elizabeth DuLaney EXP Realty, LLC

    714 Dixon Dr, Stevensville, MD 21666

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