126

Homes for Sale near Annapolis Middle School

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  • /28

    $399,900

    • 5 Beds
    • 2 Baths
    • 2,340 Sq Ft

    86 Summerfield Dr, Annapolis, MD 21403

    ANNAPOLIS lifestyle in this 3 Level Cape Cod, boasting 5 Bedrooms and 2 full Bathrooms. The Beautiful interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, stainless-steel appliances and attractive cabinetry enhances your cooking and gathering experience. Complete with a traditional floor plan

    Barry Lagemann Keller Williams Flagship

    86 Summerfield Dr, Annapolis, MD 21403
  • /95

    $1,700,000

    • 3 Beds
    • 3.5 Baths
    • 2,719 Sq Ft

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Unprecedented waterfront opportunity in The Community of Chesapeake Harbour! Unduplicatable Gated Chesapeake Harbour offers lavish Chesapeake Bayfront Annapolitan style living. This community could never be built today and this property completes the trifecta with perfect location and luxurious refinements. 4 Levels of spectacular waterfront perfection masterfully done. Fully renovated and

    Christy Bishop Berkshire Hathaway HomeServices PenFed Realty

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • /63

    $275,000

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

    7101 Bay Front Dr Unit 400, Annapolis, MD 21403

    Are you ready to relax and let someone else do the cooking and cleaning? Now is your opportunity! One monthly payment takes care of food, cleaning, ALL utilities, taxes, insurance, maintenance, everything is included in the monthly fee!! There's even medical staff on duty 24 hours a day/seven days a week. And it's all located within a luxurious Annapolis retirement community for those

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 400, Annapolis, MD 21403
  • /47

    $2,675,000

    • 5 Beds
    • 5.5 Baths
    • 6,428 Sq Ft

    1241 Cherry Tree Ln, Annapolis, MD 21403

    Exquisite Savannah Style custom-built home in sought after, amenities-rich, Fishing Creek Farm community in Annapolis. This non-riparian waterfront home is nestled between 2 bodies of water providing endless water views from almost every room of the house. Wake up early to watch the wildlife and the sunrise over Cherry Tree Cove from the rear screened porch or enjoy peaceful water views and

    Brad Kappel TTR Sotheby's International Realty

    1241 Cherry Tree Ln, Annapolis, MD 21403
  • /44

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 5,184 Sq Ft

    712 Pearson Point Place, Annapolis, MD 21401

    Nestled in sought-after Kingsport, this impeccably maintained residence offers a rare combination of comfort, style, and convenience. Kingsport residents enjoy exclusive access to a private pool, community dock, and beautifully landscaped walking trails—perfect for morning jogs, evening strolls, or weekend paddle-boarding adventures.This expansive home features five generously sized

    Amber Krause TTR Sotheby's International Realty

    712 Pearson Point Place, Annapolis, MD 21401
  • /15

    $65,000

    319 6th St Unit SLIP 39, Annapolis, MD 21403

    Boating season is just around the corner—embrace the maritime lifestyle with your very own waterfront slip at 319 6th Street, Annapolis, MD 21403. Boat size is limited to 34' length overall. Situated in the heart of Eastport, this sought-after marina places you in the Sailing Capital of the World, where boating isn’t just a pastime—it’s a way of life. Beyond the convenience of docking in a

    Wendy Oliver Coldwell Banker Realty

    319 6th St Unit SLIP 39, Annapolis, MD 21403
  • /32

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    1233 Boucher Ave, Annapolis, MD 21403

    New Price! Incredible Value in Walkable Eastport Waterfront Community.Rarely available hidden gem with 3 large waterfront balconies perfect for entertaining or enjoying the serene view; 3 stacked-stone fireplaces for cozy winter nights. Gourmet kitchen with GE Monogram appliances, double oven, and wine fridge. Huge spa-like luxury primary bath with 2-person sauna, hydrotherapy-jetted tub,

    Pat Klug Engel & Völkers Annapolis

    1233 Boucher Ave, Annapolis, MD 21403
  • /71

    $650,000

    • 5 Beds
    • 2.5 Baths
    • 2,014 Sq Ft

    130 Great Lake Dr, Annapolis, MD 21403

    PRIVATE WATER COMMUNITY! 5 BEDROOM 2.5 FULL BATH BRICK HOME SITS ON .42 ACRE LOT IN SOUGHT AFTER HILLSMERE ESTATES! FRESHLY PAINTED THROUGHOUT! UPPER LEVEL HARDWOOD FLOORS HAVE BEEN REFINISHED! UPDATED KITCHEN W/ SS APPLIANCES, QUARTZ COUNTER TOPS, TILED BACKSPLASH, TABLE SPACE W/ BREAKFAST BAR & RECESSED LIGHTING. LIVING ROOM HAS BRICK FIREPLACE AND MANTEL, HARDWOOD FLOORS, BAY WINDOW W/

    Jennifer Drennan Taylor Properties

    130 Great Lake Dr, Annapolis, MD 21403
  • /95

    $1,499,000

    • 4 Beds
    • 3 Baths
    • 2,341 Sq Ft

    541 Second St, Annapolis, MD 21403

    A Rare Find in the Heart of Eastport! Built in 2006 with timeless Eastport charm, this beautifully maintained home offers the perfect blend of traditional style and modern convenience. Enjoy off-street parking for 2 cars and a host of high-end features throughout. Step inside to discover hardwood flooring on all 3 levels, radiant floor heat, and zoned heating and cooling – including a private

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    541 Second St, Annapolis, MD 21403
  • /17

    $1,350,000

    • 3 Beds
    • 1 Bath
    • 964 Sq Ft

    1407 Chesapeake Ave, Annapolis, MD 21403

    Embrace the opportunity to create your dream waterfront retreat on this expansive 10,072 sq ft (0.24-acre) property, strategically located on the tranquil shores of Chesapeake Ave in the coveted Venice Beach area. This combined offering includes Lots 3 & 4 Block C (Tax #020288602739800), providing a unique canvas for your architectural vision.Whether you choose to renovate the existing

    Shalamar Muhammad TTR Sotheby's International Realty

    1407 Chesapeake Ave, Annapolis, MD 21403
  • /126

    $4,450,000

    • 6 Beds
    • 9 Baths
    • 12,374 Sq Ft

    840 Childs Point Rd, Annapolis, MD 21401

    One-of-a-kind Waterfront Luxury in Annapolis, Maryland! Secluded on 2.59 lush, park-like acres along the shores of one of the Chesapeake Bay’s most serene and protected tributaries, this exceptional estate offers an unparalleled blend of privacy, elegance, and premier waterfront living rarely found in Annapolis. From the moment you arrive down the tree-lined drive, a sense of calm and

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    840 Childs Point Rd, Annapolis, MD 21401
  • /7

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    316 Chester Ave, Annapolis, MD 21403

    If you're looking for a charming home in the sought out neighborhood of Eastport. This home has beautiful hardwood floors and spacious back yard - perfect for entertaining. Ready for the next home owner to make it their own! Great water views of Seashell Marina and Butlers Marina. For the love of nature and water views you will be right at home! The home will need some TLC. Seller is sharing

    Vita Makle Clark Realty Group, LLC

    316 Chester Ave, Annapolis, MD 21403
  • /43

    $3,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,250 Sq Ft

    54 River Dr, Annapolis, MD 21403

    Gorgeous coastal style home in the coveted Bay Ridge community with stunning and thoughtful renovations that highlight the expansive Chesapeake and Bay Bridge views! The extensive renovation by M Homes elevated the appeal and functionality of the home by adding 2 additional ensuite bedrooms and laundry room on the 2nd level and much more. No expense was spared to make this a home of distinction,

    Brad Kappel TTR Sotheby's International Realty

    54 River Dr, Annapolis, MD 21403
  • /37

    $3,950,000

    • 4 Beds
    • 3.5 Baths
    • 4,587 Sq Ft

    2512 Lyon Dr, Annapolis, MD 21403

    Commanding panoramic views of the Chesapeake Bay, Bay Bridge, and Eastern Shore, this exceptional waterfront residence offers an unparalleled waterfront lifestyle. The regions finest team was assembled including Purple Cherry Architects and Gate One Builders to create a custom masterpiece of style, design and tranquility. Outside, a private 120’ IPE pier with two Hi-Tide boat lifts—including a

    Brad Kappel TTR Sotheby's International Realty

    2512 Lyon Dr, Annapolis, MD 21403
  • /37

    $1,300,000

    • 4 Beds
    • 3.5 Baths
    • 3,841 Sq Ft

    57 Primrose Hill Ln, Annapolis, MD 21403

    Stunning single family home in the private enclave of highly sought after Primrose Hill. This six year old custom Craftmark Home checks all the boxes for the discriminating buyer: elevator serving all three floors; spacious kitchen with oversized island; quartz countertops; custom cabinetry; open plan main level with gas fireplace; large first floor office or den; four large bedrooms on second

    Bridget Fischer Coastal Realty Maryland

    57 Primrose Hill Ln, Annapolis, MD 21403
  • /40

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    1302 Myrtle Ave, Annapolis, MD 21403

    It starts with a feeling.Maybe it’s the hush of the trees as you turn down the quiet street. Or the way the air softens near the Bay—carrying just a hint of salt, sun, and something slower.Tucked away on a generous 12,500 sq ft double lot, this fully renovated 3-bedroom, 2-bath retreat in Arundel-on-the-Bay isn’t just a house—it’s where your next chapter begins. The kind where weekends

    Shoukoufa Aboubakri Real Broker, LLC

    1302 Myrtle Ave, Annapolis, MD 21403
  • /51

    $1,795,000

    • 4 Beds
    • 4.5 Baths
    • 3,315 Sq Ft

    2656A Queen Anne Cir, Annapolis, MD 21403

    Annapolis four-to-five bedroom waterfront home offers water views from every level! Private dock gives you direct access to the Chesapeake Bay. This stunning custom-built waterfront home is nestled in one of Annapolis’ sought-after neighborhoods. Inviting decor features views of water and a private setting. Casual living room opens to formal dining in a comfortable traditional layout. Stunning

    Anne Harrington Coldwell Banker Realty

    2656A Queen Anne Cir, Annapolis, MD 21403
  • /67

    $2,695,000

    • 5 Beds
    • 4 Baths
    • 3,415 Sq Ft

    2680 Claibourne Ct, Annapolis, MD 21403

    Nestled on Chase Pond along the serene shores of the Chesapeake Bay, 2680 Claibourne Court offers an unparalleled waterfront living experience. This meticulously renovated coastal contemporary-style residence boasts 5 bedrooms, 4 full bathrooms, and seamlessly blends luxury with comfort. Set on a generous 2.62-acre waterfront lot, the property features a private pier with boat lifts and a beach,

    Doc Keane Washington Fine Properties, LLC

    2680 Claibourne Ct, Annapolis, MD 21403
  • /44

    $2,595,000

    • 4 Beds
    • 4.5 Baths
    • 2,513 Sq Ft

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403

    Indulge in resort-like living at Chesapeake Harbour, a gated community filled with amenities and stunning water views of the Chesapeake Bay. This modern and spacious 4 bedroom, 4.5 bathroom townhome spans 4 levels and just over 2,500 square feet, featuring high-end design and curated finishes. The open floor plan makes entertaining seamless and focuses the attention on the stunning panoramic

    Brad Kappel TTR Sotheby's International Realty

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
  • /35

    $599,900

    • Land
    • 0.78 Acre
    • $769,103 per Acre

    7033 Bembe Beach Rd, Annapolis, MD 21403

    Nestled in a tranquil corner of Annapolis, this expansive -acre property offers a rare combination of privacy, natural beauty, and opportunity. With serene water views and a peaceful setting, the generous lot size may allow for subdivision—offering the flexibility to build a second home while retaining the existing residence or reimagine the space entirely. Ideally situated near local marinas and

    Jeremy McDonough Mr. Lister Realty

    7033 Bembe Beach Rd, Annapolis, MD 21403
  • /35

    $550,000

    • 6 Beds
    • 2 Baths
    • 2,039 Sq Ft

    201 Janwall St, Annapolis, MD 21403

    Sellers prefer Original Title & Escrow, LLC. Welcome to this beautifully maintained corner ranch in Eastport, MD, with easy access to Downtown Annapolis. No HOA fees! The bathrooms have been remodeled, and the appliances are stainless steel. This home offers two levels of comfortable living space, with three bedrooms and a full bathroom on the upper level, and the same living space in the

    Madeleine Melgar Alltrade Real Estate

    201 Janwall St, Annapolis, MD 21403
  • /22

    $380,000

    • 3 Beds
    • 1 Bath
    • 875 Sq Ft

    124 Roselawn Rd, Annapolis, MD 21403

    Buyer's financing fell through, their loss, your gain. Welcome to this charming, fully renovated gem in the heart of the established Primrose Acres neighborhood! You’ll fall in love with the bright, open-concept kitchen and living area, designed with modern living in mind. The kitchen boasts abundant cabinetry for all your storage needs, a stylish breakfast bar, gleaming granite countertops,

    Julie Shepard Douglas Realty, LLC

    124 Roselawn Rd, Annapolis, MD 21403
  • /36

    $1,400,000

    • 5 Beds
    • 5 Baths
    • 4,308 Sq Ft

    133 Lake View Dr, Annapolis, MD 21403

    Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including

    Brad Kappel TTR Sotheby's International Realty

    133 Lake View Dr, Annapolis, MD 21403
  • /32

    $6,350,000

    • 3 Beds
    • 3 Baths
    • 2,949 Sq Ft

    287 State St Unit 2, Annapolis, MD 21403

    South Annapolis Yacht Center is located on Spa Creek overlooking the beautiful skyline of Historic Annapolis. This award winning residence features an elegant interior design that brings the feel of the adjoining waterway into the living area. Patrick Sutton thoughtfully did the interior design and Bret Anderson of Pyramid Builders constructed this magical 3 bedroom, 3 bath waterfront residence.

    George Turner Coldwell Banker Realty

    287 State St Unit 2, Annapolis, MD 21403
  • /22

    $409,999

    • 2 Beds
    • 2 Baths
    • 1,174 Sq Ft

    960 Yachtsman Way, Annapolis, MD 21403

    2BR2B duplex in Mariner's Point - one level living - freshly painted, brand new hall bathroom, new MBR carpeting, LR with cathedral ceilings and updated chimney and fireplace - large rear, two level deck - Great location close to shopping, restaurants, entertainment and minutes to downtown and historic Annapolis. Easy access to Route 50 - private cul-de-sac location

    Keith Brooks Thurston Wyatt Real Estate, LLC

    960 Yachtsman Way, Annapolis, MD 21403
  • /29

    $519,500

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    1971 Dominoe Rd, Annapolis, MD 21401

    Welcome to this Wonderful home very close to Annapolis & the properties to be in a private area but close proximity to be in the City of Annapolis! Located in close proximity to restaurants , shopping, and entertainmemt . You will enjoy summer evenings dining - out in the over large deck out back! The Home offers an open floor plan that leads you to entertaining with a spacious living

    Alda Lourenco RE/MAX Realty Group

    1971 Dominoe Rd, Annapolis, MD 21401
  • /11

    $411,999

    • 2 Beds
    • 2 Baths
    • 1,174 Sq Ft

    986 Yachtsman Way, Annapolis, MD 21403

    Beautiful 2 bedroom 2 bath home in highly sought after Mariners Point. The house has a brand new roof, kitchen cabinets, and new flooring has been installed throughout the house. The exterior of the house was freshly painted this summer. HOA is only $105 a month, can't beat that in Annapolis!This home is perfect for a those looking to get away from paying rent, or to downsize.

    Mary Saba Keller Williams Select Realtors of Annapolis

    986 Yachtsman Way, Annapolis, MD 21403
  • /52

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    3 Park Ln, Annapolis, MD 21403

    Don't miss this incredible opportunity to own a charming 5 bedroom (3 in main house, 2 in apartment) ranch-style home in the highly sought-after Parkwood community in Annapolis. Tucked away at the end of a private road and backing to the serene woods and Back Creek, this property offers a unique sense of privacy and tranquility with rental opportunity. The Parkwood community is a water-privileged

    Keri Weis Northrop Realty

    3 Park Ln, Annapolis, MD 21403
  • /58

    $6,000,000

    • Land
    • 0.22 Acre
    • $27,272,727 per Acre

    117 Stilly Way, Annapolis, MD 21403

    Price is for a total of 10 buildable lots. Lots are permit ready, all SWM are already completed by Reliable Contracting under original grading permit that is already bonded by Chesapeake Realty Group, only requiring all of the permits that are required by the city of Annapolis. No permits are required by The Anne Arundel County Department of permits. Builder just needs to submit house plan, pay

    Eric Black Northrop Realty

    117 Stilly Way, Annapolis, MD 21403
  • /80

    $985,000

    • 3 Beds
    • 3 Baths
    • 2,041 Sq Ft

    7015 Chesapeake Harbour Dr Unit 23B, Annapolis, MD 21403

    Welcome to this DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. Owner worked with a reputable interior designer to select all finishes to include designer light fixtures, gorgeous real hardwood floors, custom designed bathrooms, and so many interesting trim details. Transitional timeless design with a coast twist. ONE OF A KIND and RARE

    Ann Chumney Coldwell Banker Realty

    7015 Chesapeake Harbour Dr Unit 23B, Annapolis, MD 21403
  • /2

    $98,000

    • Land
    • 0.16 Acre
    • $612,500 per Acre

    1012 Carrs Rd, Annapolis, MD 21403

    Level lot, 2017 perc evaluation indicated a possible home up to a 2,500 sq ft . Buyer to verify all information.

    John Freeman Coldwell Banker Realty

    1012 Carrs Rd, Annapolis, MD 21403
  • /2

    $6,000

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

    0 Cypress Trail Unit MDAA2116604, Crownsville, MD 21032

    Herald Harbor was platted in the late 1920s/early 1930s. It is surrounded by water on three sides. The community is served by public water. The trustee will consider offers. Estimated 2500 sq ft lot is non-buildable. Would benefit an existing home/structure Lot 5, Bk 23 on Cypress Trail .See seller documents for Tobys Legacy 501c3 nonprofit.pdf Your donation is tax deductible, per trust

    Kelly Kindig Douglas Realty, LLC

    0 Cypress Trail Unit MDAA2116604, Crownsville, MD 21032
  • /2

    $55,000

    • Land
    • 0.26 Acre
    • $211,538 per Acre

    1221 Creek Dr, Annapolis, MD 21403

    Excellent opportunity to fulfill your dream of constructing your own dream custom home. This lot is located in a beach community with lots of creeks. Enjoy the lazy days on or by the water with lots of activities. Make this a second home to just relax and enjoy being away from the hustle and bustle of city life.

    Melissa Smith Samson Properties

    1221 Creek Dr, Annapolis, MD 21403
  • /2

    $519,900

    • 4 Beds
    • 2 Baths
    • 936 Sq Ft

    9 Edelmar Dr, Annapolis, MD 21403

    Move-In Ready! This beautifully updated home features an updated kitchen with modern appliances, a fully renovated bathroom, new washer & dryer, new hot water heater, new HVAC system, refinished hardwood floors, and a new roof. Additional highlights include a wood-burning fireplace, a spacious screened-in rear porch, and a one-car garage that is currently in the process of being converted back

    Carlos Garcia Keller Williams Flagship

    9 Edelmar Dr, Annapolis, MD 21403
  • /2

    $79,900

    • Land
    • 0.41 Acre
    • $194,878 per Acre

    1227 Creek Dr, Annapolis, MD 21403

    *****Where Creek Road ends there are 8 lots, then this lot is available for purchase, then 8 more lots and Creek Road picks back up. This lot sits in the middle of 17 lots. All infrastructural would need to be completed by buyer. ****** This 0.41 acre lot is water privilege community with beach, boat dock, boat slips, boat ramp and more. Public sewer hook up available is available in the

    Gayle Roberts HSA Real Estate Group, INC

    1227 Creek Dr, Annapolis, MD 21403
  • /42

    $2,650,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    Stunning Waterfront New Construction 0n Back Creek in the Eastport area. Don't miss this rare opportunity to build your dream home in one of Annapolis’s most sought-after waterfront communities. Ideally located on a quiet, picturesque corner lot in Eastport, this beautifully designed custom home will offer expansive views of Back Creek and luxury finishes throughout. Enjoy wide plank floors,

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • /18

    $3,795,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • /42

    $974,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,213 Sq Ft

    Lynnfield Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

    Exuding grace at the moment of entry, this expansive two-story home features an open-plan design on the first floor ideal for modern living. A charming fireplace stands at the center of the Great Room, which joins seamlessly with the dining areas and a chef-ready kitchen with a versatile island. Three restful bedrooms and a luxurious owner’s suite with a spa-style bathroom occupy the top level.

    Builder Photo

    Lennar

    Builder

    201 Bonny Way Unit 36036622, Annapolis, MD 21403
  • /41

    $849,000 New Construction

    • 0.5 Baths

    3268 Kitty Duvall Dr, Annapolis, MD 21403

    Rare Opportunity to Build Your Dream Home Near Historic Downtown Annapolis3268 Kitty Duvall Drive | Offered at $875,000 |Includes Lot, Site Work Budget & Customizable Chestnut Model by Timberlake HomesEmbrace the chance to create your dream home on a peaceful, build-ready .62-acre wooded lot just minutes from the charm and energy of downtown Annapolis. Nestled off a quiet, private

    Jill Lapides Cummings & Co. Realtors

    3268 Kitty Duvall Dr, Annapolis, MD 21403
  • /23

    $600,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,037 Sq Ft

    14 A Dorsey Ave, Annapolis, MD 21401

    *TO BE BUILT / READY TO BE CUSTOMIZED. CONSTRUCTION STARTING SOON* Starting at a base price of $600k. Reach out to Chase Kincer today for customization options!In addition to the builder's warranty, there is a 5-year roof warranty.Listing Photos are just for representation purposes of the same spec house.

    Chase Kincer VYBE Realty

    14 A Dorsey Ave, Annapolis, MD 21401

Showing Results 81 - 120, Page 3 of 4

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