283

Homes for Sale near Key School

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  • /37

    $525,000

    Open Sat 1PM - 3PM Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    130 Southdown Rd, Edgewater, MD 21037

    ***COMING SOON!!***Rarely available in the highly sought-after Southdown Shores community! This beautifully updated home sits on a spacious lot and offers the perfect blend of comfort, style, and convenience. Featuring fresh finishes, newly refinished hardwood flooring, and an open-concept layout, the home creates a warm and inviting atmosphere ideal for everyday living and entertaining.

    Kelli Kulnich Corner House Realty

    130 Southdown Rd, Edgewater, MD 21037
  • /42

    $475,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,958 Sq Ft

    1816 Keymar Rd, Edgewater, MD 21037

    Discover this charming home with a generous fenced backyard. The interior features sleek LVP flooring throughout, a bright and sunny eat-in kitchen, and a spacious living room with a cozy wood stove. The main level includes a bedroom and a full bath. Enjoy easy access to the rear sunroom through sliders, perfect for entertaining and enjoying crab feasts. Upstairs, you'll find the primary bedroom,

    Travis Paez Long & Foster Real Estate, Inc.

    1816 Keymar Rd, Edgewater, MD 21037
  • /34

    $799,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,879 Sq Ft

    3622 Edgemont St, Edgewater, MD 21037

    This to be built Chessie model has the perfect blend of the Southern Coastal feel meshed with Craftsman style. The photos show buyers previous builds and the gorgeous representation of the work they can do! Great standard features to include wood floors, ceramic tile baths, Granite counters, maple cabinets and Whirlpool kitchen appliances, two car garage and multiple porches. Buyer can choose

    Katherine Grimley RE/MAX Leading Edge

    3622 Edgemont St, Edgewater, MD 21037
  • /25

    $400,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    1019 President St, Annapolis, MD 21403

    * Price Drop! Don't miss out on this beautiful full reno! * Welcome to 1019 President St in the heart of Eastport—where charm, space, and modern upgrades come together just minutes from the water and Historic Annapolis. This beautifully renovated 3-bedroom, 2-bath home offers a rare combination of cozy living and exceptional outdoor space. Situated on an oversized lot with a classic white picket

    Aderyn Bright CENTURY 21 New Millennium

    1019 President St, Annapolis, MD 21403
  • /47

    $699,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1180 Bay Highlands Dr, Annapolis, MD 21403

    Beautifully maintained and filled with natural light, this inviting home offers an open floor plan with vaulted ceilings, hardwood floors, and comfortable living spaces designed for both relaxing and entertaining. The spacious primary suite features a private sitting area and en-suite bath, while the cozy fireplace and rear deck create the perfect setting for everyday living. A fenced backyard

    Gary Durand CENTURY 21 New Millennium

    1180 Bay Highlands Dr, Annapolis, MD 21403
  • /41

    $799,900

    $25K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,144 Sq Ft

    3280 Arundel on The Bay Rd, Annapolis, MD 21403

    Welcome to this beautifully maintained custom built Tudor Style home! With a primary suite and full bath on the main level and another primary suite with full bath on the upper level, this home is perfect for multi-generational living! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 bedroom and 1.5 bath; and the lower level has another full bath and several

    Deanna Marshall The KW Collective

    3280 Arundel on The Bay Rd, Annapolis, MD 21403
  • /68

    $699,000

    $26K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,556 Sq Ft

    34 Enclave Ct, Annapolis, MD 21403

    EXCITING PRICE IMPROVEMENT! Welcome to 34 Enclave Court, a beautifully appointed and spacious townhome in one of Annapolis's most desirable and convenient locations. Built in 2019 by K. Hovnanian, this meticulously maintained residence offers over 2,700 square feet of refined living space across three thoughtfully designed levels-all within walking distance of Downtown Annapolis, the Naval

    Beth Viscarra Cummings & Co. Realtors

    34 Enclave Ct, Annapolis, MD 21403
  • /54

    $729,900

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,616 Sq Ft

    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401

    Now priced at $729,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community.Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming

    Agnes Kongas-Sawera RE/MAX Leading Edge

    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
  • /22

    $385,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,089 Sq Ft

    1140 Lake Heron Dr, Annapolis, MD 21403

    Welcome home to this beautifully maintained 2-bedroom, 2-bathroom second-floor condo offering stylish updates and comfortable living! Step inside to find gleaming engineered hardwood flooring, and a stunning stone accent fireplace. The kitchen features quartz countertops, white cabinetry, a stone backsplash, stainless steel appliances (2024-2025), and an island with additional storage. The

    Delaney Clarke RE/MAX United Real Estate

    1140 Lake Heron Dr, Annapolis, MD 21403
  • /37

    $500,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft

    1354 Moyer Rd, Annapolis, MD 21403

    Remarks will be uploaded soon

    Nick Skudrna Long & Foster Real Estate, Inc.

    1354 Moyer Rd, Annapolis, MD 21403
  • /14

    $1,495,000

    $380K PRICE DROP
    • Land
    • 26,571 Sq Ft
    • $2,450,820 per Acre

    4 Shiley St, Annapolis, MD 21401

    An exceptional opportunity awaits in coveted West Annapolis—a rare 0.61-acre offering with endless potential. Whether you envision a thoughtful renovation or a custom new build, this expansive lot provides the perfect canvas to create your dream residence in one of the area’s most sought-after neighborhoods. Approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural

    Brad Kappel TTR Sotheby's International Realty

    4 Shiley St, Annapolis, MD 21401
  • /17

    $1,218,375

    $64K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and

    Christopher Guldi Keller Williams Flagship

    371 Carriage Park Way, Annapolis, MD 21401
  • /29

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    1808 Lincoln Dr, Annapolis, MD 21401

    Annapolis Living at Its Finest – Renovated, Charming & Ready to Impress! Location. Lifestyle. Value. This is the Annapolis opportunity you've been waiting for! Welcome home to this beautifully renovated and exceptionally charming ranch-style home tucked away in the sought-after Forest Villa community. Combining timeless character with today's modern updates, this move-in-ready gem delivers the

    Leigh Lawson Metro Bay Realty

    1808 Lincoln Dr, Annapolis, MD 21401
  • /42

    $1,125,000

    $70K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,043 Sq Ft

    819 Janice Dr, Annapolis, MD 21403

    Striking modern craftsman located in Eastport! This beautifully constructed home boasts 3 levels of living space including the finished basement with great room, bonus room and full bath. The community of Green Acres is a private, water privileged neighborhood with a waterfront park just steps from the home. Located on Back Creek the residents enjoy boat slips, canoe/kayak storage and vibrant

    Brad Kappel TTR Sotheby's International Realty

    819 Janice Dr, Annapolis, MD 21403
  • /40

    $625,000

    • 3 Beds
    • 4 Baths
    • 2,488 Sq Ft

    130 Summer Village Dr Unit 118, Annapolis, MD 21401

    Welcome to 130 Summer Village Drive, a beautifully maintained three-bedroom, two-and-one-half bath townhome located in the highly sought-after Riva Trace community of Annapolis. Nestled within the desirable Summer Village section, this residence offers a rare blend of comfort, charm, and low-maintenance living surrounded by mature landscaping and exceptional community amenities. The main level

    Brad Kappel TTR Sotheby's International Realty

    130 Summer Village Dr Unit 118, Annapolis, MD 21401
  • /38

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,313 Sq Ft

    16 Silverwood Cir Unit 1, Annapolis, MD 21403

    Nestled in the charming Fairwinds on Severn community, this inviting 2-bedroom, 2- full bathroom garden level condo offers a perfect blend of comfort and convenience. Step inside to discover a traditional floor plan adorned with recessed lighting, creating a warm ambiance. The ample dining area flows seamlessly into a cozy living space, ideal for gatherings. Cook and entertain with ease in this

    Bill Beam Beam Realty Group, Inc.

    16 Silverwood Cir Unit 1, Annapolis, MD 21403
  • /45

    $3,495,000

    $100K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 8,296 Sq Ft

    219 Wardour Dr, Annapolis, MD 21401

    Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where

    Brad Kappel TTR Sotheby's International Realty

    219 Wardour Dr, Annapolis, MD 21401
  • /55

    $1,875,000

    • 4 Beds
    • 4.5 Baths
    • 3,658 Sq Ft

    820 Bay Ridge Ave, Annapolis, MD 21403

    An elegant expression of space, style, and coastal living, 820 Bay Ridge Avenue offers over 4,000 square feet of beautifully finished luxury living space across four levels in the heart of Eastport's coveted Sailor's Quay enclave. This thoughtfully designed Modern Craftsman combines timeless architecture with exceptional livability, beginning with its charming white picket fence, manicured

    Wendy Oliver Coldwell Banker Realty

    820 Bay Ridge Ave, Annapolis, MD 21403
  • /51

    $464,900

    • 3 Beds
    • 2.5 Baths
    • 1,689 Sq Ft

    113 Linden Ave, Mayo, MD 21106

    Welcome to this stunning, fully refreshed 3-bedroom, 2.5-bath home in the highly sought-after Beverley Beach water privilege community, offers a rare combination of modern comfort, timeless charm, and a laid-back lifestyle! Nestled in the heart of Edgewater, this exceptional location delivers the best of coastal living and everyday convenience. Enjoy easy access to marinas, waterfront recreation,

    Michael Green Witz Realty, LLC

    113 Linden Ave, Mayo, MD 21106
  • /60

    $849,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,549 Sq Ft

    21 Woodlawn Ave, Annapolis, MD 21401

    NEW PRICE, UPDATED SQUARE FOOTAGE + NEW PHOTOS ADDED — INCREDIBLE OPPORTUNITY! Boasting 1,549 sq. ft. of finished historic charm, this 1905 Homewood treasure sits on a rare, oversized 0.26-acre lot—offering space and flexibility nearly impossible to find this close to City Dock. While the main house charms with high ceilings, refinished hardwoods, and a light-filled 3-seasons wrap-around porch,

    Elizabeth Leighty Real Broker, LLC - Annapolis

    21 Woodlawn Ave, Annapolis, MD 21401
  • /19

    $325,000

    • Land
    • 28,314 Sq Ft
    • $500,000 per Acre

    668 N Bestgate Rd, Annapolis, MD 21401

    0.65-acre corner lot along Bestgate Road in Annapolis with frontage on both Bestgate and Willey. Zoned R2, allowing for a single-family detached home. Public water and sewer connections are available through Anne Arundel County. Buyers will need to apply for service, obtain a connection permit, and pay the applicable capital facility charge along with any contractor installation costs. The

    Patrick Kelley Taylor Properties

    668 N Bestgate Rd, Annapolis, MD 21401
  • /34

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,321 Sq Ft

    300 Hilltop Ln Unit I, Annapolis, MD 21403

    Welcome to the sought-after North Green Condominiums in Annapolis! This spacious top-floor, two-level penthouse loft condo offers an open and versatile floor plan designed for comfortable living and entertaining. The kitchen features granite countertops, stainless steel appliances, and ceramic tile flooring. Both full bathrooms were beautifully remodeled in 2024 and showcase stylish, modern

    Brian Schilling EXP Realty, LLC

    300 Hilltop Ln Unit I, Annapolis, MD 21403
  • /63

    $1,450,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,268 Sq Ft

    26 Wilelinor Dr, Edgewater, MD 21037

    Waterfront home with almost an acre tucked along Church Creek, just off the South River, 26 Wilelinor Drive offers a rare blend of convenience, privacy, space, and meaningful waterfront living. Set on nearly an acre (.8642 acres), this property pairs a thoughtfully renovated home with a deeded dock featuring two slips, with the pier resurfaced, one slip offering a floating dock for easy water

    Erica Baker TTR Sotheby's International Realty

    26 Wilelinor Dr, Edgewater, MD 21037
  • /74

    $11,500,000

    $1M PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 6,061 Sq Ft

    8 Spa View Cir, Annapolis, MD 21401

    Absolutely one of the finest waterfront offerings in the City of Annapolis. Ideally situated on Spa Creek, this exceptional property boasts sweeping water views and showcases the Annapolis skyline, creating a waterfront lifestyle with a myriad of opportunities for boating, kayaking, and entertaining. Enjoy direct water access with the ability to travel by boat to City Dock, local restaurants, and

    Georgie Berkinshaw Coldwell Banker Realty

    8 Spa View Cir, Annapolis, MD 21401
  • /26

    $300,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    1745 Ridgely Rd, Edgewater, MD 21037

    Move-in ready starter or downsizing home, perfectly suited for its next owner! The updated kitchen features stainless steel appliances and a cozy dining area with seating for four. Enjoy additional living space with two spacious deck areas, offering nearly 300 square feet of potential seasonal living and entertaining space.Inside, the home showcases durable LVT flooring and a comfortable

    Dee Dee McCracken Coldwell Banker Realty

    1745 Ridgely Rd, Edgewater, MD 21037
  • /4

    $874,900

    Coming Soon
    • 4 Beds
    • 4 Baths
    • 2,834 Sq Ft

    221 Spring Race Ct, Annapolis, MD 21401

    Welcome to 221 Spring Race Ct, an exquisitely renovated single-family home in vibrant Annapolis, MD. Offering 3,138 square feet of expertly designed living space, this home features four spacious bedrooms, four beautifully updated bathrooms, and a total of 10 thoughtfully crafted rooms perfect for your lifestyle needs. Every inch of this property has been updated, including a stunning kitchen

    Melissa Murray Compass

    221 Spring Race Ct, Annapolis, MD 21401
  • /67

    $1,395,000

    • 4 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    111 Ellershaw Ct, Annapolis, MD 21401

    JUST LISTED! Rare Opportunity to own a newer home tucked away on a private cul-de-sac just a short stroll from everything Downtown Annapolis has to offer. Completed in 2022, this exceptional home showcases top of the line finishes throughout. Designer kitchen with Quartz countertops, custom cabinetry and high end GE Cafe appliances. Wide Plank hardwood floors throughout the main and upper levels.

    Ryan Turner Coldwell Banker Realty

    111 Ellershaw Ct, Annapolis, MD 21401
  • /2

    $399,999

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,206 Sq Ft

    3 Cypress Rd, Annapolis, MD 21403

    Nestled in the heart of Annapolis, this 3-bedroom, 1-bath home offers a fantastic opportunity for investors or buyers looking to add their personal touch. The property features a solid layout with great bones and includes an unfinished ±800 sq ft addition—providing ample space to expand and customize to your needs. With a little vision and renovation, this home has tremendous potential to shine.

    Nikita Bridges-Contee Douglas Realty LLC

    3 Cypress Rd, Annapolis, MD 21403
  • /55

    $819,000

    • 3 Beds
    • 3.5 Baths
    • 1,800 Sq Ft

    19 Boucher Place, Annapolis, MD 21403

    Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offers a perfect blend of coastal and traditional architectural styles, creating a warm and inviting atmosphere. Built in 2013, this residence boasts 1,800 square feet of thoughtfully designed living space, ideal for those seeking comfort and elegance. The kitchen is a chef's dream, featuring upgraded

    Deborah Savoie Long & Foster Real Estate, Inc.

    19 Boucher Place, Annapolis, MD 21403
  • /65

    $1,149,000

    $336K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,025 Sq Ft

    3641 Branhum Rd, Edgewater, MD 21037

    PRICE REDUCED AGAIN for quick sale!!!!!Beautiful views of Selby bay and the South river from this lovely Waterfront home!! Offers a private pier with two boat lifts(left is 12,500 lbs right is 8,500 lbs) and jet ski lift(AS IS)! 2-3 car garage under upper floors(with garage door on waterside of house. Great screened porch across rear overlooking the water. Built in 2004 Primary bedroom occupies

    Chris Murchake RE/MAX Leading Edge

    3641 Branhum Rd, Edgewater, MD 21037
  • /33

    $465,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,410 Sq Ft

    3718 4th Ave, Edgewater, MD 21037

    Completely renovated and move-in ready, this stunning 4 bedroom, 2 bath home with a 2-car garage offers the perfect blend of modern updates and coastal charm just minutes from the Chesapeake Bay.Step inside to discover a bright open layout featuring all new flooring, fresh paint, upgraded lighting, and a beautifully redesigned kitchen complete with new cabinetry, sleek countertops, and

    Jessica Gosman-Bowen Curtis Real Estate Company

    3718 4th Ave, Edgewater, MD 21037
  • /30

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,838 Sq Ft

    338 Hamlet Cir, Edgewater, MD 21037

    RARELY AVAILABLE and highly sought-after end-unit villa in the premier 55+ community of The Hamlets at South River Colony—where homes sell quickly! This beautiful BRICK FRONT residence offers the ease and convenience of ONE-LEVEL LIVING in a private, no-through-street location. Step inside to an inviting OPEN CONCEPT foyer that flows seamlessly into the living and dining areas, anchored by a

    Cynthia Gardner CENTURY 21 New Millennium

    338 Hamlet Cir, Edgewater, MD 21037
  • /25

    $1,000,000

    • 5 Beds
    • 4.5 Baths
    • 9,960 Sq Ft

    1254 Washington Dr, Annapolis, MD 21403

    Rare waterfront redevelopment opportunity in Annapolis. The existing structure is a complete shell and requires a full renovation or rebuild. Ideal for investors, builders, or buyers looking to design and construct a custom waterfront home from the ground up. Located along the protected waters of Oyster Cove, the property includes a deep-water pier and boat house. The existing footprint and

    Nadia Aminov Long & Foster Real Estate, Inc.

    1254 Washington Dr, Annapolis, MD 21403
  • /10

    $1,307,775

    New Construction Open Sun 12PM - 2PM
    • 3 Beds
    • 5 Baths
    • 3,300 Sq Ft

    206 Sellew Rd, Annapolis, MD 21401

    Hard Hat Tours are now available by appointment!This listing is for an interior home on Lot 12. This home is ready to tour, with cabinets, tile, countertops, and trim being installed now. Standard featured selections of this home include: wood flooring, Foxhall Green lower cabinetry with Accessible Beige upper cabinetry, brushed brass cabinet hardware, Misterio Gold quartz countertops.

    Alison Wisnom Coldwell Banker Realty

    206 Sellew Rd, Annapolis, MD 21401
  • /49

    $699,000

    $21K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    1132 Bay Ridge Rd, Annapolis, MD 21403

    Motivated Seller - Bring all offers! Beautiful, well maintained, quality one level living home with basement with water privileges at the end of Lake Ogleton, delivering the ultimate move-in ready experience. Fantastic location on private lane with lots of “New” in 2026 including new roof, skylight with remote shade, kitchen window, heat pump, hot water heater, carpet, sliding glass door, freshly

    Wendy Trebbe Blackwell Real Estate, LLC

    1132 Bay Ridge Rd, Annapolis, MD 21403
  • /21

    $835,000

    $35K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,094 Sq Ft

    422 First St, Annapolis, MD 21403

    Welcome to Eastport—just steps from downtown Annapolis. This charming duplex with rare two-car off-street parking offers the perfect blend of character, convenience, and coastal living. Freshly painted throughout, this inviting two-bedroom, 1.5-bath home features numerous updates, including new hardwood flooring throughout, new windows in the living room and kitchen, a new wood-burning stove, and

    Cindy Nairn Coldwell Banker Realty

    422 First St, Annapolis, MD 21403
  • /130

    $1,350,000

    • 5 Beds
    • 4.5 Baths
    • 5,282 Sq Ft

    9 Sewall Ct, Edgewater, MD 21037

    Nestled in the highly sought-after South River Colony neighborhood, this exquisite former model home seamlessly blends elegance, comfort, and thoughtful upgrades. Perfectly positioned on a corner lot and on a serene cul-de-sac, it boasts breathtaking views of the championship golf course. From the moment you step into the grand two-story foyer, you’ll notice the meticulous updates that make this

    Cheryl Byrd Compass

    9 Sewall Ct, Edgewater, MD 21037
  • /43

    $699,900

    • 3 Beds
    • 2.5 Baths
    • 2,576 Sq Ft

    441 Penwood Dr, Edgewater, MD 21037

    441 Penwood Drive is a master class in contrast and balance.Welcome to The Pointe, a cluster of colonial-style townhomes within the sought-after South River Colony community, where residents enjoy amenities including two pools, basketball, tennis, and pickleball. This end-of-row townhome presents a classic exterior. Once inside you’ll discover a completely contemporary esthetic. First, you

    Liz Wolchko Coldwell Banker Realty

    441 Penwood Dr, Edgewater, MD 21037
  • /30

    $464,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    410 Walnut Dr, Annapolis, MD 21403

    A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE SHORES! Available for the first time, 410 Walnut Road presents a rare opportunity in one of Annapolis’s most coveted water-privileged communities. Lovingly maintained by the same family, this home serves as a beautiful foundation for your future memories and personal design touches. Three bedrooms with a traditional layout which include rich

    Linda Pelton Taylor Properties

    410 Walnut Dr, Annapolis, MD 21403
  • /2

    $1,500,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,159 Sq Ft

    107 Monticello Ave, Annapolis, MD 21401

    Coming Soon!

    Alexandra Ryan EXP Realty, LLC

    107 Monticello Ave, Annapolis, MD 21401

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