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Cumberland County ME Homes under $500,000

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  • /36

    $424,900

    • 3 Beds
    • 2.5 Baths
    • 2,086 Sq Ft

    8 Woodside Dr Unit 1, Gorham, ME 04038

    Modern Elegance Meets Everyday Comfort - Prime Location Condo! Step into style with this beautifully designed 3-bedroom, 2.5-bath condo that combines upscale living with everyday convenience. The spacious primary suite features a luxurious soaking tub, offering the perfect escape at the end of the day. A sleek, modern kitchen equipped with premium appliances and generous counter space makes meal

    Agent Photo

    Veronica Schneider

    Portside Real Estate Group

    (207) 716-0067

    8 Woodside Dr Unit 1, Gorham, ME 04038
  • /53

    $475,000

    • Land
    • 0.64 Acre
    • $742,188 per Acre

    61 Meade Ln, Bridgton, ME 04009

    RARE and listed BELOW appraised value! A .64-Acre waterfront lot on beautiful Highland Lake. The perfect opportunity to build your dream lakeside retreat on this lot nestled on the east shore of the lake. Highland is one of the most scenic and sought-after lake destinations in Maine's Lakes Region. Stretching across 1,334 acres with over 16 miles of shoreline, Highland Lake offers a serene

    Agent Photo

    Tracy Cox

    The Maine Real Estate Experience

    (207) 888-4899

    61 Meade Ln, Bridgton, ME 04009
  • /40

    $424,900

    • 2 Beds
    • 1.5 Baths
    • 868 Sq Ft

    24 Dragon Back Rd, Naples, ME 04055

    Welcome to your riverfront retreat—fully furnished, fully updated, and fully ready for your next chapter. Whether you're seeking a move-in ready seasonal getaway or a turnkey short-term rental investment, this charming 2-bedroom cottage offers a rare opportunity with Crooked River frontage on both sides of the home totaling 200 feet—a truly immersive waterfront experience.Set on a double lot

    Agent Photo

    Luke Morris

    Real Broker

    (207) 292-0793

    24 Dragon Back Rd, Naples, ME 04055
  • /5

    $469,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,189 Sq Ft

    13 Feldspar Ln Unit 7, Cumberland, ME 04021

    A beautiful setting, a brand new home, an unparalleled opportunity. Welcome to Mineral Springs in Cumberland, an exciting neighborhood offering community and homeownership possibilities. Enjoy the convenience of single-level living in The Onyx floor plan, with a primary suite, spacious entryway/mudroom, and on Lot 7, the added benefit of a daylight basement. The open living space benefits from

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (877) 375-8036

    13 Feldspar Ln Unit 7, Cumberland, ME 04021
  • /26

    $450,000

    • 3 Beds
    • 1 Bath
    • 950 Sq Ft

    56 Bow St, Freeport, ME 04032

    Quaint and charming home right in the heart of downtown Freeport. 56 Bow Street is located across the road from Bow Street market, and is just a few minutes walk to the L.L Bean Flagship store. Upon entering, you will find new flooring in the kitchen, where tasteful white cabinets are beautifully complemented by sleek black granite countertops. A center island with a butcherblock countertop

    Shawn McKillop Maine Real Estate Co

    56 Bow St, Freeport, ME 04032
  • /32

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    214 Settler Rd Unit 21, South Portland, ME 04106

    This beautifully remodeled 3BR 2BA condominium offers the one-floor living you have been searching for with a spacious and open floor plan, enhanced by vaulted ceilings that create an airy, welcoming atmosphere! The kitchen is a chef's dream, featuring high-end soft-close cabinetry, granite countertops, under-cabinet lighting, and a double oven—perfect for entertaining. The large composite deck,

    Peter Coyne Coyne Webber Real Estate Associates, LLC

    214 Settler Rd Unit 21, South Portland, ME 04106
  • /33

    $410,000

    • 2 Beds
    • 1 Bath
    • 796 Sq Ft

    9 Sarah Ln, Standish, ME 04084

    Discover Your Perfect Maine Getaway! Embrace the allure of summer living in the coveted Wards Cove area of Sebago Lake. This charming seasonal camp sits on a double lot with a bunk house, offering an open-concept living area that seamlessly blends the living room and kitchen. Enjoy breathtaking water views from the finished porch and cozy TV room. Outside, a spacious fenced-in yard is ideal for

    Megan McShane Redfin Corporation

    9 Sarah Ln, Standish, ME 04084
  • /41

    $474,900

    • 4 Beds
    • 3 Baths
    • 2,005 Sq Ft

    10 E Pinnacle Rd Unit 10, Bridgton, ME 04009

    Ski-In/Ski-Out Waterfront Duplex Condo on Moose PondWelcome to your ultimate four-season retreat at the base of Shawnee Peak—situated near the East Lodge for ski-in/ski-out convenience. This rare two-unit condo offers winter slope access and summer enjoyment with beautiful waterfront amenities on Moose Pond, including a boat slip, a swim float and use of the association's lakeside

    Dan Hickman Real Broker

    10 E Pinnacle Rd Unit 10, Bridgton, ME 04009
  • /27

    $469,000

    • 3 Beds
    • 1.5 Baths
    • 2,131 Sq Ft

    34 Aspen Ave, South Portland, ME 04106

    Beautifully maintained 3-bedroom, 1.5-bath single-family home nestled in one of South Portland's most desirable neighborhoods. Set on a well-landscaped lot, this home offers a perfect blend of comfort, convenience, and charm. Step outside onto the spacious deck — ideal for summer entertaining, front porch for morning coffee, or simply enjoying your private backyard oasis. Inside, you'll find a

    Michelle Ramirez Benchmark Real Estate

    34 Aspen Ave, South Portland, ME 04106
  • /39

    $474,900 Open Thu 4PM - 6PM

    • 3 Beds
    • 1 Bath
    • 1,813 Sq Ft

    48 Albion Rd, Windham, ME 04062

    Welcome to 48 Albion Road, Windham!This beautifully updated ranch-style home is ready for its next owner. Nestled on a quiet side road, yet just minutes from everything Windham and Portland have to offer, this location perfectly balances peace and convenience. Inside, you'll find 3 spacious bedrooms, 1 full bath, and multiple living areas—providing plenty of room for everyone to spread out

    Rick Dow Keller Williams Realty

    48 Albion Rd, Windham, ME 04062
  • /52

    $475,000

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

    7 Willow Grove Rd, Brunswick, ME 04011

    Welcome to the in-demand neighborhood of Willow Grove. This lovely end unit is situated in a quiet cul de sac, surrounded by mature shade trees and gardens.This tastefully appointed PUD unit features 3-BR/2BTH where the 3rd BR/full bath is on the 2nd floor combined with the ideal space for a study, home office, or artist studio. If you prefer to live mostly on one level, this is the home for you!

    Teresa Reager EXP Realty

    7 Willow Grove Rd, Brunswick, ME 04011
  • /62

    $479,900

    • 2 Beds
    • 1 Bath
    • 1,689 Sq Ft

    84 Pleasant Hill Rd, Brunswick, ME 04011

    The highly regarded builder who took this property on in 2005 treated every project as though he was working on a piece of fine furniture. The exterior finish is exquisite and a powerful incentive for the next owner to complete the interior projects to an equally high standard! What's been finished and what's needed are detailed in the attached list of repairs and improvements! 3BR septic design

    Dorothy Ollier Basin Point Real Estate

    84 Pleasant Hill Rd, Brunswick, ME 04011
  • /46

    $475,000

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

    67 Boothby Ave, South Portland, ME 04106

    Welcome to this thoughtfully updated and beautifully maintained home nestled in South Portland's highly desirable Meeting House Hill neighborhood. Offering a seamless blend of modern improvements and timeless character, this home sits in a vibrant, walkable area surrounded by some of the region's most iconic coastal destinations. The kitchen has been completely renovated with white cabinetry,

    Joyce Frost Blue Lobster Real Estate

    67 Boothby Ave, South Portland, ME 04106
  • /81

    $459,000

    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft

    16 Winding Way, Standish, ME 04084

    Secluded 3Bdrm 2 Bth Cape Cod built in 1986. Mostly original but in very nice condition with Hard Wood Floors. Total living space is 1642 sq ft with room to expand in the basement or in the space over the Large Detached 3 car garage. Pre-inspection has been done by Riverside home inspection!This property is a pure oasis on a very private 2.56 acres of land at the end of the cul-de-sac and

    Steve Levine American Real Estate

    16 Winding Way, Standish, ME 04084
  • /32

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    1236 Broadway, South Portland, ME 04106

    Cozy 3 bedroom 2 full bath Cape Style home with 1-car garage. Home offers hardwood and tile flooring....open kitchen. 2 first floor bedrooms and large second floor bedroom and full bath. Full basement with sink and workbench, walkout access to the large backyard. Nice patio in backyard plenty of room for entertaining. Easy access to 295 and all that South Portland has to offer along with public

    Pamela Audet Greater Portland Realty

    1236 Broadway, South Portland, ME 04106
  • /48

    $455,000

    • 3 Beds
    • 1 Bath
    • 624 Sq Ft

    12 Merriam St, Portland, ME 04103

    Discover the charm of coastal living with this classic Peaks Island cottage, nestled on a spacious double lot. Brimming with character and potential, this fixer-upper offers the perfect opportunity to create your island retreat. Just a short walk from the shore, enjoy ocean breezes, serene surroundings, and endless possibilities to restore and reimagine this unique property. Don't miss your

    Wendy Harmon Keller Williams Realty

    12 Merriam St, Portland, ME 04103
  • /44

    $455,000

    • 2 Beds
    • 1 Bath
    • 1,068 Sq Ft

    3 Walker St Unit 4, Portland, ME 04102

    First time on market in 20 years. Located in Portland's iconic West End, this top-floor-2-bedroom, 1-bath condo blends historic charm with modern updates. Beautifully maintained, the home features gleaming hardwood floors throughout, a custom-designed kitchen, and a sunroom that doubles perfectly as a second bedroom or home office. The spacious primary bedroom is a true retreat, complete with

    Matthew Robedee Excellence Realty

    3 Walker St Unit 4, Portland, ME 04102
  • /37

    $464,000

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

    75 Landry Cir, South Portland, ME 04106

    Spacious 2200 SqFt custom built contemporary ranch in Country Gardens with new roof in 2022! Easy single level living with radiant heat, slate flooring and specially designed windows for maximum sunshine and passive solar heat in winter, cooling in summer. Consists of two bedrooms and a bonus room as well as two full bathrooms - one up and one down with first floor laundry. Large attached 2 car

    Andrew Carr Advisors Living, LLC

    75 Landry Cir, South Portland, ME 04106
  • /33

    $460,000

    • 2 Beds
    • 1 Bath
    • 1,142 Sq Ft

    16 Guilford Ct Unit B1, Portland, ME 04101

    Discover comfort and convenience in this nearly brand new 2-bedroom + office, 1-bath condo located in the heart of downtown Portland. Perfect as a primary residence or second home, this property offers a seamless move-in opportunity in one of New England's most desirable cities. The open-concept layout includes a spacious eat-in kitchen, inviting living area, and a dedicated office nook—ideal for

    Elise Loschiavo Vitalius Real Estate Group, LLC

    16 Guilford Ct Unit B1, Portland, ME 04101
  • /28

    $460,000

    • 2 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    27 Callaway Dr Unit 27B, Gray, ME 04039

    Welcome to easy living directly across from the fairways of Spring Meadows Golf Course! This brand-new condo offers the perfect blend of modern amenities and a convenient location. Inside, you'll find a spacious kitchen featuring a center island and quartz countertops. The shared living and dining area boasts lovely views of the neighborhood and the Spring Meadows Golf Course. Downstairs, there

    Anne-Marie Mckenzie Keller Williams Realty

    27 Callaway Dr Unit 27B, Gray, ME 04039
  • /29

    $460,000

    • 2 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    27 Callaway Dr Unit 27A, Gray, ME 04039

    Welcome to easy living directly across from the fairways of Spring Meadows Golf Course! This brand-new condo offers the perfect blend of modern amenities and a convenient location. Inside, you'll find a spacious kitchen featuring a center island and quartz countertops. The shared living and dining area boasts lovely views of the neighborhood and the Spring Meadows Golf Course. Downstairs, there

    Anne-Marie Mckenzie Keller Williams Realty

    27 Callaway Dr Unit 27A, Gray, ME 04039
  • /20

    $460,000

    • 1 Bed
    • 1 Bath
    • 739 Sq Ft

    65 Munjoy St Unit 4, Portland, ME 04101

    MUNJOY HILL - A RARE FIND AT THIS PRICE POINT! CONTEMPORARY AND SPACIOUS 1BR/1 BATH ON THE PEAK OF MUNJOY HILL. THE EAST END IS BRIGHT, AIRY, WITH OCEAN BREEZES. The building was constructed in 2017. The home has top quality appliances (new refrigerator and dishwasher), hardwood floors, quartz countertops, modern lighting fixtures, and washer and dryer in unit. The unit is extremely energy

    Jason Saphire www.HomeZu.com

    65 Munjoy St Unit 4, Portland, ME 04101
  • /30

    $449,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    17 Pine St Unit 1, Portland, ME 04102

    First-floor condo in Portland's historic West End blends period charm with modern convenience—all at an exceptional value. Enjoy soaring ~10' ceilings, hardwood floors, and abundant natural light throughout. The updated kitchen and bath, in-unit laundry, and efficient mini-splits for heating and cooling make this home truly move-in ready. With rare deeded off-street parking, low/low condo fees,

    Tom Landry Benchmark Real Estate

    17 Pine St Unit 1, Portland, ME 04102
  • /48

    $459,000

    • 3 Beds
    • 1 Bath
    • 2,128 Sq Ft

    131 Harbor Rd, Naples, ME 04055

    Enjoy lake life in desirable Sebago Harbor Association on Sebago Cove. This 3 bedroom, home is perfectly positioned to capture seasonal views of beautiful Sebago Lake, with the main living space thoughtfully located on the upper level for maximum enjoyment. The bright, open-concept kitchen and living area create a welcoming space for relaxing or entertaining, while large windows bring in natural

    Vicki Kennedy RE/MAX Oceanside

    131 Harbor Rd, Naples, ME 04055
  • /39

    $455,000

    • 5 Beds
    • 2 Baths
    • 3,051 Sq Ft

    84 Hillside Rd, Westbrook, ME 04092

    **Own a Piece of Westbrook's History - Legal Two-Unit with Incredible Potential!**Welcome to 84 Hillside Road, a legal two-unit property that offers both charm and opportunity. Originally built to welcome new workers to the historic S.D. Warren paper mill, this home is more than just an investment—it's a nostalgic piece of Westbrook's story.Unit 1 features four spacious bedrooms, a

    Jennifer Whitehead Dream Home Realty LLC

    84 Hillside Rd, Westbrook, ME 04092
  • /9

    $459,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    Lot 4 Wildwood Rd, Bridgton, ME 04009

    New construction to be completed at end of August. Located on wooded .93 acre lot in country setting, this raised ranch home offers 3 bedrooms, 2 baths, 2 car garage, and deck off dining room. Complements include granite counter tops, easy-care laminate flooring, high efficiency heat and air conditioning. Option to finish lower-level family room. Country club, lake, skiing and shopping nearby.

    Tracey Lopez Oberg Insurance & Real Estate Agency, Inc.

    Lot 4 Wildwood Rd, Bridgton, ME 04009
  • /44

    $450,000 New Construction

    • 1 Bed
    • 1 Bath
    • 682 Sq Ft

    1 Cross St Unit 437, Scarborough, ME 04074

    Model unit now available to tour!! Welcome to The Downs newest residences-Cross Street Condominiums. Choose from 1, 2 & 3 bedroom units, stylishly finished spaces with the fine touches you would choose in a custom home. Gather with friends & neighbors for a cocktail on the 4th floor roof top deck & lounge, maximize work production & collaborate with others in the 1st floor coworking space. The

    Amy Foley Signature Homes Real Estate Group, LLC

    1 Cross St Unit 437, Scarborough, ME 04074
  • /29

    $499,000

    • 1 Bed
    • 1.5 Baths
    • 798 Sq Ft

    547 Congress St Unit 3B, Portland, ME 04101

    Architectural Charm in the Heart of Portland's Arts District This extraordinary third-floor condo in Winslow Lofts offers a rare blend of historic character and modern comfort, all within Portland's vibrant Arts District. Converted in the early 2000s from an 1875 building, the space retains its architectural integrity with soaring 9-foot ceilings, exposed brick walls, arched windows, and hardwood

    Heather Shields Legacy Properties Sotheby's International Realty

    547 Congress St Unit 3B, Portland, ME 04101
  • /9

    $415,000

    • 4 Beds
    • 3 Baths
    • 2,912 Sq Ft

    11 Buds Ln, Gray, ME 04039

    Great Sweat Equity or Investment Opportunity!This 3-bedroom home sits on a spacious 1.8-acre lot just 5 minutes from I-95, offering the perfect blend of rural living with easy access to amenities. Only 30 minutes from Portland, you'll enjoy the quiet of the countryside while staying close to everything southern Maine has to offer—ATV trails, snowmobiling, hiking, swimming, and more. A beautiful

    Cory Abbott Client First Realty Maine

    11 Buds Ln, Gray, ME 04039
  • /17

    $450,000 Open Tue 4PM - 6PM

    • 2 Beds
    • 1 Bath
    • 743 Sq Ft

    28 Marquis Ln, Harpswell, ME 04079

    OCEAN ACCESS! A true classic coastal Maine cottage, this is the real deal. This property comes with the option to purchase a mooring on the stunning Basin Cove. Harpswell is the gem of Midcoast Maine, just 20 minutes from Brunswick, and an hour from Portland. The world class restaurant,The Dolphin is only 5 minutes away. Harpswell has a vibrant arts community with over two dozen galleries and

    John Jaques Keller Williams Realty

    28 Marquis Ln, Harpswell, ME 04079
  • /59

    $415,000

    • Land
    • 3.58 Acres
    • $115,922 per Acre

    0 Bayview Rd Unit 2 1632776, Harpswell, ME 04066

    Welcome to Orrs Island! This lot is what dreams are made of. Cleared and prepped for TWO different building sites-choose your favorite, or build a compound immersed in all the best parts of Maine. This property has roughly 300' of private, old growth, waterfront in a long, secretive bay. It also has deeded access to the western side of the island (and two public paths for neighborhood residents)

    Kacy Hintze RE/MAX Riverside

    0 Bayview Rd Unit 2 1632776, Harpswell, ME 04066
  • /56

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,694 Sq Ft

    20 N High St, Bridgton, ME 04009

    Charming, renovated period home in prime downtown location. This beautifully restored period home blends timeless charm with modern amenities, nestled in the heart of downtown and just a short distance to Highland Lake beach, shops, and restaurants. Conveniently located minutes from Pleasant Mountain Ski Area, this home is ideal for year-round living or as a vacation retreat. Step inside to an

    Judith Oberg Oberg Insurance & Real Estate Agency, Inc.

    20 N High St, Bridgton, ME 04009
  • /39

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    43 Richards Ln, Freeport, ME 04032

    On the market for the first time ever. This generational home is ready for its next chapter. Located less than five minutes from downtown Freeport, ten minutes from the ocean and under twenty five minutes from downtown Portland this home is the place you've been waiting to call home. The home features two almost separate living areas which each boast a living room, bedroom and bathroom. Hardwood

    Bennett Wade Keller Williams Realty

    43 Richards Ln, Freeport, ME 04032
  • /24

    $429,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    8 Woodland Ave, Standish, ME 04084

    Welcome to 8 Woodland Ave, Standish!This beautifully renovated home is move-in ready and packed with updates. Enjoy a brand-new kitchen and bathrooms, fresh flooring, and updated paint throughout the entire home. Offering 3 bedrooms and 2 bathrooms, this property sits on a spacious 1.5-acre lot—perfect for outdoor enjoyment and privacy. Additional upgrades include new heat pumps for

    Rick Dow Keller Williams Realty

    8 Woodland Ave, Standish, ME 04084
  • /34

    $445,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    16 Tinker Ln, Cumberland, ME 04021

    This beautifully restored raised ranch is situated in a private West Cumberland location. Home features updated kitchen with white cabinets, granite countertops and stainless appliances, open living/dining area which opens to new private deck, 2 main level bedrooms and a remodeled bath. On the daylight lower level you will find another bedroom, office/den, brand new full bath, laundry room, and

    Jeffrey Davis Town & Shore Real Estate

    16 Tinker Ln, Cumberland, ME 04021
  • /68

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,389 Sq Ft

    29 Carlson St, Westbrook, ME 04092

    Set in a vibrant community, this enchanting home seamlessly combines convenience with tranquility. It's less than a 5-minute stroll from the scenic Sebago to the Sea Trails and East Bridge St Ball Field, surrounded by miles of pleasant walkable neighborhoods. Less than 5 miles away lies the vibrant Old Port, renowned for its cultural offerings, dining venues, and waterfront charm. Close proximity

    Casey Scott Real Broker

    29 Carlson St, Westbrook, ME 04092
  • /26

    $482,000

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    46 South St, Freeport, ME 04032

    An amazing opportunity to own in one of Maines premier locations! Just steps away from LL. Bean- the Downeaster rail and all that Freeport has to offer. 2011 construction with public water and public sewer make home ownership easier in an ideal location. Three bedrooms including a primary suite with two walk in closets and an onsuite full bathroom make this the perfect choice. Enjoy one level

    Paul Diou Maine Realty LLC

    46 South St, Freeport, ME 04032
  • /43

    $450,000

    • 2 Baths
    • 1,800 Sq Ft

    26 Jamesport Rd, Casco, ME 04015

    Discover the charm and opportunity awaiting at this unique 2 Unit property on the shores of Big Sebago Lake! Boasting 200ft of shared beach, a private dock area and stunning lake views from nearly every window, this is a rare find for investors and homeowners alike. This property features two living spaces: a two story two-bedroom unit with 1 full bath and a single level one-bedroom unit. Each

    Kiana N Kane David M. Kane Plowman Realty Group

    26 Jamesport Rd, Casco, ME 04015
  • /36

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    88 Mitchell Rd, South Portland, ME 04106

    Looking for a house in Meeting House Hill to call your own? How about one with some of the best neighbors you could ask for? This three bedroom, one bath home is close to the theater, restaurants, breweries, 295, Portland Jetport, Portland Old Port, Bug Light, Willard Beach and Fort Williams. Sizeable back yard that is ideal for gardening, dogs or chilling out in a hammock. First time on the

    The Marc Gup Keller Williams Realty

    88 Mitchell Rd, South Portland, ME 04106
  • /71

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,256 Sq Ft

    219 Old Bath Rd, Brunswick, ME 04011

    Move right in to charming 3 bedroom, 1.5 bath home with a fully fenced-in yard just 1 minute to the Androscoggin River Bike Path and 5 minutes to Cook's Corner. Great guests on the covered farmer's porch—perfect for morning coffee or unwinding with evening drinks. Step into the welcoming foyer with a spacious closet and plenty of room for coats and boots. Overlook the backyard and trees beyond

    Laurie Bisson Keller Williams Realty

    219 Old Bath Rd, Brunswick, ME 04011

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