Cumberland, ME Homes

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  /31

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  151 Pilgrim Rd, South Portland, ME 04106

  Classic and inviting, this cozy Cape Cod style home sits at the end of a quiet cul-de-sac, wrapped in blooming gardens providing a sense of peaceful comfort. The home welcomes you with an inviting front living room creating a lovely space for relaxing at the end of the day. Just beyond, a casual family room offers direct access to the back deck, creating a seamless indoor-outdoor flow. The open

  

  David Banks

  RE/MAX By The Bay

  (207) 560-4192

  

  151 Pilgrim Rd, South Portland, ME 04106
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  Explore South Portland

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  /41

  $2,335 - $3,565 per month

  Liberty Commons

  1 - 3 Beds

  62 Macarthur Cir E, South Portland, ME 04106

  At Liberty Commons, explore and enjoy deluxe features like a gourmet fully-equipped kitchens with stylish, yet functional prep islands with breakfast bar seating and full-size washers & dryers in each of our one, two, and three-bedroom apartments. Ideally located next to both I-95 and I-295. Offering bright, spacious floor plans, attractive amenities, and thoughtful features, our upscale

  62 Macarthur Cir E, South Portland, ME 04106
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  /53

  $850,000 Sold Aug 04, 2025

  • 2,068 Sq Ft
  • $411/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1930

  33 Bowers St, South Portland, ME 04106

  This charming bungalow is located in the heart of South Portland's desirable Willard Beach-Meeting House Hill community. It offers single level living and is situated on a rare double lot on a fabulous dead end street.Bathed in natural light with beautiful hardwood floors throughout, this home exudes warmth and character. It has been much-loved and meticulously maintained by the seller for

  Lois Flaherty Locations Real Estate Group LLC

  

  33 Bowers St, South Portland, ME 04106
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  /42

  Est $655,796 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  72 Ocean St Unit 210, South Portland, ME 04106

  

  72 Ocean St Unit 210, South Portland, ME 04106
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  /2

  $225,000

  • Land
  • 0.30 Acre
  • $750,000 per Acre

  Lot B Broadway, South Portland, ME 04106

  Level wooded lot. Public water and sewer in the street. Residential Corridor overlay zone. Subject lot is being split from a larger parcel. Final survey may be revised to meet the minimum land area needed for a 3-unit or 4-unit if owner occupied. Buyers are encouraged to verify zoning and code requirements with the city.

  

  Tim Flaherty

  The Flaherty Group

  (207) 994-5378

  

  Lot B Broadway, South Portland, ME 04106
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  /55

  $2,412 - $4,329 per month

  Latitude at South Portland

  Studio - 2 Beds

  350 Clark's Pond Pkwy, Portland, ME 04106

  Latitude at South Portland is located at 350 Clarks Pond Parkway Portland, ME and is managed by URS Properties. Latitude at South Portland offers Studio to 2 bedroom apartments ranging in size from 387 to 1036 sq.ft. Amenities include Air Conditioner, Efficient Appliances, Elevator, Fitness Center, Large Closets and more. This rental community is pet friendly, welcoming both cats and dogs.

  350 Clark's Pond Pkwy, Portland, ME 04106
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  /53

  $503,000 Sold Aug 04, 2025

  • 1,331 Sq Ft
  • $378/SF
  • 13 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1997

  31 Curtis St, South Portland, ME 04106

  Move-In Ready Home in Prime South Portland Location!Welcome to this beautifully maintained home, ideally situated on a quiet 0.13-acre lot in one of South Portland's desirable neighborhoods. From the moment you step inside, you'll appreciate the thoughtful layout and inviting spaces designed for both comfort and functionality.The spacious kitchen flows seamlessly into the dining area,

  Raylene Estabrook Signature Homes Real Estate Group, LLC

  

  31 Curtis St, South Portland, ME 04106
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  /23

  Est $511,873 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  47 Dawson St, South Portland, ME 04106

  

  47 Dawson St, South Portland, ME 04106
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  /57

  $539,000

  • 3 Beds
  • 1 Bath
  • 1,512 Sq Ft

  553 Sawyer St, South Portland, ME 04106

  Location, location! On a large corner lot in South Portland's desirable Meetinghouse Hill neighborhood, this traditional three bedroom home offers a rare blend of privacy and accessibility, where you can enjoy a coastal lifestyle at your doorstep. Walk or bike to two live theaters, local favorites like Scratch Baking and The Cookie Jar, Willard Beach and Bug Light, David's 388 and Leluco Bistro,

  Kelly Walker EXP Realty

  

  553 Sawyer St, South Portland, ME 04106
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  /10

  $1,195 - $1,965 per month

  Olde English Village Apartments

  Studio - 2 Beds

  503 Westbrook St, South Portland, ME 04106

  Welcome to Olde English Village, a beautiful place to live. Our property features beautiful landscaping in a quiet, peaceful environment. You will enjoy the spacious apartments and wonderful neighbors. This community is professionally managed with excellent management and maintenance staff. The apt complex is nearby to schools, universities, turnpikes (both 95 & 295), bus lines/train, shopping

  503 Westbrook St, South Portland, ME 04106
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  /26

  $405,000 Sold Aug 01, 2025

  • 955 Sq Ft
  • $424/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1957

  55 Strout St, South Portland, ME 04106

  This charming ranch home offers a huge fenced in yard with a 2 car garage and 2 sheds. A lovely spacious living area with direct access to the back deck and garage. The first floor has 2 bdrms, 1 bath and a 2nd living room that opens to the cozy kitchen. Recently updated furnace, oil tank, electric panel and a new roof help make this home a great investment. A full basement could used for a

  Janice Ryder Keller Williams Realty

  

  55 Strout St, South Portland, ME 04106
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  /44

  Est $603,325 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,175 Sq Ft

  28 Rhode Island Ave, South Portland, ME 04106

  

  28 Rhode Island Ave, South Portland, ME 04106
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  /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
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  /35

  $2,145 - $2,934 per month

  Summit Terrace

  2 Beds

  111 Summit Terrace, South Portland, ME 04106

  Portland Maine apartments dont get better, more convenient, and more tailored to your needs and wishes for a dream home than the ones at Summit Terrace Apartments. All the features of our apartments are carefully thought out to create a home you can transition easily into and be proud of, all year long.We make choosing a floor plan easy and efficient: our two-bedroom floor plans come with

  111 Summit Terrace, South Portland, ME 04106
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  /48

  $893,078 Sold Aug 01, 2025

  • 2,050 Sq Ft
  • $436/SF
  • 52 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  3 Curlew Ct Unit 2, South Portland, ME 04106

  New 55 Plus Community! New Construction! Take it all in from a stunning vantage point within The Enclave at South Portland. These exclusive 55+ craftsman-designed homes are sited on 18+ wonderfully designed landscaped acres. This community of just 17 twin villas consisting of 34 homes offers 2 incredible floor plans. Unmatched quality details & craftsmanship with exceptional HERS & Energy

  Christina Mackey Coldwell Banker Realty

  

  3 Curlew Ct Unit 2, South Portland, ME 04106
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  /50

  Est $540,818 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,308 Sq Ft

  33 Massachusetts Ave, South Portland, ME 04106

  

  33 Massachusetts Ave, South Portland, ME 04106
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  /47

  $519,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,142 Sq Ft

  81 Settler Rd, South Portland, ME 04106

  Tucked into one of South Portland's most convenient neighborhoods, this updated home offers the perfect blend of comfort, style, and location with beaches, shopping, and I295 all just minutes away.Set on a spacious .35 acre lot, this 4 bedroom, 1.5 bath home is filled with natural light and thoughtfully refreshed throughout. Step inside to discover new flooring, fresh paint, and updated

  Bailey Pate Maine Real Estate Co

  

  81 Settler Rd, South Portland, ME 04106
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  /31

  $1,895 per month

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft
  • Condo for Rent

  261 Elm St Unit 261 Elm Street, South Portland, ME 04106

  Single occupant desired for 1 BR, 1 BA apt. Great location, 5 minutes to downtown Portland, parking, rec center nearby with pool and walking track, Greenbelt bike trail, Millcreek shopping/laundromat, area beaches. Top rated school system. Portland, ME was voted one of top 10 coastal places to live in the US.

  261 Elm St Unit 261 Elm Street, South Portland, ME 04106
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  /46

  $665,000 Sold Jul 31, 2025

  • 1,970 Sq Ft
  • $338/SF
  • 1 Day On Market

  • 2 Baths
  • Built 1900

  140 Sawyer St, South Portland, ME 04106

  Renovated duplex claims a prime spot in South Portland's Ferry Village. Sought after for its historic neighborhood vibe, Ferry Village is home to residential properties and small businesses alike. The side-by-side duplex affords each unit privacy and separate driveways. The interiors are spacious and charming, featuring refinished original pine flooring alongside recent updates. Each unit has 2

  Susan Lessard Portside Real Estate Group

  

  140 Sawyer St, South Portland, ME 04106
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  /66

  Est $721,331 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  67 Massachusetts Ave, South Portland, ME 04106

  

  67 Massachusetts Ave, South Portland, ME 04106
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  /71

  $1,495,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,136 Sq Ft

  18 Colchester Dr, South Portland, ME 04106

  Set on 1.07 acres in one of the area's most sought-after neighborhoods, this custom contemporary home is built for comfort, style, and serious entertaining. The open-concept kitchen and living area features soaring ceilings, a fireplace, and floor-to-ceiling windows that flood the space with natural light and offer full views of the incredible backyard.Step outside to your own private

  Patrick Donahue Great Atlantic Realty Group

  

  18 Colchester Dr, South Portland, ME 04106
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  /29

  $2,000 per month

  • 1 - 3 Beds
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  248 Preble St Unit 2, South Portland, ME 04106

  Fully-furnished year-round rental available November 1st!Beautifully renovated, fully furnished one-bedroom, one-bathroom apartment in the desirable Willard Beach neighborhood of South Portland. Flooded with natural light all day long and just a couple minutes walk from the beach. This is one of the best locations in greater Portland. Plus enjoy a large, beautifully landscaped yard to

  248 Preble St Unit 2, South Portland, ME 04106
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  /40

  $310,000 Sold Jul 31, 2025

  • 1,308 Sq Ft
  • $237/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  757 Main St Unit 15, South Portland, ME 04106

  Easy Living Near the Coast — 3BR, 2BA Condo in South PortlandWelcome to Kings Wood Park, where comfort, convenience, and value come together. This well-appointed 3-bedroom, 2 full bath condo provides sought-after one-floor living with hardwood floors and a bright, open layout. Just five minutes from downtown Portland and within easy reach of beaches, restaurants, shopping, the airport,

  Susan Sinnett RE/MAX Shoreline

  

  757 Main St Unit 15, South Portland, ME 04106
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  /25

  Est $451,767 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  96 Pennsylvania Ave, South Portland, ME 04106

  

  96 Pennsylvania Ave, South Portland, ME 04106
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  /49

  $949,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,553 Sq Ft

  45 Higgins Ln, South Portland, ME 04106

  Nestled at the end of a quiet cul-de-sac, 45 Higgins Lane combines casual elegance with the charm of a classic colonial-style home. Renovated for the wants and needs of today's buyers this home is turn-key and ready to welcome new stewards. The first level welcomes you the moment you enter with a must-have mudroom, ideal for Maine's changing weather. The kitchen has been beautifully appointed

  Andrea Pellechia Legacy Properties Sotheby's International Realty

  

  45 Higgins Ln, South Portland, ME 04106
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  /53

  $2,900 per month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  132 Main St Unit 2, South Portland, ME 04106

  We have massive 5 bedroom apt. available for rentWatch Video:Included in rent:HeatCold and Hot waterSewageOff street parkingApt includes:Dining roomLiving roomKitchenOne Bath5 bedrooms or 4 beds and officeBack yardWifi 30 a month extraLaundry 40 a month extraPet allowed (case by case)Description:The apt is

  132 Main St Unit 2, South Portland, ME 04106
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  /34

  $1,200,000 Sold Jul 24, 2025

  • 1,598 Sq Ft
  • $751/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  45 Willard St, South Portland, ME 04106

  Ideally situated just a few hundred yards from Willard Beach in one of Maine's most sought-after seaside communities, this beautifully maintained home offers more than just great bones — it has soul. Thoughtfully updated and full of character, it blends timeless coastal charm with modern comforts in an exceptional setting. The spacious, renovated kitchen features a gorgeous tile backsplash and a

  Randy Ferrell Portside Real Estate Group

  

  45 Willard St, South Portland, ME 04106
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  /34

  Est $455,998 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  82 Pennsylvania Ave, South Portland, ME 04106

  

  82 Pennsylvania Ave, South Portland, ME 04106
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  /45

  $780,000 Pending

  • 3 Baths
  • 2,832 Sq Ft

  532 Main St, South Portland, ME 04106

  This commercially zoned 3-unit property offers separate utilities for each unit, helping to keep operating expenses low. Featuring ample off-street parking, it provides convenient access for tenants, customers, or clients.Ideally located in South Portland, this property benefits from easy access to major routes, shopping, and local amenities. With flexible commercial zoning, it's a great

  Ashley Lutko Donna Galluzzo Signature Homes Real Estate Group, LLC

  

  532 Main St, South Portland, ME 04106
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  /51

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  1 Minott St Unit 2, South Portland, ME 04106

  Walk up 2nd floor 2 bedroom one bath available 9/1/25Watch Video:upon request Two bedroomOne bathLiving roomKitchenoff street parkingDescription:The apt is in a 2nd floor of 2 story walk up building.Tenant pays:Electric (Avg. $80 a month based on usage)Gas heat (Avg. $60 a month based on usage)Owner Pays:Cold

  1 Minott St Unit 2, South Portland, ME 04106
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  /2

  $440,000 Sold Jul 23, 2025

  • Land
  • 0.10 Acre
  • $4,400,000 per Acre

  • 1 Day On Market

  90 Willow St, South Portland, ME 04106

  Build your Seaside Cottage Home & walk two minutes to Willard Beach! Or Scratch Bakery around the corner for coffee & Bagel! Seaside community at its finest!

  Mark Fortier Town & Shore Real Estate

  

  90 Willow St, South Portland, ME 04106
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  /65

  Est $674,117 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  32 Pennsylvania Ave, South Portland, ME 04106

  

  32 Pennsylvania Ave, South Portland, ME 04106
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  /32

  $685,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,356 Sq Ft

  533 Preble St, South Portland, ME 04106

  Just a 5-minute stroll to Willard Beach, this thoughtfully updated 2-3 bedroom home presents the perfect blend of coastal living and everyday comfort. Set in a nice neighborhood close to Willard Square, this home has been carefully maintained and offers flexible living spaces to suit a variety of lifestyles.The sunny front room is ideal as a breakfast nook, home office, den, or even a

  Tara Baker Kennebunk Beach Realty

  

  533 Preble St, South Portland, ME 04106
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  /17

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  19 Elsmere Ave Unit First floor, South Portland, ME 04106

  Heat source: Efficient natural gas boiler (heat & hot water)Other:- Front & back porches- Small back yard with flower gardens / outdoor space- Willard Beach is a 5-minute walk- Willard Square (Scratch Bakery, Willard Scoops, etc.) is around the corner- Great neighborhood & neighbors- Close to everything you need and a short drive to the Old Port

  19 Elsmere Ave Unit First floor, South Portland, ME 04106
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  /65

  $750,000 Sold Jul 22, 2025

  • 1,374 Sq Ft
  • $546/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1928

  53 Ocean View Ave, South Portland, ME 04106

  Welcome to 53 Ocean View AvenueLocated in the heart of South Portland's coveted Willard Beach neighborhood, this charming home offers the perfect blend of coastal living and urban convenience. Nestled on a quiet residential street, you're just a short stroll to Willard Beach, Portland Stage, Scratch Baking, David's 388, and the many grocers, bakeries, restaurants, boutiques, and shops that

  Tom Landry Benchmark Real Estate

  

  53 Ocean View Ave, South Portland, ME 04106
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  /23

  Est $584,087 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,272 Sq Ft

  26 Pennsylvania Ave, South Portland, ME 04106

  

  26 Pennsylvania Ave, South Portland, ME 04106
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  /44

  $559,900

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  107 Elm St, South Portland, ME 04106

  Set gracefully above the shoreline, this thoughtfully updated three-story home captures the magic of coastal Maine living. Step out onto the private deck off the primary suite and take in stunning sunsets and vivid seasonal water views. A second, lower deck adds more space to relax, entertain guests, or simply enjoy the peaceful setting.Inside, natural light floods the home, highlighting

  Lisa Andrade Dream Home Realty LLC

  

  107 Elm St, South Portland, ME 04106
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  /20

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • House for Rent

  732 Highland Ave, South Portland, ME 04106

  House for Rent - New Construction 4,000 sq ft lot. Nestled in a private wooded enclave in South Portland is a lovely 2 bed/1 bath single story home. A large outdoor deck provides secluded living space where you can enjoy the natural world. The home is within walking distance of the community recreation center with access to their pool, gym and track, close to local beaches and

  732 Highland Ave, South Portland, ME 04106
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  /52

  $325,000 Sold Jul 21, 2025

  • 768 Sq Ft
  • $423/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  213 Mussey St, South Portland, ME 04106

  Looking for Your Next Project?This charming South Portland ranch is ready for a fresh start and a new owner with vision! Nestled in a desirable neighborhood just a short walk to the library, Mill Creek shopping, local restaurants, and the scenic Greenbelt Trail, the location can't be beat.Inside, you'll find hardwood floors, a staircase leading to the attic offering great potential for

  Kimberly Myers Cottage & Co Real Estate

  

  213 Mussey St, South Portland, ME 04106
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  /44

  Est $646,980 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,949 Sq Ft

  45 New York Ave, South Portland, ME 04106

  

  45 New York Ave, South Portland, ME 04106

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