Cumberland, ME Homes

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  $879,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,314 Sq Ft

  22 Daybreak Ln Unit 11, Windham, ME 04062

  NEW CONSTRUCTION CONDO NOW AVAILABLE FOR SUMMER OCCUPANCY - MUST SEE ONE OF A KIND DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport floorplan, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  22 Daybreak Ln Unit 11, Windham, ME 04062
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  /49

  $645,000 Sold Jun 04, 2025

  • 2,832 Sq Ft
  • $228/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2003

  20 Balsam Ln, Windham, ME 04062

  Welcome to this spacious and sun-filled home, nestled on a private lot and offering nearly 3,000 square feet of comfortable living space. Built in 2003, this well maintained home features three-plus bedrooms and three full bathrooms, providing ample room for family, guests, or a home office setup.The heart of the home is a newly renovated kitchen, designed with modern finishes and functionality

  Jennifer Tabb Portside Real Estate Group

  

  20 Balsam Ln, Windham, ME 04062
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  /44

  Est $441,458 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft

  25 Acorn Ln, Windham, ME 04062

  

  25 Acorn Ln, Windham, ME 04062
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  /37

  $674,900 New Construction

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

  4 Daybreak Ln Unit 4, Windham, ME 04062

  Welcome home to 4 Daybreak Lane! The Cove at Highland Lake is the first of its kind Gated Lakefront Community nestled on the pristine shores of Highland Lake in Windham/Falmouth Maine. The YORK floorplan offers true one level living in a spacious 1,280 SF 2 bed 2 bath layout. NO detail was spared in this home, with quartz countertops, luxury vinyl plank floors, custom soft close cabinetry with

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  4 Daybreak Ln Unit 4, Windham, ME 04062
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  /2

  $65,000 Sold Jun 04, 2025

  • Land
  • 6 Acres
  • $10,000 per Acre

  • 286 Days On Market

  0 Highland Cliff Rear Rd, Windham, ME 04062

  Wonderful rural area convenient to everything and easy commute to Portland Beautiful 6.5-acre keep to yourself or subdivision would work great here. close to Schools, 302 and River Road. Quiet country setting. No Right of way this is land locked

  James Andrews Coldwell Banker Team Real Estate

  

  0 Highland Cliff Rear Rd, Windham, ME 04062
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  /21

  Est $394,179 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  116 Forbes Ln, Windham, ME 04062

  

  116 Forbes Ln, Windham, ME 04062
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  /30

  $1,150,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,850 Sq Ft

  5 Betty Ln, Windham, ME 04062

  Welcome to Edgewood Estates - Windham's Premier New 6-Lot DevelopmentIntroducing a stunning new construction home in Windham, Maine, perfectly situated in the heart of Edgewood Estates, the area's most anticipated six-lot development. This thoughtfully designed 4-bedroom, 3.5-bath home is nestled against peaceful conservation land, offering privacy, beauty, and modern comfort in equal

  Andrea Page Keller Williams Realty

  

  5 Betty Ln, Windham, ME 04062
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  /50

  $1,150,000 Sold Jun 03, 2025

  • 2,132 Sq Ft
  • $539/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1950

  203 Cottage Rd, Windham, ME 04062

  Live on the lake and still be close to shopping, restaurants and Portland! Enjoy the spectacular sunsets. Listen to the loons. Sit by the firepit at the water's edge. Paddle , wakeboard or ski from your dock on the gentle waters of Highland Lake. Fish for trout, salmon and bass. Enjoy all of this from home or your amazing getaway. This great neighborhood has its own private boat launch.

  Karen Tufts Coldwell Banker Team Real Estate

  

  203 Cottage Rd, Windham, ME 04062
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  /47

  Est $471,865 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,994 Sq Ft

  30 Forbes Ln, Windham, ME 04062

  

  30 Forbes Ln, Windham, ME 04062
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  /13

  $799,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  23 Daybreak Ln Unit 23, Windham, ME 04062

  Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Framing is nearly complete at 23 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes offer both first and second floor primary suite options. Multi-generational, Companion, and Guest Friendly, owners of these units can

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  23 Daybreak Ln Unit 23, Windham, ME 04062
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  /21

  $369,900 Sold Jun 03, 2025

  • 767 Sq Ft
  • $482/SF
  • 9 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2018

  15 Tarkill Way Unit 10, Windham, ME 04062

  Welcome to this charming and beautifully maintained one level condominium nestled in a peaceful 55+ community minutes from all of Windham's amenities. This home features a one car garage and full basement with many upgrades such as gorgeous hardwood floors, a double oven and granite counters in the kitchen, remote control blinds in the main living area, heat pumps on the first floor and in the

  Michelle Don Rebecca Lord RE/MAX Shoreline

  

  15 Tarkill Way Unit 10, Windham, ME 04062
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  /43

  Est $425,687 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  25 Forbes Ln, Windham, ME 04062

  

  25 Forbes Ln, Windham, ME 04062
• 

  

  /23

  $769,000 New Construction

  • 2 Beds
  • 2 Baths
  • 2,339 Sq Ft

  18 Daybreak Ln Unit 18, Windham, ME 04062

  NEW CONSTRUCTION CONDOS - MUST SEE ONE OF A KIND DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport model, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft of living area, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  18 Daybreak Ln Unit 18, Windham, ME 04062
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  /33

  $586,000 Sold May 30, 2025

  • 2,236 Sq Ft
  • $262/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  37 Belvedere Dr, Windham, ME 04062

  Step into this beautifully upgraded 3-bedroom, 3-bath home that perfectly blends classic charm with modern comfort. This home welcomes you with a stunning farmer's porch—the perfect spot for morning coffee or evening relaxation.Inside, you'll find a thoughtfully designed floor plan featuring custom cabinetry that adds elegance and functionality to the kitchen and beyond. The living and dining

  Andy Lord Landing Real Estate

  

  37 Belvedere Dr, Windham, ME 04062
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  /50

  Est $463,062 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,834 Sq Ft

  12 Forbes Ln, Windham, ME 04062

  

  12 Forbes Ln, Windham, ME 04062
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  /69

  $749,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,822 Sq Ft

  14 Rocklinn Dr, Windham, ME 04062

  This beautiful, meticulously maintained home is ready for its next owner. The home sits in the desirable Rocklinn neighborhood, on a private, but close to everything lot. The first-floor master suite is spacious and well laid out, the wide pine floors are eye catching and ooze old school charm, and the open kitchen with quartz counter tops and walk-in pantry are enviable. A large bonus room

  Richard Yost NextHome NorthEast Realty

  

  14 Rocklinn Dr, Windham, ME 04062
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  /44

  $415,000 Sold May 30, 2025

  • 1,464 Sq Ft
  • $283/SF
  • 1 Day On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1992

  12 Pilgrim Ln, Windham, ME 04062

  OPEN HOUSE - Saturday 4/12 and Sunday 4/13, 10:00am-12:00pm. Cozy property with deeded access to Highland Lake and great space to entertain! Nice open concept kitchen/living area with access to large outdoor deck perfect for summer grilling. Downstairs has a finished basement with a wet bar and additional half bath. Spacious fenced in backyard with fire pit. ROW to the lake is only a minute walk

  Matthew DiBiase Landing Real Estate

  

  12 Pilgrim Ln, Windham, ME 04062
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  /50

  Est $605,342 Not Listed For Sale

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

  7 Forbes Ln, Windham, ME 04062

  

  7 Forbes Ln, Windham, ME 04062
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  /28

  $374,999 Pending

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  17 Easter Ave, Windham, ME 04062

  17 Easter Ave, Windham, MaineThis Charming ranch-style log cabin offers 5 rooms, 1 bedroom, 1 bath, 960 sq ft, and a 2-car garage. Enjoy 100 feet of shared waterfront—just a short walk to North Gorham Pond and the Presumpscot River. Minutes to Sebago Lake, North Windham shopping, and easy drives to Downtown Portland and Pleasant Mountain.Ideal for year-round living, a vacation

  Zachariah Oja Keller Williams Realty

  

  17 Easter Ave, Windham, ME 04062
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  /30

  $279,900 Sold May 30, 2025

  • 1,390 Sq Ft
  • $201/SF
  • 49 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1875

  1042 Roosevelt Trail, Windham, ME 04062

  Welcome to 1042 Roosevelt Trail. This home is looking for it's next owner. Perfect home for a DIY or a fix and flip project. Home is currently occupied and all systems work but she needs some love. Home is located near shopping, restaurants, banks.. and the lake. Potential commercial uses. Check with town to confirm options available.

  Carol Fox Maine Real Estate Experts

  

  1042 Roosevelt Trail, Windham, ME 04062
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  /24

  Est $379,441 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,226 Sq Ft

  6 Wedgewood Dr, Windham, ME 04062

  

  6 Wedgewood Dr, Windham, ME 04062
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  /15

  $375,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,793 Sq Ft

  58 Albion Rd, Windham, ME 04062

  Welcome home to 58 Albion Road! The current owner has cherished this home and made beautiful memories here for the past 40 years, and now it's your turn to do the same. The upper level features a kitchen with new stainless steel Whirlpool appliances, a dining nook, a living room with a large picture window that fills the space with natural light, three bedrooms, and one bathroom. The lower

  Kristin Piccone Landing Real Estate

  

  58 Albion Rd, Windham, ME 04062
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  /39

  $625,000 Sold May 30, 2025

  • 2,114 Sq Ft
  • $296/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2015

  64 Harvest Hill Rd, Windham, ME 04062

  This well-maintained 4-bedroom, 2.5-bathroom colonial home is nestled in the desirable Sebago Heights community, set on a private 1.04 acre lot with access to walking trails. Featuring energy-efficient heat pumps and beautiful hardwood floors throughout, this home blends comfort with elegance. The expansive, open-concept main floor includes a bright, eat-in kitchen that flows seamlessly to a

  Amanda Salovitch Dream Home Realty LLC

  

  64 Harvest Hill Rd, Windham, ME 04062
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  /38

  Est $383,362 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  101 Running Brook Rd, Windham, ME 04062

  

  101 Running Brook Rd, Windham, ME 04062
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  /36

  $529,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  73 Pope Rd, Windham, ME 04062

  Tucked away on 1.9 private acres, this modern 2020-built home offers the perfect blend of comfort, style, and space. The open-concept layout centers around a beautifully designed kitchen with luxury quartz countertops, an oversized island, a gas range, and pantry for extra storage. The spacious primary suite features a walk-in closet, soaking tub, large vanity, and in-suite laundry. The recently

  Daniel Weber Nicholas Laverriere Keller Williams Realty

  

  73 Pope Rd, Windham, ME 04062
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  /34

  $523,050 Sold May 28, 2025

  • 1,634 Sq Ft
  • $320/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2017

  31 Twoey Dr, Windham, ME 04062

  Welcome home to Twoey Drive! Perfectly situated in an amazing dead end neighborhood with large private yard surrounded by woods, yet close to everything. Open kitchen with granite counters, stainless appliances, custom cabinets, large pantry, recessed lights and slider to back deck and yard. Large rooms with space for all to spread out with ceiling fans in most rooms. Master with double closets

  Glen Pierce The Maine Real Estate Experience

  

  31 Twoey Dr, Windham, ME 04062
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  /39

  Est $401,635 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  115 Running Brook Rd, Windham, ME 04062

  

  115 Running Brook Rd, Windham, ME 04062
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  /24

  $278,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 910 Sq Ft

  21 Baxter Woods Trail Unit 46, Windham, ME 04062

  Don't miss out on this charming townhouse-style condo tucked into a peaceful, wooded community near Windham Center and the Sebago Lakes region. This bright and airy 2-bedroom, 1.5-bathroom home is ready for it's new owner. The open-concept living space flows effortlessly to a private deck, perfect for enjoying your morning coffee or unwinding while overlooking the beautifully maintained lawn.

  Kimberly Hawkes OWN REAL ESTATE

  

  21 Baxter Woods Trail Unit 46, Windham, ME 04062
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  /33

  $400,000 Sold May 27, 2025

  • 1,290 Sq Ft
  • $310/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1974

  8 Donna Rd, Windham, ME 04062

  Situated in a private yet convenient location this sweet ranch is cute as a button, with its cheerful red roof and pleasant interior living space. This home has two bedrooms for easy single level living and a lower level finished room for work or play. The large, heated two car garage has a full floor above which would make a great office, studio or play room. This is a great opportunity for

  Mary Levanti-Cuellar RE/MAX Shoreline

  

  8 Donna Rd, Windham, ME 04062
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  /57

  Est $407,766 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,281 Sq Ft

  20 Collinwood Cir, Windham, ME 04062

  

  20 Collinwood Cir, Windham, ME 04062
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  /35

  $435,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,915 Sq Ft

  218 Varney Mill Rd, Windham, ME 04062

  Welcome to 218 Varney Mill Road! Lovingly maintained by the same owner for the past 20 years, this home is ready for new memories to be made. The main floor offers a spacious, open-concept layout with a kitchen, dining area, and living room—plus an additional room ideal for a home office, playroom, or cozy family space. Enjoy the convenience of first-floor laundry and the opportunity to add your

  Tiffany Libb Pamela Starnes Signature Homes Real Estate Group

  

  218 Varney Mill Rd, Windham, ME 04062
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  /36

  $502,000 Sold May 23, 2025

  • 1,617 Sq Ft
  • $310/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  55 Underwood Way, Windham, ME 04062

  Located in one of Windham's most sought-after neighborhoods, this beautifully maintained Cape offers three spacious bedrooms and two full bathrooms. The heart of the home is a showstopper of a kitchen, featuring gleaming granite countertops, stainless steel appliances, custom cherry cabinetry, and built-in storage perfect for any home chef. Enjoy the warmth and charm of the expansive family room,

  Tiffany Libb Pamela Starnes Signature Homes Real Estate Group

  

  55 Underwood Way, Windham, ME 04062
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  /43

  Est $411,558 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,782 Sq Ft

  102 Running Brook Rd, Windham, ME 04062

  

  102 Running Brook Rd, Windham, ME 04062
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  /40

  $439,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  4 Acorn Ln, Windham, ME 04062

  Your own private oasis in the heart of Windham. The well landscaped home is ready for a new owner after being loved by the current owners for 40 years. This well cared for home has 3 bedrooms and 2 full bathrooms. A first -floor bonus room makes 1 story living possible, or a great office/ den. The cedar siding and wooded yard is quintessential New England. With a location that puts

  Richard Yost NextHome NorthEast Realty

  

  4 Acorn Ln, Windham, ME 04062
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  /47

  $655,000 Sold May 23, 2025

  • 3,300 Sq Ft
  • $198/SF
  • 28 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  29 Laskey Rd, Windham, ME 04062

  A Pleasant River retreat - Come and preview this 3-bedroom home, boasting 191 feet of serene water frontage along the Pleasant River in Windham. This spacious residence welcomes you with its open entryway that offers easy access to the main living area. The kitchen, with its large center island, provides ample cabinet and counterspace for functionality and entertainment. The dining area flows

  Greg Robert Coldwell Banker Realty

  

  29 Laskey Rd, Windham, ME 04062
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  /25

  Est $472,557 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  35 Collinwood Cir, Windham, ME 04062

  

  35 Collinwood Cir, Windham, ME 04062
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  /30

  $399,000 Pending

  • 4 Beds
  • 1 Bath
  • 1,258 Sq Ft

  22 Candlewyck Rd, Windham, ME 04062

  Welcome to this recently renovated 4-bedroom home offering the perfect blend of modern comfort and natural serenity. Enjoy an open-concept layout that's ideal for entertaining. Flowing seamlessly into a peacefully landscaped, fenced-in backyard, perfect for relaxing, gardening or pets. Enjoy convenient access to Highland Lake, offering opportunities for swimming, boating, and year-round

  Alicia Frech Ramsey Pulkkinen A Team Realty

  

  22 Candlewyck Rd, Windham, ME 04062
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  /45

  $709,000 Sold May 23, 2025

  • 2,140 Sq Ft
  • $331/SF
  • 1 Day On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  18 Maysens Way, Windham, ME 04062

  Wonderful opportunity in Windham. This house sits on a wooded lot offering privacy that is hard to find for new builds! Maysens is a newly built and quiet neighborhood in Windham. The home offers an open first floor plan, large rear deck with steps leading down to your private back yard. Upstairs you will find 4 bedrooms and two bathrooms and Laundry Rm!

  Chase Caprio Maine Real Estate Experts

  

  18 Maysens Way, Windham, ME 04062
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  /55

  Est $450,680 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,866 Sq Ft

  27 Collinwood Cir, Windham, ME 04062

  

  27 Collinwood Cir, Windham, ME 04062
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  /47

  $729,000 Pending

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

  15 Overlook Rd, Windham, ME 04062

  Step into this pristine, move in ready 4 bedroom 3 bath home where comfort meets elegance in every detail. From the moment you arrive, you'll be captivated by the beautifully maintained, lush landscaping that offers exceptional curb appeal and a sense of serene privacy.Inside you will love the abundance of natural light. The heart of the home offers a spacious kitchen, featuring

  Heidi Young Maine Real Estate Experts

  

  15 Overlook Rd, Windham, ME 04062

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