54

Cumberland Foreside, ME Homes for Sale with Acreage

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  • /60

    $720,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,520 Sq Ft

    25 Jeffrey Woods Rd, Windham, ME 04062

    If space is what you are looking for, 25 Jeffrey Woods is the property for you. Whether you need to store things in the full basement, have a workshop in the massive garage, build trails on your 12 wooded acres or house visitors in the attached suite, 25 Jeffrey Woods has the room you need. Whether its the floors, trim or cabinets this house is elegantly finished in natural wood tones which give

    Bennett Wade Real Broker

    25 Jeffrey Woods Rd, Windham, ME 04062
  • /21

    $479,000

    New Construction Open Sun 10AM - 12PM $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    6 Dolley Farm Rd Unit 3, Windham, ME 04062

    Now Building!! Be in this Spring. Dolley Farm, Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting with shared open space and a neighborhood playground. The Harvest style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining

    Marie Flaherty The Flaherty Group

    6 Dolley Farm Rd Unit 3, Windham, ME 04062
  • /71

    $669,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    3 Lieutenants Dr, Windham, ME 04062

    Welcome to this beautifully maintained 3-bedroom Colonial, ideally situated on a private 1.17-acre lot in a desirable subdivision. This spacious home features an open-concept layout with an eat-in kitchen that flows seamlessly into the dining area and living room, creating the perfect space for everyday living and entertaining. The primary suite offers a private bathroom for added comfort and

    Matthew Tifft Meservier & Associates

    3 Lieutenants Dr, Windham, ME 04062
  • /41

    $1,485,000

    $305K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,602 Sq Ft

    20 Freeman Ct, Windham, ME 04062

    Enjoy 700' of gated private Sebago Lake frontage with this exceptional estate located at the end of a quiet cul-de-sac. Refined design, extensive recent renovations, and exclusive access to the crystal-clear waters of Maine's premier Sebago Lake -- widely regarded as one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of

    Corinne Holt Holt Realty

    20 Freeman Ct, Windham, ME 04062
  • /5

    $449,999

    Open Sun 10AM - 11:30PM
    • Land
    • 28.3 Acres
    • $15,901 per Acre

    1 Blackthorne Ln, Gray, ME 04039

    Investor Alert! Rare 28+ acre parcel in Gray with subdivision potential. This is your chance to secure a prime development opportunity in one of Southern Maine's most desirable locations. 28+ acres of land Subdivision design already in place—will need revision and presentation to the town for board approval (buyer to verify) Excellent investment for developers or builders Set in a beautiful,

    Jhon Florez Gracia Maine Real Estate Co

    1 Blackthorne Ln, Gray, ME 04039
  • /31

    $1,200,000

    • 6 Baths
    • 3,420 Sq Ft

    64 & 66 Oaken Ridge, North Yarmouth, ME 04097

    Incredible opportunity for owner-occupancy or investment. Located in the desirable Greely school district, these townhomes also present an excellent rental option. Each unit offers beautiful living spaces surrounded by nature and quiet privacy--just 10 minutes from Cumberland Center. Expected completion September, 2026. Set on more than 30 acres with portions along the Royal River, Oaken Ridge is

    Mary Conroy Portside Real Estate Group

    64 & 66 Oaken Ridge, North Yarmouth, ME 04097
  • /19

    $180,000

    • Land
    • 1.6 Acres
    • $112,500 per Acre

    68 Sky Dr, Windham, ME 04062

    The perfect spot to build your dream home in Windham! This 1.6-acre parcel offers a spacious, open lot with a peaceful pond. Sky Drive is a quiet, private road where you'll enjoy privacy and tranquility while still being just minutes from downtown North Windham and the Maine Turnpike. Enjoy the best of Maine living with nearby Sebago Lake and Little Sebago Lake, known for exceptional boating,

    Hannah Richard Locations Real Estate Group LLC

    68 Sky Dr, Windham, ME 04062
  • /98

    $1,099,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    15 Worcester Dr, Raymond, ME 04071

    Whole log home on one of Little Sebago's largest and most private lots. Soaring vaulted ceilings with hand hewn logs, skylights and an open floor plan. Woodstove for those chilly fall or winter nights. Huge covered farmers porch and a large fenced in back yard for your furry friends. Over 200 feet of desirable sandy frontage on Little Sebago Lake.

    Karen Tufts Coldwell Banker Team Real Estate

    15 Worcester Dr, Raymond, ME 04071
  • /14

    $1,995,000

    $255K PRICE DROP
    • Land
    • 5.91 Acres
    • $337,563 per Acre

    0 Turning Leaf Dr Unit 1640377, Windham, ME 04062

    •Approved State and Town for a 9,018± SF commercial building, including DEP, DOT, and Portland Water District•DEP & DOT permits approved in 2023 for the 2 building concept•Commercial District 1 Zoning suitable for a variety of uses•Rare parcel of land in one of Maine's fastest growing communities•Easy access to I-95 and other major corridors•Growing community with strong

    Michael Anderson Malone Commercial Brokers, Inc.

    0 Turning Leaf Dr Unit 1640377, Windham, ME 04062
  • /86

    $725,000

    $74K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,126 Sq Ft

    53 Mill Rd, North Yarmouth, ME 04097

    Nestled on 2.7 picturesque acres in desirable North Yarmouth, this beautifully maintained Cape-style home offers the perfect blend of classic New England charm, privacy, and equestrian appeal. Featuring four spacious bedrooms and three full baths, the home provides a flexible and functional layout with warm, inviting living spaces filled with natural light and exquisite interior design

    Susan Hill River's Edge Realty LLC

    53 Mill Rd, North Yarmouth, ME 04097
  • /31

    $933,000

    • 4 Beds
    • 3 Baths
    • 3,130 Sq Ft

    38 Lakeside Dr, Falmouth, ME 04105

    Discover the privacy, comfort, convenience, and year-round lifestyle awaiting you at 38 Lakeside Drive. Whether you're enjoying peaceful neighborhood walks, ice skating on the private pond in the winter, or spending endless summer days on Highland Lake, every season offers something special. Summer is where this property truly shines. Step directly onto your dedicated boat slip and into your boat

    Sandra Hawkes Keller Williams Realty

    38 Lakeside Dr, Falmouth, ME 04105
  • /10

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,215 Sq Ft

    439 Falmouth Rd, Windham, ME 04062

    Enjoy the best of both worlds with this charming 3-bedroom ranch featuring a 1-car garage, nestled in a peaceful rural setting in Windham while remaining just minutes from shopping, restaurants, and local businesses.The open-concept layout offers a spacious feel, highlighted by hardwood floors and a large front-to-back living room that's perfect for relaxing or entertaining. The primary

    Amanda Salovitch Dream Home Realty LLC

    439 Falmouth Rd, Windham, ME 04062
  • /9

    $499,999

    • Land
    • 2 Acres
    • $250,000 per Acre

    Lot 44 -A, Windham, ME 04062

    Attention builders, developers, and investors this is the kind of opportunity that rarely hits the market in Windham. Located in an area seeing continued residential growth and new construction activity, this 2-acre wooded parcel offers incredible potential in one of Southern Maine's most in-demand communities. Surrounded by established homes and ongoing development, the location speaks for

    Carissa Morneault Realty of Maine

    Lot 44 -A, Windham, ME 04062
  • /58

    $499,900

    • 4 Beds
    • 2 Baths
    • 3,444 Sq Ft

    14 Emerson Dr, Windham, ME 04062

    Your Maine waterfront opportunity is knocking. This 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage was just pulled from Auction and has been reduced. Boasting a Single Family home with attached apartment and over 3,000 square feet of previous finished space the possibilities are endless.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /13

    $314,900

    • 1 Bed
    • 1 Bath
    • 766 Sq Ft

    10 Stillwater Dr Unit 1128, Windham, ME 04092

    **Builder Incentives Available**.Stop paying rent! Own for $2100 per month! The Highland offers a peaceful retreat designed for simple, modern living. With 766 square feet of thoughtfully designed space, this one-bedroom, one-bathroom residence blends comfort, style, and convenience in a layout that feels both open and inviting.Inside, contemporary finishes meet everyday functionality with

    Amy Foley Signature Homes Real Estate Group, LLC

    10 Stillwater Dr Unit 1128, Windham, ME 04092
  • /27

    $784,999

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,488 Sq Ft

    81 Babbidge Rd, Falmouth, ME 04105

    Welcome to 81 Babbidge Road in desirable Falmouth, a peaceful Maine retreat offering privacy, space, and convenience in one of Southern Maine's most sought-after communities. Set on 2.44 acres, this property provides a quiet setting surrounded by nature while still being just minutes from Falmouth amenities, Portland, shopping, dining, recreation, and the coast. This 3-bedroom, 1-bath home offers

    Carissa Morneault Realty of Maine

    81 Babbidge Rd, Falmouth, ME 04105
  • /10

    $165,000

    • Land
    • 1.84 Acres
    • $89,674 per Acre

    Lot# 1 Summit Rd, Gray, ME 04039

    Private Buildable Lot In A Great Location!! Welcome to Lot 1 Summit Road in Gray, Bring your Builder or we can recommend one to you, this lot is the perfect setting for your new built home. The private country setting, and location close to everything makes this Buildable Lot great for the Developer, Builder, or first time homebuilder alike. This Lot is a must see!!!

    William Noone Getty Real Estate Services, LLC

    Lot# 1 Summit Rd, Gray, ME 04039
  • /3

    $399,900

    $29K PRICE DROP
    • Land
    • 3.7 Acres
    • $108,081 per Acre

    99 Enterprise Dr, Windham, ME 04062

    The parcel has water stubbed at the road and a gravel curb cut already installed. Ideal location for manufacturing, private warehousing and high bay boat storage.

    Larry Eliason Butts Commercial Brokers

    99 Enterprise Dr, Windham, ME 04062
  • /27

    $529,500

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,115 Sq Ft

    33 Gray Rd, Cumberland, ME 04021

    Welcome to 33 Gray Road, a beautifully maintained, 2-bedroom, 1-bath raised ranch with a 3-bedroom septic system offering modern comfort, thoughtful design, and an exceptional location in the desirable town of Cumberland. Set back nicely from the road for added privacy, this move-in-ready home features a spacious two-car garage and a bright, open-concept main living area on the second floor. The

    Paul McKee Keller Williams Realty

    33 Gray Rd, Cumberland, ME 04021
  • /13

    $175,000

    $50K PRICE DROP
    • Land
    • 3.45 Acres
    • $50,725 per Acre

    0 Tinker Ln Unit 57D, Cumberland, ME 04021

    Spring is here and this could be the year you finally build your dream home! This lovely wooded 3.45 ACRE lot will be a beautiful home site for it, abutting a recent development at Stratton Woods and near all the new features that are developing in West Cumberland. Survey pins can be found at most corners after you turn onto Tinker Lane from Stratton Woods. Please check with town to see what

    Ann Cianchette Keller Williams Realty

    0 Tinker Ln Unit 57D, Cumberland, ME 04021
  • /66

    $499,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    37 Pleasant Valley Rd, Cumberland Center, ME 04021

    MOTIVATED SELLERS!!! Quietly nestled into a wooded setting awaits this 3 bedroom 2 full bath Colonial. Upon entering you will find a smart and convenient mudroom that offers a custom closet with plenty of storage. From there is the open kitchen with plenty of counterspace and room to create. The dining room has a heat pump and opens to sliding patio doors to a large deck perfect for entertaining

    Pamela Audet Greater Portland Realty

    37 Pleasant Valley Rd, Cumberland Center, ME 04021
  • /9

    $150,000

    • Land
    • 2.36 Acres
    • $63,559 per Acre

    Lot C Southridge Rd, Gray, ME 04039

    Discover the potential of this 2.36 acre wooded parcel tucked away in a desirable Gray location. Offering a ROW access from Southridge Road, this private lot provides an excellent opportunity to build your dream home, seasonal retreat, or investment property while enjoying the natural beauty of Maine.Surrounded by mature trees and a peaceful setting, the property offers the perfect balance of

    Shawn Googins Landing Real Estate

    Lot C Southridge Rd, Gray, ME 04039
  • /57

    $665,000

    • 4 Beds
    • 2 Baths
    • 3,444 Sq Ft

    14 Emerson Dr, Windham, ME 04062

    Unique opportunity to own this 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage.Boasting a Single Family home with attached apartment and over 3,000 square feet of finished space the possibilities are endless.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /10

    $998,900

    • Land
    • 35.97 Acres
    • $27,770 per Acre

    Lot #10 Goose Pond Rd, Windham, ME 04062

    Discover a rare opportunity to own 35.97± acres of private, wooded land ideally positioned near the Windham, Falmouth, and Cumberland lines. Tucked into one of Southern Maine's most desirable and rapidly growing areas, this unique parcel offers exceptional privacy, natural beauty, and proximity to Portland, I-95, and surrounding higher-end communities. The land features mature woods, natural

    Belinda Desmond Keller Williams Realty

    Lot #10 Goose Pond Rd, Windham, ME 04062
  • /13

    $349,900

    • 2 Beds
    • 2 Baths
    • 991 Sq Ft

    10 Stillwater Dr Unit 1126, Windham, ME 04092

    **Builder Incentives Available**.Stop paying rent! Own for $2300 per month! Offering 991 square feet of bright, open-concept living, this thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style

    Amy Foley Signature Homes Real Estate Group, LLC

    10 Stillwater Dr Unit 1126, Windham, ME 04092
  • /13

    $349,900

    • 2 Beds
    • 2 Baths
    • 991 Sq Ft

    10 Stillwater Dr Unit 3133, Windham, ME 04092

    This third floor unit features 9' ceilings and offers 991 square feet of bright, open-concept living. This thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style cabinetry, granite

    Amy Foley Signature Homes Real Estate Group, LLC

    10 Stillwater Dr Unit 3133, Windham, ME 04092
  • /31

    $625,000

    $25K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,711 Sq Ft

    64 Oaken Ridge Unit 64, North Yarmouth, ME 04097

    Looking for a private oasis with the ease of condo living? Welcome to Oaken Ridge Townhomes, where Phase 2 is now available with four homes remaining. Expected completion September, 2026. Discover the perfect balance of modern comfort and natural beauty in this intimate community set on over 30 wooded acres. Each townhome offers an open-concept first floor with a dedicated office, spacious

    Mary Conroy Portside Real Estate Group

    64 Oaken Ridge Unit 64, North Yarmouth, ME 04097
  • /5

    $1,800,000

    • Land
    • 120.91 Acres
    • $14,887 per Acre

    0 Colley Hill Rd, Gray, ME 04039

    Rare 120.91+/- acre development opportunity in highly desirable Gray, Maine. Located directly across from Spring Meadows Golf Club. A standout setting with strong local housing demand and convenient access to area amenities, making this an exceptional opportunity for builders, developers, or long-term investors. Sellers previously explored a conceptual plan with an engineer for approximately

    Frank Curran Harborview Properties, Inc.

    0 Colley Hill Rd, Gray, ME 04039
  • /28

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    41 Daffodil Ln, Cumberland Center, ME 04021

    Welcome to this inviting 3-bedroom, 2-bathroom ranch, offering 1,344 square feet of open-concept living space with a large, daylight walkout basement. This home is ready for your personal touch and will be perfect for someone who appreciates a blend of comfort, privacy, and outdoor beauty. Enjoy the convenience of a whole-house generator, a new roof, and a brand-new front porch. The beautiful

    Jeffrey Mateja Keller Williams Realty

    41 Daffodil Ln, Cumberland Center, ME 04021
  • /3

    $795,000

    $105K PRICE DROP
    • Land
    • 100 Acres
    • $7,950 per Acre

    0 Gore Unit 1655428, Gray, ME 04039

    A rare offering of a 100+ acre parcel ideal for several private estate lots or other forms of development. Nice mix of woods and cleared locations for building. Close to restaurants, shopping, Sebago Lake. Nearby skiing and snowmobile trails.

    Tim Flaherty The Flaherty Group

    0 Gore Unit 1655428, Gray, ME 04039
  • /66

    $699,500

    $44K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,894 Sq Ft

    64 Summit Rd, Gray, ME 04039

    Welcome to 64 Summit Rd. A place where comfort, space and everyday living come together. This home offers the perfect blend of privacy and convenience while being just a short distance to local amenities and outdoor recreation. Inside, you will find inviting living spaces filled with natural light and a layout designed for both relaxing and entertaining. Whether you're enjoying quiet mornings at

    Lori Pelletier Coastal Pine Real Estate, LLC

    64 Summit Rd, Gray, ME 04039
  • /28

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 2,263 Sq Ft

    16 Old Mill Rd, Gray, ME 04039

    New Construction - Stunning Colonial on Nearly 3 Acres! This beautiful 4-bedroom, 2.5-bath colonial offers modern comfort in a timeless design. The open-concept first floor features a spacious kitchen, dining, and living area complete with granite countertops and stainless steel appliances. Enjoy a primary suite with a walk-in closet and private bath featuring double sinks with granite

    Amanda Gervais RE/MAX Coastal

    16 Old Mill Rd, Gray, ME 04039
  • /31

    $625,000

    $25K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,711 Sq Ft

    66 Oaken Ridge Unit 66, North Yarmouth, ME 04097

    Looking for a private oasis with the ease of condo living? Welcome to Oaken Ridge Townhomes, where Phase 2 is now available with four homes remaining. Expected completion September, 2026. Discover the perfect balance of modern comfort and natural beauty in this intimate community set on over 30 wooded acres. Each townhome offers an open-concept first floor with a dedicated office, spacious

    Mary Conroy Portside Real Estate Group

    66 Oaken Ridge Unit 66, North Yarmouth, ME 04097
  • /2

    $474,000

    Open Sun 10AM - 12PM
    • 3 Beds
    • 2.5 Baths
    • 1,540 Sq Ft

    2 Dale Ln Unit 1, Windham, ME 04062

    Now Building!! Be in this Spring. Dolley Farm, Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting with shared open space and a neighborhood playground. The Sunrise style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining

    Marie Flaherty The Flaherty Group

    2 Dale Ln Unit 1, Windham, ME 04062
  • /7

    $785,000

    $14K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    014-17-J01 Mimi Ln, Windham, ME 04062

    Welcome to your opportunity to build a stunning modern farmhouse in the heart of Windham. This thoughtfully designed new construction package blends timeless charm with clean, modern finishes, offering both style and functionality across 2,600 square feet of beautifully crafted living space. This farmhouse style home features 4 spacious bedrooms, 2.5 bathrooms, and a2 car garage, designed with

    Jennifer Sumrall The Maine Real Estate Experience

    014-17-J01 Mimi Ln, Windham, ME 04062
  • /17

    $162,500

    $10K PRICE DROP
    • Land
    • 1.17 Acres
    • $138,889 per Acre

    014-17-J01 Mimi Ln, Windham, ME 04062

    Tucked away on a quiet dead end road, this beautiful 1.17-acre parcel offers the perfect blend of privacy and convenience in the heart of Windham. With no association fees and situated on a private road, this is your opportunity to create the lifestyle you've been dreaming of, without the restrictions. Enjoy the peaceful setting while being just minutes from shopping, dining, and everyday

    Jennifer Sumrall The Maine Real Estate Experience

    014-17-J01 Mimi Ln, Windham, ME 04062
  • /23

    $625,000

    • 3 Beds
    • 1.5 Baths
    • 1,363 Sq Ft

    7 Hall Rd, Windham, ME 04062

    Welcome to this beautifully private and tucked-away retreat, gracefully situated on 1.29 acres of peaceful countryside. Offering 3 spacious bedrooms, 1.5 bathrooms, and a 1-car garage, this charming home provides the perfect blend of comfort, privacy, and convenience. Surrounded by the beauty of a serene rural setting, you can enjoy the tranquility of nature while remaining just moments from

    Kristal Fecteau Coldwell Banker Team Real Estate

    7 Hall Rd, Windham, ME 04062
  • /73

    $599,000

    Open Sat 10AM - 11:30AM
    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    226 Bruce Hill Rd, Cumberland Center, ME 04021

    OPEN HOUSE: Saturday 10-11:30am Nestled on 2.22 beautiful acres in picturesque Cumberland, this well-maintained home offers the perfect blend of privacy, space, and convenience. Set back from a quiet road, you'll enjoy a peaceful setting while remaining just minutes from local amenities, the Cumberland Fairgrounds, Falmouth, Yarmouth, and major highways. Inside, this unique home features 4

    Gena Lamontagne Signature Homes Real Estate Group, LLC

    226 Bruce Hill Rd, Cumberland Center, ME 04021
  • /2

    $139,900

    $60K PRICE DROP
    • Land
    • 12 Acres
    • $11,658 per Acre

    M20/21/311 Shaw Brook Ln, Gray, ME 04039

    Private 12-Acre Land Opportunity Shaw Brook Lane, Gray, MaineDiscover the possibilities on this beautiful 12-acre parcel of land, privately tucked away in a peaceful and secluded setting at the end of a private road Surrounded by natural beauty, this property offers plenty of space to build with flexibility to create your ideal retreat, future homesite, or long-term investment. Close

    Deborah Shaw Mancini Pine Tree Realty of Maine

    M20/21/311 Shaw Brook Ln, Gray, ME 04039
  • /63

    $730,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,998 Sq Ft

    7 Roman Woods Way, Gray, ME 04039

    PRICELESS PRIVACY SURROUNDS THIS EXCEPTIONAL COLONIAL, LOCATED NEAR TRAILS FOR THE OUTDOOR ENTHUSIAST. HUGE GRANITE KITCHEN WITH 9 FT ISLAND, LIVINGROOM WITH GAS FIREPLACE AND GLEAMING HARDWOOD FLOORS, PRACTICAL TILED MUDROOM PLUS CUSTOM DREAM PANTRY, EXPANSIVE BONUS ROOM ABOVE THE GARAGE. PRIMARY ON SUITE BEDROOM. ADDITIONAL 1090 SQ FT OF FINISHED SPACE IN THE LOWER LEVEL PERFECT FOR

    Barbara Lewis Century 21 North East

    7 Roman Woods Way, Gray, ME 04039

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