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Newest Homes for Sale in Bailey Island, ME

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  • /10

    $1,550,000

    • Land
    • 126 Acres
    • $12,302 per Acre

    2 Gore Rd, Gray, ME 04039

    Developers, Land Lovers, Homesteaders, Farmers Take Notice!! 126acres located on the Gray/Raymond line. 5 separate parcels sold all as one. Deeded private road gives access to lots off of Gore Rd. Parcel 1 (tax id# 023-002-002) is not in tree growth. Parcels 2-5 (024-002-006, 023-002-003, 023-002-004, 023-002-005) are in Tree Growth. Most recent (2018)Tree Growth App & Forestry Plan available

    Vanessa Greco Portside Real Estate Group

    2 Gore Rd, Gray, ME 04039
  • /13

    $599,000

    $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    78 Lakeside Dr, Windham, ME 04062

    NEW CONSTRUCTION TO BE BUILT: Experience the best of lakeside living with this stunning new construction opportunity. This thoughtfully designed 3-bedroom, 2-bath home offers modern finishes, open-concept living, and the rare chance to personalize the home to fit your lifestyle. Nestled in a peaceful, scenic setting, the property includes two deeded access points to the lake, making it easy to

    Ciara Sanfino Engel & Volkers Portsmouth

    78 Lakeside Dr, Windham, ME 04062
  • /25

    $469,999

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,570 Sq Ft

    47 Running Brook Rd, Windham, ME 04062

    Welcome to 47 Running Brook Road, a beautifully renovated three-bedroom ranch offering move-in-ready comfort, an oversized wooded lot, and deeded access to approximately 1,500 feet of shared Collins Pond shoreline and park area. Inside, the main level has been thoughtfully transformed with an open and inviting layout, refinished hardwood floors, fresh paint, new doors and trim, and updated

    Belinda Desmond Keller Williams Realty

    47 Running Brook Rd, Windham, ME 04062
  • /50

    $779,000

    $70K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,936 Sq Ft

    67 Taylor Ln, Gray, ME 04039

    Just over the Cumberland town line into Gray is this extremely loved and cared for colonial with a stunning in-law apartment with vaulted ceilings and palladian windows. For multi-generational living, no one has to live in a basement! Or use the space to work from home or run your small business. If you are looking for a walkable yet small neighborhood, this is a must see! This home sits back

    Jason Saphire www.HomeZu.com

    67 Taylor Ln, Gray, ME 04039
  • /61

    $523,999

    $16K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,052 Sq Ft

    214 Tandberg Trail, Windham, ME 04062

    Welcome to this beautifully maintained, move-in ready home in a highly desirable Windham location. Set back from the road with a spacious driveway, oversized two-car garage, and private backyard, this property combines comfort, privacy, and convenience.The recently renovated kitchen flows seamlessly into the updated living room, creating a bright and inviting space for everyday living and

    Jhon Florez Gracia Maine Real Estate Co

    214 Tandberg Trail, Windham, ME 04062
  • /32

    $289,000

    Open Sun 11AM - 12:30PM $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft

    26 Whites Bridge Rd, Windham, ME 04062

    Welcome to this beautifully maintained and inviting three-bedroom condo, ideally located in the heart of Windham. Enjoy the convenience of being just minutes from shopping, restaurants, and everyday amenities while tucked away in a peaceful setting. The first floor features an open-concept layout with a spacious living room, kitchen, and dining area--perfect for both everyday living and

    Tiffany Libby Pamela Starnes Signature Homes Real Estate Group

    26 Whites Bridge Rd, Windham, ME 04062
  • /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
  • /13

    $709,000

    New Construction Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,224 Sq Ft

    36 Feldspar Ln Unit 20, Cumberland, ME 04021

    On a corner lot in Mineral Springs, the Amber is a 2,200-square-foot home that offers space to stretch out and settle in. Designed for real life, the open-concept first floor is anchored by a welcoming kitchen with pantry and open concept living and dining area. The dedicated office and mudroom make the daily routine feel effortless. Upstairs, three bedrooms--including a spacious primary

    Taylor McFarlane Portside Real Estate Group

    36 Feldspar Ln Unit 20, Cumberland, ME 04021
  • /73

    $624,900

    $44K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    3 Lieutenants Dr, Windham, ME 04062

    Built in 2019 and thoughtfully designed for today's lifestyle, this move-in ready Colonial offers the perfect balance of modern comfort, privacy, and convenience. Situated on a private 1.17-acre lot in the desirable Riverside Ridge neighborhood, this home provides a peaceful setting while remaining just minutes from shopping, restaurants, schools, the Maine Turnpike, and a short drive to the

    Matthew Tifft Meservier & Associates

    3 Lieutenants Dr, Windham, ME 04062
  • /66

    $469,900

    $30K PRICE DROP
    • 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. Images in this listing have been virtually staged.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /58

    $385,000

    $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 632 Sq Ft

    12 Shore Rd, Windham, ME 04062

    Nestled along the peaceful shores of Pettingill Pond, 12 Shore Road in Windham, Maine has the perfect blend of classic lakeside charm and modern comfort. This inviting property boasts stunning water views, direct access to the pond, and a serene setting ideal for both year-round living and seasonal escapes.Inside, you'll find a bright and welcoming layout with large windows that fill the

    Aaron Spiller Rockstar Real Estate

    12 Shore Rd, Windham, ME 04062
  • /89

    $499,900

    $50K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,597 Sq Ft

    7 Preston Way, Cumberland Center, ME 04021

    Investors take notice! This is your opportunity to own two (2) free standing homes with detached garage with storage above. Large storage shed. whole house generator that runs both homes. Both homes and garage have new shingles. New septic system and low monthly heating cost. Each home is fully equipped with appliances. Front Cape is currently vacant.

    Tammy Laliberty Allied Real Estate

    7 Preston Way, Cumberland Center, ME 04021
  • /23

    $565,000

    $60K PRICE DROP
    • 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
  • /27

    $499,900

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,290 Sq Ft

    33 Gray Rd, Cumberland, ME 04021

    Motivated Sellers! A beautifully maintained, 3-bedroom, 1-bath raised ranch 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 well-appointed kitchen flows

    Paul McKee Keller Williams Realty

    33 Gray Rd, Cumberland, ME 04021
  • /32

    $599,000

    $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    26 Kathy Ln, Cumberland Center, ME 04021

    Designed for the way we live today, this beautifully updated home offers inviting spaces that are equally suited for quiet evenings and effortless entertaining. At its heart, the sun-filled great room creates a warm and welcoming gathering place, an easy flow invite family and friends to linger.With three generous bedrooms and a dedicated home office provides the flexibility today's buyers

    Cari Turnbull Maine Real Estate Experts

    26 Kathy Ln, Cumberland Center, ME 04021
  • /85

    $625,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 3,217 Sq Ft

    305 Windham Center Rd, Windham, ME 04062

    *Back on the market - no fault of seller or property* This is your opportunity to enjoy and reap the rewards of this charming, antique 3 bedroom 1.5 bath New England Farmhouse with an additional 1 level, 1 bedroom, 1 bath In-Law apartment attached. Huge barn, w/work space/pottery studio, beautifully landscaped, pastoral 3.3 acre lot with gardens, flowers, blueberries, veggies and mature trees

    Jennifer Sweeney Portside Real Estate Group

    305 Windham Center Rd, Windham, ME 04062
  • /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 October, 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
  • /12

    $239,900

    • Land
    • 2.52 Acres
    • $95,198 per Acre

    64-G Browning Way, Cumberland, ME 04021

    Don't miss this rare opportunity to build on this secluded and level lot in Cumberland. Located on a Private way, with a shared driveway access, all you need to do is bring your builder and start planning your dream home on this wooded, level lot. Priced to sell.

    John Parvin Dan Anderson Real Estate, Inc.

    64-G Browning Way, Cumberland, ME 04021
  • /5

    $749,900

    • Land
    • 8.85 Acres
    • $84,734 per Acre

    0 Hall Rd, Windham, ME 04062

    Build your dream home--or explore the potential for future development--on this exceptional 8.85-acre parcel in desirable Windham. Situated on a paved, town-maintained side street, this expansive property offers a rare combination of privacy, convenience, and natural beauty. With over 400 feet of owned frontage along the scenic Pleasant River, you'll enjoy a picturesque setting perfect for

    Lauren Kelley Dream Home Realty LLC

    0 Hall Rd, Windham, ME 04062
  • /39

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 3,276 Sq Ft

    14 Summit Terrace, Falmouth, ME 04105

    Tucked away on a beautifully landscaped 1.72-acre lot and surrounded by hundreds of acres of protected open space and conservation land, this 3,276 sq ft contemporary colonial offers 4 bedroom, 2.5 baths with an exceptional blend of privacy, recreation, and refined living. With direct access to the extensive Falmouth Land Trust trail system, this property is a true retreat. Designed for both

    Stacy Salvo Portside Real Estate Group

    14 Summit Terrace, Falmouth, ME 04105
  • /49

    $1,745,000

    $250K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,760 Sq Ft

    47 Skillin Rd, Cumberland Center, ME 04021

    Overlooking the Piscataqua River, this extraordinary post and beam home offers a rare opportunity to own a piece of Maine history. Originally built as a mill circa 1860+/-, the property has been thoughtfully renovated while preserving its historic character and craftsmanship. Set within a private, park-like landscape, the home is immersed in nature. The rushing waters of the Piscataqua River

    Heather Shields Legacy Properties Sotheby's International Realty

    47 Skillin Rd, Cumberland Center, ME 04021
  • /14

    $445,000

    $50K PRICE DROP
    • Land
    • 9.4 Acres
    • $47,340 per Acre

    0 Tavern Hill, Windham, ME 04062

    Large 9.4 +/-acre tract with 908' frontage meets the dimensional standards for up to four lots, each requiring minimum 200' frontage and 1.84 acres.Great opportunity for a home builder to construct several homes or a buyer to build his/her home and split off the remainder for multiple lots.Tavern Hill is a private road with a homeowners association.A nearly six acre lot

    Michael Rogers EXP Realty

    0 Tavern Hill, Windham, ME 04062
  • /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

    Carissa Morneault Realty of Maine

    81 Babbidge Rd, Falmouth, ME 04105
  • /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
  • /25

    $325,000

    $24K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 880 Sq Ft

    549 Roosevelt Trail, Windham, ME 04062

    Why pay rent or buy a tiny condo when you can own your own home and land? This turnkey, sun-drenched 1-bedroom home is the perfect starting point for buyers looking to build immediate equity. The home is updated, neat, clean, and incredibly efficient thanks to a newer heating system and a spacious downstairs laundry room. Move right in and enjoy a large open backyard, a paved driveway with an

    Todd Harvey Pine Tree Realty of Maine

    549 Roosevelt Trail, Windham, ME 04062
  • /69

    $1,595,000

    New Construction $405K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    20 Ladyslipper Dr, Windham, ME 04062

    New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event.A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties.This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the

    Judy George Judy George Realty

    20 Ladyslipper Dr, Windham, ME 04062
  • /50

    $1,375,000

    $415K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,602 Sq Ft

    20 Freeman Ct, Windham, ME 04062

    Sebago Lake Lifestyle with 700' of gated private beach frontage and an exceptional estate located at the end of a quiet cul-de-sac. Refined design, extensive recent renovations, new roof, 5 bay garage & exclusive access to Maine's premier Sebago Lake - one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of finished living

    Corinne Holt Holt Realty

    20 Freeman Ct, Windham, ME 04062
  • /18

    $250,000

    • Land
    • 39,639 Sq Ft
    • $274,725 per Acre

    L24 Poplar Ridge Dr, Falmouth, ME 04105

    Recently surveyed and ready to be rediscovered. This .91+/- acre wooded parcel sits at the end of Poplar Ridge Drive in Falmouth and offers far more character than maps alone reveal.Walk the property and you'll find mature woods, moss-covered stone, ferns, wild blueberry bushes, pockets of natural sunlight filtering through the canopy, and varied terrain with gradual elevation changes

    Belinda Desmond Keller Williams Realty

    L24 Poplar Ridge Dr, Falmouth, ME 04105
  • /10

    $162,000

    $73K PRICE DROP
    • Land
    • 40,075 Sq Ft
    • $176,087 per Acre

    78 Lakeside Dr, Windham, ME 04062

    LAKESIDE LIVING: Bring your dream home to life on this exceptional, buildable lot offering privacy, natural beauty, and two separate deeded access to the private lake. Just steps from the end of your driveway, you'll have access to Forest Lake, a clean, private lake perfect for kayaking, boating, fishing, swimming, or simply relaxing by the water. Outdoor enthusiasts will also appreciate the

    Ciara Sanfino Engel & Volkers Portsmouth

    78 Lakeside Dr, Windham, ME 04062
  • /46

    $1,800,000

    $200K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,623 Sq Ft

    1 Steele Rd, Raymond, ME 04071

    Nestled in the pines on the shore of Little Sebago Lake. Wide open lake views and gradual, sandy entry to the water. Tastefully renovated, meticulously maintained and ready for new owners. Spacious and open main level with plenty of space for everyone. Waterski or wake board right off of your private beach on the calm waters of this beautiful lake. Call the ice cream boat from an app for delivery

    Karen Tufts Coldwell Banker Team Real Estate

    1 Steele Rd, Raymond, ME 04071
  • /32

    $484,000

    New Construction $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,540 Sq Ft

    26 Dolley Farm Rd Unit 12, Windham, ME 04062

    Move in Ready! Come see why so many have chosen Dolley Farm Condominiums for their new home! 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 and living areas, while a rear patio extends your living space outdoors. Upstairs, the primary suite offers a

    Marie Flaherty The Flaherty Group

    26 Dolley Farm Rd Unit 12, Windham, ME 04062
  • /23

    $479,000

    Open Sat 1PM - 2:30PM $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    6 Dolley Farm Rd Unit 3, Windham, ME 04062

    Come see why so many have chosen Dolley Farm Condominiums for their new home! 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 and living areas, while a rear patio extends your living space outdoors. Upstairs, the primary suite offers a private retreat

    Marie Flaherty The Flaherty Group

    6 Dolley Farm Rd Unit 3, 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
  • /19

    $180,000

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

    68 Sky Dr, Windham, ME 04062

    Build your dream Maine home here! Discover 1.6 acres of open, peaceful land on Sky Drive in Windham. With a pond, generous space, and a private setting, this parcel offers the perfect canvas to create the home you've always envisioned. Enjoy the best of both worlds—peaceful country living with convenient access to downtown North Windham, the Maine Turnpike, and Portland, just approximately 35

    Hannah Richard Locations Real Estate Group LLC

    68 Sky Dr, Windham, ME 04062
  • /117

    $909,000

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 4,266 Sq Ft

    4 Divot Dr, Gray, ME 04039

    Situated on a private road in the desirable Presidential Drive neighborhood, this custom-built colonial is set on a beautifully maintained one-acre lot directly across from Spring Meadows Golf Course. Located in Gray--known as the crossroads of Southern Maine--the home offers exceptional convenience, just 20 minutes to Portland, Lewiston/Auburn, the Sebago Lakes Region, and Freeport, making it an

    Karen Edgcombe Maine Real Estate Co

    4 Divot Dr, Gray, ME 04039
  • /6

    $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, Maine Discover 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 with a mixture of soft and hardwood trees, this property offers plenty of space to build with flexibility to create your ideal retreat, future homesite,

    Deborah Shaw Mancini Pine Tree Realty of Maine

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

    Belinda Desmond Keller Williams Realty

    Lot #10 Goose Pond Rd, Windham, ME 04062
  • /28

    $499,900

    $95K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 960 Sq Ft

    150 Birchwood Rd, Gray, ME 04039

    Welcome to 150 Birchwood Road in Gray, a rare Little Sebago waterfront escape that delivers the kind of lake life people wait years to find.Tucked at the end of a quiet road in a protected, peaceful cove, this beautifully crafted three-story cedar-sided lake house offers 160 feet of private frontage and a level of privacy and charm that is increasingly hard to find. This is more than just

    Shawn Losier Freeman Group-Residential Real Estate Brokerage

    150 Birchwood Rd, Gray, ME 04039
  • /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
  • /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

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