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Newest Homes for Sale in Bailey Island, ME

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  • /31

    $75,000

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    42 Robin Ln, Windham, ME 04062

    One-level living in a well-kept 55+ community! This single wide provides an easy layout with the kitchen open to the dining area, great for everyday living or having people over. The primary suite comes with its own half bath, and you've got a dedicated laundry room and mudroom for all the stuff that usually ends up piled by the door. Outside, the yard is landscaped and there's a shed for extra

    Malachi Winslow Keller Williams Realty

    42 Robin Ln, Windham, ME 04062
  • /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
  • /37

    $539,999

    Open Sat 11AM - 12:30PM
    • 2 Beds
    • 3 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
  • /41

    $347,900

    Open Sun 1PM - 3PM
    • 2 Beds
    • 1.5 Baths
    • 1,098 Sq Ft

    22 Turkey Trail, Windham, ME 04062

    Welcome home to Windham Hill Woods, where comfort, convenience, and community come together! This beautifully maintained 2-bedroom, 1.5-bath townhouse offers bright, inviting living spaces and a versatile third-floor loft that's perfect for a home office, guest space, workout room, or cozy retreat. The open layout creates an easy flow for everyday living, while the private back deck provides the

    Amanda Salovitch Dream Home Realty LLC

    22 Turkey Trail, Windham, ME 04062
  • /32

    $299,000

    Open Sat 10AM - 12PM
    • 2 Beds
    • 1.5 Baths
    • 1,250 Sq Ft

    26 Whites Bridge Rd, Windham, ME 04062

    Welcome to this beautifully maintained and inviting two-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
  • /51

    $529,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 1.5 Baths
    • 2,623 Sq Ft

    12 Arcadia Dr, Windham, ME 04062

    Welcome to this beautifully updated home in one of Windham's most desirable neighborhoods, where timeless charm, quality craftsmanship, and an exceptional location come together. From the moment you arrive, you'll appreciate the meticulously maintained landscaping featuring mature trees and stunning perennial gardens that provide vibrant blooms throughout the growing season, creating incredible

    Brandon Robbins Samantha Mckague Real Broker

    12 Arcadia Dr, Windham, ME 04062
  • /38

    $890,000

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft

    2 Summit Terrace, Falmouth, ME 04105

    Custom Colonial, 4 bedrooms, 2.5 bath, nestled in a desirable Falmouth neighborhood, home includes an open concept great room with sun-drenched dining nook, sitting area with gas fireplace, extra-large primary bedroom/bathroom suite. Partially finished walkout basement with recreation/music room/office space. Home includes, New Roofing, New Driveway. The Property abuts conservation Walking Trails.

    James Keithley II Plowman Realty Group

    2 Summit Terrace, 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
  • /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
  • /13

    $709,000

    New Construction
    • 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
  • /24

    $650,000

    • 4 Beds
    • 1 Bath
    • 880 Sq Ft

    331 Mount Hunger Shore Rd, Gray, ME 04039

    Investors DREAM! This vintage seasonal 4-bedroom cottage sits on one of the prettiest sand beaches on Little Sebago. The cottage was built in the late 1950's and has boat-loads of character but has seen better days. Constructed with true lumber, the structure is a tank and could probably withstand a hurricane. However, not many updates have been done through the years. The true value of this

    Scott Richard Coldwell Banker Team Real Estate

    331 Mount Hunger Shore Rd, Gray, ME 04039
  • /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
  • /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
  • /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

    $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
  • /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
  • /50

    $2,100,000

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

    68 Outlet Cove Rd, Windham, ME 04062

    Set on a beautifully maintained peninsula in Outlet Cove, 68 Outlet Cove Road presents an exceptional Little Sebago Lake setting with expansive waterfront, a private sandy beach, dock, and sweeping sunset views. The level lawn extends naturally to the shoreline, creating an inviting setting for swimming, boating, entertaining, or quiet mornings by the water.Every element reflects years of

    William Fuller Legacy Properties Sotheby's International Realty

    68 Outlet Cove Rd, 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
  • /31

    $650,000

    • 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
  • /36

    $399,000

    • 2 Beds
    • 1.5 Baths
    • 1,104 Sq Ft

    47 Anglers Rd, Windham, ME 04062

    Water views, recent renovations, original charm and outdoor recreation, all without the waterfront price tag! This 2 bedroom, 1.5 bath home is located on a private half-acre lot overlooking Pettingill Pond. Just steps from your front door is your shared water access to put in your kayak, canoe or paddle board. When you aren't on the water you can still soak in those views from your three season

    Kelli Brewer Portside Real Estate Group

    47 Anglers Rd, Windham, ME 04062
  • /71

    $710,000

    $40K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,875 Sq Ft

    20 Crossridge Dr, Windham, ME 04062

    NEWLY PRICED!! Nature beckons you in the popular Lakes Region! Nestled on 2 acres, this meticulously maintained home offers approximately 2,875 square feet of light-filled living space. A beautiful stone fireplace with woodstove insert takes center stage on the main level featuring hardwood floors, a den/home office and eat-in kitchen area with granite peninsula, stainless steel appliances and

    Karen Jones Coldwell Banker Realty

    20 Crossridge Dr, Windham, ME 04062
  • /33

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    5 Partridge Ln, Gray, ME 04039

    Tucked into an established subdivision, this move-in-ready home offers the perfect blend of convenience and comfort. Enjoy easy access to the I95 spur for a simple commute north or south, plus close proximity to shopping, the Lake Region, Spring Meadow Golf Course, and the public beach on Crystal Lake.Step inside to a bright, light-filled interior where natural light pours through every room.

    Karen Thompson McMann The Flaherty Group

    5 Partridge Ln, Gray, ME 04039
  • /47

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    33 Spear Ave, Windham, ME 04062

    Move right into this well-maintained home, perfectly situated on a semi-private lot surrounded by mature greenery. Enjoy deeded right-of-way access to Pettingill Pond for swimming, kayaking, or simply relaxing by the water, all while being just one mile from Windham's shopping, dining, and everyday conveniences. Inside, the daylight basement with a cozy pellet stove offers flexible living space,

    Lee Goldberg Coastal Pine Real Estate, LLC

    33 Spear Ave, Windham, ME 04062
  • /9

    $450,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 2.5 Baths
    • 1,372 Sq Ft

    1 Colley Hill Rd Unit A, Gray, ME 04039

    home to be 100 percent completed 8/6Introducing 1 Colley Hill Unit A, located in the heart of Gray, brand new construction priced to make homeownership achievable! This 3-bedroom, 2.5-bath home is built from the ground up with quality craftsmanship and modern living in mind. Enjoy three spacious bedrooms upstairs, a primary suite with its own full bath, and a convenient half bath on the main

    William Graiver Town & Shore Real Estate

    1 Colley Hill Rd Unit A, Gray, ME 04039
  • /46

    $589,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,547 Sq Ft

    7 Mancini Rd, Windham, ME 04062

    Nestled on a beautifully maintained 2.4-acre lot in Windham, Maine, this charming Cape-style home, built in 2006, features 1,547 square feet of comfortable living space with 3 bedrooms and 2 full bathrooms. The property combines country charm with modern conveniences in a peaceful setting surrounded by nature. Enter through the attached garage into a welcoming mudroom finished with warm knotty

    Amy Lavoie Landing Real Estate

    7 Mancini Rd, Windham, ME 04062
  • /38

    $589,000

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

    37 Shore Rd, Windham, ME 04062

    There's something refreshing about being the first person to call a house home. This newly constructed home offers a floor plan that balances open gathering spaces with the privacy everyone needs. The kitchen sits at the center of the main living area, making it easy to stay connected whether you're preparing dinner, hosting friends, or keeping an eye on homework at the dining table. The kitchen

    Carly Chasse Portside Real Estate Group

    37 Shore Rd, Windham, ME 04062
  • /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
  • /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
  • /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
  • /98

    $659,900

    $20K PRICE DROP
    • 3 Baths
    • 2,793 Sq Ft

    56 Yarmouth Rd, Gray, ME 04039

    Spacious and versatile two-unit property offering comfort, privacy, and endless possibilities for owner-occupants, multi-generational living, or investment potential. The main unit features 3 bedrooms, including a private primary suite complete with a jacuzzi tub and office area. A stunning family room with cathedral ceilings and abundant natural light opens to a private back deck, while the open

    Matthew DiBiase Landing Real Estate

    56 Yarmouth Rd, Gray, ME 04039
  • /27

    $510,000

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    18 Feldspar Ln Unit 25, Cumberland, ME 04021

    A brand-new, affordable opportunity in Cumberland! Welcome to Mineral Springs - a thoughtfully planned neighborhood that blends community and convenience. Perfectly situated near the highway for easy commuting, you will have access to mature nature trails, a pond, a sports court a playground and lots of open space. This home offers an open floor plan with great flow. The first floor features a

    Sydney Harrison Town & Shore Real Estate

    18 Feldspar Ln Unit 25, Cumberland, ME 04021
  • /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
  • /33

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,098 Sq Ft

    12 Turkey Trail Unit 20, Windham, ME 04062

    Excellent Opportunity:Very nice 2 bedroom, 1.5 bath Condominium with a full basement and a nice small back deck. Located in a great Windham location with beautiful grounds and amenities that include a pool, tennis and pickle ball courts, planting area and more all run by an Excellent Association.The home itself has a nice layout and a good flow to it with the Townhouse design. Very

    Jay Weinberg Coldwell Banker Realty

    12 Turkey Trail Unit 20, Windham, ME 04062
  • /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
  • /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
  • /55

    $575,000

    • 2 Baths
    • 1,728 Sq Ft

    243 Windham Center Rd, Windham, ME 04062

    Welcome to this beautifully maintained, turn-key duplex, perfectly situated in a highly desirable Windham location. Thoughtfully updated and move-in ready, this exceptional property features two well-appointed units, each offering 2 spacious bedrooms and 1 full bathroom. Recent improvements, including fresh interior paint, newer siding, and a newer roof, provide both lasting value and peace of

    Kristal Fecteau Coldwell Banker Team Real Estate

    243 Windham Center Rd, Windham, ME 04062
  • /28

    $399,900

    $35K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,152 Sq Ft

    10 Abby Rd, Windham, ME 04062

    ✨ Valuable Updates + Equity Potential = Smart Buy in Windham! MORE UPDATES! Not a new home -- but packed with brand-new updates where it counts! This move-in ready Cape features a new furnace, new kitchen, new bath, and beautifully refinished hardwood floors, giving you modern comfort without the renovation hassle. Want room to grow your value? The unfinished second floor offers built-in

    Agent Photo

    Patricia Gallant

    Dream Home Realty LLC

    10 Abby Rd, Windham, ME 04062
  • /32

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 1,736 Sq Ft

    11 Belvedere Dr, Windham, ME 04062

    Well maintained and thoughtfully designed, this Colonial offers a functional layout, quality finishes, and room to grow. The main floor features an open living area with a spacious kitchen offering a large island, granite countertops, and stainless steel appliances. The living room is anchored by a gas fireplace and the adjacent dining room opens directly to the elevated back deck, making it easy

    Daniel Weber Nicholas Laverriere Keller Williams Realty

    11 Belvedere Dr, Windham, ME 04062
  • /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

Showing Results 1 - 40, Page 1 of 3

Frequently Asked Questions

What are the most popular zip codes in Bailey Island, ME?
The most popular zip codes in Bailey Island, ME include 04062, 04039, 04092, 04021 and 04105.
What are the most popular neighborhoods near Bailey Island, ME?
The most popular neighborhoods near Bailey Island, ME are West Cumberland, North Gorham, North Deering, Cumberland Foreside and Riverton.
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