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Newest Homes for Sale in Bailey Island, ME

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  • /56

    $525,000

    • 5 Beds
    • 4.5 Baths
    • 2,320 Sq Ft

    14 Yarmouth Rd, Gray, ME 04039

    Take advantage of this rare opportunity to own a piece of Gray's history in the heart of the Village Center. This extensively updated classic American Four-Square offers exceptional versatility and timeless charm on a beautifully situated 0.91-acre lot. Currently operating as a turnkey, five-star rated Bed & Breakfast since 2023, the property presents an incredible opportunity for continued

    Laura Davis Jodi Shea Portside Real Estate Group

    14 Yarmouth Rd, Gray, ME 04039
  • /36

    $469,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,189 Sq Ft

    13 Feldspar Ln Unit 7, Cumberland, ME 04021

    Don't miss this sweet home in Cumberland's newest neighborhood, Mineral Springs. This sun-filled, spacious 2-bedroom, 2-bath home is loaded with natural light and thoughtfully built with long-lasting materials inside and out-offering peace of mind for years to come. You'll love the bright white kitchen featuring granite countertops, stainless steel appliances, and pantry space. The primary

    Sydney Harrison Town & Shore Real Estate

    13 Feldspar Ln Unit 7, Cumberland, ME 04021
  • /5

    $99,000

    • Land
    • 1.16 Acres
    • $85,345 per Acre

    0 Lot #1 Candlewyck Rd, Windham, ME 04062

    A genuine slice of pure Maine to build your dreams upon! Having difficulty finding a genuine buildable lot - without wetland or complications - then look no further. One of two lots for sale in a popular Highland Lake Community. Gentle treed slope providing natural privacy would suit a walk-out basement - quiet and picturesque, ideal for nature lovers and dog lovers. Walk miles on the lake roads

    Deborah Meek Keller Williams Realty

    0 Lot #1 Candlewyck Rd, Windham, ME 04062
  • /27

    $679,000

    • 3 Baths
    • 2,389 Sq Ft

    75 Tandberg Trail, Windham, ME 04062

    Opportunity awaits in the heart of Windham! This well-located 3-unit property is just a short walk to local shops, restaurants, and everyday conveniences, making it an attractive option for both tenants and investors. The property features plenty of off-street parking, a newer roof and boiler, and a detached garage that offers exciting potential--rent it out for additional income or explore the

    Agent Photo

    Ashley Fearon

    A Team Realty

    (207) 902-7743

    75 Tandberg Trail, Windham, ME 04062
  • /7

    $99,000

    • Land
    • 1.26 Acres
    • $78,571 per Acre

    0 Lot #2 Candlewyck Rd, Windham, ME 04062

    Beautiful land in the same family for multiple generations! A genuine slice of pure Maine to build your dreams upon, yet only 25 minutes to Portland. Ideal location to lakes, mountains, bars and eateries and entertainment! If you've been having a challenge finding a genuine buildable lot - without wetland or complications - then look no further. Located in a popular neighborhood. Gentle treed

    Deborah Meek Keller Williams Realty

    0 Lot #2 Candlewyck Rd, Windham, ME 04062
  • /49

    $590,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    52 Colley Hill Rd, Gray, ME 04039

    Location. Space. Versatility. This one checks ALL the boxes! Welcome to this beautifully maintained 4 bedroom, 3 bath home set on 2.75 acres in a prime Gray location. Just minutes to Windham and quick access to I-95/Maine Turnpike for an easy commute. Inside, you'll love the warm hardwood floors, thoughtfully designed floor plan and stunning tiled shower in the upstairs bath that feels straight

    Jennifer Sumrall The Maine Real Estate Experience

    52 Colley Hill Rd, Gray, ME 04039
  • /53

    $500,000 Open House 3/21

    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    74 Emerson Dr, Windham, ME 04062

    Welcome to 74 Emerson Drive in Windham, where peaceful pondside living meets everyday convenience. This charming 3-bedroom, 1.5-bath home offers beautiful views of Collins Pond from both the living room and the upstairs primary bedroom, creating a relaxing backdrop to your daily life. Just steps from the home, enjoy shared neighborhood access to Collins Pond--perfect for kayaking, swimming, and

    Jason Elvin EXP Realty

    74 Emerson Dr, Windham, ME 04062
  • /18

    $385,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 1.5 Baths
    • 1,896 Sq Ft

    192 Varney Mill Rd, Windham, ME 04062

    Affordable homes in Windham are getting harder to find, and this one is a great opportunity to get into the Southern Maine market without stretching your budget.This 4 bedroom, 1.5 bath home offers plenty of space, including finished bonus space in the basement that works well for a second living area, playroom, or home office. The home has solid bones and is completely move-in ready, with

    Andrea McKay Hearth & Key Realty

    192 Varney Mill Rd, Windham, ME 04062
  • /6

    $510,000 Open Sun 11AM - 1PM

    • 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
  • /22

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,054 Sq Ft

    309 Blanchard Rd, Cumberland Center, ME 04021

    Hidden Gem in Cumberland.Set back from the road at the end of a long driveway, 309 Blanchard Road sits on 2+ peaceful acres in a wooded clearing framed by mature trees and classic stone walls. The property abuts approximately 40 acres of pristine, undeveloped land preserved by a local family for decades--offering rare privacy and a true connection to nature. With ample space to add a garage

    Liza Nelson Portside Real Estate Group

    309 Blanchard Rd, Cumberland Center, ME 04021
  • /19

    $639,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    22 Old Rd, Gray, ME 04039

    New Construction - Quality Built Ranch - Ready Mid-May - Beautifully constructed 3-bedroom, 2-bath ranch offering 1,544 square feet of thoughtfully designed living space and an attached 2-car garage. Step inside to an open-concept floor plan that creates a bright, airy, and inviting atmosphere. The modern kitchen features granite countertops, stainless steel appliances, and rich cabinetry,

    Amanda Gervais RE/MAX Coastal

    22 Old Rd, Gray, ME 04039
  • /53

    $775,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,098 Sq Ft

    3 First Mill Dr, Gray, ME 04039

    Beautifully designed 2,098 sqft modern ranch offering 3-bedroom, 2-bath and features an open layout ideal for both everyday living and entertaining. The kitchen is a true standout with elegant quartz countertops, upgraded appliances, and a gas range. The spacious primary suite offers a walk-in closet, double sinks, and a beautifully finished tile shower. A versatile bonus room over the attached

    Amanda Gervais RE/MAX Coastal

    3 First Mill Dr, Gray, ME 04039
  • /15

    $505,900

    • 3 Beds
    • 2.5 Baths
    • 1,372 Sq Ft

    12 Feldspar Ln Unit 27, Cumberland, ME 04021

    Welcome to the Linwood at Mineral Springs -- a thoughtfully designed 3 bedroom, 2.5 bath home offering modern layout. The open first floor creates effortless flow for gathering and daily living, with a mudroom. Upstairs you'll find a private primary suite, second-floor laundry for added convenience, two additional bedrooms and a full hall bath. Located within the beautifully planned Mineral

    Taylor McFarlane Portside Real Estate Group

    12 Feldspar Ln Unit 27, Cumberland, ME 04021
  • /10

    $419,900 New Construction

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    19 Feldspar Ln Unit 10, Cumberland, ME 04021

    Will be ready for a springtime move in! This thoughtfully designed single-level home balances ease and comfort. With an open-concept kitchen and living area at its core, this plan offers an easy flow and flexible space for everyday living. A primary bedroom with a walk-in closet. Lots of closet space, a mudroom and a full basement offer plenty of storage. At Mineral Springs you will find

    Taylor McFarlane Portside Real Estate Group

    19 Feldspar Ln Unit 10, Cumberland, ME 04021
  • /15

    $700,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,304 Sq Ft

    60 Woodcock Dr, Gray, ME 04039

    Welcome to Phase 2 of Stillwater Pines! This thoughtfully crafted home blends modern design with a touch of country charm. The first floor offers a beautiful flex space perfect for a home office with elegant glass french doors. The kitchen features elegant quartz countertops, a stylish tile backsplash, and a classic farmhouse sink--perfect for both everyday living and entertaining. Luxury vinyl

    Susan Croteau Signature Homes Real Estate Group, LLC

    60 Woodcock Dr, Gray, ME 04039
  • /24

    $370,000

    • 1 Bed
    • 1 Bath
    • 512 Sq Ft

    13 Highland Ave, Cumberland Center, ME 04021

    Comfortable and charming single-level West Cumberland cottage with a well-maintained backyard and an outbuilding that could potentially be converted into a small guest cottage. The home was completely renovated in 2018, including a new roof, septic system, siding, windows, doors, and a bright kitchen featuring granite countertops and stainless steel appliances. A new well was installed in 2020,

    Mary Conroy Portside Real Estate Group

    13 Highland Ave, Cumberland Center, ME 04021
  • /5

    $90,000

    • Land
    • 0.64 Acre
    • $140,625 per Acre

    7 Birdsong Ln, Windham, ME 04062

    Beautiful .64 acre wooded, buildable lot. Only minutes to Highland Lake and shared ROW. Make your dream home a reality!

    Matthew DiBiase Landing Real Estate

    7 Birdsong Ln, Windham, ME 04062
  • /69

    $568,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 3 Baths
    • 2,031 Sq Ft

    5 Sandbar Rd, Windham, ME 04062

    Step inside this beautifully maintained and updated split-level home featuring a separate ADU apartment. The main residence offers four bedrooms and two full bathrooms, an updated kitchen with new flooring, cabinets, and countertops, a one-car garage, and a wraparound deck that is partially covered. Additional highlights include generous attic storage and two large sheds. The first-floor bedroom

    Tiffany Libby Pamela Starnes Signature Homes Real Estate Group

    5 Sandbar Rd, Windham, ME 04062
  • /5

    $449,999

    • 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
  • /36

    $679,000

    • 4 Beds
    • 2 Baths
    • 2,218 Sq Ft

    2 Aerie Dr, Windham, ME 04062

    Welcome to Aerie Estates, Grays premier new subdivision featuring a modern ranch situated on a large private lot. Home features a great open concept layout with custom/elevated features throughout. First floor features a custom kitchen with quartz countertops and white oak engineered hardwood floors throughout. Property features mini splits for convenient and efficient heating and cooling. (Newly

    Sydney Harrison Town & Shore Real Estate

    2 Aerie Dr, Windham, ME 04062
  • /53

    $975,000

    • 4 Beds
    • 2.5 Baths
    • 2,297 Sq Ft

    8 Summer Way, Cumberland Center, ME 04021

    Hidden oasis in the heart of Cumberland! This barn-style custom home at 8 Summer Way is tucked down a private road shared with just one neighbor, in a park-like setting with just under five acres. Surrounded by woods and offering exceptional privacy, the house sits on an open rise with a large yard and a generous circular drive. A meandering path leads to more woods and another open field—perfect

    Holly Mitchell Keller Williams Realty

    8 Summer Way, Cumberland Center, ME 04021
  • /12

    $599,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,511 Sq Ft

    21 Feldspar Ln Unit 11, Cumberland, ME 04021

    Thoughtfully designed for comfort and connection, the Topaz features open-concept living, a beautiful kitchen and a cozy covered porch — perfect for Maine seasons. Upstairs, enjoy a primary suite with dual walk-in closets, plus two additional bedrooms. A full basement and two-car garage offer room to grow, play, and store all the gear. Mineral Springs is a thoughtfully planned neighborhood, in

    Taylor McFarlane Portside Real Estate Group

    21 Feldspar Ln Unit 11, Cumberland, ME 04021
  • /18

    $535,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,472 Sq Ft

    4 Feldspar Ln Unit 31, Cumberland, ME 04021

    The Tourmaline offers a smart and spacious two-story layout ideal for everyday living. The main floor features a bright, open-concept kitchen, dining, and living area with direct access to the backyard—perfect for entertaining. A dedicated mudroom, half bath, and first-floor laundry add convenience. Upstairs, you'll find a private primary suite with dual walk-in closets and a full bath, along

    Taylor McFarlane Portside Real Estate Group

    4 Feldspar Ln Unit 31, Cumberland, ME 04021
  • /9

    $150,000

    • Land
    • 2 Acres
    • $75,000 per Acre

    000 Falmouth Rd, Windham, ME 04062

    Are you ready to build your dream home in Windham? This is the place for you! Abutting two other large wooded parcels, this two acre property has been soil and wetland tested and has a well identified build site. Buy soon so that you'll be ready to break ground when the snow melts

    Bennett Wade Keller Williams Realty

    000 Falmouth Rd, Windham, ME 04062
  • /22

    $545,000

    • 2 Baths
    • 1,408 Sq Ft

    324 Roosevelt Trail, Windham, ME 04062

    Great opportunity for contractor, Landscaper or investor. One could also live in one unit or rent both for income and create other opportunities with acreage and location. Currently 2 one bedroom apartments and an oversized garage. Lots of land for storage or expansion. Property is located in Farm Zone

    Michael Jacobson Kre Brokerage Group

    324 Roosevelt Trail, Windham, ME 04062
  • /31

    $429,900

    • 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

    Patricia Gallant Dream Home Realty LLC

    10 Abby Rd, Windham, ME 04062
  • /46

    $399,999

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft

    4 Highland Ave, Cumberland Center, ME 04021

    Welcome to this beautifully remodeled 2-bedroom ranch located in the picturesque town of Cumberland, Maine. Thoughtfully updated to create a bright, open-concept layout, this home features a brand-new kitchen and bathroom with modern finishes designed for both comfort and style. A brand new heat pump furnace and hot water heater provide peace of mind and improved energy efficiency. The inviting

    Elaine Pratte Hearth & Key Realty

    4 Highland Ave, Cumberland Center, ME 04021
  • /13

    $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. Property is currently occupied and being sold at auction site with no access. No Trespassing, do not disturb the occupants.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /11

    $1,600,000

    • Land
    • 126 Acres
    • $12,698 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.

    Vanessa Greco Portside Real Estate Group

    2 Gore Rd, Gray, ME 04039
  • /50

    $899,000

    • 3 Beds
    • 3 Baths
    • 3,099 Sq Ft

    487 Gray Rd, North Yarmouth, ME 04097

    Discover a rare blend of acreage, privacy, and elevated living at 487 Gray Road in North Yarmouth. Sited on 5 pastoral acres, this beautifully updated residence offers a level of comfort and sophistication that is increasingly hard to find. Inside, the home unfolds with new hardwood floors, refined finishes, and a serene palette that complements the natural surroundings. The renovated kitchen

    Christopher Davis Real Broker

    487 Gray Rd, North Yarmouth, ME 04097
  • /43

    $350,000

    • 2 Beds
    • 1.5 Baths
    • 767 Sq Ft

    1 Matinicus Way Unit 1, Windham, ME 04062

    Price improvement! Welcome to 1 Matinicus Way — a charming, low-maintenance single level condo offering comfort, and convenience. This 2-bedroom, 1.5-bath is a thoughtfully designed living space, an attached one-car garage, and a bonus enclosed 3-season sunroom perfect for enjoying your morning coffee or unwinding in the evening. The open-concept layout connects the kitchen, dining, and living

    Helen La Count Keller Williams Realty

    1 Matinicus Way Unit 1, Windham, ME 04062
  • /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
  • /31

    $273,000

    • 2 Beds
    • 1.5 Baths
    • 910 Sq Ft

    7 Baxter Woods Trail, Windham, ME 04062

    Steven Brackett EXP Realty

    7 Baxter Woods Trail, Windham, ME 04062
  • /3

    $429,000

    • Land
    • 3.7 Acres
    • $115,946 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
  • /3

    $695,000

    • Land
    • 3.82 Acres
    • $181,937 per Acre

    55 Page Rd, Windham, ME 04062

    Commercial Zone 1 acreage with a Ranch style building with two garages and a shed.

    Tom Noonan Allied Real Estate

    55 Page Rd, Windham, ME 04062
  • /6

    $224,000

    • Land
    • 2 Acres
    • $112,000 per Acre

    0 Thomes Way, Cumberland, ME 04021

    An exceptional opportunity awaits on a beautiful, 2-acre buildable parcel nestled on Thomes Way in Cumberland. Located within one of Southern Maine's most sought-after small towns, this lot offers the rare combination of rural charm, build potential and easy access to amenities. With the strong school district, high-quality community, and close proximity to Portland, the location supports both

    Stephanie Morrison Morrison Real Estate

    0 Thomes Way, Cumberland, ME 04021
  • /7

    $370,000

    • Land
    • 2.42 Acres
    • $152,893 per Acre

    lot #8 Bedrock Terrace, Windham, ME 04062

    Prime commercial opportunity just outside of North Windham! This 2.42-acre lot is ready for development and offers endless potential in a highly desirable Enterprise Development District. The open, flat terrain provides easy buildability, featuring public water, Phase 3 power, and paved road access for convenience and functionality. Zoned for a wide range of uses — including automotive

    Agent Photo

    Ashley Fearon

    A Team Realty

    (207) 817-2770

    lot #8 Bedrock Terrace, Windham, ME 04062
  • /82

    $875,000

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

    17 Inland Farm Rd, Windham, ME 04062

    Welcome to this recently updated Custom Colonial which Radiates Classic Architectural Charm, Warmth & Easy Living Elegance on a beautifully landscaped private lot nestled into a private neighborhood, JUST MINUTES FROM THE FALMOUTH TOWN LINE, SEBAGO LAKE & RICHARDSONS MARINA, close to town shopping & entertainment, Lakes Region amenities, & easy commuting to Greater Portland & the Jetport. You

    Josh Plowman Plowman Realty Group

    17 Inland Farm Rd, Windham, ME 04062
  • /21

    $1,300,000

    • 5 Baths
    • 3,740 Sq Ft

    1,8 Sugar Maple Rd, Gray, ME 04039

    Justin Hayward A Team Realty

    1,8 Sugar Maple Rd, Gray, ME 04039
  • /11

    $2,250,000

    • Land
    • 5.91 Acres
    • $380,711 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

Showing Results 1 - 40, Page 1 of 2

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, 04021, 04071 and 04097.
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 Richville.
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