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Bailey Island, ME Homes for Sale

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  • /74

    $1,270,000

    • 4 Beds
    • 3.5 Baths
    • 3,992 Sq Ft

    20 Babbidge Rd, Falmouth, ME 04105

    Welcome to your countryside-close-to-city colonial at 20 Babbidge Road in Falmouth. This stunning, showroom-worthy residence offers nearly 4,000 square feet of beautifully finished living space across four fabulous floors, with 3-4-5 bedrooms, full and 1 half baths, an attached two-car garage, 1 amazing primary suite, the perfect game room / guest quarters and much more... Perfectly sited on 2.18

    Agent Photo

    Tom Landry

    Benchmark Real Estate

    (207) 503-4872

    20 Babbidge Rd, Falmouth, ME 04105
  • /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
  • /30

    $1,000,000

    • 2 Beds
    • 1 Bath
    • 813 Sq Ft

    103 Basin Rd, Windham, ME 04062

    This a great opportunity to own a classic lakeside home on the shores of the Sebago Lake Basin. Built in the 1930s and full of timeless character, this charming cottage style home sits right at the water's edge, offering beautiful views of the lake and Lyndsay Island just across the way. Set on a .31 acre lot, the property includes a shed structure and deck perched directly on the shoreline

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 579-8690

    103 Basin Rd, Windham, ME 04062
  • /21

    $620,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,582 Sq Ft

    30 Motorcycle Dr, Windham, ME 04062

    Welcome to this thoughtfully designed new construction home set on a private 3.89-acre wooded lot, offering the perfect balance of peaceful surroundings and close proximity to town. With 1,582 square feet of living space, this 3-bedroom, 2.5-bath home features a bright, open, and sunny layout ideal for modern living. The main level offers an open-concept living area, a well-appointed kitchen, and

    Agent Photo

    Nicholas Dambrie

    Keller Williams Realty

    (207) 218-0410

    30 Motorcycle Dr, Windham, ME 04062
  • /50

    $949,000

    • 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
  • /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
  • /9

    $180,000

    • Land
    • 2 Acres
    • $90,000 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
  • /34

    $735,000 Open Sun 10AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 2,390 Sq Ft

    9 Aerie Dr, Gray, ME 04039

    Welcome to Aerie Estates, Grays premier new subdivision featuring a modern colonial 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. Second floor highlights spacious bedrooms, second floor laundry and a generously

    Sydney Harrison Town & Shore Real Estate

    9 Aerie Dr, Gray, ME 04039
  • /50

    $499,000

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

    9 Woodcock Dr, Gray, ME 04039

    Welcome to 9 Woodcock Rd Gray! Set on 2.3± acres of wooded privacy, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort and convenience. Vaulted cathedral ceilings and skylights flood the living space with natural light, creating a bright and welcoming atmosphere year-round. The remodeled kitchen (2016) showcases granite countertops, stainless steel appliances, and hardwood

    Angela Lee Keller Williams Realty

    9 Woodcock Dr, 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
  • /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

    Daniel McLellan Plowman Realty Group

    17 Inland Farm Rd, Windham, ME 04062
  • /15

    $300,000

    • 2 Beds
    • 1 Bath
    • 1,297 Sq Ft

    16 Davis Ave, Windham, ME 04062

    Welcome to 16 Davis Ave. This affordable 2 bedroom home is ready for your updates! The home sits on a quiet private road, with a large back yard. Conveniently located to Portland, the Turnpike and the Sebago Lakes region making it easy to get to work or play.

    James McAleney Cottage & Co Real Estate

    16 Davis Ave, Windham, ME 04062
  • /93

    $1,090,000

    • 8 Beds
    • 5 Baths
    • 5,286 Sq Ft

    38 Blackthorne Ln, Gray, ME 04039

    Come experience this recently updated contemporary home offering exceptional flexibility, space, and privacy. Tucked away in a peaceful setting yet conveniently located, this property is designed to meet a wide range of living needs with comfort and style. The main residence features 5+ bedrooms and 4 full bathrooms, including first- and second-floor primary suites, providing ideal options for

    Jhon Florez Gracia Maine Real Estate Co

    38 Blackthorne Ln, Gray, ME 04039
  • /69

    $575,000

    • 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
  • /7

    $115,000

    • Land
    • 1.26 Acres
    • $91,270 per Acre

    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

    2 Candlewyck Rd, Windham, ME 04062
  • /2

    $485,000

    • Land
    • 22 Acres
    • $22,045 per Acre

    224 Shaker Rd, Gray, ME 04039

    22± ACRES FOR DEVELOPMENT•RRA- Rural, Residential & Agriculture zone•Level lot offers over 800' of frontage on Route 26- Shoreland Stream Area•Close to I-95 (Maine Turnpike)

    Cheri Bonawitz Malone Commercial Brokers, Inc.

    224 Shaker Rd, Gray, ME 04039
  • /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
  • /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
  • /2

    $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 kitchen features elegant quartz countertops, a stylish tile backsplash, and a classic farmhouse sink—perfect for both everyday living and entertaining. Luxury vinyl plank flooring flows seamlessly throughout the home, complemented by durable tile in the bathrooms and

    Susan Croteau Signature Homes Real Estate Group, LLC

    60 Woodcock Dr, 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
  • /6

    $200,000

    • Land
    • 3.84 Acres
    • $52,083 per Acre

    0 Tinker Ln Unit 57D, Cumberland, ME 04021

    This lovely wooded 3.82 ACRE lot can be purchased alone or together with another almost 10 acres. By itself, it will be a beautiful home site, 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 of the lot, beginning with one right behind the CMP pole as you turn onto Tinker Lane from

    Ann Cianchette Keller Williams Realty

    0 Tinker Ln Unit 57D, Cumberland, ME 04021
  • /23

    $94,900

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    127 Shaker Rd Unit 17, Gray, ME 04039

    Welcome home to this well maintained and move in ready two-bedroom, one-and-a-half-bath mobile home offering the perfect blend of comfort and functionality. A thoughtful bonus room provides an ideal space for a home office, or hobby room. Enjoy peaceful mornings or lively gatherings on the spacious rear deck, ideal for relaxing or hosting friends and family.The property also includes two storage

    Matthew Towle-Whitten EXP Realty

    127 Shaker Rd Unit 17, Gray, ME 04039
  • /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

    $600,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,866 Sq Ft

    4 Patriot Dr, Windham, ME 04062

    4 Patriot Drive is more than just a renovation; it's a place to call home! This 3-bedroom, 2.5-bathroom haven has been thoughtfully updated from top to bottom, featuring a gorgeous updated kitchen and pristine finishes that allow you to move in and relax immediately. Set on nearly two acres at the end of a peaceful cul-de-sac, the property offers endless room for gardening, play, or simply

    Rick Dow Keller Williams Realty

    4 Patriot 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
  • /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
  • /43

    $375,000

    • 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 unit features 767 square feet of 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

    Helen La Count Keller Williams Realty

    1 Matinicus Way Unit 1, Windham, ME 04062
  • /25

    $365,000

    • 2 Beds
    • 1 Bath
    • 922 Sq Ft

    404 Pope Rd, Windham, ME 04062

    This neat as a pin home has had extensive renovations by the current owners. The hardwood floors have recently been refinished, the bathroom redone and the kitchen has been renovated. There is an enclosed porch off the kitchen that could be easily heated by the existing ductwork.Out back is an attached deck overlooking the level & private back yard.The detached two car garage was rebuilt

    Tom Noonan Allied Real Estate

    404 Pope Rd, Windham, ME 04062
  • /60

    $1,250,000

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

    15 Worcester Dr, Raymond, ME 04071

    Spectacular 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 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
  • /57

    $485,000

    • 1 Bed
    • 1.5 Baths
    • 1,229 Sq Ft

    8 Emerson Dr, Windham, ME 04062

    Discover 100 feet of private water frontage on Collins Pond with this beautifully remodeled single-level living home. Featuring a spacious one-bedroom 1.5 bath layout, seamlessly integrating the kitchen, living room, and dining area into an open concept design. Step into the stunning new kitchen, complete with sleek granite countertops, new cabinets, new appliances, and updated flooring that

    Brittney Barr Landing Real Estate

    8 Emerson Dr, Windham, ME 04062
  • /47

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,961 Sq Ft

    17 Callaway Dr Unit 17, Gray, ME 04039

    Stand alone house in Spring Meadows golf community. The beautiful home shows like new!. Open floor plan with a high level of finish. Main floor primary suite with custom bath. Main floor laundry. Everything that you need is on the main floor. Main floor deck overlooking the beautiful golf course and rolling hills. Large family room on the lower level with a ground level patio. Two guest bedrooms

    Karen Tufts Coldwell Banker Team Real Estate

    17 Callaway Dr Unit 17, Gray, ME 04039
  • /21

    $1,200,000

    • 2 Beds
    • 1 Bath
    • 1,158 Sq Ft

    34 Many Oaks Ln, Windham, ME 04062

    Charming year-round waterfront cottage bungalow on Little Sebago Lake available for the first time in over twenty years. Enjoy classic Maine lakeside living in this inviting 2 bedroom cottage bungalow offering 1,158 square feet of comfortable space in a truly special setting. Situated on a generous .88-acre lot with 100 feet of frontage on Little Sebago Lake, this property delivers the perfect

    Laura Farr Legacy Properties Sotheby's International Realty

    34 Many Oaks Ln, 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
  • /6

    $510,000 Open Sun 10:30AM - 12:30PM

    • 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
  • /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
  • /28

    $289,900

    • 1 Bed
    • 1 Bath
    • 2,674 Sq Ft

    66 James Way, Windham, ME 04062

    Versatile Quonset Hut-Style Building - Live & Work Opportunity. Discover a unique chance to combine home and business under one roof! This 2,000 sq. ft. Quonset hut-style building offers the perfect setup for contractors, landscapers, machine shops, manufacturing, grow operations, or countless other uses. The building features radiant floor heat, excellent insulation, and bright lighting

    Fred Andrews Spectrum Real Estate

    66 James Way, Windham, ME 04062
  • /37

    $679,000 Open Sun 10AM - 12PM

    • 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
  • /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
  • /22

    $469,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    6 Dolley Farm Rd Unit 6, 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 6, Windham, ME 04062
  • /58

    $449,999

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    5 Cardinal Ln, Windham, ME 04062

    Welcome to 5 Cardinal Lane! If location is what you're looking for this property has it. Quick and easy to all Portland has available for your enjoyment. This property has a beautiful yard with plenty of room for entertainment! The off-street location allows for lots of play space. This location is easy to the Jetport and the turnpike. The snowmobile trail is accessible right from your driveway!

    Anne Daigle Coldwell Banker Realty

    5 Cardinal Ln, 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 Riverton.
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