64

Newest Homes for Sale in Bailey Island, ME

Section Image Section Image
  • /34

    $449,000

    • 4 Beds
    • 2 Baths
    • 1,548 Sq Ft

    20 Ramsdell Rd, Gray, ME 04039

    Welcome to 20 Ramsdell Road in Gray, Maine. This beautifully remodeled 4 bedroom, 2 full bath Cape has been thoughtfully updated since 2021, offering the perfect blend of modern comfort and rural charm. Inside, you'll find new flooring, fresh paint, updated fixtures, and a bright, inviting layout. 2 bedrooms with a full bath on both the main and 2nd level means lots of room to spread out! The

    Kimberly Cochran Wild Moon Realty, LLC

    20 Ramsdell Rd, Gray, ME 04039
  • /12

    $735,000 Open Sat 11AM - 12PM

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

    8 Aerie Dr, Windham, ME 04062

    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

    8 Aerie Dr, Windham, ME 04062
  • /17

    $140,000

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    127 Shaker Rd Unit 41, Gray, ME 04039

    Brand new 2025 Titan home, the Kittery model 64x14 mobile home located within Maplewood Park. Enjoy the convenientlocation near shopping, Route 26, and the Maine Turnpike. The Crystal lake public beach is only 2 miles away! This property hasbeen fitted with all upgraded finishes, cabinetry, en-suite bath, appliances, and a brand new deck on the back for outdoor enjoyment.

    Emily Roberts Locations Real Estate Group LLC

    127 Shaker Rd Unit 41, Gray, ME 04039
  • /6

    $699,000 Open Sat 11AM - 12PM

    • 4 Beds
    • 2 Baths
    • 2,050 Sq Ft

    2 Aerie Dr, Windham, ME 04062

    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. Property features mini splits for convenient and efficient heating and cooling.

    Sydney Harrison Town & Shore Real Estate

    2 Aerie Dr, Windham, ME 04062
  • /19

    $240,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    13 Mill Brook Rd Unit A, Gray, ME 04039

    Welcome to this bright and inviting 2-bedroom, 1-bath condo offering low-maintenance living in a convenient location. This well-kept unit features an open layout, a comfortable living room, and a private patio perfect for morning coffee or relaxing outdoors. Both bedrooms are generously sized, and the full bath is clean and functional. This pet-friendly association welcomes your furry companions,

    Andy Lord Landing Real Estate

    13 Mill Brook Rd Unit A, Gray, ME 04039
  • /45

    $339,900 Open Sat 1PM - 3PM

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

    22 Turkey Trail, Windham, ME 04062

    Welcome to 22 Turkey Trail, a bright and inviting 2 bed, 1.5 bath townhouse offering comfort, convenience, and a low-maintenance lifestyle. With low association dues of just $300 per month and a well-cared-for community setting, this home is an appealing choice in Windham. Inside, the floor plan feels open and airy, with plenty of natural light and comfortable living areas. Upstairs, the spacious

    Mandy Wheeler U&R Real Estate

    22 Turkey Trail, Windham, ME 04062
  • /2

    $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
  • /33

    $467,000 Open Sun 1PM - 2PM

    • 4 Beds
    • 1 Bath
    • 1,429 Sq Ft

    81 Hall Rd, Windham, ME 04062

    Showings begin Sunday, 12/7 at 1PM. Open House Sunday 12/7 from 1PM-2PM. Seller to review offers Thursday 12/11 at 12Noon and respond by Friday 12/12 5PM. Move-in ready and recently remodeled, this low-maintenance Windham split-entry sits on just under a half-acre and offers modern efficiency throughout—all just 25 minutes from Portland and less than an hour to the lakes, beaches, and recreation

    Harrison Wolfington Your Home Sold Guaranteed Realty

    81 Hall Rd, Windham, ME 04062
  • /93

    $1,180,000

    • 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
  • /43

    $779,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,726 Sq Ft

    9 Black Oak Dr, Cumberland Center, ME 04021

    Set on just over two wooded acres in Cumberland with nearby access to the Knight's Pond Trail system, this 3-bedroom, 3-bath home offers a cozy ski-lodge feel with striking south-facing window and soaring ceilings that connect the open living, dining, and kitchen spaces. A first-floor ensuite includes a walk-in closet and updated bath, while the daylight walk-out lower level adds radiant-heated

    Mary Conroy Portside Real Estate Group

    9 Black Oak Dr, Cumberland Center, ME 04021
  • /65

    $1,149,900

    • 4 Beds
    • 4 Baths
    • 3,500 Sq Ft

    11 Fox Run Rd, Falmouth, ME 04105

    Perfectly positioned on a private 2.61-acre lot in an established neighborhood, 11 Fox Run Road is a spacious and beautifully maintained Colonial-style home offering 4 bedrooms, 4 bathrooms, 3,500 square feet of living space, and exceptional privacy. The first floor features a welcoming layout with a large mudroom and full bath, a well-appointed kitchen with center island, and a living room with

    Will Van Wickler Keller Williams Realty

    11 Fox Run Rd, Falmouth, ME 04105
  • /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
  • /70

    $949,900 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    80 Sky Dr, Windham, ME 04062

    WINDHAM: Discover refined living in this exceptional new construction Colonial, offering 2,650 sq. ft. of elevated design and the finest craftsmanship. Thoughtfully built for those seeking both luxury and livability, this home features 3 spacious bedrooms, 2.5 bathrooms, and a beautifully designed 3-season screened-in room extending off the dining area for additional enjoyment. Inside, the

    Yvonne Myer Maine Real Estate Experts

    80 Sky Dr, Windham, ME 04062
  • /31

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    24 Critter Dr, Windham, ME 04062

    This charming 3-bedroom, 1-bath home features an inviting open-concept layout and numerous updates throughout, including a brand-new kitchen, upgraded lighting, and new flooring. Enjoy outdoor living on the oversized back deck, overlooking a partially fenced-in yard that offers both privacy and space for activities. A two-car detached garage adds valuable convenience and storage. Town records

    Alicia Frechette Ramsey Pulkkinen A Team Realty

    24 Critter Dr, Windham, ME 04062
  • /30

    $369,900

    • 3 Beds
    • 1 Bath
    • 1,464 Sq Ft

    3 Peavey Ave, Windham, ME 04062

    Ranch style home with 3 bedrooms, located on a corner lot, in a quiet neighborhood within a short commute to Portland. The family room in the basement offers a wonderful area for private holiday gatherings. All bedrooms have hardwood floors, as well as the living room. The kitchen and dining area have newer laminate style floors. The retro style room in the finished basement is complete with

    Martin Norton Keller Williams Realty

    3 Peavey Ave, Windham, ME 04062
  • /27

    $330,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    107 W Gray Rd, Gray, ME 04039

    Cute, cozy and convenient to everything. Whether you're just starting out, downsizing or simply looking for an easy to heat and maintain property, this well loved home is ready for its new owners. Enjoy a spacious corner lot, full basement and a bright and spacious breezeway that is perfect for enjoying in every season with a working monitor heater that keeps it toasty warm. Generator hook up.

    Star Lestage Maine Real Estate Experts

    107 W Gray Rd, Gray, ME 04039
  • /57

    $749,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,975 Sq Ft

    36 Blackthorne Ln, Gray, ME 04039

    Experience modern Maine living at its finest at 36 Blackthorne Lane in Gray. Surrounded by three private acres of peaceful woods and crafted with exceptional quality, this brand new modern farmhouse delivers refined design, comfort, and convenience in every room. Step inside to an open concept layout filled with natural light. The first floor features engineered hardwood floors, a private office

    Jhon Florez Gracia Maine Real Estate Co

    36 Blackthorne Ln, Gray, ME 04039
  • /61

    $559,000

    • 3 Beds
    • 3 Baths
    • 1,847 Sq Ft

    20 Buckfield Dr, Windham, ME 04062

    This home has been cared for with true pride of ownership. Set on just under 3 acres, this property offers a rare combination of open, usable land with a backdrop of trees for privacy — the perfect balance of space, nature, and serenity. Inside, you'll notice how thoughtfully this home has been maintained. The standout feature is the large, beautifully renovated kitchen, filled with natural light

    Kathryn Townsend Townsend Real Estate

    20 Buckfield Dr, Windham, ME 04062
  • /58

    $419,900

    • 3 Beds
    • 1 Bath
    • 1,938 Sq Ft

    37 Swan Rd, Windham, ME 04062

    OPEN HOUSES: Friday, November 21st 11:00am-1:00pm & Saturday, November 22nd 10:00am-12:00pm SHARED DEEDED HIGHLAND LAKE FRONTAGEWelcome to 37 Swan Road, a charming year round home set on a beautiful 1.37 acre lot with 210 feet of road frontage and shared deeded access to 40 feet of Highland Lake frontage located only about 500 feet from the property. This lake access is a standout feature

    Arden Stuckey Keller Williams Realty

    37 Swan Rd, Windham, ME 04062
  • /38

    $475,000

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

    31 Snowy Ridge Rd, Windham, ME 04062

    Welcome to your own private slice of Maine paradise! Nestled on 11.71 acres of pristine, wooded land in desirable Windham, this stunning log cabin offers the perfect blend of rustic charm and modern convenience. Step inside this beautifully maintained 3-bedroom, 2-full-bath home and be captivated by the timeless appeal of log cabin construction. The interior has been tastefully updated and

    Brendan Johnson CENTURY 21 Advantage

    31 Snowy Ridge Rd, Windham, ME 04062
  • /49

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    16 Cliff Dr, Windham, ME 04062

    You'll love this fabulous contemporary colonial that blends clean design with warm rustic farmhouse touches. Sunlight pours through expansive windows, creating a bright and welcoming atmosphere perfect for today's lifestyle.Step inside to an open and airy first floor designed for effortless entertaining. The spacious living room centers around a cozy electric fireplace, ideal for relaxing

    Marie Flaherty The Flaherty Group

    16 Cliff Dr, Windham, ME 04062
  • /39

    $275,000

    • 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
  • /52

    $399,900

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    22 Gray Park, Gray, ME 04039

    This charming 3-bedroom, 1-bath ranch has been completely redone down to the studs. New sheetrock, insulation and paint. Completely new kitchen with granite counters and SS appliances. Brand new full bath. New lighting fixtures throughout. A lot of time and thought has been put into this home. Offering a move-in ready experience. Every detail has been thoughtfully updated, from the pristine

    Kathy Apon Greater Portland Realty

    22 Gray Park, Gray, ME 04039
  • /9

    $249,000

    • Land
    • 10.19 Acres
    • $24,436 per Acre

    Lot 14 Aerie Dr, Windham, ME 04062

    This exceptional estate lot is privately situated at the end of the development, offering peace, privacy, and over 10 acres of land to design your ideal retreat. Enjoy the perfect blend of neighborhood living and natural surroundings—ample space for outdoor living, gardens, custom home you've been envisioning. A rare opportunity to secure a premium lot in a highly sought-after Gray location!

    Sydney Harrison Town & Shore Real Estate

    Lot 14 Aerie Dr, Windham, ME 04062
  • /16

    $465,000

    • 2 Beds
    • 2 Baths
    • 2,600 Sq Ft

    18 Ramsdell Rd, Gray, ME 04039

    2012 Single Family Ranch with 2 Bdrm, 2 BA, on 1.1 private acres on game preserve. Private drilled well, with 1000 concrete septic and leach field. Attached 2 car garage with paved driveway and turn around. Large kitchen pantry and laundry closet with washer/dryer included. Stove, microwave, dishwasher, refrigerator/freezer included. Walk in and regular closets in master bedroom. #2 oil heat/ hot

    Ralph Harvey List With Freedom.com

    18 Ramsdell Rd, Gray, ME 04039
  • /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
  • /7

    $130,000

    • Land
    • 1.26 Acres
    • $103,175 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
  • /8

    $149,000

    • Land
    • 0.5 Acre
    • $298,000 per Acre

    1 Colley Hill Rd, Gray, ME 04039

    Excellent opportunity in Gray. This .5-acre lot offers convenient access to town amenities, schools, and major highways. With public water available, the property presents strong potential for development as a multifamily or investment property. A versatile piece of land in a desirable location-don't miss the opportunity to make this property your own.

    William Graiver Town & Shore Real Estate

    1 Colley Hill Rd, Gray, ME 04039
  • /38

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    5 Skillin Rd, Cumberland, ME 04021

    Ideally situated in West Cumberland, this property offers a rare combination of residential comfort and exceptional workspace flexibility. The single-level home features an open-concept kitchen, living, and dining area with thoughtful updates, including a refreshed kitchen and heat pump for efficient year-round comfort. Two bedrooms and a full bath complete the main living area, while a third

    Agent Photo

    Julie Rosenthal

    Portside Real Estate Group

    (207) 687-1435

    5 Skillin Rd, Cumberland, ME 04021
  • /6

    $259,000

    • Land
    • 2 Acres
    • $129,500 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
  • /28

    $269,900

    • 2 Beds
    • 1 Bath
    • 1,010 Sq Ft

    336 Pope Rd Unit 3, Windham, ME 04062

    Nestled in a quiet, wooded enclave, this peaceful and charming 2-bedroom, 1-bath condo offers the perfect blend of nature, comfort, and convenience. Thoughtfully updated, the home features a new deck, new shower/tub enclosure, updated flooring, fresh paint, new cabinet and hardware, modern light fixtures, a new entrance door, and rebuilt bulkhead stairs. The finished basement provides valuable

    Scott Bonney Keller Williams Realty

    336 Pope Rd Unit 3, Windham, ME 04062
  • /16

    $274,500

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    14 Sabbady Point Rd, Windham, ME 04062

    14 Sabbady Point Road recently remodeled home with updates and a 2 car garage. This affordable home is centrally located in Windham and is convenient to all shopping and services Windham has to offer. Minutes to Big Sebago Lake and Little Sebago Lake. This is a great affordable home. Property is Located in the C-1 district

    Michael Jacobson Kre Brokerage Group

    14 Sabbady Point Rd, Windham, ME 04062
  • /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
  • /46

    $559,900

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    74 May Meadow Dr, Gray, ME 04039

    Back on Market at no fault of the Seller. Tucked away on a peaceful 1.06-acre corner lot in the sought-after May Meadow Woods neighborhood, this 1,820 sq. ft. ranch is all about comfort, convenience, and a great setting. Built in 1994 and surrounded by mature trees, it offers privacy and a connection to nature—and still just minutes from everything. Inside, you'll find 3 bedrooms and 2 full

    Jodie Davis Meservier & Associates

    74 May Meadow Dr, Gray, ME 04039
  • /32

    $750,000

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

    309 Blanchard Rd, Cumberland Center, ME 04021

    A Private Woodland Retreat in the Heart of Cumberland. Set on over two peaceful acres surrounded by mature woods and bordered by beautiful stone walls, this property offers the rare combination of privacy, natural beauty, and modern comfort. The backyard feels like a true escape—complete with thoughtfully designed hardscaping, a spacious patio for relaxing or entertaining, and a quiet setting

    Liza Nelson Portside Real Estate Group

    309 Blanchard Rd, Cumberland Center, ME 04021
  • /82

    $875,000

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

    17 Inland Farm Rd, Windham, ME 04062

    Enjoy New England Living in Style in this 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

    Daniel McLellan Plowman Realty Group

    17 Inland Farm Rd, Windham, ME 04062
  • /32

    $325,000

    • 4 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    11 Dragonfly Dr, Windham, ME 04062

    Nestled at the end of a quiet dead-end road, this unfinished home offers a rare opportunity to create your own private retreat in Windham. Set on a peaceful, wooded lot, the property provides a sense of seclusion while still being within easy reach of town amenities and nearby lakes. The structure is partially complete—ready for someone with vision to bring it to life and finish it to their own

    Dan Bolling Dan The Man Real Estate

    11 Dragonfly Dr, 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
  • /19

    $399,900 Open Sun 11AM - 12:30PM

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    5 Feldspar Ln Unit 3, Cumberland, ME 04021

    Move in ready! This thoughtfully designed single-level home balances ease and comfort. With an open-concept kitchen, living area at its core, this plan offers an easy flow and flexible space for everyday living. A primary bedroom with a walk-in close and direct access to the bath sits in the back of the house - with the second bedroom just off the hallway. Lots of closet space and a full basement

    Taylor McFarlane Portside Real Estate Group

    5 Feldspar Ln Unit 3, Cumberland, ME 04021

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, 04105 and 04071.
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.
How to Buy a Home How to Finance a Home How to Sell a Home