Bailey Island, ME Homes for Sale

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  $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
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  $400,000

  • Land
  • 13.3 Acres
  • $30,075 per Acre

  57&57D Tinker Ln and Pointer Way, Cumberland, ME 04021

  Privacy abounds on these two separately taxed parcels that are adjacent to one another. Beautiful elevated sites await you on Tinker Lane and on both sides of Pointer Way which begins after the gate near the Pointer Way sign. The land continues on both sides of Pointer Way down the hill until the second gate. Please do not go through the second gate. A snowmobile trail on the left side of the

  Ann Cianchette Keller Williams Realty

  

  57&57D Tinker Ln and Pointer Way, Cumberland, ME 04021
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  $550,000

  • 2 Baths
  • 1,597 Sq Ft

  7 Preston Way, Cumberland Center, ME 04021

  Investors take notice! Here is your opportunity to own two, free standing homes with a detached garage including storage above. Whole house generator that will run both homes. Each home has its own private yard. Privacy fence has been installed the length of the driveway. New septic system and low monthly heating cost. Appliances, including washer and dryer. Great rental history. Will be

  Tammy Caron Allied Real Estate

  

  7 Preston Way, Cumberland Center, ME 04021
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  $585,000

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

  14 Yarmouth Rd, Gray, ME 04039

  Don't miss this rare opportunity to own a turn-key Bed & Breakfast—or convert it into a spacious single-family home! Currently operating as a successful four-bedroom B&B with a 5-star rating for the past three years, this property can also serve as a single family residence. As a B&B, each guest room comes fully furnished, featuring a private full bath, individual TVs, and its own A/C unit for

  Laura Davis Portside Real Estate Group

  

  14 Yarmouth Rd, Gray, ME 04039
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  $564,000

  • 3 Beds
  • 2 Baths
  • 2,162 Sq Ft

  34 Trails End Rd, Windham, ME 04062

  Many uses possible for this home. Second floor of garage would make a great apartment or in-law . also the daylight basement has a separate entrance and could have many uses.Zoning allows for many uses.

  Tom Noonan Allied Real Estate

  

  34 Trails End Rd, Windham, ME 04062
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  /5

  $100,000

  • Land
  • 0.64 Acre
  • $156,250 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
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  $450,000

  • 2 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  27 Callaway Dr Unit 27A, Gray, ME 04039

  Welcome to easy living directly across from the fairways of Spring Meadows Golf Course! This brand-new condo offers the perfect blend of modern amenities and a convenient location. Inside, you'll find a spacious kitchen featuring a center island and quartz countertops. The shared living and dining area boasts lovely views of the neighborhood and the Spring Meadows Golf Course. Downstairs, there

  Anne-Marie Mckenzie Keller Williams Realty

  

  27 Callaway Dr Unit 27A, Gray, ME 04039
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  $180,000

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

  68 Sky Dr, Windham, ME 04062

  1.6 acres of beautiful land in Windham ready for you! The perfect blend of privacy and convenience. Enjoy the tranquility of nature and enjoy your pond. Minutes from North Windham for shopping, dining and entertainment. Close to nearby lakes for boating, fishing and swimming. Under 10 minutes to I-95. 35 minutes to Portland. Boundaries defined with visible pins. *Town has not officially

  Hannah Richard Locations Real Estate Group LLC

  

  68 Sky Dr, Windham, ME 04062
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  $5,250,000

  • Land
  • 282.56 Acres
  • $18,580 per Acre

  0 Mayall, Gray, ME 04039

  Rare opportunity to acquire 282± acres of undeveloped land in Southern Maine. Level, cleared, and ready for immediate use - ideal for agricultural use and/orresidential development. Located 8 minutes (4 miles) from I-95 Exit 63, providing easy access to Portland andsurrounding cities. Exceptional scale with soil and water resources suitable for agricultural use.

  Drew Sigfridson The Boulos Company

  

  0 Mayall, Gray, ME 04039
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  /16

  $950,000

  • Land
  • 2.61 Acres
  • $363,985 per Acre

  Lot #1 Chamberlain Dr, Windham, ME 04062

  Seize this incredible opportunity to acquire 2.61 acre surveyed parcel of prime land, is perfectly suited for residential or commercial development. Located just off Route 302 and Tandberg Trail, this highly visible and accessible property offers zoning flexibility with the potential to construct 60- 64 residential units, mixed use or retail/ flex commercial buildings in a growing area with

  Marc Fishman Keller Williams Realty

  

  Lot #1 Chamberlain Dr, Windham, ME 04062
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  /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
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  /19

  $399,900 Open Sat 10:30AM - 12PM

  • 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
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  $600,000 New Construction

  • 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 April 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
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  /31

  $600,000 New Construction

  • 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 April 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
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  $640,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 1,789 Sq Ft

  26 Feldspar Ln Unit 22, Cumberland, ME 04021

  The Emerald offers a thoughtful layout with plenty of space for everyday living. The first floor includes an open-concept kitchen, living room, and dining space —ideal for everyday living and easy entertaining. Upstairs, the home features three comfortable bedrooms, including a spacious primary suite with large bath and walk-in closet. With ample storage, a full - daylight, walk out basement, a

  Taylor McFarlane Portside Real Estate Group

  

  26 Feldspar Ln Unit 22, Cumberland, ME 04021
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  $950,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,225 Sq Ft

  27 Carriage Hill, North Yarmouth, ME 04097

  Style, Space & Serenity in North Yarmouth. Set on over an acre at the end of a quiet, established road, 27 Carriage Hill is a newly-built home that delivers modern comfort, timeless finishes, and room to grow—all in a peaceful wooded setting. With 4 bedrooms, including a serene primary suite with a custom walk-in closet and spa-like bath featuring a double vanity, rainfall shower, and beautiful

  Liza Nelson Portside Real Estate Group

  

  27 Carriage Hill, North Yarmouth, ME 04097
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  $1,200,000 New Construction

  • 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.Set on more than 30 acres with portions along the Royal River, Oaken Ridge is an intimate community of just

  Mary Conroy Portside Real Estate Group

  

  64 & 66 Oaken Ridge, North Yarmouth, ME 04097
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  $599,900 Open Sat 10:30AM - 12PM

  • 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
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  $109,000 New Construction

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  10 Arlene Ln, Windham, ME 04062

  Nestled in a serene, private setting at the end of the street, this affordable gem offers the perfect blend of comfort and convenience. Boasting two bedrooms and two well-appointed bathrooms, this single wide home is ideal for those seeking a cozy yet comfortable living space. Step inside, and you'll be greeted by a modern kitchen that's sure to delight any home chef. Featuring stainless steel

  Michael Flaherty The Flaherty Group

  

  10 Arlene Ln, Windham, ME 04062
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  $620,000 Open Sat 10:30AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,728 Sq Ft

  1 Feldspar Ln Unit 1, Cumberland, ME 04021

  The Sapphire brings effortless one-level living with great versatility. With two spacious bedrooms, including a primary suite with walk-in closet and en suite bath, this home is all about livability. The open-concept kitchen, dining, and living area is made for gathering — filled with natural light. A dedicated flex room and a sunny three-season porch add extra space to work, play, or unwind. The

  Taylor McFarlane Portside Real Estate Group

  

  1 Feldspar Ln Unit 1, Cumberland, ME 04021
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  $350,000

  • 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
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  /21

  $565,000

  • 2 Baths
  • 1,408 Sq Ft

  324 Roosevelt Trail Unit A-B, Windham, ME 04062

  Rare opportunity for the creative. Currently property consists of a ranch style duplex with 2 one bedroom apartments and a large garage approximately 30' x 30'. Garage has rented separately. Zoning allows for another structure to be built on this large 3.13 acre property. There is a beautiful site for a single family home in the rear of the property or anywhere you prefer. Buyers should verify

  Michael Jacobson Kre Brokerage Group

  

  324 Roosevelt Trail Unit A-B, Windham, ME 04062

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