Bailey Island, ME Homes for Sale

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  $1,270,000 Open Sun 2PM - 4PM

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

  20 Babbidge Rd, Falmouth, ME 04105

  Open House Sunday November 9th from 2-4pm. 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

  

  Tom Landry

  Benchmark Real Estate

  (207) 503-4872

  

  20 Babbidge Rd, Falmouth, ME 04105
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  /112

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,666 Sq Ft

  3 Pride Ln, Windham, ME 04062

  Welcome to your lakeside sanctuary—where nature, privacy, and comfort meet. This rare property offers a meticulously maintained lakefront home on the shores of Little Sebago Lake in peaceful Shelldrake Cove. Tucked away on a generous, private 1.4-acre lot where you can enjoy water on both sides: Little Sebago Lake stretches out from your backyard, while tranquil Tarkill Pond lies across the

  

  Tracy Cox

  The Maine Real Estate Experience

  (207) 956-5458

  

  3 Pride Ln, Windham, ME 04062
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  /42

  $1,595,000

  • 4 Beds
  • 4.5 Baths
  • 4,294 Sq Ft

  63 Peaceful Way, Cumberland, ME 04021

  Completed in 2023, this exquisitely maintained home balances thoughtful design and refined finishes in a beautifully private, wooded setting. Located at the end of a quiet cul de sac in Cumberland's sought-after Blanchard Oaks neighborhood, this home sits on a beautifully wooded 1.84 acre lot, providing a serene and private backdrop. From the moment you arrive, the covered front porch welcomes

  

  David Banks

  RE/MAX By The Bay

  (207) 436-8117

  

  63 Peaceful Way, Cumberland, ME 04021
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  /2

  $165,000

  • Land
  • 0.69 Acre
  • $239,130 per Acre

  00 Dusty Rhoades Ln, Windham, ME 04062

  Don't miss this opportunity to own .69 acres in a desirable Windham neighborhood. Offering public water and plenty of privacy, this is the perfect spot for your new home! Lot size does meet the requirements for a duplex (town approval needed). Close to North Windham amenities and lakes, and a short commute to Portland.

  

  Ashley Fearon

  A Team Realty

  (207) 820-0758

  

  00 Dusty Rhoades Ln, Windham, ME 04062
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  /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

  

  Ashley Fearon

  A Team Realty

  (207) 817-2770

  

  lot #8 Bedrock Terrace, Windham, ME 04062
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  /22

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,521 Sq Ft

  16 Brookhaven Dr, Windham, ME 04062

  A must see! Set on a level, fenced corner lot with mature landscaping, this charming three-bedroom Cape offers a warm blend of comfort and New England character. The bright kitchen—featuring a new stovetop and refrigerator—opens to a sunny dining area and an inviting living room just around the corner. A first-floor bedroom, two spacious upstairs bedrooms, and a cozy nook for work or reading

  

  Monica Dambach

  Waypoint Brokers Collective

  (207) 813-2696

  

  16 Brookhaven Dr, Windham, ME 04062
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  /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

  

  David Banks

  RE/MAX By The Bay

  (207) 579-8690

  

  103 Basin Rd, Windham, ME 04062
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  /27

  $469,900 New Construction

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

  13 Feldspar Ln Unit 7, Cumberland, ME 04021

  Seller is offering point buydown for a first year rate of 4.5%! A beautiful setting, a brand new home, an unparalleled opportunity. Welcome to Mineral Springs in Cumberland, an exciting neighborhood offering community and homeownership possibilities. Enjoy the convenience of single-level living in The Onyx floor plan, with a primary suite, spacious entryway/mudroom, and on Lot 7, the added

  

  David Banks

  RE/MAX By The Bay

  (877) 375-8036

  

  13 Feldspar Ln Unit 7, Cumberland, ME 04021
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  /51

  $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
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  /34

  $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
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  $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, close to town shopping & entertainment, Lakes Region amenities, & easy commuting to Greater Portland & the Jetport. You will love the abundance of

  Daniel McLellan Plowman Realty Group

  

  17 Inland Farm Rd, Windham, ME 04062
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  /10

  $729,000

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  27 Woodcock Dr, Gray, ME 04039

  This modern executive ranch is set on a spacious, level lot and offers the perfect blend of style and comfort. Designed with an open-concept layout, the home showcases elevated custom finishes throughout. Step into the chef-inspired kitchen featuring quartz countertops, custom cabinetry, and white oak engineered hardwood floors. The main living area boasts soaring cathedral ceilings, creating an

  Sydney Harrison Town & Shore Real Estate

  

  27 Woodcock Dr, Gray, ME 04039
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  /57

  $829,000

  • 3 Beds
  • 3 Baths
  • 3,324 Sq Ft

  35 Freds Way, Gray, ME 04039

  Impeccable home in a very private setting, yet close to lakes, restaurants, shopping, and the turnpike. This well-designed home has served the original owners well for the 5 years since it was built. Their love for the home and attention to detail has left this home move in ready and in need of nothing. An oversized three car garage with bonus space, oversized driveway and turnaround give

  Richard Yost NextHome NorthEast Realty

  

  35 Freds Way, Gray, ME 04039
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  /32

  $820,000

  • 4 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  53 Old Colony Ln, Cumberland, ME 04021

  Tucked at the end of a quiet cul-de-sac in West Cumberland, this 4-bedroom, 2.5-bath home sits on 1.7 acres of pure Maine magic. A winding driveway pulls you into a tree-wrapped lot where the only sounds are birdsong and your own laughter during backyard shenanigans, fireside chats, or lazy garden afternoons. Step inside, and the kitchen hits you with a burst of sunlight and beautiful updates,

  Taylor McFarlane Portside Real Estate Group

  

  53 Old Colony Ln, Cumberland, ME 04021
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  /81

  $899,900

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft

  5 Pride Ln, Windham, ME 04062

  Beautiful level entry, sandy beach and frontage on two bodies of water. Spectacular views of Little Sebago and Tarkill Pond. This home sparkles and it's ready to go. Enjoy a peaceful paddle on your kayak or paddle board. Waterski or wakeboard off of your own beautiful beach. Sit at the lakeside campfire at night and listen to the loons or the babbling brook. or watch the wildlife on Tarkill Pond.

  Karen Tufts Coldwell Banker Team Real Estate

  

  5 Pride Ln, Windham, ME 04062
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  /36

  $625,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,122 Sq Ft

  5 Stillwater 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

  

  5 Stillwater Dr, Gray, ME 04039
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  /3

  $650,000 New Construction

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

  2 Dr, Gray, ME 04039

  To Be Built - Stunning Colonial on Nearly 3 Acres! This beautiful 3-bedroom, 2.5-bath colonial offers modern comfort in a timeless design. The open-concept first floor features a spacious kitchen, dining, and living area complete with granite countertops and stainless steel appliances. Enjoy a primary suite with a walk-in closet and private bath featuring double sinks with granite countertops.

  Amanda Gervais RE/MAX Coastal

  

  2 Dr, Gray, ME 04039
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  /48

  $420,000 Open Sun 10:30AM - 12:30PM

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  4 Paxton Way Unit 4, Windham, ME 04062

  North Windham Living at its Finest! Discover this beautifully maintained ranch condominium, ideally situated for convenience. Enjoy easy access to Portland while being just minutes from North Windham's abundant amenities, including shopping, dining, and recreational spots. Relax and unwind on the large, covered, wrap-around deck/porch, which provides a tranquil setting overlooking the private

  Todd Harvey Pine Tree Realty of Maine

  

  4 Paxton Way Unit 4, Windham, ME 04062
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  /59

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,652 Sq Ft

  14 Faraday Dr Unit 14A, Cumberland, ME 04021

  Welcome home to this end-unit townhome where modern comfort meets effortless Maine living. Conveniently located in West Cumberland close to shopping, dining, and less than 20 minutes to Portland, this lovely condo offers the perfect balance of peace and accessibility.Step inside and you're greeted by soaring cathedral ceilings, oversized windows, sun-filled rooms, and an open floor plan that

  Ann Cianchette Keller Williams Realty

  

  14 Faraday Dr Unit 14A, Cumberland, ME 04021
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  /36

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,807 Sq Ft

  7 Castle Rock Dr, Cumberland, ME 04021

  Welcome home to this charming home, nestled in a delightful neighborhood! You'll love the bright, open layout and comfortable living spaces throughout. Potential for one floor living with the first floor bedroom, bath and laundry. The finished basement provides plenty of extra room for a family area, home office, or guest suite. Enjoy time outdoors in the inviting yard—perfect for relaxing or

  Cari Turnbull Maine Real Estate Experts

  

  7 Castle Rock Dr, Cumberland, ME 04021
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  /22

  $400,000

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft

  136 Shaker Rd, Gray, ME 04039

  This charming ranch-style home on 2.75 acres of land offers a great move in ready home. Built in 1994, the residence features 1,196 sq ft of easy one-level living with two bedrooms and one full bath. Venture into a warm, open layout where living, dining, and kitchen areas flow seamlessly—ideal for both everyday comfort and casual entertaining. Bonus: the full heated, unfinished basement offers

  VANESSA ZAMMUTO Coldwell Banker Realty

  

  136 Shaker Rd, Gray, ME 04039
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  /27

  $295,000

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  336 Pope Rd Unit 3, Windham, ME 04062

  Nestled in private, wooded enclave, this peaceful and charming 2-bedroom, 1-bath condo is perfect for those who love nature, comfort, and convenience. Wood stove in finished basement for comfort and extra space. Just minutes from shopping and dining, and 20 minutes from downtown Portland, the Jetport, the train, and I-95, with easy access to the Lakes Region and nearby scenic outdoor

  Scott Bonney Keller Williams Realty

  

  336 Pope Rd Unit 3, Windham, ME 04062
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  /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
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  /46

  $575,000

  • 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
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  /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
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  /6

  $118,000

  • Land
  • 0.47 Acre
  • $251,064 per Acre

  16 Birdsong Ln, Windham, ME 04062

  This private, wooded lot is just a short walk from the deeded Highland Lake mini-beach and boat access! Act quickly, and next summer you could be living the Lake Life! The lot is gently sloping, and near the end of Birdsong Lane -- no through-traffic. The site should offer a generous building envelope, with about 130 feet of road frontage. Recently surveyed, septic plan available, and ready for

  Hannah Holmes Cottage & Co Real Estate

  

  16 Birdsong Ln, Windham, ME 04062
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  /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
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  /7

  $190,000

  • Land
  • 3.67 Acres
  • $51,771 per Acre

  27 Boulder Dr, Gray, ME 04039

  Build your dream home on a private and serene 3.67 acre lot in Gemstone Estates development. Conveniently located and easily commutable to all of Greater Portland. Access all Gray has to offer in minutes. Partially cleared.

  Katie Yarrison Town & Shore Real Estate

  

  27 Boulder Dr, Gray, ME 04039
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  /50

  $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
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  /33

  $430,000

  • 3 Beds
  • 1 Bath
  • 1,615 Sq Ft

  8 George Rd, Cumberland Center, ME 04021

  Welcome home to this inviting 3-bedroom, 1-bath ranch just 10 mins to Cumberland Center! Offering the ease of single-level living, this home features a comfortable layout with space to relax and gather. The kitchen flows nicely to the living area, while three cozy bedrooms provide room for everyone. Set on an acre lot with room for a future garage, with quick access to schools, shops, and

  Kathleen McClelland Portside Real Estate Group

  

  8 George Rd, Cumberland Center, ME 04021
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  /5

  $675,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 2,027 Sq Ft

  24 Feldspar Ln Unit 23, Cumberland, ME 04021

  The Cobalt 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 and bonus room. With ample storage, a full basement and a two-car garage, this home has room for it all—guests, gear, and everyday

  Taylor McFarlane Portside Real Estate Group

  

  24 Feldspar Ln Unit 23, Cumberland, ME 04021
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  /47

  $675,000

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

  17 Callaway Dr Unit 17, Gray, ME 04039

  Stand alone condo/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

  Karen Tufts Coldwell Banker Team Real Estate

  

  17 Callaway Dr Unit 17, Gray, ME 04039
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  /28

  $319,900

  • 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
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  /48

  $549,900

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft

  33 Serenity Ln, Windham, ME 04062

  PRICELESS PRIVACY CONVENIENTLY LOCATED IN THE HEART OF WINDHAM, OPEN CONCEPT, CATHEDRAL CEILINGS FOR A GREAT FEELING OF SPACE, LOTS OF GLASS, FARMERS PORCH FOR ULTIMATE RELAXING, FIRST FLOOR PRIMARY BEDROOM SUITE, DAYLIGHT LOWER LEVEL, SPECIAL HOME WITH A SANCTUARY FEEL. OWNER IS MAINE LICENSED REAL ESTATE BROKER

  Barbara Lewis Century 21 North East

  

  33 Serenity Ln, Windham, ME 04062
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  /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
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  /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
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  /44

  $515,600 Open Sat 11AM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  19 Moss Rd, Windham, ME 04062

  Welcome to 19 Moss Road, a completely remodeled four bedroom, three bathroom home complete with a two car garage, office space, and large family room. Here, you will enjoy your privacy and quiet on more than two acres, with plenty of space to entertain and enjoy the outdoors. The home is conveniently located not far from motorsports trails and public lake access on Sebago Lake and others. And

  Jason Clark Coldwell Banker Realty

  

  19 Moss Rd, Windham, ME 04062
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  /30

  $750,000

  • 2 Baths
  • 3,696 Sq Ft

  25 Main St, Gray, ME 04039

  This opportunity does not come around often. Located directly in the heart of Gray Village, 25 Main Street offers a rare opportunity for investors, business owners, or those seeking a versatile live-work property.Originally built in 1900 and fully renovated down to studs in 2018 with new wiring, insulation, and systems, this Colonial now features two updated 1-bedroom, 1-bath units, each

  Caleb Giustra Elevate Maine Realty

  

  25 Main St, Gray, ME 04039
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  /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
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  /14

  $250,000

  • Land
  • 9.48 Acres
  • $26,371 per Acre

  0 Pointer Way Unit LOT 57, Cumberland, ME 04021

  This lovely wooded 10AC +/- parcel offers several options for an elevated building site, or two, with privacy galore and mature woods on two sides of Pointer Way. Road will likely need to be improved in order to build, so be sure to check with the town. Close to all that is happening in West Cumberland, and an easy commute to both Portland and Lewiston, this is prime real estate for a discerning

  Ann Cianchette Keller Williams Realty

  

  0 Pointer Way Unit LOT 57, Cumberland, ME 04021

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