Bailey Island, ME Homes

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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

  

  Tom Landry

  Benchmark Real Estate

  (207) 503-4872

  

  20 Babbidge Rd, Falmouth, ME 04105
• 

  

  

  /16

  $12,298 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  37 Brentwood Rd Unit ID1255706P, Windham, ME 04062

  Experience the charm of lakefront living with this delightful 2-bedroom, 1-bathroom cottage on Highland Lake in Windham. Perfectly situated less than 30 minutes from Portland, this home offers an open living space with stunning lake views from both the living room and kitchen. Both bedrooms are conveniently located on the main floor, each featuring a full-size bed, while a cozy loft provides two

  37 Brentwood Rd Unit ID1255706P, Windham, ME 04062
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  /39

  $530,000 Sold Sep 18, 2025

  19 Fox Run Rd, Gray, ME 04039

  • 3 Beds
  • 2.5 Baths
  • 2,168 Sq Ft
  • Built 2010

  Last Sold Summary

  • 3% Below List Price
  • $244/SF
  • 43 Days On Market

  Current Estimated Value $538,251

  Last Listing Agent Luke Morris Real Broker

  

  19 Fox Run Rd, Gray, ME 04039
• 

  

  

  /31

  Est $349,012 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,236 Sq Ft

  37 Summit Rd, Gray, ME 04039

  

  37 Summit Rd, Gray, ME 04039
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  /41

  $1,595,000 Pending

  • 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
• 

  

  /20

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 3,601 Sq Ft
  • Condo for Rent

  202 Cambell Shore Rd, Gray, ME 04039

  Property Id: 2306079Wake up to shimmering water views and end your days with sunsets over Little Sebago Lake—this charming two-bedroom, one-bath home offers a peaceful lakeside lifestyle in a quiet neighborhood while still keeping you close to everything Southern Maine has to offer.From the living room and primary bedroom, enjoy scenic lake views that instantly slow the pace of

  202 Cambell Shore Rd, Gray, ME 04039
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  /61

  $885,000 Sold Aug 08, 2025

  19 Lakeside Dr, Falmouth, ME 04105

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 1992

  Last Sold Summary

  • 1% Above List Price
  • $376/SF
  • 28 Days On Market

  Current Estimated Value $896,531

  Last Listing Agent Edmund Gardner III Gardner Real Estate Group

  

  19 Lakeside Dr, Falmouth, ME 04105
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  /52

  Est $511,751 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  64 Colley Hill Rd, Gray, ME 04039

  

  64 Colley Hill Rd, Gray, ME 04039
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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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  /9

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Condo for Rent

  15 Tami Trail Unit 15A Tami Trail, Gray, ME 04039

  Property Id: 2312105Spacious 2 bedroom, 1 Bath duplex on dead end quiet road. Heat, h/w, plowing, lawncare, trash, w/d hookup in basement, and parking included. 1 year lease required. $2000 a month, $2000 security deposit, 1st and last months rent required. No pets or smoking. Call Bill

  15 Tami Trail Unit 15A Tami Trail, Gray, ME 04039
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  /39

  $589,000 Sold Nov 21, 2025

  28 Abby Rd, Windham, ME 04062

  • 4 Beds
  • 1.5 Baths
  • 2,913 Sq Ft
  • Built 1900

  Last Sold Summary

  • $202/SF
  • 19 Days On Market

  Last Listing Agent Ashley Fearon A Team Realty

  

  28 Abby Rd, Windham, ME 04062
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  /55

  Est $396,716 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 943 Sq Ft

  18 Maplewood Ave, Windham, ME 04062

  

  18 Maplewood Ave, Windham, ME 04062
• 

  

  /20

  $359,000 Pending

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft

  50 Overlook Rd, Windham, ME 04062

  Tucked away on a quiet dead-end road, this charming two-bedroom cottage-style home offers the perfect blend of comfort, privacy, and year-round enjoyment. Thoughtfully and completely remodeled, the home features a warm, welcoming layout filled with natural light and cozy finishes throughout. Unwind in the four-season porch while taking in peaceful winter water views, or enjoy an easy stroll to

  

  Ashley Fearon

  A Team Realty

  (207) 595-0427

  

  50 Overlook Rd, Windham, ME 04062
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  /20

  $3,200 per month

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft
  • House for Rent

  161 Albion Rd, Windham, ME 04062

  Property Id: 2277001Updated 3-bedroom, 2-bathroom single family home with garage and fenced yard in East Windham. Pet friendly with multiple recreation areas/preserves nearby with miles of interconnected trails.The interior features an open layout with hardwood floors on the first and second floor, 3 spacious bedrooms, 2 full baths, first floor office, updated kitchen, and a

  161 Albion Rd, Windham, ME 04062
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  /112

  $1,193,000 Sold Dec 19, 2025

  3 Pride Ln, Windham, ME 04062

  • 3 Beds
  • 2 Baths
  • 1,666 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Below List Price
  • $716/SF
  • 34 Days On Market

  Last Listing Agent Tracy Cox The Maine Real Estate Experience

  

  3 Pride Ln, Windham, ME 04062
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  /34

  Est $352,065 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 682 Sq Ft

  566 Roosevelt Trail, Windham, ME 04062

  

  566 Roosevelt Trail, 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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  /13

  $1,800 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  12 Anglers Rd Unit 12, Windham, ME 04062

  Spacious two bedroom condo in beautiful Windham, Maine. The condo is part of a larger community where green spaces are regularly manicured, has punctual snow removal throughout the winter, and consistent parking in the facilities private lot. You will be walking distance to restaurants, a short drive from shopping centers, and nestled in the beautiful Lake Sebago region. While all your

  12 Anglers Rd Unit 12, Windham, ME 04062
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  /34

  $615,000 Sold Nov 17, 2025

  12 Scottland Rd, Windham, ME 04062

  • 4 Beds
  • 3 Baths
  • 3,178 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $194/SF
  • 7 Days On Market

  Last Listing Agent Michael Snow Coldwell Banker Realty

  

  12 Scottland Rd, Windham, ME 04062
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  /40

  Est $1,400,163 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,590 Sq Ft

  25 Cameron Ln, Windham, ME 04062

  

  25 Cameron Ln, Windham, ME 04062
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  /38

  $775,000 Under Contract

  • 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

  

  Julie Rosenthal

  Portside Real Estate Group

  (207) 687-1435

  

  5 Skillin Rd, Cumberland, ME 04021
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  /20

  $3,000 per month

  • 5 Beds
  • 2 Baths
  • 2,238 Sq Ft
  • House for Rent

  261 Shaker Rd, Gray, ME 04039

  This property located at 261 Shaker Rd features 5 bedrooms and 2 bathrooms, offering a total of 2,238 square feet of living space. The interior includes a living room that provides ample space for relaxation and gatherings. The bathrooms are equipped with both tub and shower options for convenience. Each bedroom is spacious, accommodating various furniture arrangements. The property includes

  261 Shaker Rd, Gray, ME 04039
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  /70

  $603,000 Sold Jan 17, 2025

  35 Brown Cove Rd, Windham, ME 04062

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Built 2020

  Last Sold Summary

  • 7% Below List Price
  • $367/SF
  • 141 Days On Market

  Current Estimated Value $623,649

  Last Listing Agent Mick Early The Lakes Real Estate

  

  35 Brown Cove Rd, Windham, ME 04062
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  /38

  Est $563,000 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,592 Sq Ft

  308 Pope Rd, Windham, ME 04062

  

  308 Pope Rd, Windham, ME 04062
• 

  

  /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

  $515,000 Sold Jun 24, 2025

  34 Belvedere Dr, Windham, ME 04062

  • 3 Beds
  • 1.5 Baths
  • 1,352 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Above List Price
  • $381/SF
  • 8 Days On Market

  Last Listing Agent Adam Parent Maine Real Estate Co

  

  34 Belvedere Dr, Windham, ME 04062
• 

  

  /41

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft

  285 Windham Center Rd, Windham, ME 04062

  

  285 Windham Center Rd, 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
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  /54

  $885,000 Sold Mar 21, 2025

  4 Divot Dr, Gray, ME 04039

  • 4 Beds
  • 2.5 Baths
  • 4,266 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $207/SF
  • 119 Days On Market

  Current Estimated Value $932,835

  Last Listing Agent David Jackson Landmark Realty

  

  4 Divot Dr, Gray, ME 04039
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  /43

  Est $531,930 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,915 Sq Ft

  516 Falmouth Rd, Windham, ME 04062

  

  516 Falmouth Rd, Windham, ME 04062
• 

  /2

  $802,570 Under Contract

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

  31 Feldspar Ln Unit 16, Cumberland, ME 04021

  The custom built 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

  Taylor McFarlane Portside Real Estate Group

  

  31 Feldspar Ln Unit 16, Cumberland, ME 04021
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  /64

  $1,650,000 Sold Oct 14, 2025

  160 Lyons Point Rd, Raymond, ME 04071

  • 3 Beds
  • 3 Baths
  • 3,696 Sq Ft
  • Built 1989

  Last Sold Summary

  • 11% Below List Price
  • $446/SF
  • 41 Days On Market

  Last Listing Agent Lisa Andrade Dream Home Realty LLC

  

  160 Lyons Point Rd, Raymond, ME 04071
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  /41

  Est $737,184 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,923 Sq Ft

  25 Running Brook Rd, Windham, ME 04062

  

  25 Running Brook Rd, Windham, ME 04062
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  /7

  $190,000 Under Contract

  • 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
• 

  

  /37

  $661,000 Sold Apr 29, 2025

  41 Skillin Rd, Cumberland Center, ME 04021

  • 4 Beds
  • 1.5 Baths
  • 2,586 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Above List Price
  • $256/SF
  • 5 Days On Market

  Current Estimated Value $699,438

  Last Listing Agent David Banks RE/MAX By The Bay

  

  41 Skillin Rd, Cumberland Center, ME 04021
• 

  

  /5

  Est $191,313 Not Listed For Sale

  211 Falmouth Rd, Windham, ME 04062

  

  211 Falmouth Rd, Windham, ME 04062
• 

  

  /5

  $449,999 Pending

  • 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
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  /76

  $780,000 Sold Sep 18, 2025

  6 Weeks Ln, Windham, ME 04062

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $385/SF
  • 10 Days On Market

  Current Estimated Value $789,586

  Last Listing Agent Richard Vraux Pine Tree Realty of Maine

  

  6 Weeks Ln, Windham, ME 04062
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  /53

  Est $511,852 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  282 Falmouth Rd, Windham, ME 04062

  

  282 Falmouth Rd, Windham, ME 04062
• 

  

  /19

  $235,000

  • 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

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