Bailey Island, ME Homes for Sale

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  $236,700

  3 Union Rd, Cumberland Center, ME 04021

  The above stated price is the tax assessed value and a place holder only. The lender reserves the right to bid at the auction. - Real Estate Foreclosure Auction 26-78 - Cape Style Home - .75+/- Acres - 3 Union Rd., Cumberland, Maine - Thursday, July 9, 2026 at 3PM - Real Estate: Consists of a .75+/- acre parcel with 100+/- ft. of frontage on Union Rd. and 307+/- ft. on Parker Rd. Improving the

  Richard Keenan Keenan Auction Company, Inc.

  3 Union Rd, Cumberland Center, ME 04021
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• 

  

  

  /3

  $900,000

  • Land
  • 100 Acres
  • $9,000 per Acre

  0 Gore Unit 1655428, Gray, ME 04039

  A rare offering of a 100+ acre parcel ideal for several private estate lots or other forms of development. Nice mix of woods and cleared locations for building. Close to restaurants, shopping, Sebago Lake. Nearby skiing and snowmobile trails.

  Tim Flaherty The Flaherty Group

  

  0 Gore Unit 1655428, Gray, ME 04039
• 

  

  

  /19

  $505,900

  Open Sun 1PM - 2:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,372 Sq Ft

  12 Feldspar Ln Unit 27, Cumberland, ME 04021

  The Linwood at Mineral Springs is now complete and ready for immediate occupancy, offering a thoughtfully designed three-bedroom, two-and-a-half bath layout that balances open living with everyday function. The first floor flows easily from kitchen to living to dining, anchored by a practical mudroom, while upstairs a private primary suite, second-floor laundry, and two additional bedrooms

  Taylor McFarlane Portside Real Estate Group

  

  12 Feldspar Ln Unit 27, Cumberland, ME 04021
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  /66

  $743,500

  • 3 Beds
  • 2 Baths
  • 2,894 Sq Ft

  64 Summit Rd, Gray, ME 04039

  Welcome to 64 Summit Rd. A place where comfort, space and everyday living come together. This home offers the perfect blend of privacy and convenience while being just a short distance to local amenities and outdoor recreation. Inside, you will find inviting living spaces filled with natural light and a layout designed for both relaxing and entertaining. Whether you're enjoying quiet mornings at

  Lori Pelletier Coastal Pine Real Estate, LLC

  

  64 Summit Rd, Gray, ME 04039
• 

  

  

  /28

  $750,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,263 Sq Ft

  16 Old Mill Rd, Gray, ME 04039

  New Construction - Stunning Colonial on Nearly 3 Acres! This beautiful 4-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

  Amanda Gervais RE/MAX Coastal

  

  16 Old Mill Rd, Gray, ME 04039
• 

  

  /30

  $950,000

  $50K PRICE DROP

  • 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

  

  103 Basin Rd, Windham, ME 04062
• 

  

  /30

  $349,000

  • 1 Bed
  • 1 Bath
  • 798 Sq Ft

  549 Roosevelt Trail, Windham, ME 04062

  Charming & Updated Home with Potential on Roosevelt Trail! Move right into this neat, clean, and sun-drenched single-family home. There is a two bedroom septic system which is valuable for expansion. Boasting a bright, open floor plan and numerous recent updates--including a modernized heating system--this property is turnkey. Relax on the covered front porch or enjoy the enclosed back porch

  Todd Harvey Pine Tree Realty of Maine

  

  549 Roosevelt Trail, Windham, ME 04062
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  /52

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,035 Sq Ft

  123 Dutton Hill, Gray, ME 04039

  Welcome to 123 Dutton Hill Road in Gray, Maine, a cozy and inviting home tucked away in a peaceful, secluded setting while still offering outstanding convenience. This well-maintained property features two bedrooms and two full bathrooms, with the lower level thoughtfully converted into a private primary suite complete with a newly added full bathroom. Also features almost new appliances. A

  Matthew Mocciola The Maine Real Estate Experience

  

  123 Dutton Hill, Gray, ME 04039
• 

  

  /40

  $625,000

  • 3 Beds
  • 1.5 Baths
  • 1,485 Sq Ft

  80 Vista Dr, Windham, ME 04062

  Perched along the shore of Highland Lake, this exceptional four season waterfront home offers the perfect combination of comfort, recreation, and convenience. Whether you envision quiet weekends by the lake, hosting family and friends all summer long, or generating seasonal rental income, this property delivers an unmatched lakefront lifestyle in one of Southern Maine's most desirable and

  Kelli Brewer Portside Real Estate Group

  

  80 Vista Dr, Windham, ME 04062
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  /67

  $2,000,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  20 Ladyslipper Dr, Windham, ME 04062

  New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling

  Judy George Judy George Realty

  

  20 Ladyslipper Dr, Windham, ME 04062
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  /7

  $799,000

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

  014-17-J01 Mimi Ln, Windham, ME 04062

  Welcome to your opportunity to build a stunning modern farmhouse in the heart of Windham. This thoughtfully designed new construction package blends timeless charm with clean, modern finishes, offering both style and functionality across 2,600 square feet of beautifully crafted living space. This farmhouse style home features 4 spacious bedrooms, 2.5 bathrooms, and a2 car garage, designed with

  Jennifer Sumrall The Maine Real Estate Experience

  

  014-17-J01 Mimi Ln, Windham, ME 04062
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  /58

  $423,000

  Open Sun 11AM - 2PM $12K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 632 Sq Ft

  12 Shore Rd, Windham, ME 04062

  Nestled along the peaceful shores of Pettingill Pond, 12 Shore Road in Windham, Maine has the perfect blend of classic lakeside charm and modern comfort. This inviting property boasts stunning water views, direct access to the pond, and a serene setting ideal for both year-round living and seasonal escapes. Inside, you'll find a bright and welcoming layout with large windows that fill the home

  Aaron Spiller Rockstar Real Estate

  

  12 Shore Rd, Windham, ME 04062
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  /50

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 3,117 Sq Ft

  76 Hunter Way, Falmouth, ME 04105

  Welcome to 76 Hunter Way, a thoughtfully designed custom home privately nestled on 5.43 wooded acres and built in 2015 by renowned Taggart Construction, with architectural design by Bruce Butler of ByDesign. This HERS-rated and Energy Star-certified residence offers exceptional craftsmanship, efficiency, and comfort throughout. Expansive windows frame peaceful woodland views, while a creek

  Mary Taylor Legacy Properties Sotheby's International Realty

  

  76 Hunter Way, Falmouth, ME 04105
• 

  

  /17

  $172,500

  • Land
  • 1.17 Acres
  • $147,436 per Acre

  014-17-J01 Mimi Ln, Windham, ME 04062

  Tucked away on a quiet dead end road, this beautiful 1.17-acre parcel offers the perfect blend of privacy and convenience in the heart of Windham. With no association fees and situated on a private road, this is your opportunity to create the lifestyle you've been dreaming of, without the restrictions. Enjoy the peaceful setting while being just minutes from shopping, dining, and everyday

  Jennifer Sumrall The Maine Real Estate Experience

  

  014-17-J01 Mimi Ln, Windham, ME 04062
• 

  /2

  $180,000

  $20K PRICE DROP

  • Land
  • 12 Acres
  • $15,000 per Acre

  M20/21/311 Shaw Brook Ln, Gray, ME 04039

  A rare find of 12 private acres nestled in a wooded backdrop for maximum country living YET- Convenient to amenities including Maine Wildlife Park, Crystal Lake/ public beach, Libby Hill Trails, Spring Meadows Golf Course and a short distance to I-95 ME Turnpike Exit 63

  Deborah Shaw Mancini Pine Tree Realty of Maine

  

  M20/21/311 Shaw Brook Ln, Gray, ME 04039
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  /63

  $730,000

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,998 Sq Ft

  7 Roman Woods Way, Gray, ME 04039

  PRICELESS PRIVACY SURROUNDS THIS EXCEPTIONAL COLONIAL, LOCATED NEAR TRAILS FOR THE OUTDOOR ENTHUSIAST. HUGE GRANITE KITCHEN WITH 9 FT ISLAND, LIVINGROOM WITH GAS FIREPLACE AND GLEAMING HARDWOOD FLOORS, PRACTICAL TILED MUDROOM PLUS CUSTOM DREAM PANTRY, EXPANSIVE BONUS ROOM ABOVE THE GARAGE. PRIMARY ON SUITE BEDROOM. ADDITIONAL 1090 SQ FT OF FINISHED SPACE IN THE LOWER LEVEL PERFECT FOR

  Barbara Lewis Century 21 North East

  

  7 Roman Woods Way, Gray, ME 04039
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  /47

  $550,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  290 Center Rd, Gray, ME 04039

  Beautifully updated home offering over 3,000 SF of flexible living space, plus a fully equipped 1-bedroom ADU with private entrance, full kitchen, living room, bathroom, and heat pumps--perfect for rental income, guests, or multigenerational living. Inside the main home, enjoy an exceptional tiled living and dining area, an updated kitchen, a finished basement with kitchenette, and a modern

  David Ntawuyirushintege Keller Williams Realty

  

  290 Center Rd, Gray, ME 04039
• 

  

  /21

  $350,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 878 Sq Ft

  402 Roosevelt Trail, Windham, ME 04062

  402 Roosevelt Trail offers the perfect blend of recent updates, convenience, and space to enjoy Maine living. Situated on a generous 1.42-acre lot, this property features a spacious, fully fenced backyard--ideal for entertaining, pets, or simply relaxing in your own private outdoor setting.Significant improvements completed by the previous owner in 2024 include a new roof, new leach field,

  Amato Polselli Benchmark Real Estate

  

  402 Roosevelt Trail, Windham, ME 04062
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  /28

  $399,900

  $35K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  10 Abby Rd, Windham, ME 04062

  ✨ Valuable Updates + Equity Potential = Smart Buy in Windham! MORE UPDATES! Not a new home -- but packed with brand-new updates where it counts! This move-in ready Cape features a new furnace, new kitchen, new bath, and beautifully refinished hardwood floors, giving you modern comfort without the renovation hassle. Want room to grow your value? The unfinished second floor offers built-in

  Patricia Gallant Dream Home Realty LLC

  

  10 Abby Rd, Windham, ME 04062
• 

  

  /46

  $1,650,000

  • 4 Beds
  • 3.5 Baths
  • 4,078 Sq Ft

  46 Cortland Ct, Cumberland Center, ME 04021

  Welcome to 46 Cortland Court, a nearly new Cumberland residence offering refined design, thoughtful function, and an elevated 1.39?? acre setting. Built in 2022 and set back from the street, the home presents a clean, modern aesthetic with strong natural light, generous living spaces, and high-quality finishes throughout. The main level is anchored by a bright open-concept kitchen, dining, and

  William Fuller Legacy Properties Sotheby's International Realty

  

  46 Cortland Ct, Cumberland Center, ME 04021
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  /28

  $510,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  33 Feldspar Ln Unit 17, 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

  

  33 Feldspar Ln Unit 17, Cumberland, ME 04021
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  /72

  $699,900

  $49K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,936 Sq Ft

  304 Blanchard Rd, Cumberland Center, ME 04021

  I'm Gorgeous Inside...and I am located in the highly sought after Greely District! Offered for the first time in over 40 years, this beautifully maintained single-family home blends timeless charm with modern updates. Featuring 4 bedrooms and a spacious layout, the heart of the home is a gourmet kitchen complete with solid surface countertops, wall ovens, gas cooktop, and multi-level island with

  Jeffrey Walker Signature Homes Real Estate Group, LLC

  

  304 Blanchard Rd, Cumberland Center, ME 04021
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  /39

  $1,195,000

  Open Sat 3PM - 5PM Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,276 Sq Ft

  14 Summit Terrace, Falmouth, ME 04105

  Tucked away on a beautifully landscaped 1.72-acre lot and surrounded by hundreds of acres of protected open space and conservation land, this 3,276 sq ft contemporary colonial offers 4 bedroom, 2.5 baths with an exceptional blend of privacy, recreation, and refined living. With direct access to the extensive Falmouth Land Trust trail system, this property is a true retreat. Designed for both

  Stacy Salvo Portside Real Estate Group

  

  14 Summit Terrace, Falmouth, ME 04105
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  /40

  $464,900

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  14 Voyager Ln Unit 14, Windham, ME 04062

  Move in ready, three years young, 3 bed 2.5 bath home with beautiful kitchen, large deck with nice yard in an incredible convenient location. This home is spotless and freshly painted. Just six units total in the entire association so you get all the upside of condo living without that big association feel.

  Richard Yost NextHome NorthEast Realty

  

  14 Voyager Ln Unit 14, Windham, ME 04062
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  /67

  $2,600,000

  • 6 Beds
  • 5 Baths
  • 3,900 Sq Ft

  26 Deer Acres Rd, Raymond, ME 04071

  The result of thoughtful collaboration between a well known architect, designer and sellers is one of the most remarkable homes on Little Sebago Lake. Live in this masterpiece on a great lot with sandy entry, wide open lake views, guest suite and a two bedroom year round guest house. Open main level flex space, exposed beams, massive island with seating, professional grade appliances and a center

  Karen Tufts Coldwell Banker Team Real Estate

  

  26 Deer Acres Rd, Raymond, ME 04071
• 

  

  /25

  $699,900

  $30K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,420 Sq Ft

  86 Basin Rd, Windham, ME 04062

  Set in a quiet Sebago Basin setting, this fully renovated 2-bedroom, 1.5-bath home blends classic cottage character with thoughtful modern updates. Inside, the home has been extensively improved with updated systems and carefully selected finishes throughout. Bright, inviting living spaces are filled with natural light, while the renovated primary suite features a beautifully finished en-suite

  Stephanie Retrosi Engel & Volkers Portsmouth

  

  86 Basin Rd, Windham, ME 04062
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  /63

  $630,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  23 Old Rd, Gray, ME 04039

  Rare opportunity to own a 2 acre legacy waterfront property with over 200 feet ofowned frontage on highly sought-after Forest Lake. Tucked away in a peaceful ''nowake'' cove, this extraordinary property offers unmatched privacy, breathtaking westand southwest facing lake views, and stunning sunsets year-round. Just 20 minutesfrom Portland, the location also offers convenient

  John Mullen Vitalius Real Estate Group, LLC

  

  23 Old Rd, Gray, ME 04039
• 

  

  /46

  $399,999

  $59K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  4 Highland Ave, Cumberland Center, ME 04021

  Welcome to this beautifully remodeled 2-bedroom ranch located in the picturesque town of Cumberland, Maine. Thoughtfully updated to create a bright, open-concept layout, this home features a brand-new kitchen and bathroom with modern finishes designed for both comfort and style. A brand new heat pump furnace and hot water heater provide peace of mind and improved energy efficiency. The inviting

  Elaine Pratte Hearth & Key Realty

  

  4 Highland Ave, Cumberland Center, ME 04021
• 

  

  /50

  $600,000

  New Construction $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft

  18 Granite Hill Dr, Berwick, ME 03901

  Located in one of Berwick's newest subdivisions off Diamond Hill Road, this brand-new construction home offers the perfect blend of modern finishes, functional design, and peaceful privacy. Set on a wooded 1.18-acre lot, 18 Granite Hill Drive features 3 bedrooms and 2.5 bathrooms of thoughtfully designed living space filled with natural light. The open-concept first floor is ideal for both

  Jenny Harper Keller Williams Coastal and Lakes & Mountains Realty

  

  18 Granite Hill Dr, Berwick, ME 03901
• 

  

  /46

  $2,000,000

  • 3 Beds
  • 2.5 Baths
  • 2,623 Sq Ft

  1 Steele Rd, Raymond, ME 04071

  Nestled in the pines on the shore of Little Sebago Lake. Wide open lake views and gradual, sandy entry to the water. Tastefully renovated, meticulously maintained and ready for new owners. Spacious and open main level with plenty of space for everyone. Waterski or wake board right off of your private beach on the calm waters of this beautiful lake. Call the ice cream boat from an app for delivery

  Karen Tufts Coldwell Banker Team Real Estate

  

  1 Steele Rd, Raymond, ME 04071
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  /72

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 4,760 Sq Ft

  47 Skillin Rd, Cumberland Center, ME 04021

  Overlooking the Piscataqua River, this extraordinary post and beam home offers a rare opportunity to own a piece of Maine history. Originally built as a mill circa 1860+/-, the property has been thoughtfully renovated while preserving its historic character and craftsmanship. Set within a private, park-like landscape, the home is immersed in nature. The rushing waters of the Piscataqua River

  Heather Shields Legacy Properties Sotheby's International Realty

  

  47 Skillin Rd, Cumberland Center, ME 04021
• 

  

  /17

  $495,000

  • Land
  • 9.4 Acres
  • $52,660 per Acre

  0 Tavern Hill, Windham, ME 04062

  Great opportunity for a home builder to construct several homes. Large 9.4-acre tract with 908'+/- frontage meets the dimensional standard for up to four dwelling lots each requiring minimum 200' frontage and 1.84 acres. Tavern Hill is a private road with a homeowners association. A nearly six acre lot with 200' frontage in Tavern Hill recently sold for just over half the list price.

  Michael Rogers EXP Realty

  

  0 Tavern Hill, Windham, ME 04062
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  /42

  $449,000

  $20K PRICE DROP

  • 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 granite countertops, new cabinets, new appliances, and updated flooring that flows

  Brittney Barr Landing Real Estate

  

  8 Emerson Dr, Windham, ME 04062
• 

  

  /3

  $250,000

  • Land
  • 38,332 Sq Ft
  • $284,091 per Acre

  L24 Poplar Ridge Dr, Falmouth, ME 04105

  Rare opportunity to acquire approximately .88+/- acres in an established Falmouth subdivision setting consisting of two parcels being sold together: Map U36 Lot 24 on Poplar Ridge Drive (.50+/- acres) and Map R08 Lot 75 known as Blackstrap Rd (.38+/- acres). The Poplar Ridge Drive parcel offers frontage on Poplar Ridge Drive and is located at the end of the cul-de-sac near the turnaround.

  Belinda Desmond Keller Williams Realty

  

  L24 Poplar Ridge Dr, Falmouth, ME 04105
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  /11

  $1,600,000

  • Land
  • 126 Acres
  • $12,698 per Acre

  2 Gore Rd, Gray, ME 04039

  Developers, Land Lovers, Homesteaders, Farmers Take Notice!! 126acres located on the Gray/Raymond line. 5 separate parcels sold all as one. Deeded private road gives access to lots off of Gore Rd.

  Vanessa Greco Portside Real Estate Group

  

  2 Gore Rd, Gray, ME 04039
• 

  /2

  $484,000

  New Construction $5K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  26 Dolley Farm Rd Unit 12, 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 Sunrise 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

  

  26 Dolley Farm Rd Unit 12, Windham, ME 04062
• 

  

  /30

  $649,900

  Open Sun 11AM - 1PM

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

  21 Eagles Nest Rd, Gray, ME 04039

  Nestled on over an acre in one of Gray's most sought-after neighborhoods, this meticulously maintained Colonial offers the perfect blend of privacy and convenience. Enjoy summer evenings in the screened porch overlooking your spacious backyard, entertain with ease in the open-concept living area, and appreciate the peace of mind that comes with a newer home built in 2017. Located just minutes

  Joe Rotondi Kre Brokerage Group

  

  21 Eagles Nest Rd, Gray, ME 04039
• 

  

  /35

  $524,900

  $25K PRICE DROP

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

  516 Falmouth Rd, Windham, ME 04062

  BACK ON THE MARKET BY NO FAULT OF SELLER! Well-maintained and move-in ready, this bright and inviting home is set on a quiet, private lot just minutes from town. Tucked back from the road and surrounded by a natural tree buffer, it offers a great balance of privacy and convenience. Inside, you'll find an open-concept kitchen, living, and dining area, with oversized windows and a clean, updated

  Jonathan Cirrinone Maine Real Estate Experts

  

  516 Falmouth Rd, Windham, ME 04062
• 

  

  /6

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,372 Sq Ft

  1 Colley Hill Rd Unit A, Gray, ME 04039

  Estimated completion date 7/15/2026Introducing 1 Colley Hill Unit A, located in the heart of Gray, brand new construction priced to make homeownership achievable! This 3-bedroom, 2.5-bath home is built from the ground up with quality craftsmanship and modern living in mind. Enjoy three spacious bedrooms upstairs, a primary suite with its own full bath, and a convenient half bath on the main

  William Graiver Town & Shore Real Estate

  

  1 Colley Hill Rd Unit A, Gray, ME 04039

Showing Results 41 - 79, Page 2 of 2