Homes for Sale near Windham High School

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  /37

  $550,000 Coming Soon

  • 5 Beds
  • 2 Baths
  • 2,093 Sq Ft

  5 Emerald Way, Windham, ME 04062

  OPEN HOUSE 6/21 12PM-2PM. Welcome to 5 Emerald Way - a recently updated 5-bedroom, 2-bathroom ranch tucked away on a quiet dead-end private road, yet right off Route 302 and minutes from Windham shopping, dining, and amenities.Step inside to find 3 bedrooms upstairs and 2 additional bedrooms downstairs, offering flexibility for guests, work-from-home space, or multi-generational living. The home

  

  Aaron Kollmeyer

  Coldwell Banker Realty

  (888) 351-7512

  

  5 Emerald Way, Windham, ME 04062
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  /78

  $899,000

  • 4 Beds
  • 5 Baths
  • 3,496 Sq Ft

  20 Motorcycle Dr, Windham, ME 04062

  Welcome to 20 Motorcycle Drive—an exceptional custom colonial farmhouse nestled on 7.6 private acres at the end of a quiet dead-end road. This 4-bedroom, 3-bathroom home offers 3496 square feet above grade and 1120 below grade of thoughtfully designed living space, perfect for those seeking comfort, functionality, and a peaceful rural lifestyle. Inside, you'll find a spacious layout featuring a

  

  Nicholas Dambrie

  Keller Williams Realty

  (207) 606-7264

  

  20 Motorcycle Dr, Windham, ME 04062
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  /71

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  27 Lake Ave, Windham, ME 04062

  Welcome to 27 Lake Avenue, a stunning 3-bedroom, 2.5-bath chalet-style home with 2,580 square feet of beautifully finished living space and deeded right of way to Sebago Lake—complete with shared dock and private boat morring access just across the street. Designed for comfort and lake life, this home features an open-concept kitchen, dining, and living area with cathedral ceilings, a cozy gas

  

  Nicholas Dambrie

  Keller Williams Realty

  (844) 708-4282

  

  27 Lake Ave, Windham, ME 04062
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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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  /47

  $729,000

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  3 Hayfield Ln, Windham, ME 04062

  Welcome to 3 Hayfield Lane, a beautifully maintained 4 bedroom, 2.5 bathroom home offering the perfect blend of style, comfort, and functionality in one of Windham's most desirable neighborhoods. Set on nearly half an acre, this 2,400 sq ft property checks every box for modern living.The first floor welcomes you with a charming farmer's porch, a spacious two-bay attached garage equipped with a

  Bailey Pate Maine Real Estate Co

  

  3 Hayfield Ln, Windham, ME 04062
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  /57

  $695,000

  • 3 Beds
  • 2.5 Baths
  • 2,628 Sq Ft

  40 Sabatus Ln, Windham, ME 04062

  Introducing 40 Sabatus Lane in Windham—a beautifully built colonial that blends timeless design with modern comfort, set on a private lot just minutes from Sebago Lake. Constructed only four years ago, this move-in-ready home has been thoughtfully upgraded inside and out to elevate everyday living.Inside, a welcoming entryway with built-in coat hooks and shelving sets the tone for a home crafted

  John Hayes Keller Williams Realty

  

  40 Sabatus Ln, Windham, ME 04062
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  /56

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 2,692 Sq Ft

  7 Revolution Dr, Windham, ME 04062

  Welcome to 7 Revolution Drive! A Turn-Key property nestled in the highly sought after and coveted Majestic Woods community. Step into this beautifully maintained Brush & Hammer home, offering 3 bedrooms, 2.5 baths, and over 2,500 square feet of thoughtfully designed living space. This 2020-built residence offers the rare combination of community charm with enhanced privacy - with only one direct

  Edith Fontai Maureen Zemrak Locations Real Estate Group LLC

  

  7 Revolution Dr, Windham, ME 04062
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  /44

  $689,000

  • 3 Beds
  • 2 Baths
  • 2,331 Sq Ft

  29 Montgomery Rd, Windham, ME 04062

  An actual ''House of Seven Gables'' is now for sale in Windham. This home shows very well and has 1,000 SF on the second floor of the garage that could be finished for an ADU or many other living spaces. The lot is mostly lawn and there is an above ground pool, a large deck and a pond down by the brook.

  Tom Noonan Allied Real Estate

  

  29 Montgomery Rd, Windham, ME 04062
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  /65

  $879,000

  • 2 Beds
  • 2.5 Baths
  • 1,903 Sq Ft

  44 Brentwood Rd, Windham, ME 04062

  Charming Lakefront Living at 44 Brentwood Road, Windham, MEDiscover the perfect blend of comfort, style, and convenience in this beautifully maintained and newly renovated single-family home nestled on the serene shores of Highland Lake. Built in 2006, 44 Brentwood Road offers 1,903 square feet of thoughtfully designed living space, featuring 2-3 spacious bedrooms and 2.5 bathrooms. There is one

  David Jones F.O. Bailey Real Estate

  

  44 Brentwood Rd, Windham, ME 04062
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  /36

  $699,000

  • 5 Beds
  • 2.5 Baths
  • 3,056 Sq Ft

  2 Flynn Rd, Raymond, ME 04071

  Welcome to this extraordinary custom-built California Redwood contemporary style home nestled in the heart of the scenic Lakes Region. This unique property features a spacious 5-bedroom, 2-bath main residence spread over three thoughtfully designed levels. The main home offers cathedral ceilings, hardwood floors, two kitchens, and abundant natural light throughout.Perfect for multi-generational

  Joe Flynn The Atlantic Real Estate Network

  

  2 Flynn Rd, Raymond, ME 04071
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  /73

  $1,095,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 4,520 Sq Ft

  11 Oxford Rd, Windham, ME 04062

  Enjoy shared access to one of Maine's most sought-after lakes. This stunning property includes access to Sebago Lake with three sections of private beaches exclusively for residents. You can moor your boat or join the waitlist for a dock space.Tucked away on 4.93 acres in a quiet, desirable neighborhood, this renovated home offers over 4,100 square feet above ground plus 400 square feet of

  Bailey Pate Maine Real Estate Co

  

  11 Oxford Rd, Windham, ME 04062
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  /74

  $1,099,000

  • 3 Beds
  • 3.5 Baths
  • 4,568 Sq Ft

  16 Gin Mill Ln, Windham, ME 04062

  Endless possibilities to tailor the layout to your needs! The seller is offering a custom home package through their company, White Dog Building, to help bring your vision to life at this serene and beautiful Mill Pond setting! Enjoy year-round stillness and tranquility on 2.5 acres with 285ft of owned water frontage, ideal for a dock and swimming, with additional access to an association beach

  Stacy Salvo Portside Real Estate Group

  

  16 Gin Mill Ln, Windham, ME 04062
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  /68

  $1,060,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  594 River Rd, Windham, ME 04062

  Dont miss this rare large waterfront property set aside the Presumpscot River as it flows from Big Sebago to the Sea. This large property offers +-844 feet of roadfront and +-742 feet of river frontage (per town) plus an Island! What a great place to send the kids as the girl scouts used to do when they used the property years ago. A two bedroom cottage with well and septic, a couple storage

  stephen welsh Maine Real Estate Experts

  

  594 River Rd, Windham, ME 04062
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  /51

  $1,139,000

  • 4 Beds
  • 2.5 Baths
  • 3,299 Sq Ft

  65 Sky Dr, Windham, ME 04062

  A like-new custom home, meticulously designed, that makes an unforgettable statement in one of the most sought-after Lakes Region neighborhoods. Located just minutes from the charm of downtown Windham, this stunning property is ideally positioned just a mile away from all the conveniences of the town center, and offers the best of both worlds—seclusion and accessibility. You'll enjoy the peaceful

  Bruce Davis Engel & Volkers Casco Bay

  

  65 Sky Dr, Windham, ME 04062
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  /90

  $689,900

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  136 Mineral Spring Rd, Windham, ME 04062

  Have you been patiently waiting for a home in Sebago's Mineral Spring Neighborhood to come on the market? The home at 136 Mineral Spring has been in the same family for 25 Years & is ready for a new owner to enjoy! This 3 bedroom,1 1/2 bath home sits on an elevated lot w/breathtaking Westerly views of Sebago lake & Mount Washington in the distance.The property comes w/2 deeded accesses to the

  Pamela Maxon Moody Maxon Real Estate

  

  136 Mineral Spring Rd, Windham, ME 04062
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  /46

  $739,900

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  22 Jewett Rd, Raymond, ME 04071

  Drive your boat, jetski, kayak or canoe right into Jordan Bay / Big Sebago from your private dock. Approximately 250' of waterfront located towards the end of Turtle Cove, where the cove offers a calm, wave-protected environment for relaxing days on the water. This charming and well-maintained 3-bedroom, 2-bath home is situated on 1.5 acres on a private dead-end road, and has its own paved

  Jodi Chute Pine Tree Realty of Maine

  

  22 Jewett Rd, Raymond, ME 04071
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  /22

  $599,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,281 Sq Ft

  25 Driftwood Ln Unit 25, Windham, ME 04062

  Still a limited time to pick your finishes in this luxury new construction condo! Welcome to The Cove at Highland Lake! A first of its kind 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Rough mechanicals and drywall are now complete at 25 Driftwood (Unit 20 on Site Map) making this unit perfect for Quick Spring Delivery! The YORK offers true one level, low barrier

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  25 Driftwood Ln Unit 25, Windham, ME 04062
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  /14

  $599,000 New Construction

  • 1 Bed
  • 1.5 Baths
  • 1,058 Sq Ft

  7 Daybreak Ln Unit 7, Windham, ME 04062

  Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Site work has officially begun with the first homes being delivered as early as late fall 2024! The PORTLAND is economically sized, but maximal in function! At 1058 SF +/-, this 1 Bedroom 1.5 Bathroom single level attached condo is an excellent option for

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  7 Daybreak Ln Unit 7, Windham, ME 04062
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  /70

  $635,000

  • 4 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  33 Webb Rd, Windham, ME 04062

  Beautifully maintained Colonial on a spacious and private lot offers the perfect blend of comfort, style, and convenience. Inviting open-concept layout filled with natural light. First-floor primary bedroom features a full en-suite bath, offering convenience and privacy, while the second-floor laundry adds everyday practicality. Enjoy outdoor living at its finest with a spacious backyard complete

  Matthew DiBiase Landing Real Estate

  

  33 Webb Rd, Windham, ME 04062
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  /46

  $975,000

  • 3 Beds
  • 2.5 Baths
  • 2,287 Sq Ft

  132 Mineral Spring Rd Unit 1, Windham, ME 04062

  This newly built Sebago Lake property is set in a one of the area's most sought-after neighborhoods. Ideally situated, it provides easy access to shopping, restaurants, skiing, and a wide range of water sports and outdoor recreation. The main floor features high ceilings, expansive windows and white oak hardwood flooring throughout. A spacious living room with a gas fireplace offers partial

  David Costello Keller Williams Realty

  

  132 Mineral Spring Rd Unit 1, Windham, ME 04062
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  /88

  $1,495,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 4,463 Sq Ft

  18 Woldbrook Dr, Windham, ME 04062

  Lakeside luxury meets everyday comfort in this custom-built home designed for living, relaxing, and entertaining—all just a stone's throw (or golf cart ride) from Sebago Lake.Set in one of the area's premier communities, this spacious 5-bedroom, 4.5-bath home offers a perfect blend of elegance and practicality, with a layout that flows beautifully from one inviting space to the next.The grand

  Callan Cassidy Waypoint Brokers Collective

  

  18 Woldbrook Dr, Windham, ME 04062
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  /75

  $2,950,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,250 Sq Ft

  59 Wild Acres Rd, Raymond, ME 04071

  SEBAGO LAKE LEGACY LAKE HOME, PRISTINE, CASUAL, QUALITY CRAFTMANSHIP, TREMENDOUS VIEWS, HUGE EXTENDED OUTDOOR LIVING AT WATERS EDGE, 2 CAR GARAGE WITH FUN BUNKHOUSE SPACE ABOVE, BEAUTIFULLY LANDSCAPED, NESTLED IN FOR PRICELESS PRIVACY, VERY SPECIAL PROPERTY WITH A SANCTUARY FEEL, ALL IN A RETREAT LIKE MAGICAL MAINE SETTING, SHE'S A NATURAL BEAUTY! OPEN HOUSE SUNDAY 6/22 1:00 TO 3:00

  Barbara Lewis Century 21 North East

  

  59 Wild Acres Rd, Raymond, ME 04071
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  /42

  $525,000

  • 2 Baths
  • 1,960 Sq Ft

  290 Gray Rd, Windham, ME 04062

  Two mirror image 3 bedroom units, just renovated, with separate entrances, this one could be the one for you. Rent both units, or live in one and offset your mortgage with rent from the other! Close to everything, this is a phenomenal opportunity. Schedule your showing today! Both units are vacant, so showings are easy to schedule!

  Malachi Winslow Keller Williams Realty

  

  290 Gray Rd, Windham, ME 04062
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  /49

  $639,900

  • 2 Beds
  • 2 Baths
  • 1,528 Sq Ft

  40 Claman Dr, Windham, ME 04062

  Welcome to 40 Claman Drive, a charming and well-maintained 2-bedroom, 2-bathroom home nestled just one street away from the crystal-clear waters of Sebago Lake. This inviting property offers deeded dock and lake access, making it a dream for boating, swimming, and year-round recreation. Set on a spacious lot, this home provides plenty of room to relax, entertain, or enjoy outdoor activities. Step

  Collin Francoeur EXP Realty

  

  40 Claman Dr, Windham, ME 04062
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  /30

  $195,000

  • Land
  • 20 Acres
  • $9,814 per Acre

  M18 L11 Tenny Hill Rd, Raymond, ME 04071

  Opportunity awaits on this nearly 20-acre parcel located on a quiet dead-end road. With over 500 feet of road frontage and no association restrictions, the land offers both privacy and flexibility. While mobile homes are not allowed, manufactured homes are permitted, and the town's zoning allows for potential subdivision—requiring just 3 acres and 225 feet of frontage per lot. The property is

  Alexander Munsell Real Broker

  

  M18 L11 Tenny Hill Rd, Raymond, ME 04071
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  /40

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  12 Azalea Ln Unit 12, Windham, ME 04062

  Welcome to this spacious 3-bedroom, 2-bath condo nestled in a desirable Windham neighborhood. As a corner unit, it offers added privacy and a unique layout featuring a front-to-back living room and a separate dining room. Inside, you'll find hardwood floors, a cozy wood-burning fireplace in the living room, and a warm, inviting flow that makes the space feel like home. Enjoy outdoor living with a

  April Cohen Duston Leddy Real Estate

  

  12 Azalea Ln Unit 12, Windham, ME 04062
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  /59

  $629,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  5 Willard Way, Raymond, ME 04071

  Contemporary Executive Ranch with many extras!Located in Raymond ME Minutes to Sebago Lake! Why wait for new construction when you can move right into this beautiful home built in 2018. I swear Martha Stewart lives here, and it is magazine picture perfect. Large Private lot 2.61 acres. Everything looks brand new with also an inground pool for sunbathing or entertaining! Heat pumps throughout also

  Steve Levine American Real Estate

  

  5 Willard Way, Raymond, ME 04071
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  /9

  $140,400

  • Land
  • 1.43 Acres
  • $98,182 per Acre

  14 Vista Dr, Windham, ME 04062

  1.4 acres with 1152 Sf shop/barn/garage waiting for your development ideas Near Highland Lake, 15 minutes from Portland, come see it today!

  Bryce Hamilton Coldwell Banker Realty

  

  14 Vista Dr, Windham, ME 04062
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  /68

  $559,500

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  66 Myron Hall Rd, Raymond, ME 04071

  Two classic Maine lakeside cottages on pristine Crescent Lake! Escape to the tranquility of lakefront living on this idyllic 1.48 -acre lakefront property. Tucked into a peaceful, wooded setting, this property features 366' of private water frontage and wooded surroundings. Just imagine -not just one, but two rustic cottages, perfect for multi-generational living, guests, or potential rental

  Jane Smith Coldwell Banker Realty

  

  66 Myron Hall Rd, Raymond, ME 04071
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  /64

  $396,000

  • 3 Beds
  • 1.5 Baths
  • 2,240 Sq Ft

  514 Gray Rd, Windham, ME 04062

  3 bedroom ranch with 2 car garage and two storage sheds. Partially finished full walkout basement. Great location close to schools, shopping and Portland.

  Peter Forbes Pine Tree Realty of Maine

  

  514 Gray Rd, Windham, ME 04062
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  /32

  $450,000

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  11 Loon Ln, Windham, ME 04062

  Discover the perfect blend of comfort, convenience, and carefree living in this stunning 2-bedroom, 2-bath condo, ideally situated in Windham's premier 55+ association. Skip the hassles of new construction—this beautifully maintained, like-new unit offers an efficient open floor plan designed for easy, maintenance-free living. Step inside to find a bright and sunny kitchen featuring a spacious

  Alicia Frech Ramsey Pulkkinen A Team Realty

  

  11 Loon Ln, Windham, ME 04062
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  /5

  $125,000

  • Land
  • 0.64 Acre
  • $195,312 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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  /118

  $2,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,556 Sq Ft

  233 Smith Rd, Windham, ME 04062

  Timeless elegance meets contemporary luxury in this exceptional mid-century modern lakeside retreat, meticulously expanded and renovated in 2023.3 separate parcels were thoughtfully merged to create this extraordinary .56-acre estate. Mature privacy trees envelop the property and a protected 9-acre conservation parcel across the road ensures long term tranquility.Ideally positioned at the

  Judy George Judy George Realty

  

  233 Smith Rd, Windham, ME 04062
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  /9

  $179,000

  • Land
  • 1.14 Acres
  • $157,018 per Acre

  18 Pine Dr, Windham, ME 04062

  Buildable Lot with Lake Access Just 15 Minutes from PortlandLooking for lake access without the long drive? This is it. Located just over the Falmouth line and minutes from Portland, this wooded and level lot offers immediate access to Highland Lake and is ready for your dream home—or home with ADU. According to the Town of Windham, the lot is grandfathered and buildable, making this a rare

  Tom Landry Benchmark Real Estate

  

  18 Pine Dr, Windham, ME 04062
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  /41

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  67 Overlook Rd, Windham, ME 04062

  Looking for a lake house? Look no further! Welcome to your dream retreat just steps from the shimmering shores of Highland Lake. This stunning 6-year-young custom home offers more than just a place to live—it's a place to thrive. Thoughtfully designed with flexibility in mind, the layout currently functions as a 3-bedroom, 2- full bathrooms and a flowing, open-concept design. This home blends

  Daphne Cerino Elevate Maine Realty

  

  67 Overlook Rd, Windham, ME 04062
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  /10

  $199,000

  • Land
  • 2.58 Acres
  • $77,132 per Acre

  00 Westview Dr, Raymond, ME 04071

  Gorgeous 2.58-acre lot located off the end of desirable Westview Drive. The rolling landscape, mature forest and babbling brook have the makings for a picturesque private setting. The survey, soils tests, wetland mapping, conceptual dwelling locations, underground utility conduits and gravel driveway is roughed in for you. The Village Residential Zone allows for multiple options, build your

  Peter Mason PO-GO REALTY

  

  00 Westview Dr, Raymond, ME 04071
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  /31

  $95,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  6 Arlene Ln, Windham, ME 04062

  Beautiful 2 BR, 2 BA 1986 mobile home. With Large deck and lots of paved parking. Great location with easy access to shops. walking closet. Metal roof covered side porch And Central Air. Nice landscaping, Affordable single level living. 55 and older community This is a must see

  James Andrews Coldwell Banker Team Real Estate

  

  6 Arlene Ln, Windham, ME 04062
• 

  

  /20

  $75,999

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  32 Robin Ln, Windham, ME 04062

  Beautifully maintained mobile home in a 55 and older community! The spacious primary suite has open floor plan with the kitchen and dining room, laundry, landscaped yard and shed for additional storage. Close to Windham amenities.

  Jason Saphire www.HomeZu.com

  

  32 Robin Ln, Windham, ME 04062
• 

  

  /8

  $200,000

  • Land
  • 1.60 Acres
  • $125,000 per Acre

  68 Sky Dr, Windham, ME 04062

  Discover the perfect blend of privacy and convenience with this 1.6-acre parcel of land. This lot offers the tranquility of nature while being just minutes away from local amenities. Boundaries defined with visible pins. Minutes from North Windham for shopping, dining and entertainment. Close to nearby lakes for boating, fishing and swimming. Under 10 minutes to I-95.*Town has not officially

  Hannah Richard Locations Real Estate Group LLC

  

  68 Sky Dr, Windham, ME 04062
• 

  

  /50

  $5,200,000

  • 5 Beds
  • 5 Baths
  • 4,969 Sq Ft

  361 Cape Rd, Raymond, ME 04071

  Sited on the pristine waters of Sebago Lake, this private waterfront estate provides vast and elevated westerly views over one of New England's largest lakes to the White Mountains of New Hampshire. This region is well known for its recreational activities that include outstanding boating, swimming, fishing, golfing and winter downhill skiing all within 25± miles of the property. Encompassed

  John Saint-Amour LandVest, Inc.

  

  361 Cape Rd, Raymond, ME 04071

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