Homes for Sale near Windham High School

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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
• 

  Explore Windham High School

• 

  

  

  /18

  $122,500

  • Land
  • 3 Acres
  • $40,833 per Acre

  192 Mountain Rd, Raymond, ME 04071

  Embrace the beauty of Maine's four seasons on this wooded parcel in Raymond. Surrounded by mature trees that burst into brilliant color each autumn, this property offers a peaceful setting for your future home or getaway retreat. The land provides privacy with gently rolling terrain, stone walls, and natural character—ideal for creating trails, gardens, or simply enjoying nature at your doorstep.

  

  Kristen Roy

  Elevate Maine Realty

  (207) 709-0321

  

  192 Mountain Rd, Raymond, ME 04071
• 

  

  

  /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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  /21

  $620,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,582 Sq Ft

  30 Motorcycle Dr, Windham, ME 04062

  Welcome to this thoughtfully designed new construction home set on a private 3.89-acre wooded lot, offering the perfect balance of peaceful surroundings and close proximity to town. With 1,582 square feet of living space, this 3-bedroom, 2.5-bath home features a bright, open, and sunny layout ideal for modern living. The main level offers an open-concept living area, a well-appointed kitchen, and

  

  Nicholas Dambrie

  Keller Williams Realty

  (207) 218-0410

  

  30 Motorcycle Dr, Windham, ME 04062
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  /32

  $539,000

  • 3 Beds
  • 2 Baths
  • 2,372 Sq Ft

  1525 Roosevelt Trail, Raymond, ME 04071

  Impeccably maintained 3-bedroom, 2-bath ranch with a finished walkout basement, ideally located on Route 302 in Raymond, just one mile from Raymond Town Beach and the public boat launch on Sebago Lake. Built in 2019, this home offers easy one-level living with added flexibility in the lower level for a family room, home office, or guest space. The main level features a bright, open-concept living

  Katherine Az Ashley Lutkoff Signature Homes Real Estate Group, LLC

  

  1525 Roosevelt Trail, Raymond, ME 04071
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  /52

  $950,000

  • 5 Beds
  • 2.5 Baths
  • 3,680 Sq Ft

  93 River Rd, Windham, ME 04062

  Welcome to the Parson Smith Homestead, a historically preserved 1764 home located on 124 acres of hayfields, forest, and river frontage. Formerly a house museum, it is a textbook example of colonial architecture. Featuring an interior finished in stages that depicts 4 distinct architectural periods; Georgian, Federal, Greek Revival, and Victorian. The grand staircase is flanked by formal parlors

  Frank Hennings Coldwell Banker Realty

  

  93 River Rd, Windham, ME 04062
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  /66

  $762,000

  • 3 Beds
  • 2.5 Baths
  • 2,831 Sq Ft

  99 Land of Nod Rd, Windham, ME 04062

  Move in ready & neat as a pin! A 'must see' on the list!...This 2003, custom built, well maintained, colonial home has been enjoyed by the same couple since it was built! Located in a pastoral, residential neighborhood setting yet close to shopping & services, in Windham & greater Portland. 20mins to turnpike access or hop onto nearby USrt302 to head to points west! The home offers 3 bedrooms,

  Mark Moody Better Homes & Gardens Real Estate/The Masiello Group

  

  99 Land of Nod Rd, Windham, ME 04062
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  /61

  $550,000

  • 4 Beds
  • 2 Baths
  • 3,384 Sq Ft

  80 Spiller Hill Rd, Raymond, ME 04071

  Charming Raymond Retreat Across from Raymond Pond This well‑cared‑for 4+ bedroom home blends comfort, charm, and nature in one perfect package. Hardwood floors flow throughout the inviting spaces, while a sun‑filled sunroom offers the perfect spot to sip your morning coffee and enjoy the serene views. The thoughtfully designed kitchen and dining area include a custom

  Janice Pompe John Lesser The Maine Real Estate Group

  

  80 Spiller Hill Rd, Raymond, ME 04071
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  /9

  $180,000

  • Land
  • 2 Acres
  • $90,000 per Acre

  000 Falmouth Rd, Windham, ME 04062

  Are you ready to build your dream home in Windham? This is the place for you! Abutting two other large wooded parcels, this two acre property has been soil and wetland tested and has a well identified build site. Buy soon so that you'll be ready to break ground when the snow melts

  Bennett Wade Keller Williams Realty

  

  000 Falmouth Rd, 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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  /82

  $875,000

  • 4 Beds
  • 2.5 Baths
  • 2,832 Sq Ft

  17 Inland Farm Rd, Windham, ME 04062

  Welcome to this recently updated 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, SEBAGO LAKE & RICHARDSONS MARINA, close to town shopping & entertainment, Lakes Region amenities, & easy commuting to Greater Portland & the Jetport. You

  Daniel McLellan Plowman Realty Group

  

  17 Inland Farm Rd, Windham, ME 04062
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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
• 

  

  /23

  $599,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  25 Driftwood Ln Unit 20, 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 20, Windham, ME 04062
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  /7

  $115,000

  • Land
  • 1.26 Acres
  • $91,270 per Acre

  2 Candlewyck Rd, Windham, ME 04062

  Beautiful land in the same family for multiple generations! A genuine slice of pure Maine to build your dreams upon, yet only 25 minutes to Portland. Ideal location to lakes, mountains, bars and eateries and entertainment! If you've been having a challenge finding a genuine buildable lot - without wetland or complications - then look no further. Located in a popular neighborhood. Gentle treed

  Deborah Meek Keller Williams Realty

  

  2 Candlewyck Rd, Windham, ME 04062
• 

  

  /22

  $469,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  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 Harvest 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

  Marie Flaherty The Flaherty Group

  

  Windham, ME 04062
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  /5

  $210,000

  • Land
  • 5.1 Acres
  • $41,176 per Acre

  0 Mountain Rd, Raymond, ME 04071

  Come build your dream home on this beautiful wooded parcel in Raymond Maine! The 5.1 acres will provide privacy with gently rolling terrain and stone walls, ideal for creating gardens or simply enjoying nature at your doorstep. During Autumn, the trees transform into a stunning palette of colors, creating a breathtaking spectacle. Conveniently located near Sebago Lake, Crescent Lake, and Raymond

  Tina White Plowman Realty Group

  

  0 Mountain Rd, Raymond, ME 04071
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  /3

  $429,000

  • Land
  • 3.7 Acres
  • $115,946 per Acre

  99 Enterprise Dr, Windham, ME 04062

  The parcel has water stubbed at the road and a gravel curb cut already installed. Ideal location for manufacturing, private warehousing and high bay boat storage.

  Larry Eliason Butts Commercial Brokers

  

  99 Enterprise Dr, Windham, ME 04062
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  /25

  $879,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,314 Sq Ft

  22 Daybreak Ln Unit 11, Windham, ME 04062

  NEW CONSTRUCTION CONDO NOW AVAILABLE FOR SUMMER OCCUPANCY - MUST SEE ONE OF A KIND DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport floorplan, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  22 Daybreak Ln Unit 11, Windham, ME 04062
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  /31

  $273,000

  • 2 Beds
  • 1.5 Baths
  • 910 Sq Ft

  7 Baxter Woods Trail, Windham, ME 04062

  Steven Brackett EXP Realty

  

  7 Baxter Woods Trail, Windham, ME 04062
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  /7

  $90,000

  • Land
  • 1.97 Acres
  • $45,685 per Acre

  8 Beaulieu Dr, Windham, ME 04062

  Buildable lot in great location-- surveyed and town approved. Great location that is close to everything. Beaulieu Drive must be improved to build upon this lot. Road plans and an estimate are in the disclosures.

  Dustin Bulley NextHome NorthEast Realty

  

  8 Beaulieu Dr, Windham, ME 04062
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  /27

  $600,000

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft

  4 Patriot Dr, Windham, ME 04062

  4 Patriot Drive is more than just a renovation; it's a place to call home! This 3-bedroom, 2.5-bathroom haven has been thoughtfully updated from top to bottom, featuring a gorgeous updated kitchen and pristine finishes that allow you to move in and relax immediately. Set on nearly two acres at the end of a peaceful cul-de-sac, the property offers endless room for gardening, play, or simply

  Rick Dow Keller Williams Realty

  

  4 Patriot Dr, Windham, ME 04062
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  /15

  $550,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  30 Marshall Valley Rd, Windham, ME 04062

  Build Your Dream Home With One Of Maines's Premier Builders!! Welcome To 30 Marshall Valley Road. This ''Similar To Be Built'' 1620 sqft.+/-, 3 bedroom,1.5 bath ranch with oversized 30'x24' 2 car garage is perfectly set on a private 2.11 acre+/- lot. Enjoy all of the luxury of a new build by being able to choose your own colors and amenities, flooring, countertops and kitchen design!! (See

  William Noone Getty Real Estate Services, LLC

  

  30 Marshall Valley Rd, Windham, ME 04062
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  /3

  $695,000

  • Land
  • 3.82 Acres
  • $181,937 per Acre

  55 Page Rd, Windham, ME 04062

  Commercial Zone 1 acreage with a Ranch style building with two garages and a shed.

  Tom Noonan Allied Real Estate

  

  55 Page Rd, Windham, ME 04062
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  /2

  $525,000

  • Land
  • 49.7 Acres
  • $10,563 per Acre

  Lot 4 Highland Cliff Rd, Windham, ME 04062

  Welcome To Lot 4 Highland Cliff Road. This Beautiful 49.7 +/- Acre Parcel Has A Lot Of Options. Located in Windham off of the very popular Highland Cliff Road, Property is partially through the subdivision process as Phase 2 of the Canada Hill Subdivision, but very developable as a new subdivision (Talk to the planning board), or even just a very private spacious single lot. There is also an

  William Noone Getty Real Estate Services, LLC

  

  Lot 4 Highland Cliff Rd, Windham, ME 04062
• 

  

  /22

  $545,000

  • 2 Baths
  • 1,408 Sq Ft

  324 Roosevelt Trail, Windham, ME 04062

  Great opportunity for contractor, Landscaper or investor. One could also live in one unit or rent both for income and create other opportunities with acreage and location. Currently 2 one bedroom apartments and an oversized garage. Lots of land for storage or expansion. Property is located in Farm Zone

  Michael Jacobson Kre Brokerage Group

  

  324 Roosevelt Trail, Windham, ME 04062
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  /42

  $1,060,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  594 River Rd, Windham, ME 04062

  This large treasured property has set preserved by a loving family for decades since the girl scouts used it for camping and swimming. This expansive property is just over 28 acres and offers an island out there in the river the kids used to camp on. One special feature of the property is that the river running down from Sebago Lake is sandy gravel and wonderful to wade, swim, boat and more,

  Stephen Welsh Plowman Realty Group

  

  594 River Rd, Windham, ME 04062
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  /43

  $375,000

  • 2 Beds
  • 1.5 Baths
  • 767 Sq Ft

  1 Matinicus Way Unit 1, Windham, ME 04062

  Price improvement! Welcome to 1 Matinicus Way — a charming, low-maintenance single level condo offering comfort, and convenience. This 2-bedroom, 1.5-bath unit features 767 square feet of thoughtfully designed living space, an attached one-car garage, and a bonus enclosed 3-season sunroom perfect for enjoying your morning coffee or unwinding in the evening. The open-concept layout connects the

  Helen La Count Keller Williams Realty

  

  1 Matinicus Way Unit 1, Windham, ME 04062
• 

  

  /29

  $499,000

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft

  18 Cook Rd, Windham, ME 04062

  Move in ready at its finest! Set on a private lot, in a great location, this home is ready for new owners. With an efficient layout, this home will be low maintenance for years to come. Schedule your showing today!

  Malachi Winslow Keller Williams Realty

  

  18 Cook Rd, Windham, ME 04062
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  /57

  $485,000

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

  Brittney Barr Landing Real Estate

  

  8 Emerson Dr, Windham, ME 04062
• 

  

  /43

  $549,900

  • 2 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  1112 Roosevelt Trail Unit 8, Windham, ME 04062

  Rare Sebago Lakefront Property! Don't miss this rare opportunity to own a beachfront home on the shores of stunning Sebago Lake with approximately 300 feet of private, sandy shoreline. This exceptional property offers breathtaking sunsets and panoramic views of Sebago Lake and Mount Washington. The home offers an updated kitchen with brand-new stainless steel appliances, modern cabinets and solid

  Brian DuBois Keller Williams Realty

  

  1112 Roosevelt Trail Unit 8, Windham, ME 04062
• 

  

  /23

  $525,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  17 Murray Dr, Raymond, ME 04071

  Completed New Construction move in ready Ranch, 1328 square foot features a welcoming floor plan perfect for entertaining. Luxury vinyl plank floors, quartz countertops, 3 bedrooms, a full unfinished basement offering room to expand, 2 car attached garage and master bedroom, with ensuite and walk-in closet. Enjoy entertaining or relaxing on the large back deck. Located just a couple miles outside

  Amy Lavoie Landing Real Estate

  

  17 Murray Dr, Raymond, ME 04071
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  /21

  $1,200,000

  • 2 Beds
  • 1 Bath
  • 1,158 Sq Ft

  34 Many Oaks Ln, Windham, ME 04062

  Charming year-round waterfront cottage bungalow on Little Sebago Lake available for the first time in over twenty years. Enjoy classic Maine lakeside living in this inviting 2 bedroom cottage bungalow offering 1,158 square feet of comfortable space in a truly special setting. Situated on a generous .88-acre lot with 100 feet of frontage on Little Sebago Lake, this property delivers the perfect

  Laura Farr Legacy Properties Sotheby's International Realty

  

  34 Many Oaks Ln, Windham, ME 04062
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  /28

  $289,900

  • 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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  /37

  $679,000

  • 4 Beds
  • 2 Baths
  • 2,218 Sq Ft

  2 Aerie Dr, Windham, ME 04062

  Welcome to Aerie Estates, Grays premier new subdivision featuring a modern ranch situated on a large private lot. Home features a great open concept layout with custom/elevated features throughout. First floor features a custom kitchen with quartz countertops and white oak engineered hardwood floors throughout. Property features mini splits for convenient and efficient heating and cooling. (Newly

  Sydney Harrison Town & Shore Real Estate

  

  2 Aerie Dr, Windham, ME 04062
• 

  

  /51

  $765,000 New Construction

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

  1 Friendly Way (On Land of Nod ), Windham, ME 04062

  Welcome to 1 Friendly Way — South Windham's newly built, luxury modern-style bungalow located on Land of Nod Road, a quiet street just five minutes from Highland Lake and approximately two miles from the public boat launch on the Falmouth side. This 2,016 sq. ft. floor plan offers a first-floor open concept layout with a gas fireplace and real oak hardwood flooring, along with a beautiful

  Sandra Reid Coldwell Banker Realty

  

  1 Friendly Way (On Land of Nod ), Windham, ME 04062
• 

  

  /13

  $665,000

  • 4 Beds
  • 2 Baths
  • 3,444 Sq Ft

  14 Emerson Dr, Windham, ME 04062

  Unique opportunity to own this 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage.Boasting a Single Family home with attached apartment and over 3,000 square feet of finished space the possibilities are endless. Property is currently occupied and being sold at auction site with no access. No Trespassing, do not disturb the occupants.

  Justin Robbins Excellence Realty

  

  14 Emerson Dr, Windham, ME 04062
• 

  

  /22

  $469,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  6 Dolley Farm Rd Unit 6, 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 Harvest 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

  

  6 Dolley Farm Rd Unit 6, Windham, ME 04062
• 

  

  /14

  $699,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1 Daybreak Ln Unit 1, Windham, ME 04062

  Quick Delivery Available for late fall 2025! New Construction Lakefront Condo Community underway NOW! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport model, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft of living area, a large open concept living area with a spacious kitchen, soft-close

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  1 Daybreak Ln Unit 1, Windham, ME 04062
• 

  

  /5

  $120,000

  • Land
  • 1.16 Acres
  • $103,448 per Acre

  1 Candlewyck Rd, Windham, ME 04062

  A genuine slice of pure Maine to build your dreams upon! Having difficulty finding a genuine buildable lot - without wetland or complications - then look no further. One of two lots for sale in a popular Highland Lake Community. Gentle treed slope providing natural privacy would suit a walk-out basement - quiet and picturesque ideal for nature lovers and dog lovers. Walk miles on the lake roads

  Deborah Meek Keller Williams Realty

  

  1 Candlewyck Rd, Windham, ME 04062
• 

  

  /37

  $599,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  10 Evelyn's Way, Hollis, ME 04042

  This home is complete and move-in ready. Water test and radon air test have both been completed—schedule your showing today. Set at the end of a quiet cul-de-sac, this brand-new 3-bedroom, 2-bath ranch offers 1,462 square feet of well-designed, single-level living with privacy that's hard to find. Surrounded by nature, the property provides a peaceful setting with regular wildlife sightings and

  Josh Plowman Plowman Realty Group

  

  10 Evelyn's Way, Hollis, ME 04042

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