Homes for Sale near Windham High School

• 

  

  

  /45

  $360,000

  • 2 Beds
  • 1 Bath
  • 540 Sq Ft

  107 Haskell Ave, Raymond, ME 04071

  Charming 2-Bedroom Lakefront Cottage on Crescent LakeRaymond, Maine Don't miss this opportunity to own a classic lakefront getaway on beautiful Crescent Lake! This well-maintained 2-bedroom cottage (24' x 28') features a screened-in back deck with stunning lake views — perfect for relaxing or entertaining. The interior offers a cozy living room with a Heatilator pellet stove insert in the

  

  John Edmiston

  LAER

  (207) 223-7259

  

  107 Haskell Ave, Raymond, ME 04071
• 

  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) 383-3164

  

  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
• 

  

  

  /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
• 

  

  

  /40

  $550,000

  • 4 Beds
  • 4 Baths
  • 3,534 Sq Ft

  1569 Roosevelt Trail, Raymond, ME 04071

  Welcome to a versatile property in the heart of Raymond's beautiful Lakes Region. This home offers 3 bedrooms and 2 bathrooms plus laundry on the main level, and a flexible lower-level in-law space - ideal for hosting guests.Enjoy the outdoors from the recently built composite deck, perfect for morning coffee or evening gatherings. The fenced-in front yard provides a safe and welcoming space

  

  Yulia Glasgow

  Maine Real Estate Co

  (207) 560-8652

  

  1569 Roosevelt Trail, Raymond, ME 04071
• 

  

  /94

  $1,789,000

  • 4 Beds
  • 3.5 Baths
  • 2,806 Sq Ft

  7 Papoose Island Rd, Raymond, ME 04071

  Private Lakefront Retreat on Sebago Lake -. Discover the perfect blend of natural beauty and modern comfort at this rare Sebago Lake gem. Tucked away at the end of the highly sought-after Raymond Cape Road, this private waterfront property offers everything you've been looking for: a flat lot, sandy beach with easy lake access, grass lawn, a partial permanent dock, and a charming lakeside shed to

  

  Lois O'Connor

  Sunset Lakes Real Estate

  (207) 386-9617

  

  7 Papoose Island Rd, Raymond, ME 04071
• 

  

  /28

  $375,000

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  763 River Rd, Windham, ME 04062

  Move right into this beautifully updated 2-bedroom, 1-bath home, perfectly blending comfort, style, and efficiency. With many recent upgrades — including a new kitchen, bathroom, flooring, fresh paint, exterior door, back steps, foundation floor, and roof shingles — this home is ready for you to enjoy.Stay cozy year-round with efficient heating, including a heat pump, and take advantage of

  Teri Allen Campbell Fontaine Family-The Real Estate Leader

  

  763 River Rd, Windham, ME 04062
• 

  

  /49

  $5,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,022 Sq Ft

  46 Windward Shore Rd, Raymond, ME 04071

  This exceptional 1.8-acre waterfront estate on Sebago Lake offers breathtaking westerly views, remarkable privacy, and stunning sunsets. Built by Corb Construction, this Shingle-style home showcases impeccable quality and attention to detail.Perfect for both comfortable living and entertaining, the open layout features five bedrooms, six full baths, and a powder room. The great room

  Sandra Wendland Legacy Properties Sotheby's International Realty

  

  46 Windward Shore Rd, Raymond, ME 04071
• 

  

  /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
• 

  

  /66

  $767,000

  • 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
• 

  

  /24

  $559,000

  • 2 Beds
  • 1 Bath
  • 1,368 Sq Ft

  43 Haskell Ave, Raymond, ME 04071

  Waterfront Dream ! Year round home on Crescent Lake. Newly updated kitchen with granite counters,stainless appliances and recessed lighting. Bathroomis also updated with granite, new radiant heating floor with heat lamp and nice designed storage. Washer and Dryer included Waterfront Masterbedroom overlooking lake. The walkout basement allows for storage galore along with finishable space

  Kathleen Scott Coldwell Banker Realty

  

  43 Haskell Ave, Raymond, ME 04071
• 

  

  /54

  $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
• 

  

  /56

  $675,000

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

  255 Raymond Hill Rd, Raymond, ME 04071

  Step into a piece of Maine history at Gladstone Manor, a captivating 1704 farmhouse set on 2 private acres in Raymond. This rare property offers the perfect blend of antique charm, modern updates, and a flexible layout suited for multi-generational living, rental potential (confirm requirements with the town), or creative use. The first floor features an updated eat-in kitchen with a soapstone

  Marie Flaherty The Flaherty Group

  

  255 Raymond Hill Rd, Raymond, ME 04071
• 

  

  /53

  $458,900

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  42 Bracken Woods Rd, Raymond, ME 04071

  Brand-new 3-bedroom, 2-bath ranch home perfectly situated at the end of a quiet cul-de-sac and surrounded by common land for added privacy. This thoughtfully designed home features beautiful plank flooring throughout and a modern kitchen with a center island and brand-new stainless steel appliances. Enjoy relaxing mornings on the front porch with composite decking or entertain on the back deck.

  Casey Gray RE/MAX Coastal

  

  42 Bracken Woods Rd, Raymond, ME 04071
• 

  

  /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
• 

  

  /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
• 

  

  /33

  $458,000

  • 4 Beds
  • 1 Bath
  • 1,429 Sq Ft

  81 Hall Rd, Windham, ME 04062

  Move-in ready and recently remodeled, this low-maintenance Windham split-entry sits on just under a half-acre and offers modern efficiency throughout—all just 25 minutes from Portland and less than an hour to the lakes, beaches, and recreation Southern Maine is known for. Major improvements completed within the last 12 months include new decking, new fencing, exterior doors, new gutters, new

  Harrison Wolfington Your Home Sold Guaranteed Realty

  

  81 Hall Rd, Windham, ME 04062
• 

  

  /21

  $355,000

  • 3 Beds
  • 1 Bath
  • 1,784 Sq Ft

  15 Read Rd, Windham, ME 04062

  1840's home with lots of charm. Level lot with lots of fruit trees. Detached shed/barn.Property taxes should be lower because the bill reflects the larger land parcel. This home is a diamond in the rough. investing your elbow grease here should pay dividends.

  Tom Noonan Allied Real Estate

  

  15 Read Rd, Windham, ME 04062
• 

  

  /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 19, 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 19, Windham, ME 04062
• 

  

  /7

  $130,000

  • Land
  • 1.26 Acres
  • $103,175 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /25

  $649,900

  • 2 Beds
  • 3.5 Baths
  • 1,958 Sq Ft

  11 Clover Ln, Windham, ME 04062

  Beautiful Big Sebago Lake Sunsets from the comfort of your end unit condo in the sought after Whites Bridge Association. Enjoy access to private sandy beaches, tennis courts, and a boat slip. The condo itself offers wonderful views of the basin. The condo has 2 bedrooms and 2 bathrooms on the second floor. The first floor offers a half bathroom, living room, dining room and kitchen. The daylight

  Sarah Swan Swan Real Estate

  

  11 Clover Ln, Windham, ME 04062
• 

  

  /39

  $275,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  /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
• 

  

  /42

  $390,000

  • 2 Beds
  • 1.5 Baths
  • 767 Sq Ft

  1 Matinicus Way Unit 1, Windham, ME 04062

  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 kitchen, dining, and

  Helen La Count Keller Williams Realty

  

  1 Matinicus Way Unit 1, Windham, ME 04062
• 

  

  /48

  $625,000

  • 3 Beds
  • 2 Baths
  • 2,952 Sq Ft

  12 Presidential View, Raymond, ME 04071

  Magnificent, beautifully kept home in this very desirable cul-du-sac. Lots of updated features including: Freshly painted rooms and gleaming hadwood flooring throughout.New marble vanity in both bathrooms.Large kitchen with Hard surface counters and center Island, perfect for the gourmet cook to make their favorite meals.Step into first floor reading room with french doors for

  Richard Vraux Pine Tree Realty of Maine

  

  12 Presidential View, Raymond, ME 04071
• 

  

  /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
• 

  

  /23

  $565,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,792 Sq Ft

  7 Haven Rd, Windham, ME 04062

  Newly completed Windham home is located only minutes to Portland in an established neighborhood with no fees!This beautifully crafted, turnkey Colonial-style home is ready for you to move in and make it your own! Step inside to discover an open and airy main level, featuring a bright, modern kitchen with brand-new stainless steel appliances, and gorgeous granite counters. Enjoy the warmth and

  Nicole Foster Locations Real Estate Group LLC

  

  7 Haven Rd, Windham, ME 04062
• 

  /2

  $160,000

  • Land
  • 1.03 Acres
  • $155,340 per Acre

  Lot 14 Highland Cliff Rd, Windham, ME 04062

  Welcome to Lot 14 Highland Cliff Road. A beautiful, private, buildable 1.03 +/- acre lot in the very popular Canada Hill Subdivision!! This Lot Is A Must See!!

  William Noone Getty Real Estate Services, LLC

  

  Lot 14 Highland Cliff Rd, Windham, ME 04062
• 

  

  /32

  $149,900

  • Land
  • 1.26 Acres
  • $118,968 per Acre

  53 Johnson Rd, Windham, ME 04062

  This fairly level well wooded 1.23ac lot is full of character and ready for you to call it home. Close to Portland, North Windham and Westbrook. Road end Highland Lake waterfrontage just a short distance. Boat rack down there seems to be community use.

  Stephen Welsh Maine Real Estate Experts

  

  53 Johnson Rd, Windham, ME 04062
• 

  

  /15

  $545,000 New Construction

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

  17 Murray Dr, Raymond, ME 04071

  New Construction 1328 square foot Ranch features a welcoming floor plan perfect for entertaining. Luxury vinyl plank floors, granite 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 the heart of Raymond

  Amy Lavoie Landing Real Estate

  

  17 Murray Dr, Raymond, ME 04071
• 

  

  /44

  $485,000

  • 4 Beds
  • 2 Baths
  • 1,992 Sq Ft

  7 Salmon Run, Raymond, ME 04071

  With a significant investment in systems upgrades complete, this charming home is back on the market even better than before, creating your golden opportunity. Nestled on a quiet cul-de-sac in Raymond's Panther Run Estates, the property includes a deeded ROW to Panther Run, the picturesque stream with historic salmon dam connecting Sebago Lake and Panther Pond. Launch your kayak or canoe and

  Kate Huntress U&R Real Estate

  

  7 Salmon Run, Raymond, ME 04071
• 

  

  /41

  $830,000

  • 4 Beds
  • 2.5 Baths
  • 3,049 Sq Ft

  18 Victoria Ln, Windham, ME 04062

  Welcome to 18 Victoria Lane — an immaculately maintained home offering generous living space, modern amenities, and exceptional convenience to Windham, Portland, the Lakes Region, and Maine's beautiful coastline. Step inside to a bright, inviting first floor featuring a spacious living room, a beautifully updated kitchen with granite countertops and newer appliances, a private laundry room, and

  Colin McKeith Oberg Insurance & Real Estate Agency, Inc.

  

  18 Victoria Ln, Windham, ME 04062
• 

  

  /28

  $299,900

  • 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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