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Homes for Sale near Windham High School

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  • /45

    $364,999

    • 2 Beds
    • 1 Bath
    • 540 Sq Ft

    107 Haskell Ave, Raymond, ME 04071

    Charming 2-Bedroom Lakefront Cottage on Crescent LakeRaymond, MaineDon'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

    Agent Photo

    John Edmiston

    LAER

    (207) 503-4976

    107 Haskell Ave, Raymond, ME 04071
  • /94

    $1,799,000

    • 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

    Agent Photo

    Lois O'Connor

    Sunset Lakes Real Estate

    (207) 386-9617

    7 Papoose Island Rd, Raymond, ME 04071
  • /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.

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    Ashley Fearon

    A Team Realty

    (207) 820-0758

    00 Dusty Rhoades Ln, Windham, ME 04062
  • /37

    $639,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 3,098 Sq Ft

    20 Bittersweet Way, Windham, ME 04062

    Welcome to this beautifully maintained home offering the perfect blend of space, comfort, and convenience. Set on over an acre of land with a private backyard, this property provides the peaceful setting you've been searching for — all just 30 minutes to Portland and minutes from Sebago Lake! Step inside to find high ceilings, gleaming hardwood floors, and an open, airy layout filled with natural

    Agent Photo

    Ashley Fearon

    A Team Realty

    (207) 407-5563

    20 Bittersweet Way, 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

    Agent Photo

    Ashley Fearon

    A Team Realty

    (207) 817-2770

    lot #8 Bedrock Terrace, Windham, ME 04062
  • /22

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,521 Sq Ft

    16 Brookhaven Dr, Windham, ME 04062

    A must see! Set on a level, fenced corner lot with mature landscaping, this charming three-bedroom Cape offers a warm blend of comfort and New England character. The bright kitchen—featuring a new stovetop and refrigerator—opens to a sunny dining area and an inviting living room just around the corner. A first-floor bedroom, two spacious upstairs bedrooms, and a cozy nook for work or reading

    Agent Photo

    Monica Dambach

    Waypoint Brokers Collective

    (207) 813-2696

    16 Brookhaven Dr, Windham, ME 04062
  • /18

    $125,000

    • Land
    • 3 Acres
    • $41,667 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

    Agent Photo

    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

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    David Banks

    RE/MAX By The Bay

    (207) 579-8690

    103 Basin Rd, 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

    Agent Photo

    Yulia Glasgow

    Maine Real Estate Co

    (207) 560-8652

    1569 Roosevelt Trail, Raymond, ME 04071
  • /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
  • /37

    $399,000 Open Sun 10AM - 12PM

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    763 River Rd, Windham, ME 04062

    Open House Sunday November 16th from 10am-12pm. 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,

    Teri Allen Campbell Fontaine Family-The Real Estate Leader

    763 River Rd, Windham, ME 04062
  • /35

    $474,900

    • 3 Beds
    • 2.5 Baths
    • 2,399 Sq Ft

    7 Gore Rd, Raymond, ME 04071

    Just two miles from Sebago Lake and three miles from Raymond Beach, this 3-bedroom, 2.5-bath home offers a peaceful wooded setting with easy access to local amenities. The first floor features a spacious living room filled with natural light and warmed by a cozy wood stove. The kitchen boasts granite countertops and ample workspace, flowing into the bright dining area. A convenient pantry, home

    Megan McShane Redfin Corporation

    7 Gore Rd, 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
  • /44

    $575,000

    • 2 Beds
    • 2 Baths
    • 2,703 Sq Ft

    26 Marshall Valley Rd, Windham, ME 04062

    Great Deal In An Amazing Windham Location!! Welcome to 26 Marshall Valley Road. This 2 bedroom, 2 bath split level cape has a ton of charm. The open concept living room with wood wrapped beams, and a wood stove, along with the formal dining room both have spacious cathedral ceilings. Next you go to the well lit kitchen with island and granite tops throughout, that leads you into the very sunny

    William Noone Getty Real Estate Services, LLC

    26 Marshall Valley Rd, Windham, ME 04062
  • /3

    $759,000

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

    7 Trestle Way, Windham, ME 04062

    Welcome to Scarborough's newest development, perfectly situated in one of the most beautiful and convenient areas of town! Just minutes from Higgins Beach, Scarborough Beach, and Ferry Beach — as well as the Eastern Trail, Nonesuch River, schools, shopping, dining, and all the incredible amenities in Scarborough. This stunning brand-new home, built by the renowned Risbara Bros. Construction, will

    Amy Foley Signature Homes Real Estate Group, LLC

    7 Trestle Way, Windham, ME 04062
  • /34

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft

    1 Trestle Way, Windham, ME 04062

    Welcome to Scarborough's newest development, perfectly situated in one of the most beautiful and convenient areas of town! Just minutes from Higgins Beach, Scarborough Beach, and Ferry Beach — as well as the Eastern Trail, Nonesuch River, schools, shopping, dining, and all the incredible amenities in Scarborough. This stunning brand-new home, built by the renowned Risbara Bros. Construction, will

    Amy Foley Signature Homes Real Estate Group, LLC

    1 Trestle Way, Windham, ME 04062
  • /65

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 2,913 Sq Ft

    24 Suckerville Rd, Raymond, ME 04071

    Your approach on the drive in will set the tone, peaceful and tree lined, leading to a home perched on 19 acres boasting natural beauty and thoughtful design. Here comfort meets luxury and intertwines this Raymond residence with the timeless vision of a true Maine home. Inside you'll find an impressive eat in kitchen with stone work, granite countertops, modern touches and an expansive window

    Candice Camfferman F.O. Bailey Real Estate

    24 Suckerville 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
  • /22

    $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
  • /37

    $645,000 Open Sun 12PM - 2PM

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

    19 Read Rd, Windham, ME 04062

    Soon to be completed Colonial with hardwood floors, granite or quartz countertops, a propane fireplace, a two-car garage with extra room for storage, and a stone patio with a fire pit. Good ceiling height in the basement too. Close to schools and an easy commute to Portland.

    Tom Noonan Allied Real Estate

    19 Read Rd, Windham, ME 04062
  • /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 Pompeo The Maine Real Estate Group

    80 Spiller Hill Rd, Raymond, ME 04071
  • /32

    $564,000

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft

    34 Trails End Rd, Windham, ME 04062

    Many uses possible for this home. Second floor of garage would make a great apartment or in-law . also the daylight basement has a separate entrance and could have many uses.Zoning allows for many uses.

    Tom Noonan Allied Real Estate

    34 Trails End Rd, Windham, ME 04062
  • /26

    $560,000 New Construction

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

    24 Hillside Dr, Raymond, ME 04071

    Boulder Bend - Raymond's Newest Neighborhood!To-be-built custom ranch offering stylish single-level living with many upgrades! This highly desirable split floor plan features an open-concept design with a cathedral ceiling in the main living area. The kitchen includes granite countertops, a center island, and stainless steel appliances, opening to the dining area with a slider to a private

    Carol Kline Kline Realty Group

    24 Hillside Dr, Raymond, ME 04071
  • /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
  • /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
  • /96

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,667 Sq Ft

    180 Highland Cliff Rd, Windham, ME 04062

    Welcome to 180 Highland Cliff Road, an historic 1900 farmhouse with 52.5 acres of fields and forests in one of Windham's most sought-after rural neighborhoods, yet only minutes to Westbrook, Gorham, and beyond. Situated right next to Bumbleroot Organic Farm, this home's vintage character sets the stage for its next chapter. The kitchen, dining, and office spaces feature abundant custom cabinetry,

    Andrea Elder-Bruns Getty Real Estate Services, LLC

    180 Highland Cliff Rd, Windham, ME 04062
  • /9

    $249,000

    • Land
    • 10.19 Acres
    • $24,436 per Acre

    Lot 14 Aerie Dr, Windham, ME 04062

    This exceptional estate lot is privately situated at the end of the development, offering peace, privacy, and over 10 acres of land to design your ideal retreat. Enjoy the perfect blend of neighborhood living and natural surroundings—ample space for outdoor living, gardens, custom home you've been envisioning. A rare opportunity to secure a premium lot in a highly sought-after Gray location!

    Sydney Harrison Town & Shore Real Estate

    Lot 14 Aerie Dr, Windham, ME 04062
  • /22

    $277,000

    • 2 Beds
    • 1.5 Baths
    • 1,480 Sq Ft

    36 Whites Bridge Rd Unit 8, Windham, ME 04062

    Welcome to this end-unit townhouse-style condo nestled in the heart of the lakes region and ideally situated between Route 302 and scenic Sebago Lake. This newly renovated unit is walkable to Bob's Seafood, Lakehouse Tavern as well as Yolked and Waxwing Bakery. With 1,480 sq ft of finished living space, this two-bedroom, 1.5 Bath Condo presents the perfect balance of comfort and

    AmyBeth Brochu-Krikken Rockstar Real Estate

    36 Whites Bridge Rd Unit 8, Windham, ME 04062
  • /38

    $499,900

    • 4 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    39 Varney Mill Rd, Windham, ME 04062

    Welcome to this freshly updated Cape-style home conveniently located in Windham. Step inside to find a bright and modern interior featuring a brand-new kitchen with stainless steel appliances, quartz countertops, and updated cabinetry — perfect for cooking and entertaining. This spacious home offers four bedrooms and one and a half baths, providing flexibility for families, guests, or a home

    Chase Caprio Maine Real Estate Experts

    39 Varney Mill Rd, Windham, ME 04062
  • /20

    $449,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    8 Staples Ln, Windham, ME 04062

    Welcome Home to 8 Staples Lane, Windham! This isn't just a house; it's a beautifully renovated, move-in ready haven waiting for you! Practically every surface has been touched with quality updates, ensuring you can unpack and relax from day one. Enjoy the brand-new kitchen and bathrooms, gorgeous new flooring, and fresh paint throughout the entire home. Offering 3 bedrooms and 1.5 bathrooms, this

    Rick Dow Keller Williams Realty

    8 Staples Ln, Windham, ME 04062
  • /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
  • /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
  • /43

    $380,000

    • 4 Beds
    • 2 Baths
    • 1,586 Sq Ft

    1083 Roosevelt Trail, Windham, ME 04062

    Welcome to this charming 3-bedroom, 1.5-bath home offering comfort, style, and convenience in the heart of the Lakes Region. The first floor features a well-appointed kitchen with quartz countertops, a center island, and a spacious pantry. The inviting living room includes a hearth and chimney, ready for a cozy wood stove, while a dedicated office provides the perfect space for remote work or

    Rachel Davis Pine Tree Realty of Maine

    1083 Roosevelt Trail, Windham, ME 04062
  • /21

    $375,000

    • 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
  • /7

    $150,000

    • Land
    • 1.26 Acres
    • $119,048 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
  • /32

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,787 Sq Ft

    41 Haskell Ave, Raymond, ME 04071

    Well built and consistently maintained, this 3 bedroom and 2 bath home, with its cozy cottage feel, makes this a great place to be whether living here year round, using it as a summer vacation home, or renting it out as such. Most furnishings are included and can transfer with the sale. This property is for folks who would prefer 716 acres of fresh, clear, water with walk-in and off-the-dock

    Jeffrey Perron Pine Tree Realty of Maine

    41 Haskell Ave, Raymond, ME 04071
  • /25

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,584 Sq Ft

    1 Pine Ln, Raymond, ME 04071

    A fully remodeled three-bedroom, one-bath ranch sitting in Raymond Village — close to schools, shops, and restaurants. Every inch of the home has been renewed, from the brand-new systems and septic to the stylish finishes that give it a clean, contemporary feel. Inside, the open-concept layout makes the most of the space, with sunlight filling the living area and kitchen. The kitchen has been

    Alicia Frechette Ramsey Pulkkinen A Team Realty

    1 Pine Ln, Raymond, ME 04071
  • /16

    $599,000

    • Land
    • 2.6 Acres
    • $230,385 per Acre

    0 Gladstone Dr Unit 1642697, Raymond, ME 04071

    Exceptional Waterfront Opportunity on Raymond Pond! Don't miss this rare chance to own 2.6 private acres with an impressive 278 feet of pristine waterfront on the peaceful shores of Raymond Pond. This expansive lot offers ample space to build a custom home, create lush gardens, or design outdoor recreation areas—ideal for those seeking a serene lifestyle or a seasonal retreat. Enjoy crystal-clear

    Marie Flaherty The Flaherty Group

    0 Gladstone Dr Unit 1642697, Raymond, ME 04071
  • /36

    $489,000

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

    34 Stoney Brook Rd, Raymond, ME 04071

    Discover your private retreat in this charming 3-bedroom, 2.5-bath home in Raymond on 3.49 acres. Nestled close to Sebago Lake and surrounded by beautiful lakes, this property offers the perfect blend of tranquility and convenience. Open concept with granite counters and stainless appliances. Spacious bedrooms with ample natural light. The 2 bedrooms on the second floor each have their own

    Carrie Colby Allied Real Estate

    34 Stoney Brook Rd, Raymond, ME 04071
  • /55

    $415,000

    • 3 Beds
    • 1 Bath
    • 1,720 Sq Ft

    65 Batchelder Rd, Windham, ME 04062

    Cozy 3-Bedroom Ranch on 1.97 Acres with Incredible Views and Total PrivacyTucked at the very end of a private road, this secluded 3-bedroom, 1-bath ranch (built in 1994) and offers the kind of privacy that's hard to find — while still being close to everything. Inside, you'll find an open concept living room, kitchen, and dining area with a cathedral ceiling that makes the space feel bright

    Steve Levine American Real Estate

    65 Batchelder Rd, Windham, ME 04062

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