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Homes for Sale near Windham High School

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  • /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
  • /61

    $1,600,000

    • 4 Beds
    • 2 Baths
    • 2,618 Sq Ft

    17 Blueberry Point Rd, Raymond, ME 04071

    Live on the lake. The best of both worlds! Private luxury home on the shore of Big Sebago. Soaring vaulted ceilings, 2 story stone fireplace, amazing water views, expansive deck off of kitchen, living room and formal dining room. Huge master suite has been divided into two bedrooms but could be returned to original size.. All of this in a peaceful, protected cove. Perfect for paddle boarding and

    Karen Tufts Coldwell Banker Team Real Estate

    17 Blueberry Point Rd, Raymond, ME 04071
  • /65

    $599,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 2,473 Sq Ft

    4 Monique Dr, Windham, ME 04062

    Charming one-level living ranch setback on 2.58 acres with beautiful sunsets from your porch. This spacious 3-4 bedroom home with 2.5-baths was built in 2009 and offers 1456 sq. ft. of main-level living space with hardwood and tile flooring throughout, custom built maple cabinetry with granite countertops and stainless steal appliances. Primary bedroom with full bath and 2 additional bedrooms.

    Anne-Marie Mckenzie Keller Williams Realty

    4 Monique Dr, Windham, ME 04062
  • /5

    $699,000

    • 4 Beds
    • 2 Baths
    • 2,050 Sq Ft

    2 Aerie Dr, Windham, ME 04062

    Welcome to Aerie Estates, Grays premier new subdivision featuring a modern colonial 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.

    Sydney Harrison Town & Shore Real Estate

    2 Aerie Dr, Windham, ME 04062
  • /43

    $365,000

    • 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
  • /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
  • /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
  • /44

    $1,850,000

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft

    7 Wild Acres Rd, Raymond, ME 04071

    Stunning custom modern year-round waterfront home on Sebago Lake featuring 2,496 sq. ft., open and bright interior with large windows and vaulted ceilings. This beautiful home boasts 3 bedrooms, 2.5 baths, family room, office, and a beautiful primary bedroom suite with lake views. Premium finishes, open-concept design, and expansive windows overlooking one of the best waterfront lots on Sebago.

    Phil Verrill Verrill Real Estate, Inc

    7 Wild Acres Rd, Raymond, ME 04071
  • /5

    $130,000

    • Land
    • 1.16 Acres
    • $112,069 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
  • /65

    $854,900

    • 4 Beds
    • 2.5 Baths
    • 3,128 Sq Ft

    29 Victoria Ln, Windham, ME 04062

    This beautifully designed sprawling ranch offers a functional and inviting layout. The primary suite is privately situated at one end of the home, featuring dual sinks and separate his-and-her closets for comfort and convenience. At the heart of the home, the kitchen, dining, living room, and a versatile bonus room create an open flow, perfect for both everyday living and entertaining. The

    Debra Bateman RE/MAX Shoreline

    29 Victoria Ln, Windham, ME 04062
  • /52

    $4,200,000

    • 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
  • /16

    $950,000

    • Land
    • 2.61 Acres
    • $363,985 per Acre

    Lot #1 Chamberlain Dr, Windham, ME 04062

    Seize this incredible opportunity to acquire 2.61 acre surveyed parcel of prime land, is perfectly suited for residential or commercial development. Located just off Route 302 and Tandberg Trail, this highly visible and accessible property offers zoning flexibility with the potential to construct 60- 64 residential units, mixed use or retail/ flex commercial buildings in a growing area with

    Marc Fishman Keller Williams Realty

    Lot #1 Chamberlain Dr, Windham, ME 04062
  • /14

    $175,000

    • Land
    • 2.11 Acres
    • $82,938 per Acre

    30 Marshall Valley Rd, Windham, ME 04062

    Location, Location, Location!! Welcome to 30 Marshall Valley Road. This 2.11 Acre Lot has everything from privacy, and a country setting to a babbling brook in the back of the Lot. All perfectly Set off of Highland Cliff Road in Windham!! Build your dream home with one of Maine's premiere Builders. (See MLS #1633184 Residential for a similar to be built build package). Many designs and floorplans

    William Noone Getty Real Estate Services, LLC

    30 Marshall Valley Rd, Windham, ME 04062
  • /5

    $325,000

    • Land
    • 0.79 Acre
    • $411,392 per Acre

    1042 Roosevelt Trail, Windham, ME 04062

    This .79 +/- acre lot has deeded rights to pass and repass on foot by the right of way from the County Road to Sebago Lake, and to pass and repass on foot along the shore of said Sebago Lake. The site offers an opportunity to build a spacious new home set back from the road along with an in-home business use and/or accessory apartment Alternatively, this site offers an opportunity to develop a

    Larry Eliason Butts Commercial Brokers

    1042 Roosevelt Trail, Windham, ME 04062
  • /19

    $95,000

    • Land
    • 0.19 Acre
    • $500,000 per Acre

    105 Meadow Rd, Raymond, ME 04071

    Just steps from Panther Pond, this 0.19-acre lot comes with deeded right-of-way access to shared waterfront—perfect for swimming, paddling, or launching a boat. Tucked in a quiet lakeside neighborhood, it offers all the perks of lake life without the high price tag of direct frontage. The lot is small but ready to go: a power meter box is already onsite, so you can plug in immediately.

    Spencer Wood United Country Lifestyle Properties of Maine

    105 Meadow Rd, Raymond, ME 04071
  • /60

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,454 Sq Ft

    42 Barnes Rd, Windham, ME 04062

    Nestled in the sought after town of Windham, this charming 1,364 square foot ranch offers the perfect blend of location, comfort, and a peaceful setting. With two spacious bedrooms, 1 bathroom, sizeable kitchen, large windows providing abundant natural light, sunroom, and pellet stove. A new heating system was installed in 2024. This home features a well-designed floor plan ideal for daily living

    Michael Atienza Atienza Commercial & Residential Real Estate Brokers LLC

    42 Barnes Rd, Windham, ME 04062
  • /42

    $550,000

    • 2 Baths
    • 1,248 Sq Ft

    10 Land of Nod Rd, Windham, ME 04062

    Perched just minutes from Highland Lake and Windham's endless offerings, this duplex delivers double the opportunity! Whether you're an investor eyeing reliable income or a homeowner looking to live comfortably while renting the other unit, this property is full of promise. Each unit boasts two bedrooms, one full bath, heat pumps, washer/dryer hookups, and separate driveways with private entries.

    Bridget King Jason Miller King + Miller Real Estate

    10 Land of Nod 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
  • /79

    $679,000

    • 6 Beds
    • 3 Baths
    • 3,056 Sq Ft

    2 Flynn Rd, Raymond, ME 04071

    Fantastic investment opportunity in the Lakes Region! This custom California Redwood contemporary offers a 5BR/2BA main home with cathedral ceilings, hardwood floors, two kitchens, and flexible multi-level living—ideal for multi-gen use or rental income. A separate 1BR/1BA accessory dwelling unit (ADU) with loft adds even more potential as a guesthouse, workspace, or year-round rental.

    Jeffrey Mateja Keller Williams Realty

    2 Flynn Rd, Raymond, ME 04071
  • /44

    $525,000

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

    26 Marshall Valley Rd, Windham, ME 04062

    Great Opportunity, Motivated Sellers, 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

    William Noone Getty Real Estate Services, LLC

    26 Marshall Valley Rd, Windham, ME 04062
  • /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
  • /22

    $769,000 New Construction

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

    18 Daybreak Ln Unit 13, Windham, ME 04062

    NEW CONSTRUCTION CONDOS - MUST SEE LAKEFRONT DEVELOPMENT! 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 cabinetry, Energy Efficient LED Lighting &

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    18 Daybreak Ln Unit 13, Windham, ME 04062
  • /55

    $389,900

    • 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
  • /26

    $459,900 New Construction

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

    18 Hillside Dr, Raymond, ME 04071

    Boulder Bend - Raymond's Newest Neighborhood!This beautiful new construction home will be ready in less than 30 days and offers stylish single-level living in one of Raymond's most desirable new communities. The open-concept ranch design features a spacious great room with a cathedral ceiling, creating an airy and inviting feel.The kitchen is thoughtfully designed with timeless white

    Carol Kline Kline Realty Group

    18 Hillside Dr, Raymond, ME 04071
  • /50

    $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
  • /12

    $799,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    23 Daybreak Ln Unit 23, 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. Framing is nearly complete at 23 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes offer both first and second floor primary suite options. Multi-generational, Companion, and Guest Friendly, owners of these units can

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    23 Daybreak Ln Unit 23, Windham, ME 04062

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