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Homes for Sale near Windham High School

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  • /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
  • /58

    $5,975,000

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

    Unlisted Address

    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 four-season recreational activities that include outstanding boating, swimming, fishing, golfing and winter downhill skiing all within 25± miles of the property. The

    John Saint-Amour LandVest, Inc.

    Unlisted Address
  • /20

    $289,900

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    14 Sabbady Point Rd, Windham, ME 04062

    Back on market Buyer's peronal reasons not the property. 14 Sabbady Point Road recently remodeled home with updates and a 2 car garage. This affordable home is centrally located in Windham and is convenient to all shopping and services Windham has to offer. Minutes to Big Sebago Lake and Little Sebago Lake.

    Michael Jacobson Kre Brokerage Group

    14 Sabbady Point Rd, Windham, ME 04062
  • /35

    $485,000

    • 3 Beds
    • 1 Bath
    • 1,813 Sq Ft

    48 Albion Rd, Windham, ME 04062

    Discover this single-family ranch set on a generous .99-acre lot in a peaceful and convenient location—just 5 miles from downtown Windham and only 20 minutes to Portland. Originally built in the 1980s, the home has been updated over the years and offers 1,531 square feet of comfortable above-grade living space, plus an additional 282 square feet of finished space below grade.Step inside to a

    Jodie Davis Meservier & Associates

    48 Albion Rd, Windham, ME 04062
  • /14

    $200,000

    • Land
    • 2.11 Acres
    • $94,787 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. (Build Package Coming Soon). Sale is contingent on the Buyer coming to terms and entering into a

    William Noone Getty Real Estate Services, LLC

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

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,064 Sq Ft

    4 Peaceful Way, Windham, ME 04062

    Perched with picturesque views of Windham's Highland Lake, 4 Peaceful Way will always have you hustling home. An open layout and mood-boosting natural light await inside. You'll love the kitchen's gas stove, ample counter space, and seamlessly situated dining area. Cozying up with your favorite people and pets is a breeze in the living room. When sleep calls, two bedrooms/multi-use rooms are

    Bridget King Jason Miller King + Miller Real Estate

    4 Peaceful Way, Windham, ME 04062
  • /60

    $2,100,000

    • 3 Beds
    • 2.5 Baths
    • 1,984 Sq Ft

    7 Passby Point Rd, Windham, ME 04062

    Having one of the most exquisite views on Little Sebago Lake, this property has it all! Over 200' of open frontage. Ideal for entertaining, the gorgeous stone patio includes a gas fire pit & plenty of room for your guests to enjoy tremendous sunsets. The sellers have even hosted several weddings at this beautiful location. The interior of the home has been completely updated from top to bottom

    Claire Zegouros Maine Real Estate Experts

    7 Passby Point Rd, Windham, ME 04062
  • /65

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 1,339 Sq Ft

    19 Pulpit Rock Rd, Raymond, ME 04071

    Here it is! Your lakefront home awaits! 4 bedrooms- 2.5 baths. 100 ft of owned beautiful Thomas Pond waterfront. Sandy entry and level lot! This is where you want to spend your summers and/or winters! Plenty of outdoor storage and a one car garage. Paved driveway and large backyard on the water side. Just a lovely place for family gatherings and to call home. .

    Kimberly Conaway Coldwell Banker Team Real Estate

    19 Pulpit Rock Rd, Raymond, ME 04071
  • /26

    $499,000

    • 2 Beds
    • 1 Bath
    • 728 Sq Ft

    10 Crockett Rd, Raymond, ME 04071

    Sebago Lake! A charming property in a fantastic location! With access to Sebago, a private beach, a dock, mooring, and private boat launch. This adorable updated two bedroom 1 bath ranch is complete with a cozy screened- in porch making it ideal for a quaint vacation home. Given its desirable location it could be a great investment opportunity. Plus, being close to shopping, dining, and grocery

    Payson Swan Swan Real Estate LLC

    10 Crockett Rd, Raymond, ME 04071
  • /40

    $424,500

    • 3 Beds
    • 1 Bath
    • 1,432 Sq Ft

    108 Haven Rd, Windham, ME 04062

    SPEND THIS SUMMER AT THE LAKE! OPEN HOUSE THIS SUNDAY THE 8TH FROM 10AM-NOON! Only 30 minutes to Portland! This beautifully renovated year-round home offers the perfect blend of modern comfort and lakeside charm, with access to waterfront on Highland Lake—ideal for launching a kayak, paddleboard, or simply enjoying a peaceful moment by the water. Inside, you'll find a thoughtfully updated

    Mandy Wheeler U&R Real Estate

    108 Haven Rd, Windham, ME 04062
  • /71

    $639,999

    • 3 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    27 Motorcycle Dr, Windham, ME 04062

    Spacious and beautiful large ranch home set in a peaceful rural location. This 3-bedroom, 2.5-bathroom property offers a perfect blend of modern comfort and timeless charm. Inside, you'll find a thoughtful mix of wood, luxury vinyl plank (LVP), and tile flooring, creating a warm and inviting atmosphere throughout. The home features an open and updated kitchen and new appliances, ideal for both

    Michael Cloutier Coldwell Banker Realty

    27 Motorcycle Dr, Windham, ME 04062
  • /26

    $309,000

    • 2 Beds
    • 1 Bath
    • 500 Sq Ft

    22 Cottage Ln, Raymond, ME 04071

    Just steps from Crescent Lake, this 2 bed, 1 bath seasonal cottage is your summer escape in the heart of the Sebago Lakes Region. Part of Crescent Lake Condominium Cottages, enjoy easy access to Crescent Lake and Panther Pond via the Tenny River, with a boat launch across the street, plus two association docks and moorings. A private, sandy, 75-foot beach is perfect for long lake days. After

    Sophia Rosen Sierra Boler Portside Real Estate Group

    22 Cottage Ln, Raymond, ME 04071
  • /45

    $335,900

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    12 Walnut Dr Unit B2, Windham, ME 04062

    Welcome to Birchwood Squares Condominiums, where convenience and comfort come together in this charming 2-bedroom, 1.5-bath, 924 sqft condo. With an attached 1 car garage, durable metal roof, private deck, storage shed and fenced-in yard, this condo offers both low maintenance living and a peaceful retreat. Inside, you'll find a bright and inviting one-level open living space, perfect for

    Nicholas Davis Landing Real Estate

    12 Walnut Dr Unit B2, Windham, ME 04062
  • /7

    $115,000

    • Land
    • 1.97 Acres
    • $58,376 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
  • /37

    $500,000

    • 2 Beds
    • 1 Bath
    • 844 Sq Ft

    25 - 26 Mass Ave, Raymond, ME 04071

    Panther Pond waterfront cottage plus separate lot with a 1+car garage. Make plans to spend your summer enjoying glorious sunrises and the amazing colors in the sky of the sun setting from the living/dining room and dock of this wonderful cottage. Living/dining room with closets for storage, updated kitchen, full bath with tub/shower, primary bedroom with washer/dryer and closets and a 2nd

    Carol Kline Kline Realty Group

    25 - 26 Mass Ave, Raymond, ME 04071
  • /37

    $414,900

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    54 Boulder Rd, Raymond, ME 04071

    Take a dip in Panther Pond just steps away from this 3 Bedroom, 2 Bath home. Water views of the Pond while you BBQ on the deck. Be the first to enjoy the brand-new updates that include a new roof, siding, deck, and walkway. Step inside to find a new elegant kitchen with granite countertops, stainless steel appliances, and modern cabinetry. The home boasts pristine new flooring, a state-of-the-art

    Jodi Chute Pine Tree Realty of Maine

    54 Boulder Rd, Raymond, ME 04071
  • /7

    $189,900

    • Land
    • 6 Acres
    • $31,650 per Acre

    90 Smith Rd, Windham, ME 04062

    Here is your opportunity to build or bring your home to a large 6 acre lot. This lot is newly created form a larger lot split from 88 Smith road which is also for sale. Driveway is grubbed out and ready for your plans. Property has recently been subdivided to create the parcel. Soils have been done and septic plan is attached.

    Michael Jacobson Kre Brokerage Group

    90 Smith Rd, Windham, ME 04062
  • /57

    $524,900

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

    1112 Roosevelt Trail Unit 8, Windham, ME 04062

    Rare beachfront property priced to sell on Sebago lake.Discover lakeside living at its finest with this exceptional Sebago Lake property, offering breathtaking sunset views and sweeping vistas of Sebago Lake and Mount Washington. With 300 feet of private, sandy shoreline, you'll have your own slice of paradise to enjoy, and the lake's excellent water quality makes it ideal for all your favorite

    Brian DuBois Keller Williams Realty

    1112 Roosevelt Trail Unit 8, Windham, ME 04062
  • /49

    $619,000

    • 4 Beds
    • 3.5 Baths
    • 3,030 Sq Ft

    18 Marshall Valley Rd, Windham, ME 04062

    Welcome to 18 Marshall Valley Rd! An entertainers dream, this home has it all with space for everyone! Step inside to the light filled foyer and well designed first floor. Just upstairs you'll find 3 bedrooms including a master with on-suite bathroom and walk in closet. In addition to the 2nd floor bedrooms there's an office and additional full bathroom with laundry hook-up. A fourth bedroom,

    Brandon Robb Samantha Mckague Real Broker

    18 Marshall Valley Rd, Windham, ME 04062
  • /34

    $325,000

    • 2 Beds
    • 0.5 Baths
    • 730 Sq Ft

    148 Anglers Rd, Windham, ME 04062

    Nestled on the serene shores of Pettingill Pond in Windham, this charming seasonal cottage has been a cherished family retreat since its construction in 1935. Steeped in history and filled with nostalgic charm, it remains a beloved haven for generations of the same family. The cottage features two cozy bedrooms and a delightful sleeping porch, perfect for crisp Maine evenings. The living room,

    Marie Flaherty The Flaherty Group

    148 Anglers Rd, Windham, ME 04062
  • /44

    $310,000

    • 1 Bed
    • 1 Bath
    • 636 Sq Ft

    15 Allens Way Unit 18, Raymond, ME 04071

    Experience breathtaking sunset views over Sebago Lake from this affordable waterfront gem! Nestled in the Indian Point Owners Association, this property features a park model on a deeded lot and comes with a deeded boat slip featuring brand-new aluminum docks installed in 2025—perfect for boating enthusiasts. Enjoy access to the private sandy beach, picnic area, clubhouse with restrooms/showers,

    Aaron Chadbourne Demetria Real Estate

    15 Allens Way Unit 18, Raymond, ME 04071
  • /44

    $310,000

    • 1 Bed
    • 1 Bath
    • 636 Sq Ft

    15 Allens Way Unit 18, Raymond, ME 04071

    Experience breathtaking sunset views over Sebago Lake from this affordable waterfront gem! Nestled in the Indian Point Owners Association, this property features a park model on a deeded lot and comes with a deeded boat slip featuring brand-new aluminum docks installed in 2025—perfect for boating enthusiasts. Enjoy access to the private sandy beach, picnic area, clubhouse with restrooms/showers,

    Aaron Chadbourne Demetria Real Estate

    15 Allens Way Unit 18, Raymond, ME 04071
  • /3

    $225,000

    • Land
    • 0.69 Acre
    • $326,087 per Acre

    Lot # 2 Betty Ln, Windham, ME 04062

    Exciting opportunity to build your dream home in Windham's newest subdivision - Edgewood Estates! We are pleased to offer Lot 2, a spacious parcel set in a thoughtfully planned community. Bring your plans and vision—whether you're building now or investing for the future, this is your chance to be part of something special. Buyers plans and specifications for their house is subject to seller

    Andrea Page Keller Williams Realty

    Lot # 2 Betty Ln, Windham, ME 04062
  • /3

    $225,000

    • Land
    • 0.68 Acre
    • $330,882 per Acre

    1 Betty Ln, Windham, ME 04062

    Exciting opportunity to build your dream home in Windham's newest subdivision - Edgewood Estates! We are pleased to offer Lot 1, a spacious parcel set in a thoughtfully planned community. Bring your plans and vision—whether you're building now or investing for the future, this is your chance to be part of something special. Buyers plans and specifications for their house is subject to seller

    Andrea Page Keller Williams Realty

    1 Betty Ln, Windham, ME 04062
  • /32

    $250,000

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    22 Whites Bridge Rd Unit 22, Windham, ME 04062

    Motivated Seller! It's easy to bloom when you're planted at 22 Whites Bridge Road! A serene setting, siding that will be completely spruced up this summer, and the simplicity of condominium living make this end-unit 2-bedroom, 1.5-bath abode a warm welcome home. Inside, rustic wood beams, lofty ceilings, and an open, airy layout make relaxing, dining, and entertainment an easy endeavor. The

    Bridget King Jason Miller King + Miller Real Estate

    22 Whites Bridge Rd Unit 22, Windham, ME 04062
  • /19

    $174,000

    • Land
    • 4.57 Acres
    • $38,074 per Acre

    163A Highland Cliff Rd, Windham, ME 04062

    Rare opportunity to build your dream home on 4.5 acres in one of Windham's most sought-after rural neighborhoods. This parcel has 340 feet of frontage on scenic Highland Cliff Road. Enjoy a rural lifestyle within easy walking distance of Bumbleroot Organic Farm's Saturday markets, but less than 10 minutes to Westbrook, less than 15 minutes to the Turnpike, and only 25 minutes to downtown

    Andrea Elder-Bruns Getty Real Estate Services, LLC

    163A Highland Cliff Rd, Windham, ME 04062
  • /21

    $100,000

    • Land
    • 2.36 Acres
    • $42,373 per Acre

    135 River Rd, Windham, ME 04062

    Unlock the potential of this back lot, with ROW to River Road in order to build your dream home. Situated near the Windham / Westbrook line, this is an opportunity to build in a wooded private setting yet convenient to Portland, Westbrook, Windham, Gorham and all that the region has to offer. Lot is located behind 137 River Road. Buyers encouraged to consult Town of Windham to explore the

    Aaron Chadbourne Demetria Real Estate

    135 River Rd, Windham, ME 04062
  • /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
  • /39

    $375,000

    • 2 Beds
    • 1 Bath
    • 504 Sq Ft

    23 Baxter Rd Unit A, Raymond, ME 04071

    Relax on peaceful Raymond Pond with 65' of owned water frontage with new docking system in place for swimming and boating. A seasonal retreat, this pristine cottage has two bedrooms, a full bath, and extensive views from its deck and dock. Easy swimming from the new dock system. The water is approximately 5' at dock for tying up your motor boat. Basement offers storage and water filtration

    Anne-Marie Mckenzie Keller Williams Realty

    23 Baxter Rd Unit A, Raymond, ME 04071
  • /75

    $639,900

    • 4 Beds
    • 4 Baths
    • 2,888 Sq Ft

    7 Dogleg Dr, Windham, ME 04062

    MOTIVATED SELLER!!! Location, Location, Location! Welcome to this Multi-Generational home built in 2017. This sprawling Ranch is located on a peaceful dead end road with only one other home and it abuts conservation land with trails for walking, horse riding and occasional snowmobiling out your front door. You will be welcomed by a front farmer's porch and then you will walk into a large

    Carol Fox Maine Real Estate Experts

    7 Dogleg Dr, Windham, ME 04062
  • /108

    $1,125,000

    • 4 Beds
    • 2 Baths
    • 2,288 Sq Ft

    7 Birch Dr, Raymond, ME 04071

    Enjoy a lifestyle of leisure and relaxation on Sebago Lake in this stunning property. This remodeled four-bedroom, two-bath home blends modern elegance with charming lake house vibes. Enjoy an open-concept layout on the upper floor featuring a spacious great room with a wood-burning fireplace perfect for cozy gatherings on those tranquil summer evenings. An Updated kitchen with gleaming

    Barbara Howe Pine Tree Realty of Maine

    7 Birch Dr, Raymond, ME 04071
  • /30

    $165,000

    • Land
    • 1.26 Acres
    • $130,952 per Acre

    53 Johnson Rd, Windham, ME 04062

    Why build on a tiny intown or subdivision lot when you can escape a couple minutes from intown Portland to this new wooded lot, just off route 302 on Johnson Road, laid out by Wayne Wood. The lot not only offers a pleasant wooded build window, but offers water access into sandy Highland Lake. There is also a ROW off Environmental over to the rear of the lot and the sellers additional lands. The

    stephen welsh Maine Real Estate Experts

    53 Johnson Rd, Windham, ME 04062
  • /22

    $175,000

    • Land
    • 1.20 Acres
    • $145,833 per Acre

    51 Johnson Rd, Windham, ME 04062

    Why build on a tiny intown or subdivision lot when you can escape a couple minutes north of Portland to this new wooded lot just off 302 on Johnson Road, laid out by Wayne Wood. The lot not only offers a pleasant wooded build window but offers water access into sandy Highland Lake. The seller is also offering another smaller lot adjacent to this one.

    stephen welsh Maine Real Estate Experts

    51 Johnson Rd, Windham, ME 04062
  • /66

    $1,175,000

    • 3 Beds
    • 2.5 Baths
    • 2,938 Sq Ft

    Lot # TBD Betty Ln, Windham, ME 04062

    The opportunity to plant your roots and to build your dream home is here! Imagine waking up every day to fresh air, breathtaking natural beauty, and a peaceful environment — all while still being just minutes away from the vibrant conveniences of modern life. Welcome to Windham, Maine, where suburban comfort and the wonders of nature come together in perfect harmony in these exquisitely built

    Andrea Page Keller Williams Realty

    Lot # TBD Betty Ln, Windham, ME 04062
  • /37

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,932 Sq Ft

    4 Betty Ln, Windham, ME 04062

    The opportunity to plant your roots and to build your dream home is here! Imagine waking up every day to fresh air, breathtaking natural beauty, and a peaceful environment — all while still being just minutes away from the vibrant conveniences of modern life. Welcome to Windham, Maine, where suburban comfort and the wonders of nature come together in perfect harmony in these exquisitely built

    Andrea Page Keller Williams Realty

    4 Betty Ln, Windham, ME 04062
  • /5

    $239,900

    • Land
    • 10 Acres
    • $22,891 per Acre

    0 Meredith Dr, Windham, ME 04062

    Rare opportunity for a very private 10.48 acre buildable parcel only minutes from schools and town, yet surrounded by non-buildable land. Access to the lot is via existing easement through an newly established subdivision but this lot is not part of the subdivision and has no deed restrictions. Watch the deer and listen to the water flowing from your future back porch as this lot has Black Brook

    Jason Saphire www.HomeZu.com

    0 Meredith Dr, Windham, ME 04062
  • /78

    $5,595,000

    • 4 Beds
    • 6 Baths
    • 5,474 Sq Ft

    18 Sheehans Island Rd, Raymond, ME 04071

    LEGACY LAKEFRONT PROPERTY ON SEBAGO LAKE, SHEEHANS ISLAND IS A PRIVATE 11 ACRE ISLAND LOCATED AT THE END OF COVETED DEEP COVE ROAD, ACCESS IS BY A BRIDGE, WHICH ALLOWS FOR YEAR-ROUND PASSAGE TO THE ISLAND'S FOUR HOMEOWNERS. THE 1.75+/- ACRES OF LAND OFFERS PRICELESS PRIVACY WITH MATURE LANDSCAPING, TREES AND STONEWALLS. SWEEPING SOUTHERLY VIEWS OVER JORDAN BAY WITH 186+/-FEET OF TRUE SANDY BEACH.

    Barbara Lewis Century 21 North East

    18 Sheehans Island Rd, Raymond, ME 04071
  • /17

    $80,000

    • Land
    • 0.98 Acre
    • $81,633 per Acre

    Lot 018-C- Lilac Ln, Raymond, ME 04071

    Build your dream home here! With elevated , seasonal partial views of Tripp Lake through the trees, this site has a great peaceful vibe & small neighborhood appeal. A road maintance agreement is in place and the development includes 25 acres of common aree for hiking and exploration. Underground power is available on the site. Buy it now and you are one step closer to your dream.

    Georgia Breyer RE/MAX Riverside

    Lot 018-C- Lilac Ln, Raymond, ME 04071
  • /2

    $200,000

    • Land
    • 5 Acres
    • $36,765 per Acre

    10/1/B01 Chute Rd, Windham, ME 04062

    Wooded private lot , private driveway to be built. Complete plans and DEP and Army Corp permits issued . Private driveway to be built by new owner

    Wayne Nelsen The Maine Real Estate Group

    10/1/B01 Chute Rd, Windham, ME 04062
  • /24

    $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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