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Homes for Sale near Windham High School

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  • /41

    $539,500

    • 4 Beds
    • 2 Baths
    • 3,125 Sq Ft

    27 Martin Heights, Raymond, ME 04071

    Welcome to a 4-bed, 2-bath Cape in the peaceful Martin Heights neighborhood, sitting on a generous 1.4-acre corner lot! This home provides ample room to spread out, featuring an expansive family room, an extra loft above, a cozy den or workspace with rustic beams, a generous kitchen, and an inviting dining space. The first level also includes a bedroom. Upstairs, two sunlit bedrooms with

    Agent Photo

    Yulia Glasgow

    Maine Real Estate Co

    (207) 825-7850

    27 Martin Heights, Raymond, ME 04071
  • /36

    $629,900

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    1 Arbor Woods Rd, Raymond, ME 04071

    Well kept home with decent privacy on a quiet road approximately 1.5 miles from Raymond Beach and boat ramp. Several rooms with hardwood floors a fireplace and many systems upgraded. 3 season enclosed porch and deck plus in-law potential over the garage.

    Tom Noonan Allied Real Estate

    1 Arbor Woods Rd, Raymond, ME 04071
  • /68

    $1,060,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    594 River Rd, Windham, ME 04062

    Here is the kind of property the seller would say you feel your stress of the day melt away as you walk down the road through the woods and smell the fresh pine needles as they heat up in the summer sun. A wonderful property for the lover of waterfront and peaceful forests or the developer. The property offers a wonderfully forested acreage that flows from the over 840feet of public paved River

    stephen welsh Maine Real Estate Experts

    594 River Rd, Windham, ME 04062
  • /53

    $722,000

    • 4 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    64 Rolling Brook Rd, Raymond, ME 04071

    Welcome home! This meticulously maintained 3-4 bedroom, 2.5 bath colonial is nestled in Rolling Brook Association, an established neighborhood in Raymond. The open concept 1st floor houses a kitchen/ dining, living room, 1/2 bath, and tucked away laundry area in the mudroom. The kitchen features 2 pantries, custom cabinetry, granite countertops, stainless steel appliances, and sliding glass doors

    Hannah Tauroney Proper Real Estate Group LLC

    64 Rolling Brook Rd, Raymond, ME 04071
  • /49

    $1,200,000

    • 4 Beds
    • 2 Baths
    • 1,470 Sq Ft

    135 Wild Acres Rd, Raymond, ME 04071

    Is it time to finally find that year-round lakefront home you've always dreamed of? Look no further.Imagine having your own private sandy beach—right in your backyard. This beautiful home is tucked away in a crystal-clear cove on Sebago Lake, offering breathtaking views and serene mornings listening to the loons from your deck with a cup of coffee in hand.There's plenty of space for guests and

    Maryam Wyant Century 21 North East

    135 Wild Acres Rd, Raymond, ME 04071
  • /55

    $549,900

    • 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

    $629,000

    • 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
  • /85

    $665,000

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

    7 Dogleg Dr, Windham, ME 04062

    OPEN HOUSE SATURDAY, APRIL 19TH FROM 11:00 TO 1:00. 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 abutts 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

    Carol Fox Maine Real Estate Experts

    7 Dogleg Dr, Windham, ME 04062
  • /54

    $1,175,000

    • 4 Beds
    • 2.5 Baths
    • 3,299 Sq Ft

    65 Sky Dr, Windham, ME 04062

    A like-new custom home, meticulously designed, that makes an unforgettable statement in one of the most sought-after Lakes Region neighborhoods. Located just minutes from the charm of downtown Windham, this stunning property is ideally positioned just a mile away from all the conveniences of the town center, and offers the best of both worlds—seclusion and accessibility. You'll enjoy the peaceful

    Bruce Davis Engel & Volkers Casco Bay

    65 Sky Dr, Windham, ME 04062
  • /79

    $1,150,000

    • 5 Beds
    • 3.5 Baths
    • 4,568 Sq Ft

    16 Gin Mill Ln, Windham, ME 04062

    Located at the mouth of the pristine Little Sebago Lake, this serene and beautiful Mill Pond setting provides year-round stillness and tranquility on 2.5 acres with 285ft of owned water frontage, ideal for a dock and swimming, with additional access to an association beach with a dock. In the summer, the gentle lapping of the water invites residents to enjoy activities such as swimming, kayaking,

    Stacy Salvo Portside Real Estate Group

    16 Gin Mill Ln, Windham, ME 04062
  • /90

    $689,900 Open Sat 1PM - 2:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,884 Sq Ft

    136 Mineral Spring Rd, Windham, ME 04062

    Have you been patiently waiting for a home in Sebago's Mineral Spring Neighborhood to come on the market? The home at 136 Mineral Spring has been in the same family for 25 Years & is ready for a new owner to enjoy! This 3 bedroom,1 1/2 bath home sits on an elevated lot w/breathtaking Westerly views of Sebago lake & Mount Washington in the distance.The property comes w/2 deeded accesses to the

    Pamela Maxon Moody Maxon Real Estate

    136 Mineral Spring Rd, Windham, ME 04062
  • /53

    $749,900

    • 3 Beds
    • 2 Baths
    • 1,692 Sq Ft

    22 Jewett Rd, Raymond, ME 04071

    Drive your boat, jetski, kayak or canoe right into Jordan Bay / Big Sebago from your private dock. Approximately 250' of waterfront located towards the end of Turtle Cove, where the cove offers a calm, wave-protected environment for relaxing days on the water. This charming and well-maintained 3-bedroom, 2-bath home is situated on 1.5 acres on a private dead-end road, and has its own paved

    Jodi Chute Pine Tree Realty of Maine

    22 Jewett Rd, Raymond, ME 04071
  • /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
  • /15

    $559,000 New Construction

    • 1 Bed
    • 1.5 Baths
    • 1,058 Sq Ft

    8 Daybreak Ln Unit 8, Windham, ME 04062

    NEW CONSTRUCTION - MUST SEE DEVELOPMENT! Welcome to The Cove at Highland Lake! The first of its kind Gated Lakefront Community nestled on the pristine shores of Highland Lake. Site work has officially begun with 8 Daybreak Lane being among the first homes to be delivered as early as spring 2025! At 1058 SF +/-, the PORTLAND is an excellent option for those looking to ''rightsize'' their home

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    8 Daybreak Ln Unit 8, Windham, ME 04062
  • /29

    $669,000 Open Sat 10AM - 11:30AM

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    106 Vista Dr, Windham, ME 04062

    Lakefront living at its finest! Welcome to 106 Vista Drive, an upscale, year-round cottage located on the shores of Highland Lake in Windham. This beautifully remodeled 2-bedroom, 1-bathroom home with a spacious loft offers 900 square feet of thoughtfully designed living space and 50 feet of private shoreline—perfect for boating, relaxing, and enjoying nature just 25 minutes from Portland.Inside,

    Bailey Pate Maine Real Estate Co

    106 Vista Dr, Windham, ME 04062
  • /54

    $470,000

    • 3 Beds
    • 2 Baths
    • 2,149 Sq Ft

    134 Varney Mill Rd, Windham, ME 04062

    Welcome to this inviting ranch-style home offering over 2,000 square feet of comfortable living space, set on a generous open lot just a short drive from town. With a blend of practicality and charm, this property is perfect for those seeking space, functionality, and room to grow.Inside, you'll find a bright, open floor plan with a large living area that flows seamlessly into the dining and

    Andy Lord Landing Real Estate

    134 Varney Mill Rd, Windham, ME 04062
  • /7

    $120,000

    • Land
    • 1.97 Acres
    • $60,914 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
  • /48

    $3,000,000

    • 4 Beds
    • 5 Baths
    • 5,581 Sq Ft

    10 Cape View Dr, Windham, ME 04062

    This stunning 1.41-acre waterfront estate on Jordan Bay offers breathtaking westerly views across Sebago Lake to Mt. Washington. Custom built by renowned local builder Don Nichols, this beautifully crafted shingle-style single-level home reflects exceptional quality and meticulous attention to detail throughout.The open floor plan includes 4 bedrooms, 3 full baths, and 2 half baths, ideal for

    Sandra Wendland Legacy Properties Sotheby's International Realty

    10 Cape View Dr, Windham, ME 04062
  • /2

    $150,000

    • Land
    • 6 Acres
    • $23,077 per Acre

    0 Highland Cliff Rear Rd, Windham, ME 04062

    Wonderful rural area convenient to everything and easy commute to Portland Beautiful 6.5-acre keep to yourself or subdivision would work great here. close to Schools, 302 and River Road. Quiet country setting. No Right of way this is land locked

    James Andrews Coldwell Banker Team Real Estate

    0 Highland Cliff Rear Rd, Windham, ME 04062
  • /37

    $599,900

    • 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
  • /57

    $457,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,450 Sq Ft

    15 Junco Dr Unit 15, Windham, ME 04062

    Step into this immaculately maintained 3-bedroom, 2.5-bath home, built in 2022 and nestled on a generous 0.43-acre lot. Thoughtfully designed and beautifully cared for, this property offers the perfect blend of modern comfort and outdoor lifestyle.Located just 20 minutes from the serene shores of Sebago Lake and only 30 minutes from the vibrant heart of downtown Portland, you'll enjoy the best of

    Tyler Tibbetts Engel & Volkers Casco Bay

    15 Junco Dr Unit 15, Windham, ME 04062
  • /21

    $369,900 Open Sat 10AM - 12PM

    • 2 Beds
    • 1 Bath
    • 767 Sq Ft

    15 Tarkill Way Unit 15, Windham, ME 04062

    Welcome to this charming and beautifully maintained one level condominium nestled in a peaceful 55+ community minutes from all of Windham's amenities. This home features a one car garage and full basement with many upgrades such as gorgeous hardwood floors, a double oven and granite counters in the kitchen, remote control blinds in the main living area, heat pumps on the first floor and in the

    Michelle Don Rebecca Lord RE/MAX Shoreline

    15 Tarkill Way Unit 15, Windham, ME 04062
  • /36

    $599,000

    • 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
  • /37

    $399,900

    • 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
  • /26

    $349,995

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

    88 Smith Rd, Windham, ME 04062

    Great opportunity to build equity. House has some good bones and is move-in ready.There are several unique features to explore in this home. Enjoy 1 floor living plus bonus space in basement. Features include an oversized 2 + car garage and plenty of storage space. The taxes are a portion of the current assessment, as a 6 acre lot has been split and is being offered separately. MLS #1620025

    Michael Jacobson Kre Brokerage Group

    88 Smith Rd, Windham, ME 04062
  • /59

    $434,900

    • 3 Beds
    • 1.5 Baths
    • 1,724 Sq Ft

    369 Windham Center Rd, Windham, ME 04062

    Tucked away on a peaceful 1.86-acre lot, this cozy ranch is full of charm and outdoor fun in every season. Picture winter days spent skating on your own private pond, then warming up by the fire inside. When summer comes, the fun moves outdoors, where a spacious deck and a built-in firepit invite evenings under the stars, s'mores by the fire, and quiet mornings with coffee in hand. This home has

    John Krouse EXP Realty

    369 Windham Center Rd, Windham, ME 04062
  • /5

    $225,000

    • Land
    • 6 Acres
    • $37,500 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
  • /34

    $500,000 Open Sun 1PM - 2:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,352 Sq Ft

    34 Belvedere Dr, Windham, ME 04062

    You will get YARD ENVY at 34 Belvedere Drive! One of the most popular neighborhoods in Windham. This like new three bedroom & 1.5 bathroom colonial is waiting for new owners to make memories here! Natural light pours in through large windows, highlighting the charming features of the space. The kitchen is a true focal point, with sleek countertops, ample cabinet space, and updated appliances that

    Adam Parent Maine Real Estate Co

    34 Belvedere Dr, Windham, ME 04062
  • /4

    $99,000

    • Land
    • 1.40 Acres
    • $70,714 per Acre

    Lot 18E Murray Dr, Raymond, ME 04071

    Amazing 1.4 acre building lot opportunity in Raymond! This parcel offers endless possibilities to build your dream home and is conveniently located near Rt. 302, making commuting to many surrounding towns a breeze. As an added bonus, there has already been some clearing done and power is on site!

    Alicia Frech Ramsey Pulkkinen A Team Realty

    Lot 18E Murray Dr, Raymond, ME 04071
  • /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
  • /3

    $99,000

    • Land
    • 1.25 Acres
    • $79,200 per Acre

    Lot 18F Murray Dr, Raymond, ME 04071

    Amazing 1.25 acre building lot opportunity in Raymond! This parcel offers endless possibilities to build your dream home and is conveniently located near Rt. 302, making commuting to many surrounding towns a breeze. As an added bonus, there has already been some clearing done and power is on site!

    Justin Hayward A Team Realty

    Lot 18F Murray Dr, Raymond, ME 04071
  • /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
  • /34

    $475,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft

    219 Main St, Windham, ME 04062

    Nestled in the scenic town of Windham, just under 30 minutes from Portland, this delightful farmhouse combines rustic charm with modern comfort. The 1875 colonial features a distinctive mansard roof, high ceilings, and original flooring, adding to its character and charm. Offering first-floor living with spacious interiors, the home includes three comfortable bedrooms and two full bathrooms with

    Caroline Smith Smith & Company Realty

    219 Main St, Windham, ME 04062
  • /44

    $350,000

    • 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

    $350,000

    • 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

    $270,000

    • 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

    $189,000

    • Land
    • 4.57 Acres
    • $41,357 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

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