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Homes for Sale near Windham Middle School

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  • /82

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,255 Sq Ft

    22 Montgomery Rd, Windham, ME 04062

    A year-round brook, your own private waterfalls, and a true Maine homestead on over 2 magical acres -- just 30 minutes to Portland.Some properties you tour. This one you fall for. Set on over two private acres along year-round Colley Wright Brook -- with over 300 feet of owned water frontage and your very own waterfalls -- this is the rare retreat where the land itself tells the story. Gather

    Agent Photo

    Jennifer Whitehead

    Dream Home Realty LLC

    22 Montgomery Rd, Windham, ME 04062
  • /50

    $549,000

    • 3 Beds
    • 3 Baths
    • 1,428 Sq Ft

    1 Morgan Ln, Windham, ME 04062

    Welcome to 1 Morgan Ln, a charming 3-bedroom, 2-bath home set on nearly 2 private acres in Windham. The home is thoughtfully laid out for convenient first-floor living, offering ease and functionality for everyday life. Enjoy the space and privacy of a generous lot while still being conveniently located for an easy commute to Portland and surrounding areas. A wonderful opportunity to enjoy

    Agent Photo

    Jonathan Larssen

    Tim Dunham Realty

    1 Morgan Ln, Windham, ME 04062
  • /35

    $589,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,962 Sq Ft

    36 Belvedere Dr Unit 1654398, Windham, ME 04062

    Welcome to this beautifully maintained custom Colonial in the desirable Belvedere Estates, offering the feel of a nearly brand-new home with a bright, open-concept design perfect for modern living and entertaining. Gleaming hardwood floors run throughout the home, featuring a stunning kitchen with a large center island, granite countertops, and stainless steel appliances. The kitchen opens

    Megan McShane Redfin Corporation

    36 Belvedere Dr Unit 1654398, Windham, ME 04062
  • /56

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,466 Sq Ft

    409 Pope Rd, Windham, ME 04062

    Open House Thursday August 13th from 4:30pm-6pm and Saturday August 15th from 10am-11:30am. Move right into this beautifully remodeled home offering the perfect combination of modern updates, comfortable living space, and a convenient location just minutes from shopping, dining, everyday amenities, and Maine's beautiful Lakes Region. Whether you're searching for extra space, room to entertain, or

    Bill Bergeron Fontaine Family-The Real Estate Leader

    409 Pope Rd, Windham, ME 04062
  • /27

    $479,000

    $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    6 Dolley Farm Rd Unit 3, Windham, ME 04062

    New model completed and available for sale! Come see why so may have chosen Dolley Farm Condominiums for their new home! Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting. The Sunrise style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows

    Marie Flaherty The Flaherty Group

    6 Dolley Farm Rd Unit 3, Windham, ME 04062
  • /95

    $4,450,000

    $300K PRICE DROP
    • 7 Beds
    • 4.5 Baths
    • 4,872 Sq Ft

    15 Sleepy Hollow Rd, Windham, ME 04062

    This is a rare opportunity to experience luxury lakefront living in this extraordinary, furnished waterfront residence on pristine Sebago Lake. Take in spectacular Mt. Washington views, breathtaking sunsets, abundant natural light and 113 feet of private shoreline.This area of Sebago's Jordan Bay is closest to the airport, the arts, world class restaurants and the ocean. Also just five minutes

    Karen Tufts Coldwell Banker Team Real Estate

    15 Sleepy Hollow Rd, Windham, ME 04062
  • /73

    $649,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    3 Lieutenants Dr, Windham, ME 04062

    Built in 2019 and thoughtfully designed for today's lifestyle, this move-in ready Colonial offers the perfect balance of modern comfort, privacy, and convenience. Situated on a private 1.17-acre lot in the desirable Riverside Ridge neighborhood, this home provides a peaceful setting while remaining just minutes from shopping, restaurants, schools, the Maine Turnpike, and a short drive to the

    Matthew Tifft Meservier & Associates

    3 Lieutenants Dr, Windham, ME 04062
  • /47

    $1,485,000

    $305K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,602 Sq Ft

    20 Freeman Ct, Windham, ME 04062

    Enjoy 700' of gated private Sebago Lake frontage with this exceptional estate located at the end of a quiet cul-de-sac. Refined design, extensive recent renovations, and exclusive access to the crystal-clear waters of Maine's premier Sebago Lake -- widely regarded as one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of

    Corinne Holt Holt Realty

    20 Freeman Ct, Windham, ME 04062
  • /54

    $330,000

    • 3 Beds
    • 1 Bath
    • 1,604 Sq Ft

    11 Oak Ln, Windham, ME 04062

    ESTATE SALE! The property is being sold AS IS. 3-bedroom split-level home situated on a nicely treed lot in an established Windham neighborhood. Great location just steps from Windham's shopping district, restaurants and everyday amenities, while also being very close to Little Sebago Lake and area recreation. The main level features hardwood floors, an open kitchen and dining area, living room,

    Steve Levine American Real Estate

    11 Oak Ln, Windham, ME 04062
  • /100

    $1,199,000

    $51K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 4,580 Sq Ft

    44 Johnson Rd, Windham, ME 04062

    Luxury, Serenity, and Versatility Near Highland Lake Immerse yourself in a masterfully executed, 'down-to-the-studs' remodel (completed 2023) marrying organic warmth with modern sophistication. Infused with rich wood tones, textured accent walls, and a curated, boho-chic palette, this striking 6BR/5BA estate feels less like a house and more like a private sanctuary. Designed for seamless

    Laura Burden Beacon Realty

    44 Johnson Rd, Windham, ME 04062
  • /24

    $499,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,135 Sq Ft

    14 Family Cir Unit 2, Windham, ME 04062

    Don't miss this opportunity to own a year-round, two-bedroom cottage on beautiful Sebago Lake! Located in a five-member association, this property includes its own deep-water boat slip, making it ideal for boating enthusiasts. The renovation has already begun, as shown in the photos, giving the next owner a head start on creating their perfect lakeside retreat. The seller has decided to move on

    Ronald Cote Real Estate 2000 ME/NH

    14 Family Cir Unit 2, Windham, ME 04062
  • /56

    $485,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,332 Sq Ft

    129 Forbes Ln, Windham, ME 04062

    Welcome to 129 Forbes Lane! Set on nearly half an acre in an established Windham neighborhood, this classic and alluring Cape offers 3 second level bedrooms, and a 1st floor bonus room which was designed as a primary bedroom! 2 full bathrooms that have been recently renovated, and approximately 1,888 square feet of living space. A full bathroom on both the first and second levels provides added

    Joel Turgo Elevate Maine Realty

    129 Forbes Ln, Windham, ME 04062
  • /16

    $575,000

    Open Sun 11:30AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,962 Sq Ft

    36 Belvedere Dr Unit 1673848, Windham, ME 04062

    Move-in ready and thoughtfully designed, this exceptional Colonial in sought-after Belvedere Estates offers the perfect blend of style, comfort, and efficiency. From the moment you enter, you'll appreciate the bright, open floor plan, quality craftsmanship, and beautiful hardwood flooring that flows throughout both levels of the home.At the heart of the home is an inviting kitchen

    Tammy Richard Keller Williams Realty

    36 Belvedere Dr Unit 1673848, Windham, ME 04062
  • /16

    $162,000

    $73K PRICE DROP
    • Land
    • 40,075 Sq Ft
    • $176,087 per Acre

    78 Lakeside Dr, Windham, ME 04062

    LAKESIDE LIVING: Bring your dream home to life on this exceptional, buildable lot offering privacy, natural beauty, and two separate deeded access points. Whether you're envisioning a year-round residence or the perfect lakefront getaway, this property is ready for your vision--with a custom building package available to simplify the process from start to finish. Much of the preparation has

    Ciara Sanfino Engel & Volkers Portsmouth

    78 Lakeside Dr, Windham, ME 04062
  • /19

    $180,000

    • Land
    • 1.6 Acres
    • $112,500 per Acre

    68 Sky Dr, Windham, ME 04062

    The perfect spot to build your dream home in Windham! This 1.6-acre parcel offers a spacious, open lot with a peaceful pond. Sky Drive is a quiet, private road where you'll enjoy privacy and tranquility while still being just minutes from downtown North Windham and the Maine Turnpike.Enjoy the best of Maine living with nearby Sebago Lake and Little Sebago Lake, known for exceptional

    Hannah Richard Locations Real Estate Group LLC

    68 Sky Dr, Windham, ME 04062
  • /10

    $120,000

    • Land
    • 27,878 Sq Ft
    • $187,500 per Acre

    7 Birdsong Ln, Windham, ME 04062

    Build your dream home near the water at 7 Birdsong Lane in Windham! This wooded .64 acre lot includes deeded access to Highland Lake through a shared right of way. Enjoy swimming, paddling, fishing and lake life without the cost of direct waterfront ownership.Much of the preliminary work has already been completed, including a survey, DEP letter of verification and septic design. The property

    Scott Varney Trek Realty LLC

    7 Birdsong Ln, Windham, ME 04062
  • /14

    $1,995,000

    $255K PRICE DROP
    • Land
    • 5.91 Acres
    • $337,563 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
  • /106

    $1,180,000

    $215K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    108 Highland Cliff Rd, Windham, ME 04062

    Welcome to this newly constructed masterpiece in Windham, Maine. Situated on a private, wooded lot, this home blends timeless craftsmanship with modern luxury. Wrapped in durable, low-maintenance LP SmartSide siding, this home is built to withstand Maine's changing seasons while maintaining a stunning aesthetic. The home features premium hydronic radiant heat underfoot, supplemented by

    Shawn Boulet Meservier & Associates

    108 Highland Cliff Rd, Windham, ME 04062
  • /10

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,215 Sq Ft

    439 Falmouth Rd, Windham, ME 04062

    Enjoy the best of both worlds with this charming 3-bedroom ranch featuring a 1-car garage, nestled in a peaceful rural setting in Windham while remaining just minutes from shopping, restaurants, and local businesses.The open-concept layout offers a spacious feel, highlighted by hardwood floors and a large front-to-back living room that's perfect for relaxing or entertaining. The primary

    Amanda Salovitch Dream Home Realty LLC

    439 Falmouth Rd, Windham, ME 04062
  • /81

    $599,000

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

    5 Cliff Dr, Windham, ME 04062

    Opportunity meets versatility at 5 Cliff Drive in Windham. Set on a spacious 1.84-acre lot, in The C3 Zone, this property offers more than 2,000 square feet of living space, a flexible floor plan, and is set up with an ADU (check with the town for specifics) with a tenant already in place.The upper level offers generous living spaces and plenty of opportunity for a new owner to make it their

    AmyBeth Brochu-Krikken Rockstar Real Estate

    5 Cliff Dr, Windham, ME 04062
  • /31

    $75,000

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    42 Robin Ln, Windham, ME 04062

    One-level living in a well-kept 55+ community! This single wide provides an easy layout with the kitchen open to the dining area, great for everyday living or having people over. The primary suite comes with its own half bath, and you've got a dedicated laundry room and mudroom for all the stuff that usually ends up piled by the door. Outside, the yard is landscaped and there's a shed for extra

    Malachi Winslow Keller Williams Realty

    42 Robin Ln, Windham, ME 04062
  • /66

    $499,900

    • 4 Beds
    • 2 Baths
    • 3,444 Sq Ft

    14 Emerson Dr, Windham, ME 04062

    Your Maine waterfront opportunity is knocking. This 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage was just pulled from Auction and has been reduced. Boasting a Single Family home with attached apartment and over 3,000 square feet of previous finished space the possibilities are endless. Images in this listing have been virtually staged.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /6

    $314,900

    Open Sat 9AM - 12PM
    • 1 Bed
    • 1 Bath
    • 766 Sq Ft

    10 Stillwater Dr Unit 1128, Windham, ME 04092

    **Builder Incentives Available**.Stop paying rent! Own for $2200 per month*! The Highland offers a peaceful retreat designed for simple, modern living. With 766 square feet of thoughtfully designed space, this one-bedroom, one-bathroom residence blends comfort, style, and convenience in a layout that feels both open and inviting.Inside, contemporary finishes meet everyday functionality with

    Amy Foley Signature Homes Real Estate Group, LLC

    10 Stillwater Dr Unit 1128, Windham, ME 04092
  • /33

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    65 High St, Windham, ME 04062

    Tucked in South Windham, an area experiencing exciting momentum as part of the town's ongoing Little Falls/South Windham Villages revitalization plan, this classic 1900 New Englander has been freshly painted from top to bottom and is ready to welcome its next chapter. Wood floors carry you through a sun-filled first floor, where the kitchen, dining room, and living room flow together with ease --

    Tim Flaherty The Flaherty Group

    65 High St, Windham, ME 04062
  • /46

    $594,900

    $25K PRICE DROP
    • 2 Baths
    • 2,252 Sq Ft

    41 Lotts Dr, Windham, ME 04062

    41 Lotts Dr, Windham, ME - Owner-Occupy Opportunity with Income Potential Live in one unit and let the other help pay your mortgage. This well-maintained 2-unit property offers a spacious 3-bedroom unit that will be delivered vacant at closing, paired with a 2-bedroom apartment currently leased to great tenants at $2,200/month. The 3-bedroom unit features single-level living with an open kitchen,

    Sarah Msuya Dream Home Realty LLC

    41 Lotts Dr, Windham, ME 04062
  • /32

    $442,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,388 Sq Ft

    106 Highland Cliff Rd, Windham, ME 04062

    Tucked on a quiet 1.9-acre lot, this 3-bedroom, 1-bath split-entry home has room to spread out. The main level features an open kitchen that flows into the living room, with hardwood flooring, along with two bedrooms and a full bath. Downstairs, you'll find a third bedroom and a finished bonus room that can easily serve as a home office, gym, playroom, or guest space. A partial wrap-around deck

    Alicia Frechette Ramsey Pulkkinen A Team Realty

    106 Highland Cliff Rd, Windham, ME 04062
  • /96

    $975,000

    $24K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,555 Sq Ft

    35 Woldbrook Dr, Windham, ME 04062

    Welcome to the highly desirable Windemere neighborhood on Sebago Lake. This beautifully maintained custom Colonial offers over 3,550 sq. ft. of finished living space with a flexible floor plan designed to accommodate today's multi-generational living needs, including the potential for an in-law suite with kitchenette above the garage.The 5 bedroom and 3.5 baths, including primary suites on

    Jackie Griffeth Krainin Real Estate

    35 Woldbrook Dr, Windham, ME 04062
  • /47

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    33 Spear Ave, Windham, ME 04062

    Move right into this well-maintained home, perfectly situated on a semi-private lot surrounded by mature greenery. Enjoy deeded right-of-way access to Pettingill Pond for swimming, kayaking, or simply relaxing by the water, all while being just one mile from Windham's shopping, dining, and everyday conveniences. Inside, the daylight basement with a cozy pellet stove offers flexible living space,

    Lee Goldberg Coastal Pine Real Estate, LLC

    33 Spear Ave, Windham, ME 04062
  • /8

    $34,000

    $15K PRICE DROP
    • Land
    • 4,791 Sq Ft
    • $309,091 per Acre

    1 Vista Dr, Windham, ME 04062

    AFFORDABLE WATER ACCESS ! This lot is Non Buildable, however can accommodate a camper or single wide trailer. It has an Easement Deed with Consolidated Communications to have a small equipment building on the property. Consolidated Communications pays all annual taxes. The property has ROW access to Highland Lake.

    William Holmes Cumberland County Realty

    1 Vista Dr, Windham, ME 04062
  • /2

    $165,000

    • Land
    • 2.09 Acres
    • $78,947 per Acre

    182 Sand Bar Rd, Windham, ME 04062

    Beautiful 2.09-acre parcel in a desirable Windham location near Sebago Lake! This property offers a wonderful opportunity to own land in one of Southern Maine's most sought-after areas, with easy access to the recreational opportunities of Sebago Lake. Located on Sandbar Road in Windham and situated in the Farm District, this property offers potential for a future home or investment.

    Kim Carignan EXP Realty

    182 Sand Bar Rd, Windham, ME 04062
  • /3

    $399,900

    $29K PRICE DROP
    • Land
    • 3.7 Acres
    • $108,081 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
  • /33

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,098 Sq Ft

    12 Turkey Trail Unit 20, Windham, ME 04062

    Excellent Opportunity:Very nice 2 bedroom, 1.5 bath Condominium with a full basement and a nice small back deck. Located in a great Windham location with beautiful grounds and amenities that include a pool, tennis and pickle ball courts, planting area and more all run by an Excellent Association.The home itself has a nice layout and a good flow to it with the Townhouse design. Very

    Jay Weinberg Coldwell Banker Realty

    12 Turkey Trail Unit 20, Windham, ME 04062
  • /48

    $415,000

    • 3 Beds
    • 1 Bath
    • 1,388 Sq Ft

    106 Highland Cliff Rd, Windham, ME 04062

    Tucked on a quiet 1.9-acre lot, this 3-bedroom, 1-bath split-entry home has room to spread out. The main level features an open kitchen that flows into the living room, with hardwood flooring, along with two bedrooms and a full bath. Downstairs, you'll find a third bedroom and a finished bonus room that can easily serve as a home office, gym, playroom, or guest space. A partial wrap-around deck

    Alicia Frechette Ramsey Pulkkinen A Team Realty

    106 Highland Cliff Rd, Windham, ME 04062
  • /7

    $85,000

    $35K PRICE DROP
    • Land
    • 1.97 Acres
    • $43,147 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.

    Liam McCusker NextHome NorthEast Realty

    8 Beaulieu Dr, Windham, ME 04062
  • /30

    $649,900

    • 2 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    1112 Roosevelt Trail Unit 15, Windham, ME 04062

    This is the largest single Townhouse unit in the complex and features lake views from every room, 33' width facing the lake and the full-length deck comes with an awning. Property comes with an existing mooring.

    Tom Noonan Allied Real Estate

    1112 Roosevelt Trail Unit 15, Windham, ME 04062
  • /57

    $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.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /6

    $349,900

    Open Sat 9AM - 12PM
    • 2 Beds
    • 2 Baths
    • 991 Sq Ft

    10 Stillwater Dr Unit 1126, Windham, ME 04092

    **Builder Incentives Available**.Stop paying rent! Own for $2400 per month*! Offering 991 square feet of bright, open-concept living, this thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless

    Amy Foley Signature Homes Real Estate Group, LLC

    10 Stillwater Dr Unit 1126, Windham, ME 04092
  • /22

    $135,999

    $23K PRICE DROP
    • Land
    • 1.26 Acres
    • $107,936 per Acre

    53 Johnson Rd, Windham, ME 04062

    Why settle for a small in-town lot when you can enjoy space and privacy just minutes from Portland? This beautiful 1.2-acre parcel in Windham offers the best of both worlds--peaceful surroundings with convenient access to everything you need. The property features a level, wooded setting with mature pine trees, giving it natural character and a serene feel. Even better, it includes lake access,

    Stephen Welsh Plowman Realty Group

    53 Johnson Rd, Windham, ME 04062
  • /3

    $180,000

    • Land
    • 40,075 Sq Ft
    • $195,652 per Acre

    tbd William Knight Rd, Windham, ME 04062

    Survey is being completed. No property lines have been staked/flagged yet. Level, raw land . Great soil for a septic. Quiet country Rd. Public water and a fire hydrant at the road. 20 minutes to Portland and the Jetport. 5 minutes to Windham shopping centers.

    Andrew Griffin Maine Real Estate Experts

    tbd William Knight Rd, Windham, ME 04062
  • /2

    $189,900

    • Land
    • 1.84 Acres
    • $103,207 per Acre

    40 Highland Cliff Rd, Windham, ME 04062

    Back line on a small trout brook with trees, most of the lot is beautiful fields. Nice level loamy lot.

    Reggie Butts Butts Commercial Brokers

    40 Highland Cliff Rd, Windham, ME 04062

Showing Results 1 - 40, Page 1 of 3

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