29

Windham, ME Houses for Sale

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  • /35

    $589,000

    Open Sat 11AM - 12:30PM $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,962 Sq Ft

    36 Belvedere Dr, 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, Windham, ME 04062
  • /55

    $1,100,000

    New Construction $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,470 Sq Ft

    17 Betty Ln, Windham, ME 04062

    Welcome to Edgewood Estates, one of Windham's most sought-after new communities, offering a rare opportunity to own within a thoughtfully designed six-lot setting surrounded by natural beauty. Positioned at the edge of the neighborhood, this home offers a sense of retreat, where protected conservation land becomes your backdrop and everyday living feels quietly elevated. Inside, light pours

    Andrea Page Keller Williams Realty

    17 Betty Ln, Windham, ME 04062
  • /40

    $1,790,000

    • 4 Beds
    • 2.5 Baths
    • 4,602 Sq Ft

    20 Freeman Ct, Windham, ME 04062

    Located at the end of a quiet cul-de-sac, this exceptional residence combines 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 finished living space, the home features 4

    Corinne Holt Holt Realty

    20 Freeman Ct, Windham, ME 04062
  • /100

    $1,250,000

    • 6 Beds
    • 5 Baths
    • 4,580 Sq Ft

    44 Johnson Rd, Windham, ME 04062

    Luxury Meets Serenity: Your Gateway to Highland Lake! Enveloped by a private, wooded forest, this modern architectural masterpiece (skillfully redesigned in 2023-2026) offers an unparalleled blend of premium design and total lifestyle versatility. Designed to function seamlessly as a single-family estate, a luxury multi-family w/ income producing apartment, or a multi-generational compound. The

    Laura Burden Beacon Realty

    44 Johnson Rd, Windham, ME 04062
  • /98

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    15 Worcester Dr, Raymond, ME 04071

    Whole log home on one of Little Sebago's largest and most private lots. Soaring vaulted ceilings with hand hewn logs, skylights and an open floor plan. Woodstove for those chilly fall or winter nights. Huge covered farmers porch and a large fenced in back yard for your furry friends. Over 200 feet of desirable sandy frontage on Little Sebago Lake.

    Karen Tufts Coldwell Banker Team Real Estate

    15 Worcester Dr, Raymond, ME 04071
  • /89

    $1,395,000

    • 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
  • /52

    $474,900

    Open Wed 4:30PM - 6PM
    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    25 Forbes Ln, Windham, ME 04062

    Welcome to 25 Forbes Ln! This charming 3-bedroom, 2-bath single-family home offers comfort, functionality, and recent updates throughout. Enjoy a spacious layout, bright living areas, and thoughtful improvements that make this home move-in ready. Conveniently located near local amenities while offering a peaceful residential setting.

    Magnifique Butoto The Maine Real Estate Experience

    25 Forbes Ln, 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
  • /53

    $874,900

    New Construction
    • 3 Beds
    • 4 Baths
    • 2,856 Sq Ft

    23 Pennywhistle Dr, Windham, ME 04062

    Back on the market through no fault of the sellers! Welcome to 23 Pennywhistle Drive, a beautifully designed contemporary farmhouse located in one of Windham's most desirable neighborhoods. Built in 2022 and thoughtfully crafted with both comfort and style in mind, this stunning home offers over 2,400 square feet of beautifully finished living space on a private 1+ acre lot. Inside, you'll find a

    Daneel Dafni Better Homes & Gardens Real Estate/The Masiello Group

    23 Pennywhistle Dr, Windham, ME 04062
  • /43

    $1,060,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    594 River Rd, Windham, ME 04062

    This large, cherished property has been lovingly preserved by the same family for decades, dating back to its early use by the Girl Scouts for camping and swimming. Encompassing just over 28 acres, the land offers exceptional privacy and includes a rare island in the river where children once camped. One of the property's most distinctive features is the river flowing from Sebago Lake, known for

    Stephen Welsh Plowman Realty Group

    594 River Rd, Windham, ME 04062
  • /43

    $734,000

    New Construction $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,180 Sq Ft

    9 Dusty Rhoades Ln, Windham, ME 04062

    This lovely new Windham property offers the perfect blend of privacy, comfort, and convenience. Inside you'll find an open concept layout with 9 foot ceilings creating a bright and airy atmosphere, with true hardwood oak flooring extending throughout the entire first floor and stairwell for added warmth and character. The home offers 3 bedrooms and 3 bathrooms, including a spacious primary suite,

    Catherine Hodge Salt Real Estate Co

    9 Dusty Rhoades Ln, Windham, ME 04062
  • /62

    $889,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    32 Pennywhistle Dr, Windham, ME 04062

    This stunning home is bathed in natural light and beautifully appointed. It was purchased 1 year ago as an unfinished new build 3 bed/1 bath home, that is now transformed into a light, bright 3 bedroom 3 bath (plumbed for a 4th bath in the unfinished high ceilinged daylight basement) with a new sunny primary suite, library, laundry and mudroom.Enter the front door to a 2 story foyer and

    John Hatcher Keller Williams Realty

    32 Pennywhistle Dr, Windham, ME 04062
  • /30

    $950,000

    $50K PRICE DROP
    • 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

    David Banks RE/MAX By The Bay

    103 Basin Rd, Windham, ME 04062
  • /30

    $349,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    549 Roosevelt Trail, Windham, ME 04062

    Charming & Updated Home with Potential on Roosevelt Trail! Move right into this neat, clean, and sun-drenched single-family home. There is a two bedroom septic system which is valuable for expansion. Boasting a bright, open floor plan and numerous recent updates--including a modernized heating system--this property is turnkey. Relax on the covered front porch or enjoy the enclosed back porch

    Todd Harvey Pine Tree Realty of Maine

    549 Roosevelt Trail, Windham, ME 04062
  • /40

    $625,000

    • 3 Beds
    • 1.5 Baths
    • 1,485 Sq Ft

    80 Vista Dr, Windham, ME 04062

    Perched along the shore of Highland Lake, this exceptional four season waterfront home offers the perfect combination of comfort, recreation, and convenience. Whether you envision quiet weekends by the lake, hosting family and friends all summer long, or generating seasonal rental income, this property delivers an unmatched lakefront lifestyle in one of Southern Maine's most desirable and

    Kelli Brewer Portside Real Estate Group

    80 Vista Dr, Windham, ME 04062
  • /68

    $2,000,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    20 Ladyslipper Dr, Windham, ME 04062

    New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling

    Judy George Judy George Realty

    20 Ladyslipper Dr, Windham, ME 04062
  • /7

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    014-17-J01 Mimi Ln, Windham, ME 04062

    Welcome to your opportunity to build a stunning modern farmhouse in the heart of Windham. This thoughtfully designed new construction package blends timeless charm with clean, modern finishes, offering both style and functionality across 2,600 square feet of beautifully crafted living space. This farmhouse style home features 4 spacious bedrooms, 2.5 bathrooms, and a2 car garage, designed with

    Jennifer Sumrall The Maine Real Estate Experience

    014-17-J01 Mimi Ln, Windham, ME 04062
  • /38

    $699,000

    New Construction Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,158 Sq Ft

    1 Friendly (On Land of Nod Rd ) Way, Windham, ME 04062

    Welcome to 1 Friendly Way, a gorgeous newly built modern bungalow that beautifully combines peaceful country living with everyday convenience! Situated in a sweet, quiet setting, this home features 2,100+ sq. ft. of living space, a bright open-concept layout with real oak hardwood floors, a cozy gas fireplace, and a designer kitchen complete with Quartz countertops, stained cabinetry, and a gas

    Sandra Reid Coldwell Banker Realty

    1 Friendly (On Land of Nod Rd ) Way, Windham, ME 04062
  • /58

    $423,000

    $12K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 632 Sq Ft

    12 Shore Rd, Windham, ME 04062

    Nestled along the peaceful shores of Pettingill Pond, 12 Shore Road in Windham, Maine has the perfect blend of classic lakeside charm and modern comfort. This inviting property boasts stunning water views, direct access to the pond, and a serene setting ideal for both year-round living and seasonal escapes. Inside, you'll find a bright and welcoming layout with large windows that fill the home

    Aaron Spiller Rockstar Real Estate

    12 Shore Rd, Windham, ME 04062
  • /21

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,540 Sq Ft

    28 Presumpscot Rd, Windham, ME 04062

    Stunning Fully Renovated Home with Modern FinishesThis beautifully updated home showcases a complete renovation with high-quality finishes throughout. Enjoy brand-new luxury vinyl flooring, a fully redesigned kitchen featuring modern cabinetry, and all-new stainless steel appliances. Every detail has been carefully crafted to deliver a stylish and comfortable living experience.

    David White OwnerEntry.com

    28 Presumpscot Rd, Windham, ME 04062
  • /21

    $365,000

    • 2 Beds
    • 1 Bath
    • 878 Sq Ft

    402 Roosevelt Trail, Windham, ME 04062

    402 Roosevelt Trail offers the perfect blend of recent updates, convenience, and space to enjoy Maine living. Situated on a generous 1.42-acre lot, this property features a spacious, fully fenced backyard--ideal for entertaining, pets, or simply relaxing in your own private outdoor setting.Significant improvements completed by the previous owner in 2024 include a new roof, new leach field,

    Amato Polselli Benchmark Real Estate

    402 Roosevelt Trail, Windham, ME 04062
  • /28

    $399,900

    $35K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,152 Sq Ft

    10 Abby Rd, Windham, ME 04062

    ✨ Valuable Updates + Equity Potential = Smart Buy in Windham! MORE UPDATES! Not a new home -- but packed with brand-new updates where it counts! This move-in ready Cape features a new furnace, new kitchen, new bath, and beautifully refinished hardwood floors, giving you modern comfort without the renovation hassle. Want room to grow your value? The unfinished second floor offers built-in

    Patricia Gallant Dream Home Realty LLC

    10 Abby Rd, Windham, ME 04062
  • /59

    $599,000

    $50K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 2,940 Sq Ft

    96 Mineral Spring Rd, Windham, ME 04062

    BACK ON THE MARKET! Rare Investment Opportunity Near Sebago Lake - Multi-Unit Property with Huge Potential or make it your home with an inlaw. Opportunity awaits. This unique property offers incredible potential for investors, contractors, or buyers looking to create value. Located just a short walk to association access on beautiful Sebago Lake, the property features multiple units and flexible

    Jackie Griffeth Krainin Real Estate

    96 Mineral Spring Rd, Windham, ME 04062
  • /25

    $730,000

    • 2 Beds
    • 1.5 Baths
    • 1,420 Sq Ft

    86 Basin Rd, Windham, ME 04062

    Set in a quiet Sebago Basin setting, this fully renovated 2-bedroom, 1.5-bath home blends classic cottage character with thoughtful modern updates. Inside, the home has been extensively improved with updated systems and carefully selected finishes throughout. Bright, inviting living spaces are filled with natural light, while the renovated primary suite features a beautifully finished en-suite

    Stephanie Retrosi Engel & Volkers Portsmouth

    86 Basin Rd, Windham, ME 04062
  • /42

    $449,000

    $20K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,229 Sq Ft

    8 Emerson Dr, Windham, ME 04062

    Discover 100 feet of private water frontage on Collins Pond with this beautifully remodeled single-level living home. Featuring a spacious one-bedroom 1.5 bath layout, seamlessly integrating the kitchen, living room, and dining area into an open concept design. Step into the stunning new kitchen, complete with granite countertops, new cabinets, new appliances, and updated flooring that flows

    Brittney Barr Landing Real Estate

    8 Emerson Dr, Windham, ME 04062
  • /8

    $459,900

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

    39 Pipeline Rd, Windham, ME 04062

    Well maintained classic Cape on a large lot. 1st floor consists of a nice kitchen area, large living room. 1 bedroom on 1st floor and a full bath for convenience. Second floor has 2 full sized bedrooms and a full bath. Hardwood floors. Great location. Seller willing to buy down the mortgage rate on this home. One Year American Home Shield Warranty included from Seller.

    William Mandell Cameron Prestige LLC

    39 Pipeline Rd, Windham, ME 04062
  • /35

    $534,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,915 Sq Ft

    516 Falmouth Rd, Windham, ME 04062

    BACK ON THE MARKET BY NO FAULT OF SELLER! Well-maintained and move-in ready, this bright and inviting home is set on a quiet, private lot just minutes from town. Tucked back from the road and surrounded by a natural tree buffer, it offers a great balance of privacy and convenience. Inside, you'll find an open-concept kitchen, living, and dining area, with oversized windows and a clean, updated

    Jonathan Cirrinone Maine Real Estate Experts

    516 Falmouth Rd, Windham, ME 04062
  • /39

    $699,900

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

    6 Deluca Dr, Windham, ME 04062

    Welcome to 6 Deluca Drive in Windham, Maine -- a beautifully crafted new construction home offering the perfect blend of modern design, comfort, and functionality. This thoughtfully designed 3-bedroom, 2.5-bath home features an open-concept layout ideal for both everyday living and entertaining. The heart of the home is the spacious kitchen and living area, complete with quality finishes,

    Chase Caprio Maine Real Estate Experts

    6 Deluca Dr, Windham, ME 04062
  • /47

    $595,000

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

    35 Spear Ave, Windham, ME 04062

    Flexible space for multi generational living, rental income, or extra room for guests! Welcome to 35 Spear Ave, a unique single family home with an accessory dwelling unit, perfect for owner occupants looking to offset their mortgage or accommodate multi generational living. Set on a large corner lot, the property features a detached two-car garage with storage above, plus an additional one car

    Carly Chasse Portside Real Estate Group

    35 Spear Ave, Windham, ME 04062

Why Live in Windham

Windham, Maine, located approximately 12 miles from Portland, is a community known for its clear waters and strong sense of community. The town is bordered by Sebago Lake and features a bustling shopping district with major retailers. Homes in Windham typically sit on at least an acre of land and include Colonial Revivals, mid-20th-century ranch styles, and new traditional houses. The town boasts a low crime risk compared to the national average. Residents enjoy various outdoor activities, including boating, fishing, and snowmobiling, with popular spots like Dundee Pond and Little Sebago Lake. The East Windham Conservation Area, opened in May 2024, adds to the town's numerous preserves and offers a glimpse into its rich history with artifacts dating back thousands of years. Windham High School students complete a capstone project before graduation, and the town's schools are part of the Windham Raymond School District. Dining options include Pop’s Place for breakfast, Rustler’s Steak House for dinner, and Corsetti’s Market for pizza and subs. The Windham Mall features big box stores like Home Depot and regional chains such as Hannaford. Smitty’s Cinema offers a unique movie-watching experience with themed dishes. The town hosts the annual Summerfest at Windham High School, featuring live music, games, and a fireworks display. Major routes like U.S. Route 202 and 302 connect Windham to Portland, and the Portland International Jetport is about 11 miles away.

Single Family Home Prices in Windham, ME

Single Family Home Price Trends

Median Home Price
$550,000
Median 3-Bedroom Home Price
$550,000
Median 4-Bedroom Home Price
$690,000
Median 5-Bedroom Home Price
$1,225,000
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