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Windham, ME Houses for Sale

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  • /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

    Agent Photo

    Patricia Gallant

    Dream Home Realty LLC

    10 Abby Rd, Windham, ME 04062
  • /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
  • /35

    $589,000

    $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
  • /60

    $720,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,520 Sq Ft

    25 Jeffrey Woods Rd, Windham, ME 04062

    If space is what you are looking for, 25 Jeffrey Woods is the property for you. Whether you need to store things in the full basement, have a workshop in the massive garage, build trails on your 12 wooded acres or house visitors in the attached suite, 25 Jeffrey Woods has the room you need. Whether its the floors, trim or cabinets this house is elegantly finished in natural wood tones which give

    Bennett Wade Real Broker

    25 Jeffrey Woods Rd, 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
  • /71

    $669,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    3 Lieutenants Dr, Windham, ME 04062

    Welcome to this beautifully maintained 3-bedroom Colonial, ideally situated on a private 1.17-acre lot in a desirable subdivision. This spacious home features an open-concept layout with an eat-in kitchen that flows seamlessly into the dining area and living room, creating the perfect space for everyday living and entertaining. The primary suite offers a private bathroom for added comfort and

    Matthew Tifft Meservier & Associates

    3 Lieutenants Dr, Windham, ME 04062
  • /41

    $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
  • /42

    $649,000

    • 2 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    25 Lake Ave, Windham, ME 04062

    Timeless charm meets lakeside living at this beautifully restored 1920 bungalow just steps from Big Sebago Lake. Rich in character and thoughtfully updated, this 2-bedroom, 2.5-bath home offers nearly 2,000 square feet of inviting living space with original details blended seamlessly with modern comfort. The warm and welcoming interior features a classic wood-burning fireplace, two comfortable

    Daniel Kirk Keller Williams Realty

    25 Lake Ave, 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
  • /98

    $1,099,000

    $50K PRICE DROP
    • 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
  • /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
  • /58

    $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.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /74

    $875,000

    $44K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,746 Sq Ft

    27 Independence Dr, Windham, ME 04062

    4.26 ACRES (potentially sub-dividable) WITH INCOME PRODUCING EFFICIENCY APARTMENT! Built in 2003, the main house offers nearly 2800sqft, 4+ bedrooms, 2.5 baths, a spacious loft with pool table, and a fully finished basement. High-quality Andersen windows fill the home with natural light, while warm wood finishes and generous living spaces create an inviting, comfortable atmosphere. Savor the

    Scott Richard Coldwell Banker Team Real Estate

    27 Independence 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
  • /50

    $2,100,000

    • 2 Beds
    • 6 Baths
    • 4,005 Sq Ft

    68 Outlet Cove Rd, Windham, ME 04062

    Set on a beautifully maintained peninsula in Outlet Cove, 68 Outlet Cove Road presents an exceptional Little Sebago Lake setting with expansive waterfront, a private sandy beach, dock, and sweeping sunset views. The level lawn extends naturally to the shoreline, creating an inviting setting for swimming, boating, entertaining, or quiet mornings by the water.Every element reflects years of

    William Fuller Legacy Properties Sotheby's International Realty

    68 Outlet Cove Rd, Windham, ME 04062
  • /39

    $554,900

    $14K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,655 Sq Ft

    2 Twoey Dr, Windham, ME 04062

    Beautifully maintained split foyer, just 10 years old, featuring open concept living, dining, kitchen space. Kitchen offers stainless appliances, gas range, and opens to large private elevated rear deck. Three bedrooms and a full bath are also on the upper level. Lower level has primary suite with private bath and two large closets. Direct-entry two-car garage is off mudroom. Excellent

    Jeffrey Davis Town & Shore Real Estate

    2 Twoey Dr, Windham, ME 04062
  • /57

    $450,000

    • 3 Beds
    • 1.5 Baths
    • 1,773 Sq Ft

    14 Pope Rd, Windham, ME 04062

    Welcome to 14 Pope Road in Windham--a place that just feels like home the moment you pull in. Set on 1.7 acres, there's plenty of room to spread out, with a bright, sunny backyard that's perfect for summer nights, backyard games, or letting pets roam free in the fully fenced yard. The barn and shed give you all the extra space you need for storage, hobbies, or projects you've been meaning to

    Katya Dolloff Maine Real Estate Experts

    14 Pope Rd, 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
  • /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
  • /38

    $589,000

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    37 Shore Rd, Windham, ME 04062

    There's something refreshing about being the first person to call a house home. This newly constructed home offers a floor plan that balances open gathering spaces with the privacy everyone needs. The kitchen sits at the center of the main living area, making it easy to stay connected whether you're preparing dinner, hosting friends, or keeping an eye on homework at the dining table. The kitchen

    Carly Chasse Portside Real Estate Group

    37 Shore Rd, Windham, ME 04062
  • /40

    $679,000

    New Construction $70K 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
  • /53

    $829,500

    $90K 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
  • /22

    $375,000

    $54K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    528 Roosevelt Trail, Windham, ME 04062

    Move right into this beautifully updated 3-bed, 1-bath home in Windham, located just an easy drive from Portland! This home features wood floors and a stunning updated kitchen with granite countertops and stainless steel appliances. Stay cozy all winter long with the charming woodstove in the basement and a highly efficient Baxi on-demand natural gas heating system.You'll love the peace of

    Melissa Ryan-Proper Proper Real Estate Group LLC

    528 Roosevelt Trail, Windham, ME 04062
  • /46

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,981 Sq Ft

    24 Leonards Way, Windham, ME 04062

    Welcome to this stunning custom-built 4-bedroom (3 bedroom septic) home nestled in one of Windham's most desirable neighborhoods. Perfectly situated just 15 minutes from Portland and 15 minutes from North Windham's shopping, dining and recreation. This property offers the ideal blend of convenience and peaceful living. Designed with both comfort and entertaining in mind, the home features an

    Brittany Copp Portside Real Estate Group

    24 Leonards Way, Windham, ME 04062
  • /33

    $724,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    9 Gunpowder Mill Rd, Windham, ME 04062

    A striking expression of contemporary design, this exceptional residence commands attention with its bold architectural presence and unmistakable curb appeal. Designed for effortless entertaining and everyday luxury, the expansive open-concept interior seamlessly unites the kitchen, dining area, and living room into one breathtaking gathering space. Whether hosting an intimate dinner party or a

    Matthew Trask Maine Real Estate Experts

    9 Gunpowder Mill Rd, Windham, ME 04062
  • /30

    $850,000

    $150K 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
  • /72

    $695,000

    Open Fri 5PM - 6:30PM
    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    10 Charlan Ln, Windham, ME 04062

    Beautiful 4BR, 3BA Colonial on a quiet dead-end street in a desirable neighborhood! This well-maintained home features hardwood floors, a cozy fireplace, first-floor office, and a spacious bonus room above the attached 2-car garage. The convenient second-floor laundry adds to the home's functional layout. The walk-out basement offers excellent storage and potential for future expansion. Outside,

    Kaitlyn Hall Landing Real Estate

    10 Charlan Ln, Windham, ME 04062
  • /40

    $574,900

    $50K PRICE DROP
    • 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
  • /67

    $1,795,000

    New Construction $205K PRICE DROP
    • 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

    $785,000

    $14K PRICE DROP
    • 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
  • /23

    $625,000

    • 3 Beds
    • 1.5 Baths
    • 1,363 Sq Ft

    7 Hall Rd, Windham, ME 04062

    Welcome to this beautifully private and tucked-away retreat, gracefully situated on 1.29 acres of peaceful countryside. Offering 3 spacious bedrooms, 1.5 bathrooms, and a 1-car garage, this charming home provides the perfect blend of comfort, privacy, and convenience. Surrounded by the beauty of a serene rural setting, you can enjoy the tranquility of nature while remaining just moments from

    Kristal Fecteau Coldwell Banker Team Real Estate

    7 Hall Rd, Windham, ME 04062
  • /96

    $969,900

    • 4 Beds
    • 3.5 Baths
    • 3,555 Sq Ft

    35 Woldbrook Dr, Windham, ME 04062

    OPEN HOUSE SATURDAY JUNE 20th, 12 to 2. Experience the best of Sebago Lake living in the highly sought-after Windemere neighborhood. This custom-built Colonial offers over 3,550 square feet of beautifully finished living space with a versatile layout ideal for today's lifestyle, including the potential for an in-law suite or guest quarters above the garage with a kitchenette. The home features 5

    Jackie Griffeth Krainin Real Estate

    35 Woldbrook Dr, Windham, ME 04062
  • /34

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    14 Scout Ln, Windham, ME 04062

    Beautiful lot at end of private road. Big back and front yards. Open concept ranch with wooden accent walls, beautiful hardwood floors throughout. Granite countertops.

    David White OwnerEntry.com

    14 Scout Ln, Windham, ME 04062
  • /20

    $520,000

    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft

    104 Harvest Hill Rd, Windham, ME 04062

    Welcome to this adorable Colonial offering 3 bedrooms, 1.5 baths and a bright, open concept with 9' high ceilings. Recent updates include all new windows and doors, flooring on 1st level and 2nd floor hallway and a Vermont Casting woodstove for an additional source of heat. Enjoy the seasonal views of the Western Mountains and amazing sunsets from your front windows or sitting outside in your

    Jason Saphire www.HomeZu.com

    104 Harvest Hill Rd, Windham, ME 04062
  • /36

    $399,000

    • 2 Beds
    • 1.5 Baths
    • 1,104 Sq Ft

    47 Anglers Rd, Windham, ME 04062

    Water views, recent renovations, original charm and outdoor recreation, all without the waterfront price tag! This 2 bedroom, 1.5 bath home is located on a private half-acre lot overlooking Pettingill Pond. Just steps from your front door is your shared water access to put in your kayak, canoe or paddle board. When you aren't on the water you can still soak in those views from your three season

    Kelli Brewer Portside Real Estate Group

    47 Anglers Rd, Windham, ME 04062
  • /50

    $659,000

    • 3 Beds
    • 2.5 Baths
    • 2,214 Sq Ft

    13 Maysens Way, Windham, ME 04062

    'AMAZING HOUSE, LOT, LOCATION & VALUE' This is the property you've been searching for with the perfect combination of everything you are looking for!! This beautifully cared for newer home has bright spacious rooms with an awesome plan that is both comfortable and versatile. Nestled on one of the prettiest lots in a very desirable small neighborhood with a dead end and gorgeous sun-drenched

    Bruce Ludka Maine Realty 2000

    13 Maysens Way, Windham, ME 04062
  • /61

    $795,000

    $55K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,366 Sq Ft

    25 Leonards Way, Windham, ME 04062

    Welcome to 25 Leonards Way! Set on a beautifully maintained 0.84-acre lot in one of Windham's sought-after established neighborhoods, this exceptional property offers the perfect blend of elevated finishes, everyday comfort, & an unbeatable location. Built in 2021, this beautifully kept 4-bedroom, 2.5-bath home offers nearly 2,400 square feet of thoughtfully designed living space with high-end

    Emilie Levecque Portside Real Estate Group

    25 Leonards Way, Windham, ME 04062

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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 Price Trends

Median Home Price
$559,000
Median 3-Bedroom Home Price
$554,000
Median 4-Bedroom Home Price
$690,000
Median 5-Bedroom Home Price
$1,207,500
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