Framing has been completed on this Maple colonial, featuring 3 bedrooms, 2.5 bathrooms, and an open-concept kitchen, dining, and living area. The first floor includes a half bath, a mudroom, and a separate room ideal for an office or playroom. Upstairs, there are three bedrooms, including a primary suite with a walk-in closet and an ensuite bathroom, as well as two guest bedrooms, a full guest bathroom, and a laundry room. Welcome to Shepherd Lane, Windham's newest subdivision! Located off Falmouth Road, Shepherd Lane offers convenient access to Portland and all that the Lakes Region has to offer. All 13 homes on Shepherd Lane will have city water and will feature luxury vinyl flooring and tile on the first floor, quartz or granite countertops in the kitchen, and full basements. Four plans are available to suit your budget and needs. *All photos may show available upgrades. **22 Acres includes house lots and common areas for the subdivision. ***All interior photos showing finished builds are of previous similar builds. Photos will be updated as construction advances.
Welcome to this newer Executive Ranch at 31 Meredith Lane, Windham, featuring 1,296 sq ft of living space offering 3 generous bedrooms and 2 bathrooms and 3 direct entry garages! Built in 2022 offering the best of single level living in 1 of the most desirable neighborhoods in Windham! This meticulously maintained home offers cathedral ceilings with an open air, bright and sunny feel! Designed with a wide open concept perfect for gatherings, connection and a seamless flow with high performance durable Pergo flooring throughout! Additionally there is 1,296 sq ft of unfinished basement for expansion and future growth! This home has gorgeous stainless steel appliances, energy efficient heat pumps and is generator ready. great neighborhood and great location. Showings begin Wednesday 3/25 OPEN HOUSE Saturday 3/28 1-3
Recently remodeled yet full of charm, this beautiful 3-bedroom home perfectly blends character with modern updates. From the moment you step inside, you'll appreciate the warmth of hardwood floors, spacious bedrooms, and thoughtful finishes throughout. The updated kitchen features granite countertops, stainless steel appliances, and a layout ideal for both everyday living and entertaining. A cozy gas fireplace anchors the living space, creating the perfect spot to relax and unwind. Need extra space? The bonus room offers flexibility for a home office, playroom, or guest area. Outside, you'll find a detached barn with additional storage above--perfect for hobbies, equipment, or future potential. Set on a large yard, there's plenty of room to enjoy the outdoors while still being conveniently located just minutes to town and the turnpike for an easy commute. This is the perfect opportunity to enjoy modern comfort without sacrificing the charm of a classic home.
Easy living starts here. Set in one of Windham's sought-after 55+ communities, this thoughtfully upgraded 2-bedroom, 2-bath condo offers a low-maintenance lifestyle without sacrificing comfort or style. The layout is bright, open, and designed for everyday ease. The kitchen stands out with granite counters, stainless appliances, a center island perfect for gathering, and plenty of pantry space, all opening into a light-filled living area with vaulted ceilings. From there, step out to the back deck--an ideal spot for morning coffee or unwinding at the end of the day. The primary bedroom includes a walk-in closet and private feel, while the second bedroom can flex to fit your needs--guest space, office, or cozy den. Downstairs, the basement gives you even more options for hobbies, workouts, or a quiet retreat, plus space for storage or future expansion. You'll also appreciate the attached one-car garage with direct entry, efficient heat pump for year-round comfort, and a long list of upgrades including plantation shutters, updated fixtures, gutters, and more. With a community garden nearby and quick access to the Lakes Region, outdoor recreation, and local amenities, this location makes it easy to stay active--or simply relax and enjoy the surroundings. If you're looking for a move-in-ready home with the right mix of convenience and quality, this one checks all the boxes.
Welcome to 74 Emerson Drive in Windham, where peaceful pondside living meets everyday convenience. This charming 3-bedroom, 1.5-bath home offers beautiful views of Collins Pond from both the living room and the upstairs primary bedroom, creating a relaxing backdrop to your daily life. Just steps from the home, enjoy shared neighborhood access to Collins Pond--perfect for kayaking, swimming, and fishing during Maine's beautiful warmer months. Start your mornings on the large east-facing deck overlooking the pond, where sunrises reflect across the water, or unwind in the inviting three-season screened sun porch while enjoying the fresh air and tranquil surroundings. Inside, the home offers a practical and comfortable layout with first-floor laundry and plenty of space to make your own. A new hot water boiler system installed in 2025 adds efficiency and peace of mind, while the two-car garage provides excellent storage and convenience for Maine living. Location is a true highlight. Downtown North Windham is less than five minutes away, offering quick access to grocery stores, everyday essentials, and local favorites including Staples, The Home Depot, Lowe's Home Improvement, and a movie night at Smitty's Cinema Windham. And when you're ready for the energy of the city, vibrant Portland is only about 30 minutes away. Currently the property is tenant-occupied with a lease in place through September. The tenant is actively searching for a new home and may vacate sooner if they secure housing. Whether you're dreaming of peaceful mornings overlooking the water, quick access to outdoor recreation, or the convenience of being close to Portland while enjoying Windham's relaxed lifestyle, 74 Emerson Drive offers a wonderful opportunity to make pondside living your own. ***Showings start Thursday March 19th and Open house Saturday March 21st from 10am to 12pm*** Home Qualifies for Rural Development with zero down.
This beautifully crafted custom home is set on 4.76 private acres in one of Windham's most peaceful settings. Built in 2008, this thoughtfully designed home offers the ease of single-level living with a flexible layout and plenty of space to gather and entertain. The heart of the home is the open-concept kitchen, dining, and living area, where generous windows and a seamless flow create a warm and inviting space for everyday living. A split-bedroom floor plan provides privacy, with the primary suite set apart from the additional bedrooms. Above the garage, a spacious bonus room offers endless possibilities for a home office, media room, or guest space. The finished walk-out basement extends the living area and opens directly to the backyard and inground pool, making it an ideal setup for summer entertaining and indoor-outdoor living. With four heating zones, the home offers comfort and efficiency throughout every season. Outside, the property shines with beautifully maintained landscaping, wooded trails winding through the back of the lot, and the added benefit of bordering a large open field from a former farm that cannot be developed--ensuring lasting privacy and scenic views. A rare opportunity to enjoy space, privacy, and modern comfort just minutes from all that Windham has to offer.
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 seamlessly to a spacious living room complete with a cozy fireplace and custom entertainment center. Sliding doors lead to a wonderful rear deck overlooking the level backyard--ideal for relaxing or hosting guests. Upstairs, you'll find a massive primary suite retreat with a beautifully appointed granite bathroom, tiled floors, and generous walk-in closets. Two additional spacious bedrooms with hardwood floors and a convenient second-floor laundry room complete the upper level. The full unfinished basement offers excellent potential for future expansion--perfect for a home gym, media room, office, or additional living space--while also providing ample storage. The large two-car garage offers additional storage. This energy-efficient home features natural gas heat and low-maintenance living.
Welcome to 442 River Road in Windham -- a spacious and inviting 4-bedroom home offering flexible living space in a desirable location. With two bedrooms on the first floor and two additional bedrooms upstairs, the layout provides comfort and versatility for a variety of living needs. The second floor was once used as an in-law style space, offering additional flexibility for guests, extended family, or private living quarters. The home also includes extra space that can be used for storage or adapted to fit your lifestyle -- whether as a home office, gym, playroom, or hobby area. Set on a generous lot with a two-car garage, the property offers plenty of room to enjoy both inside and out. Located in the sought-after town of Windham, you'll enjoy convenient access to local shops, restaurants, schools, and an easy commute to Portland. The area is also known for its proximity to the Sebago Lake region, offering boating, trails, and year-round outdoor recreation. This home combines space, flexibility, and a great location to enjoy all that Windham has to offer.
Incredible opportunity to own a spacious home on the river with century old character and charm on over 3 acres. Conveniently located in the Little Falls area of South Windham. House needs extensive repairs inside and outisde. Unique property has not been offered to the market for 50+ years.
This under-construction Cottonwood Colonial offers 3 Bedrooms, 2.5 Bathrooms, and an open first-floor layout. Upstairs, you'll find three bedrooms, including a primary suite with an ensuite bathroom and walk-in closet, along with two guest bedrooms and a full bathroom. All 13 homes on Shepherd Lane will feature city water and be equipped with luxury vinyl flooring and tile on the first floor, Quartz or granite kitchen countertops in the kitchen, and full basements. Welcome to Shepherd Lane, Windham's newest neighborhood! Situated off Falmouth Road, Shepherd Lane offers easy access to Portland and everything the Lakes Region has to offer. Four floor plans are available to suit your budget and needs. *All photos may show available upgrades. **The 22 Acres includes both house lots and shared community space.
Home back on the market at no fault of the seller/home! 4 Patriot Drive is more than just a renovation; it's a place to call home! This 3-bedroom, 2.5-bathroom haven has been thoughtfully updated from top to bottom, featuring a gorgeous updated kitchen and pristine finishes that allow you to move in and relax immediately. Set on nearly two acres at the end of a peaceful cul-de-sac, the property offers endless room for gardening, play, or simply enjoying the Maine woods. A full walkout basement would allow for additional living space with town approval. Windham shopping is only 15 mins away with downtown Portland just 25 mins away. Open House scheduled for Saturday(3/21) from 12pm-2:00.
Welcome to one of Windham's most impressive homes -- a majestic ranch built in 2021 that feels far grander than its 2-bedroom layout suggests. Set on a beautifully landscaped 3.94 acre parcel with room for gardens, play, or simply enjoying the peaceful setting, this home offers the perfect blend of luxury, comfort, and effortless living. Step inside to a soaring vaulted living room anchored by a striking stone fireplace. The chef's kitchen is a showstopper -- featuring a massive center island with elegant quartz countertops, a walk-in pantry, and seamless flow into the dining and living area. Hardwood floors flow throughout the main level, and oversized windows flood every room with natural light. The primary suite is a pure spa-like retreat: his-and-her walk-in closets, dual vanity areas, and a luxurious tiled shower. A second full bath offers a tiled tub/shower combo, with the convenient laundry room located just off the bath. Out back, relax on the rear porch overlooking an expansive patio and meticulously landscaped grounds -- the ideal setting for morning coffee, evening entertaining, or simply unwinding in your own private oasis. The nearly finished basement adds tremendous versatility with space ready for a family room, home gym, and office -- perfect for work-from-home flexibility or weekend fun. A 3-car garage completes the package, offering ample storage and an electric car charger. Just minutes to Portland, Sebago Lake, and all the lakes region has to offer, yet tucked away in serene privacy. This is country living at its finest -- elegant, low-maintenance, (irrigation for the luscious green lawn) and truly move-in ready. Don't miss this rare opportunity to own a one-of-a-kind ranch that truly feels like home.
Nestled in a quiet, wooded enclave, this peaceful and charming 2-bedroom, 1-bath condo offers the perfect blend of nature, comfort, and convenience. Thoughtfully updated, the home features a new deck, new shower/tub enclosure, updated flooring, fresh paint, new cabinet and hardware, modern light fixtures, a new entrance door, and rebuilt bulkhead stairs. The finished basement provides valuable extra living space--ideal as a second bedroom, office, or cozy retreat--enhanced by the warmth of a recently updated woodstove. Located just minutes from shopping and dining, and only 20 minutes to downtown Portland, the Jetport, the train, and I-95. Enjoy easy access to the Lakes Region and nearby scenic outdoor destinations. Don't miss your chance--schedule your private showing today!
Welcome to 32 Pennywhistle Drive, nestled in the highly sought-after Durant Homestead neighborhood. This custom-built home features an open, sun-filled floor plan designed for comfort and modern living. Upon entering the impressive two-story foyer, you are greeted by elegant custom staircase railings that set the tone for the home's craftsmanship. The dramatic two-story living room with vaulted ceilings flows seamlessly into a spacious dining room and a bright breakfast area that opens to a private deck overlooking a fenced backyard and 34 acres of protected open space. The kitchen offers abundant storage and functionality, while the sunken office/study/library with built-in bookcases provides the perfect space for working from home or enjoying a quiet reading retreat. The 1st floor also offers 1/2 Bath and Laundry Room. Upstairs, a large open flex space overlooking the foyer and living room offers endless versatility--ideal for a study area, fitness space, or creative corner. The primary suite features a newly completed luxurious bathroom and a generous walk-in closet. Two additional bedrooms and a full guest bath complete the second floor. The daylight walkout lower level remains unfinished, providing exceptional potential for future living space, recreation, or customization. Additional highlights include a state-of-the-art high-efficiency gas FHW heating system and a two-car garage with ample storage.
Build Your Dream Home With One Of Maines's Premier Builders!! Welcome To 30 Marshall Valley Road. This ''Similar To Be Built'' 1620 sqft.+/-, 3 bedroom,1.5 bath ranch with oversized 30'x24' 2 car garage is perfectly set on a private 2.11 acre+/- lot. Enjoy all of the luxury of a new build by being able to choose your own colors and amenities, flooring, countertops and kitchen design!! (See Specification Sheet). The basement will be roughed in for a future bathroom. The lot offers full walk-out daylight basement on the road side, and is in a perfectly private setting complete with a babbling brook at the rear of the lot!! (Reference MLS# 1623139f for the land listing). This Lot Is A Must See!! Make a New Build Design Appointment Today!!!
Introducing an elegantly crafted, to-be-built Maine retreat in one of Windham's most treasured Highland Lake communities--where quiet mornings, fresh air, and four-season recreation define everyday living. Privately set on a surveyed ±1.26-acre wooded parcel, this refined single-level 3-bedroom, 2-bath home offers 1,657 sq ft of thoughtfully designed space with 11-foot ceilings and a modern slab foundation built for comfort, efficiency, and longevity. The open-concept interior is light-filled and inviting, centered around a welcoming living area that flows effortlessly into the dining space and a chef-inspired kitchen with island seating, pantry storage, and tailored cabinetry--ideal for gatherings after a day on the water or relaxed evenings at home. Finish selections are curated through generous builder allowances, including crown-molded cabinetry, granite countertops, stainless ENERGY STAR appliances, , and custom tile options, allowing buyers to personalize while maintaining a timeless Maine aesthetic. Multiple covered porches extend living outdoors, perfect for morning coffee, quiet afternoons with a book, or listening to loons drift across the lake. The primary suite offers a peaceful retreat with walk-in closet and a spa-inspired bath featuring a custom tile shower with glass enclosure. A split-bedroom layout provides privacy for guests or home office use, while main-level laundry adds everyday ease. Constructed with premium materials throughout, including 2×6 exterior framing, reinforced poured concrete slab, ZIP System sheathing, architectural shingles with ice and water protection, ENERGY STAR-compliant systems, high-efficiency heating, central A/C, and two-zone climate control. Possible attic storage. Exterior design features refined siding), Carport, landscaping , with the option to add garage (maybe finish ADU. Enjoy deeded lake rights with shared waterfront access, beach, and kayak/canoe launch at the end of the road.
Inviting split-level home offering a spacious, open-concept layout for comfortable living as well as entertaining. Cathedral ceilings and numerous large windows fill the home with natural light. Eat-in kitchen features a center island, a cozy wood-burning heat stove, and direct access to the outdoor deck, ideal for summer barbecues or quiet mornings overlooking your private lot. The oversized living room provides plenty of space to relax or host guests while the dining area is big enough to host and entertain for the special occasions. Beautiful wood floors run throughout the main living areas, adding warmth and character. Primary bedroom includes its own private bathroom with a steam shower. A full daylight basement presents excellent potential for future expansion, additional living space, a home office, or recreation area. Oversized outbuilding with endless possibilities; vehicle storage, a workshop, or even greenhouse space. Set on a private lot, this property offers the perfect balance of tranquility and convenience. Just 15 minutes to the lakes and only 25 minutes to downtown Portland.
You'll love this contemporary Ranch-style home ideally located in South Windham, offering easy access to Portland, Interstate 295, and the Maine Turnpike. Designed with comfort and functionality in mind, the thoughtfully laid-out open floor plan features a welcoming front living room that flows seamlessly into the dining area and kitchen—perfect for everyday living and entertaining alike. The main level offers two bedrooms and a full bathroom, while the daylight walkout basement provides valuable additional living space. The lower level includes a third bedroom, a versatile bonus room, an unfinished future bathroom, and a dedicated storage and laundry area. Set on a generous 3.62-acre lot, this property strikes the perfect balance between convenience and privacy. With worry-free public water, you'll enjoy both accessibility and peace of mind. Spend summer evenings gathered around the firepit, taking in views of the wooded edge, surrounding nature, and abundant wildlife—your own private retreat just minutes from local amenities.
Welcome to Edgewood Estates, Windham's most coveted new subdivision and one of the final opportunities within this exclusive six-lot enclave. Perfectly positioned at the edge of the neighborhood, this premier lot offers rare privacy with a beautiful backyard that abuts protected conservation land. This thoughtfully designed 4-bedroom, 3.5-bath residence blends refined style with everyday functionality. A sun-filled, open layout creates an inviting flow from the living room, anchored by a gas fireplace, into the spacious dining area, ideal for gatherings both large and intimate. Step onto the rear deck and experience the true differentiator: an expansive backyard framed by conservation land, offering space to entertain, garden, or simply unwind in peaceful surroundings. Designed for Maine living, the home features a generous mudroom with ample storage and direct entry from the garage. Upstairs, four well-proportioned bedrooms provide flexibility for family, guests, or home office needs. The primary suite serves as a private retreat with dual walk-in closets and a spa-inspired bath complete with a soaking tub, custom tile shower, and 60-inch double vanity. A second-floor laundry room adds everyday convenience. The full daylight walkout basement has been framed and offers exceptional potential for future expansion, whether envisioning a media room, home gym, guest suite, or additional living space tailored to your needs. Expert craftsmanship, timeless finishes, and modern efficiencies combine to create a home that offers comfort, privacy, and long-term value. The home is completed, and we open the doors to this home this weekend.
This Majestic Woods Colonial is a true standout. The 2020 build was just the starting point, with intentional expansions that have shaped the home for everyday living. A spacious family room centered around a fireplace anchors the home, while the upstairs layout now offers four inviting bedrooms. Hardwood floors run through the main living areas, complemented by soft colors and thoughtfully chosen lighting that give the home a warm, settled feel. The kitchen features quartz countertops and a generous island that opens easily toward the back porch. The finished basement adds extra space for play, hobbies, or relaxed evenings at home. The heated 24x36 barn offers room for vehicles, projects, or gatherings, with heat pumps and a custom built bar. Set on a wooded cul-de-sac lot in Majestic Woods, this is a home that feels easy to step into and hard to leave.
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 its sandy gravel bottom--ideal for wading, swimming, boating, and exploration. Fish often swim right up to visitors. Locals describe approximately seven miles of wild river corridor stretching in one direction to Dundee Dam and in the other beneath the historic covered bridge through North Gorham Pond to Gambo Falls, with additional access to the Pleasant River. The property is heavily wooded with towering century-old pine trees, filling the air with a pleasant pine scent in summer. There also appears to be potential for substantial gravel deposits. The existing 780± square foot cottage was built in the early 2000s by Woodcrafters of Maine and features a living room with wood stove, kitchen, bedroom, and bath on the first floor, plus a large second-floor space suitable for a bedroom, loft, or office. The home has a dug well and a two-bedroom septic system. Additional structures include a tool garage and a music studio. With approximately 844 feet of road frontage and about 743 feet of river frontage per town records, including the island, the property offers rare flexibility for a private estate, compound, campground, or potential subdivision, subject to approvals. Conveniently located just upstream from the historic covered bridge, with quick access to North Windham shopping, Portland, nearby towns, healthcare, and the interstate.
Rare Sebago Lakefront Property! Don't miss this rare opportunity to own a beachfront home on the shores of stunning Sebago Lake with approximately 300 feet of private, sandy shoreline. This exceptional property offers breathtaking sunsets and panoramic views of Sebago Lake and Mount Washington. The home offers an updated kitchen with brand-new stainless steel appliances, modern cabinets and solid surface counter tops. Refreshed bathrooms feature modern vanities, fixtures, walk-in shower and tub/shower enclosure. Two large bedrooms with ensuite baths provide plenty of space, comfort and convenience. Additional interior improvements include new flooring, fresh paint, and updated lighting throughout, creating a comfortable blend of modern finishes and classic lakeside charm. Enjoy easy access to private community amenities including tennis, basketball, and pickleball courts, along with an expansive dock and a deeded mooring, ideal for boating, swimming, kayaking, and fishing. Year-round enjoyment continues through the winter months with ice fishing, snowshoeing, snowmobiling and peaceful lakefront living. Conveniently located near Windham Center, Point Sebago Golf Resort, area ski resorts, and just a short drive to Portland's Old Port and the Maine coastline. This property is well suited for year-round residence, seasonal getaways, or investment opportunity. Strong association finances have kept fees flat for the past three years and cover more than most associations, including exterior building maintenance, roofs, siding, water, septic, trash removal, plowing/shoveling, lawn care, dock, and tennis court, with no added assessments for over 10 years. Come experience all that this Sebago Lake community has to offer!
This beautifully designed sprawling ranch offers a functional and inviting layout. The primary suite is privately situated at one end of the home, featuring dual sinks and separate his-and-her closets for comfort and convenience. At the heart of the home, the kitchen, dining, living room, and a versatile bonus room create an open flow, perfect for both everyday living and entertaining. The opposite end of the house provides three additional bedrooms and a dedicated office, offering plenty of space for family or guests. From the garage, step into a practical mudroom that connects to a separate laundry room and provides basement access. The garage is thoughtfully equipped with a sink offering both hot and cold water and entry to the basement. Outdoors, enjoy summer days in the above-ground pool and take advantage of two sizable storage sheds for added utility. Just 15 minutes to I-95 and 20 min to Portland. Some furnishings optional/negotiable.
Now Building!! Be in this Spring. Dolley Farm, Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting with shared open space and a neighborhood playground. The Harvest 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 seamlessly into the dining and living areas--perfect for everyday living and entertaining. A rear deck extends your living space outdoors, ideal for summer meals, grilling, or relaxing with a good book. Upstairs, the primary suite offers a private retreat with an en-suite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. Dolley Farm offers two distinct floor plans -- the Harvest and the Sunset -- allowing buyers to choose the layout that best fits their needs. With early summer occupancy available, you can settle in and enjoy the season right away. Ideally located with easy access to Windham Center, Westbrook, and Portland, Dolley Farm combines neighborhood living with everyday convenience in one of Southern Maine's most desirable communities. Several other units to choose from currently under construction.
✨ 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 equity potential -- add bedrooms, another bath, or create the primary suite of your dreams. Plus, a large dry basement provides even more opportunity to finish additional living space, a gym, office, or media room. 💡 ✔️ Sunny yard ✔️ Detached 2-car garage ✔️ Close to shops, dining & lakes ✔️ Only 20 minutes to Portland Move in now. Add value later. Smart buying starts at 10 Abby Road in Windham!


Windham is located in Maine. Windham, Maine has a population of 18,343. Windham is more family-centric than the surrounding county with 31.21% of the households containing married families with children. The county average for households married with children is 30.7%.
The median household income in Windham, Maine is $86,794. The median household income for the surrounding county is $80,679 compared to the national median of $69,021. The median age of people living in Windham is 40.7 years.
The average high temperature in July is 79.4 degrees, with an average low temperature in January of 10.8 degrees. The average rainfall is approximately 49.3 inches per year, with 74.3 inches of snow per year.