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 both the first and second floors, office room, hardwood flooring throughout, a gas/wood-burning fireplace, quartz countertops, and both formal living and dining rooms. A private patio overlooks the thoughtfully landscaped backyard with seasonal lake views, creating a perfect setting for relaxing or entertaining. Additional highlights include a new roof installed in 2024 and generous living space ideal for year-round comfort or seasonal enjoyment. Windemere residents enjoy exceptional shared amenities, including a 700-foot sandy beach with breathtaking mountain and sunset views, a gazebo, tennis courts/pickleball, boat slips, boat launch, and canoe/kayak storage--offering effortless access to everything that makes Sebago Lake living so special. Don't miss this opportunity to enjoy lake life this summer and beyond in one of the area's most sought-after neighborhoods. Septic system is designed for 4 bedrooms
Welcome to 9 Shepherd Lane, a newly completed home offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
OPEN HOUSE THIS SUNDAY 10:30-12! This spacious three-bedroom plus an office Cape-style home offers an exceptional layout, highlighted by vaulted, beamed ceilings that bring warmth and character to the dining and living areas. The refreshed kitchen features painted cabinetry and new countertops, creating a clean and inviting space. The first floor includes an updated bathroom and a versatile bedroom, currently used as a playroom. There's a dedicated office space on the first floor as well. Upstairs, two additional bedrooms are complemented by an en suite bathroom ready for your personal touch. A dry basement provides valuable bonus space, ideal for a home gym or additional storage. Set on over two acres, the property features a private pond and expansive grounds that offer both beauty and tranquility. Above the oversized two-car garage, a loft provides excellent storage or potential for future expansion.
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 with natural light and showcase the surrounding beauty. The open-concept living and dining areas create an easy flow for entertaining, while the kitchen provides ample space for preparing meals after a day on the water. Need more space, you will be pleased to find that this property also has a bunkhouse, perfect for overnight guests. Step outside to enjoy your private slice of Maine's natural beauty--whether it's morning coffee overlooking the water, afternoons spent boating or swimming, or evenings around the firepit under the stars. The property offers convenient pond access, making it easy to embrace the full waterfront lifestyle. Located just a short drive from local shops, restaurants, and all of Windhams amenities. This home combines tranquility with accessibility. Whether you're looking for a permanent residence, a vacation getaway, or an investment opportunity, 12 Shore Road is a rare chance to own a piece of Maine's sought-after waterfront living.
This brand new home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
This brand new home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
Welcome to 315 River Road in Windham, a well-maintained gambrel-style home offering space, flexibility, and privacy on 4.7 acres. This 3-bedroom, 3-bath home features a true primary suite along with recently updated bathrooms and hardwood flooring. Heat pumps provide efficient heating and cooling, and a whole-house generator offers added peace of mind year-round. The layout offers functional and flexible living space with over 3,000 square feet, including a partially finished basement ideal for a home office, gym, or additional living area. An attached 2-car garage adds convenience and storage. The exterior is equally impressive with a beautifully landscaped and well-maintained yard, open space, and a private setting that still feels accessible. Conveniently located just minutes to North Windham with an easy commute to Westbrook and Portland, this property offers the balance of privacy and proximity that today's buyers are looking for.
Easy, low-maintenance living in Trailwood Village Condo Association. This 2-bedroom, 2-bath condo offers the ease of single-level living with a functional layout, dedicated laundry area, and additional basement storage to keep things organized. The association covers exterior maintenance, landscaping, and snow removal--making it a practical, low-stress option for those looking to simplify or downsize. Located in Windham, you'll have convenient access to shopping, dining, and outdoor recreation, including Sebago Lake and local trail systems, with an easy commute to Portland and surrounding areas.
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 feel throughout. The second floor features a large primary bedroom with a walk-in closet, plus a second bedroom and full bath. The first floor offers a spacious third bedroom, an additional full bathroom, and convenient laundry. A sliding glass door leads to a large deck, perfect for relaxing or entertaining. The backyard provides plenty of space for outdoor enjoyment, as well as room for expansion with a garage or ADU. Enjoy a peaceful setting while being just minutes from shopping, dining, and the beautiful Lakes Region.
Well-maintained 4-bedroom, 2.5-bath home located on just under 2 acres in desirable Windham. Situated at the end of a private way and surrounded by trees, the property offers a quiet, natural setting with frequent wildlife sightings. Built in 2023, the home has been carefully maintained by the current owners and features tasteful finishes throughout. Offering a balance of rural living and commuter convenience, the location provides privacy while still allowing easy access to local amenities and major routes. Additional features include an RV hookup, an attached 2-car garage with direct entry into the home, and a spacious primary suite located above the garage, providing a comfortable and functional layout.
Welcome to The Cove at Highland Lake! A first of its kind 55+ Lakefront Community nestled on the pristine shores of Highland Lake. 29 Daybreak is framed and weather tight making it perfect for mid-2026 delivery! The YORK floor plan offers true one level, low barrier living with unique split driveway layout. At 1280 SF +/-, this popular 2 Bedroom 2 Bathroom home is an excellent option for those looking to continue entertaining into retirement. The York kitchen has over 22.5 feet of customizable cabinet and countertop space, and is complimented by a dedicated dining/breakfast nook, open concept living room, cathedral ceilings, and 8 feet of optional built-ins! The primary bedroom features a spacious walk-in closet and en suite double vanity bathroom with age-in-place safety options. Guest bedroom, full guest bathroom, and main level laundry also come standard. With endless finish options and upgrades, owners can enjoy natural stone or quartz countertops, soft-close cabinetry, LVP or hardwood flooring, gas OR electric fireplace, and energy efficient LED lighting. Community Amenities Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the more than 50 acres of natural landscape in Windham and Falmouth. With over 6000 feet of nature trails, 585+ feet of lake front to carry in kayaks, canoes and paddleboards, plus a community maintained dock. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated healthcare and hospitals, as well as Maine's finest dining and entertainment options. Boating, skiing, golf, shopping, dining, sports & activity clubs... The way 55+ life should be, and you can have it all in The Cove at Highland Lake!
Welcome to 20 Shepherd Lane, a newly completed home offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
Your Maine escape, just under two hours from Boston. Tucked onto a quiet lane with water access to Highland Lake, this fully renovated 3-bedroom, 1.5-bath retreat was made for long weekends, lazy summers, and leaf-peeping getaways without the maintenance headaches that usually come with a second home. Completely modernized from the studs out, the ~1,650 sqft interior offers a bright, open-concept main level with a new Café-appliance kitchen, beautifully remodeled baths, and fresh finishes throughout. Major systems, including the roof, septic, windows, drywall, and flooring were all replaced in 2022, so weekends here are for the lake and the trails, not the to-do list. The newly finished lower level adds serious flexibility: a third bedroom for guests, a mudroom with custom storage for gear, and a bonus room that works as a media room, bunk room, or remote office. Outside, a private back deck and new paver patio set the scene for evening drinks, while the front patio captures water views of Highland Lake, ideal for morning coffee. Outdoor enthusiasts will love the Lowell Preserve and Blackstrap Hill trailheads minutes away, with Highland Lake ready for swimming, kayaking, and paddleboarding. Portland's restaurants, Falmouth's shops, and the Maine coast are a short drive. Sebago Lake and Acadia-bound routes are easy day trips. Low-lot, low-upkeep, high-lifestyle. The kind of Maine second home that actually gets used.
If you're looking for a cozy Cape-style home, look no further! This charming property offers 2,334 sq. ft. of living space, including 633 sq. ft. in a daylight walk-out basement, perfect for additional living, recreation, or guest space. The home features 3 bedrooms and 1.5 baths, providing a comfortable and functional layout. A detached heated two-car garage includes unfinished space above, offering great potential for future expansion such as a studio, home office or game room, with access via an exterior rear stairway. Enjoy outdoor living with a spacious 20' x 16' deck overlooking the backyard, ideal for entertaining and family gatherings, or relax on the 20' x 8' covered porch, perfect for enjoying the outdoors in any weather. Two additional sheds provide ample storage space for tools, equipment, or seasonal items. Conveniently located just 10 minutes from Westbrook, Gorham, and North Windham, and only 20 minutes to the Portland Jetport, this home offers both comfort and accessibility. Don't miss the opportunity to make this wonderful property your new home!
Welcome home to this bright and cheerful 2-bedroom, 1.5-bath townhouse-style condo--an ideal opportunity for first-time buyers looking for comfort, value, and convenience. Move right in and enjoy an updated kitchen with granite countertops and stainless steel appliances, along with fresh finishes throughout that make the space feel modern and inviting. The recently added first-floor half bath is a rare bonus, adding everyday ease for you and your guests. Natural light fills the home, creating a warm and welcoming atmosphere, while on-site laundry and additional storage near parking add practical convenience. Step outside and take advantage of easy access to the Mountain Division Trail--perfect for walking, biking, or simply enjoying the outdoors. With Portland just a short drive away, you'll love having both nature and city amenities within reach. Low-maintenance living, thoughtful updates, and a move-in ready condition make this a smart and stress-free place to start your homeownership journey.
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.
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.
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 living room which flows into a large open kitchen with cabinets galore. A dining room, powder room with laundry, and mudroom leading to the heated garage complete the main floor. Up the bright open stairway to a spacious loft for study or exercise which leads to a 3 room primary suite with sun filled full bath tucked away from the bedrooms 2&3 that share another full bath. An expansive, fully fenced, 0.7 acre yard surrounded by 34 acres of preserve on 2 sides and fronting onto a cul de sac of just 20 homes. Conveniently located 8 miles from Portland, 5 miles from Gorham center in the charming So Windham village along the Presumpscot River with all of it's recreational opportunities. This home offers much of the best of Southern Maine, with heat pump for year round comfort and a high efficiency FHW natural gas system. Come discover your new home.
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 living space with the possibility for rental income or multi-generational use. While the property does require updates and improvements, the location and potential make it a rare opportunity in the Windham/Sebago Lake area. Enjoy the benefits of lake access while being conveniently located near local amenities, restaurants, and year-round recreation. Whether you're looking for an investment project, seasonal retreat, or property with income potential, this is a chance to bring your vision to life in one of Southern Maine's most desirable lake regions.
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 through a sun-filled, open-concept design where the living room, anchored by a gas fireplace, flows seamlessly into the dining space, creating an effortless environment for both intimate evenings and lively gatherings. Step outside and the experience expands. The rear deck overlooks a spacious backyard framed by preserved land, offering room to entertain, garden, or simply slow down and take in the surroundings. Every detail has been designed with intention--from the generous mudroom that supports Maine living, to the flexible second level with four well-proportioned bedrooms. The primary suite is a true retreat, featuring dual closets and a spa-inspired bath with a soaking tub, custom tile shower, and double vanity. The daylight walkout basement presents future opportunity, an open canvas ready to evolve with your lifestyle, whether for recreation, wellness, or extended living space. Crafted with a focus on quality, comfort, and long-term value, this home offers a rare blend of refined design and connection to the land. Now complete and ready to be experienced!
Charming center entrance Colonial set on 2.06 acres in a peaceful neighborhood, offering privacy and access to the East Windham Conservation Area with its network of recreational trails. With 1,768 sq ft, this home offers 3 bedrooms and 1.5 baths, along with a comfortable, functional layout for everyday living. The daylight walkout basement provides a fantastic opportunity to expand your living space. Ready for your personal touches, this home presents a compelling opportunity to build equity while enjoying a serene natural setting. Experience the perfect blend of quiet surroundings and outdoor recreation just steps from your door.
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!
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 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 seamlessly into the dining and living areas--perfect for everyday living and entertaining. A rear patio 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 Sunrise -- 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.
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.


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.