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$549,000
3 Beds ⋅ 3 Baths
Well maintained and thoughtfully designed, this Colonial offers a functional layout, quality finishes, and room to grow. The main floor features an open living area with a spacious kitchen offering a large island, granite countertops, and stainless steel appliances. The living room is anchored by a gas fireplace and the adjacent dining room opens directly to the elevated back deck, making it easy to enjoy the backyard or entertain guests. Upstairs are three comfortable bedrooms, including a primary suite with a tiled shower and generous closet space, along with the convenience of second-floor laundry. The walkout basement has impressive 10-foot ceilings and offers excellent potential for additional living space, a home gym, or even a golf simulator. Outside, you'll find a sunny lot, a fenced backyard, and a covered front porch that adds to the home's everyday appeal.

11 Belvedere Dr, Windham

Listing courtesy of Keller Williams Realty.

$775,000
4 Beds ⋅ 3 Baths
Stunning Colonial set at the end of a quiet cul-de-sac, nestled along a tranquil pond and perfectly positioned for privacy. Situated on a lot larger than most in the neighborhood, this property offers exceptional outdoor space. Inside, the home features an open layout with beautiful hardwood flooring. The kitchen with center island flows into the dining area and family room with fireplace, creating an ideal space for living and entertaining. A separate living room and entry/mudroom add to the thoughtful design. The attached garage, with direct entry to the home, features pine walls and offers flexible use as either a traditional garage or an entertainment space. Upstairs, you'll find four bedrooms, including an impressive primary suite with a sitting area, generous closet space, and a primary bath, along with the convenience of a second-floor laundry room. The outdoor space truly sets this home apart. The beautifully landscaped yard is private and well maintained, featuring a large outdoor fireplace, a hot tub, and tree lighting that creates a warm, relaxing atmosphere. The rear deck is the perfect spot to unwind or host, while the front awning with built-in speakers adds a unique touch. Additional highlights include a Nest security system, a wireless fence system, a 30x30 detached garage with heat and attic storage, a whole-house generator, and numerous updates throughout. Meticulously cared for, this home offers exceptional indoor and outdoor living--just minutes from town, sandy beaches, marinas, and all that Sebago Lake has to offer.

58 Thrush Ter, Windham

Listing courtesy of A Team Realty.

$549,900
3 Beds ⋅ 2 Baths
Welcome to this charming 3-bedroom, 2-bath Cape offering a bright, open-concept layout designed for comfortable living and effortless entertaining. Features include a convenient first-floor bedroom, hardwood floors, a daylight basement with expansion potential, an office/bonus/bedroom and a stunning oversized new deck--perfect for hosting family and friends or simply relaxing outdoors. Located in Sebago Heights, one of Windham's most desirable neighborhoods, this home is just minutes from Tassel Top Park and its private beach access on beautiful Sebago Lake and a short drive to the shops of North Windham. Enjoy the perfect balance of neighborhood living and convenience, with the city of Portland, the Maine Turnpike, and the beauty of the lakes region all within a 20-minute drive. Don't miss this exceptional opportunity to own a home in one of Windham's most sought-after locations. Schedule your private showing today before it's gone!

115 Harvest Hill Rd, Windham

Listing courtesy of Landmark Realty.

$442,000
3 Beds ⋅ 1 Baths
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 provides a private spot to relax and take in the surroundings, while the lot offers plenty of room to enjoy the outdoors. Despite its peaceful setting, the home is just a short drive to North Windham for shopping and everyday errands, with Portland also within easy reach.

106 Highland Cliff Rd, Windham

Listing courtesy of A Team Realty.

$875,000
4 Beds ⋅ 3 Baths
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 open-concept layout with spacious living areas, creating a seamless flow throughout the main level. Enjoy the flexibility of two separate living spaces. One room on first floor may be used as a play room, office, media room or the possibility of a first floor bedroom. The finished bonus room above the garage is a standout feature, complete with wet bar and endless possibilities. Thoughtfully crafted with quality finishes and attention to detail, this newer custom home offers modern living in an exceptional neighborhood setting. Whether you're enjoying quiet evenings at home or taking advantage or the nearby amenities and easy Portland commute, this property truly has it all. FULL HOUSE AUTOMATIC GENERATOR!!!

24 Leonards Way, Windham

Listing courtesy of Portside Real Estate Group.

$399,000
4 Beds ⋅ 1 Baths
Offered for the first time ever, this lovingly maintained one-family owned home is a rare opportunity in the heart of South Windham. Situated on a beautifully landscaped lot featuring mature lilac trees, established perennial gardens, and plenty of outdoor space to enjoy, this property combines timeless charm with an unbeatable location. Inside, you'll find spacious bedrooms, inviting living areas, and a cozy den centered around a fireplace--perfect for relaxing on a quiet Maine evening. The home's thoughtful layout offers comfortable everyday living while providing the opportunity to update and personalize to suit your style. Outdoor enthusiasts will appreciate being directly across the street from the Mountain Division Trail and Sebago to Sea Trail, offering miles of year-round recreation. The property is also just steps from the scenic Presumpscot River, a treasured local resource known for its natural beauty and recreational opportunities. Located in the growing South Windham Village area, this home enjoys convenient access to local favorites including the nearby Red City Ale House, shopping, schools, and everyday amenities. Combining a sought-after location, beautiful landscaping, one-family ownership, and endless potential, this is a special opportunity to own a home that has been cherished for generations and is ready for its next chapter.

41 Main St, Windham

Listing courtesy of FIV Realty Co Maine, LLC.

$790,000
4 Beds ⋅ 3 Baths
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 finishes & quality craftsmanship throughout. Step inside to discover hardwood flooring, abundant storage, and inviting spaces designed for both entertaining and everyday living. At the heart of the home is an entertainer's dream kitchen featuring beautiful stone countertops, a stylish tile backsplash, ample prep space, & seamless flow into a generously sized dining area perfect for hosting dinner parties or casual evenings with family and friends. The warm & inviting living room is anchored by a gas fireplace, creating the perfect atmosphere year-round. Upstairs, the home continues to impress with a convenient second-floor laundry room and a beautifully updated primary suite featuring a brand-new custom glass & tile shower designed to create a spa-like retreat & walk-in closet. Recent updates include a brand-new heat pump system providing efficient comfort and air conditioning for summer months. Outside, enjoy a spacious back deck, a brand-new patio, & refreshed landscaping with garden beds, fresh mulch, mature trees, & a beautifully maintained yard creating a private outdoor retreat. The oversized finished two-car garage features a custom wood interior finish and exceptional storage capacity. A full daylight walkout basement is already framed, offering easy potential for future finished living space. Greatest luxury of all is the location, 15 min to Portland 7perfectly positioned between Maine's coastline, ski mountains, & Lakes Region. New school being built in Windham as well. Sophisticated & perfectly located this is truly a must see! 3 bed septic design in disclosure.

25 Leonards Way, Windham

Listing courtesy of Portside Real Estate Group.

$720,000
3 Beds ⋅ 3 Baths
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 it a classic rustic look. Whether you like sitting in the second floor sun room, open concept living room or on the large deck this is the house for you. Enjoy the comfort of high efficiency heating and cooling via heat pumps while also having the option to burn wood for the aesthetics, the warmth or if the power ever goes out on a cold winter night. Located just minutes from Highland Lake and Downtown Windham. Do not miss this opportunity to view this unique and wonderful home.

25 Jeffrey Woods Rd, Windham

Listing courtesy of Real Broker.

$339,900
1 Beds ⋅ 1 Baths
New Price! Investor, builder, developers, home buyers! Exceptional opportunity on highly popular Roosevelt Trail with flexible Residential (RM) zoning, offering potential for limited business use, a home occupation, or multi-unit development. This neat, clean, and sun-drenched property sits on a spacious 0.56-acre lot with 137 feet of prime road frontage. An asset for immediate expansion or development is the existing two-bedroom septic system already on site. The property features a turnkey, updated 1-bedroom home with a modernized heating system and convenient downstairs laundry--perfect for immediate rental income while you plan your build. Capitalize on the large open backyard, a 1+ car garage, and two powered storage sheds. Explore the possibilities under the town's RM land use ordinance. Owner-occupants looking for a business-ready property, savvy investors, and builders--take notice!

549 Roosevelt Trl, Windham

Listing courtesy of Pine Tree Realty of Maine.

$1,199,000
6 Beds ⋅ 5 Baths
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 entertaining, the open layout boasts bespoke details at every turn. The chef's kitchen features Brazilian quartzite, handmade custom cabinetry, and designer fixtures. Gathering spaces are abundant, with two distinct living areas inviting you to cozy up by a wood stove or a new propane fireplace. The main residence offers rare dual first-floor primary suites--one flanking each side of the home. Luxury details include custom tile showers, built-in nightstands, and powered blinds regulating the sun-drenched rooms. For hosting, a speakeasy-style bar serves as the perfect retreat, while 3 separate laundry locations offer ultimate convenience. Flexible Guest Wing / Income Suite: Accessed via an indoor breezeway or a private outdoor entrance, the space above the 3-car garage features 2 bedrooms, 2 bathrooms, and a full second kitchen. This brilliant layout is perfect for multi-generational living, or entirely closed off as a premium rental income suite. Outdoor Oasis & Lifestyle: Sited on a generous, tranquil lot, the property echoes the privacy of the wooded road leading to it. Step onto multiple 'treehouse' decks to take in the canopy, or explore the greenhouse shed and cedar spa awaiting your creative touches. Additional interior flex rooms easily accommodate a fitness studio, remote offices, a theater, or a playroom. Best of all, this private retreat includes deeded right-of-way access down the road to beautiful Highland Lake for swimming, kayaking, and summer recreation. Photos are beautiful, but the texture, scale, and soul of this remarkable home must be exper

44 Johnson Rd, Windham

Listing courtesy of Beacon Realty.

$574,900
3 Beds ⋅ 2 Baths
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 accessible locations. Shopping, restaurants, golf, skiing, and year round outdoor adventure throughout Greater Portland and the Sebago Lakes Region are all within reach. With 50 feet of water frontage and a newly installed dock system, this property is designed for making the most of Maine summers! The large level lot creates the perfect outdoor living experience, complete with a spacious lawn for games and gatherings, a lakeside fire pit, an outdoor shower, and an expansive deck positioned for morning coffee, outdoor dining, and endless water views. This light filled home features 3 bedrooms, 1.5 baths, and office/bonus room. Additional finished lower level space offers room for guests, recreation, or entertaining space. Numerous recent improvements include a new roof, updated windows and window treatments, water filtration system, and a professionally installed TC Hafford basement system. An over sized two car garage adds more versatility with room for boats, kayaks, snowmobiles, or the ultimate game room setup complete with ping pong or pool table potential, enhancing the home's appeal as a sought after Airbnb or short-term rental opportunity. Don't miss your opportunity to enjoy this amazing year round home, and enjoy the beauty every season in Maine has to offer.

80 Vista Dr, Windham

Listing courtesy of Portside Real Estate Group.

$535,000
3 Beds ⋅ 3 Baths
This brand new Maple Colonial 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 den or office, a functional mudroom entry, and a great back deck. Upstairs features three bedrooms, including a primary suite, plus laundry closet and 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!

5 Shepherd Ln Unit 11, Windham

Listing courtesy of RE/MAX By The Bay.

$679,000
3 Beds ⋅ 3 Baths
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, plus an oversized bonus room upstairs with the potential to easily function as a true 4th bedroom. Whether used for guests, a home office, playroom, media space, or additional sleeping quarters, the flexibility of this room adds incredible value and versatility to the home. Light fills each room as the home is set on a generous yard with plenty of space to enjoy from the inside out. Find the peacefulness of Maine living while still being incredibly connected, just minutes to the center of Windham for shopping, dining, and daily essentials, with Freeport and Portland only a short drive away for expanded amenities, restaurants, and the coast. For those who love the outdoors, you're surrounded by some of Maine's best nearby hikes and lakes. This is a move that will feel as good as it looks

9 Dusty Rhoades Ln, Windham

Listing courtesy of Salt Real Estate Co.

$1,485,000
4 Beds ⋅ 3 Baths
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 finished living space, this estate features 4 bedrooms including a primary bedroom suite and walk-in closet, 2.5 baths, a 5-bay garage, set on over 2 acres providing privacy in every direction. The first-floor renovation creates an open-concept layout designed for effortless entertaining and everyday living. A stunning custom kitchen appointed with premium fixtures, Calacatta Brazil true white quartzite paired with contrasting black quartzite countertops, and waterfall-edge detailing that creates a sleek modern look. New flooring, recessed lighting, and an integrated sound system elevate the entire main living area. Additional recent improvements include a new 7,000+ sq ft roof, remodeled and updated baths, 15-zone irrigation system, new hot water heater, and a freshly resealed driveway. Multiple outdoor living spaces include a raised stone porch seating area, a large porch with a wooden trellis which is directly accessed from the first floor of the home, and a charming foot bridge overlooking a cascading stone fountain. A perfect way to let the world fade away as you relax in your own private backyard oasis after a day on the lake. Windemere Estates residents enjoy private Sebago Lake frontage with three beach areas, tennis courts, beach volleyball, gazebo, private boat launch, and a residents-only dock (boat slips available by tenure). Additionally, this estate is among a select few in the community to include its own mooring. Privacy, modern sophistication, and Maine lake living all come together at this must-see property. Shown by appointment only

20 Freeman Ct, Windham

Listing courtesy of Holt Realty.

$1,060,000
2 Beds ⋅ 1 Baths
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.

594 River Road Rd, Windham

Listing courtesy of Plowman Realty Group.

$494,900
3 Beds ⋅ 2 Baths
Welcome to 6 Shepherd Lane, 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. Make your dream of owning a brand new home come true!

6 Shepherd Ln Unit 3, Windham

Listing courtesy of RE/MAX By The Bay.

$399,900
2 Beds ⋅ 1 Baths
✨ 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!

10 Abby Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$434,900
3 Beds ⋅ 2 Baths
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.

39 Pipeline Rd, Windham

Listing courtesy of Cameron Prestige LLC.

$524,900
3 Beds ⋅ 2 Baths
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.

516 Falmouth Rd, Windham

Listing courtesy of Maine Real Estate Experts.

$680,000
3 Beds ⋅ 3 Baths
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.

315 River Rd, Windham

Listing courtesy of Maine Real Estate Experts. 207415-2918
$849,900
3 Beds ⋅ 4 Baths
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 bright and inviting open-concept layout filled with natural light, modern finishes, and quality craftsmanship throughout. The spacious kitchen flows seamlessly into the dining and living areas, creating the perfect space for entertaining and everyday living. Luxury vinyl plank flooring, a cozy fireplace, and clean contemporary farmhouse design elements add warmth and character throughout the home. The home features three bedrooms, including a spacious primary suite complete with a private bath and custom built-ins in the closet. In addition to the bedrooms, there is a large bonus room above the garage offering flexible space for a media room, playroom, guest area, or home office. The walkout basement includes an additional bonus room and a convenient half bath, providing even more versatility and functionality. An expansive oversized three-door, four-car garage provides exceptional storage and workspace, perfect for vehicles, outdoor equipment, recreational gear, or hobby space. Designed for efficiency and convenience, the property also features solar panels and a full sprinkler system. Enjoy the peaceful setting while being just minutes from Westbrook, North Windham amenities, shopping, dining, lakes, outdoor recreation, and an easy commute to Portland. This nearly new home offers the perfect blend of modern farmhouse charm, efficiency, and convenience in the heart of Southern Maine.

23 Pennywhistle Dr, Windham

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$785,000
4 Beds ⋅ 3 Baths
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 today's lifestyle in mind. From the moment you step inside, you'll appreciate the open-concept layout, highlighted by quality craftsmanship and carefully selected finishes throughout. The complete build package includes everything needed to bring your home to life, from foundation to final finishes. Enjoy peace of mind with a full construction scope including framing, roofing, siding, windows, doors, electrical, plumbing, and a high-efficiency wall-hung combi boiler heating system. Inside, you'll find durable and stylish LVP flooring, beautifully tiled bathrooms, granite countertops, hardwood cabinetry, and a full appliance package including stove, hood, refrigerator, dishwasher, washer, and dryer. Attention to detail continues with 6' baseboards and clean-lined trim, recessed lighting in the kitchen, pendant lighting over the island and dining area, and standard fixtures throughout. Outdoor features include a garage, decks, excavation around the home, tree cutting, well and septic installation, and a finished yard with loam and seed--creating a solid foundation for your future outdoor vision.

014-17-J01 Mimi Ln, Windham

Listing courtesy of The Maine Real Estate Experience.

$829,500
3 Beds ⋅ 3 Baths
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.

32 Pennywhistle Dr, Windham

Listing courtesy of Keller Williams Realty.

$399,900
1 Beds ⋅ 1 Baths
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.

12 Shore Rd, Windham

Listing courtesy of Rockstar Real Estate.

$1,795,000
3 Beds ⋅ 3 Baths
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 glass. The colors were selected to blend in the surrounding woods and is custom shingled in cedar. Enjoy public water from the Portland Water District from May-October plus a drilled well for winter months. The 38-foot-deep garage serves for convenient storage and is 10 feet tall. There is opportunity to finish part or all. Plumbing is in the garage with a mechanical room, plus parking for 3 cars. An EV charging was also added. Inside, new hardwood floors run throughout. The kitchen anchors the open-concept main level with a ten-foot quartz island with double waterfall features. Subzero fridge and Viking induction range plus a double pantry. Central HVAC and a propane fireplace keep the home comfortable year-round. Two decks extend the living space toward the water -- one for morning, one for the long western light. The primary suite has a private door leading to the 3rd floor deck, where you may relax and soak in the views and sounds of the lake. At the water's edge, an original boathouse and a second storage screened structure remain from the property's earlier life, and both can make wonderful bunk or playhouses, fishing shacks or storage for all the recreational needs. For a individual who values waterfront access and flexibility, these buildings represent options that would NOT be permitted today. Little Sebago Lake is one of southern Maine's finest lakes with over 6 miles of water to explore and enjoy. 30 minutes to the Portland Jetport/Amtrak station, 2 hours to Logan Airport. less than 1 hour to local ski mountains create endless amenities

20 Ladyslipper Dr, Windham

Listing courtesy of Judy George Realty.

$494,900
3 Beds ⋅ 2 Baths
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!

9 Shepherd Ln Unit 13, Windham

Listing courtesy of RE/MAX By The Bay.

$559,000
6 Beds ⋅ 4 Baths
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 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.

96 Mineral Spring Rd, Windham

Listing courtesy of Krainin Real Estate.

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Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.