luxury houses for sale Windham, United States

46 Cortland Court pairs generous living space with an exceptional backyard designed for making the most of Maine's seasons. Extensive new hardscaping, professionally designed landscaping, a spacious patio, and a classic wraparound porch create inviting spaces for outdoor dining, entertaining, and unwinding at home. Inside, the 4-bedroom, 3.5-bath residence offers a comfortable, well-designed layout with room to gather and room to spread out. The spacious kitchen features double ovens, abundant cabinetry, and a sun-filled breakfast nook, while the finished basement provides flexible additional space for recreation, a media room, fitness area, or home office. A three-car garage adds ample room for vehicles, storage, and outdoor gear. Located in one of Cumberland Center's established neighborhoods, the property offers a peaceful residential setting with convenient access to local trails, shopping, dining, schools, and major commuting routes--bringing together space, privacy, and everyday convenience in the heart of Cumberland.

OPEN HOUSE - Sat. Sept. 5th Noon - 2pm. Discover this beautifully custom-built home, perfectly situated at the quiet end of a cul-de-sac on a private, wooded 2+ acre lot. Complete with a fenced yard and inviting in-ground heated pool. This turnkey residence is freshly updated and ready for its next owner. Step inside to find a newly painted interior throughout, including trim, gleaming refinished wood floors, and brand-new carpeting in all bedrooms. The thoughtful layout offers a spacious primary suite with an en-suite bath and an expansive walk-in closet, plus three additional generously sized bedrooms. Enjoy cozy evenings in the living room with a gas fireplace, host dinners in the dining room, or on the rear stone patio, and prepare meals in the fabulous kitchen. A dedicated home office offers privacy for working remotely or as a homework room, while a large laundry/mudroom adds convenience. The finished basement provides extra living space complete with a half bath. Additional features include whole-house generator, heated garage, lawn irrigation system, a new roof (2026), a modern HVAC system (2021) with recently cleaned ductwork, and more. Nestled in a sought-after neighborhood, this impeccably maintained home offers quality finishes, a functional layout, and seamless connection to nature. It's ideal for those seeking privacy, comfort, and outdoor enjoyment.

Overlooking the Piscataqua River, this extraordinary post and beam home offers a rare opportunity to own a piece of Maine history. Originally built as a mill circa 1860+/-, the property has been thoughtfully renovated while preserving its historic character and craftsmanship. Set within a private, park-like landscape, the home is immersed in nature. The rushing waters of the Piscataqua River provide a constant soundtrack, creating a peaceful setting where wildlife, towering trees, and ever-changing river views take center stage. Enjoy morning coffee on the covered porch, entertain on the riverside deck, or unwind in the hot tub while listening to the water flow by. Inside, soaring cathedral ceilings, exposed beams, skylights, wide-plank wood floors, and a dramatic chandelier define the expansive living and dining spaces. A mounted projection screen takes full advantage of the impressive ceiling height, creating an ideal gathering space. The kitchen blends rustic charm with modern style, featuring custom green-blue cabinetry, butcher block countertops, a large center island, custom range hood, and herringbone-patterned flooring. The upper-level primary suite offers a loft-like retreat overlooking the living space below. The lower-level ADU provides exceptional flexibility with a private entrance, full kitchen, living and dining areas, two bedrooms, laundry, and river views. Recent improvements include new windows and doors, added insulation, updated electrical, renovated bathrooms, custom cabinetry, a covered porch addition, new garage, Generac whole-house generator, hot tub and a new leach field supporting the ADU. A truly special property where history, craftsmanship, and the beauty of Maine's outdoors come together along the banks of the Piscataqua River.

Offering exceptional flexibility for multigenerational living, extended family, guests, or investment use, this extraordinary post and beam property combines historic character with versatile living spaces and a quintessential Maine setting. Originally built as a mill circa 1860+/-, the home has been thoughtfully renovated while preserving its character.The lower-level ADU is a standout feature, offering a private entrance, full kitchen, living and dining areas, two bedrooms, laundry, and river views. Whether used for family, guests, a separate living arrangement, or as a rental opportunity, this additional living space provides flexibility that is increasingly difficult to find. The main residence features expansive living and dining areas with soaring cathedral ceilings, exposed beams, skylights, wide-plank wood floors, and a dramatic chandelier. A mounted projection screen makes the most of the impressive ceiling height, creating an inviting gathering space.The upper-level primary suite offers a private, loft-like retreat overlooking the living area, while the kitchen blends rustic character with modern style through custom green-blue cabinetry, butcher block countertops, a large center island, and herringbone-patterned flooring.Set within a park-like landscape, the property offers a peaceful connection to the outdoors with the Piscataqua River. Enjoy coffee on the porch, entertain on the riverside deck, or unwind in the hot tub while taking in the natural surroundings.Numerous improvements include new windows and doors, added insulation, updated electrical, renovated bathrooms, custom cabinetry, a covered porch addition, new garage, whole-house Generac generator, hot tub, and a new leach field supporting the ADU.Whether envisioned as a multigenerational home, a private residence with separate guest accommodations, or an investment property with rental potential, this unique offering provides an opportunity to own a piece of Maine history.

Welcome to the perfect lakefront escape on Little Sebago Lake (mid-lake). A beautifully renovated home that delivers everything discerning waterfront lovers seek. Step directly from your spacious lakeside lawn into pristine sandy bottomed water, where a deep-water dock and lift await your boat or jet ski. This 2021 renovated home sleeps 10+ across 4 bedrooms and 3 full baths and perfect for gathering everyone you love. The main floor with vaulted ceilings and skylights showcases an open-concept design with a welcoming mudroom entry that flows into a spacious kitchen with counter seating for 5, a living room anchored by a gas fireplace and built-ins, and room for a large dining table. A flexible 3-season room (currently used as a home office) and an entertaining deck that overlooks the yard and lake create the perfect extension of your indoor living into the natural landscape. Downstairs, discover a comfortable sitting area/den, three additional spacious bedrooms, two full baths, laundry, mechanicals, and generous storage. The home also offers heat pumps to keep you cool in the summer! Outside, descend granite stairs from the patio to a beautifully landscaped yard perfect for lawn games, lazy afternoons in the lake, or simply soaking in the sunset views. Two sheds keep your lake gear organized, and a paved driveway offers ample parking. For a piece of mind in the winter months, the home has a whole house auto power on generator. Just 15 minutes to the Gray I-95 exit puts Portland (30 minutes) and endless coastal charm and other activities within easy reach.

Nestled in the pines on the shore of Little Sebago Lake. Wide open lake views and gradual, sandy entry to the water. Tastefully renovated, meticulously maintained and ready for new owners. Spacious and open main level with plenty of space for everyone. Waterski or wake board right off of your private beach on the calm waters of this beautiful lake. Call the ice cream boat from an app for delivery to you at your dock. Participate in the yearly pirate parade of boats. Retire to your main floor primary suite and listen to the loons as you drift off. Little Sebago is truly a special lake!

Set on 1.36 wooded acres in North Yarmouth, 99 Delwin Drive offers privacy, comfortable living, and a peaceful connection to the outdoors. This 3-bedroom, 2.5-bath home features high ceilings and an open, airy layout, with a spacious main living area flowing onto a deck overlooking the backyardan inviting setting for morning coffee, outdoor dining, or relaxing among the trees. Designed for year-round comfort, the home features radiant heat throughout, including the two-car garage. An energy-efficient ducted heat pump system provides both heating and cooling. The first-floor primary suite offers a quiet retreat with an en suite bath. On the daylight lower level, two guest bedrooms are complemented by an additional living room, creating flexible space for gathering, entertaining, or unwinding. A sliding glass door provides walk-out access to the backyard and connects this level to the natural surroundings. With a heated garage, versatile living spaces, and an expansive wooded setting, 99 Delwin Drive brings together thoughtful comfort and room to enjoy life indoors and out.

A paved drive winds past stone walls and mature plantings to this 1997 Colonial set on 6.09 acres, owned by the same family since it was built. The property borders conservation land held by the Cumberland Land Trust, with trails that lead straight into the woods behind the house. Wide pine floors run through the main level. The kitchen has a soapstone island and a beamed, vaulted ceiling that opens to the family room and its wood-burning fireplace. A separate dining room, living room, and first-floor office all look out over gardens the current owners have tended for nearly thirty years peonies and lilacs in spring, high-bush blueberries by midsummer. Upstairs, four bedrooms include a primary suite with a freestanding tub, a marble-topped vanity, and a separate shower. A bonus room over the garage offers additional flexible space. Behind the house, an in-ground pool sits within a post-and-rail fence bordered by garden beds and the woods beyond. Walking distance to Cumberland's town center and schools. Portland is a short drive away.

Welcome to 27 Hemlock Ridge, a picturesque Cape tucked at the end of a peaceful cul-de-sac in desirable North Yarmouth. This home offers a wonderful blend of privacy, space, and neighborhood convenience, surrounded by a wooded setting while sidewalks provide an easy connection to both North Yarmouth Village and nearby Cumberland Center. Inside, the home offers generous living spaces designed for both everyday comfort and entertaining, plus a first-floor office or den. Upstairs are four spacious bedrooms, including an inviting primary suite that feels like a true retreat with a wood-burning fireplace and a soaking tub. Heat pumps provide efficient year-round heating and cooling, complemented by a heat pump hot water heater. Outside, the deck overlooks the wooded surroundings, creating a peaceful respite for morning coffee, summer dinners, or simply enjoying the beauty of Maine's changing seasons. A three-car garage offers exceptional space for vehicles, storage, hobbies, or outdoor gear. Enjoy close proximity to Well & Good Brewing, Vesta, Toots, North Yarmouth Variety, Skyline Farm, North Yarmouth Community Center, town trails and the award-winning Greely school district. Back on the market at no fault to the seller.

Steeped in history and brimming with character, this classic 1834 brick home offers the best of both worlds -- period elegance and thoughtful updates for today's lifestyle. With six bedrooms, five fireplaces, and beautifully proportioned rooms throughout, there's space for gathering and quiet retreat alike. The updated kitchen features handsome slate countertops and modern conveniences while maintaining the home's authentic charm. Updated baths, warm hardwood floors, and historic details create a truly special living experience. Set on one acre with mature landscaping, this property invites outdoor enjoyment with an in-ground pool and plenty of space to entertain or unwind. Located in the heart of North Yarmouth, this distinguished residence offers a rare opportunity to own a piece of Maine history -- refined, welcoming, and ready to be cherished for generations to come.

Welcome home to 261 Main Street, perfectly sited in the heart of Cumberland Center with picturesque, walkable access to all village amenities. Blending classic Cape Cod charm with modern sophistication, this thoughtfully expanded home is designed for seamless daily living and effortless entertaining.At the center of the home, a granite-accented kitchen flows into a light-filled family room addition that opens directly to the new deck and private backyardcreating an ideal indoor-outdoor flow for summer gatherings. The main level offers exceptional versatility with a formal dining room, a first-floor bedroom, and a dedicated home office, making it easy to adapt for remote work, a home gym, or main-level living. Upstairs, enjoy a spacious primary suite alongside two additional generous bedrooms and a spa-inspired full bath. Numerous updates, rest easy with an on-demand generator as well! Modern comforts, timeless character, and an unbeatable locationwelcome to your ideal Cumberland retreat.

Discover thoughtfully designed new construction in one of Falmouth's most convenient locations. This three-bedroom, three-and-a-half-bath home pairs a natural setting with easy access to West Falmouth, Hannaford, local shops and services, and the Maine Turnpike/I-95. Abutting nearly 15 acres of undeveloped, town-owned land, the property enjoys a peaceful wooded backdrop. Inside, soft natural tones and nine-foot ceilings create an inviting first level designed for everyday living and entertaining. The kitchen features natural stone countertops, a Bosch stainless steel appliance package, and a gas range. A pantry with a prep sink adds useful workspace, while an electric fireplace and dedicated office round out the main level. Two bedrooms have en suite baths, including the primary suite, which overlooks the natural habitat and welcomes soft morning light. Its spa-like bath offers an oversized shower, freestanding soaking tub, dual vanities, and a generous walk-in closet with two entrances. A laundry room with its own sink adds everyday convenience. The daylight walkout lower level offers more than 1,100 square feet of potential future living space and nine-foot ceilings. With egress and preparation for a bathroom, it offers possibilities for an additional bedroom, fitness area, media room, or guest space, subject to applicable approvals. Public water, a hybrid propane heat pump system, on-demand water heater, and irrigation system complete a home that balances new-construction comfort, natural surroundings, and exceptional convenience.

Welcome to a truly exceptional custom-built home where thoughtful design, elevated finishes, and sweeping meadow views come together in a setting that feels both luxurious and inviting. From the moment you arrive, the statement-piece front door sets the tone for the craftsmanship and attention to detail found throughout. The heart of the home is the stunning living room, where a dramatic vaulted ceiling creates an incredible sense of volume and light. Expansive windows were intentionally positioned to take full advantage of the sweeping meadow views, bringing the beauty of the landscape into the home and creating a seamless connection between the interior and its surroundings. The beautifully appointed kitchen is designed with both style and function in mind, featuring a sink perfectly positioned beneath a window overlooking the meadowmaking everyday tasks feel anything but ordinary. The open-concept layout provides an effortless flow for entertaining, gathering, and enjoying the views from multiple spaces throughout the home. The primary suite is nothing short of incredible, offering a private retreat with an atmosphere of comfort and sophistication. Three additional bedrooms provide exceptional flexibility, including a private en-suite bedroom that isideal for guests, family, or a dedicated private space. And the possibilities continue downstairs. The basement is designed to be finished with impressive 9-foot ceilings, offering an opportunity to create the ultimate bonus space. Imagine a golf simulator, home gym, media room, recreation area, or custom entertainment spacethe possibilities are virtually limitless. Every element of this home reflects the feel of a carefully considered custom build, from the dramatic architectural details and strategically placed windows to the thoughtful spaces designed around the natural beauty of the meadow. This is a home that offers both a remarkable sense of place and the flexibility to make it distinctly your own.

There is something truly special about this Sebago Lake property--where luxury, comfort, and unforgettable lake memories come together. This stunning waterfront compound delivers unmatched privacy, protected frontage, and exceptional craftsmanship. The main house and guesthouse sit on 1.26 acres, boasting 326 ft+/- of water frontage. The island in front serves as a picturesque landmark, while large glacial rocks protect from wind and wake, naturally deterring boat traffic and enhancing privacy and tranquility. Eastern exposure delivers breathtaking sunrises, while a full moon rising over the island creates the perfect backdrop for bonfires, stargazing, and family gatherings. The dock accommodates up to a 30' boat and jet skis, with shore power and running water. There is a mooring ball and built-in metal ramp for a 10' skiff. The main house sits ~35' from the water's edge and features 2 beds, 1 bath, and an open kitchen, dining, and family room. Simple elegance with an ideal layout for an easy weekend getaway, summer vacation, or year-round living. Every element of the property is exceptional, from craftsmanship and natural woodwork with exposed beams to thoughtfully designed storage, a stone fireplace, and dramatic lake-facing windows. Slightly behind the main house, the guest house sits in perfect proximity--close enough for convenience, far enough for privacy. This modern 2 bed/1 bath guest space includes a family room, kitchen, and sliders to the deck, situated above a 3-bay garage. Includes a private office and second washer/dryer, ideal for guests. This lakefront property is rich in luxury amenities including a standing seam metal roof, Generac whole-house generator, heat pumps, Azek decking with AGS custom railings, Andersen windows, wheelchair-accessible stone pathway to the water, full security system, firepit, and large shed. Enjoy swimming, boating, kayaking, fishing, ice fishing, snowmobiling, and more on some of the cleanest waters in Southern Maine.

Sebago Lake Life! This state-of-the-art retreat awaits its new owners. Formed 14,000 years ago by retreating glaciers, this extraordinary setting of granite boulders and pristine shoreline frames Maine's 2nd-largest lake. Built into that landscape in 1984, the home has been thoughtfully enhanced during the current owner's stewardship with purposeful, creative improvements that honor both the architecture and its remarkable surroundings.Among them are structural steel beams reinforcing the cantilevered design, high-end HVAC, an on-demand water-cooled generator, new balconies and stairs, custom railings, roof, and electric skylights with rain sensors - bringing together innovation, comfort, and craftsmanship. Throughout the home, artful interiors flow seamlessly into the landscape, while an exterior staircase with balconies and decks cascades through the boulders to the waterfront below.A newly designed front entry opens to a practical mudroom before unfolding into the main living space, where a chef's kitchen, informal dining area, and inviting sitting room are all oriented toward the panoramic beauty of Jordan Bay. This level also includes a guest bedroom, bath, and laundry. Above, the cathedraled primary suite is a private sanctuary overlooking the lake, complete with a spa-inspired bath. Below, a fireplace living area leads to the lower level, designed for effortless lakeside living, featuring a kitchenette, a full bar, and a Murphy bed for family and guests.At sunrise, the home is bathed in light from every angle, with the calm inlet shimmering just beyond and the surrounding landscape revealing its quiet magic. Don't miss the moss heart accents on the boulders. Three docks create your waterfront experience, from swimming and boating to rowing, kayaking, or simply relaxing. Completing the property is a garage with a fully equipped 579-square-foot studio apartment above, also with HVAC, along with ample electrical capacity for a true workshop.

Set amid sweeping pastoral views, 200 Woodville Road is a distinguished residence of exceptional scale, artistry and enduring elegance. Meticulously crafted details define every space, beginning with a sculptural suspended stairway that creates an unforgettable first impression. Beyond it, a magnificent gathering room rises dramatically overhead, offering an extraordinary setting for elegant entertaining as the evening sky unfolds across the horizon. This home will exceed your expectations. The kitchen, dining, and family room wing features impressive chef-style updates and expertly designed and truly customized amenities as well as a walk in pantry room. The first floor Primary Suite feels like a sanctuary & with with direct access to the manicured grounds this is your private space to retreat. The Primary bathing area includes a massive dressing room created with luxury style customizations. With six en-suite bedrooms, there is privacy and space for all! A billiards and game suite round out the second floor with impressive woodworking, view over the manicured grounds, a gas fireplace, a fully appointed kitchen and a full bathroom become the epic entertaining space like no other. The right wing of the home offers three en-suite bedrooms and a theater room. A fully equipped gym/exercise studio, and sauna are set just off the four car garage with direct access into the main house. As you walk the tastefully manicured grounds, you will be delighted by the extensive hardscaping, flawless pool, grand stone fireplace & chef-style outside kitchen. Enjoy your evening under overlooking the stars from the hot tub. Just beyond the heated driveway, a custom barn with two additional garage bays for your play cars as well a half-court basketball gym. This extraordinary home is an absolute show stopper with exceptional privacy on one of Maine's most magnificent estates. It's rich history and style are a one-of-a-kind opportunity, just minutes to Portland International Airpo

Welcome to Red Sky Sanctuary. Escape to your own private preserve with this pristine 86 acre estate. This property is a true masterpiece born from a visionary collaborative effort between architect and sellers. As you enter, you are greeted by rolling lush green fields, forest, a natural babbling brook and private trails that wind through the expansive estate.At day's end take in breathtaking red sunsets that paint the sky over your salt water pool. Inside, the home is designed to maximize the indoor-outdoor connection. The well appointed kitchen opens to a spacious dining area and an expansive great room. This dramatic living space features soaring vaulted ceilings and a magnificent two story fireplace, making it perfect for grand entertaining and intimate family gatherings. Beyond the main residence, the property features a large newer barn fully equipped with water and electricity. This versatile structure could be the beginning of a premier equestrian setup, high end vehicle collections or any workshop needs. Experience absolute rural tranquility while being in a location close to shopping, the airport, Portland's restaurants, the arts and within two hours of the Boston area. This property had been approved for a 40 unit condo development

Welcome to Vintage Way on Falmouth Foreside, an exceptional opportunity to own a newly constructed custom residence thoughtfully designed and slated for completion in April 2027. Privately set along Vintage Way just off iconic Foreside Road, this home offers a rare blend of privacy, refined design, and convenient access to Falmouth, Greater Portland, and beyond. Spanning approximately 3,750+ square feet, the residence has been carefully curated to deliver both elegance and livability, featuring 4 bedrooms, 3.5 bathrooms, and a three-car garage. The main level is anchored by a first-floor primary suite with a cathedral ceiling, complemented by a refined study and an expansive, light-filled living experience. A large great room connects to the kitchen and dining areas, creating a comfortable setting for everyday living and entertaining. Upstairs, three additional bedrooms and thoughtfully designed flex space provide comfort and versatility for a variety of needs. The architectural aesthetic blends timeless coastal influences, natural stone accents, and gracious covered porches with clean, modern design elements. Adding to its appeal, the builder welcomes the opportunity to step in early and personalize select finishes and design elements, creating a home tailored to individual taste. Moments from Portland Country Club and just minutes to Falmouth shopping, dining, and wellness offerings, the location is equally compelling, less than 10 minutes to Portland's Old Port and approximately 15 minutes to the Jetport. Vintage Way represents a rare offering: new construction, refined design, and a Foreside setting defined by both privacy and proximity.

READY FOR OCCUPANCY THIS FALL! Tucked at the end of a peaceful cul-de-sac in one of Falmouth's newest and most thoughtfully designed neighborhoods, Lot 5 Acadia Drive offers a rare blend of privacy, beauty, and everyday convenience. This brand new subdivision is defined by its serene setting, sidewalk-lined streets, and easy access to Falmouth's expansive trail system and nearby parks, making it perfect for enjoying the outdoors right from your doorstep. Ideally located, this home offers effortless access to top-rated schools, major highways, and local shopping, while also placing you within close reach of Maine's favorite lifestyles--from beautiful golf courses to the mountains, the coast, and Portland's incredible dining. Designed with both elegance and functionality in mind, the home features an open-concept first floor anchored by a stunning kitchen that flows seamlessly into the living and dining areas--perfect for both entertaining and everyday living. A private study offers a quiet retreat, while the sunroom provides a light-filled space to relax and unwind throughout the seasons. Upstairs, four generously sized bedrooms each feature their own ensuite bath, offering comfort and privacy for family and guests alike. A spacious three-car garage completes the home, providing ample storage and convenience. What truly sets Lot 5 apart is its exceptional setting. Nestled at the very end of the cul-de-sac and backing onto a beautiful mix of wooded landscape and rolling meadows, creating a peaceful and picturesque backdrop that feels worlds away, yet remains close to everything Falmouth has to provide.