luxury houses for sale Windham, United States

Tucked away on a beautifully landscaped 1.72-acre lot and surrounded by hundreds of acres of protected open space and conservation land, this 3,276 sq ft contemporary colonial offers 4 bedroom, 2.5 baths with an exceptional blend of privacy, recreation, and refined living. With direct access to the extensive Falmouth Land Trust trail system, this property is a true retreat. Designed for both comfortable everyday living and effortless entertainment, the home features a light-filled family room centered around a wood-burning fireplace, with expansive glass doors opening to the deck and in-ground pool. The thoughtfully designed kitchen flows seamlessly into the main living spaces, while additional formal and flexible gathering areas provide room for dining, working, and relaxing. The second floor offers four bedrooms and 2 baths, including a spacious primary suite designed for comfort and privacy. Throughout the home, quality construction and thoughtful upgrades enhance both convenience and peace of mind. Outside, mature landscaping creates a private, park-like setting with peach and cherry trees, blueberries, raspberries, perennial gardens, and seasonal blooms. Additional features include a generator transfer switch, irrigation, fire suppression system, radon mitigation system, security system, built-in speakers, and central vacuum. A cleared and approved site for a future Accessory Dwelling Unit (ADU), with septic design available, provides a rare opportunity for expansion, guest accommodations, or multigenerational living. A truly special offering where nature, privacy, and convenience come together with easy access to Falmouth's award-winning schools, town amenities, and downtown Portland. SHOWINGS BEGIN Monday, June 15th. OPEN HOUSE: Saturday, June 20th 3PM-5PM & Sunday, June 21st 10AM-12PM.

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.

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.

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 a sunny lot just minutes from downtown Gray with convenient interstate access, this inviting and well-maintained property offers the perfect balance of rural charm and everyday convenience. Thoughtful improvements made during the current ownership include installing energy-efficient heat pumps for year-round comfort, new roof, custom built-in mud room storage, a new chicken coop, dedicated tractor storage, a woodshed, and enclosed storage beneath the deck for added functionality. Clearing trees has opened the backyard, creating abundant light and expanding usable outdoor space while leaving plenty of opportunity for gardens, recreation, or future enhancements. Inside, the main level's open-concept living/dining area also features a first floor bedroom and separate bath with shower. Upstairs, two spacious bedrooms with ample storage share a large full bath. Whether you're looking for room to homestead, entertain, or simply enjoy the outdoors, this property offers endless potential in a desirable Gray location. Showings begin Thursday, July 30. Please join for an Open House on Sunday, August 2 from 10:30a-12p.

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. Please join us for an Open House on Saturday, August 29th from 11a-1p.

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.

Set on a private 1-acre lot, this contemporary Cape combines comfortable living with easy access to the natural beauty and recreational opportunities that make Falmouth so special. Enjoy beautiful sunrises as morning light stretches across the neighboring field, creating a peaceful backdrop to everyday living. Designed with gathering and entertaining in mind, the open-concept floor plan features a gourmet kitchen that flows seamlessly into the living and dining areas. A wood-burning fireplace anchors the living room, creating a warm and inviting space to relax year-round. The spacious primary suite provides a private retreat, complete with an ensuite bath and oversized walk-in closet. Two additional bedrooms and 2.5 baths provide flexibility for family, guests, or a home office. Car enthusiasts, hobbyists, and outdoor enthusiasts will appreciate the rare combination of an attached two-car garage and a detached heated garage (can accommodate 1-2 cars; size dependant), providing ample space for vehicles, recreational equipment, workshop space, or storage. Beautifully landscaped with vibrant perennial gardens, the property is complemented by a private wooded backyard that offers a peaceful retreat throughout the seasons. A charming greenhouse and a unique sauna with a living roof further enhance the outdoor experience, creating the perfect setting for gardening, relaxation, and enjoying nature. Located near Falmouth Country Club and just moments from the Falmouth Town Forest Trailhead, you'll enjoy easy access to miles of wooded trails for hiking, trail running, mountain biking, snowshoeing, and year-round outdoor recreation. Despite its private setting, the property remains conveniently close to schools, shopping, dining, and downtown Portland. A wonderful opportunity to enjoy the best of Falmouth living, where nature, recreation, and everyday convenience come together in one exceptional property. Open House Saturday 7/18 from 130-3pm. Deadline of Monday 7/20 at noon.

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.

Down a country road in Pownal, surrounded by gardens, woods and a rolling landscape, sits a house that is anything but ordinary.The sellers loved the character of the old farmhouse, but knew it could be better - more open, functional and suited to modern life. They kept the old treasures and weren't afraid to rethink the rest.Exposed beams, old brick and intimate rooms meet tall ceilings, expansive windows, clean lines and natural materials. Oak cabinetry and wide-plank floors bring warmth to the kitchen, while its generous scale gives it real architectural presence. Big windows frame the gardens and fill the house with light. Throughout, old and new feel happily connected.Before work began on the main house, the sellers tackled the barn. Upstairs, they created a beautifully designed studio space with tall ceilings and a kitchenette, and they lived there during construction. The nearly finished first floor creates even more possibilities - a serious studio or workshop, multigenerational living, or both. A large side shed adds room for tools, bikes, equipment, and projects.Outside, the two acres are as much a part of the story as the house and barn. The broad wraparound porch overlooks established gardens, fruit trees, berries, and a proper vegetable garden. There's an outdoor shower, woodshed, lawn, and woods - places to gather, grow, or disappear.And then morning arrives. The sunrise moves across the gardens and pours through the windows. The house catches that first sunlight and carries it throughout the day.Rural, independent and decidedly Maine, Pownal feels exactly like the right place for 13 Lawrence. The mountain biking trails of Bradbury Mountain are close by, while Yarmouth and Freeport are near enough for morning coffee, dinner with friends, or an easy trip into town.13 Lawrence Road resists easy categorization. Part old farmhouse, part modern design, part country retreat, and all around wonderful.

A turnkey three-bedroom Cape with an expansive backyard. This home has undergone significant improvements and is ready for its next owner. The kitchen is fully remodeled with beautiful cabinetry, gas range and butcher block countertops. The living room invites you in with new moldings, built-ins and a fireplace to enjoy in the cooler months. For now enjoy your time outside in the private yard with beautiful perennials and two sheds. Located minutes from Falmouth, Portland and the turnpike.

Spectacular home in the sought-after Cathedral Pines neighborhood, offering a serene setting with exceptional shared amenities. Enjoy more than 400 feet of Sebago Lake frontage, a large waterfront marina, crescent-shaped sandy beach, neighborhood tennis court, and playground.Set on a private 1.73-acre lot, 23 Casselton Road features four bedrooms (3-bedroom septic), a spacious office suite, three full baths, attached two-car garage, and two covered porches. The outdoor amenities continue with a private pool and cabana, plus a detached one-car garage with a bar area. For rainy days or relaxing evenings, the fully finished basement offers a pool table, built-in playhouse, and wet bar. A wonderful opportunity to enjoy the magic of Maine in a beautiful lake community.

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

I'm thrilled to introduce a rare opportunity in the desirable Burnell Cove on Sebago Lake, Maine. This beautiful property offers 650 feet of private lakefront, a pristine private beach, breathtaking sunset views, and a recently renovated cottage. The main home spans 3,100 square feet and features multiple stone fireplaces, a three-season porch with panoramic views, and expansive living areas. Additional highlights include an airplane hangar with grandfathered rights to fly, land, and store a helicopter or lake amphibian, and two private docks. This rare gem is a perfect blend of luxury and serenity. Please reach out for more details or to arrange a viewing.

Live in one of Yarmouth's most established and desirable neighborhoods at 337 Oakwood Drive, where comfort, connection, and convenience come together. The main level offers an inviting flow with an eat-in kitchen, formal dining room, and a cathedral great room filled with natural light from skylights and warmed by a natural gas fireplace. A flexible den provides space for work, guests, or a first-floor bedroom option, with a nearby half bath and large laundry room offering potential for an en-suite. Upstairs, four bedrooms include a spacious primary suite with an en-suite bath and walk-in closet. Step outside to a new two-tiered deck overlooking a private, beautifully landscaped backyard with direct access to the Yarmouth Trail network -- perfect for morning runs, dog walks, or weekend adventures. Enjoy an easy stroll to Yarmouth's shops, restaurants, and community amenities. A home that truly supports the way you want to live.

Now offered as a turnkey package, furnished by acclaimed Maine designer Nicola Manganello of Nicola's Home, with artwork excluded, 37 South Street presents a rare opportunity to acquire a fully realized residence in the heart of Yarmouth's cherished Historic Village. Every furnishing, finish, and architectural detail has been thoughtfully selected to create a home that feels cohesive, collected, and quietly extraordinary.Blending the character of an antique property with the sophistication, comfort, and ease of nearly new construction, 37 South Street stands among the most compelling residential opportunities currently available in Maine.Tree-lined streets lead to beloved local shops, top-rated schools, and the everyday charms that make Yarmouth Village so special. Mornings may begin with a walk for coffee, afternoons invite time along the Royal River, and summers are defined by long days along the Maine coast.Inside, the home unfolds with warmth and effortless flow. The kitchen opens to a cozy breakfast nook and inviting seating area, creating a natural place to gather. A striking double-sided fireplace anchors the living and dining rooms, sharing its glow between both spaces.Three beautifully appointed ensuite bedrooms offer privacy and comfort, while an upstairs bonus room provides flexibility for work, reading, or creative pursuits. The finished lower level, complete with a beverage center, adds space for entertaining, and the peaceful backyard provides a private outdoor retreat.Thoughtfully restored, expertly designed, and offered complete with its Nicola's Home furnishings, 37 South Street is a distinctive turnkey opportunity where history, design, and lifestyle come together seamlessly.

Introducing Lot 8 at The Preserve on Winn--an exceptional new offering within one of Falmouth's most thoughtfully designed and highly anticipated neighborhoods. Set within a picturesque, sidewalk-lined community, this newly constructed home by acclaimed custom builder Twenty North LLC blends timeless architecture with elevated, modern living. Spanning just over 3,000 square feet and built to an exceptional standard, this residence is designed with both comfort and sophistication in mind. A welcoming open foyer sets the tone, complete with custom bench seating and ample closet space for an intentional and elegant entry point for everyday living. The home unfolds into beautifully scaled living spaces, perfectly suited for both entertaining and quiet retreat, all positioned to take full advantage of the long, sweeping meadow views beyond. Upstairs, the primary suite offers a serene escape, featuring a spacious walk-in closet and a well-appointed bath designed with both function and refinement in mind. Three additional bedrooms provide flexibility for guests, family, or office space, while a conveniently located second-floor laundry room enhances ease of living. A three-car garage ensures ample space for vehicles, storage, and lifestyle needs, completing this well-rounded offering. Lot 8 at The Preserve on Winn represents a rare opportunity to own new construction in a setting that balances natural beauty, neighborhood charm, and superior craftsmanship, all just minutes from Falmouth's amenities and the greater Portland area.

Built in 2020, 11 Christy Road offers the perfect blend of newer construction, quality craftsmanship, and an exceptional Portland location. Thoughtfully designed for modern living, this move-in ready home features bright, inviting spaces and timeless finishes throughout.Step outside to enjoy the private, fenced-in backyard and rear patio--ideal for entertaining, summer evenings, or simply relaxing at home. Offering the perfect balance of indoor comfort and outdoor living, this home was designed to fit today's lifestyle.Located just minutes from Portland's award-winning restaurants, shops, trails, waterfront, and everyday conveniences, you'll enjoy easy access to everything that makes Southern Maine such a desirable place to call home. Newer construction in Portland is increasingly hard to find, making 11 Christy Road a rare opportunity to enjoy quality, convenience, and low-maintenance living in one of the area's most sought-after locations.

Situated on 42+/- protected acres, Files Farm has been a working farm since 1776, providing everything needed for a farm-to-table lifestyle. The fully renovated five-bedroom, four-bath farmhouse and newly constructed barn, which includes a home office/suite and a great room with a fireplace. The farm overlooks rolling fields, orchards, irrigated gardens and cropland. The main house features a kitchen complete with custom cabinetry, a soapstone sink, a commercial-grade gas range, and an adjacent pantry and wet bar. A massive brick fireplace has been the focal point of the kitchen for centuries. Off the kitchen area is a roomy, newly renovated two-story private guest suite featuring an en suite living area, perfect for multi generational living. The second floor offers 3 bedrooms and a full bath. The beautiful and spacious patio features a fire pit, a water garden, and hardscapes, including gorgeous stone walls and gas lanterns and epic views. The newly constructed barn features a spacious living space on its top floor and a massive home gym and storage space on the ground floor. The barn has running water, a private bath and its own septic system; the ground floor can easily be transitioned to house livestock. Outbuildings include a pole barn and 2 sheds for farm equipment. Just beyond the field's edge is your private frontage on the Little River. Miles of walking and cross-country ski trails meander along the river and enter the fields. The river along with stone walls form a natural barrier to this private oasis. Deer, turkey and other wildlife abound. File Farm offers the perfect home retreat or with its fertile soils, a wonderful income producing farm venture. It is located less than 30 minutes from Portland's Old Port, 20 minutes to the Portland Jetport and less than 10 minutes from Sebago Lake.

Cumberland Foreside post-and-beam barn home with accessory dwelling unit (ADU). The main residence offers 3-bedrooms, a loft, 2-baths, and more than 3,000 sq. ft. of living space. The 1-bedroom, 1-bath ADU is located above the attached two-car garage and features a private entrance and open-concept kitchen, dining, and living areas - ideal for guests, multigenerational living, a home office, or potential rental income.Originally constructed in 1812 as part of the Morrill Homestead, the barn was thoughtfully transformed into a residence beginning in the 1970s, with continued renovations over the years, including the addition of the two-car garage and ADU in the early 2000s. Lovingly maintained and carefully enhanced, the home blends historic character with modern comfort.Inside, the home showcases remarkable historic craftsmanship. Hand-hewn timbers are joined using traditional mortise-and-tenon construction, still bearing the original Roman numeral markings used by builders to align each beam. The dramatic 26-foot central cathedral ceiling creates a sense of scale, while the expansive original barn doorways fill the home with natural light and frame views of the stone patio and landscaped grounds.Thoughtfully curated architectural details, including reclaimed barn wood, period-inspired fixtures, vintage-style flathead nails, and carefully selected finishes, enhance the home's timeless appeal. The upper loft of the main home, previously used as an artist's studio, offers a flexible and inspiring space for creative pursuits.Outdoors, the property is a true horticultural haven with carefully designed gardens and plantings which create a vibrant, ever-changing landscape. The grounds attract a wide variety of birds and wildlife, offering a peaceful connection to nature. This property offers the perfect combination of historic charm, flexible living space, and an exceptional coastal Maine lifestyle.

Welcome to 15 Sturdivant Road, an extraordinary waterfront estate set on five private acres in the heart of Cumberland Foreside. Built by Wright-Ryan, this exceptional property showcases timeless craftsmanship, thoughtful design, and an unparalleled setting with 384 feet of water frontage, an expansive sandy beach, and sweeping views across Casco Bay. Designed to embrace its remarkable surroundings, the home is filled with natural light as sunrises, sunsets, and moonlit reflections illuminate the living spaces throughout the day. A harmonious blend of elegant formal rooms and relaxed gathering spaces creates an inviting atmosphere for both everyday living and entertaining. Outside, enjoy the beauty of Maine's tidal coastline, abundant birdlife, and panoramic island views from one of the Foreside's most coveted waterfront settings. Offering exceptional privacy while just 15 minutes from downtown Portland's renowned dining, shopping, arts, and cultural attractions, this is a rare opportunity to own one of Maine's truly remarkable coastal estates.