luxury real estate for rent Windham, United States

Legacy Properties Sotheby’s International Realty is proud to present 40 Russell’s Hill Road in Yarmouth, Maine—a charming and thoughtfully built coastal retreat offering the perfect blend of comfort, privacy, and classic Maine character. Tucked along one of Yarmouth’s most picturesque country roads, 40 Russell’s Hill Road offers a rare blend of coastal proximity, natural beauty, and quiet privacy. Surrounded by mature trees and natural greenery, the home sits within a beautifully private yard filled with woodland paths and walking trails, creating a peaceful retreat where mornings begin with birdsong and evenings unfold beneath a canopy of stars. The property’s grounds invite both relaxation and exploration. A hammock is set up in the sun-drenched backyard, perfect to unwind with a book or enjoy Maine’s crisp coastal air. Despite its tranquil setting, the home is ideally positioned to experience the very best of Yarmouth’s coastal lifestyle. Nearby yacht clubs and marinas provide effortless access to the sailing waters of Casco Bay, while the nearby Sandy Point Beach offers a beautiful setting for swimming, kayaking, beachcombing, and relaxed summer afternoons along the shoreline. The vibrant village center of Yarmouth is only minutes away and features some of Southern Maine’s most beloved dining destinations, including Royal River Grill House, Gather, and Day’s Crabmeat & Lobster, where fresh Maine seafood and waterfront dining capture the essence of coastal New England. Charming cafés, boutique shops, and scenic waterfront walks along the Royal River add to the town’s quintessential New England appeal. Thoughtfully arranged for families and guests, the home offers the following bedroom accommodations: Primary bedroom with double bed and attached bath Two guest/kids bedrooms, each with double beds and a shared bathroom Family room with king pullout sofa, providing additional sleeping flexibility For cozy evenings at home, the living room features a projector with a retractable screen, perfect for movie nights or gathering to watch sporting events together. Blending natural beauty, coastal access, and relaxed comfort, 40 Russell’s Hill Road offers an exceptional opportunity to experience the charm of Yarmouth and the Casco Bay region. Limited availability remains for Summer 2026. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Legacy Properties Sotheby’s International Realty is proud to present a Private Coastal Estate on Cousins Island in Yarmouth, Maine. Perched on the stunning coastline of Southern Maine, this private oceanfront estate offers a rare opportunity to experience the perfect blend of seclusion and luxury. Located at the end of a quiet drive on sought-after Cousins Island, this exceptional property is a true coastal retreat—offering expansive living space, high-end amenities, and breathtaking panoramic views of the Atlantic Ocean. The home features six well-appointed bedrooms, including a serene primary suite with sweeping ocean vistas. Five of the bedrooms offer water views, and two provide direct deck access, including the primary suite. The main living area also opens seamlessly to a spacious patio and covered porch, perfect for enjoying the sea breeze and unforgettable coastal sunsets. Thoughtfully designed for both comfort and entertaining, the estate offers ample room for guests, along with a large, sunlit home office and multiple workspaces—ideal for remote professionals or extended stays. Outside, embrace the best of coastal Maine living with access to a private beach, a deep water dock, and a mooring—a rare amenity for boating and water enthusiasts. After a day on the water or in the sun, gather around the oceanfront fire pit or unwind on the deck, surrounded by the sounds of the surf and the sparkle of the stars. Additional features include a two-car garage, EV charger, and beautifully maintained outdoor spaces designed for both relaxation and recreation. Whether you’re seeking a peaceful seasonal sanctuary or a luxurious work-from-home haven, this exclusive estate on Maine’s coast delivers privacy, elegance, and the unmatched beauty of oceanfront living. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby’s International Realty for more information on this exclusive offer.

Legacy Properties Sotheby’s International Realty is pleased to present 20 Beam Reach in Yarmouth. This elegant four-bedroom, 5,400-square-foot home offers a serene retreat with distant views of Casco Bay. Accommodating up to eight guests, the residence includes a separate sleeping space among its four bedrooms, each featuring an en-suite bathroom. The newly designed primary suite boasts a luxurious spa-style bathroom with a steam shower, providing the perfect space for relaxation. The property is surrounded by beautifully landscaped gardens and a spacious yard, which will soon be in full bloom. A heated in-ground pool offers a private oasis for guests to enjoy. The home is fully equipped with air conditioning for year-round comfort. Ideally located in Yarmouth, the home provides easy access to local favorites, including Royal River Grill, as well as the shops and restaurants of Freeport and downtown Portland, both just a 20-minute drive away. Private chef services and daily housekeeping are available through Legacy Properties Sotheby’s International Realty. Discounts may be available for extended stays of multiple weeks that do not reach a full month—please inquire for details. A discount is offered for payment made via check or wire transfer instead of via credit card. Please contact Legacy Properties Sotheby's International Realty directly for more details.

Legacy Properties Sotheby’s International Realty is thrilled to offer the newly renovated, luxurious residence at 44 Eagles Lane, Yarmouth. Immerse yourself in the elegance of this stunning property, which boasts five beautifully designed bedrooms and three and a half bathrooms. Enjoy the comfort of two king-sized and three queen-sized beds, each positioned to offer breathtaking water views. Experience the unique charm of a repurposed container that now serves as an exclusive swimming pool and hot tub, all while overlooking the vast ocean. The property features a modern dock system with a floating dock, inviting you to explore the waters with available kayaks, starting from your private beach. Choose your viewpoint from three distinct outdoor decks or unwind in one of the soaking tubs, each offering serene water vistas. Inside, engage in wellness and entertainment with a fully equipped gym and media room, featuring a Hydrow rowing machine and Lululemon Studio, set in a smart home environment for ultimate convenience. For those desiring more privacy, the home offers a unique layout with two bedrooms that can be secluded from the main living area, complete with a second fully functional kitchen, both outfitted with top-of-the-line Miele appliances. Located just minutes from downtown Yarmouth and a short drive from Portland and the Portland Jetport, this home provides easy access to mountain bike trails, beaches, and nature preserves. Additionally, the garage includes vehicle charging for eco-friendly transportation. For an even more luxurious stay, inquire about our private chef services. Discover the perfect blend of modern luxury and coastal beauty at this exquisite Yarmouth retreat. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Legacy Properties Sotheby’s International Realty is pleased to present 65 Eben Hill Road – A Summer Coastal Escape on Cousins Island in Yarmouth, Maine Spend your summer soaking up the sunshine, sea breeze, and coastal charm of Southern Maine at this beautifully updated Cape-style home, located just over the bridge on scenic Cousins Island. 65 Eben Hill Road offers the perfect setting for a relaxing and memorable summer getaway—complete with ocean access directly across the street and a bright, open layout designed for unwinding and reconnecting. Inside, the home welcomes you with vaulted ceilings and sun-filled spaces that include a connected living room, dining area, and a cozy sunroom featuring a daybed, perfect for afternoon reading, morning coffee, or a quiet nap after a day in the sun. Large southern-facing windows let in soft natural light all day, creating a warm and airy atmosphere that embraces the ease of summer living. With three spacious bedrooms—one on the first floor and two on the second floor—this home offers a flexible layout ideal for families, couples, or multi-generational guests. Each bedroom is thoughtfully appointed for comfort and privacy, making it easy to settle in and feel at home. Step outside and enjoy the best of summer living in the large fenced-in backyard, perfect for lawn games, grilling, or lounging after a beach day. Just a short walk or drive from the home, you can launch your kayak or paddleboard and explore the peaceful coves around Cousins and Littlejohn Islands. Access to Casco Bay is directly across the street and considered a “right of way” for putting in watercraft. Please note that the area is a bit rocky, and the tides—ranging up to 8 feet on the island—can impact accessibility. For more traditional beach days, Sandy Point Beach is just one mile away, located directly under the bridge. You'll also find several other beautiful beaches within a 30-minute drive from the property. Head into downtown Yarmouth to enjoy waterfront dining at Royal River Grill House, or treat yourself to a night out at local gems like The Garrison or Otto’s. For a truly special summer outing, hop on the Chebeague Island Ferry just 2 miles from the house. Spend the day biking around the island, exploring quiet beaches, or grabbing lunch with a view of Casco Bay. Nearby, you’ll also find Freeport’s famed outlet shops and L.L. Bean (15 minutes away), and the vibrant city of Portland just under 30 minutes away, offering everything from food trucks to fine dining, craft breweries, and harbor cruises. Whether you're planning a week of family fun or a peaceful escape by the sea, 65 Eben Hill Road is your ideal summer home base for exploring the magic of coastal Maine. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Legacy Properties Sotheby’s International Realty is proud to offer, 33 Sarah Goud in Yarmouth. Discover the pinnacle of waterfront luxury at this newly constructed shingle-style estate, designed to offer an unparalleled living experience. Nestled on the serene shores of Casco Bay, this magnificent property presents breathtaking panoramic views of the surrounding islands, providing an idyllic backdrop for your ultimate retreat. Spanning over 6,000 square feet, this timeless architectural masterpiece boasts more than just stunning vistas. The estate is meticulously designed to cater to the most discerning guests, featuring four opulent en-suite bedrooms, including two master suites located on both the first and second floors, ensuring privacy and comfort for all. Additionally, there is overflow space in the 5th "bedroom" with two sets of twin bunk beds. Indulge in the epitome of luxury with our estate's exceptional amenities. Each bedroom is a sanctuary of tranquility, offering lavish accommodations for up to 10 guests. The property is equipped with state-of-the-art air conditioning and a heated pool, ensuring comfort regardless of the season. With 5 full and two half baths, your convenience and privacy are guaranteed. Experience seamless indoor-outdoor living with waterfront decks on both the upper and lower levels. Bask in the sun on the expansive lawn, or enjoy the gentle ocean breezes from multiple vantage points throughout the property. For those who seek adventure, easy water access invites you to immerse yourself in coastal activities such as swimming, kayaking, and paddleboarding. Whether you're seeking a peaceful retreat to disconnect and rejuvenate or a lavish space to entertain and celebrate, this incomparable waterfront estate offers the perfect setting. Book your stay and experience the ultimate in luxury, comfort, and natural beauty.

Embrace the serene elegance of Rockcraft Lodge, a magnificently renovated historic residence, nestled along 850 feet of the pristine Western shore of Sebago Lake. The home's meticulous restoration harmonizes luxury with classic grandeur, showcased by the stunning stone masonry and dual fireplaces that anchor the main living space, paying homage to the lodge’s namesake. The estate boasts expansive lawns that stretch towards a meticulously crafted wooden dock and a splendid outdoor patio, complete with a grill, offering an unparalleled setting for family gatherings or tranquil lakeside leisure. The interior reflects a reverence for the home’s historical roots, with bedrooms that echo the architectural period while providing contemporary comfort. High-quality linens and thematic decor grace each room, enhancing the unique character of the space. The master suite and adjacent bedrooms feature sumptuous marble bathrooms, with nearly all rooms boasting private en-suites, save for two third-floor rooms that share a luxurious, oversized bathroom with a soaking tub. Additional amenities include private sun porches adjoined to three of the second-floor bedrooms. This home comfortably sleeps 18 guests. There is a twin daybed, two twin beds, and a pull-out sofa located on the upstairs porches that can be used to sleep an additional four guests, extending the possible number of guests to 22. For a bespoke experience, please contact Legacy Properties Sotheby's International Realty regarding concierge services and private chef arrangements. Experience the unparalleled beauty and tranquility of Sebago Lake at Rockcraft Lodge. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Legacy Properties Sotheby's International Realty proudly presents a pinnacle of urban luxury living at 50 India St #2, situated in the vibrant heart of Portland. This exquisite property, available for monthly rental, offers an unparalleled living experience, complete with two private garage parking spaces at the nearby Ocean Gateway Garage, with the possibility of securing additional spaces for a fee. Constructed in 2019, this modern abode spans two floors and features a stunning private rooftop deck equipped with a gas fire pit, ideal for entertaining or quiet evenings under the stars. The interior, mostly furnished with an option for some customization, has never been inhabited, ensuring a pristine and inviting environment. The unit boasts three traditional bedrooms alongside a fourth room that can serve as a dedicated office space, catering to the needs of professionals and families alike. Natural light floods the space from all directions, accentuated by the forthcoming installation of brand new electronic shades for optimal privacy and ambiance. Exclusive to residents is a private entrance to the building, ensuring utmost security and tranquility. Additionally, an elevator provides private access directly to the 3rd and 4th-floor living areas, adding an extra layer of convenience and luxury. For those seeking an elevated living experience, private chef services and regular cleaning may be available upon request. Immerse yourself in the blend of contemporary design and urban lifestyle at this distinguished Portland address. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Legacy Properties Sotheby's International Realty presents the elegant 101 Lower Flying Point Road in Freeport. Experience a serene modernist retreat with clean lines of innovative architecture blending seamlessly with a farmhouse charm echoing the coastal surroundings with its minimalist décor. An ideal property for relaxation and work suitable for groups of all sizes guests of all ages for short and longer stays located 30 minutes from Portland Airport and with direct train service from Boston to Freeport. The house comfortably accommodates from 8 to 12 to16 guests. The main and second floors sleep from 8 to 10 more when the office couch opens to a real queen. The rooms has oversized windows and doors ensuring abundant natural light enjoying central air conditioning and high-speed Wi-Fi. Deck extends from the office offering serene outdoor space. Three bedrooms include workspaces two with semi-private decks the 2nd floor bedroom a private balcony. The large master bath with a steam shower massage bathtub and sauna can service as a spa. For large groups the lower-level bunk room. with adjoining bathroom. offers extra space with adjacent game and TV room providing entertainment for younger guests. The grand room with majestic views of Brickyard Cove features contemporary seating by the fireplace a spacious dining area working well for small to large gatherings an open kitchen fully equipped for any size group the island seating 5 to 8 for breakfasts. The large western deck enhancing the living space with ample outdoor seating is equipped with a grill a griddle and a pizza oven. As needed private chefs can be arranged for meal preparations and special events. Or from Bow Street Market close by in Freeport a cooked lobster dinner and more can be ordered and delivered. Indoor amenities include the large master bath serving as a spa multiple dedicated workplaces with seating on adjoining decks toys for children of all ages plus multiple infant support items. The outdoors unfolds into a vast oceanfront haven of play areas and activities. It includes a pebble beach with dock and kayaks, a heated pool, vegetable garden, freshwater pond, and more — detailed in the Outdoor Amenities section below. Outdoor Amenities Pebble beach with inflatable swimming platform Dock with kayaks and paddleboard for exploring the cove Heated pool nestled in the flower beds Freshwater pond for children to wade and look for frogs Walking and biking trails, with bikes available for guest use Croquet, horseshoes, cornhole, and bocce Vegetable garden to harvest from Solo fire pit with camp chairs overlooking the ocean Jungle gym and sandbox along a wooded trail Grill, griddle, and pizza oven Toys and child gear for all ages 16’ daysailer offered by separate arrangement for guests with sailing experience Aspects to contact the Host about: At the beginning and end of summer from time to time there is nonpublished flexibility on length of stays and rates. To better understand the property read the Reviews feel free to contact the Host consider asking for further literature on amenities. With few open dates left small to large groups can contact the host on flexible stay dates and rates. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Legacy Properties Sotheby’s International Realty is pleased to present 876 Shore Road, available now, for long term lease. This is a beautifully furnished waterfront home in Cape Elizabeth with sweeping views of Casco Bay and Ram Island Ledge Light. Set along one of Cape Elizabeth’s most desirable coastal corridors, this inviting retreat offers a rare combination of privacy, comfort, and convenience. A private staircase leads directly to a small pebble beach, creating an exceptional opportunity to enjoy the shoreline, watch the changing tides, and experience the natural beauty of Maine’s coast from your doorstep. The home features three bedrooms and four full bathrooms, offering a spacious and comfortable layout for summer getaways or extended stays. All three bedrooms are located on the second floor, along with a large living space designed for relaxing, gathering, or taking in the coastal setting. The primary bedroom includes a queen bed and an en-suite bathroom. The second bedroom also offers a queen bed, while the third bedroom includes two twin beds. A second full bathroom serves the additional bedrooms, and a third full bathroom and laundry room are conveniently located near the second-floor living area. An additional full bathroom is located on the main level near the mudroom. Ideally located, 876 Shore Road provides convenient access to downtown Portland, area beaches, Fort Williams Park, Portland Head Light, local dining, and many of Southern Maine’s most celebrated coastal attractions. Whether for a summer escape or an extended stay, this Cape Elizabeth waterfront home offers an exceptional setting from which to enjoy the best of coastal Maine.

Legacy Properties Sotheby’s International Realty is pleased to this luxury coastal retreat at 4 Keyes Lane in Cape Elizabeth, Maine. Welcome to your dream coastal getaway. Nestled in the heart of one of Maine’s most coveted seaside communities, 4 Keyes Lane offers the perfect blend of privacy, luxury, and proximity to iconic destinations. Located right next to Fort Williams Park and the world-renowned Portland Head Light, this home puts you within easy walking distance to some of Maine’s most breathtaking coastal scenery. Stroll through the park’s oceanfront trails, explore historic ruins, or simply relax and take in the crashing waves and iconic lighthouse views. This thoughtfully and unique designed home features three well-sized bedrooms, offering comfortable accommodations for families, couples, or small groups looking to unwind by the sea. Relax and recharge in your private sanctuary, where modern coastal elegance meets classic Maine charm. Whether you’re sipping coffee on the porch, preparing a quiet meal with fresh local ingredients, or cozying up in the airy living room after a beach day, every detail has been curated for comfort and style. Steps from the sand, you’ll be within easy reach of Casino Beach, a local favorite for sunbathing, paddleboarding, or simply watching the waves roll in. For dining, shopping, and arts, Portland’s Old Port district is less than 15 minutes away, offering award-winning restaurants, boutique shopping, and a vibrant waterfront scene. This property is available on a 30-day minimum basis, making it ideal for extended vacations, remote work stays, or seasonal living in one of Maine’s most scenic coastal settings. Perched in a prime location, the home offers gorgeous, gleaming views of the Atlantic, providing a stunning backdrop from sunrise to sunset. Available on a 30-day minimum basis, this exceptional retreat is perfect for extended vacations, remote work getaways, or seasonal living in one of Maine’s most scenic coastal settings. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Welcome to your dream lakefront retreat at 712 Peabody Pond Road in Sebago, Maine. This stunning luxury lakefront vacation rental offers an unparalleled experience of tranquility, comfort, and natural beauty. Nestled in the heart of Maine's picturesque Sebago Lake Region, this property is the perfect getaway for families, friends, or couples seeking a peaceful escape. Interior Features Grand Living Space: The living area boasts soaring vaulted ceilings with exposed wooden beams, creating an open and airy ambiance. Large floor-to-ceiling windows flood the space with natural light and offer breathtaking views of the lake and surrounding forest, bringing the outdoor natural beauty indoors. Cozy Fireplace: A magnificent stone hearth with a propane fireplace serves as the focal point of the great room, perfect for gathering around on cool evenings. Comfortable leather sofas and plush armchairs provide ample seating for relaxation and socializing. Rustic Elegance: The rustic exterior is perfectly blended with a refined interior, featuring wood-paneled walls, hardwood floors, and contemporary furnishings that add a touch of elegance. Gourmet Kitchen: For the culinary enthusiast, the main kitchen features a 6-burner Blue Star range, two ovens, an AGA refrigerator, and custom concrete stone countertops. The well-appointed space is perfect for preparing gourmet meals. Dining Area: The dining area features a handcrafted wooden table with seating for six, ideal for enjoying meals with family and friends. Adjacent to the dining area, you'll find a well-stocked bookshelf, perfect for those who love to read and relax indoors. Accommodations Privacy: The property includes the main house and a separate guest house, each with full baths and kitchens, providing privacy and convenience for all guests. Gym: A well-equipped gym with Peloton, rowing machine, elliptical, and free weights offers a comfortable space for keeping up with your workout routine while on vacation. Loft Areas: Loft areas offer additional sleeping space, making this property ideal for larger groups or families. Exterior Features Spacious Deck: Step outside to a spacious deck equipped with comfortable outdoor furniture and a large umbrella for shade. This is the perfect spot to enjoy your morning coffee, dine al fresco, or simply soak in the stunning lake views. Outdoor Entertaining: The beautifully landscaped grounds include granite stone patios, walkways, and stone walls, creating ample seating for large groups. The outdoor stainless kitchen and grilling area enhance the outdoor entertaining experience. Private Shoreline: Enjoy 367 feet of private Peabody Pond shoreline with top-rated water clarity and a sandy beach. The home's three-season screen porch, large dock, and ample outdoor spaces are designed for soaking in the property's beautifully landscaped grounds and stunning lake views. Recreation and Location Exclusive Lake Access: Peabody Pond is an immaculately clean and quite lake that allows you and your family the best boating, swimming, and fishing in the area, ensuring endless fun and adventure. Convenient Location: Less than an hour from Portland and under thirty minutes to the ski slopes, this property offers the perfect balance of seclusion and convenience. Explore local shops, restaurants, and attractions with ease. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Legacy Properties Sotheby's International Realty is excited to offer the exclusive lakeside retreat located at 131 Fish Hook Road in Oxford, Maine for your summer getaway. Immerse yourself in the tranquility and luxury of this expansive estate, sprawled across 3.3 scenic acres with direct frontage on the crystal-clear Thompson Lake. Renowned for its exceptional clarity and warm summer waters, the lake provides an idyllic setting for swimming, boating, and undisturbed relaxation. Despite its peaceful location, the property remains conveniently accessible, situated just 55 minutes from Portland airport and a short drive from Sunday River ski area. The estate features three meticulously crafted buildings that comfortably accommodate up to 23 guests. The main residence, located a mere 60 feet from the shoreline, includes a master suite with a private bath, two additional bedrooms, and spacious living areas complete with a gas fireplace and both screened and open porches for lakeside living. The charming guest house adds two private bedrooms, a six-bed bunk room, and two bathrooms, highlighted by a stunning stone fireplace. Additional amenities include a dishwasher and laundry facilities for your convenience. The property doesn’t stop at comfortable sleeping quarters; it also includes a recreational haven in the basement equipped with a large television for entertainment. The separate garage apartment provides further accommodation with a master bedroom and daybed, alongside a cozy living space featuring a gas fireplace, satellite TV, Internet, minibar, and kitchenette. Outdoor enthusiasts will delight in the private tennis and basketball courts, extensive garage space, and a dog run for your furry companions. Not to mention, the unique combination of an outdoor shower and half bath adds a touch of rustic charm. Enhance your stay with optional private chef services, concierge assistance, and daily cleaning, subject to availability. Experience unparalleled luxury at this stunning lakeside compound, all while enjoying a discount for payments made via check or wire transfer. For a summer filled with luxury, relaxation, and natural beauty, look no further than 131 Fish Hook Road. Contact Legacy Properties Sotheby's International Realty for more information and to secure your lakeside escape. Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.