luxury waterfront house for sale South Portland, United States

A rare opportunity to join the desirable Cape Cottage community, a hamlet of Cape Elizabeth. Expansive and protected open views of the Casco bay channel await at the end of a quiet street located minutes from in-town Portland. Feel your stress fade as you take the turn off Maine's iconic Shore Rd and wind down toward the water into a quiet slice of paradise. Watch the lobster boats go by from your screened-in porch or head up to the spectacular third floor perch to take in unforgettable sunrises that light up the sky each morning. Originally constructed in 1928, this remarkable residence has undergone a complete renovation while still retaining its classic coastal character, complete with water views from most rooms. The gourmet kitchen boasts beautiful finishes and quality appliances. Considered a single family home with in-law space or 2-family home, this exceptional property offers 4+ bedrooms, 3 full baths, 2 half baths, 2 fireplaces, many period details, hardwood floors, natural gas heat, a 2-car garage, a lovely yard, and rock gardens. The extensive landscaping and hardscaping seamlessly blend into the outdoor living area for grilling and entertainment. The charming and well-appointed 2 bed, 1.5 bath rental apartment allows for reliable rental income year round or enables you to take advantage of the strong summer rental market. Located just minutes from iconic landmarks like Portland Head Light and with deeded access to the sandy Casino beach and also a rocky beach reserved for Cape Cottage residents only, 3 Garden Circle offers the perfect blend where coastal living and city proximity come together seamlessly for the ultimate Maine living experience.

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.

Boaters don't miss the opportunity to enjoy the neighborhood association deep water dock just steps away from this move-in ready home on Princes Point. Nestled in a serene and sought-after waterfront neighborhood in Yarmouth, this charming 3 bedroom, 2.5 bath home offers the perfect blend of comfort and community. The open floor plan creates a seamless flow between living areas, ideal for both everyday living. Retreat to the spacious primary suite, where you'll wake up to water views that offer a tranquil start to your day. The suite includes a recently renovated marble bathroom and expanded space for yoga or a home office. Right outside the primary suite, the elevated deck provides a perfect vantage point to soak in the fresh ocean air, making it an ideal spot for morning coffee or sunset cocktails. Recent renovations include chef's kitchen with a large island to gather around and a custom laundry room with a pantry right off the kitchen. The newly expanded side lawn is perfect for outdoor fun and relaxation, featuring a swingset and a stone patio and firepit for evening gatherings under the stars. Flexible room above the 3rd garage bay could be an artist studio or exercise room. New owners will have the option to apply to join the Princes Point Improvement Association to enjoy access to boating and waterfront activities with the neighborhood association private deep water dock. Ideal for exploring Casco Bay, setting sail or simply enjoying the serene waters at sunset. Discover the ultimate in coastal living at this exceptional property - close to Yarmouth Village, biking distance to West Side Trails and daily walks in the neighborhood. Make 894 Princes Point your new home and experience the unparalleled charm of Yarmouth living.

Set on more than 2.5 acres with over 300 feet of private waterfront with western views, 156 High Winds Drive captures westerly views across Broad Cove toward Casco Bay. Located within the prestigious High Winds neighborhood, with walking trails and shared access to a dock and float, this exceptional setting offers the quintessential coastal Maine lifestyleboating, fishing, swimming, and spectacular sunsets. Custom built in 2019, the residence was thoughtfully designed to embrace its waterfront setting, with water views from nearly every room. Handcrafted millwork and 5-inch quarter-sawn oak floors showcase the quality throughout. The beautifully appointed kitchen features Thermador appliances, a generous island, and walk-in pantry, opening to a spacious family room with gas fireplace and a light-filled dining area overlooking the lawn and waterfront. Four ensuite bedrooms offer exceptional flexibility. A first-floor suite with fireplace can serve as a primary bedroom, private guest quarters, or home office. Upstairs, three additional suites include a second primary option. Both primary suites feature fireplaces, walk-in closets, and beautifully appointed baths with radiant heat. A finished daylight lower level adds flexible space for media, recreation, fitness, or entertaining. Custom landscaping and hardscaping lead toward the waterfront, while a detached barn with private guest suite above provides additional space for visitors, extended family, or a studio. On-demand generators serve both buildings. Remarkably private yet just 10 minutes from Yarmouth Village and convenient to Portland, 156 High Winds Drive combines substantial private waterfront, coveted western exposure, and exceptional craftsmanship in an extraordinary coastal Maine setting.

Privately tucked away on coveted Bailey Island, this exceptional waterfront retreat captures the essence of refined coastal living. Set on a rare parcel with its own beach and extensive ocean frontage, the property enjoys breathtaking 180-degree water views across a protected cove and out to the Atlantic beyond. From its elevated vantage point, the ever-changing seascape becomes the backdrop to daily life, offering a remarkable sense of privacy and connection to the Maine coast. Thoughtfully renovated to blend timeless cottage charm with modern comfort, the home is designed to embrace its extraordinary surroundings. A wraparound porch provides the perfect setting for morning coffee, afternoon sea breezes, and spectacular sunsets over the water. Inside, the residence offers a versatile and inviting floor plan featuring a first-floor bedroom and three additional bedrooms on the second level, including a spacious primary suite with a private balcony overlooking the water--an ideal perch for taking in the coastal scenery. Enhancing the property's appeal is the detached Sea Shed, a charming and flexible space well suited for guests, a studio, home office, recreation room, or additional sleeping quarters. With private beach ownership, direct access to the shoreline, and panoramic coastal views from nearly every angle, this is a rare opportunity to experience one of Maine's most treasured island settings.

Two hundred and twenty-three feet on Casco Bay, a deep-water dock, and views that reach Eagle Island, Egg Rock Lighthouse, Bustins Island, and Harpswell Point. An osprey pair nests on the property each year. On Wednesday evenings in the spring and summer, there are sailboat races you can view from the deck or the dock.Built in 2012, this 5-bedroom, 6-bath shingle-style Colonial sits on 2.51 acres. The main living level is anchored by a stone fireplace and hardwood floors, with windows positioned to hold the view from nearly every room. The kitchen connects openly to the living space and functions as the center of the home. Five bedrooms, including a main-floor primary suite with direct bay views. Finished lower-level adds an exercise room and flex space. Zoning allows for additional structures on the acreage. Wolfe's Neck Woods State Park is one mile away. Wolfe's Neck Farm, trails, and learning center is two miles.

Direct waterfront Condo located on the Maine Coast on Orrs Island, Harpswell, Maine. The five unit condo complex was built in 2014. Enjoy unparalleled, natural, and beautiful ocean views from every window. The residence consists of two bedrooms, en suite, living and dining areas, and a very efficient kitchen area with stainless appliances and granite countertops. Amenities include a common dock, beach area, large deck with expansive living areas, as well as an exclusive roof top deck. Condo fees include all real property insurance, exterior maintenance and private water system. Live carefree. Substantial improvements and updates to the complex have been completed over the past several years. Year round usage in a very convenient location. A truly unique offering. NOTE: The Association has spent the past several years extensively updating and improving the entire common areas, including re-roofing, and the ongoing recladding of all units, which will be completed in Summer 2026. The monthly fees currently include building a reserve fund. For those reasons, the expectation is that the monthly fees will go down in the future; they will continue to cover insurance, the water system and ongoing maintenance. BECAUSE THE FEES ARE CURRENTLY SOMEWHAT HIGHER THAN LOCAL AVERAGES, THE SELLER IS OFFERING TO PREPAY THE FEES FOR THE FIRST 24 MONTHS AFTER SELLING.

Set on more than 100 feet of private sandy beach frontage on Little Sebago Lake, this completely renovated lake house offers a turn-key opportunity that rarely comes to market. The main home features five bedrooms and three full bathrooms, including a primary suite on the first floor. The stunning living room boasts cathedral ceilings with exposed beams, solar powered skylights, a floor-to-ceiling stone fireplace, and unobstructed views of the lake. Inside the kitchen you'll find all new stainless steel appliances including a gas range with a chef's hood, expansive cabinetry, and oversized windows. Outside, the 24x36 two car garage contains a work area and even more finished space above with a private deck overlooking the water. Entertaining here is effortless- the private dock and float provide boat, paddleboard, and swimming access just steps from the house, and sunsets can be enjoyed from the sprawling stone firepit. No detail was overlooked in this tasteful renovation; a new waterproof basement, drilled well, heat pumps, electrical, and roof are just some of the upgrades that make this home so special. This lakefront sanctuary is your opportunity to create memories in one of Maine's most exceptional settings.

Near the end of this private peninsula sits a custom designed three story home offering 3 bedrooms, 3.5 bathrooms, 4,383 sq.ft and spectacular views of water, gardens, fields, and sunsets. This home also enjoys membership to the High Head Yacht Club which accommodates large boats and kayaks. The club is equipped for private events as well as membership holiday get-togethers. The three story home is thoughtfully designed with the kitchen at the core. It must be seen to be fully appreciated with its west-facing water views and stunning sunsets, a vaulted ceiling dining area with a fireplace, a powder room, and a pantry all leading to the family room and living room, a space for relaxing or gatherings. All flows in to the primary master suite with a fireplace, custom built-ins, walk in closet, full bath, and with wrap around windows to open to a deck and hot tub to enjoy the views of the water, field and gardens. The second floor offers a bedroom, full bathroom, a sitting room with its own deck and an office or an overflow company bedroom. The lower above grade level's finished space includes a sitting room with double-sided fireplace, bedroom, a full bath, walk in storage closet, a large workshop with double-door access to outside. All levels have radiant heat and a mechanical room that is a very impressive place. A 2.5 door garage opens to a mudroom adjacent to the kitchen and has spacious storage above. This home offers you perfect landscaping, a circular driveway, and amazing views where you can jog, walk, bike, or just sit back and enjoy the sunsets or the many birds in the cove and gardens, or the eagles that soar the field looking for lunch - so much to enjoy!