The agencies at South Portland
These agencies offer a selection of luxury properties vente at South Portland. Feel free to contact them for personalized assistance.
Set in a private and peaceful setting just minutes from Portland, 133 Hawthorne Lane offers a rare combination of space, craftsmanship, and effortless Maine living. Built in 2005 by respected builder Russ Doucette, the five-bedroom residence was designed for both everyday comfort and gracious entertaining. Generous living spaces are complemented by two private offices, providing exceptional flexibility for working from home, hosting guests, or creating dedicated library and study spaces. Outside, the property becomes its own private retreat. A beautiful swimming pool anchors the spacious backyard, surrounded by mature landscaping and ample room for outdoor entertaining, summer gatherings, and quiet afternoons at home. The setting feels remarkably secluded while remaining connected to everything Greater Portland has to offer. One of the property's greatest advantages is its proximity to the Cloutier Trail, bringing miles of natural beauty close to home. Morning walks, wooded surroundings, and a sense of privacy give 133 Hawthorne Lane an atmosphere that feels removed from the city, despite being only minutes away. With five bedrooms, two offices, a pool, an expansive backyard, and exceptional privacy, 133 Hawthorne Lane represents an increasingly difficult combination to find this close to Portland. It is a home designed not simply around square footage, but around the way people want to livespace when you want it, privacy when you need it, and Portland within easy reach. Private, spacious, and exceptionally well located, 133 Hawthorne Lane offers the best of both worlds: a retreat at home and the city just minutes away.
…By Legacy Properties Sotheby's International Realty
Falmouth Foreside and the Bramhall Field location offers all that you are searching for: a scenic coastal setting with historic roots. Once part of a grand waterfront estate, this location is situated on Casco Bay and MacWorth Island with sweeping views of fairways, estuary, and the water. Enjoy the short commute to Portland while being near Falmouth shopping, restaurants, bakeries, medical offices and art galleries. Artfully renovated inside and out, this home is turn-key ready for new owners. A flexible floor plan provides three bedrooms and two full baths on the first level, plus an additional bedroom and full bath in the lower level. With a mid-century modern or Scandinavian vibe, all rooms are filled with natural light and views of lawns and gardens. The expansive kitchen boasts Bertazzoni appliances known for premier quality, and features a marble center island that welcomes friends and family to gather round during food prep. With doors opening to the back deck, you can enjoy breakfast outdoors surrounded by floral beauty. The dining area features a 2-sided wood burning fireplace that transitions into another living area, welcoming a casual entertaining lifestyle. The lower level is equally inviting, offering a media room/hobby space/office with an additional family room with gas fireplace and built-in bookcases, bedroom and full bath. The expanded mudroom has built-in closets and more storage for all seasons of sports/hobbies equipment with a conveniently located laundry room. With more than an acre of land, the lush lawn and gardens welcome dogs running, badminton, soccer and picnics. The additional garden shed is large enough for all your gardening/recreation equipment. Water access at the end of the road allows for fishing and exploring the rocky shore for those seeking adventure. Carroll Street, with its tall mature trees and colorful landscapes offers hours of enjoyment. This Falmouth location welcomes you home!
…By Legacy Properties Sotheby's International Realty
Some homes only get better with timeand 159 US Route 1 is one of them. Thoughtful interior and exterior improvements have elevated this beautifully maintained Falmouth retreat, creating a compelling opportunity for those seeking privacy, convenience, and ease of ownership. Set back from Route 1 behind a gated entry, the property feels like a world of its own, yet is near Portland Country Club, with a sidewalk connection to the club and convenient proximity to Falmouth shopping, a neighborhood ice cream shop, and downtown Portland. The upgraded kitchen features Bosch appliances, while two ensuite bedrooms with new custom tile showers bring comfort and fresh sophistication to the home. An inviting deck and porch extend the living experience outdoors, providing space to unwind and enjoy the private setting. New landscaping, a newly paved driveway, and new granite steps enhance the arrival, while an epoxy floor adds a polished finish to the garage. Efficient heating and cooling and a whole-house generator provide everyday comfort and peace of mind. With its manageable upkeep and exceptionally well-kept condition, this home captures much of the ease associated with condominium living in a private residential setting. Beautifully improved inside and out, it brings together a tucked-away feel, thoughtful upgrades, and a remarkably convenient Falmouth locationan opportunity that deserves a closer look.
…By Legacy Properties Sotheby's International Realty
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
…By Annonceur International
Perched on a knoll overlooking the Atlantic Ocean, this extraordinary Cliff Island retreat has been the backdrop for generations of cherished memories and is ready to welcome its next chapter. Set on a picturesque half-acre parcel, the property offers breathtaking panoramic water views, a private sandy cove perfect for swimming and wading, classic Maine rocky ledges, open lawns for games and gatherings, and a wooded perimeter that provides exceptional privacy.The 1,585-square-foot main home features two bedrooms, two bathrooms, a spacious living room, and a welcoming dining area, all designed to capture the beauty of the surrounding coastline. A charming one-bedroom, one-bath guest cottage provides comfortable accommodations for family and friends or the perfect space for extended stays.Step outside onto the expansive oceanside deck and enjoy everything from warm summer afternoons to the peaceful beauty of fog rolling across Casco Bay. Whether you're entertaining guests, enjoying your morning coffee, or simply taking in the ever-changing seascape, the setting is nothing short of spectacular.One of the property's most remarkable features is its rare deep-water access. Historically, the home was served by a private wharf that extended directly from the existing deck. As shown on the survey, the wharf may be rebuilt, offering an exceptional opportunity for direct boat access--an amenity found on very few island properties.Rich in history, this special home also served as the private retreat of legendary actress Bette Davis during the filming of The Whales of August in 1986, adding a unique piece of Maine cinematic history to an already remarkable property.Whether you're searching for a seasonal escape, a family compound, or a peaceful waterfront sanctuary, this is a rare opportunity to own one of Cliff Island's most distinctive oceanfront properties.Additional photos arriving next week.
…By Annonceur International
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.
…By Legacy Properties Sotheby's International Realty
Set proudly at the highest elevation in Southern Maine, with far-reaching views of Casco Bay and the Calendar Islands, this brick Tudor estate possesses an architectural pedigree evocative of a distinguished English manor. Masterfully conceived and meticulously built by renowned commercial builder C.M. Cimino as his personal residence, the home reflects permanence and sophisticated European character. Accessed via a long, winding private drive, the gracious 2.93-acre property features mature trees and gardens, stone walls, and a sweeping lawn overlooking the bay. A dramatic two-story foyer and curving staircase introduce interiors as refined as they are inviting. Freshly painted and warmed by polished hardwood floors, three fireplaces, and breathtaking vistas, the expansive, light-filled rooms retain an intimacy that belies their scale. From festive holiday gatherings in the stately dining room to white-tent soir?es on the lawn, the thoughtfully conceived layout accommodates grand occasions with ease, while its intimate gathering spaces lend themselves equally to relaxed evenings and the quiet pleasures of daily life. A beautifully appointed new primary suite with a spa-like bath and a newly completed guest suite provide private sanctuaries, while a custom-built African cedar sauna for four offers a restorative retreat. Completed architectural plans are available for additional living space above the garage, with options for a fifth bedroom, office, in-law suite, or media room. Additional amenities include a new roof with copper ridge caps, two new Viessmann Vitocrossal boilers, and a commercial-grade whole-house generator. Ideally located in the heart of Cumberland Foreside, just minutes from the town beach, restaurants, and award-winning schools, this remarkable estate brings together scale, provenance, privacy, and commanding coastal views. An uncommon offering of enduring character, exceptional craftsmanship, and unmistakable distinction.
…By Legacy Properties Sotheby's International Realty
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.
…By Legacy Properties Sotheby's International Realty
Private, distinctive, and ideally located, 410 Gilman Road presents a unique opportunity to enjoy the best of Maine living, where the woods, water, and conveniences of Yarmouth come together. Thoughtfully sited within the natural landscape of this 2 acre property, the contemporary home offers a peaceful, almost tree-house-like retreat and includes a deeded right-of-way to the water at White's Cove. The unique and versatile floor plan offers something a little different from the traditional, with a lower-level primary bedroom, full bath, office/flex space, and laundry, while the second bedroom is located on the upper level. The main level includes cathedral ceilings and abundant natural light adding to its naturally warm architectural details. The kitchen includes plenty of storage and counter space, a built-in wooden island bar, dining room, mudroom entry and full bath. Two cabins on the property (currently permitted for day use), offer flexible living as hobby space, home office, home school, artist's studio, and/or the potential for future rental income. So many possibilities! Exceptionally well maintained, the property has benefited from a multitude of recent improvements, not limited to main house heat pumps in 2025, new roof in 2024, updated flooring, painting, and new side deck. Enjoy nearby Sandy Point Beach and an extensive network of walking and biking trails. Located within Yarmouth's highly regarded public school system and just minutes from Yarmouth Village, local amenities, and an easy drive to Portland.
…By Legacy Properties Sotheby's International Realty
Set well back from the road on approximately 1.69 wooded acres, 17 Spar Circle feels like a private retreat in Yarmouth. Mature trees screen neighboring homes, while a generous deck and level lawn invite outdoor dining, gatherings around the firepit, or a quiet morning surrounded by nature. The property extends to a tidal creek within the Cousins River system, adding a connection to the coastal landscape. Substantially renovated in 2012, this four-bedroom, two-bath contemporary pairs open gathering spaces with a warm, comfortable feel. The kitchen flows into the dining and living areas, while red oak floors and exposed beams add character. A separate family room with a wood-burning fireplace offers another place to settle in, and deck access makes it easy to move between indoors and out. Radiant heat in much of the home, public water and sewer, and an attached two-car garage add everyday practicality. With an established rental history, 17 Spar Circle also offers flexibility for those seeking a Maine getaway. Its privacy, contemporary simplicity, and peaceful tidal setting are all within reach of Yarmouth Village and Portland.
…By Legacy Properties Sotheby's International Realty
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.
…By Legacy Properties Sotheby's International Realty
Tucked along a quiet lane just steps from Biddeford Pool's beautiful sandy beach, this exceptional coastal property is designed for gathering, entertaining, and enjoying the very best of Maine summers. Thoughtfully arranged with a three bedroom main house and connected guest wing, the property offers a rare combination of privacy, flexibility, and expansive indoor and outdoor living spaces ideal for hosting family and friends. Centered around outdoor entertaining, the home opens to interconnected patios, decks, and beautifully crafted hardscaping. An outdoor cooking area, wood burning fireplace, and multiple seating and dining areas create a private retreat for summer evenings and quiet mornings with the sound of the surf in the distance. Lush landscaping and mature plantings add privacy while remaining just moments from the beach. Inside, warm wood floors, sun filled living spaces, and artistic Gauguin inspired murals add character and charm throughout the main house. The airy living and dining room sits adjacent to the gourmet kitchen with pass through access to the outdoor entertaining spaces. A charming four season sunroom wrapped in mature vines offers a peaceful retreat year round. The first floor bedroom suite is complemented by two additional upstairs bedrooms and a beautifully appointed full bath. A spacious family room with gas fireplace connects the main house and guest wing, balancing gathering spaces with privacy for family and guests. The guest wing includes its own kitchen, dining area, living room, full bath, and three additional bedrooms. From evenings around the outdoor fireplace to sunsets over Biddeford Pool and long walks along the beach, this property captures the essence of Maine coastal living.
…By Legacy Properties Sotheby's International Realty
Beautifully renovated and privately situated, this coastal retreat offers a rare combination of space, privacy and an extraordinary sense of place. A meticulous whole-home renovation brings together four bedrooms, five bathrooms, a beautifully appointed kitchen, and an open-concept dining and living area perfect for entertaining. Also included are an upper-level lounge with vaulted ceilings, built-ins and a wet bar, and a daylight lower level with a bedroom, full bath and flexible living space. White oak floors, expansive windows, custom millwork, natural finishes and fireplaces create warm, light-filled interiors, with decks and balconies extending the living spaces outdoors. With generous gathering spaces balanced by areas of privacy, the home lends itself beautifully to family and friends, extended stays and multigenerational living. Integrated smart-home technology adds modern convenience throughout. Steps from the home, the Day's Landing Access Trail winds through the Rachel Carson National Wildlife Refuge to "The Pool," the expansive tidal waters of Biddeford Pool. Here, salt marshes, abundant birdlife and the rhythm of the tides offer a quiet connection to the coast. The nearby village of Biddeford Pool and the area's access to multiple beautiful sandy beaches complete a setting shaped by protected lands and waters that preserve the character of this remarkable stretch of Maine coastline. A circular driveway and a large open lot surrounded by trees offer a private compound feeling without being overstated. An oversized garage provides ample room for vehicles, recreation and storage. Updated systems, generator-ready infrastructure and an EV charger plug add everyday convenience. Conveniently located near downtown Biddeford, University of New England, Kennebunkport, Amtrak service, and just 20 minutes from Portland and the Portland International Jetport.
…By Legacy Properties Sotheby's International Realty
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
…By Annonceur International
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.
…By Legacy Properties Sotheby's International Realty
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These agencies offer a selection of luxury properties vente at South Portland. Feel free to contact them for personalized assistance.