luxury real estate for sale South Portland, United States

Rare 2-Unit Opportunity in Cape Elizabeth!Offered for the first time in more than 30 years, this duplex is ideally located just a few blocks from Cliff House Beach in one of Cape Elizabeth's most sought-after coastal neighborhoods. Whether you're looking for an investment property, an owner-occupied opportunity with rental income, or a future single-family conversion, this versatile home offers endless potential. Filled with character, the property features spacious rooms, abundant natural light, and a flexible layout. One side has two bedrooms and one bathroom, the other side has three bedrooms and two bathrooms. Enjoy a private backyard, a detached two-car garage, and the tranquility of a quiet neighborhood setting. Conveniently located less than 10 minutes from downtown Portland and 15 minutes from the Portland International Jetport, you'll also appreciate easy access to local beaches, restaurants, and South Portland's public transportation. A rare opportunity to enjoy coastal living, income potential, and an exceptional location all in one property.

Live the luxury oceanfront life-style of your dreams. Experience the most magnificent views from your private balcony of Portland's working water front with lobster boats, yachts, and sailboats for entertainment. Located in the Old Port which is widely acclaimed for its specialty restaurants, boutiques, and art galleries. This gracious 3-level townhouse sets the stage for the casual lifestyle with efficiently designed use of space. Warm toned hardwood floors on both levels lighten the space and welcome your personal decor. Two bedrooms with ensuite baths have convenient access to washer/dryer.The cozy gas fireplace takes the chill out of the ocean air. The 3rd level loft has built-ins and serves as extra sleeping space or office with skylight. With 2 covered car spaces you are assured storage for bikes and kayaks. Located within 15 minutes of the International Jetport makes for easy commuting. Pets welcomed with easy access to walking trails along the beautiful Eastern Prom.

An exceptionally rare offering: a 46-foot boat slip with its own deed, set within one of the East Coast's most sought-after harbors. Perfectly positioned in the heart of Portland's Old Port, you'll enjoy effortless access to renowned dining, boutique shops, and the vibrant waterfront, all just steps from your vessel. Situated on the DiMillo's side of Chandler's Wharf near Portland Lobster Company, this well-protected slip allows for smooth navigation in and out of Portland Harbor. Ownership includes access to a marine service tower with water and shore power, secure gated entry with 24-hour monitoring, and nearby facilities featuring two full baths for you and your guests. Additional conveniences include a dedicated trash area, dock carts, and short-term loading access for easy provisioning. Electric service is individually metered and billed, and an optional pump-out program is available. With a minimum six-month rental allowance, this offering presents both a premier boating experience and a compelling investment opportunity.

Excellent location! This 3 bedroom, 2 bath condo features hardwood floors throughout, open floor plan and granite kitchen with lots of storage options. The primary suite has an ensuite with soaking tub, laundry, heat pump and balcony while the living area also offers a heat pump, balcony and gas FP. There is an elevator for convenience of bringing groceries and packages from the heated garage parking space. Located next to a small park and short walking distance to downtown, West End and the Old Port to enjoy all of the peninsula amenities.

Welcome to The Penthouse on Congress--an incredible opportunity in the heart of downtown Portland's Art District, with 360-degree views of the ocean to the mountains, architectural pedigree, and elevated design converge. Set on the top three levels of The Winslow Lofts, this residence lives like a work of art--layered in natural materials, bathed in light, and framed by the ever-changing beauty of the water beyond. Soaring ceilings and dramatic floor-to-ceiling windows create an immediate sense of scale, drawing the outdoors in and showcasing panoramic views of Casco Bay from the main living space. A striking fireplace anchors the room, adding warmth and intimacy to an otherwise expansive, light-filled setting--perfect for both quiet evenings and unforgettable entertaining. The primary suite is a true retreat, offering tranquil water views over Back Cove, a private balcony, a generous walk-in closet, and a spa-like bath with radiant heat floors, designed for indulgence. A second fireplace adds an additional layer of comfort and romance, making this suite feel like a boutique hotel sanctuary high above the city. Arrive via a secure elevator, underscoring the exclusivity and ease of penthouse living. Two dedicated parking spaces--including one within a heated garage--complete the offering, a coveted amenity in downtown Portland. This is not just a residence--it's a statement. A true penthouse lifestyle defined by privacy, design, and breathtaking vantage points. From intimate evenings by the fire to unforgettable gatherings on the rooftop deck with city and water views, this home offers a front-row seat to Portland's most iconic scenery. A living art piece suspended above the city, where luxury, light, and location converge.

Historic West End residences of this caliber rarely become available. Thoughtfully restored and beautifully renovated, this distinctive Italianate home blends timeless architectural character with sophisticated modern updates, creating an exceptional space for both everyday living and entertaining.The main level is designed for gathering, featuring elegant living and dining spaces, beautiful original details, hardwood floors, and a beautifully updated kitchen that honors the home's historic character. The private lower level serves as a dedicated bedroom wing, offering three well-appointed bedrooms and updated baths in a thoughtfully integrated design.Located just moments from the heart of Portland's historic West End, you'll enjoy easy access to neighborhood caf?s, restaurants, the Western Promenade, Maine Medical Center, and downtown Portland--all while returning home to a residence that offers uncommon character, craftsmanship, and comfort.For buyers seeking authentic historic architecture, exceptional renovation quality, and an in-town lifestyle, this is a rare opportunity to own one of Portland's truly distinctive homes.

Beautifully maintained 2-bedroom, 1-bath townhouse located on Portland's highly desirable East End. Move-in ready!The entire interior was freshly repainted in June 2026, creating a bright, clean, and inviting space. The kitchen features all new appliances (2026), while the hot water heater and included washer and dryer are both just two years old. Hardwood floors run throughout the home, adding warmth and timeless character.Step outside to your private composite back deck, complete with a privacy fence and latched gate. A dedicated off-street parking space adds everyday convenience.Additional peace of mind comes with a roof replaced in 2022. Ideally situated on Portland's East End, this home offers exceptional walkability to the Old Port's restaurants, shops, waterfront, and vibrant city amenities.Whether you're looking for a primary residence, a low-maintenance city home, or an investment opportunity, 18 Ponce Street is ready to welcome its next owner!

Set in Portland's coveted West End, this beautifully restored 1898 Colonial Revival offers the perfect balance of historic charm and modern comfort. From the moment you enter, the home's original character is evident--stained glass windows, an elegant staircase, and richly detailed living spaces with multiple built-ins. Formal living and dining rooms are complemented by a warm and inviting family room, creating a layout that works equally well for everyday living and entertaining. Three fireplaces--including two gas and one wood-burning--add comfort and ambiance throughout. The custom kitchen is thoughtfully designed with high-end finishes and a walk-in pantry, opening seamlessly into the home's main living areas. A well-appointed mudroom and radiant heated floors in the bathrooms and mudroom add both function and comfort. The home offers 5 bedrooms and 5 bathrooms, including a spacious primary suite with a custom bath. A fully finished basement provides additional flexible living space, along with a dedicated wine cellar. Recent updates include fully modernized systems, a new roof, central air conditioning, a whole-house security system, and an EV charger--making this a truly turnkey property. Ideally located just moments from downtown Portland, this exceptional home offers the rare opportunity to enjoy timeless architecture with the ease of modern living in one of the city's most desirable neighborhoods.

Gracing the top of Munjoy Hill, this condo offers a connection to the city's most beloved amenities and a lifestyle both refined and coastal. It is just moments from celebrated restaurants, neighborhood caf?s, the Eastern Promenade, and the sparkling waters of Casco Bay. Originally built with historic character and reimagined in 2018, this condominium balances preserved architectural details with high-end contemporary design. The sun-filled first-floor unit welcomes you with an open layout that connects the living, dining, and kitchen areas. A wall of windows brings in abundant natural light, while a private enclosed deck offers a peaceful outdoor retreat. The kitchen is both striking and functional, featuring rich blue cabinetry, open shelving, a herringbone tile backsplash, a large island with seating for four, and generous storage. Off the living room, pocket doors reveal a charming library nook with floor-to-ceiling bookshelves and a grand bowed window--a serene spot to read or unwind. The primary suite is a sanctuary with elegant wallpaper, deck access, and a spa-like ensuite bath. A second ensuite bedroom provides comfort and privacy for guests, while the powder room adds a designer touch with bold, modern wallpaper. Additional amenities include in-unit laundry, dedicated & off-street parking, and a private storage area. Luxury, convenience, and timeless design converge in this distinctive Munjoy Hill home--an exceptional opportunity to experience Portland living at its finest.

Beautiful expanded Center chimney Cape designed by well-known Boston firm of Royal Barry Wills Associates offers one level living on a cul-de-sac in a very desirable Cape Elizabeth location...1st time being offered for sale it boasts 3-5 bedrooms, 3 baths, 2 fireplaces, 2 car attached garage, hard wood floors, a partially finished daylight walkout basement. This lovely home majestically sits overlooking a babbling Willow Brook and the 1st thru 4th fairways of Purpoodock County Club, a true golfers dream...ride your golf cart over. This lovely home is also within 5-7 minutes to 8 different beaches! A little vision will go a long way with this gem...come view this home before its gone.

Welcome to this surprisingly spacious cottage-style bungalow nestled in Portland's highly desirable Deering Highlands neighborhood. Known for its quiet, tree-lined streets, distinctive late-19th- and early-20th-century homes, and exceptional convenience, Deering Highlands offers the perfect blend of neighborhood charm and easy access to downtown Portland, the University of Southern Maine, and Maine Medical Center.Bathed in natural light, the home exudes warmth and character, with inviting living spaces that flow effortlessly from room to room. Beautifully maintained hardwood floors throughout add to the home's classic charm. The front-facing sunroom, framed by a wall of architecturally authentic Andersen windows, captures stunning sunset views and creates an ideal space to work or relax.The updated kitchen offers a delightful spot to enjoy your morning coffee while overlooking the elegant Gnome-designed patio, stone wall, and elevated neighborhood views. A thoughtfully curated native garden brings vibrant color, texture, and seasonal beauty to the landscape.Additional highlights include a finished basement and a wood-paneled attic, providing flexible space for a studio, guest area, or recreation room.If you've been dreaming of a quintessential Maine lifestyle in one of Portland's most sought- after neighborhoods, 25 Deblois is ready to welcome you home.

Well situated Woodfords Corner 2 unit building with a double width driveway that comfortably parks 4 cars! This property has been very well-maintained and owner-occupied until early this year. Both units have bamboo wood flooring and granite kitchens plus there is a third floor that lends itself for a possible home office or other potential uses. Very close to the Boulevard and other urban amenities.

A Luxury Residence inspired by Nature: Sited on 16.1 private acres in the heart of Cape Elizabeth, Great Woods Lodge at 3 Canter Lane offers a rare blend of seclusion and convenience. Bold architecture meets warm, livable elegance throughout. The home unfolds with a gourmet kitchen, refined library, living and sitting rooms, four bars, six bedrooms, two offices, a gym, sauna, steam room, and a private movie theater. Thoughtfully appointed baths, multiple fireplaces, and a detached carriage house complete the estate. Outside, curated grounds feature exquisite hardscaping, fountains, and lush landscaping, along with deeded access to a peaceful pond. Canter Lane connects directly to sidewalks leading to village shops, schools, dining and abutting preservation land trails bring you to the Atlantic Ocean. This extraordinary estate offers endless exploration opportunities! Just moments from Portland International Jetport (PWM) and the celebrated dining, art, and music scene of Portland, Maine - this is a lifestyle of both retreat and refinement!

Nestled within Cape Elizabeth's desirable Cross Hill neighborhood, 19 Tiger Lily Lane is a remarkable estate property. Built by renowned Maine custom builder Russ Doucette, this exceptional residence showcases timeless craftsmanship, architectural elegance, and meticulous attention to detail throughout. Privately situated on 1.65 acres of beautifully landscaped grounds, the home offers thoughtfully designed living spaces featuring six bedrooms, multiple gathering areas, and luxury amenities designed for both comfortable family living and sophisticated entertaining. The shingle-style architecture reflects classic New England charm, while the interior blends warmth and refinement with truly custom millwork, expansive living spaces, and high-end finishes. The backyard is a private oasis, its deck overlooking an in-ground gunite pool and spa, surrounded by beautiful hardscaping and mature landscaping creating a secluded retreat. A charming carriage house further enhances the property, offering guests a private residence complete with a full kitchen, living room, and separate bedroom. Thoughtfully designed with one-of-a-kind finishes, every element of this exceptional property reflects a commitment to quality, comfort, and privacy. Ideally located just minutes from Cape Elizabeth's scenic beaches, the Portland International Jetport, and Portland's acclaimed culinary, arts, and cultural destinations, this home offers the perfect blend of convenience and coastal elegance. A rare offering in one of Southern Maine's most sought-after communities, this is an extraordinary place to call home.

Spectacular opportunity! This Waltman-built 4 bedroom, 2.5 bath home is sited in a park-like setting on a beautifully landscaped 1.85 acre lot. The generous, flexible floor plan features hardwood floors throughout, gracious formal dining room which could serve a different purpose as there are other options for dining or den. The kitchen offers generous cabinetry and counter space with peninsula seating and a separate coffee station with leathered granite top and a casual dining nook. The open plan blends the kitchen with the fireplaced living room and a bank of windows flank the back wall overlooking the huge deck and salt water pool. There is a front and back staircase to the second level where each bedroom occupies a corner allowing for added privacy. There is also a dedicated office with built-in desk and bookshwlves and the primary suite has 2 walk-in closets, huge bath and many windows for natural light.The completely refurbished pool area has a new gunite shell, new pool equipment and new landscaping and hardscaping for an amazing entertainment space. There is an irrigation system and several driplines for some of the garden beds to insure a vibrant and healthy plant environment.Truly a wonderful and welcoming home in the lovely Elizabeth Farms Association.

Introducing The Seabird Sanctuary in Cape Elizabeth, where refined design meets the quiet beauty of the coast. Set on protected land with sweeping marsh views stretching toward Higgins Beach, this exceptional property offers a rare balance of privacy, luxury, and connection to nature, with more than 300 species of birds recorded in the surrounding sanctuary.The home features approximately 3,842 square feet of thoughtfully designed living space, including four spacious bedrooms and three-and-a-half baths, with additional potential to expand. A 690-square-foot space above the garage is ideal for a future accessory unit, while the expansive 1,823-square-foot basement with 9.5-foot ceilings offers endless possibilities for a wellness retreat, fitness studio, wine cellar, theater, or additional living space.Perfectly positioned just minutes from Portland and its celebrated restaurants, galleries, boutiques, marinas, and vibrant arts scene, Seabird Sanctuary offers the very best of southern Maine living. Paddle board through the tidal marshes to Higgins Beach, spend afternoons boating on Casco Bay, and enjoy evenings in the Old Port--all from a home that embodies sophisticated coastal living immersed in conservation, nature, and the unmistakable Maine lifestyle. Completion expected in Mid-July. Interior photos will be uploaded at that time.

Set on an island just three miles off of Portland Maine sits an amazing development and community named Diamond Cove. Dating back to the Spanish American War originally constructed as an army fort, Diamond Cove was reimagined in the 1990's: The barracks, officers' quarters and support staff buildings have been transformed into luxury properties. This resort type community also features a marina, pool, gym, tennis courts an Inn and two restaurants, plus a game room and antique bowling alley and more. There are also 5 different beaches that are for the exclusive use of the residents. The original developer also carved out waterfront and water view private home lots. Lot 7 is the last available lot on Diamond Cove. This water view lot has an impressive western exposure featuring amazing sunsets overlooking Casco Bay looking across to the Foreside and Portland. With a nice open and level building window, this a great opportunity to build your summer or year-round dream home. Diamond Cove is incredibly private and only allows golf carts (no cars or trucks allowed for owners/guests) which makes for a safe and peaceful haven for children and adults alike. A quick 20-minute water taxi or slightly longer ferry ride will you bring to the vibrant dining and shopping hub of Portland's Old Port.

Set on a beautifully landscaped double lot in Falmouth, 17 U.S. Route 1 offers a rare combination of charm, outdoor space, and convenience. Mature plantings, established trees, and thoughtful hardscaping create a sense of privacy and arrival, while the rear patio provides an inviting setting for outdoor dining, entertaining, or quiet evenings at home.Inside, this classic Cape Cod features hardwood floors throughout most of the home, a warm living room with fireplace, and a comfortable layout with 3 bedrooms and 2.5 bathrooms. The first-floor bedroom offers flexibility for guests, a home office, or single-level living, while two additional bedrooms are located upstairs. The kitchen, mudroom, and attached one-car garage add everyday practicality.With scenic water views toward Casco Bay, close proximity to Falmouth's popular Mackworth Island, public water and sewer, and simple access to Portland, shopping, town amenities, golf, and commuter routes, this well-landscaped Falmouth property offers both character and ease in a highly accessible setting.

Perched on an elevated 1+ acre lot in the coveted Shore Acres neighborhood, this beautifully updated coastal home captures sweeping Atlantic Ocean views from nearly every room and multiple expansive decks. Thoughtfully renovated throughout, the home blends timeless coastal charm with modern comfort and exceptional indoor-outdoor living.Designed with entertaining in mind, the professionally appointed kitchen opens seamlessly to bright and spacious living areas, while extensive updates over the past several years make this property truly move-in ready. Recent improvements include new heat pump systems, updated bathrooms, beautifully refinished flooring, upgraded doors, rebuilt lower-level spaces, and extensive interior and exterior enhancements.The stunning primary suite has been thoughtfully reimagined to take full advantage of the home's spectacular setting. Featuring vaulted ceilings, expansive ocean views, abundant natural light, a spacious sitting area, walk-in closet, beautifully appointed en-suite bath, and direct access to a private deck, it offers a true retreat overlooking the Atlantic.Outside, the transformation continues with a complete reimagining of the backyard oasis. Enjoy a sprawling lawn framed by mature oak trees, lush landscaping, extensive hardscape, a custom reclaimed redwood pergola, and a stunning saltwater pool. A newly added east-side deck extends directly from the kitchen, creating the perfect setting for dining, relaxing, and taking in the ocean air.Located just steps from the neighborhood beach, this exceptional property offers privacy, beauty, and the very best of Maine coastal living. The views, craftsmanship, and setting are even more spectacular in person.

Welcome to 147 Rowe Avenue, nestled just a 3 minute stroll from the scenic Fore River Sanctuary Trail and its beautiful natural waterfall, this move-in-ready home offers the perfect balance of nature and convenience.Inside, you'll find 4 bedrooms and 1 full bath, along with a long list of improvements that provide comfort, efficiency, and peace of mind. The updated kitchen and bathroom blend modern style with everyday functionality, while resurfaced hardwood floors add warmth and character throughout. Additional upgrades include energy-efficient heat pumps, a infrared sauna for your own private wellness retreat and a generator hookup for added preparedness. Every improvement has been made with care, creating a home that's ready for its next owner to enjoy.Whether you're exploring miles of nearby Portland Trails, relaxing in your home, or taking advantage of the easy access to downtown Portland, shopping, restaurants, and major commuting routes, 147 Rowe Avenue offers an exceptional opportunity!

Welcome to Stroudwater Preserve, where new construction, quality craftsmanship, and convenience come together perfectly! This beautiful 4-bedroom, 2.5-bath home with covered porch and a beautiful sod lawn is ready for you to move-in. We have just completed this home and it's ready for immediate occupancy. Built to the latest energy-efficient standards, this home offers low maintenance and lasting comfort. Step inside to a welcoming foyer leading to a spacious mudroom, coat closet, and an open staircase. The main level features a cozy living room with a gas fireplace, a kitchen with an island, granite countertops, and a stylish tiled backsplash. Adjacent to the kitchen, the dining room opens onto an enclosed porch with views of the beautiful green lawn in the backyard perfect for relaxing or entertaining. There's even a cedar fence along the back yard. Upstairs, the primary suite boasts a walk-in closet and a spacious bathroom with a fully tiled shower and double vanity. Down the hall, you'll find three generously sized bedrooms with ample closet space, a full hall bath, a linen closet, and a convenient laundry room. Simply move in and start living! Outside, enjoy a fully landscaped yard with lawn and foundation plantings. Embrace outdoor living with easy access to Portland Trails, miles of scenic paths for walking, snowshoeing, and biking right from your neighborhood. With quick access to downtown Portland, I-295, I-95, and the airport, Stroudwater Preserve perfectly balances peaceful suburban living with all the cultural and recreational amenities Maine has to afford. Your new home is waiting!