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$579,000
3 Beds ⋅ 1 Baths
Tucked into a peaceful South Portland neighborhood just minutes from Knightville, beaches, and downtown Portland, 122 Boothby offers that rare combination of convenience and comfort. Inside, natural light fills the home, where thoughtful updates have created spaces that feel fresh, warm, and easy to live in. The bright and spacious kitchen features under-cabinet lighting, an oversized island, and a functional layout, equally suited to quiet weeknight dinners and evenings gathered with friends. Three bedrooms, custom built-ins, hardwood floors, and a beautifully renovated bathroom are complemented by practical improvements including updated lighting, cordless blinds, an insulated foundation, and an energy-efficient heat pump water heater. Out back, the yard feels like a private retreat, with plenty of space for al fresco dinners, morning coffee, gardening, or just a shady afternoon beneath the trees. Trout Brook trail is just steps away, while South Portland's everyday conveniences are a short drive down the road. Walk, run, or bike through the surrounding neighborhoods, spend the afternoon at the beach, grab dinner or ice cream in South Portland, or cross the bridge into Portland for a night out. Light-filled, thoughtfully updated, and incredibly well situated, 122 Boothby is a home that makes it easy to settle in, and difficult to leave.

122 Boothby Ave, South Portland

Listing courtesy of Locations Real Estate Group LLC.

$319,995
1 Beds ⋅ 1 Baths
Newly Renovated Sixth-Floor Condo with City & Water Views. Experience coastal living at its best in this beautifully renovated one-bedroom condo at Breakwater, one of South Portland's most sought after waterfront communities. This light filled condo features sweeping city and water views from the living room and your private balcony. This is the perfect spot to enjoy morning coffee, evening sunsets, or the ever changing coastal scenery. Inside, the thoughtfully updated space offers comfortable, low-maintenance living with an inviting open feel and plenty of natural light. Breakwater provides the convenience and peace of mind of 24/7 secured access with front door personnel, plus one reserved parking space and ample visitor parking. The location is hard to beat. Enjoy easy access to Willard Beach, Greenbelt Trail, Bug Light, local restaurants, SMCC, Spring Point Marina, and more. Whether you're looking for a full-time residence, a peaceful coastal retreat, or a convenient South Portland home, this condo offers an exceptional opportunity to enjoy the best of Maine's coastal lifestyle. Renovated. Views. Private balcony. Secure building. Reserved parking. Unbeatable coastal location. Come see why Breakwater is such a desirable place to call home. OPEN HOUSE SATURDAY 9/12 10AM-12PM

148 Breakwater Dr Unit 619, South Portland

Listing courtesy of Maine Real Estate Co.

$3,450,000
3 Beds ⋅ 2 Baths
Cape's Edge, is set on a rocky promontory where Casco Bay meets the mouth of Portland Harbor, Cape's Edge is a rare seaside retreat perched, quite literally, at the water's edge, where the tide rises close enough to touch the foundation. First built in 1920 and thoughtfully expanded for modern living, this cottage-rooted home commands panoramic views across the bay to Maine's iconic lighthouses, historic Fort Gorges, and the passing ships of the working channel. A mature landscaped buffer lends uncommon privacy, letting the ocean take center stage. The home settles gracefully into its landscaping and setting, so completely of its place that stepping through the door feels like arriving at an oceanside bungalow in Carmel-by-the-Sea, California. Inside, an open plan gathers a chef's kitchen and generous dining area, while a sunroom wrapped in windows draws the ocean and light indoors. The sunken living room, warmed by a gas fireplace, frames the water beyond. The first-floor primary opens to easterly sunrises and the gardens; a second main-level bedroom and a third upstairs, living like a private suite with its own roof top deck, provides flexible, comfortable space. Outside, an oceanside stone terrace sets the stage for entertaining, while the rooftop deck rises to truly commanding views and hours of open sun. Rarest of all along this coast is the pairing the site affords: a home perched high on rock and ledge, yet with a sandy beach just beside it, reached by the property's own private path. An attached two-car garage, mudroom, and pantry answer the practicalities of year-round living. As part of the Danforth Cove community, residents also enjoy tennis, all just minutes from South Portland's shops and restaurants and the culture of downtown Portland. Sited at the very edge of Cape Elizabeth, Cape's Edge is a singular place to call home on the Maine coast.

2 Drew Rd, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$475,000
2 Beds ⋅ 2 Baths
Outstanding townhouse in popular Knightville neighborhood! This impeccable two story townhouse offers a bright, open concept 1st level with a large sunny living/dining room. Glowing laminate flooring and entire wall of windows floods the main floor with plenty of natural light. Generous kitchen features stainless steel appliances, gas range, and breakfast bar with granite counter. Entryway with convenient half bath and spacious closets. Sizable 2nd level offers a master bedroom with large walk-in closet, additional bedroom, and loft style office. Laundry closet and generous full bath with linen closets. High efficiency gas baseboard heat. Strong association, secure building and meticulously maintained property. Close to shopping, café/coffee shops, bakeries, restaurants, grocery stores and parks. Walk to the waterfront and marina, to a brew pub, the supermarkets, or along the Greenbelt Walkway. Just 5 minutes to Portland's downtown and Old Port or Willard Beach. Easy access to several commuter routes. Why pay Portland prices when you can have all this right across the bridge in urban Knightville?

96 Ocean St Unit 7, South Portland

Listing courtesy of Keller Williams Realty.

$945,000
3 Beds ⋅ 3 Baths
Built in 2021 and thoughtfully designed for modern living, this beautifully appointed three-bedroom, two-and-a-half-bath home offers the ease and privacy of a single-family home just moments from Willard Beach. The light-filled, open-concept main level features hardwood floors and a stylish kitchen with quartz countertops, stainless steel appliances, gas range, two-tone cabinetry and generous storage. A gas fireplace with tiled surround anchors the living room, while sliding glass doors open to a spacious deck and fenced backyard - ideal for entertaining and summer evenings. A first-floor bedroom provides added flexibility. Upstairs, the primary suite features a beautifully tiled walk-in shower and double vanity, while an additional bedroom enjoys its own bath. Convenient second-floor laundry completes the upper level. The recently finished lower level adds valuable living space with a second fireplace, perfect for a family room, home office or fitness area. Less than half a mile from Willard Beach, this stand-alone condominium has no association fee and offers an exceptional combination of newer construction, low-maintenance living and one of South Portland's most desirable coastal locations.

43 Smith St, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,725,000
5 Beds ⋅ 4 Baths
Welcome to Harbor Watch--a rare opportunity to live at the helm of one of South Portland's most captivating waterside settings. With an extraordinary crow's-nest perspective overlooking Portland Harbor and the city skyline, this distinctive Ferry Village residence offers a front-row seat to the ever-changing theater of Maine's most vibrant seaport. Rooted in maritime history, the home preserves unique architectural details created by seafarers in the late 1800s, while thoughtful recent updates, an expansion and energy-efficient improvements provide a wonderful foundation for its next chapter. Honor its storied character or bring your own contemporary vision to life--the canvas is yours. And then there are the views. From multiple levels and three decks, watch schooners and working boats cross the harbor, Tall Ships arrive in spectacular fashion, fireworks illuminate the skyline and sunsets give way to Portland's shimmering city lights. Entertain friends with a lobster bake, unwind in the hot tub overlooking the harbor, or simply settle in with your morning coffee and watch the working waterfront come alive. With a nearby marina, you can even hop aboard and arrive in Portland's Old Port by water. A recently added bonus room above the garage offers exceptional flexibility as a home office, media room, guest retreat, entertainment space or potential ADU. Twenty-two solar panels producing approximately 7,498 kWh annually add clean, renewable energy to the home's many thoughtful improvements. Set in beloved Ferry Village with access to Davidson's Beach and the Greenbelt Trail, Harbor Watch is close to neighborhood restaurants, bakeries, coffee shops and the best of South Portland. Historic character. Modern possibility. An incomparable harbor panorama. Harbor Watch isn't simply a place to live--it's a view, a lifestyle and an opportunity that may never come again.

11 Pine St, South Portland

Listing courtesy of Keller Williams Realty.

$615,000
3 Beds ⋅ 2 Baths
The quality, craftsmanship, and extent of the upgrades throughout this condo make it an exceptional opportunity for its next owner. Thoughtfully improved and meticulously maintained, every detail reflects pride of ownership. Major exterior updates include a new roof, siding, gutters, trim, front windows, and entry door, while heat pumps provide year-round comfort and energy efficiency. Inside, quality finishes such as plantation shutters, crown molding, and chair rail detailing create a timeless, welcoming living space. Designed for convenient first-floor living, the home also features two additional bedrooms upstairs, along with a bonus room off the primary bedroom that is perfect for a home office, TV room, or reading retreat. A beautifully landscaped patio, abundant storage throughout, and an attached garage with direct entry into the home add to its appeal. Ideally situated within a beautifully maintained, park- like association, this property offers the perfect balance of peaceful surroundings and exceptional convenience. Enjoy easy access to everyday amenities, nearby beaches, scenic walking trails, and downtown Portland, making this an exceptional place to call home.

11 Greenbriar Way Unit 11, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$775,000
3 Beds ⋅ 3 Baths
Discover the perfect blend of space, flexibility, and location with this exceptional home set on a beautiful half-acre lot in one of South Portland's most desirable areas. Just minutes from Willard Beach, Bug Light Park, the Greenbelt Walkway, Mill Creek, and downtown Portland, you'll enjoy easy access to waterfront recreation, local restaurants, shopping, parks, and everything this area is known for. Inside, the sun-filled main home features three spacious bedrooms, 2½ baths, oversized rooms, and an abundance of natural light throughout. The flexible floor plan offers multiple living areas to fit today's lifestyle and presents an excellent opportunity for conversion to a two-family home, subject to local approvals. Need more space? Over the garage is an additional 672', already insulated and wired. This could become part of the main home or make a great ADU, with town approval. A dedicated space, most recently used as a hair salon, provides outstanding potential for a home business, private office, creative studio, or additional living space. The addition , which includes the Great Room, Master suite and salon, was added in 1986. Outside, the expansive half-acre lot offers plenty of room to garden, entertain, play, or simply relax in your own backyard oasis. Whether you're looking for a spacious forever home, a property with income potential, or the convenience of living close to South Portland's beaches, trails, and vibrant waterfront, this home is a rare opportunity you won't want to miss.

404 Ocean St, South Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

$689,000
3 Beds ⋅ 2 Baths
Walk to Willard Beach. Watch the sunset at Bug Light. Grab coffee at Scratch Baking Co. Stroll the Greenbelt. Welcome to 204 Preble Street. Nestled in one of South Portland's most beloved coastal neighborhoods, this charming 2-3 bedroom, 2-bath home is full of character and modern updates, offering the opportunity to enjoy a lifestyle that few locations can match. From your front door, you're just a short walk to Willard Beach, Bug Light Park, the Greenbelt Walkway, Southern Maine Community College, Spring Point Ledge Light, and the vibrant restaurants, cafés, and shops of Knightville and Mill Creek. Downtown Portland is just minutes away, making commuting, dining, and entertainment effortlessly accessible. Inside, you'll find a warm and inviting floor plan featuring hardwood floors, a sun-filled living room, and an updated eat-in kitchen designed for both everyday living and entertaining. The flexible layout provides options for additional bedrooms, guests, a home office, or creative space, while the private primary suite offers a comfortable retreat with generous storage. Seasonal views of Casco Bay add another reminder that the Maine coast is woven into everyday life here. Outside, enjoy a yard with space to garden, relax, or gather with family and friends. Whether you're looking for a year-round home or a place to embrace the best of coastal Maine, 204 Preble Street offers an exceptional combination of location, lifestyle, and opportunity. More than a home, it's a way of life in one of South Portland's most treasured neighborhoods.

204 Preble St, South Portland

Listing courtesy of Keller Williams Realty.

$765,000
2 Beds ⋅ 2 Baths
Experience the best of Maine's coastal lifestyle at Ships Watch Condominium in South Portland's charming Willard Beach neighborhood. Expansive ocean views of Casco Bay create a stunning backdrop from the main living areas, bringing natural light and the beauty of the coastline into your everyday life. This beautifully renovated third-floor residence offers 1,430 square feet of single-level living, featuring two spacious bedrooms and two full baths. Use your imagination to customize the extra space offered in the utility/laundry room. The open, updated interior blends comfort, coziness, and elegance, while the garage, additional guest parking space, and elevator provide exceptional convenience. Located just two blocks from Willard Beach and a short walk to a variety of shops, cafes, bakeries, and restaurants, this home offers an unmatched, easy lifestyle. Enjoy morning walks along the beach and evenings watching the magical view of cruise ships passing through Casco Bay. Easy access to Bug Light, Southern Maine Community College, the Greenbelt Walkway, and downtown Portland, just minutes away, completes the picture, making this location a very special place to call home. Seller is willing to negotiate the allocation of the 2026 special assessment as part of a Purchase and Sale Agreement.

149 Fort Rd Unit 6, South Portland

Listing courtesy of Cottage & Co Real Estate.

$395,900
2 Beds ⋅ 2 Baths
Tucked away in the peaceful, impeccably maintained Heron Cove Association, this private 2-bedroom, 2-bath condo offers the ease of true one-story living. Surrounded by beautifully landscaped grounds and overlooking the Long Creek River, this home borders the scenic Long Creek Trails, creating a serene, nature-filled setting while remaining just minutes from shopping, dining, transportation, and everyday conveniences. A detached one-car garage and ample guest parking provide added convenience for both homeowners and visitors. Inside, the bright, open living and dining area features a cozy natural gas fireplace and expansive windows that frame the tranquil, sanctuary-like surroundings. Enjoy the comfort and efficiency of natural gas heat with a new natural gas boiler installed in 2023, along with additional updated appliances, making this home truly move-in ready. Both spacious bedrooms feature full en-suite bathrooms, offering exceptional comfort, privacy, and flexibility for guests or shared living. Whether you're looking to downsize without compromise, enjoy low-maintenance living, or simply relax in one of the area's most desirable and quiet communities, this home is an outstanding opportunity. Offering exceptional value in the neighborhood, this is a rare chance to own a beautifully maintained, private retreat with the perfect blend of privacy, convenience, and easy living--don't miss it before it's gone!

26 Cormorant Pl Unit 26, South Portland

Listing courtesy of Locations Real Estate Group LLC.

$3,300,000
7 Beds ⋅ 5 Baths
An exceptional and increasingly rare offering in South Portland's coveted Willard Beach neighborhood. Two homes 1 Franklin recently remodeled- 4+bedrooms, 3 full baths. 9 Franklin in need of some TLC, 3 bedrooms 2 baths. Now presenting potential for a development (subject to approvals), or an extraordinary multi-generational family compound directly on the beach. Set on a premier waterfront site with sweeping views of Spring Point Ledge Lighthouse, Casco Bay, and the islands, this unique property includes two residences positioned to capture the beauty and energy of Maine's coastline from multiple perspectives. The larger home, recently remodeled, offers four to five bedrooms and expansive living spaces designed to maximize ocean views and natural light. Wake to sunrises over Casco Bay, watch working boats pass through the harbor, and experience true waterfront living from nearly every vantage point. The second residence enjoys its own distinct outlook across the ocean, creating flexibility for guest accommodations, rental income, or extended family living. If utilized as a private compound, there is also potential for an additional buildable lot located in front of the smaller residence, creating the rare opportunity for three separate living spaces -- the primary home, guest residence, and an additional homesite (subject to approvals).

1 & 9 Franklin Ter, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$6,952,000
4 Beds ⋅ 5 Baths
Unparalleled grandeur and pristine craftsmanship define this waterfront estate in South Portland's coveted Loveitts Field neighborhood, magnificently positioned along the ship channel entrance to Portland Harbor. A soaring entryway reveals 10 foot ceilings and bold marble pillars that set the stage for elegant living. The bespoke kitchen showcases two islands, granite countertops, and professional grade appliances, perfectly designed for both everyday living and grand entertaining. Formal dining and living rooms open to a terrace with sweeping ocean and Ram Island views. The primary suite is a sanctuary with a fireplace, balcony, walk-in closet, and a marble bath featuring a soaking tub overlooking Portland Head Light. There are two additional ensuite bedrooms upstairs along with an office or optional fourth bedroom. The walkout lower level presents an exceptional opportunity to create a fifth bedroom and in-law suite. Rich in old-world charm, the space features a separate stone-detailed kitchen, full bathroom, marble fireplace, private theater, ocean views, direct lawn access, and an elevator connecting to the main level. Outdoor living is resort-like with a heated pool, terraces, and 100 feet of waterfront showcasing your private front row seat to the boats of Casco Bay and Portland Harbor. An elegant coastal beauty unlike anything else on the market.

1 Channel Rd, South Portland

Listing courtesy of RE/MAX By The Bay.

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