South Portland Homes with Scenic View(s)

Welcome to South Portland, Maine – a vibrant coastal city nestled in the heart of Cumberland County. Known for its stunning waterfront views and a rich tapestry of community life, South Portland is a hidden gem that perfectly blends urban convenience with the charm of seaside living. With easy access to Portland's bustling downtown and the serene beauty of the Maine coastline, this city offers a lifestyle that is both dynamic and relaxing.

One of the most captivating features of South Portland is its diverse array of homes, many of which boast breathtaking scenic views. Imagine waking up to the gentle sounds of waves lapping against the shore, with panoramic vistas of Casco Bay right outside your window. Whether you prefer a cozy cottage or a modern waterfront estate, South Portland has a variety of properties that cater to every taste and budget.

Residents enjoy not only the picturesque landscapes but also a strong sense of community. With an abundance of parks, trails, and beaches, outdoor enthusiasts will find endless opportunities for recreation and relaxation. The city's thriving arts scene, local eateries, and charming shops add to the allure, making South Portland a wonderful place to call home.

As you explore the real estate options in South Portland, you'll discover a unique blend of natural beauty and urban amenities. From sunrise to sunset, the scenic views and welcoming atmosphere create an ideal backdrop for your next chapter. Experience the magic of South Portland – where every day feels like a vacation!

Newest South Portland Homes with Scenic View(s)

$975,000

2 Beds ⋅ 3 Baths

EXCEPTIONAL WATERFRONT LIVING WITH PANORAMIC CASCO BAY AND PORTLAND SKYLINE VIEWS. Experience waterfront living at its finest from this exceptionally renovated 2 BR, 2.5 BA condominium overlooking Casco Bay. Encompassing 1,300 square feet across the top two floors of an intimate 15-residence building, this beautifully appointed home offers sweeping views of Portland's iconic skyline, the working harbor, and the picturesque mooring field of the Centerboard Yacht Club. With its coveted western exposure, spectacular sunsets over the water provide a breathtaking backdrop to everyday living. Thoughtfully designed for both comfortable living and effortless entertaining, the open-concept main level features a beautifully equipped kitchen with new premium Wolf conduction stove, an expansive Quartzite breakfast bar, and seamless flow into the dining and living areas. A gas fireplace adds warmth and ambiance, while a private balcony invites you to relax and take in the ever-changing waterfront scenery. Upstairs, the primary suite offers a spacious walk-in closet and private bath, while a second bedroom and full bath provide comfortable accommodations for guests or a dedicated home office. Convenient second-floor laundry and an additional private balcony complete the upper level. Beyond the residence, enjoy access to beautifully landscaped waterfront gardens, inviting outdoor dining areas, and a beach available for association use. Two tandem reserved parking spaces in the secure underground garage, elevator access, central air conditioning, and dedicated storage add an exceptional level of convenience. Offered with the option to purchase substantially furnished, this remarkable residence presents an opportunity for effortless coastal living. Whether enjoyed as a year-round home or a seasonal retreat, its combination of sophisticated comfort, captivating views, and proximity to Portland's acclaimed restaurants, shops, and cultural attractions.

215 High St Unit 307, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,556,000

4 Beds ⋅ 6 Baths

Welcome to an unparalleled contemporary estate offering ultimate luxury, privacy, and resort-style living on 1.76 private, landscaped acres in South Portland. Boasting over 6,100 square feet of expansive living space, this architectural masterpiece perfectly pairs grand entertaining areas with cozy everyday comfort. The heart of the home features a massive chef's kitchen and an elegant family room anchored by a stately fireplace. Ascend effortlessly via the internal passenger elevator to discover four spacious bedrooms, including a spectacular primary suite. The amenity package is truly second to none: host unforgettable movie nights in your own private theater/media room, maintain your health routines in the dedicated workout gym, or unwind year-round in the spectacular indoor in-ground pool room. Outside, iconic stone walls frame a sprawling yard complete with an incredible 7-bay garage, providing unmatched vehicle and recreational storage. Centrally located just minutes from Cape Elizabeth's sandy beaches, local parks, Mill Creek shopping, and the vibrant culture of downtown Portland. Experience Maine living at its absolute finest.

1050 Highland Ave, South Portland

Listing courtesy of Waypoint Brokers Collective.

$625,000

3 Beds ⋅ 2 Baths

Situated on a serene .46-acre spot in a quiet, walkable South Portland neighborhood, this well-maintained 3-bedroom, 2-bath contemporary cape will have your heart. Inside, hardwood floors, sunlit spaces, and a breezy layout are a delight. The spacious kitchen & seamlessly situated dining room will have you happily sharing home-cooked meals. Relaxation comes easily in the living room, complete with a wood-burning fireplace, soaring ceiling & mood-boosting windows. The peaceful main-floor primary bedroom provides a walk-in closet and direct access to a full bathroom; an additional first-floor bedroom/multi-use room makes space for sleep or home office endeavors. Cleanup and corralling coats & shoes are a breeze thanks to the laundry/mud room. The loft is a true retreat, featuring a bedroom, family/sitting room, full bathroom, and a sizable unfinished bonus area ~ perfect for storing your stuff, with exciting potential for future finishing. Outside, the front porch, back deck, and private backyard are your go-to for soaking up the sun through the seasons. A tidy shed hosts your toys & tools. The attached 2-car garage keeps the elements at bay as you come and go. When you're ready to roam, the Eastern Trail is a short stroll from your front door. From beaches to dining, shopping, and more, So Po's spoils are adored far and wide. Easy access to the highway and to the energy of Portland is icing on this coastal community's cake. Come take a look!

998 Highland Ave, South Portland

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com

$599,000

2 Beds ⋅ 2 Baths

Historic character meets sophisticated waterfront living in this stunning two-bedroom, two-bath fully renovated condominium, meticulously transformed from a former trolley car barn. Thoughtfully renovated to highlight and preserve its remarkable past, the residence showcases original architectural details including expansive wooden ceilings, exposed iron beams, authentic brick walls and dramatic oversized arched windows. These distinctive elements create an exceptional sense of scale, warmth and character while complementing the home's modern conveniences. The two bedrooms and two full bathrooms have been updated in a sleek, contemporary style, creating a refined contrast to the building's historical industrial architecture. The direct waterfront setting offers views of the bridge, marina, harbor and Portland's skyline. The location is equally impressive, with parks just around the corner and an array of everyday conveniences and neighborhood amenities within easy reach, including walking paths, shops, breweries, restaurants, grocery stores, and the post office. Portland's Old Port, renowned for its restaurants, sits just over the bridge. This wonderfully connected location makes enjoying the waterfront and surrounding communities remarkably easy. The finishing touches are being completed now.

18 Ocean St Unit A6, South Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

148 Breakwater Dr Unit 619, South Portland

$299,999

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.

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.

$725,000

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.

$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.

148 Breakwater Dr Unit 818, South Portland

$275,000

1 Beds ⋅ 1 Baths

Wonderful opportunity to own a waterside property in South Portland's popular Breakwater Condominiums. This 1 Bedroom, 1 Bathroom penthouse condo is among a limited number of units with a bay-style window. The unit's orientation features an expansive view of Portland's lovely & historic city skyline. It even offers peaks across the Fore River of Portland's active harbor. The condo is flooded with natural light, and the deck is the perfect place to watch year-round sunsets in the comfort of your own home. Unit comes with a reserved parking spot (plus plenty of parking for guests) and 24-hour security. A thriving community garden is a rare offering in today's condo market. Breakwater offers incredible walkability and convenience. This prime location is a stone's throw from an array of eateries, shops, SMCC, Willard Beach, Spring Point, lighthouses, a marina, the greenbelt trail, major roads, services, and shopping. Fantastic rental, pied-à-terre, or entry homeownership.

148 Breakwater Dr Unit 818, South Portland

Listing courtesy of Portside Real Estate Group.

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South Portland Homes with Scenic View(s)

Newest South Portland Homes with Scenic View(s)

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