Portland Homes with Scenic View(s)

Welcome to Portland, Maine—a vibrant coastal gem nestled in Cumberland County, where the charm of New England meets the beauty of the Atlantic. Known for its rich maritime history, Portland boasts a thriving arts scene, eclectic dining options, and stunning waterfront views that captivate both residents and visitors alike.

As you explore this picturesque city, you'll discover a variety of neighborhoods, each offering its own unique character and charm. From the cobblestone streets of the Old Port to the tree-lined avenues of the West End, Portland is a city that embraces its rich heritage while looking toward the future. With a diverse array of shops, galleries, and cafes, there’s always something new to experience.

One of the most alluring features of Portland is the availability of homes with breathtaking scenic views. Imagine waking up to the gentle sound of waves lapping against the shore, with panoramic vistas of Casco Bay right outside your window. Whether you prefer a charming historic home overlooking the waterfront or a modern condo with sweeping views of the skyline, Portland offers a range of properties that cater to every taste and lifestyle.

Outdoor enthusiasts will revel in the city's proximity to stunning parks, trails, and beaches, making it easy to enjoy the natural beauty that surrounds you. From watching the sunrise over the ocean to savoring sunsets from your own backyard, Portland’s scenic views provide a serene backdrop for everyday life.

If you’re seeking a place that combines urban convenience with breathtaking landscapes, look no further than Portland, Maine. Your dream home awaits in this enchanting city, where every day feels like a vacation.

Newest Portland Homes with Scenic View(s)

$485,000

2 Beds ⋅ 1 Baths

Sun-filled and picture-perfect, welcome to 164 Pearl Street! This second-floor condo in the heart of Portland oozes charm at every turn. Just steps from the Old Port, East Bayside and city hotspots, this thoughtfully updated unit boasts a Walk Score of 99 and features a nearly-new bathroom with radiant floor heating, modernized systems, in-unit laundry and dedicated storage. Enjoy summer dinners on your private balcony and cozy winter evenings by the gas fireplace. The building has been extensively renovated in recent years. With so much out your front door you may never need a car, though a leased parking space around the corner is available to the new owner if desired.

164 Pearl St Unit B, Portland

Listing courtesy of Portside Real Estate Group.

$2,100,000

2 Beds ⋅ 1 Baths

A truly rare offering on Great Diamond Island, 218 West Shore Drive is a year-round waterfront property where Maine island living, extraordinary history, and unforgettable sunset views converge. Part of historic Fort McKinley, a coastal defense installation constructed between 1890 and 1910 to protect Portland Harbor, the property occupies a commanding waterfront position with sweeping views toward the Portland skyline. Set on almost 3 acres with 266 feet of water frontage, it offers a meaningful connection to both the island's storied past and the surrounding seascape. The charming cottage is attached to an original mining casemate and features an inviting living area opening to a waterside patio, two bedrooms, and one bath, with the primary bedroom located within the original casemate. Additional historic structures include a renovated second bunker, currently used as a den/office and a workshop with potential for a third bedroom, as well as a rangefinder station and gun battery. Tucked along a private cove with beautiful westerly sunset views, this one-of-a-kind property offers privacy, character, and a remarkable connection to the sea. As part of the Diamond Cove Association, residents enjoy amenities including a pool, tennis and pickleball courts, a bowling alley, and a basketball court. Accessible by ferry or private boat, Great Diamond Island also offers a marina, an inn, and restaurants, creating an exceptional opportunity for year-round island living just minutes from Portland.

218 W Shore Dr, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262

$1,190,000

2 Beds ⋅ 3 Baths

Experience one of Portland's most coveted waterfront settings at Chandler's Wharf, where the energy of the Old Port meets the beauty of Casco Bay. Meticulously renovated throughout, this exceptional townhouse offers 2 bedrooms, 2 full bathrooms, and a half bath. The custom kitchen features Calacatta marble countertops, bespoke oak cabinetry and paneling, and a curated collection of premium appliances including a Wolf gas range, Sub-Zero refrigerator, and Miele dishwasher. The living room, centered around an Ortal gas fireplace, opens to a private deck overlooking the harbor, where boats and Portland's iconic working waterfront create an ever-changing view. Upstairs, the primary suite offers a beautifully appointed bath with heated floors, including a heated shower floor. A versatile loft provides space for a home office, media room, fitness area, or guest accommodations. Exceptional custom millwork and thoughtful craftsmanship are evident throughout, while two covered garage parking spaces provide a level of convenience rarely found in the Old Port. Opportunities to enjoy true waterfront living just steps from Portland's acclaimed restaurants, boutiques, galleries, and marinas are exceptionally rare.

512 Chandlers Wharf, Unit 512, Portland

Listing courtesy of RE/MAX By The Bay.

$959,000

3 Beds ⋅ 3 Baths

Nestled in one of Portland's most sought-after neighborhoods, this beautifully maintained home offers the perfect balance of privacy, convenience, and access to the outdoors. Ideally located just one mile from the Northeastern University Roux Institute and minutes from downtown Portland and Falmouth, the neighborhood features more than 10 acres of HOA common land with scenic walking trails connecting directly to Quarry Run Dog Park. Offering 2,765± square feet of finished living space, the home's gently sloping lot fills the finished lower level with abundant natural light, creating bright, welcoming spaces that feel connected to the outdoors. Radiant heated floors throughout the home--including the lower level and garage--provide exceptional comfort in every season. Inside, wood floors extend throughout the home, while the spacious primary suite features a walk-in closet and a beautifully renovated en-suite bath (2023). Lovingly maintained by only its second owner, the home reflects years of meticulous care. A newer roof, installed in 2021, adds lasting value and peace of mind. The private backyard is a true sanctuary, featuring mature perennial gardens, raised vegetable beds, an irrigation system, and an invisible fence for dogs. Whether you're gardening, entertaining, or simply unwinding, the peaceful setting offers exceptional privacy. *Some listing photos have been virtually enhanced to illustrate the home's potential. Enhancements include digital furniture removal and virtual furnishings.

132 Pheasant Hill Dr, Portland

Listing courtesy of Portside Real Estate Group.

$789,500

3 Beds ⋅ 2 Baths

Location, location, location! This Deering Center home preserves its classic charm with original mouldings and wood flooring throughout. Upon entry, you are greeted by a center hall featuring a grand staircase. The first floor includes two living rooms, a formal dining room, an updated kitchen, a sunporch, and a full bath. The rear living room opens onto a private garden with a spacious patio, and the home includes both front and rear staircases. The second floor provides three generous bedrooms and a large bathroom, while the third-floor bonus room offers an ideal, quiet space for an office. Perfectly situated, this property is just minutes from shopping, downtown Portland, the Portland International Jetport, and local neighborhood restaurants and boutiques. There is a full basement and 1 car garage.

74 Lawn Ave, Portland

Listing courtesy of Keller Williams Realty.

$610,000

2 Beds ⋅ 2 Baths

Exceptional value on Munjoy Hill with this bright, well maintained two bedroom, two bath condo offering sweeping views of Casco Bay and effortless Portland living. Conveniently located on the first floor offering an open floor plan with hardwood and tile flooring, generous in unit storage, and a private primary suite. Located in the secure, elevator and ramp accessible Portland House, residents benefit from heated garage parking, concierge services, onsite gym, community room with lending library, and a beautifully kept outdoor patio with seating overlooking the bay. Most utilities included in HOA fee, including heat, hot water, water/sewer, cable and internet, making ownership simple and predictable. Just steps from the Eastern Promenade, you'll have immediate access to over 70 acres of green space, the Eastern Prom Trail, Fort Allen Park, tennis and pickleball courts, East End Beach, food trucks, and Portland's iconic waterfront. The building's lobby and community spaces have been recently renovated creating a welcoming feel. Residents also enjoy access to the rooftop 'Red Carpet' area for spectacular views of fireworks, cruise ships, and the harbor. A rare opportunity to enjoy convenience, amenities, and one of Portland's most coveted locations.

45 Eastern Promenade Unit 1C, Portland

Listing courtesy of Portside Real Estate Group.

$899,000

3 Beds ⋅ 2 Baths

Some homes provide a place to stay. Others become the place everyone wants to gather. Perched on the cherished north end of Peaks Island, just moments from the shoreline of Casco Bay, 45 Centennial Street is one of those rare places where the pace slows, memories are made and every season brings something worth looking forward to. Mornings begin with coffee on the second-floor balcony as the sun rises over the bay. Days are spent exploring the water or wandering quiet island roads. Evenings end beneath brilliant stars, the harbor replacing the noise of everyday life. Originally built in 1900 and thoughtfully updated, this year-round New Englander blends historic charm with contemporary comfort. Rich wood floors, a granite kitchen, open living and dining spaces, inviting bedrooms including a classic bunkroom, an updated bath and efficient heat pumps create a home that is as comfortable in January as it is during the height of summer. Outside, a workshop shed opens up possibilities for artists, makers, remote work, storage or weekend projects. Mooring opportunities are available by application through the Portland Harbormaster, while nearby kayaking, boating and fishing make the water an extension of your backyard. Minutes bring you to the ferry, local cafés, lobster rolls, tennis courts, live music and the welcoming village that has made Peaks Island one of Maine's most treasured communities. Offered fully furnished, 45 Centennial Street isn't simply move-in ready, it's ready to be lived in from the moment you arrive. Whether you're searching for a year-round home, a seasonal retreat or a gathering place for the people who matter most, see what island living feels like from the inside.

45 Centennial St, Portland

Listing courtesy of Portside Real Estate Group.

$525,000

2 Beds ⋅ 2 Baths

Welcome home to this inviting two-bedroom, 1.5-bath condo that perfectly blends character, convenience, and city living. Nestled in an intimate three-unit association, this condo combines the warmth and charm of a classic Portland property while placing you just a short walk from the award-winning restaurants, breweries, boutiques, and waterfront that make downtown Portland one of New England's most sought-after destinations. Sunlight fills the spacious interior, highlighting beautiful hardwood floors, oversized windows, and versatile living spaces that can accommodate everything from a home office to a fitness area or creative studio. The generously sized kitchen features abundant cabinetry, a large pantry, and plenty of room to prepare meals and gather with family and friends. A dedicated parking space eliminates the hassle of city parking, while the secure basement storage provides the perfect place for bicycles, seasonal items, and outdoor gear. Whether you're searching for your first home, a low-maintenance city residence, or an investment in one of Maine's most desirable locations, this condo combines location, lifestyle, and value in one exceptional package. Walking distance to downtown Portland, USM, Back Cove, Sea Dogs Stadium and Portland Expo.

11 William St Unit 1, Portland

Listing courtesy of Keller Williams Realty.

$525,000

2 Beds ⋅ 2 Baths

Welcome to the iconic Portland House Condominiums. Sitting prominently atop of Munjoy Hill it serves as a landmark to Portland's famous Eastern Promenade. From the private balcony, this spacious 2 bedroom, 4th floor unit offers views of Back Cove and Casco Bay in the distance and a close up view of the vibrant activity in one of Portland's most desirable neighborhoods, loved by locals and visitors alike. This unit offers a spacious living/dining area, a primary bedroom with private bath, plus a second bedroom and full guest bath. The efficient galley kitchen works well as is or could be reconfigured to your personal taste. You will also enjoy a staffed front entry desk and added amenities such as heat, hot water, cable, internet, a common outdoor patio with grilling area, a common, beautifully furnished community room and a workout room, all bundled into the monthly HOA fee. Parking is a breeze with garage parking and direct elevator access to the building. Just outside is Eastern Prom Park offering walking trails, a public beach, a playground, tennis courts, food trucks and much more! Here, local residents and visitors assemble for picnics, sports and enjoying the spectacular views and ocean breezes. The very same view you will cherish day in and day out from your own balcony! Nearby restaurants invite you to experience the cuisine of some of North America's best award winning chefs and bakers just minutes from your front door. Don't miss this opportunity to live at one of Portlands most desirable locations!

45 Eastern Promenade Unit 4J, Portland

Listing courtesy of RE/MAX Shoreline.

$699,000

2 Beds ⋅ 2 Baths

If you've been searching for a condo in Portland, you already know opportunities like this are rare. Intentionally priced to generate immediate interest, this represents one of Portland's strongest values. Perfectly positioned at the gateway to the Old Port and the Arts District, 25 High Street boasts an exceptional Walk Score of 94, placing nationally recognized restaurants, cafés, galleries, the working waterfront, shopping, recreation and everyday conveniences just steps from your front door. Perched on the waterside upper level, Unit 410 is filled with natural light and enjoys glimpses of Inner Casco Bay and Portland's iconic working waterfront. Nearly 1,200± SF offers an open-concept design where the beautifully appointed kitchen flows seamlessly into spacious living and dining areas. Two generous bedrooms, two full baths, in-unit laundry and quality finishes throughout deliver the comfort, style and functionality discerning buyers expect. The professionally managed, pet-friendly association welcomes both dogs and cats with no size or breed restrictions and features a fitness center, elevator, secure entry and on-site storage. Even more impressive, the remarkably affordable $395/month condominium fee is roughly half that of many competing Portland condominium communities. Whether you're looking for a full-time residence, a sophisticated in-town retreat or a true lock-and-leave lifestyle, this move-in-ready home delivers exceptional quality, outstanding value and one of Portland's most desirable urban locations. Upper-floor, waterside residences with this combination of location, light, amenities, affordability and value simply don't come along often.

25 High St Unit 410, Portland

Listing courtesy of Benchmark Real Estate.

$595,000

1 Beds ⋅ 1 Baths

If you choose to live in Portland, the Eastern Promenade is the place to be! Here is your chance to gaze out of your big bank of windows and see all of the harbor traffic that you can take in. Step into this top floor condominium unit and feel energized by the vaulted ceilings and tons of natural light all day long. This open concept offers an open floor plan perfect for you to set up just exactly how you want to live. The kitchen allows you to eat in and converse with guests while preparing your next meal. Just off the kitchen is your own large private deck with ocean views, perfect for entertaining. The bedroom is extra-large with sky lights, and the beautiful full bath includes a smartly tiled shower. There is in unit laundry as well as one dedicated parking space that comes with this unit along with basement storage. Just across the street, enjoy 66 acres of gentle sloping grass to enjoy the panoramic Casco Bay Views. The East End Beach is nearby and so is Portland's Old Port where you can experience the best cuisine, coffee shops, galleries and so much more!

38 Eastern Promenade Unit C, Portland

Listing courtesy of Gardner Real Estate Group.

$1,990,000

4 Beds ⋅ 4 Baths

Architecturally striking and newly custom-built, this extraordinary West End residence exemplifies contemporary luxury living on Portland's Peninsula. Designed to maximize sustainability, natural light and year-round comfort, the home features Therma-Steel insulated panels, Marvin windows, Boral cementitious and wood siding, Azek trim, soaring ceilings, translucent polycarbonate elements and a dramatic two-story light shaft that fills the home with natural light. At the heart of the home is a spectacular custom kitchen completed in 2026. Rift-cut oak cabinetry, integrated storage, a statement island, a paneled refrigerator, black granite countertops and backsplash, and premium Thermador appliances- including a newly added natural gas range- create a space that is as functional as it is stunning. Additional enhancements include an appliance garage and dedicated coffee station, a custom floating dining credenza, motorized blinds, and a newly installed washer and dryer. Spanning three thoughtfully designed levels, the residence offers three bedrooms, two and a half baths, and exceptional flexibility. Crowning the home is a sun-drenched winter garden- a top-floor retreat beneath skylights and a translucent roof system capturing natural light and glimpses of Casco Bay. Additionally, the ground level features a studio apartment with custom kitchen, laundry, full bath, private entrance and outdoor space- ideal for rental income, guests, or a home office/creative studio. Rare outdoor living spaces extend the interiors, offering six covered porches and an enclosed backyard. A climate-controlled garage is a rare Peninsula amenity. Perched in Portland's coveted West End, within walking distance of restaurants, the Old Port and the waterfront, this one-of-a-kind residence offers an extraordinary opportunity to own a modern architectural masterpiece in one of Maine's most desirable locations.

5 Salem St, Portland

Listing courtesy of Peninsula Real Estate LLC.

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