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$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.

$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.

$2,250,000
5 Baths
Turnkey mixed use investment opportunity in Portland's highly sought after East End. This four unit property features three residential apartments and one commercial space, making it an exceptional opportunity for investors or owner-occupants seeking strong rental income. The residential units include a completely renovated 2 bedroom, 1 bathroom apartment with a bonus room, a 2 bedroom, 1 bathroom apartment, and a renovated 3 bedroom, 2 bathroom apartment. Extensive capital improvements include a new roof (2023), new siding, new windows, three new heat pumps, updated plumbing and electrical systems, renovated kitchens and bathrooms, and substantial improvements to the commercial space. Just steps from the Eastern Promenade, East End Beach, the Old Port, Portland's waterfront, and countless restaurants, breweries, coffee shops, and local shops. This is a rare opportunity to own a fully renovated mixed use property in one of Maine's most desirable neighborhoods. Showings by appointment only. Please allow a minimum of 48 hours' notice. Please see the attached list of capital improvements for a summary of recent renovations and upgrades.

69 Newbury St, Portland

Listing courtesy of Harborview Properties, Inc..

$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 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.

$949,900
2 Beds 2 Baths
Between Portland's vibrant Old Port and the open waters of the Atlantic lies one of Maine's most beloved island communities. Nestled into the west-facing landscape of Peaks Island, this charming year-round home captures sweeping views of Diamond Passage and Casco Bay, offering a front-row seat to unforgettable sunsets and the rhythms of island life. Filled with natural light, the home's inviting interior features warm wood floors, fresh finishes, and abundant windows framing coastal vistas throughout. The open-concept main level seamlessly connects the spacious kitchen with breakfast bar, dining area, and beam-accented living room, creating an ideal setting for both everyday living and entertaining. Sliding doors open to a generously sized Ipe wood deck, where optional canopy coverage provides comfort for outdoor dining, morning coffee, or evening gatherings overlooking the water. A full bath, coat closet, and welcoming covered front porch complete the first floor. Upstairs, a sun-drenched loft offers exceptional flexibility as a home office, artist's studio, reading nook, guest space, or play area. The primary bedroom occupies the home's distinctive turret, blending unique architectural character with captivating water views. A second bedroom, full bath with skylight and walk-in shower, and convenient laundry area complete the upper level. Outside, the .12-acre lot invites gardening, outdoor entertaining, fireside evenings, and peaceful relaxation. Whether hosting friends, tending flowers, or simply enjoying the sea air, the property offers a wonderful extension of the home's easygoing coastal lifestyle. Just moments from beaches, village shops, quiet island lanes, and the ferry landing, 30 Pleasant Avenue offers the rare opportunity to enjoy year-round island living with comfort, character, and Casco Bay views.

30 Pleasant Ave, Portland

Listing courtesy of Portside Real Estate Group.

$1,395,000
3 Baths
Enjoy seasonal views of Back Cove and the Portland skyline from this rare three-unit property in one of the city's most desirable locations. Step out your door to the Back Cove Trail for morning walks, or enjoy coffee on your deck while taking in the water views. With strong rental income potential, this property offers the ideal opportunity to offset your mortgage while living in a premier setting. The owner-occupant third floor unit is filled with natural light and features 1 bedroom and 1 bathroom with an open kitchen, dining, and living area. Two private decks extend the living space outdoors, including one with views overlooking Back Cove. The second floor spans the entire level and offers exceptional light throughout. It includes a spacious living room, a separate dining room with original built-ins, a large kitchen, two well-sized bedrooms, and an updated bathroom. A private deck completes this inviting unit. The first floor also occupies the full level and features a sun-filled layout with a spacious living room and gas fireplace, a dining room with built-ins, and an updated kitchen with granite countertops and new cabinetry. This unit also enjoys a private deck for outdoor living. The basement provides dedicated storage for each unit along with coin-operated laundry. Additional amenities include parking for up to four vehicles and a rare two-car garage. Numerous updates have been completed in recent years, making this a well-maintained and versatile investment opportunity. A truly special offering on Back Cove that combines location, views, and income potential.

31 Bates St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$2,950,000
2 Beds 3 Baths
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.

547 Congress St Unit 6, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$775,000
1 Beds 2 Baths
Located in Portland's historic Old Port, this sun-filled corner unit at Chandler's Wharf offers sweeping harbor and city views with eastern, southern, and western exposures. The one-bedroom, 1.5-bath residence has been thoughtfully updated with a remodeled kitchen and baths, new windows, a heating and cooling mini-split system, and new appliances. Enjoy the private deck overlooking the waterfront - an ideal spot to relax and take in the scenery. Property includes garage parking for owner and guest, and is located in a gated community. Experience a walkable urban lifestyle in the heart of Portland, just steps from the city's vibrant restaurants, shops, and waterfront attractions.

715 Chandlers Wharf, Unit 715, Portland

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

$257,000
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.

119 W Shore Dr, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,995,000
6 Baths
Perched atop Munjoy Hill, 5 Merrill Street sets the standard for luxury living. Built in 2019, this exceptional two-unit residence offers two townhouse-style, condo-quality homes with contemporary design and designer finishes throughout - a rare find in Portland. Each unit features 1,725 square feet of thoughtfully elevated living space, with 3 bedrooms and 2.5 bathrooms. The designer kitchens are appointed with custom cabinetry, white quartz countertops, Miele appliances, and abundant storage. Throughout both residences, you'll find gorgeous walnut flooring, stunning tile selections, 10-foot ceilings, and distinctive craftsman details. Water views can be enjoyed from two levels, but the true showstopper is the third-floor primary suite, where panoramic views over Casco Bay create an unforgettable retreat, whether enjoyed from inside or from the private rooftop deck. Each unit also includes covered parking and a private patio/yard area, ideal for summer grilling and outdoor entertaining. All this, just moments from Portland's Eastern Promenade, with easy access to acclaimed restaurants, coffee shops, and the very best of Portland.

5 Merrill St, Portland

Listing courtesy of Portside Real Estate Group.

$1,700,000
4 Beds 3 Baths
Combining exceptional amenities, an unbeatable location, sophisticated style, and generous living space, 135 Sheridan Street #404 represents a rare offering in Portland's condominium market--a one-of-a-kind residence in the heart of the coveted East End. Created through the seamless combination of two units, this penthouse corner unit offers over 2,300 square feet of thoughtfully designed single-level living. The home features four bedrooms, two full baths, and one half bath, with an open layout that lives even larger thanks to soaring ceilings and sweeping views of the city skyline and Back Cove. South-facing windows flood the interior with natural light year-round, while two private decks extend the living space outdoors, creating a bright, airy atmosphere perfect for everyday living and entertaining. Situated on a quiet residential street, the building is steps from everything that makes Portland's East End one of Maine's most desirable neighborhoods. Acclaimed restaurants, bars, coffee shops, bakeries, breweries, distilleries, music and theater venues, parks, the Eastern Prom, Portland Trails, and the waterfront are all within easy walking distance. Professionally managed and meticulously maintained, the building offers true low-maintenance living. The property includes an unheard-of three deeded parking spaces--two in the attached heated garage and one surface space directly adjacent to the building. Additional features include efficient natural gas heat, central air conditioning, and a gas fireplace. Recent improvements include a renovated primary bathroom with heated tile floors and a curbless walk-in shower and custom built-ins throughout for your library, art, and collectibles. Also includes two large secure storage units to keep your living area clutter free. Offering an extraordinary combination of size, location, views, parking, and amenities, 135 Sheridan Street #404 is a unicorn in Portland's premier East End neighborhood.

135 Sheridan St Unit 404, Portland

Listing courtesy of Real Broker.

$1,400,000
3 Beds 2 Baths
Located on a corner lot on coveted Munjoy Hill, 42 Montreal Street is an impeccably renovated, single family house with three bedrooms and two bathrooms. This high quality renovation features copper flashing and downspouts, cedar clapboard siding, a red cedar shingle roof, and a meticulously rebuilt historic cupola. Water views and sweeping vistas of Casco Bay create a stunning backdrop, while the cupola provides a perfect perch for watching summer fireworks over the harbor. Inside, hardwood floors and thoughtfully preserved architectural details blend timeless character with everyday comfort. Outside, a glorious private garden filled with roses and perennial plantings offers exceptional privacy and beauty, creating an extraordinary urban oasis. Multiple outdoor living areas invite entertaining, relaxing, and enjoying Maine's seasons. This absolutely charming mansard-roof cottage enjoys a quiet, private pocket of Portland's East End, just steps from parks, trails, restaurants, shops, and the waterfront. Walk to tennis courts, a boat launch, and a sandy beach, embracing the very best of the East End lifestyle. Beautifully cared for inside and out, this special property offers a rare opportunity to enjoy Portland's vibrant coastal lifestyle from one of Munjoy Hill's most desirable locations.

42 Montreal St, Portland

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

$837,000
3 Baths
Exceptional investment and owner-occupant opportunity in Portland's West End. This classic New Englander has undergone extensive improvements, including a new roof, siding, windows, electrical systems, heating systems, and more. Currently configured as a two-unit property, the second and third floors have been thoughtfully renovated with modern finishes, creating bright, open living spaces with abundant natural light, water views of the Fore River, and private outdoor decks. The first floor offers a blank canvas ready for your redesign, providing the potential to complete the third unit. Separate utilities for each unit add convenance and ease of management. Enjoy a private, tucked-away setting while remaining just steps from the Western Promenade, local amenities, downtown Portland, and waterfront attractions. A rare feature in an urban setting, three sides of the property abut City zoned Open Space, enhancing privacy and creating a unique sense of privacy. Minutes to the airport, train station, downtown, shopping, and more.

481 Danforth St, Portland

Listing courtesy of The Real Estate Store.

$525,000
2 Beds 2 Baths
In Portland's coveted East End, this corner unit residence is an invitation to experience a lifestyle shaped by harbor light, historic character, and the energy of one of the city's most cherished neighborhoods. Framed by sweeping views of Casco Bay from nearly every room, this home is filled with an ever-changing coastal backdrop. Just steps from the Eastern Promenade, neighborhood cafes, and nationally recognized restaurants, the location offers a rare blend of waterfront tranquility, exceptional walkability and vibrant city living. Equally suited to a lock-and-leave retreat or full-time residence, this is where the very best of East End living comes together in perfect balance.

45 Eastern Promenade Unit BG, Portland

Listing courtesy of Keller Williams Realty. 207-576-8771

$799,000
2 Beds 2 Baths
Welcome to Chandlers Wharf building 7. A stand alone brick building sited on a private pier in the heart of Portlands Old Port. A premiere waterfront lifestyle awaits you with unobstructed views of lobster boats, yachts and harbor tours. Start your day on your covered balcony watching the sunrise with your morning coffee listening to the cry of the ospreys. The residence is a light filled end unit with expansive windows offering illumination throughout the day. This rare first floor one level condominium also has its own private entrance. An open concept kitchen,dining and living area has been updated recently. The kitchen would delight most chefs with high end appliances and a good amount of counter space. It's an easy walk to a few excellent fish markets. The kitchen is open to the dining and living room area And with over 1000 square feet the space feels spacious and functional. Highlights are a master bedroom suite that really feels private. Plenty of storage with deep closets. The guest bedroom has a bathroom from the hall adjacent to the room. Both bathrooms have been renovated with tile and shiplap. Other amenities include laundry in the unit and an ample entry area with an additional pantry closet. The charm of a working waterfront combined with world class restaurants and boutiques, a vibrant art and music scene make this spot very special whether it is your main residence or pied-a-terre

703 Chandlers Wharf, Unit 703, Portland

Listing courtesy of RE/MAX Shoreline.

$1,495,000
3 Beds 2 Baths
Buffered by natural beauty and protected land, this remarkable seaside property delights the senses at every turn. The sparkle of the tide, rustle of foliage, salty sea breezes, birdsong, and spectacular sunrises & sunsets create an atmosphere of uncommon tranquility. Set on a generous, sun-drenched lawn just steps from the shore, this 3 BR, 2 BA home blends coastal elegance with timeless cottage architecture. Meticulously maintained, the year-round residence reflects pride of ownership. Water views and natural light grace nearly every room, while quality craftsmanship and tasteful design create spaces that are both beautiful and functional. At the heart of the home, the bright and inviting kitchen encourages effortless gathering. Open to the living and dining areas, it features custom-crafted pantry and buffet cabinetry beneath a vaulted ceiling. A woodstove adds warmth and ambiance on cooler days, while oversized glass sliders frame the picturesque landscape and seamlessly connect the interior to the outdoors. Designed for entertaining and everyday enjoyment alike, the expansive, partially covered deck overlooks the water and extends the living space. Stone patios create inviting destinations for outdoor dining and evening fires by the sea. Whether hosting family & friends or enjoying a quiet moment alone, the setting is simply unforgettable. The primary BR offers a walk-in closet and private balcony w/ outdoor shower overlooking the shoreline. Additional amenities include a 1st flr BR with nearby full BA, a cozy study/artist's nook, 2nd-flr laundry, mud rm. The exterior features high-quality, low-maintenance materials, delightful landscaping, raised garden beds, a charming children's play area complete with sandpit & secret path, and a newly constructed deluxe shed. Enhanced by countless details that elevate it from ordinary to exceptional, this private coastal retreat offers the best of island living. Enjoy easy access to village shops and ferry landing.

17 3rd St, Portland

Listing courtesy of Portside Real Estate Group.

$799,900
2 Beds 2 Baths
Set above Portland's Eastern Promenade on the 5th floor, this condo is all about the view. Expansive windows span the living and dining areas, drawing in sweeping views over Back Cove where sunsets become part of the nightly routine and on especially clear days, even Mount Washington makes an appearance on the horizon. The updated kitchen offers a modern, functional design with generous cabinet storage and seamless connection to the main living spaces. Two bedrooms, two baths and in-unit laundry complete this unit. Please note that the association maintains a NO dog policy. Residents enjoy access to a covered parking spot, a heated outdoor pool, fitness room, library, and spacious community room. With convenient access to the Eastern Prom trails, East End Beach, and Portland's celebrated food scene, this location offers an easy connection to some of the city's best waterfront and downtown amenities.

340 Eastern Promenade Unit 252, Portland

Listing courtesy of Portside Real Estate Group.

$499,000
1 Beds 1 Baths
OPEN HOUSE SATURDAY 7/11/26 - 11am-1pm Experience the best of Portland's East End neighborhood in this spacious and inviting one-bedroom condo featuring breathtaking views of the Atlantic Ocean and unforgettable sunrises. Nestled in a quiet, well maintained building on a corner lot, this rare offering combines comfort, convenience, and investment potential in one of Portland's most sought-after neighborhoods. Inside, you'll find an expansive open layout featuring beautiful wood floors throughout, a generously sized bedroom, and a large living room. The well appointed kitchen flows seamlessly in to a cozy dining space, sitting area and office nook, designed to maximize both space and natural light. Enjoy your morning coffee while watching the sun rise over the water, then take advantage of the property's shared outdoor patio and garden amenity. A short stroll to neighborhood coffee shops, acclaimed restaurants, and Portland's vibrant Old Port District, there is plenty to explore just steps from the door. Whether you're seeking a primary residence, a second home, or an investment property, this condo offers exceptional flexibility with an HOA that allows rentals. Additional highlights include an efficient gas heating system with a recently updated boiler, updated appliances, in-unit laundry, and ample storage space. Don't miss this rare opportunity to own a piece of Portland's coveted East End lifestyle.

16-18 Cumberland Ave Unit 4, Portland

Listing courtesy of Keller Williams Realty.

$2,200,000
3 Beds 3 Baths
Stunning 6th floor condo with three bedrooms, three full bathrooms and sparkling water views, located in the heart of the historic Portland waterfront. This rare and pristine 2,064sf unit offers numerous sophisticated upgrades including high end appliances, thoughtfully curated built-ins throughout, gorgeous floor to ceiling stonework surrounding the gas fireplace, a custom bar, designer lighting, deeded garage parking, private storage unit. Amenity-laden building includes a concierge, spacious community room with full kitchen and balcony, mailroom, fitness room, reservable guest suite, shared work/study space, dog wash, and 2 large landscaped courtyards. Just steps away, enjoy award-winning dining, boutique shopping, museums, art galleries, theater, boat tours to the islands and beyond. Don't miss this extraordinary offering!

383 Commercial St Unit 603, Portland

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

$799,000
1 Beds 2 Baths
Perched just steps from the ferry landing, the iconic Webber Store building is a rare offering on Peaks Island- where coastal charm, investment potential, and an elevated island lifestyle converge. Set within the island's business district, this distinctive two-story property presents a unique live/work opportunity. The first floor (Unit 1) features an inviting, flexible commercial space with three separate rooms, each with its own entrance--most recently a thriving thrift store and equally well-suited for a boutique office, creative studio, or gallery. Above, the second-floor residence (Unit 2) is a light-filled retreat, where an open-concept living space flows effortlessly onto a private deck overlooking Casco Bay and the Portland skyline. Here, sunset gatherings are framed by ever-changing ocean views. The one-bedroom layout is enhanced by a charming loft, ideal for guests or an inspiring workspace, along with a spacious closet. Both units feature private outdoor spaces and their own dedicated off-street parking spot, all just moments from the ferry, beaches, and the best of island living. A property of this caliber- rich in history, unmatched in location, and defined by its sweeping water views- offers an extraordinary chance to live, work, and unwind in one of Maine's most treasured coastal communities.

14 Welch St Unit 1 and 2, Portland

Listing courtesy of Peninsula Real Estate LLC.

$1,099,000
3 Beds 1 Baths
Perched along the scenic backshore of Peaks Island, this elevated, seaside cottage captures premium ocean views. The bright, year-round home has a single-level, open-concept floorplan with a spacious living room, dining area and kitchen - all oriented toward the water. The kitchen features a peninsula for barstool seating and a wood-burning stove for ambiance and extra warmth. Also facing the water is a vaulted, window-lined sun room/bonus room with French doors, skylights, and sliders that open to the sunny deck. Outside you'll enjoy ample wrap-around decking with stunning, unobstructed views, a private stone patio, lovely perennials / shrubs, and a grassy yard that's surrounded by nature. Enjoy the serenity of a sunrise, ocean breezes, birdsong, and the swishing tide - or venture out and explore the island on foot or bicycle. With Portland's Old Port just a 15-minute ferry ride away, endless dining options, shopping and entertainment await. This well-maintained island cottage is furnished so its new owner can unpack the groceries and stroll just a few steps to the water's edge. The heated, unfinished lower level offers valuable storage and potential living space.

252 Seashore Ave, Portland

Listing courtesy of Portside Real Estate Group.

$1,175,000
2 Beds 1 Baths
Here's your opportunity of a lifetime! This spectacular property is a truly rare offering with approximately 220 feet of ocean frontage overlooking Diamond Pass. Set well back from the road and perched along the shoreline, it captures sweeping, serene water views, sandy beach frontage (a rarity on the island), and a sense of peace and privacy that is increasingly hard to find. Whether it's mornings watching boats pass through the channel or quiet evenings at the water's edge, this is a setting that invites you to slow down and stay awhile. The existing home is ready for your vision--whether restoration, expansion, or reimagining. Whatever you choose, here's your opportunity to create something special in an extraordinary setting. Located near the island clubhouse and just steps from the water, there's potential for a mooring and possibly a dock (please verify). You're encouraged to perform your own due diligence regarding dock feasibility and accessory dwelling unit opportunities. It's rare to find this level of frontage, sandy beach access, and panoramic views in one property! Rarer still to have the opportunity to make it your own.

494 Island Ave, Portland

Listing courtesy of Locations Real Estate Group LLC.

$2,175,000
3 Beds 3 Baths
Step into Verdante and be greeted by a dramatic foyer anchored by a striking living wall--an elegant introduction to the refined lifestyle that awaits. Inside your private home, floor-to-ceiling views of Casco Bay immediately captivate, while soaring 10-foot ceilings and sun-filled interiors create an airy ambiance that's hard to leave behind. The open-concept living and dining area is designed for both effortless entertaining and everyday comfort, seamlessly extending to a private deck where the bay becomes your backdrop. The thoughtfully designed kitchen offers generous space, premium finishes, and all the amenities expected in a home of this caliber. A raised den or office provides a quiet retreat, also enjoying sweeping water views. The residence features three well-appointed bedrooms, including a serene primary suite complete with a walk-in closet and a spa-inspired bath featuring a soaking tub and double vanity. Two additional bedrooms offer ample storage and, like every bedroom in the home, showcase breathtaking views of Casco Bay and its unforgettable sunrises. Additional highlights include a dedicated laundry room, a stylish powder room, two heated garage parking spaces, and additional storage. Verdante elevates everyday living with exceptional amenities, including a rooftop terrace overlooking Casco Bay, a fitness center, and a reservable guest suite for visiting friends and family. Perfectly positioned just steps from the Old Port's renowned dining, boutique shopping, and waterfront energy--and only 15 minutes from Portland International Jetport--this is luxury coastal living at its finest. HOA fees include high-speed internet, cable TV, and hot water. This is a rare opportunity to own a truly exceptional home.

99 Federal St Unit 501, Portland

Listing courtesy of Keller Williams Realty.

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