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$2,390,000
11 Baths
Presenting a rare opportunity to acquire a distinguished 10-unit multi-family property in Portland's highly desirable Congress Street corridor steps from Longfellow Square. Comprised of two separately deeded buildings, 209 and 211 State Street are part of the historic John W. Munger Block, an architecturally significant brick property constructed in 1855 that showcases the timeless character and craftsmanship that define Portland's historic district. Ideally situated along one of Portland's most recognizable residential corridors, the property is within walking distance of the city's renowned restaurants, shops, medical facilities, transportation options, and waterfront attractions. The location continues to attract strong rental demand from professionals, healthcare workers, and residents seeking an urban lifestyle in one of Maine's most dynamic markets. Investors will appreciate the flexibility afforded by the property's separate deeds, creating potential future disposition, financing, or portfolio management opportunities. The combination of historic character, strong tenant appeal, off-street parking, and a premier Portland location makes 209-211 State Street a compelling long-term investment opportunity. All showings after the group showings are by appointment only.

209-211 State St, Portland

Listing courtesy of EXP Realty.

$879,000
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 six vehicles between parking lot 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.

$799,900
2 Beds ⋅ 2 Baths
Welcome to 127 Valley Avenue on beautiful Great Diamond Island, a private and peaceful retreat in the heart of Casco Bay. Set on a landscaped 0.28-acre wooded lot, this fully furnished, move-in ready home offers the perfect blend of modern updates and island charm, just a scenic 20-minute ferry ride from Portland. This thoughtfully remodeled 1,267-square-foot home features 2 bedrooms, 2 full bathrooms, a dedicated office, and a versatile bonus room. The updated kitchen showcases granite countertops, all new appliances, and a built-in bar complete with a mini fridge and keg refrigerator, creating an ideal space for entertaining. Enjoy the changing seasons from the enclosed wraparound porch, or cozy up by the propane fireplace on cooler evenings. Extensive improvements include five newly installed heat pumps, upgraded insulation, a new well, a new septic system, and thoughtful storage enhancements. Outside, enjoy beautifully maintained gardens, a self-watering vegetable garden, outdoor shower, hot tub, and additional storage building--perfect for embracing the relaxed island lifestyle. Great Diamond Island offers tranquil beaches, scenic walking paths, two island restaurants, and a relaxed coastal lifestyle just minutes from Portland's shopping, dining, airport, and rail service. Whether you're seeking a seasonal getaway or a nearly year-round island residence, this turnkey property offers an exceptional opportunity to enjoy the best of Maine island living.

127 Valley Ave, Portland

Listing courtesy of Harborview Properties, Inc..

$1,319,000
6 Baths
Prime 5-unit multifamily investment opportunity in Portland's desirable West End in Parkside. Featuring four 2-bedroom units and two 1-bedroom units, this income-producing property offers excellent tenant demand, and future upside potential. The current owner has offered the units to his employees at a discounted rental rate. Owner initiated process to legalize 6th unit with fire escape addition but was unable to resolve with the city. The property had a safety inspection completed by the city with the third floor broken up into two, two-bedroom units instead of one combined four-bedroom unit. Conveniently located minutes from Downtown Portland, Maine Medical Center, restaurants, shops, and public transportation. A rare opportunity to acquire a well-located multifamily asset. Group showings: Tuesday, June 23rd at 10am - 11:30am Thursday, June 25th at 12pm - 1:00pm All showings after group showings will be by appointment only. Allow at least 24 hours to notify tenants.

146 Sherman St, Portland

Listing courtesy of EXP Realty.

$300,000
2 Beds ⋅ 1 Baths
Perched above-it-all in Bayside, this freshly painted penthouse condo has city views, including the iconic Time and Temp Building. Occupying the entire third floor, this quiet, light-filled two-bedroom home feels like a private treetop retreat--yet it's just moments from everything on the Portland peninsula. Enjoy the convenience of a reserved on-site parking space located directly in front of the entrance. A welcoming entry to the unit begins with lovely hardwood stair treads, leading to a thoughtfully designed landing complete with a custom, extra-large wooden storage chest. Inside, warm wood flooring enhances the natural light throughout the living spaces. The kitchen was fully renovated in 2019 and features tall cabinetry, quartz countertops, cast iron apron-front sink, stainless steel appliances, modern lighting, and clever shelving solutions. Both bedrooms are spacious and bright, each offering generous closet space. Efficient and easy to heat, the unit is equipped with a Rinnai natural gas direct-vent system, supplemented by electric baseboard heating. Additional updates include a high-efficiency water heater installed in 2020. A convenient coin-operated laundry is located in the association's adjacent building on Parris Street. The association completed a major basement structural overhaul in 2022, reinforcing the long-term integrity of the building. This home represents exceptional value on the peninsula--whether you're seeking a pied-à-terre, looking to build equity, or embracing an accessible urban lifestyle. Experience the vibrant energy of historic Bayside, a neighborhood undergoing exciting residential and commercial revitalization.

58 Portland St Unit 5, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990
$499,000
3 Beds ⋅ 2 Baths
At the Ledges in Portland's highly sought after Rosemont neighborhood, you'll find a rare combination of natural beauty, thoughtful design, and everyday convenience. Constructed around gorgeous natural ledge, inspired by historic New England architecture, yet built with the efficiencies and comforts of modern construction, The Ledges is a neighborhood that feels natural, effortless and timeless from the moment you arrive. Inside, this townhome lives with the ease and scale of a single-family home. With no one living above you, it is quiet and cosy. Sunlight filters through generous living spaces designed to adapt to the way you live, including a first floor bedroom and full bath. The oversized primary suite provides a comfortable retreat at day's end. And if you somehow find you need more square footage, there's walk up attic for plenty of storage or ready for adding finished space. Think morning coffee on the private patio, walks with neighbors on the abutting conserved trails, easy sidewalk strolls to Deering Center. And all of this is just minutes from Portland's restaurants, waterfront, arts scene, and everyday amenities.

16 Stoneledge Dr Unit 16, Portland

Listing courtesy of Waypoint Brokers Collective.

$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
$589,000
3 Beds ⋅ 3 Baths
Nestled on a spacious private lot, this distinctive contemporary home offers an exceptional blend of privacy, flexibility, and character. Beautifully landscaped grounds feature mature plantings, attractive stonework, multiple outbuildings, expansive outdoor living areas, and a hot tub that conveys in as-is condition--creating a peaceful setting for relaxing or entertaining. Operational solar panels help improve energy efficiency, while a generator hookup adds convenience and peace of mind. Inside, the open-concept first floor is warm and inviting, showcasing wood flooring throughout the living room, dining area, and spacious kitchen. A first-floor bedroom, full bath with shower, and laundry area provide the convenience of one-level living. The second floor offers a versatile layout with two flexible bonus spaces ideal for a home office, sitting room, hobby area, or guest accommodations. A spacious bathroom features a soaking tub, and one of the bedrooms opens directly onto a private deck, offering a quiet place to unwind. The third floor is home to a bright, airy bedroom surrounded by windows that fill the space with natural light, along with a convenient half bath. With its unique contemporary design, adaptable floor plan, energy-efficient features, and exceptional outdoor amenities, this one-of-a-kind property presents a rare opportunity to enjoy the privacy and natural beauty of Maine living.

238 Brackett Ave, Portland

Listing courtesy of Keller Williams Realty.

$822,589
2 Beds ⋅ 2 Baths
Life Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 2nd floor south facing unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including ensuite bedrooms, private deck and lots of wonderful light. This unit faces the beautiful and protected Baxter Woods. Enjoy the large gathering room and sky deck at your fingertips. Covered parking and storage also included. A well-rounded life begins at the Square!

75 Mcauley Way Unit 205, Portland

Listing courtesy of Gardner Real Estate Group.

$945,000
4 Beds ⋅ 3 Baths
From its commanding position high on the lot, this impressive custom Colonial in Portland's desirable Stroudwater neighborhood offers an exceptional combination of space, convenience, and value. Set on nearly ½ acre with mature landscaping, lovely lawns, and an expansive backyard, the property provides privacy, sunshine, and room to enjoy the outdoors. Built in 2003, the home offers 3,391± SF of thoughtfully designed living space. The first floor features a well-appointed eat-in kitchen with island, abundant cabinetry, and space for casual dining. The kitchen flows seamlessly into the living areas, creating an ideal setting for everyday living and entertaining. A formal dining room, spacious front-to-back living room with fireplace, and convenient half bath complete the main level. The second floor offers 4 bedrooms, 2 full baths, and a dedicated laundry room. The oversized primary suite serves as a true retreat with a large walk-in closet and luxurious private bath. Generously sized secondary bedrooms provide flexibility for family, guests, or home office space. The walkout lower level is partially framed and ready for completion, offering outstanding potential for a family room, fitness area, home theater, guest suite, or additional workspace. A rare 3-car attached garage provides ample room for vehicles, storage, hobbies, and outdoor gear. Nature lovers will appreciate nearby access to the Stroudwater and Fore River trail systems, connecting miles of walking paths and protected natural areas. Located just minutes from downtown Portland, Portland International Jetport, I-295, I-95, shopping, dining, and employment centers, this is an ideal home for commuters, travelers, and anyone seeking substantial square footage in one of Southern Maine's most convenient locations.

58 Tide Mill Rd, Portland

Listing courtesy of Benchmark Real Estate.

$640,000
3 Beds ⋅ 2 Baths
RENOVATED MUNJOY HILL CONDO! GREAT RENTAL HISTORY! A first floor unit with water views and walkable convenience in Portland's vibrant East End. Enjoy breathtaking vistas of Casco Bay from this charming 3 bedroom residence with recent renovations in 2019. It is ideally situated just moments from downtown. Nestled in one of the city's most beloved neighborhoods, this home offers easy access to local cafés, boutiques, the Eastern Promenade, and the waterfront. Whether you're starting your day with sunrise over the bay or strolling to dinner in the Old Port, this location is quintessential Portland living.

13 Atlantic St Unit 1, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,350,000
2 Beds ⋅ 2 Baths
Fabulous lifestyle in the heart of Portland's historic waterfront neighborhood, where residents enjoy a truly walkable lifestyle with acclaimed restaurants, boutiques, museums, and everyday conveniences just steps from home. This stunning sun-drenched corner residence at Hobson's Landing showcases exceptional customization throughout. The open-concept floor plan features a spacious living room with a gas fireplace and adjoining private deck and a beautifully appointed kitchen with premium finishes and thoughtful design. The pristine two-bedroom, two-bath condominium includes an ensuite primary bedroom with a walk-in closet and bath with double vanities and radiant heated floors. Additional highlights include a gracious entry hall, laundry closet, deeded garage parking, and a separate storage space. Residents enjoy an impressive collection of amenities, including expansive outdoor terraces and a club room with a full kitchen, fireplace and deck, as well as a lobby with concierge service, a fitness center, dog wash station, reservable guest suite, work/study space, and access to shared bicycles and a Tesla.

383 Commercial St Unit 300, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
$719,000
3 Baths
A two unit residence defined by light filled interiors, thoughtful layouts, and exceptional access to key Portland destinations. Unit 1 features two bedrooms and one bathroom with hardwood flooring, bright natural light throughout, and a functional, efficient layout. Spacious everyday living areas connect to a warm wood kitchen with ample cabinetry and durable storage. Neutral interior tones and original trim details add character, while large windows and a welcoming porch entrance enhance the sense of openness. Unit 2 spans the second and third floors and includes four bedrooms and two bathrooms. Hardwood flooring continues throughout expansive living areas, including a generous living room framed by large windows. Balcony access extends the living experience outward. The kitchen features warm wood cabinetry, durable low maintenance countertops, and neutral finishes. Abundant natural light and well defined passageways create strong flow between spaces. Property features include separately metered electric and gas systems for each unit, independent water heating systems, and shared basement laundry with washer and dryer. A garage provides excellent storage potential. Positioned across from Seadogs Stadium and directly opposite the Portland Expo Center, the property is minutes from downtown Portland and surrounded by everyday amenities and city conveniences.

240 Park Ave, Portland

Listing courtesy of Maine Real Estate Co.

$1,450,000
6 Beds ⋅ 5 Baths
141 William Street is a stately John Calvin Stevens Greek Revival combining refined period detail with thoughtful modern updates. Spanning over 6,000 sq ft, this 6-bedroom, 4.5-bath residence offers a generous, traditional layout ideal for entertaining or for those who prefer distinct, separate living spaces. A gracious foyer opens to an expansive formal living room anchored by a central fireplace and a stunning dining room with paneled wainscoting and a wood-burning fireplace. A large, well-appointed pantry leads to a magnificent kitchen completely renovated in 2023, featuring custom cabinetry, stone counters, a tasteful tile backsplash with custom mosaic, and a professional-grade Viking appliance package. The kitchen flows to a sunken back family room and private yard, and connects to a back hallway and rear staircase. The second floor houses four generous bedrooms, including the primary suite, linked by a wide, open hallway. The third floor offers two additional bedrooms, an office, a full bath, and a large cedar closet. The finished basement is an entertainer's dream with a full bar, pool-table space, lounge area, plus a dedicated room ideal for a home gym with an infrared sauna. Lovingly maintained, recent improvements include a new roof, new heating system, added heat pumps, significant electrical upgrades and more, an exceptional blend of historic charm and modern comfort. Located just down the street from the new, gorgeous Crewe Center at University of Southern Maine. Also conveniently located about half a mile from Deering Oaks Park where you can find the local farmers market, as well as Fitzpatrick Stadium for the Portland Hearts Of Pine soccer games, Hadlock Field for the Seadogs games and Portland Expo for the Red Claws basketball games!

141 William St, Portland

Listing courtesy of Portside Real Estate Group.

$821,206
2 Beds ⋅ 2 Baths
Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 4th floor park-facing corner unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including the ensuite primary bedroom, spacious 2nd bedroom, private deck and lots of wonderful light. Enjoy the large community gathering room and sky deck on the 5th floor! Covered parking and storage also included. A well-rounded life begins at the Square!

75 Mcauley Way Unit 406, Portland

Listing courtesy of Gardner Real Estate Group.

$769,000
1 Beds ⋅ 1 Baths
Experience waterfront living at its finest in Hobson's Landing, Portland's premier luxury condominium community. This beautifully appointed one-bedroom residence offers sophisticated design, high-end finishes, and effortless single-level living in the heart of the city's vibrant waterfront district. The thoughtfully designed floor plan features an open-concept living space filled with natural light, a chef-inspired kitchen with premium appliances, custom cabinetry, and quartz countertops, and a spacious primary suite with ample storage and a spa-like bath. Floor-to-ceiling windows showcase captivating city and waterfront views while creating a seamless connection between indoor comfort and the beauty of Portland Harbor. Residents of Hobson's Landing enjoy an unparalleled amenity package, including concierge service, fitness center, club room, reservable guest suite, dog wash station, and beautifully landscaped outdoor spaces. Just outside your door, explore Portland's award-winning restaurants, boutiques, marinas, and scenic waterfront trails. Whether you're seeking a year-round residence, a convenient in-town retreat, or a low-maintenance lifestyle, this exceptional home offers luxury, convenience, and the very best of Portland living.

387 Commercial St Unit 432, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com
$485,000
3 Beds ⋅ 3 Baths
Beautifully maintained three-bedroom, two-and-a half-bath townhouse condo tucked away in a peaceful Portland neighborhood.. The main level offers an open-concept layout with a comfortable living area, kitchen with pantry, dining space, and sliding doors leading to a sunny patio. Upstairs, you'll find three spacious bedrooms and two full bathrooms, including a primary suite with a walk-in closet and private en suite bath. Thoughtful upgrades include heat pumps, new appliances, surround sound, EV mitigation system and a ADT security system. Enjoy a quiet, tucked-away setting while still being just minutes from downtown Portland, shopping, dining and the turnpike. A move-in-ready gem in an incredibly convenient location. OPEN HOUSE SATURDAY JULY 18 10-12

15 Jarita Court, Unit 15, Portland

Listing courtesy of Plowman Realty Group.

$499,999
3 Beds ⋅ 3 Baths
Spacious condo on cul du sac. Totally professionally painted! Large bedrooms, primary bedroom w/ bath and walk in closet. Newly renovated kitchen w/ newer cabinetry. This is the last unit in the complex. Private back yard. Easy access to shopping, Riverside Golf course and down town Portland.

46 Jarita Court, Unit 46, Portland

Listing courtesy of RE/MAX Shoreline.

$1,925,000
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.

$1,275,000
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
$2,100,000
10 Baths
7 Huntress Street presents exceptionally well as a professionally managed 10-unit multifamily asset in one of Portland's most desirable in-town locations. Ideally situated near Maine Medical Center, Thompson's Point, downtown Portland, and major transportation routes, the property offers both stable cash flow and long-term investment appeal. Current ownership has made numerous thoughtful capital improvements, including replacement of the original cast iron plumbing with PVC, recent boiler servicing, repairs to the rubber roof, new carpeting in one apartment and in the right-side common hallway, two new ceilings, updated blinds and interior paint, a new bathroom window, and updated appliances including a new stove, refrigerator, and sink in one unit. The property also benefits from two new washers and two new dryers, while six of the apartments now feature modern keyless entry systems. Parking is a significant value add, offering nine total spaces, including four garage bays plus additional off-street parking. Ownership has also identified an opportunity for the next investor to increase revenue through strategic parking rental income, creating additional upside beyond the existing rental stream. Well maintained with a strong history of ownership and meaningful recent updates. A rare opportunity to acquire a turnkey multifamily asset with both immediate stability and future income potential in Portland's thriving rental market

7 Huntress St, Portland

Listing courtesy of RE/MAX Shoreline.

$811,657
2 Beds ⋅ 2 Baths
Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 3rd floor park-facing corner unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including the ensuite primary bedroom, spacious 2nd bedroom, private deck and lots of wonderful light. Enjoy the large community gathering room and sky deck on the 5th floor! Covered parking and storage also included. A well-rounded life begins at the Square!

75 Mcauley Way Unit 306, Portland

Listing courtesy of Gardner Real Estate Group.

$827,000
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.

$825,000
2 Baths
Well situated Woodfords Corner 2 unit building with a double width driveway that comfortably parks 4 cars! This property has been very well-maintained and owner-occupied until early this year. Both units have bamboo wood flooring and granite kitchens plus there is a third floor that lends itself for a possible home office or other potential uses. Very close to the Boulevard and other urban amenities.

115 Woodford St, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,100,000
7 Beds ⋅ 6 Baths
In real estate, it is often said that location is everything. The challenge, of course, is that the best locations were claimed long ago. For most buyers, that means finding a property with potential and transforming it into something special. Here, that work has already been done. Perched in one of Portland's most coveted locations overlooking the Western Promenade, this extraordinary residence combines an irreplaceable setting with over fifteen years of thoughtful renovation and restoration. The result is a seamless blend of historic character and modern comfort, creating a home that honors its past while meeting the needs of contemporary living. Imagine ending your day on the porch, overlooking the park and enjoying spectacular sunsets. Open the windows and doors and allow the ocean breezes to flow throughout the home. There is a feeling here that is difficult to describe and impossible to replicate--a sense of history, craftsmanship, and place that makes this property truly exceptional. Designed to be both grand and comfortable, the versatile floor plan offers spaces that can evolve to fit your lifestyle. The home features five bedrooms with A/C, four and a half baths, a stately library or office, formal living and dining rooms, a chef's kitchen, and a butler's pantry. Every room is enriched by extraordinary architectural details, including black walnut and quarter-sawn oak woodwork, crystal chandeliers, wainscoting, bay windows, hand-painted murals, leaded glass cabinetry, and stunning stained-glass windows. These remarkable materials and finishes were crafted by artisans whose work has stood the test of time. A private entrance and guest quarters on the third floor provide additional flexibility for extended family, guests, or creative living arrangements. Outside, lush gardens, gracious entrances, inviting porches, and seven off-street parking spaces further enhance the property's appeal--an uncommon luxury in this historic neighborhood.

261 Western Promenade, Portland

Listing courtesy of Roxanne York Real Estate.

$799,000
2 Baths
Opportunity, flexibility, and location come together at 850 Washington Avenue, a beautifully renovated two-unit property in one of Portland's most exciting growth corridors. Situated on over half an acre, this turnkey investment features two spacious 2-bedroom units, a detached 2-car garage, abundant off-street parking, and an expansive backyard, an increasingly rare find within the city. Both units have been thoughtfully updated with timeless finishes including white cabinetry, granite countertops, updated appliances, stylish bathrooms, and in-unit laundry. Separate gas and electric meters, along with newer boilers, make ownership and management simple and efficient. Whether you're an investor seeking a strong addition to your portfolio, an owner-occupant looking to offset your mortgage with rental income, or a parent searching for housing near Portland's rapidly growing educational and innovation district, this property offers exceptional versatility. Located just minutes from Downtown Portland, Back Cove, Payson Park, Tipo, Monte's Fine Foods, and countless local amenities, the property also benefits from its proximity to the Roux Institute and the transformative investment occurring throughout the surrounding neighborhood. As Portland continues to emerge as a hub for technology, research, education, and entrepreneurship, demand for housing in this area is expected to remain strong. Live in one unit and rent the other. Add a turnkey asset to your investment portfolio. Secure housing for a student, researcher, or professional while building equity in one of Portland's most desirable markets. With updated interiors, strong rental appeal, a large lot, garage parking, and an unbeatable location, 850 Washington Avenue presents an opportunity that is becoming increasingly difficult to find in Portland. A smart investment today--and an exciting opportunity for tomorrow!

850 Washington Ave, Portland

Listing courtesy of Keller Williams Realty.

$625,000
2 Beds ⋅ 2 Baths
Enjoy the best of Portland living from this beautifully appointed 2-bedroom condominium in an unbeatable location. Centrally located amid acclaimed restaurants, boutique shopping, the Portland Public library, grocery stores, parks and more! This home places the city's vibrant amenities right outside your door. Offering 1,460± square feet of thoughtfully designed living space, the unit features oversized windows that fill the home with natural light, central air conditioning, a gas range, stainless steel appliances, a tiled tub/shower, and exceptional sound insulation for peace and privacy. Additional highlights include a covered parking spot, abundant storage, and access to a shared outdoor courtyard. A rare opportunity to enjoy comfort and convenience in the heart of Portland's Arts district.

15 Brown St Unit 203, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

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