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$799,900
4 Beds ⋅ 3 Baths
Tucked into one of Portland's most desirable and quiet neighborhoods call Pineloch Woods, this North Deering Colonial is ready for its next chapter. For added convenience, the home can be offered fully furnished, via a separate bill of sale. The heart of the home is an open concept layout, anchored by an updated kitchen with granite countertops. The kitchen flows seamlessly into the dining and family rooms. Relax in the living room and enjoy the warmth of a cozy fireplace. The sole owners took pride in this property, with major updates including replaced roof, no maintenance gutter guards, Anderson tilt in windows and a new high efficiency furnace with a transferable warranty. Location is everything with excellent schools within walking distance, plus shopping, restaurants, and entertainment. Interstates are close by. This is the kind of home where memories are made and the your next chapter is ready to begin.

130 Pineloch Dr, Portland

Listing courtesy of Sell Your Home Services. 888-219-3009
$525,000
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.

$1,495,000

677 Forest Ave, Portland

Listing courtesy of F.O. Bailey Real Estate.

$775,000
Opportunity meets flexibility at 26 Adelaide Street. This thoughtfully renovated property offers three finished levels of living space, a generous backyard, and a RARE BONUS: an additional buildable lot included in the sale. This home blends classic character with modern updates including beautiful wood floors, heat pumps for efficient heating and cooling, and flexible living spaces throughout. With three bedrooms and three levels of finished living area, there is room to spread out whether you're looking for a primary residence, investment property, or a live/work opportunity. Outside, the expansive yard provides space to garden, entertain, or simply enjoy a private outdoor setting rarely found in this area of Portland. Two detached garages offer exceptional storage, workshop space, or future possibilities. The true standout is the property's B2 commercial zoning and included second deeded lot. The lot may offer future development potential including an additional single family home, ADU, multifamily development, or other permitted uses within the B2 district. Buyers are encouraged to perform their own due diligence with the City of Portland regarding zoning, density, and permitted uses. Conveniently located within walking distance of the University of New England's Portland campus, local restaurants, parks, and neighborhood amenities, this is a unique opportunity to purchase not just a home, but future potential in one of Portland's most convenient locations.

26 Adelaide St, Portland

Listing courtesy of Waypoint Brokers Collective.

$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. OPEN HOUSE JUNE 20 11-1 PM.

46 Jarita Court, Unit 46, Portland

Listing courtesy of RE/MAX Shoreline.

$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.

$775,000
3 Beds ⋅ 2 Baths
Opportunity meets flexibility at 26 Adelaide Street. This thoughtfully renovated property offers three finished levels of living space, a generous backyard, and a RARE BONUS: an additional buildable lot included in the sale. This home blends classic character with modern updates including beautiful wood floors, heat pumps for efficient heating and cooling, and flexible living spaces throughout. With three bedrooms and three levels of finished living area, there is room to spread out whether you're looking for a primary residence, investment property, or a live/work opportunity. Outside, the expansive yard provides space to garden, entertain, or simply enjoy a private outdoor setting rarely found in this area of Portland. Two detached garages offer exceptional storage, workshop space, or future possibilities. The true standout is the property's B2 commercial zoning and included second deeded lot. The lot may offer future development potential including an additional single family home, ADU, multifamily development, or other permitted uses within the B2 district. Buyers are encouraged to perform their own due diligence with the City of Portland regarding zoning, density, and permitted uses. Conveniently located within walking distance of the University of New England's Portland campus, local restaurants, parks, and neighborhood amenities, this is a unique opportunity to purchase not just a home, but future potential in one of Portland's most convenient locations.

26 Adelaide St, Portland

Listing courtesy of Waypoint Brokers Collective.

$449,900
3 Beds ⋅ 1 Baths
Welcome to 153 Auburn Street! This charming, sun-filled 3-bedroom Cape is nestled in Portland's highly desirable North Deering neighborhood, offering an inviting warmth perfect for everyday comfort. Situated on an expansive lot, the property is surrounded by lush gardens, mature trees, and local wildlife--creating a private oasis that is still just minutes from local schools, shopping, trails, restaurants, and downtown Portland. The flexible floor plan effortlessly adapts to your lifestyle, featuring hardwood, tile, and carpeted flooring throughout. On the main level, enjoy a bright, sunlit living room, a spacious dining room, and a kitchen with ample cabinet storage. This level also hosts a comfortable bedroom, a full bath, and a versatile bonus room perfect for a home office, playroom, or even a 4th bedroom, allowing for easy single-level living. Just off the back, a beautiful sunroom with large windows overlooks a spacious deck and the sprawling backyard. Upstairs, two additional bedrooms offer cozy, private retreats for family or guests. Built in 1947, this home also includes a 2-car garage and a full basement with incredible potential for storage, hobbies, or future finished square footage. A must-see property packed with opportunity!

153 Auburn St, Portland

Listing courtesy of The Collective Real Estate Co.

$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.

$745,000
Rare opportunity to acquire a 0.19± AC development site in Portland's East Bayside neighborhood with immediate access to I-295, downtown Portland, & Munjoy Hill Existing 1,635± SF, steel-constructed former auto repair shop Flexible B-5 (Urban Commercial) Zoning supports a dense mix of commercial, low-impact industrial, & residential uses Site plan approvals in place for a 5,665± SF flex building, while the property could also support up to 40 residential apartment units (confirm with City of Portland)

189 Anderson St, Portland

Listing courtesy of The Boulos Company.

$640,000
3 Beds ⋅ 3 Baths
Beautifully updated North Deering cape with energy-efficiency! Welcome to 31 Samuel Road, a meticulously maintained and thoughtfully updated Cape located in Portland's highly sought-after North Deering neighborhood. Renovated in 2022, this charming 3-bedroom, 3 bath home blends classic character with modern comfort and efficiency. Inside, you'll find over 2,200 square feet of inviting living space featuring hardwood floors, granite countertops, a cozy gas fireplace, and a finished lower-level family room perfect for entertaining, working from home, or relaxing with family and friends. The home's bright and functional layout offers flexibility for today's lifestyle while maintaining a warm, welcoming feel throughout. Recent upgrades include two high-efficiency heat pumps providing both heating and air conditioning, ensuring year-round comfort. Solar panels help significantly reduce energy costs, with the current owners enjoying virtually no electric bills from July through September. A valuable benefit that combines sustainability with long-term savings. Enjoy the large, screened in back porch overlooking a beautifully landscaped private, fenced backyard. Comes complete with a patio and hot tub, ideal for outdoor gatherings or quiet evenings at home. Also featured, an oversized attached two-car garage and spacious breezeway. The property is situated on a generous lot close to shopping, restaurants, schools, parks, and trails. It is a move-in-ready home that is an exceptional opportunity to enjoy comfort, efficiency, and convenience in one of the city's most desirable neighborhoods.

31 Samuel Rd, Portland

Listing courtesy of Century 21 North East.

$539,900
2 Beds ⋅ 2 Baths
This second-floor condo is located at the base of Munjoy Hill and just steps from the vibrant Washington Avenue corridor. Unit #201 at 106 Cumberland offers effortless single-level living in a newly rebuilt 4-unit condominium building. Enjoy easy access to the Eastern Promenade, Bayside breweries, Washington Ave restaurants, and East End shops. Completely renovated from the studs out, this residence features a primary bedroom with an en suite, tiled shower, and walk-in closet, plus a second full bedroom and bath for guests. The open-concept kitchen is ideal for everyday living and entertaining, and includes stainless steel appliances, ample counter space, and cabinetry. The kitchen flows seamlessly into a bright living area highlighted by a bay window and abundant natural light. High-quality Anderson 400 series windows throughout keep traffic noise at a minimum. Additional features include energy-efficient mini-split systems for heat & AC, durable vinyl and tile flooring, in-unit laundry, a deeded parking space, and a dedicated basement storage locker. An exceptional opportunity for low-maintenance living in one of Portland's most desirable neighborhoods.

106 Cumberland Ave Unit 201, Portland

Listing courtesy of Portside Real Estate Group.

$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
$320,000
2 Beds ⋅ 1 Baths
Welcome to 245 Brighton Avenue #2, a bright and beautifully maintained condo in Portland's highly desirable Deering Highlands neighborhood. With over 1,000 square feet of living space, this 2-bedroom, 1-bath home offers the perfect blend of character, comfort, and convenience just minutes from Downtown Portland. Natural light fills the home, highlighting the hardwood floors and thoughtful updates throughout. The spacious living room flows seamlessly into the dining area and kitchen, creating an inviting space for both everyday living and entertaining. Two generously sized bedrooms offer ample closet space, while the bathroom features the convenience of in-unit laundry. A large mudroom provides exceptional storage and organization, with even more storage available in the basement. A true rarity in Portland, this condo includes dedicated off-street parking with space for up to four vehicles. Recent improvements, including a newer boiler, new gas range, and other updates, make this home move-in ready. Enjoy everything that makes Portland one of Maine's most sought-after cities. Conveniently located near the University of Southern Maine, Maine Medical Center, local cafés, restaurants, breweries, parks, and public transportation, you'll also be just minutes from the Old Port, Back Cove, Thompson's Point, and Portland International Jetport. Whether you're looking for a primary residence, a second home, or an investment property with no rental restrictions, 245 Brighton Avenue #2 offers the ideal combination of location, flexibility, and low-maintenance living in one of Portland's most convenient neighborhoods.

245 Brighton Ave Unit 2, Portland

Listing courtesy of Keller Williams Realty.

$549,900
5 Beds ⋅ 3 Baths
If you need room, this is the house. It has 5 bedrooms and 3 bathrooms , including two beds and a bath that make up a private wing on the first floor that would be perfect an in-law suite, at home offices , guest bedrooms, gym, etc. You will fall in love with the recently meticulously renovated kitchen and some of the artistic touches including the multicolored metal roof. Set in a perfect location with driveways and frontage on both Summit and Lambert Street. The garage offers extra storage or a place to keep the car on a cold and snowy nights. The location, near the turnpike, the Old Port, Riverside Golf Course, shopping, and more is ideal. Don't forget the generator, that will keep the lights on when on stormy nights.

517 Summit St, Portland

Listing courtesy of Maine Values Real Estate.

$2,195,000
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.

$1,580,000
7 Baths
Originally constructed in 1894 and recognized by Greater Portland Landmarks as the John Howard Hill House, this well-maintained seven-unit brick investment property combines historic character with modern updates in a prime Portland location near Maine Medical Center, the University of Southern Maine, and downtown Portland. This property offers seven spacious apartments, including one efficiency unit, with strong rental appeal and long-term upside. Recent improvements include two new toilets, four new bathroom vanities, a new sink, a new refrigerator, and a new stove. All units feature keyless entry systems, providing added convenience for tenants and streamlined management for ownership. Solid brick construction contributes to low-maintenance ownership, while the property's desirable location continues to attract tenants seeking proximity to major employers, educational institutions, and Portland's restaurants, shops, and amenities. The property also includes four off-street parking spaces, generating an additional $4,800 in annual income. An opportunity to acquire a historic multifamily asset with strong fundamentals, additional income potential, and a proven location in one of Portland's most established rental corridors

272 State 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.

$869,000
3 Baths
This turn-key classic New England 3-unit is located in one of Portland's most popular, walkable neighborhoods (known as the pocket)! It's a short walk to Baxter Boulevard/Back Cove and the vibrant local dining scene at Woodfords Corner. The property stands out with its rare, expansive, and beautifully level backyard--a perfect private oasis for tenants to garden, entertain, or relax. Highlighted by classic woodwork, original hardwood floors, and oversized bay windows that flood the units with natural light. The building features fully separated utilities, allowing tenants to pay for their own heat and electricity while keeping overhead predictably low for the owner.

20 Sawyer St, Portland

Listing courtesy of Meservier & Associates.

$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.

$660,000
2 Baths
Turnkey duplex built in 2000, positioned at the end of a quiet cul-de-sac. This property consists of two side-by-side, townhouse-style units, making it an excellent opportunity for an owner-occupant looking to live in one side while generating rental income, or a straightforward addition to an investment portfolio. Both units feature a bright 2-bedroom, 1-bathroom layout with consistent natural light throughout the day. The interiors are entirely up to date and require zero immediate cosmetic or mechanical work. Storage and expansion potential are handled by individual full daylight basements under each unit with central bulkhead access. Outside, the 0.49-acre lot offers a deep backyard rare for multi-family properties in this area. Utilities and parking are entirely practical, featuring a wide, paved off-street parking area with ample space for residents and guests. Location is a major driver for tenant demand here: the property is within easy walking distance to the University of New England's Portland Campus for the Health Sciences, including the medical and dental schools delivering high quality tenants to your door!

59-61 Maggie Ln, Portland

Listing courtesy of Coyne Webber Real Estate Associates, LLC. 207-772-4663
$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.

$2,200,000
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! GROUP SHOWINGS TUES/THURS 1-2 PM

850 Washington Ave, Portland

Listing courtesy of Keller Williams Realty.

$489,900
1 Beds ⋅ 1 Baths
Perched atop the historic 1867 Swasey & Co. building, this penthouse condo offers a unique opportunity to enjoy Portland from above. With the largest private deck in the building and sweeping views of the city, harbor, and peeking glimpses of Casco Bay, this is downtown Portland living at its finest. Inside, large windows flood the space with natural light, while cathedral ceilings and exposed beams add warmth and character. The bedroom overlooks Commercial Street, offering a front-row seat to Portland's waterfront activity. Upstairs, the loft provides flexible space for guests, a home office, or a cozy study or music room to unwind. The real highlight is the expansive deck. Whether you're starting your day with a cup of coffee, enjoying the sea breeze, or gathering with friends on a summer evening, this outdoor space is made for relaxing. Located in the heart of the Old Port, you'll be just steps from some of the city's best restaurants, shops, galleries, and waterfront attractions. If you've been looking for a low-maintenance city retreat with character and an unbeatable location, this penthouse is not to be missed.

269 Commercial St Unit 5B, Portland

Listing courtesy of Portside Real Estate Group.

$650,000
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.

$895,000
2 Beds ⋅ 2 Baths
Experience elevated living at 58 Cumberland Avenue, Portland's newest boutique development. Nestled atop Munjoy Hill in Portland's vibrant East End and blending timeless craftsmanship with modern sophistication, each residence offers 2 to 3 bedrooms, 2 bathrooms, and open-concept layouts ranging from 1,000 to nearly 1,500 SF. Expansive Marvin windows, 9-foot ceilings, and wide-plank hickory floors create light-filled interiors with a refined sense of space. Unit 1 enjoys a thoughtfully designed living space ideal for entertaining or unwinding in style. The chef-inspired kitchen showcases exquisite custom cherry cabinetry from Cabico, complemented by Vadara Quartz countertops, an elegant tile backsplash, and high end Cafe Series appliances. Spacious and tranquil bedrooms prioritize comfort and privacy, creating a serene retreat. Luxurious bathrooms boast custom Cabico vanities complete with stylish Kohler fixtures, alongside designer tile showers and flooring sourced from Tilebar creating a truly refined yet functional feel. Each energy-efficient, fully electric unit is equipped with Mitsubishi in-ceiling heat pumps, ERV systems, and premium insulation to ensure year-round comfort. The building also offers heated garage parking with EV charging infrastructure for added convenience. Located just steps from the vibrant Washington Ave corridor and Eastern Promenade, residents enjoy seamless access to top restaurants, local shops, and Portland's picturesque waterfront. Experience luxury, location, and lifestyle redefined at 58 Cumberland. For more information, please visit the development section of Portside's website.

58 Cumberland Ave Unit 1, Portland

Listing courtesy of Portside Real Estate Group.

$653,000
3 Beds ⋅ 3 Baths
Historic West End residences of this caliber rarely become available. Thoughtfully restored and beautifully renovated, this distinctive Italianate home blends timeless architectural character with sophisticated modern updates, creating an exceptional space for both everyday living and entertaining. The main level is designed for gathering, featuring elegant living and dining spaces, beautiful original details, hardwood floors, and a beautifully updated kitchen that honors the home's historic character. The private lower level serves as a dedicated bedroom wing, offering three well-appointed bedrooms and updated baths in a thoughtfully integrated design. Located just moments from the heart of Portland's historic West End, you'll enjoy easy access to neighborhood cafés, restaurants, the Western Promenade, Maine Medical Center, and downtown Portland--all while returning home to a residence that offers uncommon character, craftsmanship, and comfort. For buyers seeking authentic historic architecture, exceptional renovation quality, and an in-town lifestyle, this is a rare opportunity to own one of Portland's truly distinctive homes.

20 Dow St Unit 1, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$899,000
2 Beds ⋅ 2 Baths
Thoughtful design meets the best of downtown living! Verdante's most desirable residences -- a beautifully upgraded two-bedroom, two-bath corner unit with no neighboring units on either side, offering a level of privacy rarely found in condominium living. Soaring 10-foot ceilings and walls of oversized windows flood every room with natural light, while motorized power shades give you effortless control over sun and privacy throughout the day. The open-concept living, dining, and kitchen area is an entertainer's dream. A chef's kitchen anchors the space with quartz countertops, a large island, premium appliances, and a warm subway tile backsplash -- all finished with crisp white shaker cabinetry and black hardware. The living room features a shiplap accent wall with a sleek inset fireplace, and a private balcony just off the dining area extends the living space outdoors. The primary suite is a serene retreat, generous storage, and a spa-caliber en-suite bath with a dual-sink floating vanity, and a glass-enclosed walk-in shower. The second bedroom is equally well-appointed, served by a beautifully finished full bath. Clever built-in storage solutions throughout the unit maximize every square foot. Central air conditioning keeps things comfortable year-round. Parking is handled effortlessly via the building's sophisticated mechanical stacking garage with dedicated bike storage for two-wheel commuters. Verdante's amenity package is equally impressive: a fully equipped fitness center, a stunning rooftop deck with panoramic views of the Portland skyline and church steeples, and great views of the 4th of July Fireworks! A rare perk: a dedicated guest suite available exclusively to unit owners, perfect for visiting family and friends. Step outside and you're already there: the city's best restaurants, coffee shops, the Eastern Promenade, the Old Port, and the East End Beach are all just minutes away on foot. This is Portland living at its most refined.

99 Federal St Unit 209, Portland

Listing courtesy of The Flaherty Group.

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Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.