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$399,900
3 Beds 2 Baths
Opportunity awaits with this classic 3-bedroom, 1.5-bath Portland bungalow offering plenty of character, flexible living space, and the chance to make it your own. With hardwood floors, original details, and generous rooms throughout, this home provides a great foundation for updates and personalization. The first floor offers convenient living options with a bedroom, office, spacious living area with wood stove, and a bright enclosed front porch—an inviting bonus space to enjoy throughout much of the year. Upstairs, you'll find additional bedrooms with plenty of space and storage. Outside, the fenced yard provides room for gardening, pets, entertaining, or creating your own outdoor retreat. With its classic bungalow character and versatile floor plan, this property is a great opportunity for buyers looking to build equity while creating a home that reflects their own style. Conveniently located with easy access to Portland amenities, shopping, restaurants, and major commuter routes, this home combines location, space, and potential at an approachable entry point into the Portland market.

62 Powsland St, Portland

Listing courtesy of Portside Real Estate Group.

$419,000
1 Beds 1 Baths
Located in Portland's historic West End, on a quiet, tree-lined street, this newly renovated one-bedroom condo beautifully blends timeless architectural charm with modern comfort. This first-floor residence features a private entrance and outdoor deck, creating a welcoming space to relax and enjoy the neighborhood. Elegant turn-of-the-century details complement thoughtful updates throughout, while in-unit laundry and off-street parking add everyday convenience. The condo fee includes heat and hot water, offering low-maintenance living with predictable ownership costs. A pet-friendly association makes this home even more appealing. Whether you're looking for your first home, an investment property, or a stylish pied-à-terre, this residence offers an exceptional opportunity in one of Portland's most desirable neighborhoods. Enjoy easy access to acclaimed restaurants, boutique shopping, waterfront attractions, and all the energy and charm of downtown Portland—right outside your door.

140 Pine St Unit 2, Portland

Listing courtesy of Marsden Real Estate.

$1,499,900
5 Baths
A rare opportunity in Portland! Offered for sale for the first time, 94 Pleasant Avenue is a well-maintained four-unit property that blends historic character, spacious living, and strong income potential. The standout first-floor unit offers an impressive three bedrooms and two bathrooms, making it an ideal option for an owner-occupant looking to offset their housing expenses with rental income. Filled with natural light and character, the unit features beautiful hardwood floors, generous living space, separate dining area, a spacious kitchen, and charming architectural details throughout. The property also includes two one-bedroom units and one two-bedroom unit, providing a versatile unit mix that appeals to a broad rental market. Tenants pay their own heat and hot water, helping keep operating expenses manageable for the owner. From the inviting front porch and distinctive period architecture to the rear porches and spacious units, this property offers the character buyers love in Portland multifamily homes. Whether you're looking to owner-occupy, add to an investment portfolio, or secure a four-unit property with excellent income potential, this is an opportunity that doesn't come along often.

94 Pleasant Ave, Portland

Listing courtesy of Portside Real Estate Group.

$875,000
3 Baths
Exceptional 2-unit multi-family in the heart of Portland's Parkside neighborhood! This rare peninsula property is perfect for an owner-occupant or investor, offering highly coveted private outdoor spaces for both units. The 1st-floor unit features 2 bedrooms and steps directly out to an exclusive, private garden oasis—an ideal urban retreat. The upper unit is a sprawling 3-bedroom, 2-level townhouse spanning the 2nd and 3rd floors. Its crowning jewel is a spectacular private rooftop deck boasting views overlooking Back Bay. Enjoy a highly walkable location just moments from Deering Oaks Park, local bakeries, renowned dining, Maine Medical Center and the scenic Back Cove trails. A standout investment where every unit boasts its own private sanctuary!

106 Sherman St, Portland

Listing courtesy of Keller Williams Realty.

$700,000
4 Beds 2 Baths
Offered together, 13 and 15 Montrose Avenue pair a 1910 Colonial with the adjoining 5,000 square foot parcel, roughly a fifth of an acre in all on a quiet residential street. In this area of Portland, an available sizable yard, four bedrooms and a two car garage rarely arrive at the same address. For those who wish to see another home be built on the aforementioned lot, potential exists with proper due diligence. One family has lived here for nearly 50 years, and the period character they preserved is breathtaking. Beautiful trim moldings, original doors and knobs, built-ins and wood floors carry through the house. A three window bay and a fireplace anchor the living room, French doors open to a dining room with its built in china cabinet, and the eat in kitchen holds a sizable table. Room here for large gatherings. Sun-drenched through morning and afternoon, the house hands the evening over to the shade of the tree covered brick patio. Take your coffee to the front porch and watch the neighborhood dogs bring their humans out for fresh air along the sidewalks, amid conversation and laughter. Above, a walk-up attic offers 400+/- unfinished square feet for storage or expanded living space. Below, a generous basement with a utility sink, cold storage and walk-out access to the rear yard. Outside, the side yard has long been the place for fun neighborhood baseball games. Priced for a homeowner to bring their own modern updates. Stevens Avenue carries a student from elementary school through high school and on to a college campus, all on one street, alongside businesses that are a beloved part of this community: Rosemont Market, The Knotted Apron, Woodford Food & Beverage, Pat's Meat Market, The Rambler Coffee & Flowers, Norimoto Bakery, The Crooked Mile, The Quality Shop, Tipo, Local Press and a branch of the Portland Public Library. I-295, I-95 exits 46, 47 and 48, and the Portland Jetport are under 10 minutes away. Bring your vision and make this home yours!

13 & 15 Montrose Ave, Portland

Listing courtesy of Elevate Maine Realty.

$699,000
3 Beds 4 Baths
Exceptional Ocean Ridge townhome perfectly positioned for sweeping easterly views over Casco Bay and its islands. Beautifully upgraded and fashionably reimagined, the Kitchen Cove Design renovation brings on the ''wow'' factor with soft-toned cabinetry and granite, generous center island, comfy banquette dining and premium appliances sparking culinary creativity at every level. The open-concept living space anchored by a cozy gas fireplace in the living room features expansive windows and hardwood floors throughout! Step onto the private sundeck to enjoy gentle ocean breezes, morning coffee or al fresco dining. Organized pantry storage, coat closet and a powder room complete the main floor. The second level boasts two bedrooms with expansive windows drawing your eyes to the water and islands, walk-in closets, hardwood floors and a common full bath - plus a separate laundry area. The private third-floor primary suite features vaulted ceilings, hardwood floors and dramatic views--sunrises to start your day and reflective sunsets to end it. The redesigned spa-inspired bath includes radiant heated flooring, spacious glass/tile step-in shower and generous vanity storage. The fully finished daylight lower level expands your living space with a family room, full bath and direct access to a private patio and well-maintained lawn--ideal for guests, home office, movie night or personal home gym. Enjoy the covered wrap-around porch and the convenience of an attached garage that enters into a tiled mudroom. Major system upgrades include a Heat Pump with 5 Mitsubishi ductless mini-splits for year-round comfort and a Bosch boiler for heat and hot water. This lock-and-leave lifestyle offers low maintenance, high comfort and unbeatable proximity to Portland's vibrant downtown--renowned restaurants, marinas, music and theater venues, professional sports and miles of Portland Trails. A perfect blend of coastal beauty, modern upgrades and effortless living.

50 Ridge Rd Unit 4, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

$785,000
2 Beds 2 Baths
Perched atop Munjoy Hill, offering glimpses of Casco Bay, this updated condo is brimming with bonuses: Roof rights! A garage! Two gorgeous full baths! An airy deck that catches the sea breeze all summer long! This exceptional condo also enjoys in-unit laundry, heat pump heating and cooling, an enormous storage room, plus basement storage. The updated kitchen features an harmonious palette of maple cabinets and golden granite, along with stainless steel appliances. The efficient layout incorporates a breakfast bar. An adjoining dining room makes for easy entertaining, and grants access to a big, tree-top deck. (Grilling is permitted on the deck!) On the south side of the home, a large living room enjoys bright sun all year long. The original dining room adds flex space for a den, playroom, or office. (This home was built as a three-bedroom flat; sellers converted the bedroom nearest the kitchen to a dining room.) A pair of bedrooms offer glimpses of Casco Bay. Two full bathrooms, with custom tile finishes, deliver a level of luxury almost never found in condos with this level of antique character. Off the rear stairway, you'll find another rarity. A very large storage room that could be... Pantry? Palatial walk-in closet? Office or workout space? And then, those deeded roof rights: What will you create up there, with panoramic views of Casco Bay and the city skyline? The grounds include off-street parking, plus the garage, and a modest lawn. Two blocks northeast is the magnificent Eastern Promenade, with its stunning vistas, food trucks, concerts, ball courts, and Portland's extensive trail system. A few minutes' walk west delivers you to the booming Washington Avenue, where restaurants, coffee shops, boutiques, and specialty markets are creating a brand new village center. A 20 minute walk brings you to the Old Port; a 15 minute drive takes you to the airport. The condo association is non-smoking, responsibly operated, and pets are welcome! Pre-inspection available.

61 Montreal St Unit 3, Portland

Listing courtesy of Cottage & Co Real Estate.

$339,900
2 Beds 1 Baths
Welcome to 67 Belfort Street, a 2 bedroom home offering 1,008 square feet of opportunity on a spacious corner lot just minutes from everything Portland has to offer. This is a property for the buyer who sees possibility: a solid home ready for someone to bring their vision (and some sweat equity) to life. Inside, the home is ready for a refresh. New flooring throughout and updated interior finishes will transform the space into something truly your own. Outside, the siding is due for a fresh coat of paint, and the roof will need replacing, giving you the chance to choose finishes that reflect your style from the ground up. What really sets this property apart is the lot. Corner lots like this one are hard to come by, offering extra light, privacy, and flexibility. Wandering through the yard, you'll find the remnants of what was clearly once a carefully curated perennial garden. With a little attention, those beds could bloom again, giving this home a garden worthy of its setting. Location is everything, and 67 Belfort Street delivers. You're just a short drive (or bike ride) from the Old Port, where cobblestone streets lead to some of the best restaurants and breweries in New England. Enjoy easy access to Back Cove for morning runs with water views, the shops and eateries along Congress Street, and quick connections to I-295 for commuters. Portland consistently ranks as one of the best small cities in America for food, arts, and quality of life, and this home puts you right in the middle of it. Whether you're a first time buyer ready to make a home your own, an investor looking for a solid project, or someone who's always wanted a garden of their own, 67 Belfort Street offers a rare chance to put down roots in one of Maine's most beloved cities. Financing must be Cash, Conventional, or a Rehab.

67 Belfort St, Portland

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

$439,000
2 Beds 1 Baths
Welcome to Harborview Flats, located on the edge of the Historic District and perched high above the harbor. Just one block from the waterfront, this elegant contemporary two-bedroom condominium in a fully updated historic brick building features panoramic views of sunrises over Casco Bay and Portland's vibrant working harbor. This fully modernized 12-unit building was restored using eco-friendly materials, resulting in units with exceptional energy efficiency, sophisticated modern styling, and the classic appeal of Portland's historic brick buildings. Includes a deeded off-street parking space, an in-unit washer and dryer, and is situated in proximity to supermarkets and retail stores. Spacious layout with large Victorian-style windows, high ceilings, hardwood and tiled floors, and stylish, energy-efficient Minka Aire ceiling fans. A stone's throw away from Portland's renowned food scene and entertainment, as well as the cobblestoned historic Old Port and scenic waterfront trails.

129 York St Unit 2, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

$545,000
3 Beds 2 Baths
Welcome home to this delightful one-level ranch, ideally located in a walkable Portland neighborhood just minutes from schools, shopping, downtown Portland, and Westbrook. Enjoy the ease of single-story living with 3 bedrooms and 2 full bathrooms, offering comfortable space for everyone. The eat-in kitchen is perfect for casual meals and morning coffee. The finished basement playroom offers fantastic flexibility—easily transformed into a cozy family room, home office, or media space to suit your lifestyle. Step outside to a large backyard, ideal for entertaining, gardening, or simply relaxing in your own private retreat. With great bones and an unbeatable location, this home is ready for your personal touches. Don't miss this opportunity to put down roots in one of Portland's most convenient and connected neighborhoods!

99 Euclid Ave, Portland

Listing courtesy of The Flaherty Group.

$559,900
3 Beds 3 Baths
Thoughtfully designed with simple living in mind, this 3 bedroom, 2.5 bathroom home features an open-concept layout that blends comfort, style, and functionality. The kitchen is the heart of the home, complete with granite countertops, stainless steel appliances, sleek cabinetry, pantry and a large center island perfect for gathering and entertaining. Upstairs, you'll find a large primary suite with a beautifully finished en-suite bath, along with two additional bedrooms, a full guest bathroom, and convenient second-floor laundry. Privacy fence and shrubs recently planted. Situated just minutes from Westbrook's vibrant downtown, local parks, schools, and a quick drive to Portland, this home offers the perfect combination of suburban comfort and city convenience. Don't miss the opportunity to own a brand-new home in one of Southern Maine's most growing communities!

15 Lane Ave, Portland

Listing courtesy of Dan Anderson Real Estate, Inc..

$599,000
3 Beds 1 Baths
Enjoy the best of Portland living from this charming 3-bedroom, 1-bath condominium in the heart of Munjoy Hill. Featuring a classic and functional layout, the home offers a comfortable living room, dedicated dining area, and kitchen with plenty of potential to make it your own. Three bedrooms provide flexibility for guests, a home office, or additional living space. Shared laundry is conveniently located on the first floor, and residents can enjoy shared outdoor deck space—perfect for relaxing during Maine's warmer months. The location is truly the highlight. Situated in one of Portland's most desirable neighborhoods, you'll be just moments from the Eastern Promenade, neighborhood restaurants and cafés, local markets, and everything the East End has to offer. Downtown Portland and the Old Port are also within easy reach. Whether you're looking for a primary residence, Portland getaway, or investment opportunity, this Munjoy Hill condo offers a rare combination of classic character, convenient living, and an incredible location.

43 Cumberland Ave Unit 2, Portland

Listing courtesy of Landmark Realty.

$695,000
3 Beds 2 Baths
There's something special about living in Back Cove, and this bright and welcoming three-bedroom, two-bathroom condo makes it easy to see why. Occupying the entire third floor of the building, the condo offers a wonderful sense of privacy along with plenty of space to settle in and make your own. Natural light fills the unit, creating a warm and airy feeling throughout, while beautiful bamboo floors add warmth and continuity from room to room. The open kitchen, dining, and living area is designed for easy everyday living, with direct access to the balcony just beyond. Surrounded by trees, the condo has a peaceful, treehouse-like feeling that continues from the interior out onto the balcony. Step outside to enjoy your private balcony, an inviting spot for morning coffee, unwinding at the end of the day, or simply taking in the quiet. And then there's the location. Start your morning with a walk along the nearby Back Cove Trail, grab a coffee, pick up groceries, meet friends for dinner at Tipo right next door, or head downtown to enjoy all that Portland has to offer, just minutes away. So much of what you need is right around the corner, while the city remains within easy reach. With in-unit laundry, garage parking, an additional outdoor parking space, and private storage, this condo offers a rare combination of space, privacy, and convenience so close to downtown. If you're looking for a home that feels peaceful and tucked away while keeping you connected to everything that makes Portland such a special place to live, this one is worth a look. Come see for yourself and imagine slow mornings on the balcony, walks around the Cove, and coming home to your own little retreat in the city.

15 Walton St Unit 3, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$560,000
3 Beds 2 Baths
Welcome to this charming three bedroom home in Portland's Riverton neighborhood, featuring a comfortable layout, inviting outdoor spaces, and versatile bonus space. Inside, natural light fills the living and dining areas, highlighting gleaming hardwood floors, wainscoting, and a lovely built in hutch. The well appointed kitchen features granite countertops, a built in breakfast bar and island area, stainless steel appliances, a gas range, double oven, and a glass door providing direct access to the outdoors. The main level is designed for everyday convenience with a first floor bedroom, laundry, and mudroom style entry with sliding glass doors opening to the deck. Upstairs, two spacious bedrooms feature built in drawers and clever storage nooks, while the updated full bathroom features attractive tile finishes and glass shower doors. Step outside to enjoy a generous back deck overlooking the level, fully fenced 0.37 acre yard, framed by mature trees and complete with a garden shed and stone pathway. A detached heated two car garage adds even more flexibility with approximately 480 square feet of finished space above, ideal for a home office, gym, studio, or potential ADU. Multi zone natural gas heating and mini split heat pumps provide flexible year round comfort with heating and cooling options. Located on a desirable street in Riverton, this property combines character, functionality, and abundant space both inside and out.

55 Aldworth St, Portland

Listing courtesy of Redfin Corporation.

$1,325,000
3 Beds 3 Baths
Welcome to the Bay House! Set in one of Portland's most walkable neighborhoods, this 3-bedroom, 2.5-bath condo strikes that rare balance between timeless character and easy modern living. Step inside to an open, light-filled layout built for entertaining - high ceilings, high-end lighting, and custom window shutters throughout give the whole space a polished, pulled-together feel. The kitchen is as functional as it is beautiful, and the primary suite doesn't disappoint: a spacious en-suite bath plus a walk-in California closet you'll actually enjoy using. Two more bedrooms give you flexibility for guests, family, or a home office. You'll also love the private deck overlooking the courtyard - a perfect spot for morning coffee or evening wind-down. Below, a gated courtyard with lush greenspace offers a rare bit of quiet amid the city, ideal for soaking up that coastal breeze. The building's common areas have just been refreshed with new carpet, fresh paint, and artwork, so everything feels current from the moment you walk in. And then there's the parking - two deeded garage spaces which is about as hard to come by as it gets in the Old Port. Owners also have a dedicated storage unit off the garage and space for bike parking and kayak storage. All of this sits steps from the city's best restaurants, boutiques, and waterfront views. Whether you're looking for a full-time home or a luxury coastal escape, this one needs to be seen in person to really understand.

15 Middle St Unit 308, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$2,000,000
4 Baths
Prime Commercial Opportunity with Additional Multifamily Building & Ample Parking! Discover a versatile commercial property offering two buildings, multiple income possibilities, and a huge paved parking lot—all situated on one completely fenced-in lot. The 1999 commercial building features durable metal siding, metal roofing, and block-face construction, along with two separate 1st floor level of storefront/retail space, providing flexibility for a variety of business uses. A one-car attached garage adds valuable storage or workspace, while the expansive paved lot offers plenty of parking for customers, employees, tenants, or multiple businesses. Also included is a detached three-unit building constructed in 1980, featuring vinyl siding, vinyl trim, and gutters. The building consists of a three-bedroom, two-bath main residence, a one-bedroom first-floor apartment, and a two-bedroom second-floor apartment, along with a one-car garage. This additional building offers excellent potential for rental income, owner occupancy, office space, or future redevelopment opportunities. Both buildings are being sold together, as-is, and as one parcel. The three-unit building will require interior work, providing an opportunity for a new owner to renovate and customize the space to meet their needs. The entire property is completely fenced, providing added security and clearly defined boundaries. With substantial paved parking, multiple commercial spaces, an attached garage, a separate multifamily building, and numerous potential uses, this is an opportunity worth exploring. Commercial, investment, owner-user, and redevelopment potential all in one property!

829 Forest Ave, Portland

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

$649,900
3 Beds 3 Baths
Sunny and spacious condo conveniently located a short drive from Downtown Portland. This end unit in the highly desirable Radcliffe Glen Condo Association is located in a residential area abutting Portland Trails. First floor living includes kitchen with island counter, dining area, large living room with private deck off off the back and gas fireplace, laundry area, along with primary bedroom with ensuite bath, guest bedroom, and an additional full bath. The second story has a sitting area along with another bedroom with en suite bath, high ceilings, large double closest and additional storage space. Floors are hardwood throughout, aside from the tiled bathrooms. This pristine condo also has a huge full basement and a two car attached garage. New roof was put on late last year. Come see this wonderful condo!

33 Feeney Way Unit 23, Portland

Listing courtesy of Keller Williams Realty. 207-671-9986

$989,000
4 Baths
Tucked into Portland's Pleasant Street neighborhood, 11 South Street is perfectly poised for an owner-occupier. This handsome brick three-unit building offers a newly renovated and vacant first-floor (2BR) unit that has been thoughtfully updated top to bottom - featuring a brand-new kitchen with all-new appliances, an updated bath, new wood floors and fresh interior paint throughout. The two-story top unit (2BR) boasts sweeping city views from its private deck along with a fireplace and wide pine floors. A 1-bedroom garden unit on the lower level rounds out the building. Historic character shines throughout — original brick, fireplaces, and pine floors you can't replicate today. Ample on-site tandem parking and an outbuilding for additional storage. Commercial zoning adds valuable flexibility for a live/work setup or future use. Steps from Downtown and neighborhood favorites Artemesia, Bread & Friends and Yosaku, this location can't be beat. A true must-see for owner-occupants, investors and business owners alike.

11 South St, Portland

Listing courtesy of Keller Williams Realty.

$325,000
3 Beds 2 Baths
The last available 3-bedroom at Dougherty Commons -- Portland homeownership priced for real budgets. This two-level, 1.5-bath condo offers approx. 1,093 sq ft across two floors: an open kitchen/living/dining level below and three comfortable bedrooms above. Finishes include luxury vinyl plank flooring, Merillat maple cabinetry, GE Energy Star stainless appliances, and high-performance Harvey windows. All-electric systems -- LG heat pumps for heating and cooling plus ERV fresh-air ventilation -- earn DOE Zero Energy Ready certification with a HERS rating of 34-42, keeping monthly electric bills (heat included) remarkably low. Sprinklered throughout; precision modular construction built at the KBS factory in Poland, Maine and finished on site. A modest monthly condo fee covers water/sewer, trash, grounds care, master insurance, and reserves. Free street parking on Douglass and St James Streets; optional lot space available. Steps from Dougherty Fields -- playground, outdoor pool, skate park, and ballfields -- with Metro bus lines 1, 4, 5, 7 and 9 and the Portland Transportation Center (Amtrak Downeaster) a short walk away. This home is income-restricted: total household income must be at or below the Area Median Income limit at purchase, and the program requires a household of three or more members. Owner-occupancy required; no asset limit; the income test applies at time of purchase only. Resale price grows with AMI, so owners build real equity while the home stays affordable for the next family. Buyers may qualify for MaineHousing Advantage and First Generation assistance programs plus FHLB grants -- some past buyers have reached the closing table with very little cash -- and MaineHousing loans are exempt from Maine real estate transfer tax. Nearly all of Phase 2 is already owner-occupied. Eligibility sheet and project lender list available -- come see this rare Portland opportunity.

65 Dougherty Ct Unit 203, Portland

Listing courtesy of Keller Williams Realty.

$475,000
3 Beds 1 Baths
Charming 1920s home offering timeless character and thoughtful updates in a fantastic Portland location. Featuring three bedrooms and one full bath, the home showcases beautiful wood floors and classic details throughout. The newly finished second-floor bedroom provides a versatile private retreat, office, or guest space. Outside, a private backyard with established garden beds adds to the home's curb appeal and creates a lovely setting for gardening and outdoor enjoyment. Just a short walk to Payson Park and approximately five minutes to the East End, Woodford Center, and Back Cove, this home offers the perfect blend of neighborhood charm and convenient access to some of Portland's most popular destinations. This home has been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

691 Washington Ave, Portland

Listing courtesy of Keller Williams Realty.

$400,000
3 Beds 1 Baths
Rare B-1 zoning in Portland's East End -- and the hard part is already done. 187 Congress Street is an 1850 brick home on Munjoy Hill taken down to the studs: framing, systems, and the full stone-foundation basement are open and inspectable today, so a contractor can walk the actual structure and price the project up front. The B-1 Neighborhood Business Zone permits what the surrounding residential blocks cannot: two- to four-family and multi-family dwellings, live/work homes, professional offices, child care, retail, cafe/restaurant space, even a bed & breakfast -- with vertical mixed-use (business below, homes above) expressly encouraged. The house sits well back from the street behind an open front yard with an existing curb cut, and B-1's build-to standards invite new construction right at the sidewalk. Better still, the parcel lies outside the Munjoy Hill Historic District -- no Historic Preservation design review; projects proceed through standard permitting. All concepts are subject to City approvals and applicable requirements; verify all details with the City of Portland. Then there is the location: three blocks from the Portland Observatory, an easy stroll to the Eastern Promenade, and steps from the restaurants, groceries, and neighborhood businesses that make the Hill one of Maine's most walkable, sought-after addresses -- while staying convenient to downtown and the entire peninsula. Investor, developer, owner-occupant, or entrepreneur: restore it as a remarkable live/work home, rebuild it as multi-unit housing, or bring a storefront-plus-residences vision to the only parcel on these blocks where that is legal. A Vision Guide detailing six development concepts and the diligence behind each is available upon request. Opportunities with this combination of zoning, condition, and location don't come along every day.

187 Congress St, Portland

Listing courtesy of Keller Williams Realty.

$339,000
1 Beds 1 Baths
Impeccably kept 1BR/1BA in the heart of the Old Port! This 469 SF condo maximizes every inch with smart design. Entry foyer with stairs to main living level - the elevated layout creates ~469 SF of storage underneath (4' clearance) for bikes, bins & seasonal gear, also 4x10 storage in the basement. Open-concept living/kitchen flows to the ensuite bedroom via a rolling barn door. Kitchen features soft-close drawers throughout, specific lighting, bright sunshine all day & black-out/insulated full drapes. Security cameras & call-in or remote entry. Coin laundry on site plus abundant storage options. Walk to Portland's best restaurants, shops & waterfront. Low-maintenance living in an unbeatable walkable address! See Broker Bay for showing details.

99 Silver St Unit 2-11, Portland

Listing courtesy of Century 21 North East.

$359,900
2 Beds 2 Baths
Welcome home to this beautifully maintained end-unit townhouse, offering the perfect blend of comfort, convenience, and low-maintenance living. Featuring two bedrooms, one and a half baths, and a versatile finished loft, this home provides flexible space for a home office, guest room, or cozy retreat. Enjoy the efficiency of natural gas heat, the added privacy and light of an end-unit location, and a full unfinished basement offering ample storage or future expansion potential. Ideally situated in Portland's desirable Forest Avenue area, you're just minutes from shopping, restaurants, parks, downtown Portland, and all the amenities that make this vibrant coastal city one of Maine's most sought-after places to live. Whether you're looking for your next home or an investment opportunity, this townhouse offers an exceptional combination of location, functionality, and value. Unit is vacant and move-in ready!

1326 Forest Ave Unit 12, Portland

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

$645,000
1 Beds 1 Baths
Portland's working waterfront becomes part of the view from this distinctive top-floor residence at Chandler's Wharf. Vaulted ceilings, multiple skylights, and a signature circular window give the interior an airy architectural presence. The expansive living area captures broad views over the harbor, Casco Bay, and the rooftops of downtown Portland, creating a remarkable backdrop that changes throughout the day. A well appointed kitchen is adjacent to the main living space, and the private bedroom suite includes the home's full bath and a walk-in closet. Located within Portland's gated waterfront community, the residence offers elevator access and a designated space in the secure garage. Step outside and Commercial Street, acclaimed restaurants, galleries, shops, ferries, and the Old Port are all close at hand. An inviting city getaway in a location that places the energy and character of Portland's waterfront just beyond your door.

716 Chandlers Wharf, Unit 716, Portland

Listing courtesy of RE/MAX By The Bay.

$2,099,000
4 Beds 5 Baths
The final residence in this collection of just four historically inspired townhomes is now available. With the other three units already spoken for, this is your last opportunity to own a thoughtfully designed, low-maintenance home in Portland's coveted West End. South-facing and filled with natural light, this sophisticated new-construction residence pairs timeless architecture with modern efficiency in one of Portland's most historic and walkable neighborhoods. Offering the comfort and functionality of a single-family home without the upkeep, it delivers an exceptional lifestyle that's increasingly difficult to find. The spacious open-concept main level seamlessly connects the kitchen, dining, and living areas, extending to a generous 200-square-foot deck for effortless indoor-outdoor entertaining. The fully finished lower level provides valuable additional living space, ideal for a media room, fitness area, home office, or guest suite. Designed with flexibility in mind, the home offers two potential primary suites, allowing owners to tailor the layout to their lifestyle. Multiple private outdoor spaces--including an upper-level deck perfect for morning coffee and a rooftop deck with panoramic West End views and glimpses of Back Cove--provide inviting places to relax throughout the day. A private two-car garage offers direct access to the home and is paired with elevator-ready construction, providing flexibility for future accessibility and comfortable long-term living. High-performance features, including heat pumps throughout, an ERV fresh-air ventilation system, and EV charger-ready garage parking, provide year-round comfort and energy-efficient living. Move-in ready and beautifully finished, this is the last opportunity to own one of only four newly constructed townhomes in Portland's historic West End--a rare offering in one of the city's most sought-after neighborhoods.

55 Carleton St Unit A, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com

$729,000
4 Beds 2 Baths
Welcome to 27 Berkeley Street, a classic Portland home in desirable Deering Center with four bedrooms, thoughtful updates, an attached garage, and a private backyard with an in-ground pool. Inside, hardwood floors and original character are complemented by modern improvements. The main level features a comfortable living room centered around a traditional brick fireplace, a dining area, and an updated kitchen with soft green cabinetry, stainless steel appliances, farmhouse-style sink, open shelving, and contemporary finishes. Upstairs are four bedrooms with hardwood floors and abundant natural light, along with a refreshed full bathroom featuring a new shower, stone-topped vanity, and modern fixtures. A large walk-up attic adds exceptional storage and is one of the home's most distinctive features, with wood flooring, exposed framing, and a central brick chimney. The space may also offer possibilities for future improvements, subject to applicable permits and approvals. Outside, the fenced backyard creates a private retreat with an in-ground swimming pool, patio, and space for entertaining, gardening, or simply enjoying Maine summers. An attached garage and driveway provide additional everyday convenience. Recent improvements include new roof shingles, an updated kitchen, and an updated bathroom. Located in an established Deering Center neighborhood, 27 Berkeley Street is a hard-to-find combination of character, flexible space, outdoor living, and Portland convenience. Private showings available by appointment. Seller is licensed in Maine real estate.

27 Berkeley St, Portland

Listing courtesy of Keller Williams Realty.

$609,000
3 Beds 2 Baths
Welcome to this beautifully updated 3-bedroom, 2-bath, virtually maintenance free home nestled between Portland's Deering and Nason's Corner neighborhoods. Thoughtfully maintained with extensive updates inside and out, this charming property offers the perfect blend of classic character and modern peace of mind, all in a peaceful setting. From the moment you arrive, you'll appreciate the well-landscaped yard, newer driveway (2023), and updated walkway that create outstanding curb appeal. The backyard is private, fully fenced in and the composite deck will keep it maintenance free. Step inside to discover beautifully refinished hardwood floors, an updated first-floor bathroom, and a bright, inviting layout. The enclosed porch features new flooring and new windows, providing the perfect spot to relax. The extensive list of recent improvements means you can move in with confidence. Major updates include a new roof, new gutters with leaf covers, new first-floor windows with newer windows upstairs, all new kitchen appliances, and a high-efficiency Buderus furnace installed in 2024, along with a new hot water heater and oil tank. The professionally sealed, dry basement offers added peace of mind. No moisture concerns here. See disclosures for full list! Every detail has been thoughtfully addressed, making this home truly move-in ready. Conveniently located near local shops, restaurants, parks, schools, and downtown Portland, this exceptional home combines comfort, quality, and convenience, in a quiet, peaceful neighborhood. With so many updates already completed, all that's left to do is move in and enjoy!

56 Four Winds Rd, Portland

Listing courtesy of River's Edge Realty LLC.

$2,943,000
3 Beds 3 Baths
LIVE ELEVATED AT 246 EASTERN PROMENADE Only 6 Residences Remain. Completion Spring 2027. Perched above Casco Bay on the grassy sweep of the Eastern Promenade, this collection of just 13 architecturally striking condominiums marks the first residential development on this iconic stretch of Portland's East End in over 50 years. Each residence is thoughtfully designed for those who appreciate timeless elegance, elevated craftsmanship, and a genuine connection to place. This 2,514 sq ft main-level residence offers effortless, single-floor living with direct entrance into the building and a private patio that opens onto the Promenade's network of paths - perfect for leashed dog walks, morning coffee, or unwinding after work. Inside, an open-concept living area centers on a fireplace and wet bar, ideal for quiet nights in or entertaining guests. Two ensuite bedrooms provide privacy and flexibility, while a versatile den/third bedroom adapts easily to a home office, guest room, or media space. Floor-to-ceiling windows and 9-10 ft ceilings fill the home with natural light and views toward Casco Bay. Custom-built kitchen and bath cabinetry by Pond Cove Millworks, and with construction still underway, there's still time to personalize select finishes. Nichiha architectural fiber cement siding, energy-efficient Pella windows, and top-tier HVAC systems ensure comfort year -round, complemented by garage parking, a private climate-controlled storage room, dedicated bike storage, a mail room, and elevator access throughout the building. Steps from the East End beach, the Eastern Trail, the Portland Observatory, Allen Park Gazebo and just a short stroll to the restaurants, cafés, galleries, and the energy of the Old Port. 246 Eastern Promenade offers a rare blend of coastal serenity and vibrant city living. Hard hat tours are now available. Reach out today for floor plans, detailed specs, and to schedule your visit.

246 Eastern Promenade Unit 101, Portland

Listing courtesy of The Flaherty Group.

$699,999
4 Beds 4 Baths
OPEN HOUSE - Saturday, September 19th - 10am - 12pm Sunday, September 20th - 10am - 12pm Welcome to 64 Tarbell Ave! 64 Tarbell Ave in Portland, Maine, includes four bedrooms, three and a half bathrooms, over 2,500 square feet of living space, and three garage spaces. Situated on an expansive 0.77-acre lot, this home features major recent updates including a new roof, fresh paint throughout, refinished hardwood paired with new flooring, updated sink and vanity fixtures, a brand-new water heater, brand-new 2026 heat pumps, and an upgraded 200 AMP electrical service. The light-filled interior is highlighted by soaring vaulted ceilings, exposed wood beams, skylights, a gourmet kitchen with granite countertops and stainless steel appliances, and a level yard with patio space. Tucked away in a peaceful neighborhood setting, this property pairs serene suburban living with unbeatable access to everything in town. The impressive 0.77-acre grounds provide rare outdoor space and privacy right in the city, while placing you just minutes from the vibrant amenities along Forest Avenue, local schools, shopping centers, and downtown Portland.

64 Tarbell Ave, Portland

Listing courtesy of Realty ONE Group Next Level.

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