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$499,000
2 Beds 1 Baths
Welcome to 75 Pennell Avenue, a beautifully maintained 2-bedroom, 1-bath cape located in Portland's sought-after North Deering neighborhood. Sun-filled and move-in ready, this home blends classic charm with thoughtful updates throughout. Both bedrooms are generously sized, offering flexible space for a home office, guest room, or growing family. The bathroom has been newly remodeled with clean, modern finishes. Step outside to a fenced-in yard and expansive deck -- perfect for entertaining, gardening, or simply relaxing outdoors. Thoughtful landscaping adds curb appeal and a peaceful, private feel to the outdoor living space. Don't miss this opportunity to own a lovingly cared-for Cape in one of North Deering's most desirable pockets. Schedule your showing today!

75 Pennell Ave, Portland

Listing courtesy of Elevate Maine Realty.

$959,000
3 Beds 3 Baths
Nestled in one of Portland's most sought-after neighborhoods, this beautifully maintained home offers the perfect balance of privacy, convenience, and access to the outdoors. Ideally located just one mile from the Northeastern University Roux Institute and minutes from downtown Portland and Falmouth, the neighborhood features more than 10 acres of HOA common land with scenic walking trails connecting directly to Quarry Run Dog Park. Offering 2,765± square feet of finished living space, the home's gently sloping lot fills the finished lower level with abundant natural light, creating bright, welcoming spaces that feel connected to the outdoors. Radiant heated floors throughout the home--including the lower level and garage--provide exceptional comfort in every season. Inside, wood floors extend throughout the home, while the spacious primary suite features a walk-in closet and a beautifully renovated en-suite bath (2023). Lovingly maintained by only its second owner, the home reflects years of meticulous care. A newer roof, installed in 2021, adds lasting value and peace of mind. The private backyard is a true sanctuary, featuring mature perennial gardens, raised vegetable beds, an irrigation system, and an invisible fence for dogs. Whether you're gardening, entertaining, or simply unwinding, the peaceful setting offers exceptional privacy. *Some listing photos have been virtually enhanced to illustrate the home's potential. Enhancements include digital furniture removal and virtual furnishings.

132 Pheasant Hill Dr, Portland

Listing courtesy of Portside Real Estate Group.

$655,000
3 Beds 3 Baths
Nestled in Portland's Stroudwater neighborhood on a quiet cul-de-sac, this inviting 3 to 4-bedroom, 2.5-bath offers spacious living in a desirable location. Ideally located just moments from the Portland Trails system, you'll enjoy easy access to miles of scenic walking, running, and biking trails while remaining just minutes from downtown Portland. Inside, a bright and sun-filled living room welcomes you with abundant natural light and a cozy wood-burning fireplace, creating the perfect space to relax or gather with family and friends. The thoughtfully designed layout includes a first-floor primary suite with an en suite bath, offering the ease of single-level living. Additional highlights include a glassed-in sunroom with sliding doors to the backyard, full basement with expansive storage, a two-car garage, generator and plenty of room for family, guests, or a home office. Set in one of Portland's most established neighborhoods, this home offers a wonderful balance of peaceful surroundings, outdoor recreation, and convenient access to shopping, dining, and everything the city has to offer.

51 Old Mast Rd, Portland

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

$649,000
4 Beds 3 Baths
Stately and full of character, this beautiful Victorian greets you with a sweeping covered porch and historic charm that runs throughout. Full of timeless details -- antique trim work, high ceilings, and a classic fireplace -- this 4-bedroom, 2.5-bathroom home is a rare find. The first floor welcomes you with a kitchen with peninsula, a dining room with charming built-ins, and a spacious living room. Head upstairs to find three bedrooms on the second floor, including a standout suite complete with a large walk-in closet or bonus space, an en suite bathroom, and a private four-season porch. The third floor delivers a fourth bedroom with its own en suite bathroom and a private attached balcony, equally well-suited as a home office, gym, or creative studio. With a floor plan that evolves as your needs do, this home grows with you. Outside, the back deck overlooks a fully fenced yard full of whimsy and plenty of room to garden, entertain, and unwind. Additional highlights include a brand new roof, a Viessmann heating system, and an oversized garage with space for a car plus room for storage, hobbies, and more. This is a home with soul, history, and endless possibility. Don't let it pass you by. Open Houses Saturday 7/18 from 10:30-12:00 & Sunday 7/19 from 10:00-11:00.

141 Allen Ave, Portland

Listing courtesy of Portside Real Estate Group.

$349,000
1 Beds 1 Baths
Enjoy top-floor living in this spacious 1-bedroom, 1-bath condominium in Portland's desirable Deering/Rosemont neighborhood. Offering approximately 1,075 square feet, this inviting home is much larger than the typical one-bedroom and features warm pine floors, distinctive vaulted ceilings, a comfortable living area, and a skylight that brings natural light into the kitchen. The generous and flexible layout provides room for dining, a home office, or an additional sitting area. Average heat and hot water bill for 2026 is $110 per month. Private in-unit laundry adds everyday convenience, while loft storage and a dedicated basement storage locker provide valuable additional space. The unit includes one deeded off-street parking space and is EV-ready, with conduit already in place for the future installation of a charging station. Residents can enjoy a large shared fenced backyard with a patio, fire pit, grill area, and plenty of room for relaxing, gardening, and entertaining. This is a pet-friendly association. Rentals of six months and longer are permitted. Recent building improvements, including a roof completed in 2023. Conveniently located near Rosemont Market, local restaurants, UNE, USM, Maine Medical Center, Northern Light Mercy Hospital, and Deering High School, with easy access to downtown Portland and I-295. Outdoor enthusiasts will appreciate nearby Evergreen Woods, offering approximately four miles of trails. A wonderful opportunity to own a generously sized top-floor condominium with deeded parking, private laundry, excellent storage, shared outdoor space, and EV-ready convenience in a well-established Portland neighborhood. Some photographs have been virtually staged to demonstrate possible furniture placement. Seller is willing to give concessions to Buyer at closing

280 Concord St W Unit 3, Portland

Listing courtesy of www.HomeZu.com. 877-249-5478

$575,000
2 Beds 2 Baths
Exceptional value on Munjoy Hill with this bright, well maintained two bedroom, two bath condo offering sweeping views of Casco Bay and effortless Portland living. Conveniently located on the first floor offering an open floor plan with hardwood and tile flooring, generous in unit storage, and a private primary suite. Located in the secure, elevator and ramp accessible Portland House, residents benefit from heated garage parking, concierge services, onsite gym, community room with lending library, and a beautifully kept outdoor patio with seating overlooking the bay. Most utilities included in HOA fee, including heat, hot water, water/sewer, cable and internet, making ownership simple and predictable. Just steps from the Eastern Promenade, you'll have immediate access to over 70 acres of green space, the Eastern Prom Trail, Fort Allen Park, tennis and pickleball courts, East End Beach, food trucks, and Portland's iconic waterfront. The building's lobby and community spaces have been recently renovated creating a welcoming feel. Residents also enjoy access to the rooftop 'Red Carpet' area for spectacular views of fireworks, cruise ships, and the harbor. A rare opportunity to enjoy convenience, amenities, and one of Portland's most coveted locations.

45 Eastern Promenade Unit 1C, Portland

Listing courtesy of Portside Real Estate Group.

$349,900
1 Beds 1 Baths
Experience effortless city living in the heart of Portland's peaceful historic West End. Situated conveniently on the first floor, this refined residence features beautiful bay windows that flood the home with brilliant, southern light. Fully renovated for optimal comfort and energy efficiency, this turn-key condo allows you to skip the headaches of historic renovations. Enjoy contemporary city convenience at its best with access to Portland's most beloved spots. Whether you want to get coffee and fresh produce at the local Rosemont Market, take a sunset stroll along the Historic Western Promenade, or enjoy Portland's premier dining scene, it is all close by. Premium Finishes- Kitchen & Bath: High-gloss cabinetry, quartz countertops, premium Summit and Blomberg appliances, and a sleek modern bathroom with a custom tile enclosure and frameless glass door. Flooring & Lighting: Tall ceilings, gleaming maple hardwood floors, and high-efficiency windows that bathe the space in light. Eco-Efficient Infrastructure- Climate Control & Utilities: High-performance mini-split heat pump provides whisper-quiet heating and crisp summer AC and a brand new Bradford White heat pump water heater, both designed to dramatically slash monthly utility expenses. Amenities & Investments- Parking & Storage: Includes a highly valuable deeded off-street parking space for one vehicle directly behind the building, a basement storage unit, and private, dedicated laundry machines exclusive to this unit. Association Quality: Supported by an engaged, proactive association with a proven track record of completing major building maintenance projects. Flexibility: The building is pet-friendly and has a 30-day minimum rental policy. It has been an incredibly versatile investment, performing as a year-round residence, long or mid-term executive rental, pied-à-terre, and a rejuvenating oasis.

289 Spring St Unit 1, Portland

Listing courtesy of homecoin.com.

$419,000
2 Beds 1 Baths
Welcome home to this inviting two bedroom, one bath condominium in the heart of Portland's vibrant Arts District. Ideally situated on the second floor, #25 offers the ease of one flight stair access along with the convenience of the building's beautiful elevator. Best of all, the windows overlook the tranquil courtyard gardens rather than the street, creating a surprisingly peaceful setting in the heart of the city. Thoughtfully designed, the floor plan makes excellent use of every room, with the two bedrooms positioned on opposite sides of the condo for added privacy and flexibility. Whether you're welcoming guests, sharing the home with a roommate, or creating a dedicated home office, the layout offers versatility that is hard to find. The home feels spacious and comfortable without sacrificing the charm and character that make this historic building so special. Natural light is one of #25's standout features. The living room and both bedrooms enjoy beautiful morning sunshine during the winter months, while afternoon light fills the kitchen and second bedroom. With courtyard views from every window, the home feels bright, warm, and wonderfully removed from the activity of High Street. Outside, beautifully maintained gardens provide a peaceful place to enjoy the changing seasons, while the best of Portland is just steps away. Restaurants, galleries, shops, entertainment, and the city's vibrant Arts District are all within easy reach. Bright, private, thoughtfully laid out, and wonderfully located, #25 offers the best of historic Portland living with a floor plan designed for the way people live today.

180 High St Unit 25, Portland

Listing courtesy of Portside Real Estate Group.

$399,900
3 Beds 1 Baths
Welcome to 32 Taft Avenue, where comfort, convenience, and thoughtful updates come together in one of Portland's most accessible neighborhoods! This charming 3-bedroom, 1-bath home is perfectly situated just a chip and a putt from the Pine Tree Shopping Center, making everyday errands a breeze with grocery shopping, banking, fitness centers, restaurants, and more all just up the street. Step inside to discover a spacious living room filled with natural light from the large picture window, creating a warm and inviting space for relaxing or entertaining. Outside, you'll love the oversized side yard and a backyard featuring a spectacular stone patio--an ideal setting for summer barbecues, morning coffee, or evenings spent with family and friends. This home has numerous recent improvements, including a new boiler, front door, and attic insulation (2025), new windows, gutters, and awnings (2024), and a new roof (2021), giving you peace of mind for years to come. Commuters and adventurers alike will appreciate the unbeatable location with quick access to I-295, I-95, the Portland International Jetport, downtown Portland, and everything the city has to offer. Whether you're purchasing your first home, looking to downsize, or simply seeking a move-in-ready property in a fantastic location, 32 Taft Avenue is ready to welcome you home! 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.

32 Taft Ave, Portland

Listing courtesy of Keller Williams Realty.

$2,250,000
5 Baths
Mixed-use investment opportunity in Portland's desirable East End, an area that continues to see strong growth and investment. This four-unit property features three residential apartments and one commercial space, offering a combination of strong rental income, flexibility, and long-term value. The residential units include a completely renovated 2-bedroom, 1-bathroom apartment with a bonus room, a 2-bedroom, 1-bathroom apartment, and a renovated 3-bedroom, 2-bathroom apartment. Extensive capital improvements include a new roof (2023), new siding, new windows, three new heat pumps, updated plumbing and electrical systems, renovated kitchens and bathrooms, and substantial improvements to the commercial space. The commercial unit offers a versatile blank canvas with several approved uses, including food & beverage, office, retail, and more, with a renovated shell ready for customization. This flexible commercial component offers an opportunity to tailor the space to a variety of uses while complementing the property's existing residential income. Steps from the Roux Institute, Eastern Promenade, East End Beach, the Old Port, Portland's waterfront, and countless restaurants, breweries, coffee shops, and local retail shops. This is a rare opportunity to acquire a well-improved mixed-use asset in a growing Portland neighborhood with strong fundamentals and continued upside. Showings by appointment only. Please allow a minimum of 48 hours' notice. Please see the attached list of capital improvements for a summary of recent renovations and upgrades.

69 Newbury St, Portland

Listing courtesy of Harborview Properties, Inc..

$539,000
2 Beds 2 Baths
If you've been dreaming of easy, single-level living in a spot that's close to everything, this 1,432 sq.ft. condo at Meadow Ridge might just be ''the one.'' Tucked away in a convenient city location, it's got all the comfort and charm you're looking for-without the upkeep of a bigger place. Walk in and you'll immediately love the open airy feel-cathedral ceilings, gorgeous hardwood floors and a cozy gas fireplace make the living room the kind of space you'll want to hang out in all day ( especially with that southern sun pouring in). Just off the living area, a sweet little sunroom leads out to your own private patio-perfect for morning coffee, evening wine, or just soaking up some fresh air. The kitchen is a real treat, with granite countertops and radiant heat flooring underfoot ( also in bathrooms-trust us, you'll love it in the winter). Head back to the primary suite and unwind-there's a pretty tray ceiling, a roomy walk-in closet, and a walk-in shower that feels like your own personal spa. Plus an oversized 1-car garage gives you extra room for storage, bikes, or whatever else needs a home. And when your ready to get out and about, you're just minutes from local shops and restaurants. This ones got a lot of heart-come see it for yourself!

68 Mugwhy Ln Unit 13, Portland

Listing courtesy of Roots Realty.

$510,000
1 Beds 1 Baths
Owner will pre-pay for 2 years of parking in the Cumberland County Garage (192 Newbury)!! Live in the heart of the Old Port's cobblestone streets, brick storefronts, working waterfront, and Portland's best concentration of independent shops, galleries, and restaurants, all outside your door. The waterfront is a 3-minute walk, where fishing boats and ferries work the piers. This spacious 1-bedroom-plus condo has been updated top to bottom: updated kitchen and bathroom and a new FHW boiler and hot water heater. A flexible bonus room adapts to whatever you need - home office, guest space, or storage. Shared laundry, an additional dedicated storage unit, and affordable HOA dues make this unit the whole package.

150 Middle St Unit 4J, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$849,000
3 Beds 2 Baths
Some homes provide a place to stay. Others become the place everyone wants to gather. Perched on the cherished north end of Peaks Island, just moments from the shoreline of Casco Bay, 45 Centennial Street is one of those rare places where the pace slows, memories are made and every season brings something worth looking forward to. Mornings begin with coffee on the second-floor balcony as the sun rises over the bay. Days are spent exploring the water or wandering quiet island roads. Evenings end beneath brilliant stars, the harbor replacing the noise of everyday life. Originally built in 1900 and thoughtfully updated, this year-round New Englander blends historic charm with contemporary comfort. Rich wood floors, a granite kitchen, open living and dining spaces, inviting bedrooms including a classic bunkroom, an updated bath and efficient heat pumps create a home that is as comfortable in January as it is during the height of summer. Outside, a workshop shed opens up possibilities for artists, makers, remote work, storage or weekend projects. Mooring opportunities are available by application through the Portland Harbormaster, while nearby kayaking, boating and fishing make the water an extension of your backyard. Minutes bring you to the ferry, local cafés, lobster rolls, tennis courts, live music and the welcoming village that has made Peaks Island one of Maine's most treasured communities. Offered fully furnished, 45 Centennial Street isn't simply move-in ready, it's ready to be lived in from the moment you arrive. Whether you're searching for a year-round home, a seasonal retreat or a gathering place for the people who matter most, see what island living feels like from the inside.

45 Centennial St, Portland

Listing courtesy of Portside Real Estate Group.

$950,000
4 Baths
This completely renovated two unit at 83/85 Capisic Street offers the perfect blend of modern finishes and quality craftsmanship, perfect for an owner occupant . Each spacious townhome-style unit features 3 bedrooms, 1.5 bathrooms, thoughtfully designed with bright, open living spaces ideal for both owner-occupants and investors. Both units include brand-new kitchens with stylish cabinetry, countertops, and fixtures, along with beautifully updated bathrooms, new tile flooring, and refinished hardwood floors throughout. Major system upgrades include all new heat pumps, plumbing, electrical, insulation, windows, siding, trim, and a new roof, providing years of low-maintenance ownership and peace of mind. Situated on an oversized 0.48-acre lot, the property also features a brand-new driveway and offers an unusually large yard for an in-town Portland property, creating endless possibilities for outdoor living, recreation, gardening, or future expansion or additional units (subject to municipal approvals). An added advantage for investors is that this property is not subject to Portland's rent control ordinance, providing greater flexibility for future rental management and income potential. Conveniently located just minutes from downtown Portland, local restaurants, shopping, schools, parks, and major commuter routes, this turnkey duplex is a rare opportunity to own a like-new multi-unit property in one of Portland's most desirable and convenient neighborhoods.

83 Capisic St, Portland

Listing courtesy of Landmark Realty.

$485,000
2 Beds 2 Baths
Welcome home to this inviting two-bedroom, 1.5-bath condo that perfectly blends character, convenience, and city living. Nestled in an intimate three-unit association, this condo combines the warmth and charm of a classic Portland property while placing you just a short walk from the award-winning restaurants, breweries, boutiques, and waterfront that make downtown Portland one of New England's most sought-after destinations. Sunlight fills the spacious interior, highlighting beautiful hardwood floors, oversized windows, and versatile living spaces that can accommodate everything from a home office to a fitness area or creative studio. The generously sized kitchen features abundant cabinetry, a large pantry, and plenty of room to prepare meals and gather with family and friends. A dedicated parking space eliminates the hassle of city parking, while the secure basement storage provides the perfect place for bicycles, seasonal items, and outdoor gear. Whether you're searching for your first home, a low-maintenance city residence, or an investment in one of Maine's most desirable locations, this condo combines location, lifestyle, and value in one exceptional package. Walking distance to downtown Portland, USM, Back Cove, Sea Dogs Stadium and Portland Expo.

11 William St Unit 1, Portland

Listing courtesy of Keller Williams Realty.

$409,900
2 Beds 1 Baths
Thoughtfully updated and full of character, this classic North Deering Cape offers the perfect combination of warmth, charm, and convenience. Beautifully refinished hardwood floors, abundant natural light, and flexible living spaces create a home that feels both comfortable and timeless. With a bedroom and full bath on the first floor, this home offers the convenience and flexibility of one-floor living, while the finished second level provides additional space for a second bedroom, home office, guest retreat, or creative studio. Outside, the spacious, fenced backyard is a true highlight, shaded by mature trees and offering endless possibilities for entertaining, gardening, relaxing around a fire pit, or simply enjoying your own private outdoor oasis. A detached one-car garage provides additional storage and functionality. Recent improvements include freshly refinished hardwood floors, updated interior paint, and a new oil tank, giving buyers peace of mind while preserving the home's classic character. Ideally located with bus service nearby and just minutes from shopping, restaurants, schools, trails, downtown Portland, and easy access to I-95, this home combines neighborhood charm with exceptional convenience.

341 Auburn St, Portland

Listing courtesy of Keller Williams Realty.

$1,850,000
6 Beds 5 Baths
One of Portland's most historic homes, the Samuel Spring House, was designed by noted architect Charles A. Alexander in 1855 and is currently featured in Portland Magazine's Summer 2026 Guide in the monthly ''Talking Walls'' article. Owned by the same family since 1965, it offers over 6,000 square feet of living space and is ready to be restored to its original splendor. Touring the mansion reveals untouched original details throughout, from staircases, plaster moldings and medallions, to wood floors, doorknobs, mantels, and gas chandeliers converted to electric. The grand staircase greets you upon entry, with formal parlors on either side of the main hall, the left leading to a back parlor. A large formal dining room features a walk-in china closet and remarkable corner sink, while the rear holds a butler's pantry and kitchen complete with the original call bells. The second floor offers five generous bedrooms, a large flex room, and two baths, while the third floor includes a bedroom, bath, attic space, and a spiral staircase leading to the widow's walk with views of the Fore River and glimpses of Casco Bay. Set on a corner lot with an impressive granite and iron spindle fence, this home is steeped in Portland history and waiting to be cherished once again. Portland Magazine article in attachments.

300 Danforth St, Portland

Listing courtesy of Keller Williams Realty.

$699,000
2 Beds 2 Baths
If you've been searching for a condo in Portland, you already know opportunities like this are rare. Intentionally priced to generate immediate interest, this represents one of Portland's strongest values. Perfectly positioned at the gateway to the Old Port and the Arts District, 25 High Street boasts an exceptional Walk Score of 94, placing nationally recognized restaurants, cafés, galleries, the working waterfront, shopping, recreation and everyday conveniences just steps from your front door. Perched on the waterside upper level, Unit 410 is filled with natural light and enjoys glimpses of Inner Casco Bay and Portland's iconic working waterfront. Nearly 1,200± SF offers an open-concept design where the beautifully appointed kitchen flows seamlessly into spacious living and dining areas. Two generous bedrooms, two full baths, in-unit laundry and quality finishes throughout deliver the comfort, style and functionality discerning buyers expect. The professionally managed, pet-friendly association welcomes both dogs and cats with no size or breed restrictions and features a fitness center, elevator, secure entry and on-site storage. Even more impressive, the remarkably affordable $395/month condominium fee is roughly half that of many competing Portland condominium communities. Whether you're looking for a full-time residence, a sophisticated in-town retreat or a true lock-and-leave lifestyle, this move-in-ready home delivers exceptional quality, outstanding value and one of Portland's most desirable urban locations. Upper-floor, waterside residences with this combination of location, light, amenities, affordability and value simply don't come along often.

25 High St Unit 410, Portland

Listing courtesy of Benchmark Real Estate.

$400,000
2 Beds 2 Baths
A rare opportunity to own a detached single-family home in Portland at an approachable price point! This classic 1930s Gambrel offers approximately 1,384 square feet of living space with 2 bedrooms, 2 full bathrooms, and a comfortable, functional layout filled with character. Inside, hardwood, tile, and vinyl flooring complement inviting living spaces, while the bright sunroom provides a wonderful spot for morning coffee, reading, plants, or simply relaxing. The home's classic architecture and flexible spaces offer plenty of opportunity to personalize over time while preserving the charm that makes it special. Step outside and discover one of the property's standout features—a surprisingly private, fully fenced backyard. There's room for pets, gardening, entertaining, or creating your own outdoor retreat. Off-street parking adds everyday convenience. For buyers comparing Portland condos, 705 Riverside offers a compelling alternative: your own detached home, private fenced yard, 2 full bathrooms, off-street parking, and no monthly association fee. Convenient access to shopping, restaurants, trails, parks, major commuter routes, and all that Portland has to offer adds to the home's everyday practicality. Offered at $400,000, 705 Riverside Street is ready for its next owner. Come see what single-family homeownership in Portland can look like.

705 Riverside St, Portland

Listing courtesy of Excellence Realty.

$399,000
1 Beds 2 Baths
NEW PRICE!! Spacious condo in Portland's coveted West End that beautifully blends period charm with modern convenience. Soaring ceilings and bay windows fill the home with natural light, creating an inviting space for both everyday living and entertaining. The expansive kitchen is a dream for home chefs, featuring abundant counter space, newer stainless steel appliances, a gas range, and plenty of room to gather with family and friends. Two separate living areas provide exceptional flexibility for relaxing, working from home, or hosting guests. The thoughtfully designed floor plan includes two full bathrooms, including a private ensuite in the primary bedroom. Two separate entrances and a dedicated mudroom offer added privacy, convenience, and valuable storage space. An in-unit washer and dryer eliminate trips to the basement or laundromat, making daily living effortless. Step outside to enjoy a private side deck and a peaceful backyard oasis--perfect for morning coffee, gardening, or unwinding after a day in the city. Additional highlights include one dedicated off-street parking space, conveniently located first in line directly beside the building, along with a private storage unit in the basement. The well-maintained building has seen numerous recent improvements, including a TC Hafford-installed basement vapor barrier and sump pump, two new dehumidifiers (2024), a new chimney vent liner for the hot water heaters, new chimney vent cap, exterior LED lighting, exterior water spigot, refinished hardwood floors, new carpet, freshly painted common areas, and new mailboxes. Ideally located in the heart of Portland's vibrant West End, you'll be just steps from acclaimed restaurants, neighborhood cafés, parks, entertainment venues, and the city's rich arts and cultural scene. Whether you're looking for a walkable urban home, a convenient city retreat, or a strong long-term investment, 27 Pine Street offers timeless character, modern amenities in an unbeatable location.

27 Pine St Unit 7, Portland

Listing courtesy of Real Broker.

$740,000
4 Baths
Oversized units, strong cash flow, and an unbeatable Portland location--10 Deane Street is the kind of multifamily opportunity that's becoming increasingly difficult to find. Situated in Portland's highly desirable Oakdale neighborhood, this duplex offers exceptional flexibility for both investors and owner-occupants. Unit 1 features 3 bedrooms and 1.5 bathrooms, while the expansive second unit offers 4-5 bedrooms and 2 full bathrooms across two levels--a rare layout that stands out in today's market. Generating over $60,000 in annual Net Operating Income, the property is fully occupied by long-term tenants-at-will, providing immediate income with the flexibility to execute your own long-term strategy. While the units have been well lived in, they present an excellent opportunity to build additional equity through future cosmetic updates as turnover occurs. Just minutes from the University of Southern Maine, Maine Medical Center, Hadlock Field, Fitzpatrick Stadium, Deering Oaks Park, downtown Portland, and countless local restaurants, breweries, and shops, the location continues to support strong long-term rental demand and exceptional quality of life. Whether you're looking to expand your portfolio or offset your mortgage with rental income while living in one of Portland's most sought-after neighborhoods, this is an opportunity you won't want to miss. **Open Houses:** Saturday, July 11 from 11:00 AM-1:00 PM and Sunday, July 12 from 1:00 PM-3:00 PM.

10 Deane St, Portland

Listing courtesy of Elevate Maine Realty.

$948,000
4 Baths
Located in Portland's Deering Center neighborhood, this three-unit property has been thoughtfully renovated and well maintained throughout the current ownership, offering a strong opportunity for both investors and owner-occupants. The building is well prepared for its next owner, featuring three separate electrical panels, a solid rental history, and consistent upkeep. Much of the major work has already been completed, allowing for a smooth transition and straightforward management. Each apartment has unique characteristics while maintaining a consistent level of quality and care. The first-floor unit features hardwood floors, custom trim, and a fully remodeled kitchen. The upper-level unit showcases exposed beams that add warmth and architectural interest, while the remaining spaces have been updated with a focus on both function and aesthetics. Outside, the property provides generous space for gathering, gardening, or exploring the potential for a future accessory dwelling unit, subject to city approvals. Deering Center is known for its quaint neighborhood feel, just moments away from the local shops, restaurants, schools, and everyday amenities that downtown Portland has to offer. Proximity to both 295 and 95 allows for easy travel throughout Greater Portland and beyond.

325 Woodford St, Portland

Listing courtesy of CENTURY 21 Advantage.

$569,900
2 Beds 3 Baths
Nestled along a picturesque tree-lined street in Alden's Walk, this exceptional townhouse-style end-unit condominium offers the perfect balance of privacy, natural beauty, and convenience. Bordering Portland Trails, one of the city's most beloved networks of walking and nature trails, the setting is peaceful and serene while remaining just minutes from downtown Portland. Inside, abundant natural light pours through expansive windows, creating bright, inviting living spaces throughout. The thoughtfully designed floor plan offers remarkable flexibility, beginning with a spacious main-level bonus room adjacent to a full bath--ideal as a home office, den, guest suite, or potential first-floor bedroom for those seeking the ease of one-level living. The welcoming living room serves as the heart of the home, featuring a cozy gas fireplace, a wall of charming built-ins, and large windows that frame the surrounding greenery. Just beyond, the vaulted dining room flows seamlessly to a private patio overlooking tranquil wooded views, creating an inviting space for everyday living and effortless entertaining. The beautifully appointed kitchen combines timeless character with modern function, showcasing high-end appliances, a farmhouse sink, striking Mahogany and Eucalyptus countertops, and a charming breakfast nook. Upstairs, two spacious en-suite bedrooms provide exceptional comfort and privacy, while second-floor laundry adds everyday convenience. Outside, the beautifully landscaped yard feels like a private garden sanctuary, where mature trees, lush perennial plantings, and peaceful surroundings create an idyllic outdoor retreat. Offering exceptional flexibility, abundant natural light, and a setting that seamlessly blends nature with city living, this is a rare opportunity to enjoy one of Portland's most desirable condominium communities.

6 Wildwood Cir Unit 6, Portland

Listing courtesy of Tim Dunham Realty. 207-729-7297

$1,849,000
4 Beds 4 Baths
Architecturally striking and newly custom-built, this extraordinary West End residence exemplifies contemporary luxury living on Portland's Peninsula. Designed to maximize sustainability, natural light and year-round comfort, the home features Therma-Steel insulated panels, Marvin windows, Boral cementitious and wood siding, Azek trim, soaring ceilings, translucent polycarbonate elements and a dramatic two-story light shaft that fills the home with natural light. At the heart of the home is a spectacular custom kitchen completed in 2026. Rift-cut oak cabinetry, integrated storage, a statement island, a paneled refrigerator, black granite countertops and backsplash, and premium Thermador appliances- including a newly added natural gas range- create a space that is as functional as it is stunning. Additional enhancements include an appliance garage and dedicated coffee station, a custom floating dining credenza, motorized blinds, and a newly installed washer and dryer. Spanning three thoughtfully designed levels, the residence offers three bedrooms, two and a half baths, and exceptional flexibility. Crowning the home is a sun-drenched winter garden- a top-floor retreat beneath skylights and a translucent roof system capturing natural light and glimpses of Casco Bay. Additionally, the ground level features a studio apartment with custom kitchen, laundry, full bath, private entrance and outdoor space- ideal for rental income, guests, or a home office/creative studio. Rare outdoor living spaces extend the interiors, offering six covered porches and an enclosed backyard. A climate-controlled garage is a rare Peninsula amenity. Perched in Portland's coveted West End, within walking distance of restaurants, the Old Port and the waterfront, this one-of-a-kind residence offers an extraordinary opportunity to own a modern architectural masterpiece in one of Maine's most desirable locations.

5 Salem St, Portland

Listing courtesy of Peninsula Real Estate LLC.

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