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$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.

$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.

$449,900
3 Beds ⋅ 2 Baths
A completely renovated Portland single-family home at a price increasingly difficult to find. 566 Washington Avenue combines move-in-ready condition with a surprisingly functional three-bedroom layout, including a first-floor bedroom, first-floor laundry and 1½ baths. The bright, open interior features new flooring and finishes, a beautifully updated kitchen with new cabinetry, countertops and appliances, and fully renovated bathrooms with clean, timeless styling. Updated windows, systems, mechanicals and zoned heat pumps provide year-round comfort, efficiency and peace of mind. Additional advantages include public water and sewer, a full basement, off-street parking and the freedom of single-family ownership without a condominium fee. Located in Portland's desirable East Deering neighborhood, the home is convenient to Back Cove, downtown Portland, neighborhood shops and restaurants, and I-295. The expensive work has already been completed--simply move in and enjoy a thoughtfully renovated Portland home with modern comfort, manageable living space and an exceptionally convenient location.

566 Washington Ave, Portland

Listing courtesy of Spectrum Real Estate.

$575,000
3 Beds ⋅ 2 Baths
Location, Location, Location! This newly renovated three-bedroom, one-and-a-half-bath home in the highly sought-after West End of Portland offers an unparalleled walkable lifestyle. Step outside your door and immerse yourself in everything that makes Portland so special: - Walk to World-Class Dining: Enjoy renowned restaurants and charming cafes just steps away. - Explore Arts & Culture: Galleries, museums, and performance venues are within easy reach. - Discover Unique Shops: Boutique stores and local finds are just a stroll away. - Enjoy Scenic Parks: Relax and unwind in nearby green spaces like the Western Promenade. - Admire Historic Architecture: The West End's beautiful 19th-century charm surrounds you. Access the Waterfront: A pleasant walk leads to the Old Port and Portland's working waterfront. Inside, you'll find a beautifully updated home featuring: Newly Renovated: Enjoy the benefits of modern updates throughout. Updated Systems: Ensuring comfort and efficiency for years to come. New Bathrooms: Featuring stylish and contemporary finishes. New Kitchen: Designed for both beauty and functionality. Living in Portland means enjoying: a strong sense of community, abundant outdoor activities, a thriving craft beverage scene, year-round events, and easy access to all essential amenities. Don't miss this incredible opportunity to embrace the vibrant and walkable lifestyle of Portland's West End!

29a Pine St, Portland

Listing courtesy of Keller Williams Realty.

$819,000
3 Beds ⋅ 2 Baths
Come live on Peaks Island! Peak-A-View is a year-round cottage on a quiet road in and in move-in condition. It's one of those classic cottages with bead board, fireplace and rocking porches but is fully updated with new windows, heat pump, outdoor shower, generator, gorgeous updated kitchen, 2 full baths and an outdoor shower. Walk to the beach in a minute and look out at the sparkle and the sunsets.

75 City Point Rd, Portland

Listing courtesy of Harborview Properties, Inc..

$1,349,000
7 Beds ⋅ 5 Baths
Exceptional opportunity to own a gorgeous home with bonus unit in the heart of Portland's sought-after Oakdale neighborhood. Offering over 5,000 square feet across three finished levels, this expansive property seamlessly blends historic character with modern amenities and significant systems updates, creating a rare investment or owner-occupant opportunity. With two spacious residences offering excellent rental income potential, this property provides exceptional flexibility for investors, multigenerational living, or those looking to offset their mortgage while enjoying one of Portland's most desirable neighborhoods. The first-floor residence features three bedrooms, one and a half baths, a generous living room, formal dining room, spacious bedrooms, and a bright bonus sunroom. Occupying the second and third floors, the upper residence lives like a single-family home with a spacious living area, formal dining room, updated kitchen, four generously sized bedrooms, the potential to finish a fifth bedroom, and three inviting sun porches that provide flexible space for relaxing or working from home. Throughout the home, beautifully restored original trim, built-ins, hardwood floors, and timeless architectural details showcase its historic charm, while thoughtful updates to the property's major systems provide peace of mind. Whether you're seeking strong rental income, multi-generational living, or the chance to owner-occupy one of Portland's most impressive two-unit homes, this property offers exceptional space, flexibility, and long-term value in one of the city's most charming neighborhoods.

381 Deering Ave, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com
$699,000
5 Beds ⋅ 3 Baths
New Price and owners say sell! Offered for sale by the Estate, it has been owned by the same family for decades.The property presents excellent potential, including the possibility of adding ADU units where the 2-car garage stands or maybe subdividing the 12,000 sf large lot - all with City approval needed of course. Currently, it is the perfect multi-generational home with room for a nanny or in-law. Offering classic charm and sitting on a generous lot in Portland's convenient Nason's Corner neighborhood, it is Ideally located close to everything. It is within walking distance to Portland Trails, local schools, The Sinful Kitchen, Applebee's, a neighborhood corner store, the Lowe's shopping center, and is within biking distance to New England College, Capisic Pond Park, and Rosemont Market. The small first floor unit with its own entrance was once used as a third unit and with City approval might be able to be used again as an ADU or as in in-law or guest suite. It would add two bedrooms and a full bath giving the first floor 4 bedrooms. Another possible use for the addition, also with City permission, is an in-home occupation such as a hair salon or office. The first-floor apartment features two bedrooms, an eat-in kitchen, a living room, and a full bath as well as basement access. It is heated by oil, with the tenant responsible for oil and electricity. The second-floor apartment, which includes the third floor, offers two or three bedrooms, a living room, dining room, and kitchen, along with basement access. This unit is heated by a propane monitor, with the tenant paying for propane and electricity. Hard to believe this is still on the market! The estate has reduced the price and is entertaining all reasonable offers. It is now available for immediate occupancy. Portland rent control does not apply if the property is purchased by an owner/occupant. Opportunity knocks!

14 Devon St, Portland

Listing courtesy of HarborCity Realty.

$599,900
4 Beds ⋅ 3 Baths
Beautifully maintained 4BR/3BA contemporary split-level home in a highly desirable Portland neighborhood. Spanning 2,222 sq ft of versatile living space, this bright property features a main level with a sun-drenched living/dining area, functional kitchen, and 3 bedrooms including a primary suite with private bath. The fully finished daylight walk-out lower level offers a large family room with a cozy wood-burning fireplace, 4th bedroom, 3rd full bath, and laundry. Enjoy outdoor living on the spacious rear deck and patio overlooking a level, landscaped 0.35-acre lot. Features a unique basement-level attached 2-car garage and paved driveway for up to 10 vehicles. Prime location near sidewalks, highways, transit, and shopping. Move in ready!

332 Palmer Ave, Portland

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

$595,000
3 Beds ⋅ 3 Baths
Move in by November! Welcome to Harvard Street Townhomes. Set across from scenic University Park, these duplex-style homes offer a rare combo - brand new construction in an established and convenient Portland neighborhood. Inside, each home features a well-appointed kitchen, a primary suite with a walk-in closet, and two additional bedrooms plus laundry located on the second floor. Enjoy the comfort of central air conditioning, a sunny back deck perfect for relaxing or entertaining, and an attached one-car garage. A full basement offers plenty of storage space or room to expand. Minutes to shopping, restaurants, Back Cove, I-295, and downtown. Tour today and take advantage of the opportunity to personalize your kitchen and bathrooms! Start your next Maine chapter in comfort and style.

173 Harvard St Unit B, Portland

Listing courtesy of RE/MAX By The Bay.

$590,000
4 Beds ⋅ 2 Baths
Welcome to this spacious and inviting 4 bedroom, 1.5 bath home, ideally situated in one of Portland's most convenient and established neighborhoods. Combining comfort, functionality, and location that's hard to beat, this home provides the perfect opportunity for those looking to enjoy all that Portland has to share. Inside you'll find four generously sized bedrooms and a 3rd floor bonus room with plenty of space for family, guests, remote work or hobbies. The thoughtful layout provides comfortable living, while abundant attic storage with exceptional space for seasonal decor, keepsakes and everything in between. A truly unique feature is the custom-built sauna- a private wellness retreat where you can relax, recharge and escape the stresses of everyday life without ever leaving your home. Step outside and enjoy a neighborhood known for its mature trees, established homes, and easy access to downtown Portland, shopping, restaurants, schools, parks, and major commuter routes. Whether you're heading into the city or enjoying nearby recreational opportunities, everything you need is just minutes away. With spacious rooms, exceptional storage, a one of a kind custom sauna and an unbeatable Portland location, this home offers the perfect blend of practicality and comfort. Don't miss your opportunity to make this special property your next home!

45 Runnells St, Portland

Listing courtesy of Keller Williams Realty.

$798,500
5 Beds ⋅ 3 Baths
Welcome to 104 Brighton Avenue --a charming and spacious five-bedroom Colonial that blends timeless character with thoughtful modern updates. This bright and inviting home offers 2.5 baths, including a private en suite off the primary bedroom, creating a comfortable retreat within the home. Classic details shine throughout, complemented by recent improvements that make everyday living both efficient and enjoyable. Updated heat pumps provide year-round comfort, while solar panels add an eco-conscious and cost-saving element. The home's layout offers flexibility for a variety of lifestyles, whether you need extra bedrooms, home office space, or guest accommodations. At the heart of the home, the kitchen features updated appliances and offers a welcoming space for cooking and gathering. Natural light fills the interior, enhancing the home's warm and airy feel. The living spaces strike the perfect balance between traditional Colonial charm and modern livability. Step outside to discover a sweet, manageable backyard--ideal for relaxing, gardening, or entertaining on warm Maine days. The outdoor space feels like a private oasis while still being conveniently located. Positioned just minutes from downtown Portland, this home offers easy access to the city's renowned dining, shopping, and waterfront. Even more, it is within walking distance to the University of Southern Maine and nearby Portland Hearts of Pine soccer games, making it a fantastic location for those who enjoy being part of a vibrant community. 104 Brighton Avenue is a rare opportunity to own a classic Portland home with modern upgrades, generous space, and unbeatable convenience.

104 Brighton Ave, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$710,000
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.

$455,000
3 Beds ⋅ 1 Baths
Welcome to this 3-bedroom, 1-bath single-family in Portland's desirable North Deering neighborhood. Offered for the first time in over 50 years, this home offers 1,120 sq ft , hardwood floors, both a front and back 3 season porch and a layout that is both comfortable and functional for everyday living. Outside, is a large yard--ideal for relaxing, play, or gardening--plus the convenience of a 2-car garage for parking and storage. Tucked on a dead-end road, this home offers a low-traffic setting while staying close to what you need. You will enjoy this walkable neighborhood with shopping nearby and easy access to local trails. While the property is in need of a few repairs and updates, the previous owners lived there comfortably and happily for years. This is a great opportunity for buyers looking to personalize and update at their own pace. Don't miss this great opportunity to own this sweet home in a sought-after Portland location.

37 Daggett St, Portland

Listing courtesy of Allied Real Estate.

$575,000
4 Beds ⋅ 2 Baths
A rare opportunity in one of Portland's most convenient pockets: THIS PROPERTY INCLUDES AN ADDITIONAL LOT AT 13 UPLAND AVENUE WITH REAL DEVELOPMENT POTENTIAL. Per written confirmation from Portland's zoning office, THE LOT MAY SUPPORT UP TO FOUR DWELLING UNITS, subject to permitting and site review. Whether you're an investor, a multigenerational family, or a buyer looking to build lasting equity and flexibility into your purchase, this is a chance to shape the space to fit your vision. And the location delivers. Tucked onto a quiet dead-end street, you can walk to Back Bay and Payson Park, hop downtown in about five minutes, and enjoy easy on-and-off access to I-295 whenever you need it. The home itself is a well-loved ranch with real warmth. The heart of it is a spacious, light-filled 16'x22' family room with wood floors and a cozy natural gas fireplace, the kind of space made for gathering, relaxing, and everyday living. Three comfortable bedrooms sit on the main floor, while the basement offers flexible bonus rooms perfect for a home office, a newly renovated bathroom with jetted tub, guest space, hobby room, or whatever your life calls for. One of those lower-level rooms even has egress, giving you options as your needs change. Whether you're simplifying, settling in, or looking for a home that keeps life easy and connected, this one delivers location, comfort, and possibility all in one.

11 Upland Ave, Portland

Listing courtesy of Sebago to the Sea Realty LLC.

$799,000
3 Beds ⋅ 3 Baths
Back on the market due to buyer-related circumstances. A rare opportunity to own a like-new home in Portland's highly sought-after Deering Center neighborhood. Built in 2025, this thoughtfully designed residence offers the perfect blend of modern style, functional living, and an unbeatable location. The open-concept first floor is ideal for both everyday living and entertaining, featuring a spacious kitchen, dining area, and living room filled with natural light. A flexible first-floor office or den, conveniently located next to a full bathroom, provides the perfect space for working from home, a playroom, guest accommodations, or additional living space. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite complete with a walk-in closet and private ensuite bath and two additional bedrooms share a well-appointed full bathroom. Step outside to your private patio, an ideal spot for grilling, entertaining, or simply relaxing after a long day. Thoughtful upgrades include energy-efficient heat pumps, a whole-house generator, a radon air mitigation system, and a TC Hafford basement waterproofing system, offering added efficiency, reliability, and peace of mind. Solar panels provide added energy efficiency and help manage utility costs; financing details available upon request. Located in the heart of Deering Center, you'll enjoy walking to neighborhood schools, coffee shops, restaurants, parks, and local amenities while being just minutes from downtown Portland, I-95, and everything the city has to offer. Opportunities to own a home in one of Portland's most desirable neighborhoods are rare--don't miss your chance!

222 Ludlow St, Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

$1,500,000
3 Beds ⋅ 3 Baths
Perched on a knoll overlooking the Atlantic Ocean, this extraordinary Cliff Island retreat has been the backdrop for generations of cherished memories and is ready to welcome its next chapter. Set on a picturesque half-acre parcel, the property offers breathtaking panoramic water views, a private sandy cove perfect for swimming and wading, classic Maine rocky ledges, open lawns for games and gatherings, and a wooded perimeter that provides exceptional privacy. The 1,585-square-foot main home features two bedrooms, two bathrooms, a spacious living room, and a welcoming dining area, all designed to capture the beauty of the surrounding coastline. A charming one-bedroom, one-bath guest cottage provides comfortable accommodations for family and friends or the perfect space for extended stays. Step outside onto the expansive oceanside deck and enjoy everything from warm summer afternoons to the peaceful beauty of fog rolling across Casco Bay. Whether you're entertaining guests, enjoying your morning coffee, or simply taking in the ever-changing seascape, the setting is nothing short of spectacular. One of the property's most remarkable features is its rare deep-water access. Historically, the home was served by a private wharf that extended directly from the existing deck. As shown on the survey, the wharf may be rebuilt, offering an exceptional opportunity for direct boat access--an amenity found on very few island properties. Rich in history, this special home also served as the private retreat of legendary actress Bette Davis during the filming of The Whales of August in 1986, adding a unique piece of Maine cinematic history to an already remarkable property. Whether you're searching for a seasonal escape, a family compound, or a peaceful waterfront sanctuary, this is a rare opportunity to own one of Cliff Island's most distinctive oceanfront properties. Additional photos arriving next week.

195 Beach Rd, Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 207-590-6026
$2,100,000
2 Beds ⋅ 1 Baths
A truly rare offering on Great Diamond Island, 218 West Shore Drive is a year-round waterfront property where Maine island living, extraordinary history, and unforgettable sunset views converge. Part of historic Fort McKinley, a coastal defense installation constructed between 1890 and 1910 to protect Portland Harbor, the property occupies a commanding waterfront position with sweeping views toward the Portland skyline. Set on almost 3 acres with 266 feet of water frontage, and including an approved buildable house lot, it offers a meaningful connection to both the island's storied past and the surrounding seascape. The charming cottage is attached to an original mining casemate and features an inviting living area opening to a waterside patio, two bedrooms, and one bath, with the primary bedroom located within the original casemate. Additional historic structures include a renovated second bunker, currently used as a den/office and a workshop with potential for a third bedroom, as well as a rangefinder station and gun battery. Tucked along a private cove with beautiful westerly sunset views, this one-of-a-kind property offers privacy, character, and a remarkable connection to the sea. As part of the Diamond Cove Association, residents enjoy amenities including a pool, tennis and pickleball courts, a bowling alley, and a basketball court. Accessible by ferry or private boat, Great Diamond Island also offers a marina, an inn, and restaurants, creating an exceptional opportunity for year-round island living just minutes from Portland.

218 W Shore Dr, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
$750,000
5 Beds ⋅ 4 Baths
Tucked into a convenient Portland location just minutes from Falmouth, 174 Curtis Road offers nearly 3,000 square feet of finished living space, a flexible floor plan, and outdoor space designed to be enjoyed. The main level features a welcoming kitchen, dining room, living room, cozy den, first-floor bedroom, and laundry room, creating a variety of options for everyday living, working from home, hosting, or creating dedicated flex space. Upstairs, four additional bedrooms provide even more versatility, while the finished walkout lower level adds approximately 900 square feet of living space. Use it as a recreation room, home gym, media room, studio, hobby space, or additional work-from-home area. A separate room with its own exterior entrance and a half bath on the lower level expands the possibilities even further. Outside, mature landscaping and a large fenced backyard create a private setting with room to relax, entertain, garden, or enjoy time outdoors. A patio, raised garden beds, basketball area, and open lawn make the backyard feel like an extension of the living space. Well maintained and full of potential, this is a home that offers something increasingly hard to find: room to spread out, spaces that can evolve with your needs, and the convenience of Portland living.

174 Curtis Rd, Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

$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.

$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
$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.

$899,000
3 Beds ⋅ 2 Baths
Some homes provide a place to stay. Others become the place everyone wants to gather. Perched on the cherished north end of Peaks Island, just moments from the shoreline of Casco Bay, 45 Centennial Street is one of those rare places where the pace slows, memories are made and every season brings something worth looking forward to. Mornings begin with coffee on the second-floor balcony as the sun rises over the bay. Days are spent exploring the water or wandering quiet island roads. Evenings end beneath brilliant stars, the harbor replacing the noise of everyday life. Originally built in 1900 and thoughtfully updated, this year-round New Englander blends historic charm with contemporary comfort. Rich wood floors, a granite kitchen, open living and dining spaces, inviting bedrooms including a classic bunkroom, an updated bath and efficient heat pumps create a home that is as comfortable in January as it is during the height of summer. Outside, a workshop shed opens up possibilities for artists, makers, remote work, storage or weekend projects. Mooring opportunities are available by application through the Portland Harbormaster, while nearby kayaking, boating and fishing make the water an extension of your backyard. Minutes bring you to the ferry, local cafés, lobster rolls, tennis courts, live music and the welcoming village that has made Peaks Island one of Maine's most treasured communities. Offered fully furnished, 45 Centennial Street isn't simply move-in ready, it's ready to be lived in from the moment you arrive. Whether you're searching for a year-round home, a seasonal retreat or a gathering place for the people who matter most, see what island living feels like from the inside.

45 Centennial St, Portland

Listing courtesy of Portside Real Estate Group.

$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.

$400,000
2 Beds ⋅ 2 Baths
Classic 1930s Gambrel brimming with charm, character, and opportunity in a convenient Portland location! This property is being offered for the first time since 1988. This inviting two-story home offers approximately1,384 square feet of living space with 2 bedrooms and 2 full bathrooms on a manageable 0.13-acre lot. Hardwood, tile, and vinyl flooring complement the functional layout, creating comfortable spaces for everyday living while preserving the timeless appeal of this classic home. The very private, fully fenced backyard is a true retreat, offering the perfect space for pets, gardening, outdoor entertaining, or simply relaxing in your own secluded oasis. Conveniently located just minutes from Portland's shopping, restaurants, parks, trails, schools, and major commuter routes, you'll enjoy easy access to everything the city has to offer. While some updating will allow you to add your own style and finishes, this home offers solid bones, lasting character, and tremendous potential to build equity. Whether you're a first-time homebuyer, looking to downsize, or searching for your next investment opportunity, 705 Riverside Street is ready for your vision. Bring your ideas and make this charming Gambrel your own!

705 Riverside St, Portland

Listing courtesy of Excellence Realty.

$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.

$525,000
2 Beds ⋅ 1 Baths
**Back on market at no fault of its own!** Escape to the relaxed charm of Peaks Island with this inviting cottage, perfectly blending classic coastal character with everyday comfort. Offering 4 bedroom sleeping areas, 1 full bath, and over 1,000 square feet of living space, this well-maintained home features a welcoming layout filled with natural light, warm wood details, and a screened porch that's perfect for enjoying the island's fresh sea breezes. Set on a generous lot with off-street parking, there's ample space for gardening, entertaining, or simply unwinding after a day at the beach. Just a short ferry ride from downtown Portland, this property offers the ideal opportunity for a seasonal retreat or investment in one of Maine's most beloved island communities. Experience the unique lifestyle of Peaks Island, where quiet streets, scenic shoreline, and a close-knit community create the perfect coastal escape. Cottage has a 2 bedroom septic

384 Pleasant Ave, Portland

Listing courtesy of Keller Williams Realty.

$499,000
3 Beds ⋅ 1 Baths
Classic Maine charm meets rare island privacy in this delightful Peaks Island cottage, tucked away on a peaceful 5.0-acre parcel in the sought-after Tolman Heights neighborhood. With 3.5 acres protected by conservancy, this exceptional property offers an uncommon sense of space, serenity, and natural beauty--a truly rare opportunity on Peaks Island. Spend warm summer evenings on the oversized screened porch, gather around the working fieldstone fireplace in the cozy living room, and enjoy the comfort of three inviting bedrooms. The expansive open front yard provides abundant parking and plenty of room for lawn games, gardening, or entertaining family and friends. Whether you're looking for a seasonal retreat or a year-round island escape, this special property offers the perfect blend of timeless cottage charm, exceptional privacy, and the beauty of Maine's island lifestyle.

100 Highland Ave, Portland

Listing courtesy of Keller Williams Realty.

$899,900
4 Beds ⋅ 3 Baths
Beautifully maintained and ideally located in North Deering, this elegant residence offers exceptional flexibility with a fully appointed in-law suite. The private in-law space includes a kitchen, full bath, bedroom, and a bright year-round sunroom complete with a fireplace--creating a warm and inviting extension of the home that works beautifully for guests, extended living, or multi-generational needs. The main home is thoughtfully designed for everyday comfort, featuring a functional layout and seamless flow throughout. An attached two-car garage provides direct entry into the home for added convenience. Recent updates include a new roof, offering peace of mind for years to come. The property is beautifully maintained and well-landscaped, enhancing its curb appeal and overall sense of care. Tucked away on a quiet cul-de-sac in a well-established residential setting, the home offers convenient access to shopping, dining, and local amenities, as well as major commuter routes. A rare combination of space, flexibility, and a truly desirable location. Pre-inspection available upon request.

43 Alice Ct, Portland

Listing courtesy of Harborview Properties, Inc..

$879,000
2 Beds ⋅ 2 Baths
Between Portland's vibrant Old Port and the open waters of the Atlantic lies one of Maine's most beloved island communities. Nestled into the west-facing landscape of Peaks Island, this charming year-round home captures sweeping views of Diamond Passage and Casco Bay, offering a front-row seat to unforgettable sunsets and the rhythms of island life. Filled with natural light, the home's inviting interior features warm wood floors, fresh finishes, and abundant windows framing coastal vistas throughout. The open-concept main level seamlessly connects the spacious kitchen with breakfast bar, dining area, and beam-accented living room, creating an ideal setting for both everyday living and entertaining. Sliding doors open to a generously sized Ipe wood deck, where optional canopy coverage provides comfort for outdoor dining, morning coffee, or evening gatherings overlooking the water. A full bath, coat closet, and welcoming covered front porch complete the first floor. Upstairs, a sun-drenched loft offers exceptional flexibility as a home office, artist's studio, reading nook, guest space, or play area. The primary bedroom occupies the home's distinctive turret, blending unique architectural character with captivating water views. A second bedroom, full bath with skylight and walk-in shower, and convenient laundry area complete the upper level. Outside, the .12-acre lot invites gardening, outdoor entertaining, fireside evenings, and peaceful relaxation. Whether hosting friends, tending flowers, or simply enjoying the sea air, the property offers a wonderful extension of the home's easygoing coastal lifestyle. Just moments from beaches, village shops, quiet island lanes, and the ferry landing, 30 Pleasant Avenue offers the rare opportunity to enjoy year-round island living with comfort, character, and Casco Bay views.

30 Pleasant Ave, Portland

Listing courtesy of Portside Real Estate Group.

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