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$685,000
3 Beds ⋅ 2 Baths
Welcome to this stunning Oakdale 3-bedroom colonial with a seamless blend of historic charm and trend-forward interior design. First, enter the sun-drenched, glassed-in porch, then step into an open-concept living space. The main floor is lovely with warm hardwood floors, original built-ins, molding, and large windows. Chef's kitchen featuring sleek countertops, stainless steel appliances, and custom cabinetry. Off the spacious dining room is a back door offering access to the backyard, which has a newer deck, patio, and garage. This property offers the ultimate Portland lifestyle. Enjoy the walkability to the Back Cove, Deering Oaks farmer's market, and restaurants along the tree-lined neighborhood streets. With many important recent updates, this is completely turnkey and ready for its next chapter.

35 Washburn Ave, Portland

Listing courtesy of Keller Williams 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.

$429,900
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.

$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.

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

127 Valley Ave, Portland

Listing courtesy of Harborview Properties, Inc..

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

238 Brackett Ave, Portland

Listing courtesy of Keller Williams Realty.

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

58 Tide Mill Rd, Portland

Listing courtesy of Benchmark Real Estate.

$1,575,000
6 Beds ⋅ 5 Baths
141 William Street is a stately John Calvin Stevens Greek Revival combining refined period detail with thoughtful modern updates. Spanning over 6,000 sq ft, this 6-bedroom, 4.5-bath residence offers a generous, traditional layout ideal for entertaining or for those who prefer distinct, separate living spaces. A gracious foyer opens to an expansive formal living room anchored by a central fireplace and a stunning dining room with paneled wainscoting and a wood-burning fireplace. A large, well-appointed pantry leads to a magnificent kitchen completely renovated in 2023, featuring custom cabinetry, stone counters, a tasteful tile backsplash with custom mosaic, and a professional-grade Viking appliance package. The kitchen flows to a sunken back family room and private yard, and connects to a back hallway and rear staircase. The second floor houses four generous bedrooms, including the primary suite, linked by a wide, open hallway. The third floor offers two additional bedrooms, an office, a full bath, and a large cedar closet. The finished basement is an entertainer's dream with a full bar, pool-table space, lounge area, plus a dedicated room ideal for a home gym with an infrared sauna. Lovingly maintained, recent improvements include a new roof, new heating system, added heat pumps, significant electrical upgrades and more, an exceptional blend of historic charm and modern comfort. Located just down the street from the new, gorgeous Crewe Center at University of Southern Maine. Also conveniently located about half a mile from Deering Oaks Park where you can find the local farmers market, as well as Fitzpatrick Stadium for the Portland Hearts Of Pine soccer games, Hadlock Field for the Seadogs games and Portland Expo for the Red Claws basketball games!

141 William St, Portland

Listing courtesy of Portside Real Estate Group.

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

31 Samuel Rd, Portland

Listing courtesy of Century 21 North East.

$1,275,000
3 Beds ⋅ 2 Baths
Located on a corner lot on coveted Munjoy Hill, 42 Montreal Street is an impeccably renovated, single family house with three bedrooms and two bathrooms. This high quality renovation features copper flashing and downspouts, cedar clapboard siding, a red cedar shingle roof, and a meticulously rebuilt historic cupola. Water views and sweeping vistas of Casco Bay create a stunning backdrop, while the cupola provides a perfect perch for watching summer fireworks over the harbor. Inside, hardwood floors and thoughtfully preserved architectural details blend timeless character with everyday comfort. Outside, a glorious private garden filled with roses and perennial plantings offers exceptional privacy and beauty, creating an extraordinary urban oasis. Multiple outdoor living areas invite entertaining, relaxing, and enjoying Maine's seasons. This absolutely charming mansard-roof cottage enjoys a quiet, private pocket of Portland's East End, just steps from parks, trails, restaurants, shops, and the waterfront. Walk to tennis courts, a boat launch, and a sandy beach, embracing the very best of the East End lifestyle. Beautifully cared for inside and out, this special property offers a rare opportunity to enjoy Portland's vibrant coastal lifestyle from one of Munjoy Hill's most desirable locations.

42 Montreal St, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
$549,900
5 Beds ⋅ 3 Baths
If you need room, this is the house. It has 5 bedrooms and 3 bathrooms , including two beds and a bath that make up a private wing on the first floor that would be perfect an in-law suite, at home offices , guest bedrooms, gym, etc. You will fall in love with the recently meticulously renovated kitchen and some of the artistic touches including the multicolored metal roof. Set in a perfect location with driveways and frontage on both Summit and Lambert Street. The garage offers extra storage or a place to keep the car on a cold and snowy nights. The location, near the turnpike, the Old Port, Riverside Golf Course, shopping, and more is ideal. Don't forget the generator, that will keep the lights on when on stormy nights.

517 Summit St, Portland

Listing courtesy of Maine Values Real Estate.

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

261 Western Promenade, Portland

Listing courtesy of Roxanne York Real Estate.

$575,000
4 Beds ⋅ 2 Baths
Step into the perfect blend of timeless charm and modern convenience in this beautifully maintained 1919 Gambrel-style home on Presumpscot Street in Portland. Featuring 4 bedrooms and 2 bathrooms, this home features a thoughtfully designed layout with a first-floor bedroom, full bath, and laundry--ideal for single-level living or accommodating guests. The inviting farmer's porch welcomes you home and flows into a cozy living room filled with character and warmth. A designated dining room provides the perfect setting for gatherings, while the kitchen seamlessly combines classic charm with modern functionality. Throughout the home, you'll find a wonderful balance of original details and tasteful updates. Upstairs, three spacious bedrooms and a full bathroom provide comfortable living space for bedrooms, guests, or a home office setup. Enjoy abundant storage with separate full basements under both the original home and the addition. Outside, enjoy a beautifully landscaped, level 0.12-acre lot with open yard space perfect for gardening, entertaining, or simply relaxing. Conveniently located under 10 minutes from Portland's vibrant Old Port and downtown districts, this home offers easy access to local restaurants, shops, and waterfront attractions. Outdoor enthusiasts will appreciate the proximity to the Presumpscot River Preserve, Back Cove Trail, and miles of walking, running, and biking trails, along with nearby parks, golf courses, and recreational opportunities. A rare opportunity to own a piece of Portland history while enjoying the conveniences of modern living in one of Maine's most desirable cities.

64 Presumpscot St, Portland

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

$1,100,000
2 Beds ⋅ 3 Baths
A breath of fresh air, a step above, one of a kind, welcome to 4 Oramel. Set on nearly an acre and a half and surrounded by protected land abutting parks and trails it is hard to believe you are just moments away from downtown Portland. Thoughtfully developed to match the natural landscape, the home seamlessly blends modern farmhouse with mid-century modern design throughout. Frenking Building Company is a design-forward building company specializing in high end finish carpentry with an approach rooted in simplicity. This 3 bedroom, 2.5 bathroom home surrounded by a gorgeous natural backdrop offers clean lines, natural materials and pallets, and a floor-plan that flows effortlessly inside and out. Stepping inside you will immediately be taken with the attention to detail in every aspect of the design and finish. Custom built cabinetry, simple yet sophisticated tile choices, natural woods throughout, incredible windows and doors, venetian plaster detail, and the incredible wrap around porch. If you have been searching for a truly special property with privacy that doesn't sacrifice convenience, where spaces are soaked in natural light, and where you can be close to nature, you will find it here.

4 Oramel Ave, Portland

Listing courtesy of Portside Real Estate Group.

$729,000
3 Beds ⋅ 3 Baths
Welcome to 495 Allen Avenue - a rare opportunity to own a versatile move-in-ready property in Portland's convenient North Deering neighborhood. This 2,200 sqft property includes the 2BD/2BA main house and a 1BD/1BA Accessory Dwelling Unit (ADU). The ADU offers multigenerational living, guest quarters, and potential for rental income. Outside, enjoy a spacious backyard ideal for entertaining, gardening, and relaxing during Maine summers, plus ample off-street parking. Conveniently located just minutes from Shaw's, Northgate Plaza, restaurants, coffee shops, and local favorite Lib's Dairy Treats, with downtown Portland and Falmouth only about 15 minutes away. Whether you're looking for extra space, income potential, or a smart investment in a prime Portland location, 495 Allen Avenue delivers opportunity and convenience.

495 Allen Ave, Portland

Listing courtesy of Elevate Maine Realty.

$945,000
5 Beds ⋅ 4 Baths
Nestled in the heart of Portland's highly sought-after West End, this exceptional property is sure to charm investors and those seeking multi-generational living in a city setting. Currently operating as a highly successful Airbnb, the next owner could continue to make income from one or both of the living spaces, or owner occupy and utilize the first floor unit as an in-law suite. The spacious primary home features 4 bedrooms plus an office and 3 full bathrooms across three floors. Thoughtfully updated, the main home features a custom kitchen and inviting living spaces where soaring cathedral ceilings, exposed wood beams, and skylights create an airy yet cozy atmosphere, filling the kitchen and living room with beautiful natural light and architectural charm. Other standout features include a custom antique bar, wainscoting along the main staircase with a beautifully preserved original banister, and a private deck with low maintenance composite decking. The first floor bedroom is currently used as a home studio office with its own full bathroom. The secondary one bedroom, one bath unit is an easy one level living set up, all on the first floor. The full basement is available for storage. Built in 1874 and offering 2,634 square feet of living space, this West End gem is made even more special by amenities rarely found in the city: a private courtyard perfect for relaxing or entertaining, space for a city garden, and coveted off-street parking. Just moments from Portland's renowned restaurants, shops, hospitals, and waterfront, this is a rare opportunity to own a piece of Portland history.

75 Carleton St, Portland

Listing courtesy of Maine Real Estate Co.

$999,900
2 Beds ⋅ 1 Baths
Here's your opportunity of a lifetime! This spectacular property is a truly rare offering with approximately 220 feet of ocean frontage overlooking Diamond Pass. Set well back from the road and perched along the shoreline, it captures sweeping, serene water views, sandy beach frontage (a rarity on the island), and a sense of peace and privacy that is increasingly hard to find. Whether it's mornings watching boats pass through the channel or quiet evenings at the water's edge, this is a setting that invites you to slow down and stay awhile. The existing home is ready for your vision--whether restoration, expansion, or reimagining. Whatever you choose, here's your opportunity to create something special in an extraordinary setting. Located near the island clubhouse and just steps from the water, there's potential for a mooring and possibly a dock (please verify). You're encouraged to perform your own due diligence regarding dock feasibility and accessory dwelling unit opportunities. It's rare to find this level of frontage, sandy beach access, and panoramic views in one property! Rarer still to have the opportunity to make it your own.

494 Island Ave, Portland

Listing courtesy of Locations Real Estate Group LLC.

$499,000
3 Beds ⋅ 2 Baths
Well maintained, owned and loved by the same family since it was built nearly a century ago, this shingle-style Dutch Colonial is ready to create new memories for the next stewards. Removed wallpaper on the first floor and sanded, primed and patinted the ceilings, walls and trim. Renovated the first floor bathroom. This Libbytown neighborhood opportunity provides great value relative to its peers, It's a keeper with an enclosed backyard on a dead-end street. Hint: hardwood floors are in great condition under the first floor carpet.

15 Rudman Rd, Portland

Listing courtesy of EXP Realty.

$899,000
3 Beds ⋅ 2 Baths
Hard-to-find property featuring industrial zoning with broad potential applications. This property would also serve as an excellent development site for either commercial or residential. This well maintained single-family home includes a detached commercial garage with a large finished upper-level space complete with multiple bedrooms and bathrooms, a kitchen and open living room. This space is currently not permitted as a legal unit. Conveniently located just minutes from I-295, offering easy access for commuters, contractors or business owners alike. Relocate or establish your business here or bring your vision to this site!

1041 Ocean Ave, Portland

Listing courtesy of Greater Portland Realty.

$1,080,000
3 Beds ⋅ 2 Baths
DIAMOND PASS Nestled in among vintage year-round Peaks Island cottages this is a unique and prized area of the island. You have deeded shore rights and can amble down the passage to the beach to enjoy all the wonders of the shore. Fully equipped kitchen with pantry, dining room, comfortable living room with wood stove, large family room, laundry room, 2 baths, 3 bedrooms, deck, patio and outbuildings. You have commanding water views of Casco Bay, Diamond Passage & Portland Harbor. And, watch the Portland skyline light up at dusk with the twinkling lights of evening approaching. A perfect location to have picnics on the beach, a refreshing dip to cool off on a hot summer day, a paddle on the bay. Head down to the sailing/tennis club to socialize with friends. Partake of the dazzling pink & purple sunsets from the patio, deck or comfort of your island home. One of the best places to watch the Fourth of July fireworks. There's no end to the pleasure this property will provide!!!!

364 Island Ave, Portland

Listing courtesy of Portside Real Estate Group.

$399,000
1 Beds ⋅ 1 Baths
A rare find in the heart of Portland, this classic New Englander is set on a private lot that feels like a world of its own. Tucked away from the hustle and bustle yet conveniently located to enjoy the very best of Portland, this one-bedroom home is a true urban oasis -- and for the outdoor enthusiast, it doesn't get much better than this. Located near Portland's beloved trail systems and just steps from the trailhead to Jewel Falls, adventure is always close at hand. Outside, the property is nothing short of magical. A beautiful orchard bursting with plum, apple, pear, and cherry trees transforms the lot into a serene retreat. Blackberry, blueberry, raspberry, and strawberry bushes add to the abundance. A refreshed deck provides the perfect spot to relax and soak it all in. Inside, the home carries the timeless character you'd expect from a classic New Englander. The open kitchen with eat-in dining creates a warm and inviting heart of the home, while the four-season porch extends your living space and brings the beauty of the outdoors in, no matter the time of year. Upstairs, you'll find a comfortable bedroom, a flexible office nook, and a full bathroom. Efficient heat pumps provide year-round comfort with ease. Whether you're planting roots for the first time, simplifying your lifestyle, or simply seeking a private green sanctuary in the city, this property is a truly special opportunity. Homes like this don't come along often -- don't let it pass you by. Open House Sunday 7/19 from 12:00-1:00.

40 Webb St, Portland

Listing courtesy of Portside Real Estate Group.

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