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$2,950,000
2 Beds ⋅ 3 Baths
Welcome to The Penthouse on Congress--an incredible opportunity in the heart of downtown Portland's Art District, with 360-degree views of the ocean to the mountains, architectural pedigree, and elevated design converge. Set on the top three levels of The Winslow Lofts, this residence lives like a work of art--layered in natural materials, bathed in light, and framed by the ever-changing beauty of the water beyond. Soaring ceilings and dramatic floor-to-ceiling windows create an immediate sense of scale, drawing the outdoors in and showcasing panoramic views of Casco Bay from the main living space. A striking fireplace anchors the room, adding warmth and intimacy to an otherwise expansive, light-filled setting--perfect for both quiet evenings and unforgettable entertaining. The primary suite is a true retreat, offering tranquil water views over Back Cove, a private balcony, a generous walk-in closet, and a spa-like bath with radiant heat floors, designed for indulgence. A second fireplace adds an additional layer of comfort and romance, making this suite feel like a boutique hotel sanctuary high above the city. Arrive via a secure elevator, underscoring the exclusivity and ease of penthouse living. Two dedicated parking spaces--including one within a heated garage--complete the offering, a coveted amenity in downtown Portland. This is not just a residence--it's a statement. A true penthouse lifestyle defined by privacy, design, and breathtaking vantage points. From intimate evenings by the fire to unforgettable gatherings on the rooftop deck with city and water views, this home offers a front-row seat to Portland's most iconic scenery. A living art piece suspended above the city, where luxury, light, and location converge.

547 Congress St Unit 6, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$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..

$300,000
2 Beds ⋅ 1 Baths
Perched above-it-all in Bayside, this freshly painted penthouse condo has city views, including the iconic Time and Temp Building. Occupying the entire third floor, this quiet, light-filled two-bedroom home feels like a private treetop retreat--yet it's just moments from everything on the Portland peninsula. Enjoy the convenience of a reserved on-site parking space located directly in front of the entrance. A welcoming entry to the unit begins with lovely hardwood stair treads, leading to a thoughtfully designed landing complete with a custom, extra-large wooden storage chest. Inside, warm wood flooring enhances the natural light throughout the living spaces. The kitchen was fully renovated in 2019 and features tall cabinetry, quartz countertops, cast iron apron-front sink, stainless steel appliances, modern lighting, and clever shelving solutions. Both bedrooms are spacious and bright, each offering generous closet space. Efficient and easy to heat, the unit is equipped with a Rinnai natural gas direct-vent system, supplemented by electric baseboard heating. Additional updates include a high-efficiency water heater installed in 2020. A convenient coin-operated laundry is located in the association's adjacent building on Parris Street. The association completed a major basement structural overhaul in 2022, reinforcing the long-term integrity of the building. This home represents exceptional value on the peninsula--whether you're seeking a pied-à-terre, looking to build equity, or embracing an accessible urban lifestyle. Experience the vibrant energy of historic Bayside, a neighborhood undergoing exciting residential and commercial revitalization.

58 Portland St Unit 5, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990
$499,000
3 Beds ⋅ 2 Baths
At the Ledges in Portland's highly sought after Rosemont neighborhood, you'll find a rare combination of natural beauty, thoughtful design, and everyday convenience. Constructed around gorgeous natural ledge, inspired by historic New England architecture, yet built with the efficiencies and comforts of modern construction, The Ledges is a neighborhood that feels natural, effortless and timeless from the moment you arrive. Inside, this townhome lives with the ease and scale of a single-family home. With no one living above you, it is quiet and cosy. Sunlight filters through generous living spaces designed to adapt to the way you live, including a first floor bedroom and full bath. The oversized primary suite provides a comfortable retreat at day's end. And if you somehow find you need more square footage, there's walk up attic for plenty of storage or ready for adding finished space. Think morning coffee on the private patio, walks with neighbors on the abutting conserved trails, easy sidewalk strolls to Deering Center. And all of this is just minutes from Portland's restaurants, waterfront, arts scene, and everyday amenities.

16 Stoneledge Dr Unit 16, Portland

Listing courtesy of Waypoint Brokers Collective.

$775,000
1 Beds ⋅ 2 Baths
Located in Portland's historic Old Port, this sun-filled corner unit at Chandler's Wharf offers sweeping harbor and city views with eastern, southern, and western exposures. The one-bedroom, 1.5-bath residence has been thoughtfully updated with a remodeled kitchen and baths, new windows, a heating and cooling mini-split system, and new appliances. Enjoy the private deck overlooking the waterfront - an ideal spot to relax and take in the scenery. Property includes garage parking for owner and guest, and is located in a gated community. Experience a walkable urban lifestyle in the heart of Portland, just steps from the city's vibrant restaurants, shops, and waterfront attractions.

715 Chandlers Wharf, Unit 715, Portland

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

$822,589
2 Beds ⋅ 2 Baths
Life Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 2nd floor south facing unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including ensuite bedrooms, private deck and lots of wonderful light. This unit faces the beautiful and protected Baxter Woods. Enjoy the large gathering room and sky deck at your fingertips. Covered parking and storage also included. A well-rounded life begins at the Square!

75 Mcauley Way Unit 205, Portland

Listing courtesy of Gardner Real Estate Group.

$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.

$640,000
3 Beds ⋅ 2 Baths
RENOVATED MUNJOY HILL CONDO! GREAT RENTAL HISTORY! A first floor unit with water views and walkable convenience in Portland's vibrant East End. Enjoy breathtaking vistas of Casco Bay from this charming 3 bedroom residence with recent renovations in 2019. It is ideally situated just moments from downtown. Nestled in one of the city's most beloved neighborhoods, this home offers easy access to local cafés, boutiques, the Eastern Promenade, and the waterfront. Whether you're starting your day with sunrise over the bay or strolling to dinner in the Old Port, this location is quintessential Portland living.

13 Atlantic St Unit 1, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,350,000
2 Beds ⋅ 2 Baths
Fabulous lifestyle in the heart of Portland's historic waterfront neighborhood, where residents enjoy a truly walkable lifestyle with acclaimed restaurants, boutiques, museums, and everyday conveniences just steps from home. This stunning sun-drenched corner residence at Hobson's Landing showcases exceptional customization throughout. The open-concept floor plan features a spacious living room with a gas fireplace and adjoining private deck and a beautifully appointed kitchen with premium finishes and thoughtful design. The pristine two-bedroom, two-bath condominium includes an ensuite primary bedroom with a walk-in closet and bath with double vanities and radiant heated floors. Additional highlights include a gracious entry hall, laundry closet, deeded garage parking, and a separate storage space. Residents enjoy an impressive collection of amenities, including expansive outdoor terraces and a club room with a full kitchen, fireplace and deck, as well as a lobby with concierge service, a fitness center, dog wash station, reservable guest suite, work/study space, and access to shared bicycles and a Tesla.

383 Commercial St Unit 300, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
$1,450,000
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.

$821,206
2 Beds ⋅ 2 Baths
Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 4th floor park-facing corner unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including the ensuite primary bedroom, spacious 2nd bedroom, private deck and lots of wonderful light. Enjoy the large community gathering room and sky deck on the 5th floor! Covered parking and storage also included. A well-rounded life begins at the Square!

75 Mcauley Way Unit 406, Portland

Listing courtesy of Gardner Real Estate Group.

$769,000
1 Beds ⋅ 1 Baths
Experience waterfront living at its finest in Hobson's Landing, Portland's premier luxury condominium community. This beautifully appointed one-bedroom residence offers sophisticated design, high-end finishes, and effortless single-level living in the heart of the city's vibrant waterfront district. The thoughtfully designed floor plan features an open-concept living space filled with natural light, a chef-inspired kitchen with premium appliances, custom cabinetry, and quartz countertops, and a spacious primary suite with ample storage and a spa-like bath. Floor-to-ceiling windows showcase captivating city and waterfront views while creating a seamless connection between indoor comfort and the beauty of Portland Harbor. Residents of Hobson's Landing enjoy an unparalleled amenity package, including concierge service, fitness center, club room, reservable guest suite, dog wash station, and beautifully landscaped outdoor spaces. Just outside your door, explore Portland's award-winning restaurants, boutiques, marinas, and scenic waterfront trails. Whether you're seeking a year-round residence, a convenient in-town retreat, or a low-maintenance lifestyle, this exceptional home offers luxury, convenience, and the very best of Portland living.

387 Commercial St Unit 432, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com
$485,000
3 Beds ⋅ 3 Baths
Beautifully maintained three-bedroom, two-and-a half-bath townhouse condo tucked away in a peaceful Portland neighborhood.. The main level offers an open-concept layout with a comfortable living area, kitchen with pantry, dining space, and sliding doors leading to a sunny patio. Upstairs, you'll find three spacious bedrooms and two full bathrooms, including a primary suite with a walk-in closet and private en suite bath. Thoughtful upgrades include heat pumps, new appliances, surround sound, EV mitigation system and a ADT security system. Enjoy a quiet, tucked-away setting while still being just minutes from downtown Portland, shopping, dining and the turnpike. A move-in-ready gem in an incredibly convenient location. OPEN HOUSE SATURDAY JULY 18 10-12

15 Jarita Court, Unit 15, Portland

Listing courtesy of Plowman Realty Group.

$499,999
3 Beds ⋅ 3 Baths
Spacious condo on cul du sac. Totally professionally painted! Large bedrooms, primary bedroom w/ bath and walk in closet. Newly renovated kitchen w/ newer cabinetry. This is the last unit in the complex. Private back yard. Easy access to shopping, Riverside Golf course and down town Portland.

46 Jarita Court, Unit 46, Portland

Listing courtesy of RE/MAX Shoreline.

$1,700,000
4 Beds ⋅ 3 Baths
Combining exceptional amenities, an unbeatable location, sophisticated style, and generous living space, 135 Sheridan Street #404 represents a rare offering in Portland's condominium market--a one-of-a-kind residence in the heart of the coveted East End. Created through the seamless combination of two units, this penthouse corner unit offers over 2,300 square feet of thoughtfully designed single-level living. The home features four bedrooms, two full baths, and one half bath, with an open layout that lives even larger thanks to soaring ceilings and sweeping views of the city skyline and Back Cove. South-facing windows flood the interior with natural light year-round, while two private decks extend the living space outdoors, creating a bright, airy atmosphere perfect for everyday living and entertaining. Situated on a quiet residential street, the building is steps from everything that makes Portland's East End one of Maine's most desirable neighborhoods. Acclaimed restaurants, bars, coffee shops, bakeries, breweries, distilleries, music and theater venues, parks, the Eastern Prom, Portland Trails, and the waterfront are all within easy walking distance. Professionally managed and meticulously maintained, the building offers true low-maintenance living. The property includes an unheard-of three deeded parking spaces--two in the attached heated garage and one surface space directly adjacent to the building. Additional features include efficient natural gas heat, central air conditioning, and a gas fireplace. Recent improvements include a renovated primary bathroom with heated tile floors and a curbless walk-in shower and custom built-ins throughout for your library, art, and collectibles. Also includes two large secure storage units to keep your living area clutter free. Offering an extraordinary combination of size, location, views, parking, and amenities, 135 Sheridan Street #404 is a unicorn in Portland's premier East End neighborhood.

135 Sheridan St Unit 404, Portland

Listing courtesy of Real Broker.

$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
$811,657
2 Beds ⋅ 2 Baths
Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 3rd floor park-facing corner unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including the ensuite primary bedroom, spacious 2nd bedroom, private deck and lots of wonderful light. Enjoy the large community gathering room and sky deck on the 5th floor! Covered parking and storage also included. A well-rounded life begins at the Square!

75 Mcauley Way Unit 306, Portland

Listing courtesy of Gardner Real Estate Group.

$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.

$625,000
2 Beds ⋅ 2 Baths
Enjoy the best of Portland living from this beautifully appointed 2-bedroom condominium in an unbeatable location. Centrally located amid acclaimed restaurants, boutique shopping, the Portland Public library, grocery stores, parks and more! This home places the city's vibrant amenities right outside your door. Offering 1,460± square feet of thoughtfully designed living space, the unit features oversized windows that fill the home with natural light, central air conditioning, a gas range, stainless steel appliances, a tiled tub/shower, and exceptional sound insulation for peace and privacy. Additional highlights include a covered parking spot, abundant storage, and access to a shared outdoor courtyard. A rare opportunity to enjoy comfort and convenience in the heart of Portland's Arts district.

15 Brown St Unit 203, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$768,000
2 Beds ⋅ 2 Baths
Welcome to Chandlers Wharf building 7. A stand alone brick building sited on a private pier in the heart of Portlands Old Port. A premiere waterfront lifestyle awaits you with unobstructed views of lobster boats, yachts and harbor tours. Start your day on your covered balcony watching the sunrise with your morning coffee listening to the cry of the ospreys. The residence is a light filled end unit with expansive windows offering illumination throughout the day. This rare first floor one level condominium also has its own private entrance. An open concept kitchen,dining and living area has been updated recently. The kitchen would delight most chefs with high end appliances and a good amount of counter space. It's an easy walk to a few excellent fish markets. The kitchen is open to the dining and living room area And with over 1000 square feet the space feels spacious and functional. Highlights are a master bedroom suite that really feels private. Plenty of storage with deep closets. The guest bedroom has a bathroom from the hall adjacent to the room. Both bathrooms have been renovated with tile and shiplap. Other amenities include laundry in the unit and an ample entry area with an additional pantry closet. The charm of a working waterfront combined with world class restaurants and boutiques, a vibrant art and music scene make this spot very special whether it is your main residence or pied-a-terre

703 Chandlers Wharf, Unit 703, Portland

Listing courtesy of RE/MAX Shoreline.

$660,000
1 Beds ⋅ 1 Baths
Location, Luxury, and More Space to Breathe! Welcome home to this pristine, one-of-a-kind open one-bedroom condo sitting right in the vibrant heart of the Portland peninsula. Offered by its original owner and kept in absolutely immaculate condition, this unit isn't just another condo--it's a step up from the rest. If you've been wishing for a little bit more, this is the one you've been waiting for. It boasts a larger footprint, a brighter atmosphere, and high-end upgrades that truly set it apart. Notably larger than standard one-bedroom units in the building, this unit is flooded with natural light thanks to the extra windows. The owner also spared no expense on the kitchen, adding additional custom cabinetry and equipping the space with top-of-the-line, premium appliances. The dining area features custom built-in seating, creating the perfect cozy spot for morning coffee or hosting intimate dinner parties. Situated in a quiet section of the building, you get all the perks of downtown living without any of the hustle-and-bustle noise. Relax on your private balcony to enjoy your morning coffee or unwind after a busy day. This unit also comes with its own dedicated single-car parking space. It simply has more of everything a discerning owner wants: more square footage, great storage, superior finishes, and a peaceful vibe in a premium location. Seller is willing to entertain leaving the furnishings.

113 Newbury St Unit 206, Portland

Listing courtesy of Portside Real Estate Group.

$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.

$525,000
2 Beds ⋅ 3 Baths
SELLER TO PAY (6) MONTHS OF HOA DUES AT CLOSING!!! A MUST SEE!! THE MONTHLY CONDO DUES INCLUDE ACCESS TO THE BEAUTIFUL NEW POOL AREA. PICKLE BALL AND TENNIS COURTS. EXTRA AMENITIES ARE CABLE, INTERNET AND TRASH REMOVAL - ADDING TREMEDOUS VALUE AND CONVENIENCE. ONE OF THE BEST POND VIEWS IN THE COMMUNITY RIGHT IN YOUR OWN BACK YARD!! Enjoy serene pond views from this sunny and beautifully updated 2-bedroom, 2.5 bath condo in desirable Parsons Pond. Known for its peaceful setting, this home features an updated kitchen, renovated baths and newer flooring throughout. Stay comfortable year-round with efficient heat pumps providing both heating and air conditioning, while the cozy fireplace adds warmth and charm to the living space. The spacious primary bedroom includes its own private bath and the convenience of second-floor laundry adds to the home's functional layout. Enjoy our private deck overlooking the peaceful pond, perfect for relaxing or entertaining. Additional features include a one-car garage a third-floor unfinished loft offering great potential for extra living space, a home office or storage. Residents enjoy access to desirable amenities including a swimming pool, tennis courts and pickleball courts. conveniently located just minutes from Portland's dining, shopping and everyday amenities, this condo offers the perfect blend of comfort, convenience and tranquility. OPEN HOUSE AUGUST 2ND 10AM-12PM

59 Parsons Pond Dr Unit 4205, Portland

Listing courtesy of Greater Portland 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.

$529,000
3 Beds ⋅ 1 Baths
Welcome to 199 Vaughan Street #4, a classic Portland West End condominium full of charm, character, and timeless appeal. Situated in a beautifully maintained historic brick building, this spacious 3 bedroom condo offers the perfect blend of original architectural details and comfortable everyday living. Inside, you'll find hardwood floors, high ceilings, oversized windows bringing in natural sunlight, and a warm fireplace that anchors the living space. The layout offers flexibility for working from home, hosting guests, or simply enjoying city living with room to spread out. A private deck, generous storage space, and coveted off street parking add to the convenience. Located just steps from the Western Promenade, Maine Medical Center, local coffee shops, restaurants, and everything Portland has to provide, this home places you right in the heart of one of the city's most desirable neighborhoods. Historic charm, walkability, and easy peninsula living all come together at 199 Vaughan Street #4.

199 Vaughan St Unit 4, Portland

Listing courtesy of Benchmark Real Estate.

$832,283
2 Beds ⋅ 2 Baths
Life Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 4th floor south facing unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including ensuite bedrooms, private deck and lots of wonderful light. This unit faces the beautiful and protected Baxter Woods. Enjoy the large gathering room and sky deck at your fingertips. Covered parking and storage also included. A well-rounded life begins at the Square!

75 Mcauley Way Unit 305, Portland

Listing courtesy of Gardner Real Estate Group.

$799,000
1 Beds ⋅ 2 Baths
Perched just steps from the ferry landing, the iconic Webber Store building is a rare offering on Peaks Island- where coastal charm, investment potential, and an elevated island lifestyle converge. Set within the island's business district, this distinctive two-story property presents a unique live/work opportunity. The first floor (Unit 1) features an inviting, flexible commercial space with three separate rooms, each with its own entrance--most recently a thriving thrift store and equally well-suited for a boutique office, creative studio, or gallery. Above, the second-floor residence (Unit 2) is a light-filled retreat, where an open-concept living space flows effortlessly onto a private deck overlooking Casco Bay and the Portland skyline. Here, sunset gatherings are framed by ever-changing ocean views. The one-bedroom layout is enhanced by a charming loft, ideal for guests or an inspiring workspace, along with a spacious closet. Both units feature private outdoor spaces and their own dedicated off-street parking spot, all just moments from the ferry, beaches, and the best of island living. A property of this caliber- rich in history, unmatched in location, and defined by its sweeping water views- offers an extraordinary chance to live, work, and unwind in one of Maine's most treasured coastal communities.

14 Welch St Unit 1 and 2, Portland

Listing courtesy of Peninsula Real Estate LLC.

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