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11 Upland Ave, Portland
$569,000
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.

95 Park St Unit 1, Portland
$695,000
2 Beds ⋅ 2 Baths
Nestled on one of Portland's most iconic streets, this beautifully maintained brick rowhouse condominium offers the perfect blend of historic character and modern convenience. Spanning the garden and basement levels, this thoughtfully designed two-story unit provides comfortable living with a unique sense of privacy in the heart of the city. The first floor/garden level of the unit provides all of your living spaces: living room, dining room, kitchen, bedroom and full bath. Head downstairs to enjoy a gorgeous and flexible bonus space with another full bathroom. The space currently functions as the home's primary bedroom suite, but would also make a wonderfully cozy home theatre, den, library or office. Step outside to your own private courtyard--an ideal space for morning coffee, container gardening, or entertaining friends on warm summer evenings. A deeded off-street parking space adds exceptional convenience, making city living effortless. Located on picturesque Park Street, you'll enjoy easy access to Portland's renowned restaurants, boutiques, waterfront, parks, and cultural attractions, all while coming home to the timeless charm of a classic brick rowhouse. Whether you're seeking a full-time residence or a convenient in-town retreat, this exceptional property offers an opportunity to experience the very best of Portland living.

95 Park St Unit 1, Portland

Listing courtesy of Breakwater Realty Group, LLC.

169 Harvard St Unit A, Portland
$595,000
3 Beds ⋅ 3 Baths
Located across from scenic University Park, these duplex-style homes offer a rare opportunity to enjoy brand-new construction in an established and convenient Portland neighborhood. Inside, each home features a thoughtfully designed kitchen, a spacious primary suite with a walk-in closet, and two additional bedrooms with second-floor laundry. Enjoy the comfort of central air conditioning, a sunny rear deck perfect for relaxing or entertaining, and an attached one-car garage. A full basement provides abundant storage or the potential for future finished space. Just minutes from shopping, restaurants, Back Cove, I-295, and downtown Portland, these homes combine modern living with an unbeatable location. Customize your home, with options for cabinetry, countertops, flooring, and lighting. Begin your next Maine chapter in comfort and style - Move in early 2027!

169 Harvard St Unit A, Portland

Listing courtesy of RE/MAX By The Bay.

174 Curtis Rd, Portland
$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.

75 Pennell Ave, Portland
$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.

51 Old Mast Rd, Portland
$640,000
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

141 Allen Ave, Portland
$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.

280 Concord St W Unit 3, Portland
$349,000
1 Beds ⋅ 1 Baths
Enjoy top-floor living in this spacious 1-bedroom, 1-bath condominium in Portland's desirable Deering/Rosemont neighborhood. Offering approximately 1,075 square feet, this inviting home is much larger than the typical one-bedroom and features warm pine floors, distinctive vaulted ceilings, a comfortable living area, and a skylight that brings natural light into the kitchen. The generous and flexible layout provides room for dining, a home office, or an additional sitting area. Average heat and hot water bill for 2026 is $110 per month. Private in-unit laundry adds everyday convenience, while loft storage and a dedicated basement storage locker provide valuable additional space. The unit includes one deeded off-street parking space and is EV-ready, with conduit already in place for the future installation of a charging station. Residents can enjoy a large shared fenced backyard with a patio, fire pit, grill area, and plenty of room for relaxing, gardening, and entertaining. This is a pet-friendly association. Rentals of six months and longer are permitted. Recent building improvements, including a roof completed in 2023. Conveniently located near Rosemont Market, local restaurants, UNE, USM, Maine Medical Center, Northern Light Mercy Hospital, and Deering High School, with easy access to downtown Portland and I-295. Outdoor enthusiasts will appreciate nearby Evergreen Woods, offering approximately four miles of trails. A wonderful opportunity to own a generously sized top-floor condominium with deeded parking, private laundry, excellent storage, shared outdoor space, and EV-ready convenience in a well-established Portland neighborhood. Some photographs have been virtually staged to demonstrate possible furniture placement. Seller is willing to give concessions to Buyer at closing

280 Concord St W Unit 3, Portland

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

45 Eastern Promenade Unit 1C, Portland
$575,000
2 Beds ⋅ 2 Baths
Exceptional value on Munjoy Hill with this bright, well maintained two bedroom, two bath condo offering sweeping views of Casco Bay and effortless Portland living. Conveniently located on the first floor offering an open floor plan with hardwood and tile flooring, generous in unit storage, and a private primary suite. Located in the secure, elevator and ramp accessible Portland House, residents benefit from heated garage parking, concierge services, onsite gym, community room with lending library, and a beautifully kept outdoor patio with seating overlooking the bay. Most utilities included in HOA fee, including heat, hot water, water/sewer, cable and internet, making ownership simple and predictable. Just steps from the Eastern Promenade, you'll have immediate access to over 70 acres of green space, the Eastern Prom Trail, Fort Allen Park, tennis and pickleball courts, East End Beach, food trucks, and Portland's iconic waterfront. The building's lobby and community spaces have been recently renovated creating a welcoming feel. Residents also enjoy access to the rooftop 'Red Carpet' area for spectacular views of fireworks, cruise ships, and the harbor. A rare opportunity to enjoy convenience, amenities, and one of Portland's most coveted locations.

45 Eastern Promenade Unit 1C, Portland

Listing courtesy of Portside Real Estate Group.

289 Spring St Unit 1, Portland
$339,900
1 Beds ⋅ 1 Baths
Experience effortless city living in the heart of Portland's peaceful historic West End. Situated conveniently on the first floor, this refined residence features beautiful bay windows that flood the home with brilliant, southern light. Fully renovated for optimal comfort and energy efficiency, this turn-key condo allows you to skip the headaches of historic renovations. Enjoy contemporary city convenience at its best with access to Portland's most beloved spots. Whether you want to get coffee and fresh produce at the local Rosemont Market, take a sunset stroll along the Historic Western Promenade, or enjoy Portland's premier dining scene, it is all close by. Premium Finishes- Kitchen & Bath: High-gloss cabinetry, quartz countertops, premium Summit and Blomberg appliances, and a sleek modern bathroom with a custom tile enclosure and frameless glass door. Flooring & Lighting: Tall ceilings, gleaming maple hardwood floors, and high-efficiency windows that bathe the space in light. Eco-Efficient Infrastructure- Climate Control & Utilities: High-performance mini-split heat pump provides whisper-quiet heating and crisp summer AC and a brand new Bradford White heat pump water heater, both designed to dramatically slash monthly utility expenses. Amenities & Investments- Parking & Storage: Includes a highly valuable deeded off-street parking space for one vehicle directly behind the building, a basement storage unit, and private, dedicated laundry machines exclusive to this unit. Association Quality: Supported by an engaged, proactive association with a proven track record of completing major building maintenance projects. Flexibility: The building is pet-friendly and has a 30-day minimum rental policy. It has been an incredibly versatile investment, performing as a year-round residence, long or mid-term executive rental, pied-à-terre, and a rejuvenating oasis.

289 Spring St Unit 1, Portland

Listing courtesy of homecoin.com.

180 High St Unit 25, Portland
$409,000
2 Beds ⋅ 1 Baths
*****Open house Sunday 10/4 2-3:30***** Welcome home to this inviting two bedroom, one bath condominium in the heart of Portland's vibrant Arts District. Ideally situated on the second floor, #25 offers the ease of one flight stair access along with the convenience of the building's beautiful elevator. Best of all, the windows overlook the tranquil courtyard gardens rather than the street, creating a surprisingly peaceful setting in the heart of the city. The efficient heating, included in the HOA fee, makes this a warm, inviting space through all of the seasons. Thoughtfully designed, the floor plan makes excellent use of every room, with the two bedrooms positioned on opposite sides of the condo for added privacy and flexibility. Whether you're welcoming guests, sharing the home with a roommate, or creating a dedicated home office, the layout offers versatility that is hard to find. The home feels spacious and comfortable without sacrificing the charm and character that make this historic building so special. Natural light is one of #25's standout features. The living room and both bedrooms enjoy beautiful morning sunshine during the winter months, while afternoon light fills the kitchen and second bedroom. With courtyard views from every window, the home feels bright, warm, and wonderfully removed from the activity of High Street. Outside, beautifully maintained gardens provide a peaceful place to enjoy the changing seasons, while the best of Portland is just steps away. Restaurants, galleries, shops, entertainment, and the city's vibrant Arts District are all within easy reach. Bright, private, thoughtfully laid out, and wonderfully located, #25 offers the best of historic Portland living with a floor plan designed for the way people live today.

180 High St Unit 25, Portland

Listing courtesy of Portside Real Estate Group.

32 Taft Ave, Portland
$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.

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

45 Centennial St, Portland

Listing courtesy of Portside Real Estate Group.

83 Capisic St, Portland
$895,000
4 Baths
This completely renovated two unit at 83/85 Capisic Street offers the perfect blend of modern finishes and quality craftsmanship, perfect for an owner occupant . Each spacious townhome-style unit features 3 bedrooms, 1.5 bathrooms, thoughtfully designed with bright, open living spaces ideal for both owner-occupants and investors. Both units include brand-new kitchens with stylish cabinetry, countertops, and fixtures, along with beautifully updated bathrooms, new tile flooring, and refinished hardwood floors throughout. Major system upgrades include all new heat pumps, plumbing, electrical, insulation, windows, siding, trim, and a new roof, providing years of low-maintenance ownership and peace of mind. Situated on an oversized 0.48-acre lot, the property also features a brand-new driveway and offers an unusually large yard for an in-town Portland property, creating endless possibilities for outdoor living, recreation, gardening, or future expansion or additional units (subject to municipal approvals). An added advantage for investors is that this property is not subject to Portland's rent control ordinance, providing greater flexibility for future rental management and income potential. Conveniently located just minutes from downtown Portland, local restaurants, shopping, schools, parks, and major commuter routes, this turnkey duplex is a rare opportunity to own a like-new multi-unit property in one of Portland's most desirable and convenient neighborhoods.

83 Capisic St, Portland

Listing courtesy of Landmark Realty.

11 William St Unit 1, Portland
$475,000
2 Beds ⋅ 2 Baths
Welcome home to this inviting two-bedroom, 1.5-bath condo that perfectly blends character, convenience, and city living. Nestled in an intimate three-unit association, this condo combines the warmth and charm of a classic Portland property while placing you just a short walk from the award-winning restaurants, breweries, boutiques, and waterfront that make downtown Portland one of New England's most sought-after destinations. Sunlight fills the spacious interior, highlighting beautiful hardwood floors, oversized windows, and versatile living spaces that can accommodate everything from a home office to a fitness area or creative studio. The generously sized kitchen features abundant cabinetry, a large pantry, and plenty of room to prepare meals and gather with family and friends. A dedicated parking space eliminates the hassle of city parking, while the secure basement storage provides the perfect place for bicycles, seasonal items, and outdoor gear. Whether you're searching for your first home, a low-maintenance city residence, or an investment in one of Maine's most desirable locations, this condo combines location, lifestyle, and value in one exceptional package. Walking distance to downtown Portland, USM, Back Cove, Sea Dogs Stadium and Portland Expo.

11 William St Unit 1, Portland

Listing courtesy of Keller Williams Realty.

341 Auburn St, Portland
$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.

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

25 High St Unit 410, Portland

Listing courtesy of Benchmark Real Estate.

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

705 Riverside St, Portland

Listing courtesy of Excellence Realty.

27 Pine St Unit 7, Portland
$399,000
1 Beds ⋅ 2 Baths
NEW PRICE!! Spacious condo in Portland's coveted West End that beautifully blends period charm with modern convenience. Soaring ceilings and bay windows fill the home with natural light, creating an inviting space for both everyday living and entertaining. The expansive kitchen is a dream for home chefs, featuring abundant counter space, newer stainless steel appliances, a gas range, and plenty of room to gather with family and friends. Two separate living areas provide exceptional flexibility for relaxing, working from home, or hosting guests. The thoughtfully designed floor plan includes two full bathrooms, including a private ensuite in the primary bedroom. Two separate entrances and a dedicated mudroom offer added privacy, convenience, and valuable storage space. An in-unit washer and dryer eliminate trips to the basement or laundromat, making daily living effortless. Step outside to enjoy a private side deck and a peaceful backyard oasis--perfect for morning coffee, gardening, or unwinding after a day in the city. Additional highlights include one dedicated off-street parking space, conveniently located first in line directly beside the building, along with a private storage unit in the basement. The well-maintained building has seen numerous recent improvements, including a TC Hafford-installed basement vapor barrier and sump pump, two new dehumidifiers (2024), a new chimney vent liner for the hot water heaters, new chimney vent cap, exterior LED lighting, exterior water spigot, refinished hardwood floors, new carpet, freshly painted common areas, and new mailboxes. Ideally located in the heart of Portland's vibrant West End, you'll be just steps from acclaimed restaurants, neighborhood cafés, parks, entertainment venues, and the city's rich arts and cultural scene. Whether you're looking for a walkable urban home, a convenient city retreat, or a strong long-term investment, 27 Pine Street offers timeless character, modern amenities in an unbeatable location.

27 Pine St Unit 7, Portland

Listing courtesy of Real Broker.

383 Commercial St Unit 413, Portland
$645,000
1 Beds ⋅ 2 Baths
Portland, Maine living in the heart of the Old Port, Portland's historic waterfront neighborhood is luxury living at it's best! Portland will keep you active with popular restaurants, boutiques, stores, parks, museums, and everyday amenities just a stones throw away. This super clean and modern single level residence at Hobson's Landing showcases luxury customization and finishes throughout. The open-concept living space features a large living room with a gas fireplace and adjoining private deck. Spend time at the welcoming kitchen with top notch finishes and purposeful design. The bright and cozy 1 bedroom, 1.5 bath condominium includes an ensuite primary bedroom with a walk-in closet and bath with double vanities and radiant heated floors. The Laundry closet, connects the walk in wardrobe closet and the primary bedroom perfectly. deeded garage parking. Added amenities include multiple large outdoor courtyards, a club room with a full kitchen, concierge service, fitness center, dog wash facility and media room!

383 Commercial St Unit 413, Portland

Listing courtesy of Elevate Maine Realty.

268 Concord St W, Portland
$885,000
3 Baths
Exceptional investment opportunity in Portland's highly desirable Deering Center/Rosemont neighborhood. This well-maintained multi-family property features three established units plus fully finished space with strong potential for a fourth unit (buyer to verify approvals and permitted use with city). Owner occupied since 2007, and the units are currently exempt from the rent increase limits imposed by the City of Portland for 3-4 unit buildings. the property offers a rare combination of off-street parking, a garage and a spacious backyard, providing added convenience and outdoor enjoyment for tenants and owners alike. Ideally situated within walking distance to the University of New England (UNE), the University of Southern Maine (USM), Rosemont Market, neighborhood shops, restaurants and everyday amenities. Outdoor enthusiasts will appreciate easy access to Evergreen Woods and its extensive network of approximately four miles on scenic walking and hiking trails. Whether you are an owner-occupant seeking supplemental income or an investor looking to expand your portfolio in one of Portland's most sought-after neighborhoods, this property offers outstanding versatility location and future upside.

268 Concord St W, Portland

Listing courtesy of Greater Portland Realty.

29 Deering St Unit 3, Portland
$599,000
2 Beds ⋅ 1 Baths
Stunning West End Penthouse | Historic 1867 Townhome with Soaring Height and Volume A rare opportunity to own a two-level penthouse occupying a restored 1867 Victorian townhome on one of Portland's most coveted, tree-lined streets. This residence seamlessly blends historic character with high-performance modern upgrades, right in the heart of the peninsula. 2 bedrooms, 1 bathroom, and a spacious loft, complete with a dedicated laundry room featuring an in-unit washer and dryer. 1,426 official finished sq. ft. (~2,000 sq. ft. of total heated finished footprint) Layout: Multi-level living featuring a dramatic open-concept space ideal for a grand suite, executive home office, or creative studio, equipped with sound-dampening floor underlayment and skylight views overlooking the city. Hardwood floors, exposed brick, and abundant natural light throughout. Newly constructed, custom-crafted architectural portico. Newly installed R-60 insulation paired with a high-efficiency on-demand gas boiler. Bonus Extras: Pet-friendly, Backyard patio, Wraparound garden, Convenient eaves, Cedar closets and Dedicated basement storage Steps to the Western Promenade; an easy stroll to Maine Medical Center, MECA&D, and the vibrant Arts District dining and shopping scene. Permitted Residential street parking is available, as well as garage and lot options nearby. Turnkey, city-approved, and a must-see! Private showings are available by appointment.

29 Deering St Unit 3, Portland

Listing courtesy of Beacon Realty.

384 Pleasant Ave, Portland
$499,000
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.

100 Highland Ave, Portland
$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.

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