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$2,390,000

Presenting a rare opportunity to acquire a distinguished 10-unit multi-family property in Portland's highly desirable Congress Street corridor steps from Longfellow Square. Comprised of two separately deeded buildings, 209 and 211 State Street are part of the historic John W. Munger Block, an architecturally significant brick property constructed in 1855 that showcases the timeless character and craftsmanship that define Portland's historic district. Ideally situated along one of Portland's most recognizable residential corridors, the property is within walking distance of the city's renowned restaurants, shops, medical facilities, transportation options, and waterfront attractions. The location continues to attract strong rental demand from professionals, healthcare workers, and residents seeking an urban lifestyle in one of Maine's most dynamic markets. Investors will appreciate the flexibility afforded by the property's separate deeds, creating potential future disposition, financing, or portfolio management opportunities. The combination of historic character, strong tenant appeal, off-street parking, and a premier Portland location makes 209-211 State Street a compelling long-term investment opportunity. All showings are by appointment only.

209-211 State St, Portland

Listing courtesy of EXP Realty.

$1,675,000

Few East End properties offer the lifestyle, flexibility, and income potential of 26-30 Turner Street. This rare offering blends the experience of a fully renovated single-family home with the advantages of a multi-unit investment, all on one parcel in one of Portland's most desirable neighborhoods. The street-facing Victorian is a standout three-bedroom residence, showcasing the scale, character, and level of finish Munjoy Hill buyers seek. A gourmet kitchen with gas range, thoughtfully renovated bathrooms, and a primary suite with a spacious steam shower create a home that lives far beyond a typical investment property. Seasonal views of Casco Bay further enhance its appeal, while efficient natural gas on-demand heating and hot water complement its historic character. Privately positioned behind, a separate two-story building includes two income-producing apartments, a dedicated office or studio, and two deeded off-street parking spaces. The office offers a rare opportunity for professionals or creatives seeking true separation between home and work. The rear building features natural gas baseboard heat, energy-efficient heat pumps for heating and cooling, and on-demand hot water. This is not a traditional multi-family--it is a true live-work-earn opportunity. The layout allows owners to enjoy the comfort of a single-family residence while the rear building generates meaningful income. Current gross annual income exceeds $122,000, with additional upside through the office/studio. A landscaped private courtyard creates an exceptional outdoor space for dining, entertaining, or quiet enjoyment, connecting both buildings while enhancing privacy. Future upside may exist through attic expansion or potential rooftop decks, subject to approvals. Located just steps from the Eastern Promenade, East End Beach, and Portland's vibrant dining and waterfront scene, 26-30 Turner Street represents one of the East End's most distinctive ownership opportunities.

5 Baths

Few East End properties offer the lifestyle, flexibility, and income potential of 26-30 Turner Street. This rare offering blends the experience of a fully renovated single-family home with the advantages of a multi-unit investment, all on one parcel in one of Portland's most desirable neighborhoods. The street-facing Victorian is a standout three-bedroom residence, showcasing the scale, character, and level of finish Munjoy Hill buyers seek. A gourmet kitchen with gas range, thoughtfully renovated bathrooms, and a primary suite with a spacious steam shower create a home that lives far beyond a typical investment property. Seasonal views of Casco Bay further enhance its appeal, while efficient natural gas on-demand heating and hot water complement its historic character. Privately positioned behind, a separate two-story building includes two income-producing apartments, a dedicated office or studio, and two deeded off-street parking spaces. The office offers a rare opportunity for professionals or creatives seeking true separation between home and work. The rear building features natural gas baseboard heat, energy-efficient heat pumps for heating and cooling, and on-demand hot water. This is not a traditional multi-family--it is a true live-work-earn opportunity. The layout allows owners to enjoy the comfort of a single-family residence while the rear building generates meaningful income. Current gross annual income exceeds $122,000, with additional upside through the office/studio. A landscaped private courtyard creates an exceptional outdoor space for dining, entertaining, or quiet enjoyment, connecting both buildings while enhancing privacy. Future upside may exist through attic expansion or potential rooftop decks, subject to approvals. Located just steps from the Eastern Promenade, East End Beach, and Portland's vibrant dining and waterfront scene, 26-30 Turner Street represents one of the East End's most distinctive ownership opportunities.

26-30 Turner St, Portland

Listing courtesy of Engel & Volkers Portsmouth.

$2,390,000

Presenting a rare opportunity to acquire a distinguished 10-unit multi-family property in Portland's highly desirable Congress Street corridor steps from Longfellow Square. Comprised of two separately deeded buildings, 209 and 211 State Street are part of the historic John W. Munger Block, an architecturally significant brick property constructed in 1855 that showcases the timeless character and craftsmanship that define Portland's historic district. Ideally situated along one of Portland's most recognizable residential corridors, the property is within walking distance of the city's renowned restaurants, shops, medical facilities, transportation options, and waterfront attractions. The location continues to attract strong rental demand from professionals, healthcare workers, and residents seeking an urban lifestyle in one of Maine's most dynamic markets. Investors will appreciate the flexibility afforded by the property's separate deeds, creating potential future disposition, financing, or portfolio management opportunities. The combination of historic character, strong tenant appeal, off-street parking, and a premier Portland location makes 209-211 State Street a compelling long-term investment opportunity. All showings after the group showings are by appointment only.

11 Baths

Presenting a rare opportunity to acquire a distinguished 10-unit multi-family property in Portland's highly desirable Congress Street corridor steps from Longfellow Square. Comprised of two separately deeded buildings, 209 and 211 State Street are part of the historic John W. Munger Block, an architecturally significant brick property constructed in 1855 that showcases the timeless character and craftsmanship that define Portland's historic district. Ideally situated along one of Portland's most recognizable residential corridors, the property is within walking distance of the city's renowned restaurants, shops, medical facilities, transportation options, and waterfront attractions. The location continues to attract strong rental demand from professionals, healthcare workers, and residents seeking an urban lifestyle in one of Maine's most dynamic markets. Investors will appreciate the flexibility afforded by the property's separate deeds, creating potential future disposition, financing, or portfolio management opportunities. The combination of historic character, strong tenant appeal, off-street parking, and a premier Portland location makes 209-211 State Street a compelling long-term investment opportunity. All showings after the group showings are by appointment only.

209-211 State St, Portland

Listing courtesy of EXP Realty.

$949,900

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.

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.

$499,000

Welcome to 418 Auburn Street, a stylishly updated North Deering home offering a flexible one-bedroom layout that can be converted back into a two-bedroom. This inviting property features a renovated kitchen, a reconfigured living space with added natural light, and a finished detached studio that expands the way you can live and work at home. Inside, the entryway has new flooring and built-in storage. The upgraded kitchen includes butcher block countertops, stainless steel appliances, soft-close cabinetry, updated lighting, and hardwood flooring that continues into the living room. The living room was opened up by removing a former bedroom wall, and two additional windows were added to brighten the space. The bathroom features new tile flooring, a modern vanity, updated lighting, and accent walls. Additional improvements include a built-in illuminated bookshelf, expanded primary bedroom closet space, and fresh paint throughout. The heated studio, created from a converted one-car garage, offers a heat pump, custom French doors, and added windows, making it ideal for a home office, creative studio, or fitness room. The home has also been improved for comfort and efficiency with blown-in attic insulation, new basement windows, LED lighting with dimmers, and a standby generator for peace of mind during storms. Outside, the home shines with fresh dark blue paint, a complementary gray garage and shed, and an opened-up front porch that creates a more welcoming entry. Two sheds and a two-car garage with storage above provide room for tools, gear, and seasonal items. Located minutes from many of Portland's parks, trails, outdoor spaces, Falmouth amenities, and Downtown Portland, this home offers comfort and convenience in a prime location. Beaches, the Jetport, and I-95 and I-295 are all within easy reach. With its flexible layout, modern updates, and inviting studio space, 418 Auburn Street is a standout opportunity in one of Portland's most convenient areas.

1 Beds ⋅ 1 Baths

Welcome to 418 Auburn Street, a stylishly updated North Deering home offering a flexible one-bedroom layout that can be converted back into a two-bedroom. This inviting property features a renovated kitchen, a reconfigured living space with added natural light, and a finished detached studio that expands the way you can live and work at home. Inside, the entryway has new flooring and built-in storage. The upgraded kitchen includes butcher block countertops, stainless steel appliances, soft-close cabinetry, updated lighting, and hardwood flooring that continues into the living room. The living room was opened up by removing a former bedroom wall, and two additional windows were added to brighten the space. The bathroom features new tile flooring, a modern vanity, updated lighting, and accent walls. Additional improvements include a built-in illuminated bookshelf, expanded primary bedroom closet space, and fresh paint throughout. The heated studio, created from a converted one-car garage, offers a heat pump, custom French doors, and added windows, making it ideal for a home office, creative studio, or fitness room. The home has also been improved for comfort and efficiency with blown-in attic insulation, new basement windows, LED lighting with dimmers, and a standby generator for peace of mind during storms. Outside, the home shines with fresh dark blue paint, a complementary gray garage and shed, and an opened-up front porch that creates a more welcoming entry. Two sheds and a two-car garage with storage above provide room for tools, gear, and seasonal items. Located minutes from many of Portland's parks, trails, outdoor spaces, Falmouth amenities, and Downtown Portland, this home offers comfort and convenience in a prime location. Beaches, the Jetport, and I-95 and I-295 are all within easy reach. With its flexible layout, modern updates, and inviting studio space, 418 Auburn Street is a standout opportunity in one of Portland's most convenient areas.

418 Auburn St, Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

$1,395,000

Enjoy seasonal views of Back Cove and the Portland skyline from this rare three-unit property in one of the city's most desirable locations. Step out your door to the Back Cove Trail for morning walks, or enjoy coffee on your deck while taking in the water views. With strong rental income potential, this property offers the ideal opportunity to offset your mortgage while living in a premier setting. The owner-occupant third floor unit is filled with natural light and features 1 bedroom and 1 bathroom with an open kitchen, dining, and living area. Two private decks extend the living space outdoors, including one with views overlooking Back Cove. The second floor spans the entire level and offers exceptional light throughout. It includes a spacious living room, a separate dining room with original built-ins, a large kitchen, two well-sized bedrooms, and an updated bathroom. A private deck completes this inviting unit. The first floor also occupies the full level and features a sun-filled layout with a spacious living room and gas fireplace, a dining room with built-ins, and an updated kitchen with granite countertops and new cabinetry. This unit also enjoys a private deck for outdoor living. The basement provides dedicated storage for each unit along with coin-operated laundry. Additional amenities include parking for up to four vehicles and a rare two-car garage. Numerous updates have been completed in recent years, making this a well-maintained and versatile investment opportunity. A truly special offering on Back Cove that combines location, views, and income potential.

3 Baths

Enjoy seasonal views of Back Cove and the Portland skyline from this rare three-unit property in one of the city's most desirable locations. Step out your door to the Back Cove Trail for morning walks, or enjoy coffee on your deck while taking in the water views. With strong rental income potential, this property offers the ideal opportunity to offset your mortgage while living in a premier setting. The owner-occupant third floor unit is filled with natural light and features 1 bedroom and 1 bathroom with an open kitchen, dining, and living area. Two private decks extend the living space outdoors, including one with views overlooking Back Cove. The second floor spans the entire level and offers exceptional light throughout. It includes a spacious living room, a separate dining room with original built-ins, a large kitchen, two well-sized bedrooms, and an updated bathroom. A private deck completes this inviting unit. The first floor also occupies the full level and features a sun-filled layout with a spacious living room and gas fireplace, a dining room with built-ins, and an updated kitchen with granite countertops and new cabinetry. This unit also enjoys a private deck for outdoor living. The basement provides dedicated storage for each unit along with coin-operated laundry. Additional amenities include parking for up to four vehicles and a rare two-car garage. Numerous updates have been completed in recent years, making this a well-maintained and versatile investment opportunity. A truly special offering on Back Cove that combines location, views, and income potential.

31 Bates St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$985,000

Owner-occupied or exceptional investment opportunity in Portland! This well-maintained four-unit property features an attractive unit mix of two 1-bedroom, 1-bath apartments and two spacious 3-bedroom, 1-bath apartments. Each bright, sun-filled unit offers private deck or balcony access, providing desirable outdoor space for tenants. As an owner-occupied, you would have the potential of being exempt from Portland's rent control restrictions. Recent capital improvements include a new roof in 2025 and a new natural gas boiler in 2024, offering peace of mind for years to come. Additional amenities include coin-operated laundry, natural gas heat, and a large in-town lot with ample off-street parking. Conveniently located near the Western Promenade, downtown Portland, local restaurants, parks, shopping, and public transportation, this property offers strong rental appeal and easy access to many of the area's amenities. With a solid rental history, valuable recent updates, and a versatile unit mix, this is an excellent opportunity for investors looking to expand their portfolio in Portland's thriving rental market.

4 Baths

Owner-occupied or exceptional investment opportunity in Portland! This well-maintained four-unit property features an attractive unit mix of two 1-bedroom, 1-bath apartments and two spacious 3-bedroom, 1-bath apartments. Each bright, sun-filled unit offers private deck or balcony access, providing desirable outdoor space for tenants. As an owner-occupied, you would have the potential of being exempt from Portland's rent control restrictions. Recent capital improvements include a new roof in 2025 and a new natural gas boiler in 2024, offering peace of mind for years to come. Additional amenities include coin-operated laundry, natural gas heat, and a large in-town lot with ample off-street parking. Conveniently located near the Western Promenade, downtown Portland, local restaurants, parks, shopping, and public transportation, this property offers strong rental appeal and easy access to many of the area's amenities. With a solid rental history, valuable recent updates, and a versatile unit mix, this is an excellent opportunity for investors looking to expand their portfolio in Portland's thriving rental market.

224 Valley St, Portland

Listing courtesy of Keller Williams Realty. 207-553-2400

$2,950,000

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.

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.

$499,999

Rare opportunity! Condo in one of Portland's most highly sought-after, low-turnover communities! This exceptional 3-bedroom, 2-bathroom home offers the ease of condo living with the space and features of a single-family house. The expansive, sun-filled layout boasts a coveted first-floor bedroom, providing perfect flexibility for a main-level primary suite, guest quarters, or a private home office. Unlike standard area condos, this unit includes a private garage to shield your vehicle from Maine winters, plus a full basement for extra storage. Enjoy maintenance-free living just minutes from Portland's world-class dining, vibrant arts district, and scenic waterfront. Openings in this development are incredibly rare so schedule your showing today before this unique opportunity is gone!

3 Beds ⋅ 2 Baths

Rare opportunity! Condo in one of Portland's most highly sought-after, low-turnover communities! This exceptional 3-bedroom, 2-bathroom home offers the ease of condo living with the space and features of a single-family house. The expansive, sun-filled layout boasts a coveted first-floor bedroom, providing perfect flexibility for a main-level primary suite, guest quarters, or a private home office. Unlike standard area condos, this unit includes a private garage to shield your vehicle from Maine winters, plus a full basement for extra storage. Enjoy maintenance-free living just minutes from Portland's world-class dining, vibrant arts district, and scenic waterfront. Openings in this development are incredibly rare so schedule your showing today before this unique opportunity is gone!

115 Delaware Ct Unit 115, Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

$529,000

Just Listed! Welcome to 13 Hicks Street, a warm and inviting Portland home with charming character throughout. This home offers the space, flexibility, and outdoor living space that appeals to today's buyers. With 4 bedrooms, 1.5 baths, and over 1,500 sq.ft. of living space, this move-in-ready home provides room to grow, gather, work from home, and host family and friends. Inside, sunlight pours through the windows, highlighting beautiful hardwood floors throughout. An updated kitchen with center island, breakfast bar with seating is open to a generous dining area. The spacious living room has a pellet stove for cooler nights! A small mudroom and half bath round out the first floor. Upstairs are four bedrooms and a full bath. The dry basement is great for storage. The outside shines with a large fenced backyard, mature landscaping and great patio area creating the perfect setting for summer barbecues, morning coffee, gardening, and play. The current owners have made meaningful improvements including a new roof, new front and side porches with new exterior doors, new driveway and extensive tree work. Conveniently located in an established neighborhood near local trails, shopping, restaurants, and downtown Portland, 13 Hicks Street offers the ideal blend of comfort, convenience, and classic New England charm.

4 Beds ⋅ 2 Baths

Just Listed! Welcome to 13 Hicks Street, a warm and inviting Portland home with charming character throughout. This home offers the space, flexibility, and outdoor living space that appeals to today's buyers. With 4 bedrooms, 1.5 baths, and over 1,500 sq.ft. of living space, this move-in-ready home provides room to grow, gather, work from home, and host family and friends. Inside, sunlight pours through the windows, highlighting beautiful hardwood floors throughout. An updated kitchen with center island, breakfast bar with seating is open to a generous dining area. The spacious living room has a pellet stove for cooler nights! A small mudroom and half bath round out the first floor. Upstairs are four bedrooms and a full bath. The dry basement is great for storage. The outside shines with a large fenced backyard, mature landscaping and great patio area creating the perfect setting for summer barbecues, morning coffee, gardening, and play. The current owners have made meaningful improvements including a new roof, new front and side porches with new exterior doors, new driveway and extensive tree work. Conveniently located in an established neighborhood near local trails, shopping, restaurants, and downtown Portland, 13 Hicks Street offers the ideal blend of comfort, convenience, and classic New England charm.

13 Hicks St, Portland

Listing courtesy of Portside Real Estate Group.

$799,900

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.

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..

$429,900

Nestled in Portland's highly sought-after West End, this charming 2-bedroom condo offers the perfect blend of historic character, modern convenience, and exceptional outdoor living. Set within a beautifully maintained Greek Revival Colonial, the home features original wood floors, a spacious kitchen and a thoughtful layout designed for comfortable everyday living. What truly sets this property apart is its secluded backyard oasis. Step outside to a beautifully landscaped patio surrounded by lush gardens and mature greenery, creating a peaceful retreat rarely found in the city. Whether you're enjoying your morning coffee or unwinding after a day in town, this inviting outdoor space feels like your own hidden sanctuary in the heart of Portland. Inside, you'll find two comfortable bedrooms, a large walk-in closet with washer & dryer, a bonus room on the first floor, and abundant natural light throughout. Located just moments from the Old Port, Portland's renowned restaurants, coffee shops, waterfront, and shopping, this condo offers the best of walkable city living while providing a peaceful retreat from the bustle. Enjoy views of the Fore River and Casco Bay Bridge with easy on-street parking. Whether you're seeking a charming primary residence, second home, or investment property, this is a rare opportunity to own a truly special piece of Portland real estate.

2 Beds ⋅ 1 Baths

Nestled in Portland's highly sought-after West End, this charming 2-bedroom condo offers the perfect blend of historic character, modern convenience, and exceptional outdoor living. Set within a beautifully maintained Greek Revival Colonial, the home features original wood floors, a spacious kitchen and a thoughtful layout designed for comfortable everyday living. What truly sets this property apart is its secluded backyard oasis. Step outside to a beautifully landscaped patio surrounded by lush gardens and mature greenery, creating a peaceful retreat rarely found in the city. Whether you're enjoying your morning coffee or unwinding after a day in town, this inviting outdoor space feels like your own hidden sanctuary in the heart of Portland. Inside, you'll find two comfortable bedrooms, a large walk-in closet with washer & dryer, a bonus room on the first floor, and abundant natural light throughout. Located just moments from the Old Port, Portland's renowned restaurants, coffee shops, waterfront, and shopping, this condo offers the best of walkable city living while providing a peaceful retreat from the bustle. Enjoy views of the Fore River and Casco Bay Bridge with easy on-street parking. Whether you're seeking a charming primary residence, second home, or investment property, this is a rare opportunity to own a truly special piece of Portland real estate.

259 York St Unit 1, Portland

Listing courtesy of Portside Real Estate Group.

$1,319,000

Prime 5-unit multifamily investment opportunity in Portland's desirable West End. Featuring four 2-bedroom units and two 1-bedroom units, this income-producing property offers excellent tenant demand, and future upside potential. Owner initiated process to legalize 6th unit with fire escape addition but was unable to resolve with the city. The current owner has offered the units to his employees at a discounted rental rate. The property had a safety inspection completed by the city with the third floor broken up into two, two-bedroom units instead of one combined four-bedroom unit. Conveniently located minutes from Downtown Portland, Maine Medical Center, restaurants, shops, and public transportation. A rare opportunity to acquire a well-located multifamily asset. Group showings: Tuesday, June 23rd at 10am - 11:30am Thursday, June 25th at 12pm - 1:00pm All showings after group showings will be by appointment only. Allow at least 24 hours to notify tenants.

146 Sherman St, Portland

Listing courtesy of EXP Realty.

$1,319,000

Prime 5-unit multifamily investment opportunity in Portland's desirable West End in Parkside. Featuring four 2-bedroom units and two 1-bedroom units, this income-producing property offers excellent tenant demand, and future upside potential. The current owner has offered the units to his employees at a discounted rental rate. Owner initiated process to legalize 6th unit with fire escape addition but was unable to resolve with the city. The property had a safety inspection completed by the city with the third floor broken up into two, two-bedroom units instead of one combined four-bedroom unit. Conveniently located minutes from Downtown Portland, Maine Medical Center, restaurants, shops, and public transportation. A rare opportunity to acquire a well-located multifamily asset. Group showings: Tuesday, June 23rd at 10am - 11:30am Thursday, June 25th at 12pm - 1:00pm All showings after group showings will be by appointment only. Allow at least 24 hours to notify tenants.

6 Baths

Prime 5-unit multifamily investment opportunity in Portland's desirable West End in Parkside. Featuring four 2-bedroom units and two 1-bedroom units, this income-producing property offers excellent tenant demand, and future upside potential. The current owner has offered the units to his employees at a discounted rental rate. Owner initiated process to legalize 6th unit with fire escape addition but was unable to resolve with the city. The property had a safety inspection completed by the city with the third floor broken up into two, two-bedroom units instead of one combined four-bedroom unit. Conveniently located minutes from Downtown Portland, Maine Medical Center, restaurants, shops, and public transportation. A rare opportunity to acquire a well-located multifamily asset. Group showings: Tuesday, June 23rd at 10am - 11:30am Thursday, June 25th at 12pm - 1:00pm All showings after group showings will be by appointment only. Allow at least 24 hours to notify tenants.

146 Sherman St, Portland

Listing courtesy of EXP Realty.

$680,000

In the same family since 1959, this 1929 'four square year-round residence provides roomy comfort throughout. There are 4 true bedrooms and 2 full baths. The convenient Island location is a short walk to the Ferry. The home retains many original features such as a gracious mahogany center staircase, period molding, and functioning original cast iron radiators. It has been improved with vinyl siding, newer windows, and roof. The property's future envisions many possibilities for new owners including: Continued use as a primary residence, suited to a large or growing family; Conversion to various forms of rental investment; Enjoyment as a family summer getaway, from near or afar. Whatever use the future holds for this home, it comes with all the benefits the Peaks community offers to those who spend time on 'The Island', as either resident or visitor: Welcoming Natural Beauty, Serenity, History, and Friendship. House is being sold in 'as is' condition. Photo of local painting by the long time previous owner is meant only to emphasize the positive influence of the Island setting inspiring the creative spirit. Painting is not included with a sale.

4 Beds ⋅ 2 Baths

In the same family since 1959, this 1929 'four square year-round residence provides roomy comfort throughout. There are 4 true bedrooms and 2 full baths. The convenient Island location is a short walk to the Ferry. The home retains many original features such as a gracious mahogany center staircase, period molding, and functioning original cast iron radiators. It has been improved with vinyl siding, newer windows, and roof. The property's future envisions many possibilities for new owners including: Continued use as a primary residence, suited to a large or growing family; Conversion to various forms of rental investment; Enjoyment as a family summer getaway, from near or afar. Whatever use the future holds for this home, it comes with all the benefits the Peaks community offers to those who spend time on 'The Island', as either resident or visitor: Welcoming Natural Beauty, Serenity, History, and Friendship. House is being sold in 'as is' condition. Photo of local painting by the long time previous owner is meant only to emphasize the positive influence of the Island setting inspiring the creative spirit. Painting is not included with a sale.

24 Central Ave, Portland

Listing courtesy of Bona Terra Realty.

$305,000

2 Beds ⋅ 1 Baths

58 Portland St Unit 5, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

$499,000

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.

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

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.

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

$699,000

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.

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

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!

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.

$340,000

North Deering ! Looking for low maintenance ? This is the place! Sun filled townhouse with deck off dining area Laundry and half bath on main floor. 2 large bedrooms and full bath on the second floor. Attic storage area. Water and sewer fees are included in the monthly association dues. Quiet living, yet only 10 minutes to downtown. Spacious, private, and convenient to everything !

2 Beds ⋅ 2 Baths

North Deering ! Looking for low maintenance ? This is the place! Sun filled townhouse with deck off dining area Laundry and half bath on main floor. 2 large bedrooms and full bath on the second floor. Attic storage area. Water and sewer fees are included in the monthly association dues. Quiet living, yet only 10 minutes to downtown. Spacious, private, and convenient to everything !

18 Appleledge Dr Unit B, Portland

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$995,000

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.

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.

$675,000

Welcome to 13 Atlantic Street, Unit 1--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 cafÃ©s, 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.

3 Beds ⋅ 2 Baths

Welcome to 13 Atlantic Street, Unit 1--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 cafÃ©s, 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

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.

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

$735,000

A two unit residence defined by light filled interiors, thoughtful layouts, and exceptional access to key Portland destinations. Unit 1 features two bedrooms and one bathroom with hardwood flooring, bright natural light throughout, and a functional, efficient layout. Spacious everyday living areas connect to a warm wood kitchen with ample cabinetry and durable storage. Neutral interior tones and original trim details add character, while large windows and a welcoming porch entrance enhance the sense of openness. Unit 2 spans the second and third floors and includes four bedrooms and two bathrooms. Hardwood flooring continues throughout expansive living areas, including a generous living room framed by large windows. Balcony access extends the living experience outward. The kitchen features warm wood cabinetry, durable low maintenance countertops, and neutral finishes. Abundant natural light and well defined passageways create strong flow between spaces. Property features include separately metered electric and gas systems for each unit, independent water heating systems, and shared basement laundry with washer and dryer. A garage provides excellent storage potential. Positioned across from Seadogs Stadium and directly opposite the Portland Expo Center, the property is minutes from downtown Portland and surrounded by everyday amenities and city conveniences.

3 Baths

A two unit residence defined by light filled interiors, thoughtful layouts, and exceptional access to key Portland destinations. Unit 1 features two bedrooms and one bathroom with hardwood flooring, bright natural light throughout, and a functional, efficient layout. Spacious everyday living areas connect to a warm wood kitchen with ample cabinetry and durable storage. Neutral interior tones and original trim details add character, while large windows and a welcoming porch entrance enhance the sense of openness. Unit 2 spans the second and third floors and includes four bedrooms and two bathrooms. Hardwood flooring continues throughout expansive living areas, including a generous living room framed by large windows. Balcony access extends the living experience outward. The kitchen features warm wood cabinetry, durable low maintenance countertops, and neutral finishes. Abundant natural light and well defined passageways create strong flow between spaces. Property features include separately metered electric and gas systems for each unit, independent water heating systems, and shared basement laundry with washer and dryer. A garage provides excellent storage potential. Positioned across from Seadogs Stadium and directly opposite the Portland Expo Center, the property is minutes from downtown Portland and surrounded by everyday amenities and city conveniences.

240 Park Ave, Portland

Listing courtesy of Maine Real Estate Co.

$925,000

Deering Highlands Two-Unit: Set on a beautifully landscaped quarter-acre corner lot in Portland's highly desirable Highlands neighborhood, this charming two-unit home offers gorgeous outdoor space, flexible layouts and comes fully vacant for the next owner's personalized use. The first-floor unit offers 2 bedrooms, while the second-floor unit features 3 bedrooms. In addition to large living rooms, both units enjoy their own sun porch, creating bright and inviting spaces to unwind throughout the seasons. The expansive yard features mature landscaping, raised garden beds, and a private patio. The first floor has been recently refreshed; the second floor invites upgrades to suit the buyer's use and aesthetic. A detached two-car garage provides valuable parking and storage, while the unfinished attic presents an exciting opportunity for expansion. Just minutes from local parks, trails, restaurants, and downtown Portland, this is a unique opportunity to own a classic Deering Highlands property.

2 Baths

Deering Highlands Two-Unit: Set on a beautifully landscaped quarter-acre corner lot in Portland's highly desirable Highlands neighborhood, this charming two-unit home offers gorgeous outdoor space, flexible layouts and comes fully vacant for the next owner's personalized use. The first-floor unit offers 2 bedrooms, while the second-floor unit features 3 bedrooms. In addition to large living rooms, both units enjoy their own sun porch, creating bright and inviting spaces to unwind throughout the seasons. The expansive yard features mature landscaping, raised garden beds, and a private patio. The first floor has been recently refreshed; the second floor invites upgrades to suit the buyer's use and aesthetic. A detached two-car garage provides valuable parking and storage, while the unfinished attic presents an exciting opportunity for expansion. Just minutes from local parks, trails, restaurants, and downtown Portland, this is a unique opportunity to own a classic Deering Highlands property.

169 Longfellow St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$1,575,000

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!

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

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!

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.

$345,000

Expansive, Sun-Filled Lot in Portland's Desirable Capisic/Rosemont Neighborhood A rare opportunity to build in one of Portland's most sought-after and convenient neighborhoods. This elevated and open lot offers approximately 80' of frontage and measures roughly 80' x ~165', totaling an impressive 13,200sf or 0.3 acres. Note - seller is willing to sell a smaller portion - see listing for 6,500sf (.149 acres) for $195,000 The options in this coveted RN1 zone are as abundant as the sunlight -- perfect for a spacious single-family home, a single-family with ADU(s), or multiple units. The city's new Cottage Court use would allow for up to 12 smaller homes and might be the ideal path for a developer. Tucked into a quiet, residential setting, the lot is remarkably private. To the west, a historic single-family home; to the east, the landmark chapel of the former convent, now the Frances Wade House. The rear quarter of the property is wooded, wild, and wonderful natural backdrop. Whether you're envisioning a family compound, a multi-unit or condo development, or several single-family homes with potential for additional ADUs, this property can accommodate it all. You could even leverage the southern exposure to build an off-grid, net-zero energy home. Opportunities like this are few and far between -- bring your imagination and seize this chance before it's gone.

63 Capisic St Unit A, Portland

Listing courtesy of Benchmark Real Estate.

$769,000

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.

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