Homes for Sale near South Portland Middle School

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  /46

  $4,995,000

  • 7 Beds
  • 4.5 Baths
  • 4,300 Sq Ft

  1 & 9 Franklin Terrace, South Portland, ME 04106

  Willard Beachfront Estate with Panoramic Ocean Views.Welcome to this rare beachfront gem located in South Portland's highly desirable Willard Beach neighborhood. This property offers a luxurious coastal lifestyle with two distinct homes—a fully remodeled four+ bedroom main residence and a charming three-bedroom guest house—making it ideal for multigenerational living, rental income, or a private

  Anne Ross-Murray F.O. Bailey Real Estate

  

  1 & 9 Franklin Terrace, South Portland, ME 04106
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  /43

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,501 Sq Ft

  38 Latham St, South Portland, ME 04106

  Welcome to this inviting 3-bedroom, 1.5-bathroom home nestled on a sunny corner lot in South Portland. From the moment you arrive, the classic farmer's porch welcomes you with warmth and curb appeal—perfect for relaxing with your morning coffee or enjoying quiet evenings.Inside, a bright and functional mudroom provides the ideal transition space for Maine's changing seasons. The home features a

  Julia Leighton Landing Real Estate

  

  38 Latham St, South Portland, ME 04106
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  /68

  $565,000

  • 3 Beds
  • 1.5 Baths
  • 2,084 Sq Ft

  121 Bolton St, Portland, ME 04102

  Nestled in one of Portland's Premier locations, this 3 Bdrm 2 Bth Colonial has something for Everyone! Close to Downtown Portland, also Shopping, Restaurant's, Parks and Recreation. Minutes to Everything! Step into the beautiful sitting area for relaxation also a large living room and dining room area for entertaining or quiet time. Spacious large open hallways with hardwood and tile throughout

  Steve Levine American Real Estate

  

  121 Bolton St, Portland, ME 04102
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  /31

  $674,900

  • 5 Beds
  • 2.5 Baths
  • 1,787 Sq Ft

  24 Mitton St, Portland, ME 04102

  Five-Bedroom, two and a half bath Victorian totally restored just off the Portland Peninsula, ready and in move-in condition. Situated just minutes from Thompson Point, the Interstate system and close to the Airport and Train/Bus Station, the World is your Oyster. The Restoration Contractor has touched all surfaces. The new staircases, new hardwood, new kitchen featuring granite and streamline

  Mike Bunting Coldwell Banker Realty

  

  24 Mitton St, Portland, ME 04102
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  /18

  $375,000

  • 2 Beds
  • 1 Bath
  • 854 Sq Ft

  20 West St Unit 3, Portland, ME 04102

  Located in the heart of Portland's walkable West End, this affordable condo is within an historic brick building on desired West Street. The 795± square foot, two level unit is situated on the building's first and lower floors providing ideal access for groceries and pets. The open floorplan living/dining area with high ceilings and kitchen are on the first floor main entry level. A large bedroom

  John Saint-Amour LandVest, Inc.

  

  20 West St Unit 3, Portland, ME 04102
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  /49

  $995,000

  • 2 Beds
  • 2.5 Baths
  • 1,705 Sq Ft

  105 Chandlers Wharf Unit 105, Portland, ME 04101

  Discover the unique charm of Chandler's Wharf, an exclusive, gated waterfront community nestled in the vibrant heart of Portland's historic Old Port. This highly sought-after oceanfront townhouse offers 2 bedrooms, 2.5 baths, and captivating views of picturesque Casco Bay.Step inside to a spacious open-concept layout, thoughtfully designed for comfort and entertaining. The inviting living area

  Erin Oldham Portside Real Estate Group

  

  105 Chandlers Wharf Unit 105, Portland, ME 04101
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  /28

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  52 Peary Terrace, South Portland, ME 04106

  Well keep Colonial with 3-4 bedrooms, 2 1/2 baths on a private 1.35-acre lot. Include Primary bedroom suite, hardwood floors, formal dining room, granite kitchen, family room, attached 2 cars garage, granite steps and brick walkways, huge front and back yard with big vegetable garden.

  YU LI HUANG Keller Williams Realty

  

  52 Peary Terrace, South Portland, ME 04106
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  /49

  $989,000

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  166 Fore St Unit 31, Portland, ME 04101

  Welcome to Twenty Thames, a community nestled in the heart of Portland's Eastern waterfront offering easy access to walking trails, fine dining, local shops and marina! Unit 31 is 1,200 square feet of contemporary living space that embodies simple sophistication and elegance with its European-inspired finishes and features, built with high quality steel frame construction, triple glazed windows,

  Karen Jones Coldwell Banker Realty

  

  166 Fore St Unit 31, Portland, ME 04101
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  /61

  $1,145,000 Open Sun 11AM - 12:30PM

  • 4.5 Baths
  • 2,622 Sq Ft

  156 Oxford St, Portland, ME 04101

  OPEN HOUSE SUNDAY June 29 11am-12:30pm. Now with 2-3 Car Parking! Don't miss the first showings at this lovely 2 unit multi family located at 156 Oxford Street — where elevated elegance meets East Bayside energy. Come tour this one-of-a-kind urban retreat, perched above it all with panoramic views, high-end finishes, and a dynamic layout you have to see to believe.Now featuring

  Troy Wilkins Benchmark Real Estate

  

  156 Oxford St, Portland, ME 04101
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  /49

  $1,695,000

  • 4 Beds
  • 3.5 Baths
  • 2,981 Sq Ft

  34 Glenwood Ave, Portland, ME 04103

  Nestled into a quiet, tree-lined street within Portland's coveted Deering Highlands, this meticulously-maintained arts and crafts style home with modern updates and fine finishes offers the perfect blend of historic charm, modern sophistication, serenity, and connectivity. Just footsteps from miles of trails, abundant green space, schools, universities, music and theater venues, and some of

  Heather Shields Legacy Properties Sotheby's International Realty

  

  34 Glenwood Ave, Portland, ME 04103
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  /40

  $375,000

  • 1 Bed
  • 1 Bath
  • 565 Sq Ft

  773 Congress St Unit 1, Portland, ME 04102

  Low condo fees and off street parking! Welcome to 773 Congress Street Unit 1! This tastefully updated condo is conveniently located to all that Portland has to offer and features high ceilings, wood floors, and an updated kitchen and bathroom. The unit is located on the first floor with a dedicated parking spot in the back. Enter through the front door or your private back entrance. Step outside

  Alexander Kappelman RE/MAX Shoreline

  

  773 Congress St Unit 1, Portland, ME 04102
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  /10

  $1,499,900

  • 4 Beds
  • 2 Baths
  • 1,596 Sq Ft

  1905 Congress St, Portland, ME 04102

  An exceptional and nearly unheard-of opportunity in one of the most desirable areas of the city of Portland. Situated on just over 0.75 acres, this property at 1905 Congress Street offers immense potential for investors, developers, or those looking to renovate and hold.Located in a quiet residential area, yet only minutes from the airport, I-95, and major retail corridors, the property features

  Kenny Greene Real Broker

  

  1905 Congress St, Portland, ME 04102
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  /20

  $599,999

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  107 Elm St, South Portland, ME 04106

  Perched gently above the water, this three-story home tells its tale through sweeping views and sunlit rooms. Each morning, the sun stretches across the bay, pouring golden light into spaces where life unfolds with ease. Inside, the story continues with 4 well-sized bedrooms, 2.5 bathrooms, and a primary suite. The layout flows effortlessly, with thoughtful updates—modern finishes, fresh touches,

  Argelis Garcia Coldwell Banker Realty

  

  107 Elm St, South Portland, ME 04106
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  /29

  $645,000

  • 5 Beds
  • 2 Baths
  • 2,464 Sq Ft

  150 Holmes Rd, Scarborough, ME 04074

  Location, Privacy, and Versatility - This Unique Scarborough Home Has It AllTucked away in a serene setting, this exceptional Scarborough property offers the perfect blend of privacy, space, and flexibility—featuring two distinct living quarters ideal for multi-generational living, guests, or added rental potential.As you step inside, you're welcomed by oversized windows that flood the

  Ruth Summers Keller Williams Realty

  

  150 Holmes Rd, Scarborough, ME 04074
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  /41

  $1,099,000

  • 2 Beds
  • 2.5 Baths
  • 1,705 Sq Ft

  311 Chandlers Wharf, Portland, ME 04101

  The most amazing waterfront living Portland has to offer. Prime Chandlers Wharf townhouse unit near the end of the stone pier provides views of Casco Bay, from the harbor entrance, Fort Gorges, Peaks and Diamond islands all the way up the coast to Yarmouth. Situated in the Heart of the Portland Old Port, stroll to your favorite James Beard award winning restaurants, or shop at the many local

  Harper Lee Collins RE/MAX Shoreline

  

  311 Chandlers Wharf, Portland, ME 04101
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  /23

  $330,000

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  18 Ocean St Unit 72, South Portland, ME 04106

  ***BACK ON MARKET through no fault of Seller or Home*** Welcome to Harbor Place Condominiums—where coastal charm meets everyday convenience in the heart of a beloved South Portland neighborhood. This bright and inviting 2-bedroom, 1-bathroom home offers the perfect blend of comfort and character, with thoughtful touches and a layout designed for easy living.Start your mornings with a

  Scott Townsend Keller Williams Realty

  

  18 Ocean St Unit 72, South Portland, ME 04106
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  /12

  $2,099,000

  • 4 Beds
  • 4.5 Baths
  • 2,883 Sq Ft

  55 Carleton St Unit A, Portland, ME 04102

  OCCUPANCY SEPTEMBER 2025- SITE TOURS AVAILABLE! West End charm meets modern luxury. Historically inspired, sophisticated and energy efficient--these new construction town houses will be ready for occupancy this fall. With thoughtful design inside and out, the condo units will live more like a (low maintenance) gracious single family. This exciting reuse of an underutilized lot in one of

  Allessandra Malone Waypoint Brokers Collective

  

  55 Carleton St Unit A, Portland, ME 04102
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  /54

  $995,000

  • 2 Beds
  • 2.5 Baths
  • 1,338 Sq Ft

  215 High St Unit 101, South Portland, ME 04106

  Imagine waking up each morning to the sunlight sparkling on the harbor and the tugboats and cruise ships cruising by, right outside your bedroom window! You can step out onto one of two balconies for your morning coffee or evening glass of wine. Enjoy the latest blooms in the garden, check your vegetables in your own small, raised garden bed or enjoy impromptu gatherings in the patio gardens. The

  The Marc Gup Keller Williams Realty

  

  215 High St Unit 101, South Portland, ME 04106
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  /27

  $595,000

  • 1 Bed
  • 1 Bath
  • 1,040 Sq Ft

  32 Pleasant St Unit 3, Portland, ME 04101

  One of the most charming, stylish and architecturally distinctive condos on the Peninsula! A gem! This meticulously renovated, c.1818 brick building houses a smashing 1 bedroom, 1 bath condo on the top two floors. Gorgeous kitchen, cozy living room, spacious top-floor bedroom. Wood plank flooring, exposed bricks and beams grace the spaces, and the thoughtful, complete renovation provides all new

  Lynn Hallett Town & Shore Real Estate

  

  32 Pleasant St Unit 3, Portland, ME 04101
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  /13

  $2,150,000

  • 4 Beds
  • 4.5 Baths
  • 2,883 Sq Ft

  55 Carleton St Unit B, Portland, ME 04102

  OCCUPANCY SEPTEMBER 2025- SITE TOURS AVAILABLE! West End charm meets modern luxury. Historically inspired, sophisticated and energy efficient--these new construction town houses will be ready for occupancy this fall. With thoughtful design inside and out, the condo units will live more like a (low maintenance) gracious single family. This exciting reuse of an underutilized lot in one of

  Allessandra Malone Waypoint Brokers Collective

  

  55 Carleton St Unit B, Portland, ME 04102
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  /56

  $1,195,000

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  14 Highland St, Portland, ME 04103

  You will fall in love with this iconic classic home in Deering Highlands. Home has not been offered for over 50 years and has been meticulously maintained. As you approach the home you will notice the exceptional professional landscaping including stone walls and established plantings. The large private rear yard has plenty of room for gardening or large gatherings. Step inside and you will be

  John Hatcher Keller Williams Realty

  

  14 Highland St, Portland, ME 04103
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  /51

  $2,350,000

  • 4.5 Baths
  • 3,667 Sq Ft

  123 Cumberland Ave, Portland, ME 04101

  This redesigned downtown three-unit is a rare gem—where historic charm blends with contemporary design. Step through the classic double doors and into a foyer with a modern twist. Up the curved staircase, a 3 bedroom, 2.5 bath owner's penthouse awaits with unobstructed views of Back Cove. Waterfall countertops on the island, Wolf appliances, expansive windows, and intricate tile work display

  Randy Ferrell Portside Real Estate Group

  

  123 Cumberland Ave, Portland, ME 04101
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  /28

  $440,000

  • 1 Bed
  • 1 Bath
  • 695 Sq Ft

  66 Spruce St Unit 1, Portland, ME 04102

  This immaculate West End condo underwent a total renovation in 2018 with no space underutilized! You don't need to bring much furniture with an abundance of built-in custom cabinetry throughout. The gracious kitchen area features plenty of pantry and storage space and a custom dining table. The living space is quiet and bright, with high ceilings and lots of historic charm. Enjoy assigned parking

  Elise Loschiavo Vitalius Real Estate Group, LLC

  

  66 Spruce St Unit 1, Portland, ME 04102
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  /58

  $2,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,722 Sq Ft

  5 Harmons Island, Scarborough, ME 04074

  This is your chance to build a legacy as part of the most iconic beach-front community in southern Maine. Nestled in the peaceful, private Higgins Beach enclave of Harmons Island, this is not the typical beach house on a postage stamp lot, but more a saltwater farm on six acres of privacy. This beautiful 3 bedroom, 2.5 bath, 2700 sq ft custom contemporary year-round home has been designed and

  Paula Broydrick Coldwell Banker Realty

  

  5 Harmons Island, Scarborough, ME 04074
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  /27

  $599,000

  • 3 Beds
  • 3 Baths
  • 1,523 Sq Ft

  1 Teal Point Dr Unit 1, Scarborough, ME 04074

  Come take a look at this charming condo in the highly sought-after Teal Point Condominium Association. It's back on the market after a short break! This condo offers - * Open first-floor layout with vaulted ceilings in the living room, dining area, and kitchen.* Two first-floor bedrooms and two full baths.* Inviting three-season porch with a view of the private backyard.* Second-floor loft,

  Jennifer A. Allen Regency Realty Group

  

  1 Teal Point Dr Unit 1, Scarborough, ME 04074
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  /45

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  218 Bradley St, Portland, ME 04103

  This classic 1945 Colonial in Portland's Deering Highlands offers over 1,600 square feet of living space and a layout that's both practical and inviting. Set on a corner lot with a fully fenced yard, the home features three bedrooms and two full baths, including one on the main level, plus an attached two-car garage.Inside, you'll be greeted by a welcoming entryway and find a large living room

  Sarah Delisl Courtney Sweeton Portside Real Estate Group

  

  218 Bradley St, Portland, ME 04103
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  /45

  $1,280,000

  • 2 Beds
  • 2 Baths
  • 1,724 Sq Ft

  530 Spurwink Ave, Cape Elizabeth, ME 04107

  This pristine, renovated and modernized ranch sits on a three lot property. Enjoy easy single floor living offering quality construction and many contemporary updates. The bright, remodeled kitchen boasts granite countertops and gleaming maple cabinets. From here, you can view the expansive, private, sunny backyard, perfect for entertaining, gardening, or enjoying your morning coffee and an

  Nathaniel Thompson Mary Libby Living Real Estate

  

  530 Spurwink Ave, Cape Elizabeth, ME 04107
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  /24

  $1,450,000

  • 7 Baths
  • 5,150 Sq Ft

  64 Gray St, Portland, ME 04102

  Group Showing Tuesday May 20th 11:30-1pmStep into Portland's rich history with this beautifully renovated and updated seven-unit building in a prime location! Situated with exceptional proximity to all that downtown Portland has to offer - from its vibrant arts scene and renowned restaurants to its bustling waterfront - this property presents a fantastic investment

  Chris Lavoie Keller Williams Realty

  

  64 Gray St, Portland, ME 04102
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  /50

  $660,000

  • 2 Baths
  • 1,764 Sq Ft

  121 Providence St, Portland, ME 04103

  This lovely duplex in Portland's East Deering neighborhood is a great fit for investors, live in one unit and rent the other, or have a family compound. Each unit has 2 bedrooms and 1 full bathroom, plus washer and dryer hookups in the bathroom. Built in 1984, the home features a new roof in 2015 and monitor heaters added in 2022. Each unit has its own electric meter, water heater, and separate

  John Krouse EXP Realty

  

  121 Providence St, Portland, ME 04103
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  /72

  $1,695,000

  • 3 Beds
  • 2.5 Baths
  • 1,457 Sq Ft

  130 Morning St Unit 3A, Portland, ME 04101

  Welcome to Solaris - Portland's Most Forward-Thinking Condominium.Built in 2022, Solaris is an architectural standout and one of the most environmentally progressive residential buildings in the city. Thoughtfully designed to near net zero standards, this modern masterpiece was built with both people and the planet in mind.Inside, you'll find the high-end fit, finish, and

  Tom Landry Benchmark Real Estate

  

  130 Morning St Unit 3A, Portland, ME 04101
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  /26

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft

  25 Preservation Ln Unit 9, South Portland, ME 04106

  This 3 bedroom, 2.5 bath townhome is low maintenance and is in like new condition. Features include an open concept kitchen-living -dining, a gas fireplace for ambiance, custom kitchen with granite counters and SS appliances, efficient heat pumps for heating and cooling, Natural Gas range and hot water, a primary bedroom with bath and balcony that overlooks the preserve, 2nd floor laundry,

  Jason Bisson Cottage & Co Real Estate

  

  25 Preservation Ln Unit 9, South Portland, ME 04106
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  /45

  $1,495,000

  • 5 Baths
  • 4,732 Sq Ft

  160 Washington Ave, Portland, ME 04101

  Turnkey 5-Unit Investment in Prime Munjoy Hill Location! Seasoned investors know the value of location, layout, and low-maintenance assets—this property checks all the boxes. Situated at the base of Munjoy Hill, one of Portland's most desirable and appreciating neighborhoods, this well-maintained five-unit building offers a solid, income-generating opportunity. All five units are two-bedrooms,

  Fred Andrews Spectrum Real Estate

  

  160 Washington Ave, Portland, ME 04101
• 

  

  /27

  $11,000,000

  • 57,320 Sq Ft

  79 Bramhall St, Portland, ME 04102

  36 luxury apartments on the upper floors and quality commercial space on the ground level currently leased to MaineHealth. There are also two cell towers leases and a 7,000 SF parking lot across Congress St. The residential units were designed to meet the evolving expectations of high-end renters, the property features spacious, well-appointed residences, each equipped with in-unit washers,

  Brit Vitalius Vitalius Real Estate Group, LLC

  

  79 Bramhall St, Portland, ME 04102
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  /24

  $395,000

  • 1 Bed
  • 1.5 Baths
  • 700 Sq Ft

  17 Pine St Unit 3, Portland, ME 04102

  Light-Filled West End Condo with Stunning City & Mountain Views. Perched on the upper level of a historic brick building, this bright and stylish West End condo feels like your own Parisian retreat—overlooking Portland's rooftops, church steeples, and, to the west, Back Cove and the distant peaks of Mount Washington. Inside, the open-concept layout includes a sunny south-facing living, dining,

  Tom Landry Benchmark Real Estate

  

  17 Pine St Unit 3, Portland, ME 04102
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  /30

  $449,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  17 Pine St Unit 1, Portland, ME 04102

  First-floor condo in Portland's historic West End blends period charm with modern convenience—all at an exceptional value. Enjoy soaring ~10' ceilings, hardwood floors, and abundant natural light throughout. The updated kitchen and bath, in-unit laundry, and efficient mini-splits for heating and cooling make this home truly move-in ready. With rare deeded off-street parking, low/low condo fees,

  Tom Landry Benchmark Real Estate

  

  17 Pine St Unit 1, Portland, ME 04102
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  /57

  $593,000

  • 2 Baths
  • 2,752 Sq Ft

  154 Brackett St, Westbrook, ME 04092

  Well-Maintained 2-Unit Property with Strong Rental History. This versatile and well-cared-for two-family home offers excellent investment potential or owner-occupant flexibility. The first-floor unit features 2 bedrooms and 1 bathroom, ideal for owner occupied or tenants seeking single-level living. The second unit spans two floors, offering 5 bedrooms and 1 bathroom—perfect for larger families

  Katie Kinney Landing Real Estate

  

  154 Brackett St, Westbrook, ME 04092
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  /24

  $605,000

  • 2 Baths
  • 2,071 Sq Ft

  124 Brackett St, Westbrook, ME 04092

  Don't Miss This Fantastic Investment Opportunity in Westbrook!This well-maintained two-unit property is perfect for investors or owner-occupants looking to build equity while someone else helps pay the mortgage. Ideally located near downtown Westbrook, you'll enjoy easy access to shops, restaurants, and all the amenities this vibrant area has to offer.Both units are currently leased with

  Amy Sheehan Keller Williams Realty

  

  124 Brackett St, Westbrook, ME 04092
• 

  

  /13

  $385,000

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  21 Dow St Unit 4, Portland, ME 04102

  Newly renovated Condo in Historic brick building. Roofs rights above the double garage with a possibility of adding a private deck. Includes rare garage parking space for each unit. In the Arts District of the West End of Portland. Close to Maine Medical Center and walk-able to downtown and the old Port.

  Sheldon Ashby Ashby Real Estate

  

  21 Dow St Unit 4, Portland, ME 04102
• 

  

  /27

  $615,000

  • 2 Beds
  • 2 Baths
  • 919 Sq Ft

  75 Chestnut St Unit 307, Portland, ME 04101

  Discover modern urban living at its finest in this beautifully appointed 2-bedroom, 2-bathroom condo located in the sought-after Daymark building in vibrant East Bayside. Designed for comfort and functionality, featuring custom closets, blackout blinds in the bedrooms, and convenient in-unit laundry. Step outside onto your private deck - the perfect spot to enjoy your morning coffee or unwind

  Rachel Davey Vitalius Real Estate Group, LLC

  

  75 Chestnut St Unit 307, Portland, ME 04101
• 

  

  /65

  $5,750,000

  • 5 Beds
  • 6 Baths
  • 6,456 Sq Ft

  1200 Shore Rd, Cape Elizabeth, ME 04107

  1200 Shore Road isn't just a home or a property - it's an experience. A retreat on the Maine coast that feels almost too magical to be real. Set on 15.14 acres, this estate offers something rare: 11+ acres of private, undevelopable land that ensures your peace and privacy stays uninterrupted. As you make your way down the drive, trees surround you until you reach the open field where the home

  James McFarlane Portside Real Estate Group

  

  1200 Shore Rd, Cape Elizabeth, ME 04107

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