Homes for Sale near South Portland Middle School

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  /19

  $669,900

  • 2 Beds
  • 2 Baths
  • 1,278 Sq Ft

  209 Vaughan St Unit 7, Portland, ME 04102

  Located in Portland's desirable West End neighborhood, this thoughtfully designed townhouse offers a perfect blend of comfort, and convenience. The open-concept main living area features hardwood floors, generous natural light, and defined spaces for living and dining. The modern kitchen is appointed with sleek slab wood cabinetry, a peninsula with seating, and ample storage. The primary suite

  James McFarlane Portside Real Estate Group

  

  209 Vaughan St Unit 7, Portland, ME 04102
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  /82

  $650,000

  • 5 Beds
  • 2 Baths
  • 2,092 Sq Ft

  338 Ocean St, South Portland, ME 04106

  Reintroduced and priced with its newly defined .35± acre lot, this South Portland home offers comfort, space, and room to grow. The large, level yard provides plenty of space for outdoor living, gardening, or play, while the unfinished area above the two-car garage offers great potential for future expansion — think office, studio, or bonus room. Inside, you'll find a bright and practical layout

  John Krouse EXP Realty

  

  338 Ocean St, South Portland, ME 04106
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  /30

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,940 Sq Ft

  930 Forest Ave, Portland, ME 04103

  This beautifully maintained Dutch Colonial blends classic architectural charm with thoughtful updates and preserved period details. Set on a generous lot, this spacious 4-bedroom, 2-bath home offers flexible living with a detached 3+ car garage and ample off-street parking. Step inside to discover a sun-filled first floor featuring an updated kitchen, a dining room, a front-to-back living room

  Karen Thompson Portside Real Estate Group

  

  930 Forest Ave, Portland, ME 04103
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  /28

  $549,900 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  106 Cumberland Ave Unit 101, Portland, ME 04101

  Looking for awesome Munjoy Hill and Eastern Promenade location close to all amenities? Look no further than these newly renovated from the studs in condos offering two bedrooms - including primary with en suite bath with tiled shower and walk in closet - and guest bedroom with convenient full bath off kitchen with huge island ideal for entertaining. stainless steel appliances, granite counters,

  Danielle Lape Kre Brokerage Group

  

  106 Cumberland Ave Unit 101, Portland, ME 04101
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  /71

  $580,000 Open Sat 1PM - 3PM

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

  1 Teal Point Dr Unit 1, Scarborough, ME 04074

  With its recent price reduction, this is a rare opportunity to own a dream property at an exceptional value! Discover the charm of 1 Teal Point Drive in Scarborough, Maine - a beautiful condo offering coastal living at its best. This property is set in a highly sought-after neighborhood and features bright, open spaces, a comfortable living area, and a peaceful setting just minutes from sandy

  Jennifer A. Allen Regency Realty Group

  

  1 Teal Point Dr Unit 1, Scarborough, ME 04074
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  /47

  $585,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  1 Cross St Unit 214, Scarborough, ME 04074

  Model unit available to tour! Welcome to The Downs newest residences-Cross Street Condominiums. Choose from 1, 2 & 3 bedroom units, stylishly finished spaces with the fine touches you would choose in a custom home. Gather with friends & neighbors for a cocktail on the 4th floor roof top deck & lounge, maximize work production & collaborate with others in the 1st floor coworking space. The Club

  Amy Foley Signature Homes Real Estate Group, LLC

  

  1 Cross St Unit 214, Scarborough, ME 04074
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  /48

  $615,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 990 Sq Ft

  1 Cross St Unit 108, Scarborough, ME 04074

  Model unit now available to tour! Welcome to The Downs newest residences-Cross Street Condominiums. Choose from 1, 2 & 3 bedroom units, stylishly finished spaces with the fine touches you would choose in a custom home. Gather with friends & neighbors for a cocktail on the 4th floor roof top deck & lounge, maximize work production & collaborate with others in the 1st floor coworking space. The

  Amy Foley Signature Homes Real Estate Group, LLC

  

  1 Cross St Unit 108, Scarborough, ME 04074
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  /47

  $620,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  1 Cross St Unit 105, Scarborough, ME 04074

  Model unit is now available to tour!! Spread across 577 pristine acres, is the perfect community for you or your family, a lively place to socialize, a vibrant place to grow your business, or all the above ...welcome home. The Downs is more than just a destination, it's a place where you can aspire to live the life you've always dreamed of but never thought you'd find. A place where you can plant

  Amy Foley Signature Homes Real Estate Group, LLC

  

  1 Cross St Unit 105, Scarborough, ME 04074
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  /46

  $465,000

  • 3 Beds
  • 1.5 Baths
  • 1,267 Sq Ft

  4 Fairview St, Portland, ME 04102

  Welcome to 4 Fairview Street, a sunny, updated Cape that perfectly balances neighborhood charm with unbeatable convenience. Less than 10 minutes to downtown Portland and just 20 minutes to the beach, this home offers easy access to everything while maintaining a quiet, residential feel. Enjoy nearby Portland trails and Thompson's Point, or hop on public transit right outside your door. Inside,

  Chelsea Locke Waypoint Brokers Collective

  

  4 Fairview St, Portland, ME 04102
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  /32

  $459,000 Open Sun 2:30PM - 4PM

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  55 Sandy Hill Rd, South Portland, ME 04106

  This property presents a great opportunity to live in this well-established neighborhood. Maintained with care for five decades, the home features three bedrooms, an office/den or fourth bedroom, a dining room with sliders to the deck, an open-plan kitchen, and a spacious family room located in the basement. Ample storage is available both indoors and outdoors. The community offers convenient

  Brian Linscott Linscott Real Estate

  

  55 Sandy Hill Rd, South Portland, ME 04106
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  /21

  $450,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 1 Bath
  • 1,219 Sq Ft

  141 Mckinley St, South Portland, ME 04106

  Looking for the perfect opportunity to own in one of the most desirable neighborhoods in South Portland? Welcome to 141 McKinley Street, this inviting 3-bedroom, 1-bathroom home offers everything a homeowner is looking for. With a cozy sunroom, new kitchen appliances, new upstairs carpet and freshly painted walls; this home is ready for its next owner. Enjoy the perks of a new hot tub in the

  Mary DiPietro Waypoint Brokers Collective

  

  141 Mckinley St, South Portland, ME 04106
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  /37

  $399,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,616 Sq Ft

  9 Bay View Terrace, Portland, ME 04103

  Welcome to 9 Bay View Terrace — a spacious and well-maintained 2-bedroom, 1.5-bath condo offering comfort, convenience, and flexibility in one of Portland's most desirable neighborhoods. With 896 square feet of living space above grade and an additional 720 square feet below, this home provides plenty of room to spread out. The main level features a bright and open living area, a functional

  Joel Turgo Elevate Maine Realty

  

  9 Bay View Terrace, Portland, ME 04103
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  /58

  $1,099,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,514 Sq Ft

  16 Winn Way, Scarborough, ME 04074

  Seeing is believing! This exceptional home redefines single-level living with sophisticated style and thoughtful design throughout. Step onto the welcoming farmers porch, then into a sun-filled open floor plan that immediately impresses. The main living area features cathedral ceilings, a gas fireplace with nickel gap paneling and custom built-ins, and wide-plank flooring that adds warmth and

  John Hatcher Keller Williams Realty

  

  16 Winn Way, Scarborough, ME 04074
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  /28

  $1,100,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 2,088 Sq Ft

  40 Stonybrook Rd, Cape Elizabeth, ME 04107

  Set on a nearly a half-acre, level lot in one of Cape Elizabeth's most sought after neighborhoods, this special home blends comfort, versatility, and an ideal coastal location. Enter through the two car garage into efficient mudroom with local Maine slate floors. Updated kitchen with local Maine slate countertops, opens to a dining room with window seat. The spacious front-to-back living room

  Ann Filipos Townsend Real Estate

  

  40 Stonybrook Rd, Cape Elizabeth, ME 04107
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  /35

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,479 Sq Ft

  115 Saco St Unit 12, Westbrook, ME 04092

  Nestled quietly off the road and in the back corner of the association, this end-unit condo gives you a peaceful, nature-filled feel—birds overhead, deer in the yard—yet it's just a short walk to downtown with all the shops, restaurants, and breweries. Step into the bright living area, filled with natural light and ready for everyday living or entertaining. The kitchen offers modern appliances

  Bill Corrigall North Point Realty LLC

  

  115 Saco St Unit 12, Westbrook, ME 04092
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  /24

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,093 Sq Ft

  36 Oriole St, Westbrook, ME 04092

  Back on market at no fault of the home, seller was unable to find suitable housing within timeframe. REPAIR/UPDATE CREDIT AVAILABLE TO BUYERS! Inquire for more details! This carefully maintained home is perfectly situated and ready for its next owner! Featuring 3 bedrooms and 2 full bathrooms, it's located less than 10 minutes from downtown Portland, and less than 5 minutes to the highway, but

  Jesse Brooks Keller Williams Realty

  

  36 Oriole St, Westbrook, ME 04092
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  /32

  $399,000

  • 2 Beds
  • 1 Bath
  • 906 Sq Ft

  129 Pine St Unit 2, Portland, ME 04102

  Experience the very best of Portland living in this beautifully updated mid-century condominium located in the heart of the historic West End. Just steps from award-winning restaurants, the Arts District, and the charming Old Port, this two-bedroom unit places the city's vibrant culture right at your doorstep. Inside, you'll find a spacious, sunlit living room—perfect for both relaxing or working

  Tanya Crawford EXP Realty

  

  129 Pine St Unit 2, Portland, ME 04102
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  /36

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  12 Dakota St, Portland, ME 04103

  Welcome to 12 Dakota Street, a charming two-bedroom ranch set on a quiet dead-end street in one of Portland's most desirable neighborhoods. The home offers a simple, single-level layout with comfortable living spaces that carry plenty of character and is ready for your personal touch. Whether you move right in or plan to make updates over time, it's a home that feels inviting from the start. The

  Derek Goff Joseph Tomazin Signature Homes Real Estate Group, LLC

  

  12 Dakota St, Portland, ME 04103
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  /34

  $425,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,355 Sq Ft

  18 Ninth St, Portland, ME 04103

  Charming Portland Bungalow - Move-In Ready!Looking for an affordable home in Portland? You've found it! This delightful 3-bedroom, 1-bath bungalow combines comfort, character, and convenience. Enjoy recent interior and exterior updates that make this home truly move-in ready. Relax or entertain on the expansive deck overlooking a spacious yard, and take advantage of the rare two-car garage

  David Marsden Marsden Real Estate

  

  18 Ninth St, Portland, ME 04103
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  /37

  $650,000

  • 4.5 Baths
  • 3,988 Sq Ft

  10 Walker St, Portland, ME 04102

  Must see 4 unit on Portland's Congress St West End. Renovate this hidden gem and experience upside value. Apartment complex has been used as an Air BnB in the past. Contact Listing Agent through Broker Bay for a showing.

  Frank Carr CORE

  

  10 Walker St, Portland, ME 04102
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  /13

  $85,000

  • 3 Beds
  • 1.5 Baths
  • 924 Sq Ft

  162 Wickham Way, Westbrook, ME 04092

  This 3 bedroom 1.5 bath home has recently had a new furnace, new water heater and plumbing in 2025. The home does need to have vinyl siding added (required by the park) The seller is offering !0,000 toward cost.

  Kathee Somes Mobile Home Brokers Unlimited

  162 Wickham Way, Westbrook, ME 04092
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  /42

  $475,000

  • 2 Beds
  • 1 Bath
  • 1,266 Sq Ft

  120 Mussey St, South Portland, ME 04106

  Welcome to South Portland's most connected and character filled neighborhoods! Offered for the first time in over 60 years, this Mussey Street residence reflects a lifetime of pride, thoughtful care, and its freshly refinished wood floors showcase that same lasting integrity throughout. Light filled rooms and a comfortable living area extend an open invitation to go from cozy days to relaxing

  Candice Camfferman F.O. Bailey Real Estate

  

  120 Mussey St, South Portland, ME 04106
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  /87

  $4,500,000

  • 13 Beds
  • 14.5 Baths
  • 5,350 Sq Ft

  2 Bayview Ave, Scarborough, ME 04074

  The Breakers Inn: An iconic Higgins Beach Property Ready for Its Next Chapter Poised above the rocks at the western end of Bayview with sweeping 180 ocean views, The Breakers Inn stands as a Higgins Beach landmark and one of Maine's most unique coastal offerings. Built in 1900 and lovingly maintained, this 5,350+ -square-foot property features 13 en-suite guest rooms, capturing the character and

  Scott Townsend Keller Williams Realty

  

  2 Bayview Ave, Scarborough, ME 04074
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  /4

  $175,000

  • Land
  • 0.46 Acre
  • $380,435 per Acre

  00 Payne Rd, Pine Point, ME 04074

  Sunny, buildable lot in Scarborough, with no homeowner association and the freedom to build your ideal house! Building site is cleared and level, it's served by public water, and the septic system is already in place. A fresh survey includes a generous building envelope. This is a plug-and-play opportunity!The location offers its own level of convenience. The site is just half a mile from the

  Hannah Holmes Cottage & Co Real Estate

  

  00 Payne Rd, Pine Point, ME 04074
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  /24

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  159 Bancroft St, Portland, ME 04102

  Looking for a place to make your own and call home? This single level 3BR/1BA Ranch style home in the desirable Rosemont neighborhood may be just the place! This is the perfect location. You are in close proximity to Rosemont Market and Bakery and the other Brighton Avenue shops, plus the Knotted Apron restaurant, Capisic Pond nature trails and Brighton Medical. You are a hop, skip and a jump to

  The Marc Gup Keller Williams Realty

  

  159 Bancroft St, Portland, ME 04102
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  /17

  $224,900

  • 1 Bed
  • 1 Bath
  • 440 Sq Ft

  29 Parris St Unit 4, Portland, ME 04101

  Cute and efficient Pied-a-terre in the heart of the city. With it's off-street parking, you can walk to all that Portland has to offer. Restaurants, Merrill Auditorium, Portland Museum of Art, the list can go on. Make this little condo your perfect destination for your getaways to Southern Maine.

  Kevin Coyne Coldwell Banker Realty

  

  29 Parris St Unit 4, Portland, ME 04101
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  /30

  $499,900

  • 3 Beds
  • 1 Bath
  • 1,183 Sq Ft

  22 Orchard Rd, Cape Elizabeth, ME 04107

  Newly renovated and move-in ready, this home offers comfort, efficiency, and updates throughout. The first floor features two bedrooms, an updated bath, and bright, clean living spaces with new flooring and finishes. Upstairs, you'll find a spacious third bedroom plus a flexible bonus room that's perfect for an office, playroom, or guest space. Extensive renovations include updated electrical and

  Vicki Kennedy RE/MAX Oceanside

  

  22 Orchard Rd, Cape Elizabeth, ME 04107
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  /17

  $399,900

  • 2 Baths
  • 1,560 Sq Ft

  35 Palmer St, South Portland, ME 04106

  This well-maintained and recently updated two-unit consists of a first floor 2 bedroom unit with new granite counters, tile backsplash, new appliances, new floors and freshly painted throughout. The second floor unit is a cozy 1 bedroom unit with many recent updates. Property has a new boiler and updated electrical. Located in a great neighborhood with peaks of the ocean as you approach the

  Joe Flynn The Atlantic Real Estate Network

  

  35 Palmer St, South Portland, ME 04106
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  /14

  $130,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  13 Windsor Dr, Westbrook, ME 04092

  An absolute gem!! This has been remodeled throughout with lots of modern style. Home has mudroom addition and large front deck along with center kitchen floorplan, and plenty of storage in its abundance of cabinets. Wood style laminate flooring throughout and bright white cabinets with gorgeous counter tops make for a very bright uplifting ambience. -Previous owner had a house fire and current

  Kathee Somes Mobile Home Brokers Unlimited

  13 Windsor Dr, Westbrook, ME 04092
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  /22

  $496,000

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  26 Grandview Ave, South Portland, ME 04106

  This property offers incredible potential in located in a convenient location! Situated on an oversized 0.29-acre lot, there may be an opportunity to create an additional building lot on Sunset Avenue, pending approval from code enforcement and the planning board. The home features 1,440 square feet of open-concept living space, including three bedrooms and plenty of storage in the basement.

  Deborah Kilmartin Landing Real Estate

  

  26 Grandview Ave, South Portland, ME 04106
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  /2

  $250,000

  • Land
  • 0.34 Acre
  • $735,294 per Acre

  89 Cobb Ave, Portland, ME 04102

  ''Attention Builders and New Construction Buyers''! Here's an excellent opportunity to own a 15,000 square-foot lot located in Portland's Stroudwater area on a city dead-end street. Explore the possibilities offered by the new city recode and discover the potential this property provides for your next project.

  Willie Audet Greater Portland Realty

  

  89 Cobb Ave, Portland, ME 04102
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  /28

  $585,000

  • 3 Beds
  • 1 Bath
  • 1,356 Sq Ft

  7 Farm Hill Rd, Cape Elizabeth, ME 04107

  Nestled in one of Cape Elizabeth's most beloved walkable neighborhoods, 7 Farm Hill Road offers a rare opportunity to enjoy a lifestyle defined by convenience, community, and coastal charm. The property sits moments from local grocery and dining options, the town library, schools, pharmacy, and healthcare services. Enjoy all-season access to Shore Road and Fort Williams Park, where quiet morning

  Patrick Kenney Portside Real Estate Group

  

  7 Farm Hill Rd, Cape Elizabeth, ME 04107
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  /7

  $1,499,000

  • 9 Baths
  • 5,046 Sq Ft

  75 Sherman St, Portland, ME 04101

  Beautiful Parkside 9 unit apartment building w/ (8) 1 bedroom + (1) 2 bedroom units offering nice architectural detail in apartments and hardwood floors located in a fantastic location of the city!

  Thomas Gadbois F.O. Bailey Real Estate

  

  75 Sherman St, Portland, ME 04101
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  /55

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,373 Sq Ft

  10 Whitehall Ave, South Portland, ME 04106

  Possibly the cutest house in all of South Portland! This charming Victorian has curb appeal to spare, with multiple clipped gables, two bay windows, and a pretty porch. And inside, the cuteness continues! The dining room is ornamented with a bay window and decorative chair rail, and retains its original hardwood floors. The living room is a similarly elegant and intimate retreat. In the eat-in

  Hannah Holmes Cottage & Co Real Estate

  

  10 Whitehall Ave, South Portland, ME 04106
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  /21

  $419,000

  • 4 Beds
  • 1 Bath
  • 1,019 Sq Ft

  11 Chestnut St, South Portland, ME 04106

  This home offers a wonderful opportunity to live in South Portland affordably, while maintaining a lifestyle filled with warmth, character and charm. Located in the Pleasantville neighborhood, you are mere steps away from the Greenbelt trail system and minutes to every convenience. A smart floor plan with a three season porch, wood floors, period trim and a fenced yard make it a perfect place to

  Melissa Richter Keller Williams Realty

  

  11 Chestnut St, South Portland, ME 04106
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  /62

  $399,999

  • 1 Bed
  • 1 Bath
  • 691 Sq Ft

  14 Mellen St Unit 1L, Portland, ME 04101

  Discover this enchanting first-floor condo, where timeless elegance meets modern comfort! Boasting exquisite period details, this home features two stunning ornamental fireplaces, soaring ceilings, built-in cabinetry, and intricate crown moldings. You'll love the rich inlaid wood floors, stylish wainscoting, and beautiful stained glass window that add character and charm. The updated kitchen and

  Kathleen Phillips LaBombard Ocean Gate Realty, LLC.

  

  14 Mellen St Unit 1L, Portland, ME 04101
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  /40

  $374,900 Open Sun 10AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft

  21 Stratton Rd, Scarborough, ME 04074

  Open House Sunday 11/16/25 from 10:00 to 1:00pm. Ranch Style, Condo end unit with an attached 1 car garage. Move in ready. Located in nice neighborhood. 2 Bedroom to 2 bath condo with attached 1 car garage. Close to area shopping and beaches. First floor living makes it a perfect fit. Step out to your back deck and enjoy morning coffee or have a BBQ. Close to turnpike and highway.

  Daniel McGowan Maine Real Estate Experts

  

  21 Stratton Rd, Scarborough, ME 04074
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  /4

  $775,000

  • 3 Baths
  • 2,398 Sq Ft

  30 Chesley Ave, Portland, ME 04103

  Turnkey well-maintained three-unit apartment building located on a quiet, dead-end street in the desirable neighborhood of North Deering. Recent updates include a new asphalt driveway (2019), new roof (2024), new exterior decking/stairs (2024-2025), a new furnace (2025), repointed chimney (2025), and exterior siding repairs/new exterior paint (2025). Separately metered utilities for each unit

  Noah Stebbins The Boulos Company

  

  30 Chesley Ave, Portland, ME 04103
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  /4

  $585,000

  • 3 Beds
  • 1 Bath
  • 1,519 Sq Ft

  187 Congress St, Portland, ME 04101

  Nestled in the heart of a rapidly developing area this house stands as a diamond in the rough brimming with untapped potential. While it may not shine in its current condition it does offer the perfect canvas for anyone with a vision. Situated in an area where development is booming. This home is ideal for the investor looking to capitalize on the forthcoming transformation. Tear it down and

  Heidi Young Maine Real Estate Experts

  

  187 Congress St, Portland, ME 04101
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  /2

  $650,000

  • 3 Baths
  • 3,636 Sq Ft

  6 Horton Place, Portland, ME 04102

  This is a prime investment opportunity for savvy investors and contractors looking to take on a substantial renovation project. This 3-unit property has been gutted down to the studs after water damage from frozen pipes, offering a clean slate for customization and a chance to restore it to its full potential. Whether you're planning to flip for a profit or create long-term rental income, this

  Sheldon Ashby Ashby Real Estate

  

  6 Horton Place, Portland, ME 04102

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