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Homes for Sale near South Portland High School

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  • /2

    $225,000

    • Land
    • 0.30 Acre
    • $750,000 per Acre

    Lot B Broadway, South Portland, ME 04106

    Level wooded lot. Public water and sewer in the street. Residential Corridor overlay zone. Subject lot is being split from a larger parcel. Final survey may be revised to meet the minimum land area needed for a 3-unit or 4-unit if owner occupied. Buyers are encouraged to verify zoning and code requirements with the city.

    Agent Photo

    Tim Flaherty

    The Flaherty Group

    (207) 994-5378

    Lot B Broadway, South Portland, ME 04106
  • /31

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,154 Sq Ft

    151 Pilgrim Rd, South Portland, ME 04106

    Classic and inviting, this cozy Cape Cod style home sits at the end of a quiet cul-de-sac, wrapped in blooming gardens providing a sense of peaceful comfort. The home welcomes you with an inviting front living room creating a lovely space for relaxing at the end of the day. Just beyond, a casual family room offers direct access to the back deck, creating a seamless indoor-outdoor flow. The open

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 560-4192

    151 Pilgrim Rd, South Portland, ME 04106
  • /57

    $539,000

    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft

    553 Sawyer St, South Portland, ME 04106

    Location, location! On a large corner lot in South Portland's desirable Meetinghouse Hill neighborhood, this traditional three bedroom home offers a rare blend of privacy and accessibility, where you can enjoy a coastal lifestyle at your doorstep. Walk or bike to two live theaters, local favorites like Scratch Baking and The Cookie Jar, Willard Beach and Bug Light, David's 388 and Leluco Bistro,

    Kelly Walker EXP Realty

    553 Sawyer St, South Portland, ME 04106
  • /40

    $599,430 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft

    123 Boysenberry Dr, South Portland, ME 04106

    Don't wait to see this meticulously maintained Cape style home offering 3 bedrooms, 2 full baths and located in South Portland's popular HIGHLAND MEADOWS. Home offers an open concept custom kitchen w/stainless steal appliance, granite counter tops, breakfast bar and just steps to the dining room and living & family rooms w/a double sided gas fireplace, hardwood floors, fresh paint and full of

    John Harmon John Carroll EXP Realty

    123 Boysenberry Dr, South Portland, ME 04106
  • /32

    $685,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 1 Bath
    • 1,356 Sq Ft

    533 Preble St, South Portland, ME 04106

    Just a 5-minute stroll to Willard Beach, this thoughtfully updated 2-3 bedroom home presents the perfect blend of coastal living and everyday comfort. Set in a nice neighborhood close to Willard Square, this home has been carefully maintained and offers flexible living spaces to suit a variety of lifestyles.The sunny front room is ideal as a breakfast nook, home office, den, or even a

    Tara Baker Kennebunk Beach Realty

    533 Preble St, South Portland, ME 04106
  • /80

    $799,900

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

    338 Ocean St, South Portland, ME 04106

    This beautifully cared-for 5-bedroom, 2-bath Colonial in South Portland blends old charm with modern updates and sits on one of the largest yards in the area—a level 0.74-acre lot full of potential. Built in 1910, the home keeps its original feel with hardwood floors and a cozy wood-burning fireplace, while offering updated features like a granite kitchen with stainless steel appliances, newer

    John Krouse EXP Realty

    338 Ocean St, South Portland, ME 04106
  • /51

    $798,500

    • 5 Beds
    • 2.5 Baths
    • 2,852 Sq Ft

    45 Snowberry Dr, South Portland, ME 04106

    This spacious 5 bedroom home is set in an idyllic neighborhood with sidewalk-lined streets. Located in the Highland Meadows area, enjoy easy access to the Greenbelt Walkway, Wainwright Recreation Complex, and nearby beaches, shopping and restaurants. The first floor of this home features an oversized kitchen with a bonus eat-in-area, large island and plenty of cabinets, a dining room off the

    Richard Mead Keller Williams Realty

    45 Snowberry Dr, South Portland, ME 04106
  • /44

    $674,900

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    46 Haven Rd, South Portland, ME 04106

    Welcome to 46 Haven Rd! Nestled in one of the most desired streets in South Portland's Meeting House Hill neighborhood, this cozy home boasts 3 bedrooms and 1.5 baths. This home perfectly blends classic character with thoughtful updates throughout.From the inviting front porch (perfect for your morning coffee ritual) to the hardwood floors, wood-burning fireplace, and sunny, soul-soothing

    Elyssa Kmetz NextHome Experience

    46 Haven Rd, South Portland, ME 04106
  • /37

    $624,900

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    5 Virginia Ave, South Portland, ME 04106

    2005 built, fully dormered, 3 bed/3bath cape style home walking distance to Willard Beach and square, Ferry Village, mill creek shops, local parks and the greenbelt pathway. Features include a 3- or 4-bedroom layout, cherry kitchen, primary suite with full bath and walk-in closet, hardwood flooring on the 1st floor, lots of natural light, finished basement perfect for 4th bedroom/gym/office/guest

    Jason Bisson Cottage & Co Real Estate

    5 Virginia Ave, South Portland, ME 04106
  • /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
  • /47

    $749,000

    • 2 Baths
    • 1,587 Sq Ft

    310 Pine St, South Portland, ME 04106

    Charming Two-Unit Property in the Heart of South Portland's Meetinghouse HillWelcome to 310 Pine Street a rare opportunity in the highly desirable Meetinghouse Hill neighborhood of South Portland. This well-maintained two-unit property offers flexibility, character, and incredible potential, whether you're looking to owner-occupy, invest, or convert to a single-family home.The first-floor

    Joshua Caron Maine Community Real Estate

    310 Pine St, South Portland, ME 04106
  • /25

    $250,000 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 1 Bath
    • 955 Sq Ft

    751 Main St Unit 116, South Portland, ME 04106

    Looking for a move-in ready 2 bedroom/1 bathroom condo in South Portland? This unit may just have everything and more that you want. Lots of natural light, functional layout, on site laundry, covered parking, private storage and an in-ground pool that's ideal for summer days. Close to 295 and Maine turnpike make this the perfect place to call home.For a video walk-thru go to YouTube and enter

    The Marc Gup Keller Williams Realty

    751 Main St Unit 116, South Portland, ME 04106
  • /27

    $469,000

    • 3 Beds
    • 1.5 Baths
    • 2,131 Sq Ft

    34 Aspen Ave, South Portland, ME 04106

    Beautifully maintained 3-bedroom, 1.5-bath single-family home nestled in one of South Portland's most desirable neighborhoods. Set on a well-landscaped lot, this home offers a perfect blend of comfort, convenience, and charm. Step outside onto the spacious deck — ideal for summer entertaining, front porch for morning coffee, or simply enjoying your private backyard oasis. Inside, you'll find a

    Michelle Ramirez Benchmark Real Estate

    34 Aspen Ave, South Portland, ME 04106
  • /105

    $1,500,000

    • 4 Beds
    • 4 Baths
    • 3,090 Sq Ft

    49 Smith St, South Portland, ME 04106

    Welcome to your dream home, completely renovated in 2024! This stunning property in the highly sought-after Willard Square combines modern amenities with convenient living. Perfectly positioned within walking distance to delightful restaurants and the serene Willard Beach, this home is a true gem.**Key Features:**- **Main House:** The main residence boasts three spacious bedrooms

    Michelangelo Floridino Landing Real Estate

    49 Smith St, South Portland, ME 04106
  • /36

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    88 Mitchell Rd, South Portland, ME 04106

    Looking for a house in Meeting House Hill to call your own? How about one with some of the best neighbors you could ask for? This three bedroom, one bath home is close to the theater, restaurants, breweries, 295, Portland Jetport, Portland Old Port, Bug Light, Willard Beach and Fort Williams. Sizeable back yard that is ideal for gardening, dogs or chilling out in a hammock. First time on the

    The Marc Gup Keller Williams Realty

    88 Mitchell Rd, South Portland, ME 04106
  • /79

    $4,300,000

    • 3 Beds
    • 6 Baths
    • 3,671 Sq Ft

    1 Bay Rd, South Portland, ME 04106

    1 Bay Rd, South Portland, Maine — ''Ship's Channel''Oceanfront Elegance on the Iconic Coast of Southern Maine!Step into coastal luxury at Ship's Channel, a breathtaking oceanfront estate nestled on the rugged, storied shores of South Portland. Experience Unparalleled Refinement with this completely customized estate. Located at 1 Bay Rd, this one-of-a-kind property offers

    Michael Quimby NextHome Experience

    1 Bay Rd, South Portland, ME 04106
  • /44

    $559,900

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

    107 Elm St, South Portland, ME 04106

    Set gracefully above the shoreline, this thoughtfully updated three-story home captures the magic of coastal Maine living. Step out onto the private deck off the primary suite and take in stunning sunsets and vivid seasonal water views. A second, lower deck adds more space to relax, entertain guests, or simply enjoy the peaceful setting.Inside, natural light floods the home, highlighting

    Lisa Andrade Dream Home Realty LLC

    107 Elm St, South Portland, ME 04106
  • /32

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    1236 Broadway, South Portland, ME 04106

    Cozy 3 bedroom 2 full bath Cape Style home with 1-car garage. Home offers hardwood and tile flooring....open kitchen. 2 first floor bedrooms and large second floor bedroom and full bath. Full basement with sink and workbench, walkout access to the large backyard. Nice patio in backyard plenty of room for entertaining. Easy access to 295 and all that South Portland has to offer along with public

    Pamela Audet Greater Portland Realty

    1236 Broadway, South Portland, ME 04106
  • /45

    $540,000

    • 3 Beds
    • 1 Bath
    • 1,322 Sq Ft

    35 Jefferson St, South Portland, ME 04106

    This cozy and updated home nestled in the highly desirable Ferry Village neighborhood of South Portland is waiting for you! Enjoy the convenience of being just a stone's throw from the iconic Bug Light Park, beautiful public beaches, and bustling marinas. This delightful property offers a perfect blend of comfort, style, and an unbeatable location. The office and bonus space waiting to be

    Jamie Moody Realty of Maine

    35 Jefferson St, South Portland, ME 04106
  • /26

    $524,900

    • 2 Beds
    • 2 Baths
    • 1,548 Sq Ft

    78 Cumberland Rd, South Portland, ME 04106

    Welcome home! This charming property is nestled in a fantastic neighborhood, just a short walk to local schools, playgrounds, and restaurants. A mature tree in the front yard provides shade and curb appeal, perfectly complementing the inviting front porch, ideal for morning coffee and relaxing evenings. Inside, you'll find a sunny living room and a spacious eat-in kitchen, updated with ample

    Jonathan Cirrinone Maine Real Estate Experts

    78 Cumberland Rd, South Portland, ME 04106
  • /4

    $549,900

    • 3 Beds
    • 1 Bath
    • 1,257 Sq Ft

    33 Second St, South Portland, ME 04106

    Situated on a spacious corner double lot, this beautiful bungalow offers room to grow and opportunity to add your own customizations. The first floor features two bedrooms and an updated full bathroom, while the second level provides a versatile third bedroom and cozy sitting area, perfect for guests or a home office. Enjoy the beauty of original period moldings throughout, complemented by

    Joe Flynn The Atlantic Real Estate Network

    33 Second St, South Portland, ME 04106
  • /18

    $359,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    27 Pleasant Ave, South Portland, ME 04106

    Bright updated ranch located in a convenient South Portland neighborhood near all services.Refinished hardwood floor throughout except for the kitchen (new vinyl plank), updated bath with tile floor, fresh paint inside and outside, new exterior doors, and new light fixtures. Clean full unfinished basement with potential for expansion, and spacious rear yard. A heat pump unit in the living

    Ken Hashimoto Dan Anderson Real Estate, Inc.

    27 Pleasant Ave, South Portland, ME 04106
  • /40

    $735,500 Open Sat 1:30PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,385 Sq Ft

    3 Solar Way Unit 3, South Portland, ME 04106

    Discover your eco-friendly haven in the heart of southern Maine. These three-bedroom homes offer comfort and convenience with two floors of classic modern living adjacent to the Neighborhood Park. Experience luxurious living without the maintenance. A great layout for remote working and larger families. Seller Concessions Available.

    The Marc Gup Keller Williams Realty

    3 Solar Way Unit 3, South Portland, ME 04106
  • /37

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    9 Lawn Ave, South Portland, ME 04106

    A must see spacious South Portland cape style home with recent updates including a first floor master bedroom with a walk-in closet! 3 of the 4 bedrooms are all on the first floor. Stunning large backyard to play and host that is private and enclosed. Situated on a quiet street and located near turnpike access, shops, restaurants, schools, parks, beaches... the list goes on! This home features

    Jordan Droge Maine Real Estate Experts

    9 Lawn Ave, South Portland, ME 04106
  • /32

    $439,900

    • 4 Beds
    • 1 Bath
    • 1,120 Sq Ft

    48 Hall St, South Portland, ME 04106

    Welcome to 48 Hall Street, nestled in the ultra-convenient Meadowbrook neighborhood of South Portland—just 7 minutes to downtown Portland and with quick access to both I-295 and I-95.This charming 4-bedroom Cape has been lovingly cared for by the same family for over 40 years. Step inside and feel the warmth of a home that's been truly cherished. Enjoy your morning coffee or a good book

    Alyssa Dumond Keller Williams Realty

    48 Hall St, South Portland, ME 04106
  • /51

    $540,000

    • 2 Beds
    • 1 Bath
    • 730 Sq Ft

    148 Breakwater Dr Unit 809, South Portland, ME 04106

    This top floor Penthouse unit with a one of a kind view is breathtaking. With Casco Bay at your fingertip, you could literally sit and watch the inner workings of the ships channel and all Portland Harbor activities.This two-bedroom unit features 762 square feet, fresh painted, new carpeted & new stainless appliances could make this an entirely fresh beginning. Breakwater at Spring Point is a

    Thomas Ranello RE/MAX Shoreline

    148 Breakwater Dr Unit 809, South Portland, ME 04106
  • /48

    $440,000

    • 1 Bed
    • 1 Bath
    • 584 Sq Ft

    148 Breakwater Dr Unit 808, South Portland, ME 04106

    Breathetaking views from this top floor Penthouse unit with a one of a kind exposure to all of the natural beauty of Portland harbor and Casco Bay.Framed by the city skyline, FortGorges and the inner harbor islands. Freshly painted and newly carpeted this unit is a blank canvas awaiting your final touches..Breakwater at Spring Point is a largecondominium building set between

    Thomas Ranello RE/MAX Shoreline

    148 Breakwater Dr Unit 808, South Portland, ME 04106
  • /14

    $199,000

    • Land
    • 0.22 Acre
    • $904,545 per Acre

    152 Anthoine St, South Portland, ME 04106

    Build your dream home in the heart of South Portland! This 75' x 129' (.22 acre) lot sits in a desirable residential neighborhood, just minutes from local schools, shops, restaurants, and the Greenbelt Trail. Public water and sewer are available at the street, and a recent survey is on file to help jumpstart your plans. Conveniently located less than 10 minutes from Portland's vibrant Old Port,

    Megan McShane Redfin Corporation

    152 Anthoine St, South Portland, ME 04106
  • /25

    $349,999

    • 2 Beds
    • 1 Bath
    • 732 Sq Ft

    45 Dawson St, South Portland, ME 04106

    Nicely updated!! This South Portland Ranch offers classic charm in a location that is hard to beat! Conviently located near golf courses, schools, community center, parks, playing fields, trails, shops, restaurants, transportation hubs, garden centers and more!! Easy access to everything the area has for offerings. Minutes to Casco Bay!Inside the home features new appliances & kitchen,

    Gerald Morin Keller Williams Realty

    45 Dawson St, South Portland, ME 04106
  • /20

    $469,900

    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft

    22 Froswick Ave, South Portland, ME 04106

    Don't miss the chance to view this family home, first time on market in over 56 years! Easy to show!!!Large lot with possibility of separate building lot with planning board approval. Plenty of room to add an ADU and garage expansion while still enjoying a large sunny yard. Amenities include front and back porches, living room open to natural light filled dining room featuring a

    Stephen Guerette The Real Estate Store

    22 Froswick Ave, South Portland, ME 04106
  • /30

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,144 Sq Ft

    1238 Broadway, South Portland, ME 04106

    Conveniently located on Broadway. Close to all amenities South Portland has to offer. This 3/4 bedroom Bungalow style home was recently updated with new kitchen, and bathrooms, along with all new flooring. First floor welcomes a large kitchen and living room with an option of a bedroom or office space and full bath with laundry. Second floor has 3 additional bedrooms and full bath. Backyard space

    Pamela Audet Greater Portland Realty

    1238 Broadway, South Portland, ME 04106
  • /22

    $275,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    25 Minott St Unit 9, South Portland, ME 04106

    Affordable South Portland condo that abuts the Green Belt! All new appliances ,flooring, paint, hot water heater and overall updates. Can't beat the location - easy to walk to South Portland's vibrant downtown and into Portland.This property is ready to move in or rent.Designated parking and guest parking available.Close to schools , airport , mall and waterfrontLow condo

    Brian Mayhew Landing Real Estate

    25 Minott St Unit 9, South Portland, ME 04106
  • /33

    $875,000

    • 4 Beds
    • 4 Baths
    • 7,458 Sq Ft

    13 Ocean St, South Portland, ME 04106

    Great opportunity to own this New England gem in Knightsville.Perfect for someone looking to have their business right below their residence. Three stories with nearly four thousand square feet are awaiting your clever plans! The location is incredible, stroll to local shops and Eateries, soak up the waterfront views from the third story deck. Welcome home!

    Christine Pemberton Pemberton Real Estate

    13 Ocean St, South Portland, ME 04106
  • /35

    $1,790,000

    • 4 Beds
    • 2 Baths
    • 1,540 Sq Ft

    15 Myrtle Ave, South Portland, ME 04106

    This year-round beachfront home is truly a rare offering! With breathtaking 180-degree ocean views, a large open lot, and private access to desirable Willard Beach, this charming 4 bedroom, 2 bath home is minutes from all this coveted neighborhood has to give. Nestled on a spacious lot, the existing 100 year old classic Cape-style home has been cherished by the same family for 50 years. Picture

    Anne Bosworth Legacy Properties Sotheby's International Realty

    15 Myrtle Ave, South Portland, ME 04106
  • /37

    $464,000

    • 2 Beds
    • 2 Baths
    • 2,152 Sq Ft

    75 Landry Cir, South Portland, ME 04106

    Spacious 2200 SqFt custom built contemporary ranch in Country Gardens with new roof in 2022! Easy single level living with radiant heat, slate flooring and specially designed windows for maximum sunshine and passive solar heat in winter, cooling in summer. Consists of two bedrooms and a bonus room as well as two full bathrooms - one up and one down with first floor laundry. Large attached 2 car

    Andrew Carr Advisors Living, LLC

    75 Landry Cir, South Portland, ME 04106
  • /53

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 1,573 Sq Ft

    148 Breakwater Dr Unit 17, South Portland, ME 04106

    Enjoy stunning ocean and marina views from this beautifully updated 3-bedroom, 2.5-bath townhouse condo along South Portland's scenic shoreline. Light-filled and airy throughout, this home features a spacious layout with tasteful built-ins, fresh updates, and a large deck ideal for taking in the coastal breeze. Located on the ocean pathway and perfectly positioned between two iconic Maine

    April Cohen Duston Leddy Real Estate

    148 Breakwater Dr Unit 17, South Portland, ME 04106
  • /41

    $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- plus a possible buildable lot. Perfect family

    Anne Ross-Murray F.O. Bailey Real Estate

    1 & 9 Franklin Terrace, South Portland, ME 04106
  • /70

    $869,900

    • 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
  • /49

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,430 Sq Ft

    149 Fort Rd Unit 6, South Portland, ME 04106

    This 1 floor condo offers spectacular panoramic views of Casco Bay, and offers over 1400sqft of living with 2 spacious bedrooms, 2 full baths, open concept living, kitchen and dining area with direct access to the outside deck, for morning coffee over looking the bay. The office & laundry room offers great space for in home office and all offer stunning hardwood & title floors, fireplace and

    John Harmon John Carroll EXP Realty

    149 Fort Rd Unit 6, South Portland, ME 04106
  • /2

    $650,000

    • Land
    • 4.14 Acres
    • $157,005 per Acre

    305 Cummings Rd, South Portland, ME 04106

    4.14± acres located at the intersection of Cummings Road and Gannett Drive in South Portland (3.20 ± buildable acres).Previous site plan approval for a 23,940 SF commercial buildingQuick and easy access to both I-95 & I-295Located in an Opportunity ZonePotential build-to-suit opportunity. See broker for details!

    Christopher Paszyc The Boulos Company

    305 Cummings Rd, South Portland, ME 04106

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