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Homes for Sale near Portland High School

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  • /75

    $2,395,000

    • 4 Beds
    • 3.5 Baths
    • 2,775 Sq Ft

    125 Morning St Unit 3/6, Portland, ME 04101

    Discover a rare and exceptional East End Penthouse Condo, a true gem offering breathtaking, protected water views and luxurious living in one of Portland's most sought-after neighborhoods. This stunning residence features a private deck with sweeping vistas of Casco Bay and the Eastern Promenade Park, perfect for savoring the sunrise and morning coffee. Step inside your private elevator, which

    Sarah Carson Portside Real Estate Group

    125 Morning St Unit 3/6, Portland, ME 04101
  • /19

    $679,000

    • 4 Beds
    • 2.5 Baths
    • 3,756 Sq Ft

    1673 Westbrook St, Portland, ME 04102

    Handsome Colonial in the Stroudwater area of Portland. Private back yard bordering the Fore River Sanctuary. Excellent layout with several bedrooms, formal dining room and four season sunroom.

    Jay Sparrow Allied Real Estate

    1673 Westbrook St, Portland, ME 04102
  • /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
  • /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
  • /68

    $569,000

    • 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
  • /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
  • /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
  • /23

    $599,000

    • 1 Bed
    • 1 Bath
    • 946 Sq Ft

    613 Island Ave, Portland, ME 04108

    Welcome home to your new happy place - a year-round getaway on Peaks Island! This charming, thoughtfully modernized cottage features large windows and open floor plan that bathes the space in sunlight and offers stunning ocean views of Casco Bay. Cozy up by the Jøtul gas fireplace or relax by the fire pit in the white picket fenced front yard. The beautifully hardscaped backyard is perfect for

    Lorna Gagnon Berkshire Hathaway HomeServices Verani Realty

    613 Island Ave, Portland, ME 04108
  • /49

    $995,000 Open Sun 10AM - 11:30AM

    • 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
  • /58

    $998,000

    • 3 Beds
    • 2 Baths
    • 1,755 Sq Ft

    397 Island Ave, Peaks Island, ME 04108

    Carefree enjoyment on southern Maine's most popular island! Authentic Maine cottage design meets refined elegance in this gorgeous Peaks Island summer home. Built in 2019 by a highly regarded craftsman, this stunning 3 Bedroom, 2 Bath home is a beautifully furnished* coastal retreat. With its vaulted ceilings, painted white framing, welcoming front porch, and quality materials, the cottage is

    Susan Lessard Portside Real Estate Group

    397 Island Ave, Peaks Island, ME 04108
  • /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
  • /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
  • /61

    $1,145,000

    • 4.5 Baths
    • 2,622 Sq Ft

    156 Oxford St, Portland, ME 04101

    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 dedicated parking—a rare bonus in this vibrant, walkable

    Troy Wilkins Benchmark Real Estate

    156 Oxford St, Portland, ME 04101
  • /40

    $649,000

    • 1 Bed
    • 1 Bath
    • 770 Sq Ft

    709 Chandlers Wharf Unit 709, Portland, ME 04101

    Experience the epitome of coastal urban living in this exceptional 1-bedroom, 1-bath condominium at Chandler's Wharf—Portland's premier waterfront address. This single-level unit offers a private deck with sweeping easterly views of Casco Bay, where you'll enjoy spectacular sunrises and a front-row seat to the working waterfront. Just outside your door is immediate access to the historic Old Port

    Tom Landry Benchmark Real Estate

    709 Chandlers Wharf Unit 709, Portland, ME 04101
  • /42

    $625,000 Open Thu 4:30PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    239 Auburn St, Portland, ME 04103

    Welcome to 239 Auburn Street in Portland! A beautifully maintained New Englander offering classic charm, modern updates, and unbeatable convenience. This spacious 4 bedroom, 2.5 bath home sits on a generous, fenced-in lot, providing both privacy and room to grow. Inside, you'll find sun-drenched living spaces, hardwood floors, and a flexible layout perfect for families, remote work, or guests.

    Carly Chasse Portside Real Estate Group

    239 Auburn St, Portland, ME 04103
  • /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
  • /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
  • /110

    $1,980,000

    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    25 Graffam Rd, South Portland, ME 04106

    Enjoy ocean views from nearly every room in this beautifully crafted, modern coastal farmhouse, just a two-minute walk to the beach. Situated in an upscale, private waterfront community or Loveitts Field, this home offers the perfect blend of style, comfort, and coastal charm. The first floor features an open-concept layout with 2 cozy fireplaces, spacious dining and living areas, flexilbe floor

    Kathryn Townsend Townsend Real Estate

    25 Graffam Rd, South Portland, ME 04106
  • /18

    $225,000

    59 Chandlers Wharf Boat Slip Unit 59, Portland, ME 04101

    Extremely rare opportunity to own a 40' BOAT SLIP in one of the most sought-after harbors on the East Coast! Perfectly located in Portland's iconic OldPort, this protected slip is just steps from world-class restaurants, live music, art galleries, and top cultural venues including the State Theatre and MerrillAuditorium. Enjoy walkable access to Portland's scenic Harborwalk and vibrant downtown

    Tammy Ruda Legacy Properties Sotheby's International Realty

    59 Chandlers Wharf Boat Slip Unit 59, Portland, ME 04101
  • /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
  • /88

    $1,255,000

    • 3 Beds
    • 2 Baths
    • 2,504 Sq Ft

    16 U S 1, Falmouth, ME 04105

    The Joshua Merrill home circa 1805, also known as the old Toll Keeper's House is proudly offered for the first time in 40+ years. Lovingly restored and updated, this 3/4 bedroom home truly celebrates its antiquity and waterfront location with 9 over 12 windows, original Indian shutters, period Rumford fireplaces and extensive perennial gardens. Local historians have declared it the best

    Poe Cilley Vitalius Real Estate Group

    16 U S 1, Falmouth, ME 04105
  • /22

    $615,000

    • 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
  • /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
  • /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 short stroll

    Scott Townsend Keller Williams Realty

    18 Ocean St Unit 72, South Portland, ME 04106
  • /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
  • /54

    $995,000 Open Sun 1PM - 2:30PM

    • 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
  • /28

    $595,000 Open Sat 11AM - 12:30PM

    • 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
  • /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
  • /43

    $225,000

    • Land
    • 2.11 Acres
    • $106,635 per Acre

    161 W Shore Dr, Diamond Cove, ME 04109

    Have you been searching for island real estate in Maine? This rare 2.11 acre wooded lot on Great Diamond Island offers the perfect opportunity to build your dream home or vacation retreat just a short ferry ride from Portland. Located in the exclusive Diamond Cove community, this parcel is a quick walk to the beach, ferry landing, and a full suite of resort-style amenities including a heated

    Jessie L'Heureux Herod Keller Williams Realty

    161 W Shore Dr, Diamond Cove, ME 04109
  • /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
  • /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
  • /55

    $639,000

    • 1 Bed
    • 1 Bath
    • 956 Sq Ft

    99 Federal St Unit 201, Portland, ME 04101

    Modern 1 bedroom condominium located in the heart of Portland's Old Port. Enjoy premium amenities including deeded garage parking and personal storage space, a rooftop deck with expansive views of Casco Bay, a guest suite for visitors, a full fitness room, and a shared storage area for bikes and skis. The open concept floor plan features a kitchen with large granite countertops, stainless steel

    Amy Foley Signature Homes Real Estate Group, LLC

    99 Federal St Unit 201, Portland, ME 04101
  • /92

    $1,285,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,394 Sq Ft

    28 Stone Dr, Cape Elizabeth, ME 04107

    Nestled on a double lot in the highly desirable Willard Beach neighborhood—just over the Cape Elizabeth line—this beautifully remodeled 3-4 bedroom Colonial offers the perfect blend of classic charm and modern updates. Since 2018, the home has been thoughtfully renovated with attention to detail throughout. Original hardwood floors complement the bright, open living spaces, including a cozy

    Jeffrey Walker Signature Homes Real Estate Group, LLC

    28 Stone Dr, Cape Elizabeth, ME 04107
  • /28

    $440,000 Open Sun 1PM - 2:30PM

    • 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
  • /7

    $350,000

    • Land
    • 0.46 Acre
    • $760,870 per Acre

    111 Spruce Ave, Portland, ME 04108

    Beautiful lot abutting conservation land! The view from this bluff is extraordinary and overlooks the bay and Cushing Island. Come build your dream home on Peaks Island!

    Maria Rich Landing Real Estate

    111 Spruce Ave, Portland, ME 04108
  • /33

    $484,900

    • 2 Beds
    • 1 Bath
    • 1,036 Sq Ft

    38 Falmouth Rd, Falmouth, ME 04105

    Recently updated, this Falmouth single level, ranch-style home is move-in ready. It offers a large, private back yard and spacious deck, as well as convenience to the interstate. Updates include new roof, siding, windows, and newer furnace and water heater, so this 2 BR, I BA home is ready for years of low-maintenance living.

    Jon Provost EXP Realty

    38 Falmouth Rd, Falmouth, ME 04105
  • /45

    $750,000 Open Sun 11AM - 12:30PM

    • 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
  • /38

    $639,000

    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft

    5 Bexhill Way Unit 39, South Portland, ME 04106

    Offering easy, single-level living with serene pond views, this turnkey 2021-built condo at Carlisle Place in South Portland is a must-see. It features radiant heat floors throughout,(including the four-season sunroom) and includes a 2 bed/2 bath setup catered towards comfort, style, and low-maintenance living. Highlights include an attached one-car garage with direct access to ample attic space,

    Alexander Hoyt Real Broker

    5 Bexhill Way Unit 39, South Portland, ME 04106
  • /24

    $1,495,000

    • 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 opportunity.This meticulously

    Chris Lavoie Keller Williams Realty

    64 Gray St, Portland, ME 04102
  • /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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