Homes for Sale near Portland High School

• 

  

  

  /43

  $725,000

  • 3 Beds
  • 3.5 Baths
  • 2,543 Sq Ft

  11 Osprey Terrace, Portland, ME 04103

  This four-level condo with sweeping Casco Bay views on all levels offers a rare combination of space, comfort, and location - just minutes by car or a scenic walk to Portland's vibrant Old Port, Eastern Prom, and award-winning restaurants. This beautiful, well maintained neighborhood is very quiet and private. The main living spaces flow easily and are designed to maximize the water views, while

  Elise Loschiavo Vitalius Real Estate Group, LLC

  

  11 Osprey Terrace, Portland, ME 04103
• 

  

  

  /60

  $1,345,000

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft

  36 Saint Lawrence St, Portland, ME 04101

  RARE Munjoy Hill single-family home with Casco Bay views from both floors! Just one block from the Eastern Promenade on a quiet, tree-lined street, this home is both charming and spacious, featuring warm architectural details and a layout that blends comfort with character. The professionally landscaped outdoor space includes a large composite deck, paver patio, and a driveway with space for two

  Elise Loschiavo Vitalius Real Estate Group, LLC

  

  36 Saint Lawrence St, Portland, ME 04101
• 

  

  

  /29

  $275,000

  • 1 Bed
  • 1 Bath
  • 343 Sq Ft

  240 State St Unit 4, Portland, ME 04101

  Tucked just off Longfellow Square in Portland's vibrant art district, this sun-splashed rear-corner one bedroom marries historic character with easy in-town living. Exposed brick, hardwood floors, and tall windows create a warm, loft-like vibe across an efficient 343 sq. ft. layout; while the re-done bath with custom-designed walk-in shower, new vanity and tile floor keep the space crisp and

  Steven Drew Plowman Realty Group

  

  240 State St Unit 4, Portland, ME 04101
• 

  

  

  /41

  $649,000

  • 3 Baths
  • 2,994 Sq Ft

  611 Forest Ave, Portland, ME 04101

  WOODFORDS CORNER - CLOSE TO BACK COVE! NEW FRONT PORCH T0 BE BUILT SOON. RECENT UPDATES INCLUDE FRESH PAINT THROUGHOUT, PROFESSIONALLY SANDED FLOORS & VARIOUS UPDATES (SMOKE & CO DETECTORS, BOILER SERVICES, ELECTRICAL & PLUMBING UPDATES.) TYPICAL LR, DR. KITCHEN, PANTRY, 2 BR & BATH FLOOR PLANS. SEPARATE UTILITIES. BUILDING HAS BEEN VACANT SINCE MAY 1, 2025. START FRESH WITH NEW TENANTS. COMMON

  Rita Yarinold Bay Realty

  

  611 Forest Ave, Portland, ME 04101
• 

  

  

  /75

  $659,000

  • 3 Baths
  • 3,030 Sq Ft

  124 Sherman St, Portland, ME 04101

  Solid Bayside 3 unit with updated systems, convenient location just a few blocks from shopping and services.. This building has excellent rental history, income after expenses averages $70,000/year.

  Bryce Hamilton Coldwell Banker Realty

  

  124 Sherman St, Portland, ME 04101
• 

  

  /21

  $2,995,000

  • 10 Beds
  • 6 Baths
  • 5,995 Sq Ft

  62 Waites Landing Rd, Falmouth, ME 04105

  Welcome to Lady Cove House, a historic residence designed by renowned architect Alexander Wadsworth Longfellow and built in the early 1900s. Located at 62 Waites Landing, Falmouth Foreside's most coveted setting, this iconic estate offers over 5,995 sq.ft. of living space with 20 rooms, including 10 bedrooms, 6 bathrooms, and 7 fireplaces.Once serving as naval officer quarters during

  Marika Clark Legacy Properties Sotheby's International Realty

  

  62 Waites Landing Rd, Falmouth, ME 04105
• 

  

  /80

  $725,000

  • 2 Baths
  • 2,612 Sq Ft

  605 Washington Ave, Portland, ME 04103

  Check out this amazing investment opportunity on Portland's Washington Ave offering two spacious 4-bedroom/1-bath units. Each 1,000+ square foot apartment contains large bedrooms, flexible living/dining layouts, and classic period details ready for your finishing touch. A full walk-up attic, served by two existing staircases, presents excellent potential for an additional unit or expanded living

  Karen Edgcombe Maine Real Estate Co

  

  605 Washington Ave, Portland, ME 04103
• 

  

  /26

  $480,000

  • 2 Beds
  • 2.5 Baths
  • 1,315 Sq Ft

  66 Evans St Unit 3, South Portland, ME 04106

  Thoughtfully designed cottage bungalow featuring quality finishes and attached garage. Offering two bedrooms and two and a half baths, laundry on the main floor, along with hardwood floors, crown molding, and solid wood cabinetry. The basement includes approximately 600 sq. ft. of finished space offering two large rooms, for potential entertaining, bonus space, office or guest bedroom, full

  Timothy Crosta Portside Real Estate Group

  

  66 Evans St Unit 3, South Portland, ME 04106
• 

  

  /19

  $695,000

  • 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
• 

  /2

  $529,000

  • 2 Baths
  • 1,372 Sq Ft

  753 Main St, South Portland, ME 04106

  INVESTORS TAKE NOTICE!!Fantastic opportunity! Zoning and lot size allow for the addition of multiple units. per code office. Features a newer furnace and monitor heater. Long-term tenants already in place, with below market rent. Prime location with easy access to public transportation. In need of updating. Group showing 12 - 1pm Wed. 9/3.

  Phil Verrill Verrill Real Estate, Inc

  

  753 Main St, South Portland, ME 04106
• 

  

  /49

  $529,500

  • 3 Beds
  • 1 Bath
  • 1,536 Sq Ft

  134 S Richland St, South Portland, ME 04106

  Step inside this Meeting House Hill home at 134 S Richland Street, beautifully updated for comfort and style. Set on a manageable 0.2 acre lot, this 3 bedroom, 1 bathroom home was built in 1974 and has been thoughtfully updated to feel completely fresh. The fully renovated bathroom stands out with a stunning tile surround, new tile flooring, a modern vanity, updated lighting, and fresh

  Derek Goff Joseph Tomazin Signature Homes Real Estate Group, LLC

  

  134 S Richland St, South Portland, ME 04106
• 

  

  /27

  $895,000

  • 4 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  51 Melbourne St, Portland, ME 04101

  Discover this charming 4-bedroom, 1-bathroom home at 51 Melbourne Street, hitting the market for the first time! Nestled in Portland's vibrant East End, this well-maintained gem offers a perfect blend of classic character and opportunity for personalization. While the home has been lovingly cared for, it's ready for your modern updates to make it truly shine. Enjoy a prime location just steps

  James Trask Better Homes & Gardens Real Estate/The Masiello Group

  

  51 Melbourne St, Portland, ME 04101
• 

  

  /76

  $1,150,000

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft

  44 Myrtle Ave, South Portland, ME 04106

  Rare Willard Beach opportunity!Just steps to the beach and a short walk to Scratch, Scoops and area restaurants, this home sits in one of the most sought after neighborhoods in the area and has partial views of the water. Feel the sea breeze and smell the salt air, this sunny, corner-lot property has so much to offer! Currently arranged as a two-unit with a strong rental history, it could

  L Kate Hodgson Locations Real Estate Group LLC

  

  44 Myrtle Ave, South Portland, ME 04106
• 

  

  /52

  $565,000

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft

  95 Lane Ave, Portland, ME 04103

  Welcome to 95 Lane Avenue in Portland, Maine. Located in a quiet neighborhood, this spacious raised ranch provides an abundance of finished living space. With 3 bedrooms, 2 full baths a den/office area, living room and open kitchen. Well maintained and cared for home with several efficient new windows, newer light fixtures, and updated plank flooring. From the dining room step outside to the

  Maria Morrissette Fontaine Family-The Real Estate Leader

  

  95 Lane Ave, Portland, ME 04103
• 

  

  /10

  $3,400,000

  • Land
  • 14.25 Acres
  • $238,596 per Acre

  00000 Shore Rd, Cape Eliz, ME 04107

  This 14.25-acre parcel on Shore Road in Cape Elizabeth is indeed a rare and remarkable opportunity that is now on the market for the first time in over 120 years. Located directly across from the beach, Fort Williams Park, and the iconic Portland Head Light, this property offers prime access to scenic beauty and proximity to Portland's amenities — including just a 20-minute drive to the Portland

  Andrew Carr Advisors Living, LLC

  

  00000 Shore Rd, Cape Eliz, ME 04107
• 

  

  /35

  $465,000

  • 2 Beds
  • 1 Bath
  • 1,479 Sq Ft

  1 Blackstrap Rd, Falmouth, ME 04105

  Beautifully renovated Cape Cod-style home located just minutes from Portland. Step into a charming tiled mudroom with a wood stove. The living and dining rooms feature original hardwood floors, while the brand-new kitchen offers stainless steel appliances, gas range, granite countertops, and an oversized center island. The updated bathroom includes a tiled shower and a new vanity. One bedroom

  Ashley Kilmartin Landing Real Estate

  

  1 Blackstrap Rd, Falmouth, ME 04105
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  /62

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 2,437 Sq Ft

  2 Sunnyfield Ln, Falmouth, ME 04105

  Set on a private lot in a quiet neighborhood just minutes from everything Falmouth offers, this classic Cape welcomes you with a front porch made for lingering. Inside, hardwood floors run throughout the first level, where a formal living room with a gas fireplace, a cozy sitting room, and an oversized kitchen and dining area with heat stove create inviting spaces for gathering. The dining area

  Julie Rosenthal Portside Real Estate Group

  

  2 Sunnyfield Ln, Falmouth, ME 04105
• 

  

  /44

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  5 Pleasant Ave, Cape Elizabeth, ME 04107

  Welcome to 5 Pleasant Ave. Beautifully landscaped with stone walls and tastefully renovated in 2018. The one car garage provides direct entry into the large mudroom with a well designed 3/4 bath and laundry, The foyer welcomes you into this 3 bedoom 2 bath Colonial style home.The first floor features kitchen with stainless steel appliances, tile and gleaming hardwood floors the living room with

  Frank Strout RE/MAX Oceanside

  

  5 Pleasant Ave, Cape Elizabeth, ME 04107
• 

  

  /45

  $569,900

  • 4 Beds
  • 1.5 Baths
  • 1,629 Sq Ft

  296 Brighton Ave, Portland, ME 04102

  Welcome to 296 Brighton Ave.....as you enter the front door you will appreciate the timeless beauty of the staircase to the second floor. Many period details throughout. The first floor offers hardwood flooring throughout the large living room with fireplace and dining room with lovely built-ins. The kitchen has ample cabinets and a large deep ceramic sink. Up to the second floor with hardwood

  Pamela Audet Greater Portland Realty

  

  296 Brighton Ave, Portland, ME 04102
• 

  

  /31

  $499,900

  • 3 Beds
  • 1.5 Baths
  • 2,096 Sq Ft

  1969 Washington Ave, Portland, ME 04103

  Well maintained ranch-style home on a desirable .79 acre of land in North Deering. This home has a lot of character with built-in shelving and hardwood flooring throughout the space. There is a Three Season Sun Room off the living room where you can soak in the natural light and is ideal for morning coffee, reading, or simply enjoying the view of the well maintained backyard. The finished

  Michael Marchand Plowman Realty Group

  

  1969 Washington Ave, Portland, ME 04103
• 

  

  /46

  $729,900

  • 4 Baths
  • 3,250 Sq Ft

  25 Pleasant Ave, Portland, ME 04103

  NEWLY PRICED AT 729,900.! Turn of the century three family apartment building, conveniently located within minutes of Downtown Portland. This property must have been something special during its hay day with hardwood floors, high ceilings and medallions, bull's eye moldings, built-ins, brick fireplaces. This three family home longs to be restored and brought back to it's glory. Enjoy your morning

  Kathleen Phillips LaBombard Ocean Gate Realty, LLC.

  

  25 Pleasant Ave, Portland, ME 04103
• 

  

  /16

  $279,900

  • Land
  • 0.58 Acre
  • $482,586 per Acre

  151 Brackett Ave, Portland, ME 04108

  Opportunity awaits on Peaks Island! Nestled in the heart of Casco Bay and just a quick ferry ride from downtown Portland, this prime lot offers the perfect blend of island tranquility and urban convenience. Whether you're dreaming of a summer getaway or a year-round retreat, the choice is yours. Ideally located within walking distance to the ferry, local restaurants, shops, and sandy beaches,

  S. Curtis Fish Sharon Drake Real Estate, Inc.

  

  151 Brackett Ave, Portland, ME 04108
• 

  

  /26

  $419,000 Open Sun 9:30PM - 11:30PM

  • 2 Beds
  • 1 Bath
  • 906 Sq Ft

  129 Pine St Unit 2, Portland, ME 04102

  OPEN HOUSE Sunday Oct, 5th 9:30 to 11:30amExperience 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

  Tanya Crawford Real Broker

  

  129 Pine St Unit 2, Portland, ME 04102
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  /47

  $699,000

  • 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
• 

  

  /15

  $389,000

  • 1 Bed
  • 1 Bath
  • 810 Sq Ft

  126 Winter St Unit 1, Portland, ME 04102

  Welcome to 126 Winter Street - a sunny, spacious one-to-two bedroom condo ideally located in the heart of Portland's sought-after West End. Brimming with period charm, this inviting home showcases soaring ceilings, wide pine floors, original moldings, and oversized windows that bathe the space in natural light. Far from your average one-bedroom, this unit offers a generously sized living room

  John Fitzsimons Portside Real Estate Group

  

  126 Winter St Unit 1, Portland, ME 04102
• 

  

  /43

  $1,750,000

  • 3 Beds
  • 2.5 Baths
  • 2,222 Sq Ft

  920 Shore Rd, Cape Elizabeth, ME 04107

  The smell of the ocean. The sound of a fog horn. Your toes in the sand at a private beach. Welcome home. Located in the highly desirable Birch Knolls neighborhood, this charming cottage sits serenely on a flat lot with access to private Casino Beach. Fort Williams, markets, and bakeries are just a short walk away. Inside, you will find spacious rooms flooded with light, a cozy,

  David Jackson Landmark Realty

  

  920 Shore Rd, Cape Elizabeth, ME 04107
• 

  

  /65

  $579,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  85 Upper A St, Portland, ME 04108

  Serenity Cottage will steal a little piece of your heart just like it has for the current owners. Just a short walk from the ferry, this 1912 seasonal cottage is ready for you to unpack your bags. This construction date was confirmed via the original 1912 ferry schedule found in the walls during renovations. The charming full length front porch gives you a great place to sit and read or listen to

  Wendy Harmon Keller Williams Realty

  

  85 Upper A St, Portland, ME 04108
• 

  

  /60

  $899,000

  • 3 Baths
  • 3,644 Sq Ft

  593 Washington Ave, Portland, ME 04103

  This three unit is everything you have been looking for. 3 units total, one 1 bedroom, one 3 bedroom, and one 4 bedroom. Two driveways mean parking is never an issue, and being just 0.3 miles from 295 means commuting is a breeze! This East Deering multi is close to all amenities, including Montes fine food, Veranda Noodle Bar, the Grateful Cup, and so much more! All the units have heat pumps,

  Malachi Winslow Keller Williams Realty

  

  593 Washington Ave, Portland, ME 04103
• 

  

  /25

  $175,000

  • Land
  • 0.19 Acre
  • $921,053 per Acre

  1 Coolidge Ave, Portland, ME 04103

  Welcome to an incredible opportunity to own land in one of Portland's most desirable neighborhoods. This level and open parcel offers a rare chance to build a custom home, investment property, or even explore multi-unit potential with the new density zoning—right in the heart of the city. The town has confirmed you can build at least a duplex on the lot. Located on a quiet, dead-end street just

  Jeffrey Mateja Keller Williams Realty

  

  1 Coolidge Ave, Portland, ME 04103
• 

  

  /47

  $575,000

  • 2 Beds
  • 2 Baths
  • 967 Sq Ft

  75 Chestnut St Unit 202, Portland, ME 04101

  Live where Portland comes alive. Welcome to The Daymark in the heart of Bayside. Surrounded by local favorites like breweries, coffee shops, restaurants, and shops, this neighborhood is full of energy, style, and creativity. Completed in late 2022, The Daymark was built for modern living. With clean design, bold finishes, and thoughtfully curated spaces, it blends comfort and cool in all the

  Jessie L'Heureux Herod Keller Williams Realty

  

  75 Chestnut St Unit 202, Portland, ME 04101
• 

  

  /23

  $579,000

  • 2 Baths
  • 1,844 Sq Ft

  83 Brackett St, Portland, ME 04102

  This West End neighborhood 2-unit has a funky charm that reflects Portland housing built before the fire of 1866. It is move-in ready with a vacant unit on the 2nd floor with more living/storage on the 3rd. 83 Brackett Street is an outstanding location - convenient and central to all that Portland has to offer - while also being private on this quiet end of the street. The backyard is a highlight

  Brit Vitalius Vitalius Real Estate Group, LLC

  

  83 Brackett St, Portland, ME 04102
• 

  

  /41

  $860,000

  • 2 Baths
  • 2,442 Sq Ft

  44 Pleasant Ave, Portland, ME 04103

  Stop paying someone else's mortgage and start building your investment portfolio! Great neighborhood in Portland, close to everything. Currently rented, one lease turned month to month in June, the other lease is up in 2/26. Great tenants! Nice, spacious floor plans and cute yard. Reach out and let's get you through! We will be hosting some open houses to get people through together to avoid

  Janice Pompeo The Maine Real Estate Group

  

  44 Pleasant Ave, Portland, ME 04103
• 

  

  /47

  $1,530,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  364 Island Ave, Peaks Island, ME 04108

  This vintage year-round Peaks Island cottage offers everything you could want plus more. Fully equipped kitchen with pantry, dining room with views to the water, comfortable living room with wood stove and a large family room with bath and adjacent laundry room. Upstairs are three generous bedrooms and a full bath. The location is ideal with great water views of Little Diamond Island, Great

  Alyce Bauerle Portside Real Estate Group

  

  364 Island Ave, Peaks Island, ME 04108
• 

  

  /45

  $530,000

  • 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
• 

  

  /22

  $469,000

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  147 Pleasant Ave Unit 6, Portland, ME 04103

  Located in the heart of Deering Center, in a fully renovated 1871 historic building, you will find this welcoming two-bedroom, one-bathroom condo. This unit features blends of timeless character with tasteful modern updates. From the charming porthole window in the office to the custom built-ins throughout, every detail has been thoughtfully designed to maximize both style and

  Jenna Segal The Atlantic Real Estate Network

  

  147 Pleasant Ave Unit 6, Portland, ME 04103
• 

  

  /82

  $650,000

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

  338 Ocean St, South Portland, ME 04106

  This is the kind of home that makes life easy and enjoyable. With five bedrooms plus a bonus room for whatever you need—a quiet office, a guest space, or even a playroom—there's room for everyone to spread out. Big kitchen area! A cozy living room with warm wood floors and a brick fireplace invites you to unwind. Step outside to enjoy the covered side deck, a sunny back patio, and even an

  John Krouse EXP Realty

  

  338 Ocean St, South Portland, ME 04106
• 

  

  /15

  $725,000

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft

  13 Atlantic St Unit 1, Portland, ME 04101

  Welcome to 13 Atlantic Street, Unit 1—with water views and walkable convenience in Portland's vibrant East End. Enjoy breathtaking vistas of Casco Bay from this charming 3 bedroom residence with recent renovations in 2019. It is ideally situated just moments from downtown. Nestled in one of the city's most beloved neighborhoods, this home offers easy access to local cafes, boutiques, the Eastern

  William Fuller Legacy Properties Sotheby's International Realty

  

  13 Atlantic St Unit 1, Portland, ME 04101
• 

  

  /18

  $395,000

  • 1 Bed
  • 1 Bath
  • 610 Sq Ft

  147 Pleasant Ave Unit 4, Portland, ME 04103

  Welcome to this beautifully updated one-bedroom, one-bathroom condo nestled in the heart of Deering Center, located just steps from beloved local shops, restaurants, parks, and schools.This bright and inviting second-floor unit combines classic charm with modern updates. The fully renovated galley-style kitchen features sleek finishes and efficient design with a stone counter, tile and

  Jenna Segal The Atlantic Real Estate Network

  

  147 Pleasant Ave Unit 4, Portland, ME 04103
• 

  

  /21

  $395,000

  • 1 Bed
  • 1 Bath
  • 610 Sq Ft

  147 Pleasant Ave Unit 2, Portland, ME 04103

  Welcome to this beautifully updated one-bedroom, one-bathroom condo nestled in the heart of Deering Center, located just steps from beloved local shops, restaurants, parks, and schools.This bright and inviting first-floor unit combines classic charm with modern updates. The fully renovated galley-style kitchen features sleek finishes and efficient design with a stone counter, tile and

  Jenna Segal The Atlantic Real Estate Network

  

  147 Pleasant Ave Unit 2, Portland, ME 04103
• 

  

  /59

  $589,900

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

  147 Pleasant Ave Unit 1, Portland, ME 04103

  Enjoy the spacious feel of twelve-foot ceilings in this two-bedroom, two full bathroom first floor condo. This unit boasts hardwood floors, heated tile floors, a spacious kitchen with a large eat-in island, ensuite washer and dryer, and a private deck and back entrance near the parking area. Stay comfortable with efficient heat pumps that provide both heating and air conditioning, as well as a

  Jenna Segal The Atlantic Real Estate Network

  

  147 Pleasant Ave Unit 1, Portland, ME 04103

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