Homes for Sale near Portland High School

• 

  

  

  /22

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,075 Sq Ft

  42 Buchanan St, South Portland, ME 04106

  Bright and smartly designed 3 bedroom home in an incredible South Portland location! The Stanwood Park neighborhood features mid-century Sears and Roebuck homes on walkable roads and cul-de-sacs. Short walk to local South Portland schools, easy access to all the amenities of Knightville and Portland. Seller has filled the large yard and garden with perrenial flowers, which bloom all year round.

  Dylan Suagee Keller Williams Realty

  

  42 Buchanan St, South Portland, ME 04106
• 

  

  

  /17

  $3,165,000

  • 7 Beds
  • 5.5 Baths
  • 5,887 Sq Ft

  55 Bowdoin St, Portland, ME 04102

  The historic Harrison J. Holt residence, c. 1911, designed by noted architects John Calvin Stevens and John Howard Stevens is located in the Historic Western Promenade neighborhood. This exceptional property presents elegant Colonial Revival and Arts & Crafts architectural personalities, 5,887 sq.ft. of light-filled living space, 7-8 bedrooms, 5 baths and sited on 0.48 ac. +/-. Original features

  William Davisson Town & Shore Real Estate

  

  55 Bowdoin St, Portland, ME 04102
• 

  

  

  /40

  $550,000

  • 4 Beds
  • 1 Bath
  • 1,008 Sq Ft

  79 New York Ave, South Portland, ME 04106

  This home is situated in one of South Portland's desirable neighborhoods. And has been meticulously maintained & updated from the inside out including windows, flooring, exterior doors, bathroom, electrical panel & outlets, interior & exterior lighting fixtures, garage door & opener, chimney, interior walls, insulation, sub flooring, 2nd floor stairs, paint, appliances, laundry area and storage,

  John Harmon John Carroll EXP Realty

  

  79 New York Ave, South Portland, ME 04106
• 

  

  

  /37

  $390,000

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  128 Gertrude Ave, Portland, ME 04103

  Welcome to 128 Gertrude Avenue — a charming cottage tucked away in the city, offering the perfect blend of natural serenity and urban convenience. Nestled on a rare 3/4-acre lot just off Washington Avenue, this hidden gem provides ample space to garden, unwind, and enjoy nature in a sunny, private yard — all just minutes from the best of Portland.Brimming with character and thoughtful updates,

  Paige Klein Portside Real Estate Group

  

  128 Gertrude Ave, Portland, ME 04103
• 

  

  

  /32

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,178 Sq Ft

  45 Eastern Promenade Unit 1E, Portland, ME 04101

  Wake up to sweeping, unobstructed views of Casco Bay from this coveted Portland House condo perched on Munjoy Hill's Eastern Promenade. This sun-drenched unit features a newly renovated kitchen with modern cabinetry, sleek countertops, and stainless steel appliances perfectly designed for both function and style. The open-concept living and dining area is framed by large windows that capture the

  Elise Loschiavo Vitalius Real Estate Group, LLC

  

  45 Eastern Promenade Unit 1E, Portland, ME 04101
• 

  

  /31

  $658,000

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  75 Parrott St, South Portland, ME 04106

  A house like this doesn't come along very often. With its charm, convenient location near Knightville, Mill Creek and the Troutbrook Marsh, and incredible panoramic views of the Portland skyline, this is a place you'll love to call home. Many people are familiar with Parrott St for the amazing views it affords, and on a clear day, you can see all the way to Mt. Washington. 75 Parrott St has a

  Andrew Stevens Keller Williams Realty

  

  75 Parrott St, South Portland, ME 04106
• 

  

  /17

  $650,000

  • 2 Baths
  • 1,810 Sq Ft

  82 William St, Portland, ME 04103

  This Oakdale 2-unit has historic charm and potential for modern updates plus a nice backyard area, paved driveway and two-bay garage. Hardwood floors, original woodwork and vintage touches are found throughout the units which include a one bedroom on the first floor and two bedrooms on the second floor. A usable and accessible basement expands the space and liveability of the building. A short

  Brit Vitalius Vitalius Real Estate Group, LLC

  

  82 William St, Portland, ME 04103
• 

  

  /43

  $969,900

  • 4 Beds
  • 2 Baths
  • 1,793 Sq Ft

  41 Warren Ave, Cape Elizabeth, ME 04107

  Classic, updated, eco-friendly, and a very desirable location. This four-square colonial home has been lovingly maintained and updated while retaining much of its original period features and charm. The stained-glass windows, hardwood floors and built-ins offer gentle reminders of a time long ago. An updated kitchen includes natural butcher's block counter sourced from Maine's Seven Islands

  Helen Smith Advisors Living, LLC

  

  41 Warren Ave, Cape Elizabeth, ME 04107
• 

  

  /25

  $510,000

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft

  258 Danforth St Unit 1, Portland, ME 04102

  WEST END - PRICE JUST REDUCED! COME VIEW THIS LOVELY, COMPETITIVE CONDO. GRACIOUS FEATURES INCLUDE HIGH TIN CEILINGS, WOOD FLOORS THROUGHOUT & A PRIVATE ENTRY W/STORAGE. THE 2BR'S, 2BA'S, INCLUDE AN ENSUITE PRIMARY. THERE'S ALSO A LARGE KITCHEN W/AN EXTRA LONG ISLAND, PLUS SPACIOUS LIVING AND DINING ROOMS. OUTSTANDING HARBOR & FORE RIVER VIEWS PREVAIL FROM THE SHARED ROOF TOP DECK! PARKING & A

  Rita Yarinold Bay Realty

  

  258 Danforth St Unit 1, Portland, ME 04102
• 

  

  /13

  $385,000

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  21 Dow St Unit 4, Portland, ME 04102

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

  Sheldon Ashby Ashby Real Estate

  

  21 Dow St Unit 4, Portland, ME 04102
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  /44

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  4 Beaufort St, South Portland, ME 04106

  Welcome to 4 Beaufort Street! This wonderful 3 bedroom/2 bathroom home is situated in the desirable Meetinghouse Hill neighborhood in South Portland that is conveniently located to enjoy all that Greater Portland has to offer. This beautiful property offers a unique blend of privacy in a serene setting with the benefits of a vibrant neighborhood. Enjoy stunning sunrises from the dining room and

  Alexander Kappelman RE/MAX Shoreline

  

  4 Beaufort St, South Portland, ME 04106
• 

  

  /28

  $875,000

  • 5 Baths
  • 3,013 Sq Ft

  774 Forest Ave, Portland, ME 04103

  Discover 774 Forest Ave — a well maintained three-unit building in one of Portland's most vibrant neighborhoods. The spacious first-floor unit has been updated with refinished hardwood floors, a fresh coat of paint, and a completely new ensuite bath. Both the first and second floor units offer over 1,100 square feet, featuring 3 bedrooms, 2 bathrooms, well-designed kitchens with center islands,

  Randy Ferrell Portside Real Estate Group

  

  774 Forest Ave, Portland, ME 04103
• 

  

  /44

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,258 Sq Ft

  82 Linton St, South Portland, ME 04106

  This thoughtfully renovated home has been transformed into a stunning, move-in-ready property. Nearly every inch has been renovated with quality craftsmanship and attention to detail, including: a brand-new kitchen and dining area with new wiring, insulation, plumbing and drywall; a master suite with a brand-new bathroom; all new flooring, fresh interior and exterior paint, and a new

  Vicki Kennedy RE/MAX Oceanside

  

  82 Linton St, South Portland, ME 04106
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  /34

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,221 Sq Ft

  4 Cross St, South Portland, ME 04106

  Step into this sweet two-bedroom, one bath ranch with a partially finished basement in a lovely South Portland neighborhood. Conveniently located off of Broadway, and minutes to I-295 and a quick drive into Portland, the property sits on a well cared for, spacious corner lot. Updates since 2020 include a new roof, new windows and updates in the kitchen and bathroom. The finished section of the

  Katie Brooke Vitalius Real Estate Group, LLC

  

  4 Cross St, South Portland, ME 04106
• 

  

  /25

  $390,000

  • 2 Beds
  • 1.5 Baths
  • 1,243 Sq Ft

  32 Bayberry Way, South Portland, ME 04106

  Opportunity to own in one of South Portland's most convenient and desirable locations! Situated in the T-Ledge neighborhood, this 1,243 sq ft condo offers a spacious and functional layout featuring 2 bedrooms, 1.5 baths, and direct entry from a 1-car garage. Enjoy year-round comfort with an energy-efficient heat pump, and step outside to a private backyard patio—perfect for entertaining or

  CJ Maksut RE/MAX Realty One

  

  32 Bayberry Way, South Portland, ME 04106
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  /68

  $589,900

  • 3 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  31 Bonnybank Terrace, South Portland, ME 04106

  Charming Cottage Style Bungalow in Desirable Pleasantdale Neighborhood. Enjoy the ease of sought-after single level living with the bonus of a beautifully finished lower level with plenty of storage. Tucked away on a quiet dead-end street in the convenient Dyer neighborhood, this architecturally designed, Loring built Bungalow blends quality construction with timeless Craftsman charm and

  Jeffrey Walker Signature Homes Real Estate Group, LLC

  

  31 Bonnybank Terrace, South Portland, ME 04106
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  /27

  $669,000

  • 2 Beds
  • 2 Baths
  • 919 Sq Ft

  75 Chestnut St Unit 307, Portland, ME 04101

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

  Rachel Davey Vitalius Real Estate Group, LLC

  

  75 Chestnut St Unit 307, Portland, ME 04101
• 

  

  /65

  $5,750,000

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

  1200 Shore Rd, Cape Elizabeth, ME 04107

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

  James McFarlane Portside Real Estate Group

  

  1200 Shore Rd, Cape Elizabeth, ME 04107
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  /40

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  33 Marcelle Ave, South Portland, ME 04106

  OPEN HOUSE SUNDAY (5/4) from 11-1. Step into this beautifully crafted newly constructed colonial featuring an inviting open floor plan and a level backyard—ideal for gatherings or simply enjoying the 4 seasons in Maine. This home offers three generously sized bedrooms, an updated and functional kitchen with modern lighting, and efficient heat pumps to keep you comfortable year-round. Attic was

  Matt and Gena Lamontagne Signature Homes Real Estate Group, LLC

  

  33 Marcelle Ave, South Portland, ME 04106
• 

  

  /10

  $2,099,000

  • 4 Beds
  • 4.5 Baths
  • 3,089 Sq Ft

  51 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

  

  51 Carleton St Unit B, Portland, ME 04102
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  /38

  $749,900

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  28 Henry St, South Portland, ME 04106

  Charming and immaculate 3 bedroom home near the highly sought after Willard Beach neighborhood! This home offers convenient single floor living just steps away from the beach. Take advantage of a lovely covered front porch, large living room with wood floors, spacious eat-in kitchen with stainless steel appliances including granite counters. The kitchen steps out to a private backyard where

  Mark Small Landmark Realty

  

  28 Henry St, South Portland, ME 04106
• 

  

  /12

  $1,500,000

  • 6 Beds
  • 5 Baths
  • 5,114 Sq Ft

  273 State St, Portland, ME 04101

  A rare opportunity to own The Mercury Inn, a fully renovated and reimagined 1890s Victorian mansion located in Portland, Maine's peninsula. This turnkey property offers a unique blend of modern design and historic charm, featuring four spacious living room/bedroom guest suites, each with their own private bathroom. Each floor has a delightfully appointed kitchenette that guests can enjoy as well.

  William Fuller Legacy Properties Sotheby's International Realty

  

  273 State St, Portland, ME 04101
• 

  

  /39

  $490,000

  • 2 Beds
  • 1 Bath
  • 1,444 Sq Ft

  51 Woodland Rd Unit 1, Cape Elizabeth, ME 04107

  Welcome to Cottage Farms Place! This charming 2-bedroom, 1-bath second-floor condo is perfectly located in Cape Elizabeth, just steps from the Dyer Woods Trail system, about a mile from Willard Beach and about 1- miles from Fort Williams municipal park, all accessible via public sidewalks. Enjoy the peace and privacy of a top floor with treetop views and an abundance of natural light from a

  Dave Demeo RE/MAX Riverside

  

  51 Woodland Rd Unit 1, Cape Elizabeth, ME 04107
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  /28

  $515,000

  • 1 Bed
  • 1 Bath
  • 1,113 Sq Ft

  15 Brown St Unit 205, Portland, ME 04101

  Urban Sophistication with a location that is 2nd to none! This upscale unit in one of Portland's signature buildings is a rare find. The exposed brick and enormous windows lends an air of old world elegance just waiting for your decorative flair! The well-appointed kitchen is fabulous and open to the natural light of the great room. The setup is perfect for larger gatherings or quiet evenings.

  Edmund Gardner III Gardner Real Estate Group

  

  15 Brown St Unit 205, Portland, ME 04101
• 

  

  /13

  $495,000

  • Land
  • 0.39 Acre
  • $1,269,231 per Acre

  63A Capisic St, Portland, ME 04102

  Expansive, Sun-Filled Lot in Portland's Desirable Capisic/Rosemont NeighborhoodA rare opportunity to build in one of Portland's most sought-after and convenient neighborhoods. This elevated and open lot offers approximately 75' of frontage and measures roughly 75' x ~225', totaling an impressive 0.39 acres. The options in this coveted RN1 zone are as abundant as the sunlight — perfect for a

  Tom Landry Benchmark Real Estate

  

  63A Capisic St, Portland, ME 04102
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  /7

  $279,000

  • Land
  • 1.11 Acres
  • $251,351 per Acre

  0 Hillcrest Ave, Portland, ME 04102

  Rare Opportunity in Portland - Abutting the Four River Parkway Sanctuary & Jewel Falls on the Portland Trails System.Discover an exceptional piece of land tucked away at the end of a quiet dead-end street in one of Portland's most sought-after natural settings. This unique offering borders the city's walking trails and sanctuary, the expansive Four River Parkway and the picturesque Jewel

  Michelle Libby Century 21 North East

  

  0 Hillcrest Ave, Portland, ME 04102
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  /49

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  59 Brigham St, South Portland, ME 04106

  One level living with additional second floor space best describes this spacious 1700+ sf Cape style home! Primary bedroom, baths, laundry and office space are all located on the first level! Center hallway leads to living room with beautiful wide pine floors and loads of natural sunlight! Large dining area and kitchen beyond. The kitchen skylight captures beautiful sunlight over the center

  Garry Smith Coldwell Banker Realty

  

  59 Brigham St, South Portland, ME 04106
• 

  

  /15

  $277,000

  • Land
  • 1.96 Acres
  • $141,327 per Acre

  119 W Shore Dr, Portland, ME 04109

  Set on an island just three miles off of Portland Maine sits an amazing development and community namedDiamond Cove. Dating back to the Spanish American War originally constructed as an army fort, DiamondCove was reimagined in the 1990's: The barracks, officers' quarters and support staff buildings have been transformed into luxury properties. This resort type community also features a marina,

  Glenn Jonsson Legacy Properties Sotheby's International Realty

  

  119 W Shore Dr, Portland, ME 04109
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  /58

  $2,195,000

  • 5 Beds
  • 5.5 Baths
  • 5,207 Sq Ft

  1 Cardinal Ln, Cape Elizabeth, ME 04107

  Just Listed and Open House this Sunday, May 4th from 11 AM-1 PM. Welcome to this stunning, move-in ready custom home offering three spacious levels of refined living. Privately nestled on a 2.4-acre lot abutting the desirable, walkable Cross Hill neighborhood, this home blends elegance, comfort, and cozy spaces—thoughtfully designed for today's lifestyle.At the heart of this sun-filled home is a

  Heather Mayer Portside Real Estate Group

  

  1 Cardinal Ln, Cape Elizabeth, ME 04107
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  /70

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,919 Sq Ft

  340 Eastern Prairie Unit 155, Portland, ME 04101

  Portland's Penthouse Perch: Unmatched Views, Luxury Finishes, and Full-Service LivingThis top-floor, three-bedroom, two-full-bath condo offers one of the most commanding views in all of Portland. With nearly 360 exposure from this rare penthouse-level residence, enjoy an ever-changing panorama—from sunrises over Casco Bay and its four iconic lighthouses to sunsets over the city skyline, Back

  Tom Landry Benchmark Real Estate

  

  340 Eastern Prairie Unit 155, Portland, ME 04101
• 

  

  /9

  $799,000

  • 2 Baths
  • 1,900 Sq Ft

  166 Massachusetts Ave, Portland, ME 04102

  This 2 unit is drop your furniture ready!!!This home is located in a sought after neighborhood close to USM, Maine Medical,Thompson Point, restaurants and grocery stores. It also offers a walkable neighborhood and easy access to I 295. Both units offer an open floor plan with plenty of natural sunlight, updated kitchens with granite and stainless steel appliances, level hard surface floors, both

  Matt Boulerice New England Realty Group LLC

  

  166 Massachusetts Ave, Portland, ME 04102
• 

  

  /21

  $1,395,000

  • 5 Baths
  • 3,060 Sq Ft

  70 Quebec St, Portland, ME 04101

  Don't miss this thoughtfully renovated 1880 New Englander on Portland's coveted East End. The first floor has a large, one-bedroom apartment with full kitchen and bath as well as a studio apartment with full kitchen and bath. Both apartments have a strong rental history and are being sold fully furnished (excluding artwork). The first-floor apartments have private entrances and access to the

  Lorie Dana LandVest, Inc.

  

  70 Quebec St, Portland, ME 04101
• 

  

  /46

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  14 Cormorant Place, South Portland, ME 04106

  HERON COVE - FABULOUS LOCATION AT THIS SPARKLING CONDO, FILLED WITH NATURAL LIGHT. OFFERS PERFECT SINGLE LEVEL LIVING. LR AND DINING AREA OVERLOOK A SANCTUARY SETTING. SPACIOUS PRIMARY BR HAS A NEW LUXURY BATH. NATURAL LONG CREEK VIEWS PREVAIL FROM THE PRIVATE PATIO. JUST MINUTES TO THE MALL AND DOWNTOWN PORTLAND. MOVE-IN CONDITION, STORAGE, NEW REFRIGERATOR AND DISH WASHER, 1C GARAGE AND 2020

  Rita Yarinold Bay Realty

  

  14 Cormorant Place, South Portland, ME 04106
• 

  

  /28

  $350,000

  • 3 Beds
  • 1 Bath
  • 895 Sq Ft

  138 Park Ave Unit 6, Portland, ME 04101

  Top floor unit with great daylight and views of Deering Oaks Park. Centrally located in-town Portland allows for great access to all that Portland offers. Enjoy Hadlock Field, Deering Oaks Park, Portland Ice Arena, Merrill Auditorium, Baxter Blvd, Shops and Restaurants all within reach of a mile or less. Easy access to I95 and 295 and major streets. 3 Bedrooms, 1 Bath with a living room and

  Paul McKee Keller Williams Realty

  

  138 Park Ave Unit 6, Portland, ME 04101
• 

  

  /39

  $499,900

  • 2 Baths
  • 3,051 Sq Ft

  84 Hillside Rd, Westbrook, ME 04092

  Legal two-unit in Westbrook with incredible potential! Unit 1 offers four bedrooms, a kitchen with new refrigerator, dining room, and living room with sliders to a private deck. Enjoy two beautiful stone fireplaces that add warmth and character. Unit 2 is a legal one-bedroom but includes two additional rooms that could potentially be converted to bedrooms, offering a great opportunity to increase

  Jennifer Whitehead Dream Home Realty LLC

  

  84 Hillside Rd, Westbrook, ME 04092
• 

  

  /39

  $499,900

  • 5 Beds
  • 2 Baths
  • 3,051 Sq Ft

  84 Hillside Rd, Westbrook, ME 04092

  Legal two-unit in Westbrook with incredible potential! Unit 1 offers four bedrooms, a kitchen with new refrigerator, dining room, and living room with sliders to a private deck. Enjoy two beautiful stone fireplaces that add warmth and character. Unit 2 is a legal one-bedroom but includes two additional rooms that could potentially be converted to bedrooms, offering a great opportunity to increase

  Jennifer Whitehead Dream Home Realty LLC

  

  84 Hillside Rd, Westbrook, ME 04092
• 

  

  /39

  $289,500

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  1900 Broadway, South Portland, ME 04106

  Contractor Special! This Country Gardens location is close to I-295 and minutes to Downtown Portland, Maine Mall, Maine Turnpike, South Portland Municipal Golf Course and more and has a large back yard. The home needs extensive renovations.Building inspection on File, please request copy prior to making offer.1st floor bathroom has had fixtures removed.

  John Hatcher Keller Williams Realty

  

  1900 Broadway, South Portland, ME 04106
• 

  

  /34

  $549,000

  • 2 Beds
  • 1 Bath
  • 1,069 Sq Ft

  15 Brown St Unit 201, Portland, ME 04101

  Live in the heart of downtown Portland at Kimball Court Condos! This 2-bedroom condo offers the perfect balance of city living and everyday comfort. Located just steps from the Portland waterfront, acclaimed restaurants, cafés, galleries, parks, and cultural landmarks like Monument Square and the Portland Museum of Art, you'll have the best of the city at your doorstep.Inside, you'll find high

  Derrick Buckspan RE/MAX Shoreline

  

  15 Brown St Unit 201, Portland, ME 04101
• 

  

  /75

  $949,000

  • 4 Beds
  • 3 Baths
  • 2,249 Sq Ft

  43 Hersey St, Portland, ME 04103

  Charming. Updated. Perfectly located. This sun-filled Back Cove Victorian, circa 1915, blends period charm with thoughtful modern updates, offering the ideal mix of timeless style and today's conveniences, all at a remarkable price.From the welcoming front porch to the gleaming hardwood floors, original trim, and lovely central stairwell, historic home lovers will feel right at home. But there's

  Tom Landry Benchmark Real Estate

  

  43 Hersey St, Portland, ME 04103
• 

  

  /4

  $155,000

  • Land
  • 0.25 Acre
  • $620,000 per Acre

  Unlisted Address

  Land, Land, Land; ISLAND Land!This parcel is14,500+/- sqft Cleared along the roadside and gently slopes to a rocky outcropping that might make the perfect perch for an Island cottage. Septic and well needed on site. A great way to start your Island journey.Offered at $155,000

  Laurie Wood Harborview Properties, Inc.

  

  Unlisted Address

Showing Results 41 - 80, Page 2 of 5