Luxury Homes for Sale in Portland, ME

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  /66

  $1,249,000

  $50K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,204 Sq Ft

  494 Cumberland Ave, Portland, ME 04101

  There's a rhythm to life on the peninsula. Here at 494 Cumberland, that rhythm might begin with picking up coffee and pastries at Tandem around the corner, drift into afternoons spent at the Portland Museum of Art, and carry you into evenings with dinner in Longfellow Square followed by a show at the State Theatre. In between, it's hot summer days at the splash pad in Deering Oaks Park and

  

  Nova Tower

  Waypoint Brokers Collective

  

  494 Cumberland Ave, Portland, ME 04101
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• 

  

  

  /33

  $1,210,000

  $140K PRICE DROP

  • 3 Baths
  • 3,584 Sq Ft

  33 O'Brion St, Portland, ME 04101

  Located in Portland's sought-after East End just a few blocks from the Eastern Promenade, this well-situated three-unit building offers a compelling mix of space, character, and outdoor living. The first floor features a spacious three-bedroom unit with additional office space, while the second floor offers a comfortable two-bedroom layout. The third floor is a charming one-bedroom apartment

  Jessica Wallimann Vitalius Real Estate Group, LLC

  

  33 O'Brion St, Portland, ME 04101
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  /72

  $1,199,000

  $146K PRICE DROP

  • 3 Baths
  • 2,784 Sq Ft

  115 Clark St, Portland, ME 04102

  This well-maintained West End three-unit with off street parking presents a rare opportunity on the Portland peninsula. Suited for both investors and owner-occupants, the property offers flexibility, stability, and long-term value. Located just steps from the Arts District, downtown, and the Old Port, the setting provides exceptional walkability and convenience. The building has been thoughtfully

  Will Van Wickler Keller Williams Realty

  

  115 Clark St, Portland, ME 04102
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  /70

  $1,195,000

  • 3 Baths
  • 2,917 Sq Ft

  103 Monument St, Portland, ME 04101

  Tucked into Portland's beloved East End, this well-maintained three-unit property offers a rare opportunity for both investors and owner-occupants. Unit 1 is especially charming, filled with warmth and original character, and features direct access from one of the bedrooms to the rear deck, creating an easy connection to the outdoor space. Inside, Unit 1 showcases thoughtful details throughout.

  Sierra Curtis Keller Williams Realty

  

  103 Monument St, Portland, ME 04101
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  /42

  $1,195,000

  Open Sat 11AM - 12:30PM $155K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,969 Sq Ft

  67 Merrill St, Portland, ME 04101

  Perched atop Portland's coveted Munjoy Hill, 67 Merrill Street is a 2020-built residence that artfully marries historic charm with contemporary comforts. Enter through a period foyer into a timeless, thoughtfully arranged floor plan that feels both elegant and inviting. The generous living room is bright and airy, ideal for gatherings, quiet evenings, or curling up with a book. The chef's kitchen

  John Fitzsimons Portside Real Estate Group

  

  67 Merrill St, Portland, ME 04101
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  /42

  $1,175,000

  Open Sat 10AM - 11:30AM

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  45 Centennial St, Peaks Island, ME 04108

  Nestled just steps from Casco Bay on the beloved north end of Peaks Island, 45 Centennial Street is a rare find, fully furnished and ready for its next chapter. Rarely does a single address deliver so much of what island living is about. This distinctive year-round 1900 New Englander has been lovingly updated throughout: rich wood floors, granite kitchen with island, open living and dining, three

  Coleen Smith Portside Real Estate Group

  

  45 Centennial St, Peaks Island, ME 04108
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  /35

  $1,175,000

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft

  494 Island Ave, Peaks Island, ME 04108

  Here's your opportunity of a lifetime! This spectacular property is a truly rare offering with approximately 220 feet of ocean frontage overlooking Diamond Pass. Set well back from the road and perched along the shoreline, it captures sweeping, serene water views, sandy beach frontage (a rarity on the island), and a sense of peace and privacy that is increasingly hard to find. Whether it's

  Shalene Johnson Locations Real Estate Group LLC

  

  494 Island Ave, Peaks Island, ME 04108
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  $1,169,000

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

  364 Island Ave, Peaks Island, ME 04108

  DIAMOND PASS Nestled in among vintage year-round Peaks Island cottages this is a unique and prized area of the island. You have deeded shore rights and can amble down the passage to the beach to enjoy all the wonders of the shore. Fully equipped kitchen with pantry, dining room, comfortable living room with wood stove, large family room, laundry room, 2 baths, 3 bedrooms, deck, patio and

  Alyce Bauerle Portside Real Estate Group

  

  364 Island Ave, Peaks Island, ME 04108
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  /16

  $1,149,000

  • 3 Beds
  • 1.5 Baths
  • 1,038 Sq Ft

  1041 Ocean Ave, Portland, ME 04103

  Hard-to-find property featuring industrial zoning with broad potential applications. This property would also serve as an excellent development site for either commercial or residential. This well maintained single-family home includes a detached commercial garage with a large finished upper-level space complete with multiple bedrooms and bathrooms, a kitchen and open living room. This space is

  Karla Galli Greater Portland Realty

  

  1041 Ocean Ave, Portland, ME 04103
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  /63

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  118 State St Unit F, Portland, ME 04101

  Stunning Historic 3-level townhome in the heart of the city!Previously owned by Mary K. Longfellow, niece of Henry W. Longfellow, this building underwent extensive renovations in 2012. The current steward, of nearly 14 years, has maintained this gem with meticulous care and grace.Greeted by a beautiful stairway, you'll be pulled toward the French doors that open into the large living room

  

  Sarah Delisle Courtney Sweeton

  Portside Real Estate Group

  

  118 State St Unit F, Portland, ME 04101
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  /58

  $1,100,000

  Open Fri 12PM - 1:30PM $100K PRICE DROP

  • 5 Baths
  • 3,500 Sq Ft

  11 Russell St, Portland, ME 04102

  Located mere steps from Maine Medical Center, 11 Russell Street is a well-located four-unit in Portland's West End with strong rental demand from the healthcare workforce, in a neighborhood with one of the most consistent rental markets in the city,The property has a strong rental history with market rate rents. The unit mix includes one and two-bedroom apartments with layouts that cater to both

  

  Aaron Chadbourne

  Demetria Real Estate

  

  11 Russell St, Portland, ME 04102
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  /61

  $1,100,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  4 Oramel Ave, Portland, ME 04103

  A breath of fresh air, a step above, one of a kind, welcome to 4 Oramel. Set on nearly an acre and a half and surrounded by protected land abutting parks and trails it is hard to believe you are just moments away from downtown Portland. Thoughtfully developed to match the natural landscape, the home seamlessly blends modern farmhouse with mid-century modern design throughout. Frenking Building

  John Fitzsimons Portside Real Estate Group

  

  4 Oramel Ave, Portland, ME 04103
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  $1,099,000

  $80K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  252 Seashore Ave, Peaks Island, ME 04108

  Perched along the scenic backshore of Peaks Island, this elevated, seaside cottage captures premium ocean views. The bright, year-round home has a single-level, open-concept floorplan with a spacious living room, dining area and kitchen - all oriented toward the water. The kitchen features a peninsula for barstool seating and a wood-burning stove for ambiance and extra warmth. Also facing the

  Susan Lessard Portside Real Estate Group

  

  252 Seashore Ave, Peaks Island, ME 04108
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  /44

  $1,095,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,069 Sq Ft

  58 Cumberland Ave Unit 4, Portland, ME 04101

  Remarks: Experience elevated living at 58 Cumberland Avenue, Portland's newest boutique development. Nestled atop Munjoy Hill in Portland's vibrant East End and blending timeless craftsmanship with modern sophistication, each residence offers 2 to 3 bedrooms, 2 bathrooms, and open-concept layouts ranging from 1,000 to nearly 1,500 SF. Expansive Marvin windows, 9-foot ceilings, and wide-plank

  John Fitzsimons Portside Real Estate Group

  

  58 Cumberland Ave Unit 4, Portland, ME 04101
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  /3

  $1,016,502

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,697 Sq Ft

  75 Mcauley Way Unit 302, Portland, ME 04103

  Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center

  

  Edmund Gardner III

  Gardner Real Estate Group

  

  75 Mcauley Way Unit 302, Portland, ME 04103
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  /3

  $1,004,483

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,697 Sq Ft

  75 Mcauley Way Unit 202, Portland, ME 04103

  Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center

  

  Edmund Gardner III

  Gardner Real Estate Group

  

  75 Mcauley Way Unit 202, Portland, ME 04103
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  $1,000,000

  $295K PRICE DROP

  • 3.5 Baths
  • 3,995 Sq Ft

  1530 Congress St, Portland, ME 04102

  MULTI-FAMILY•Three unit multi-family with strong rental history•Value add opportunity with vacant non-conforming fourth unit•Three car garage on a triple lot•Excellent location with limited river views Showing note: Tenants require 48 hour notice

  Peter Harrington Malone Commercial Brokers, Inc.

  

  1530 Congress St, Portland, ME 04102
• 

  

  /50

  $1,000,000

  New Construction $95K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  34 Hammond St Unit C, Portland, ME 04101

  Welcome to Hammond Heights! Located on the peninsula in East Bayside, this charming newer residence offers an unparalleled blend of comfort, convenience, and elegance. 34 Hammond St, Unit C - your gateway to an urban lifestyle. This meticulously designed unit boasts a seamless fusion of modern aesthetics and timeless charm. Located on the top 2 floors, you will feel like you are in a

  Steven Chicoine Keller Williams Realty

  

  34 Hammond St Unit C, Portland, ME 04101
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  /74

  $999,500

  $251K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,733 Sq Ft

  259 Spring St, Portland, ME 04102

  This beautifully maintained West End Victorian features historical charm with modern updates. First floor offers entry foyer with classic stairwell open to third floor, original hardwood floors and moldings, wood burning fireplace, updated kitchen with granite countertops, living room, family room, dining room, and half bath. Plus, a delightful rear sunroom with gas heat stove, which opens to

  Jeffrey Davis Town & Shore Real Estate

  

  259 Spring St, Portland, ME 04102
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  /6

  $999,000

  • Land
  • 4,791 Sq Ft
  • $9,081,818 per Acre

  22 Boathouse Way, Portland, ME 04108

  Spectacular views of Portland Harbor. 26x60 High tide dock and 26x60 boathouse included. water, sewer, and electric on site. Sewer not connected. In the heart of the Island Business Zone. Put your business or residence here.

  Daniel Demers Sell Your Home Services

  

  22 Boathouse Way, Portland, ME 04108
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  /46

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 3,391 Sq Ft

  58 Tide Mill Rd, Portland, ME 04102

  From its commanding position high on the lot, this impressive custom Colonial in Portland's desirable Stroudwater neighborhood offers an exceptional combination of space, convenience, and value. Set on nearly 1⁄2 acre with mature landscaping, lovely lawns, and an expansive backyard, the property provides privacy, sunshine, and room to enjoy the outdoors. Built in 2003, the home offers 3,391± SF

  

  Tom Landry

  Benchmark Real Estate

  

  58 Tide Mill Rd, Portland, ME 04102
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  /6

  $995,000

  • Land
  • 33,976 Sq Ft
  • $1,275,641 per Acre

  1905 Congress St, Portland, ME 04102

  Highest and best use is a townhouse condominium development project of up to nine units per LD 1829 and recently passed LD 2173. Planning board approval is not required for up to four dwelling units per structure. Proximity to public water, sewer and natural gas on Congress Street and Portland Trails are appealing. It's a unique, small development opportunity in a secluded and largely rural area

  Michael Rogers EXP Realty

  

  1905 Congress St, Portland, ME 04102
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  /51

  $990,000

  • 4 Baths
  • 2,634 Sq Ft

  75 Carleton St, Portland, ME 04102

  Nestled in the heart of Portland's highly sought-after West End, this exceptional property has charm, comfort, and outstanding income potential. Currently operating as a highly successful Airbnb, this versatile two unit property offers endless possibilities for investors, owner-occupants, or those seeking multi-generational living in a city setting. The spacious primary living space features 4

  Karen Edgcombe Maine Real Estate Co

  

  75 Carleton St, Portland, ME 04102
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  /61

  $989,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  30 Pleasant Ave, Portland, ME 04108

  Between Portland's vibrant Old Port and the open waters of the Atlantic lies one of Maine's most beloved island communities. Nestled into the west-facing landscape of Peaks Island, this charming year-round home captures sweeping views of Diamond Passage and Casco Bay, offering a front-row seat to unforgettable sunsets and the rhythms of island life. Filled with natural light, the home's inviting

  Susan Lessard Portside Real Estate Group

  

  30 Pleasant Ave, Portland, ME 04108
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  /57

  $985,000

  • 4 Baths
  • 2,911 Sq Ft

  224 Valley St, Portland, ME 04102

  Owner-occupied or exceptional investment opportunity in Portland! This well-maintained four-unit property features an attractive unit mix of two 1-bedroom, 1-bath apartments and two spacious 3-bedroom, 1-bath apartments. Each bright, sun-filled unit offers private deck or balcony access, providing desirable outdoor space for tenants. As an owner-occupied, you would have the potential of being

  

  Nicholas Dambrie

  Keller Williams Realty

  

  224 Valley St, Portland, ME 04102
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  /20

  $975,000

  • Land
  • 40,075 Sq Ft
  • $1,059,783 per Acre

  109 Reed Ave, Portland, ME 04108

  Rarely does an opportunity like this come along. This private building site is located on Peaks Island, one of Casco Bay's most beloved islands. 109 Reed Avenue offers one of the last remaining direct waterfront lots on the island. The 0.92 acres of land consists of 458 ft of ocean frontage with a rocky beach on a protected cove that feels worlds away from the mainland, yet is just a short ferry

  Erin Haber Town & Shore Real Estate

  

  109 Reed Ave, Portland, ME 04108
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  /96

  $975,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,730 Sq Ft

  45 Eastern Promenade Unit 6 F&G, Portland, ME 04101

  Open House Saturday June 13 from 11:00am to 1:00pm. This beautiful 2 BDRM/2 BA condo is set within one of Portland's historic areas and iconic waterfront building, Unit 6 F&G at 45 Eastern Promenade offers a rare opportunity to experience luxury living with breathtaking scenery at every turn. There is covered parking, and everything but electric is included in the condo fees. What's covered: Hot

  Scott Bonney Keller Williams Realty

  

  45 Eastern Promenade Unit 6 F&G, Portland, ME 04101
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  /58

  $975,000

  • 5 Beds
  • 2 Baths
  • 2,778 Sq Ft

  22 Cumberland Ave Unit 3, Portland, ME 04101

  Perched in Portland's coveted East End, this two-story penthouse condominium captures sweeping views of Casco Bay, Downtown, Back Cove, and the iconic Portland Observatory. Spanning 2,778 square feet, this 10-room residence blends historic character with exceptional flexibility. Original details--including stained glass windows and classic moldings--add timeless charm throughout. The main level

  John Hatcher Keller Williams Realty

  

  22 Cumberland Ave Unit 3, Portland, ME 04101
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  /53

  $970,000

  • 4 Baths
  • 2,607 Sq Ft

  34 Deering Ave, Portland, ME 04101

  Welcome to the heart of Portland, Maine! This 4-unit building located on the Portland peninsula is the perfect investment opportunity for those seeking to break into the thriving real estate market of this coastal city. Situated in a prime location, this property offers residents easy access to all that Portland has to offer. With a walkability score of 93 out of 100, you'll find that Maine

  Dominik Porobic Keller Williams Realty

  

  34 Deering Ave, Portland, ME 04101
• 

  

  /5

  $951,478

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,517 Sq Ft

  75 Mcauley Way Unit 403, Portland, ME 04103

  Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center

  

  Edmund Gardner III

  Gardner Real Estate Group

  

  75 Mcauley Way Unit 403, Portland, ME 04103
• 

  

  /26

  $949,000

  Open Mon 12PM - 1PM

  • 3 Baths
  • 3,502 Sq Ft

  15 Longfellow St, Portland, ME 04103

  Oakdale 3-Unit That Feels Like Home: Situated in one of Portland's most desirable and accessible neighborhoods while looking out across Longfellow Park, this well designed and built multi-family stands out from the average Portland home. The first and second-floor units are in their original two-bedroom-plus configurations feature upgraded kitchens, and live more Like a single-family home than

  Brit Vitalius Vitalius Real Estate Group, LLC

  

  15 Longfellow St, Portland, ME 04103
• 

  

  /7

  $949,000

  • 4 Baths
  • 3,578 Sq Ft

  142 Sherman St, Portland, ME 04101

  Positioned in Portland's desirable Parkside Neighborhood, 142 Sherman Street is a fully occupied four-unit investment propertyoffering stable in-place income in one of the city's most sought-after residential neighborhoods. The property benefits from a walkable location just minutes from downtown, the Peninsula, and major commuter routes. The building features a functional unit mix with

  Joe Atwood The Dunham Group

  

  142 Sherman St, Portland, ME 04101
• 

  

  /31

  $929,496

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,517 Sq Ft

  75 Mcauley Way Unit 203, Portland, ME 04103

  Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center

  

  Edmund Gardner III

  Gardner Real Estate Group

  

  75 Mcauley Way Unit 203, Portland, ME 04103
• 

  

  /23

  $925,000

  • 2 Baths
  • 2,838 Sq Ft

  169 Longfellow St, Portland, ME 04103

  Deering Highlands Two-Unit: Set on a beautifully landscaped quarter-acre corner lot in Portland's highly desirable Highlands neighborhood, this charming two-unit home offers gorgeous outdoor space, flexible layouts and comes fully vacant for the next owner's personalized use. The first-floor unit offers 2 bedrooms, while the second-floor unit features 3 bedrooms. In addition to large living

  Brit Vitalius Vitalius Real Estate Group, LLC

  

  169 Longfellow St, Portland, ME 04103
• 

  

  /44

  $925,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,069 Sq Ft

  58 Cumberland Ave Unit 2, Portland, ME 04101

  Experience elevated living at 58 Cumberland Avenue, Portland's newest boutique development. Nestled atop Munjoy Hill in Portland's vibrant East End and blending timeless craftsmanship with modern sophistication, each residence offers 2 to 3 bedrooms, 2 bathrooms, and open-concept layouts ranging from 1,000 to nearly 1,500 SF. Expansive Marvin windows, 9-foot ceilings, and wide-plank hickory

  John Fitzsimons Portside Real Estate Group

  

  58 Cumberland Ave Unit 2, Portland, ME 04101
• 

  

  /66

  $915,000

  • 2 Beds
  • 2 Baths
  • 1,233 Sq Ft

  15 Middle St Unit 403, Portland, ME 04101

  Enjoy elevated city living in this beautifully appointed two-bedroom, two-bath condominium featuring glimpses of Casco Bay from your private balcony. Designed for comfort and style, this urban home offers a thoughtful layout ideal for both everyday living and entertaining.You will feel right at home as soon as you walk through the front door. The warm wood kitchen has ample cabinetry and

  Tyson Wilkins Waypoint Brokers Collective

  

  15 Middle St Unit 403, Portland, ME 04101
• 

  

  /55

  $915,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,529 Sq Ft

  46 Ryefield St, Peaks Island, ME 04108

  RYEFIELD STREET A quiet street with classic turn-of-the-century cottages that have been maintained with meticulous care. Serendipity Cottage has been renovated within the last 16 years with a poured concrete foundation, lined chimney, wood stove, windows, roof, siding, kitchen, HVAC system, furnace/heat pump, patio, stonework, hardscaping, irrigation system and outbuilding. The house features 3

  Alyce Bauerle Portside Real Estate Group

  

  46 Ryefield St, Peaks Island, ME 04108
• 

  

  /32

  $899,999

  $45K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,798 Sq Ft

  27 Norwood St, Portland, ME 04103

  Welcome home to 27 Norwood Street! Sit on the porch swing and smell the roses -- or simply listen to the birds from your private backyard, surrounded by the beauty of a mature perennial garden. This is the lifestyle that awaits you here, nestled in one of Portland's most beloved neighborhoods, where tree-lined streets connect you to award-winning restaurants, bakeries, and coffee houses, all

  Marie Flaherty The Flaherty Group

  

  27 Norwood St, Portland, ME 04103
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  /58

  $899,900

  $35K PRICE DROP

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

  387 Commercial St Unit 535, Portland, ME 04101

  Welcome to Unit #535 Hobson's Landing in the recently finished phase II building! This impeccably crafted, two-bedroom, two-bathroom condominium is ideally situated just steps from the vibrant offerings of Portland's Old Port. The inviting unit features 9-foot ceilings, hardwood flooring, and exquisite detailing throughout. The open-concept design includes a stylish kitchen equipped with

  Grace O'Brien Gardner Real Estate Group

  

  387 Commercial St Unit 535, Portland, ME 04101
• 

  

  /45

  $899,900

  $95K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft

  50 Myrtle St, Portland, ME 04101

  Fabulous modern tri-level single-family home in the vibrant and ever-growing West Bayside neighborhood of Portland! Designed for today's lifestyle, this light-filled home features bamboo flooring throughout and a flexible floor plan that adapts to your needs--whether you're working from home, hosting guests, or simply enjoying everyday living. The first-level entry offers direct access to the

  Megan McShane Redfin Corporation

  

  50 Myrtle St, Portland, ME 04101

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