Homes for Sale near Deering High School

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  /9

  $775,000

  • 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
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  /28

  $329,000

  • 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
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  /52

  $789,900

  • 3 Beds
  • 2 Baths
  • 1,575 Sq Ft

  105 North St Unit 3, Portland, ME 04101

  MUNJOY HILL - SPACIOUS, SUN DRENCHED CONDO, PERCHED ON THE CREST OF 'THE HILL'. A DIVERSE FLOOR PLAN PROVIDES AN OPTION FOR 3 BR'S - 2 W/ENSUITE BATHS. FLAUNTS HIGH CEILINGS, BAY WINDOWS, BUILT-INS AND AN ORNAMENTAL FP. THE LARGE GARDEN IS BLOOMING AND IT'S GORGEOUS! ONSITE RESERVED 2C PARKING IS JUST THRU THE GARDEN GATE, VIEWS FROM THE ROOFTOP ARE EXCEPTIONAL - WEST TO THE WHITE MOUNTAINS AND

  Rita Yarinold Bay Realty

  

  105 North St Unit 3, Portland, ME 04101
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  /39

  $465,000

  • 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
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  /39

  $465,000

  • 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
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  /34

  $499,000

  • 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
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  /4

  $165,000

  • Land
  • 0.32 Acre
  • $515,625 per Acre

  0 Reed St, Westbrook, ME 04092

  Recently surveyed lot! Conveniently located close to Interstate, airport and bus lines, This is a nice wooded lot located on a dead end street.

  Heidi Young Maine Real Estate Experts

  

  0 Reed St, Westbrook, ME 04092
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  /58

  $775,000

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

  48 Ridge Rd Unit 3, Portland, ME 04103

  Experience elevated coastal living at Ocean Ridge in this fully upgraded, turnkey townhome with panoramic views of Casco Bay and the coastline from nearly every room. The open-concept main level is flooded with natural light through expansive windows and features a brand-new kitchen with modern finishes and premium appliances. Upstairs, the top-floor primary suite offers a serene retreat with a

  Elise Loschiavo Vitalius Real Estate Group, LLC

  

  48 Ridge Rd Unit 3, Portland, ME 04103
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  /54

  $1,999,000

  • 2 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  125 Morning St Unit 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 6, Portland, ME 04101
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  /59

  $689,000

  • 7 Beds
  • 2 Baths
  • 2,352 Sq Ft

  27 & 31 Cross St, Westbrook, ME 04092

  Terrific investor opportunity! Unique listing for two single family homes on their own separate lots being sold together. Both homes have been remodeled, each with 3-4 bedrooms, large sunny kitchens, spacious rooms with new or refinished hardwood floors, currently there is one sewer line combining both properties, but according to the seller they could be separated. Enjoy new replacement windows,

  Wendy Harmon Keller Williams Realty

  

  27 & 31 Cross St, Westbrook, ME 04092
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  /34

  $1,650,000

  • 4 Beds
  • 4 Baths
  • 3,197 Sq Ft

  160 Craigie St, Portland, ME 04102

  Welcome to 160 Craigie Street—where history, style, and location converge in one unforgettable home. Designed by architect John Calvin Stevens, this residence showcases timeless craftsmanship alongside thoughtful, contemporary updates. Situated on a rare double lot, it stands out as a true gem in one of Portland's most desirable neighborhoods.A gracious exterior, framed by mature landscaping and

  Sofia Voltin Portside Real Estate Group

  

  160 Craigie St, Portland, ME 04102
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  /44

  $579,000

  • 1 Bed
  • 1.5 Baths
  • 877 Sq Ft

  75 Chestnut St Unit 309, Portland, ME 04101

  Welcome to Daymark, where elevated urban living meets intentional design and unbeatable walkability. This modern 1-bedroom condo offers an open-concept layout with a spacious kitchen island and sleek stainless-steel Blomberg appliances. The private bedroom features a large walk-in closet and en suite bath with a floating vanity, tiled shower, and tile flooring. This building layout offers a rare

  Kaili Moore Portside Real Estate Group

  

  75 Chestnut St Unit 309, Portland, ME 04101
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  /32

  $619,000

  • 3 Beds
  • 2.5 Baths
  • 1,759 Sq Ft

  55 Nicklaus Ln, Westbrook, ME 04092

  Welcome to 55 Nicklaus Lane, a beautifully crafted home built in 2024 in Westbrook. Peacefully set at the end of the street, this modern home offers a charming front farmer's porch and a spacious back deck with a fenced-in yard, just steps away from a neighborhood walking trail through the surrounding wooded area.Inside, the open first floor features a cozy gas fireplace, an oversized eat-in

  Sophia Rosen Sierra Boler Portside Real Estate Group

  

  55 Nicklaus Ln, Westbrook, ME 04092
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  /24

  $625,000

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  29A Pine St, Portland, ME 04102

  Location, Location, Location! This newly renovated three-bedroom, one-and-a-half-bath home in the highly sought-after West End of Portland offers an unparalleled walkable lifestyle. Step outside your door and immerse yourself in everything that makes Portland so special:- Walk to World-Class Dining: Enjoy renowned restaurants and charming cafes just steps away.- Explore Arts & Culture: Galleries,

  Chris Lavoie Keller Williams Realty

  

  29A Pine St, Portland, ME 04102
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  /32

  $620,000

  • 3 Beds
  • 1.5 Baths
  • 2,351 Sq Ft

  192 Milton St, Portland, ME 04103

  Nestled in a charming Portland neighborhood, this cape style home provides lots of room for you to enjoy. Ready for you to move right in, this home features 3 bedrooms with the possibility of a 4th bedroom on the first floor. Don't need a 4th bedroom? This room will also be perfect for an office or den. The well-equipped kitchen features a center island and is open to an adjacent great room

  Mindy Sanderson EXP Realty

  

  192 Milton St, Portland, ME 04103
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  /40

  $1,200,000

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

  113 Newbury St Unit 409, Portland, ME 04101

  Experience the charm of this top-floor urban-style loft, offering a spacious 1,700 SF of sun-drenched living space with 10' ceilings, a cozy gas fireplace, and a large stunning skylight. Ideally located between Portland's vibrant Old Port and the lively East End, this condo places you within walking distance to an array of restaurants, coffee shops, bars, and shops throughout downtown Portland.

  Elise Loschiavo Vitalius Real Estate Group, LLC

  

  113 Newbury St Unit 409, Portland, ME 04101
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  /37

  $259,000

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  148 Breakwater Dr Unit 214, South Portland, ME 04106

  A delightful Breakwater Condo on Casco Bay offers a prime location, vibrant community and easy living. This one bedroom second floor unit with elevator access is just down the hall so you can enjoy morning sunshine & salty air from your balcony perch. Easy recreational access to the Green Belt, Spring Point, Bug Light Park and Willard Beach. Reserved Parking Space, 24 hour security, on-site

  Derrick Buckspan RE/MAX Shoreline

  

  148 Breakwater Dr Unit 214, South Portland, ME 04106
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  /32

  $1,295,000

  • 6,393 Sq Ft

  243 & 245 High St, Portland, ME 04101

  16 room lodging house in downtown Portland. Property features long term tenants; two kitchens and five bathrooms, updated electrical panel, rear decks, and driveways on both sides of building. Huge upside potential with ability to increase rents to subsidized tenants. Also listed Commercial MLS #1618280.

  Jeffrey Davis Town & Shore Real Estate

  

  243 & 245 High St, Portland, ME 04101
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  /20

  $385,000

  • 2 Beds
  • 1 Bath
  • 906 Sq Ft

  129 Pine St Unit 2, Portland, ME 04102

  Experience the vibrant heart of Portland at 129 Pine Street! Situated in a prime location, this fantastic property offers unparalleled walkability. Imagine strolling to award-winning restaurants, catching a show in the Arts District, or exploring the historic charm of the Old Port - all just steps from your front door. Convenience is key with TWO coveted off-street parking spaces and thoughtful

  Chris Lavoie Keller Williams Realty

  

  129 Pine St Unit 2, Portland, ME 04102
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  /34

  $1,900,000

  • 6 Beds
  • 5 Baths
  • 4,952 Sq Ft

  20 Thomas St, Portland, ME 04102

  Located in Portland's coveted West End neighborhood, this exquisite 1899 home, designed by renowned architect John Calvin Stevens for philanthropists Edward and Mary Staples, seamlessly blends historic charm with modern convenience. Beyond its timeless elegance, the property offers valuable amenities, including a third-floor rental apartment, which can easily be incorporated into the main house

  Elise Kiely Legacy Properties Sotheby's International Realty

  

  20 Thomas St, Portland, ME 04102
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  /60

  $575,000

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  727 Congress St Unit 5, Portland, ME 04102

  One of a kind 2 bedroom, 1 bathroom West End condominium in a historic 1865 brick building near Longfellow Square. This unit is located on the second floor and features the building's center bay windows overlooking Congress Street, high cathedral ceilings, crown molding, original marble fireplaces, original hardwood floors, Murphy bed bookcase, walk in closet, built in shelving, tile bath with

  Ethan Morton Gardner Real Estate Group

  

  727 Congress St Unit 5, Portland, ME 04102
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  /19

  $1,750,000

  • 3 Beds
  • 3.5 Baths
  • 2,907 Sq Ft

  53 Carleton St Unit 1, Portland, ME 04102

  OCCUPANCY SEPTEMBER 2025- SITE TOURS AVAILABLE!West End charm meets modern luxury. Historic brick carriage house, sophisticated and efficient--these to-the-studs renovated units will be ready for occupancy soon. With thoughtful design inside and out, the condo units will live graciously and comfortably while inspiring with their design and character. This exciting reuse of an underutilized lot in

  Allessandra Malone Waypoint Brokers Collective

  

  53 Carleton St Unit 1, Portland, ME 04102
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  /27

  $2,595,000

  • 6 Baths
  • 3,369 Sq Ft

  32 Wilson St, Portland, ME 04101

  MUST SEE to BELIEVE, CLASS A all the WAY! Welcome to 32 Wilson, just a block from the Eastern Prom; the quintessential park of Portland Maine with the most breathtaking views of the harbor and the islands beyond. This 3 unit apartment building just completed a top to bottom 100% renovation with no expense spared, must see to believe.

  Charles Day Porta & Company

  

  32 Wilson St, Portland, ME 04101
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  /27

  $825,000

  • 3 Baths
  • 3,716 Sq Ft

  613 Washington Ave, Portland, ME 04103

  Solid North Deering3 unit with excellent rental history. 2, 3 bedrooms units and 1 efficiency, off street parking plus garage, convenient location, turnkey operation.

  Bryce Hamilton Coldwell Banker Realty

  

  613 Washington Ave, Portland, ME 04103
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  /45

  $2,900,000

  • 2 Beds
  • 2.5 Baths
  • 1,672 Sq Ft

  387 Commercial St Unit 710, Portland, ME 04101

  Luxury means living in one of the most desirable small cities in the country, within walking distance of award-winning restaurants, the waterfront, galleries, museums, musical venues and private marinas. Luxury means easy access to an international airport, and first-class medical facilities. Luxury means proximity to recreational activities such as hiking, skiing, boating, fishing, kayaking and

  Sandra Johnson Town & Shore Real Estate

  

  387 Commercial St Unit 710, Portland, ME 04101
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  /25

  $625,000

  • 2 Beds
  • 1 Bath
  • 999 Sq Ft

  10 Exchange St Unit 410, Portland, ME 04101

  The 10 Exchange Condominiums, located in the heart of Portland's historic Old Port District, are part of a major conversion completed in 2017 within the original 1875 building. This charming 2-bedroom unit—one among 28 others in the association—features a second-floor loft, currently used as an additional sleeping space, with a solar dome where much of the Old Port's activities and marine bird

  Rosalie Mulligan Maine Coastal Properties LLC

  

  10 Exchange St Unit 410, Portland, ME 04101
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  /40

  $550,000

  • 2 Baths
  • 1,980 Sq Ft

  155 Allen Ave, Portland, ME 04103

  Back on market due to financing. Welcome to 155 Allen Avenue, located in the Deering Neighborhood of Portland. This colonial-style side-by-side duplex in Portland offers a fantastic opportunity for both owner-occupants and investors. Each unit features 3 bedrooms, separate driveways, individual electrical meters, and separate heat pumps. The owner's unit (#155) has been freshly updated with new

  David Marshall EXP Realty

  

  155 Allen Ave, Portland, ME 04103
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  /23

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,047 Sq Ft

  1161 Westbrook St, Portland, ME 04102

  Perfect opportunity to create your own equity with your talent and hard work. This fixer upper is looking for you to bring your ideas to this charming home. Step back in time and embrace a piece of history in this historical home nestled in the Historic Stroudwater District. The Joseph Small house, built in 1743, is known as one of the oldest homes in Portland and the location is magnificent with

  Gretchen Briggs Maine Real Estate Experts

  

  1161 Westbrook St, Portland, ME 04102
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  /22

  $1,350,000

  • 4 Baths
  • 3,686 Sq Ft

  68 Pleasant St, Portland, ME 04101

  Known as the Nathan Nutter House, this historic 2.5 story home was built in 1840 for a local Portland merchant. The original 3,686± square foot Greek Revival building was converted into a two-family dwelling in 1924 and then most recently into four one-bedroom apartment units. Recognized by Greater Portland Landmarks, the property is publicly on the market for the first time in 38 years. The

  John Saint-Amour LandVest, Inc.

  

  68 Pleasant St, Portland, ME 04101
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  /26

  $985,000

  • 4 Beds
  • 4 Baths
  • 3,729 Sq Ft

  13 Ocean St, South Portland, ME 04106

  Unique and exciting offering in the heart of Knightsville in South Portland. Nealy 4,000 square feet with numerous options for your living, work and play space. The current owners reside on the two stories upstairs and enjoy a sunny, open floorplan complete with a third floor primary and den. There is a lovely, large deck for morning coffee, BBQ's and enjoying the sunsets over casco bay!

  Christine Pemberton Swan Agency Real Estate

  

  13 Ocean St, South Portland, ME 04106
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  /35

  $849,000

  • 3 Baths
  • 1,729 Sq Ft

  12 Romasco Ln, Portland, ME 04101

  Second Floor Unit Now Vacant! In a city where the old meets the bold, 12 Romasco Lane stands at the intersection. This isn't your typical Munjoy Hill multi. It's sharper. Smarter. Built for the investor who wants both return and refinement, or the owner-occupant who refuses to compromise.Two units, fully remodeled, running lean and green. The first-floor unit—a crisp, uncomplicated 1-bedroom,

  Kim Tarbox FIV Realty Co Maine, LLC

  

  12 Romasco Ln, Portland, ME 04101
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  /58

  $689,000

  • 2 Baths
  • 2,352 Sq Ft

  27 & 31 Cross St, Westbrook, ME 04092

  Terrific investor opportunity! Unique listing for two single family homes on their own separate lots being sold together. Both homes have been remodeled, each with 3-4 bedrooms, large sunny kitchens, spacious rooms with new or refinished hardwood floors, currently there is one sewer line combining both properties, but according to the seller they could be separated. Enjoy new replacement

  Wendy Harmon Keller Williams Realty

  

  27 & 31 Cross St, Westbrook, ME 04092
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  /27

  $1,900,000

  • 3 Baths
  • 2,665 Sq Ft

  76 Atlantic St, Portland, ME 04101

  A Rare Opportunity in Portland's Most Sought-After Neighborhood! Nestled atop the iconic Munjoy Hill, this exceptional three-unit multi-family property offers a rare double lot on the corner of Atlantic and Monument Street—providing access from both streets. With stunning ocean views from the third floor and R6 zoning, the possibilities are endless! Whether you want to move in and generate

  Vanessa Greco Portside Real Estate Group

  

  76 Atlantic St, Portland, ME 04101
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  /37

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,254 Sq Ft

  167 Newbury St Unit 206, Portland, ME 04101

  THIS IS the best kept secret in town. Luxury and convenience unite at The Luminato, situated between the Old Port and the East End. The unit boasts an exceptional floor plan with two bedrooms, two baths, and a grand open living area defined by expansive windows and unbelievable light. Because it is a corner unit, be ready to be wowed by the spectacular city views framed by 10-foot ceilings.

  Harper Lee Collins RE/MAX Shoreline

  

  167 Newbury St Unit 206, Portland, ME 04101
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  /16

  $675,000

  • 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
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  /10

  $2,350,000

  • 3 Baths
  • 4,896 Sq Ft

  104 Monument St, Portland, ME 04101

  Developers Take Notice! This oversized lot is approved for development of 7 condo units. Stunning views overlooking the ocean and located in the highly-desirable Munjoy Hill neighborhood on a quiet street. This lot is just waiting for the right developer to bring their vision and be part of the booming development of Portland Maine!

  Alexander Munsell Real Broker

  

  104 Monument St, Portland, ME 04101
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  /3

  $65,000

  • Land
  • 0.86 Acre
  • $75,581 per Acre

  19 West St, Portland, ME 04102

  These are individual parking spaces, that form a condo association. **This is not a buildable lot.** Parking spaces begin at $65,000 with potential to upgrade to include EV charging station.Annual condo fees are $400 to include snow removal, landscaping and routine maintenance.

  Allessandra Malone Waypoint Brokers Collective

  

  19 West St, Portland, ME 04102
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  /59

  $629,900

  • 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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  /33

  $425,000

  • Land
  • 1.08 Acres
  • $393,519 per Acre

  24 Edwards St, Portland, ME 04102

  This unique 1.08-acre lot on Peaks Island offers spectacular, unobstructed ocean views from an elevated location, ensuring privacy and investment protection. With a recent perk test, full elevation survey, and available building envelope designs, it's ready for construction. The tranquil setting provides a rare opportunity to build in this scenic, peaceful area.

  John McCarthy Legacy Properties Sotheby's International Realty

  

  24 Edwards St, Portland, ME 04102
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  /67

  $1,350,000

  • 3 Baths
  • 2,861 Sq Ft

  12 Smith St, Portland, ME 04101

  Prime property perfect for commercial/mixed use or owner occupied rental/home. Located in the heart of the Portland peninsula, this property has parking for 6 cars. Currently rented as 3 apartments, this historic building would be a perfect owner occupied rental generating income in the remaining units. Imagine a public facing first floor storefront or office with additional workspace on the

  Colleen Bedard RE/MAX Shoreline

  

  12 Smith St, Portland, ME 04101

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