Deering Center Homes

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  /81

  $1,035,000 Sold Aug 27, 2025

  • 3,267 Sq Ft
  • $317/SF
  • 14 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1880

  67 Beacon St, Portland, ME 04103

  Set on one of the most desirable lots in Portland's sought-after Deering Highlands, this gracious c.1880 Victorian offers timeless charm, thoughtful updates, and room to grow. Surrounded by beautiful homes on quiet, walkable streets, you're just a short stroll to Back Cove, Rosemont, Deering Center, the University of Southern Maine, and even the Portland peninsula. It's a rare opportunity to

  Tom Landry Benchmark Real Estate

  

  67 Beacon St, Portland, ME 04103
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  /54

  Est $855,384 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,022 Sq Ft

  456 Woodford St, Portland, ME 04103

  

  456 Woodford St, Portland, ME 04103
• 

  

  

  /41

  $700,000

  • 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
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  /62

  $777,000 Sold Aug 20, 2025

  • 2,515 Sq Ft
  • $309/SF
  • 6 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1930

  166 Hartley St, Portland, ME 04103

  Have you been longing for a lifestyle home centered in a vibrant community just steps beyond your front door? Welcome to 166 Hartley Street nestled in the heart of Deering Center! This 1930 Colonial Revival home offers a blend of timeless architecture and modern comforts. Showcasing a prominent brick chimney and covered arched entry, this four-bedroom home will steal your heart! The welcoming

  Jane Smith Coldwell Banker Realty

  

  166 Hartley St, Portland, ME 04103
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  /31

  Est $748,971 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,858 Sq Ft

  394 Woodford St, Portland, ME 04103

  

  394 Woodford St, 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
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  /56

  $1,050,000 Sold Aug 14, 2025

  • 2,430 Sq Ft
  • $432/SF
  • 56 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1900

  14 Highland St, Portland, ME 04103

  You will fall in love with this iconic classic home in Deering Highlands. Home has not been offered for over 50 years and has been meticulously maintained. As you approach the home you will notice the exceptional professional landscaping including stone walls and established plantings. The large private rear yard has plenty of room for gardening or large gatherings. Step inside and you will be

  John Hatcher Keller Williams Realty

  

  14 Highland St, Portland, ME 04103
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  /55

  Est $828,233 Not Listed For Sale

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

  37 Caldwell St, Portland, ME 04103

  

  37 Caldwell St, Portland, ME 04103
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  /30

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,940 Sq Ft

  930 Forest Ave, Portland, ME 04103

  This beautifully maintained Dutch Colonial blends classic architectural charm with thoughtful updates and preserved period details. Set on a generous lot, this spacious 4-bedroom, 2-bath home offers flexible living with a detached 3+ car garage and ample off-street parking. Step inside to discover a sun-filled first floor featuring an updated kitchen, a dining room, a front-to-back living room

  Karen Thompson Portside Real Estate Group

  

  930 Forest Ave, Portland, ME 04103
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  /50

  $730,000 Sold Aug 08, 2025

  • 1,742 Sq Ft
  • $419/SF
  • 77 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1900

  130 Hartley St, Portland, ME 04103

  Beautiful 4 BR, 2 BA (1,742+SF) New Englander style home that's been meticulously maintained with gorgeous period details, high ceilings and wood floors throughout. Located directly across from Baxter Woods and just a short walk to Deering Center, this home has a quiet neighborhood feel but is close to all Portland has to offer. Sun-filled rooms, new kitchen appliances and beautiful built-ins

  Merritt Carey Midcoast Realty Group

  

  130 Hartley St, Portland, ME 04103
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  /41

  Est $672,978 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,352 Sq Ft

  34 Caldwell St, Portland, ME 04103

  

  34 Caldwell St, Portland, ME 04103
• 

  

  /34

  $675,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,739 Sq Ft

  235 Brighton Ave, Portland, ME 04102

  The best value in the Deering Highlands of Portland! In a neighborhood of 1 million plus valued homes, this home offers an oasis of quiet, character, and convenience in the city. The value of this property will only increase! Beautifully maintained and move in ready. Recent updates include new roof, new furnace, new water heater, new heat pump and solar panels. In a previous life this was a two

  Jean-Marie Caterina North Star Realty

  

  235 Brighton Ave, Portland, ME 04102
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  /48

  $1,475,000 Sold Aug 07, 2025

  • 2,981 Sq Ft
  • $495/SF
  • 45 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1907

  34 Glenwood Ave, Portland, ME 04103

  Nestled into a quiet, tree-lined street within Portland's coveted Deering Highlands, this meticulously-maintained arts and crafts style home with modern updates and fine finishes offers the perfect blend of historic charm, modern sophistication, serenity, and connectivity. Just footsteps from miles of trails, abundant green space, schools, universities, music and theater venues, and some of

  Heather Shields Legacy Properties Sotheby's International Realty

  

  34 Glenwood Ave, Portland, ME 04103
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  /17

  Est $493,972 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  465 Woodford St, Portland, ME 04103

  

  465 Woodford St, Portland, ME 04103
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  /51

  $899,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,094 Sq Ft

  89 Clinton St, Portland, ME 04103

  This beautiful home has lovely period details throughout and is located in a wonderful neighborhood. Step inside the gracious entryway to the main floor with a living room with mantle and wood stove, French doors to the dining room, a well-appointed kitchen, a sunny den, and a 1⁄2 bath. Upstairs on the second floor are three spacious bedrooms and a full bath. Continue up a floor to the fourth

  Rita Armstrong Portside Real Estate Group

  

  89 Clinton St, Portland, ME 04103
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  /60

  $550,000 Sold Jul 31, 2025

  • 3,113 Sq Ft
  • $177/SF
  • 21 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1873

  244 Concord St W, Portland, ME 04103

  Back on the market after buyer financing fell through—now at a reduced price with a motivated seller! This classic 1873 home in Portland's desirable Deering neighborhood is full of charm, space, and potential. Recent updates include new roofs on the house and barn, fresh exterior paint, a new deck, some window replacements, and electrical rough-in for a two-unit setup (buyer to verify). Sitting

  Fernanda McLaughlin Hearth & Key Realty

  

  244 Concord St W, Portland, ME 04103
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  /33

  Est $634,260 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,642 Sq Ft

  30 Hillis St, Portland, ME 04103

  

  30 Hillis St, Portland, ME 04103
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  /38

  $825,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  37 Tremont St, Portland, ME 04103

  Lovely Deering Center Home with Apartment: Bask in the convenience of living in a vibrant neighborhood with an array of shops, restaurants, and educational/cultural offerings for all ages. The entry foyer of the main home boasts a handsome staircase and leads to bright, spacious rooms with high ceilings and gleaming hardwood. The first floor features a large Kitchen, walk-in pantry, formal LR,

  Susan Lessard Portside Real Estate Group

  

  37 Tremont St, Portland, ME 04103
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  /44

  $930,000 Sold Jul 08, 2025

  • 4,716 Sq Ft
  • $197/SF
  • 87 Days On Market

  • 4 Baths
  • Built 1926

  486 Woodford St, Portland, ME 04103

  Large Greek revival multi-unit featuring 4 spacious 2 to 3 -bedroom, 1-bathroom units. Inside, enjoy high ceilings, natural light and classic charm. Low maintenance lot with 4 dedicated parking spots conveniently located just minutes from downtown. The property has excellent walkability and easy access to public transportation, offering convenience and neighborhood charm. A fantastic opportunity

  Elizabeth Marks The Real Estate Store

  

  486 Woodford St, Portland, ME 04103
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  /10

  Est $617,519 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  67 Rosemont Ave, Portland, ME 04103

  

  67 Rosemont Ave, Portland, ME 04103
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  /2

  $650,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,138 Sq Ft

  14 Prospect St, Portland, ME 04103

  Step into this beautifully preserved 1921 bungalow in Deering Highlands, where classic character meets thoughtful updates throughout. From the welcoming covered front porch to the elegant original woodwork and built-in features, this home radiates historic charm while offering modern comfort. On the main level, you'll find two bright bedrooms and a stylishly updated full bath, anchored by warm

  Bill Corrigall North Point Realty LLC

  

  14 Prospect St, Portland, ME 04103
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  /28

  $850,000 Sold Jun 27, 2025

  • 3,013 Sq Ft
  • $282/SF
  • 17 Days On Market

  • 5 Baths
  • Built 1910

  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
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  /45

  Est $835,559 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,924 Sq Ft

  218 Walton St, Portland, ME 04103

  

  218 Walton St, Portland, ME 04103
• 

  

  /19

  $734,900 Under Contract

  • 2 Baths
  • 2,246 Sq Ft

  202 Pleasant Ave, Portland, ME 04103

  A Duplex in the heart of Deering Center. The location can not be beat. Each unit has 2 bedrooms plus a large bonus room, own basements with washer/dryer and back decks. Lots of Parking. Low maintenance units. Currently owner occupied. Rent is well below market. Projected Market Rent is $2800.

  Sarah Swan Swan Real Estate

  

  202 Pleasant Ave, Portland, ME 04103
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  /42

  $458,000 Sold Jun 27, 2025

  • 1,320 Sq Ft
  • $347/SF
  • 5 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1905

  25 Nevens St Unit 2, Portland, ME 04103

  Nestled in one of Portland's most sought after neighborhoods this four bedroom, one bath Victorian Condo is move in ready. Set back from the street there is plenty of privacy but the opportunity to engage with all this popular neighborhood offers in the way of its period homes, gardens and shops. Private parking out your back door with assigne spaces for two, but room for more. Close to

  Linda Babbitt Getty Real Estate Services, LLC

  

  25 Nevens St Unit 2, Portland, ME 04103
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  /20

  Est $863,934 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 4,053 Sq Ft

  16 Hartley St, Portland, ME 04103

  

  16 Hartley St, Portland, ME 04103
• 

  

  /28

  $405,000 Sold Jun 26, 2025

  • 941 Sq Ft
  • $430/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1953

  47 Edgeworth Ave, Portland, ME 04103

  Amazing opportunity to own an affordable home in the heart of the desirable Deering neighborhood in Portland! This property has been lovingly owned by one family for the past 65 years and is ready for the next to make it home! 47 Edgeworth offers a private, fenced in back yard, additional living space adjacent to the upstairs bedroom and a blank canvas to make it your own. Livable as-is or ready

  Mike O'Brien Benchmark Real Estate

  

  47 Edgeworth Ave, Portland, ME 04103
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  /33

  Est $740,725 Not Listed For Sale

  • 5 Beds
  • 1.5 Baths
  • 1,515 Sq Ft

  29 Hartley St, Portland, ME 04103

  

  29 Hartley St, Portland, ME 04103
• 

  

  /45

  $728,500 Sold Jun 16, 2025

  • 1,724 Sq Ft
  • $423/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1930

  85 Columbia Rd, Portland, ME 04103

  **OPEN HOUSE - May 18, 11-12:30 ** This beautifully maintained 3-bedroom, 2-full-bath Cape-style home with open floor plan combines classic charm with modern updates. Expansive Kitchen and dining room offer a perfect setting for entertaining or cozy dinners. The main level includes a bright, roomy living area, spacious kitchen, dining room, one bedroom, and a full bath. The 2nd floor

  Glenna Irvine Chamberlain Realty

  

  85 Columbia Rd, Portland, ME 04103
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  /68

  Est $775,116 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,734 Sq Ft

  48 Hartley St, Portland, ME 04103

  

  48 Hartley St, Portland, ME 04103
• 

  

  /41

  $785,000 Sold Jun 05, 2025

  • 2,357 Sq Ft
  • $333/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1890

  343 Woodford St, Portland, ME 04103

  Welcome to 343 Woodford Street, a sunny and spacious character filled home in the heart of Deering Center. Built in 1890, this center entrance colonial retains numerous period details including coffered and coved ceilings, wainscotting, a leaded glass built-in cabinet, pocket doors, birch floors, and one of the loveliest staircases I have seen. The first floor has a wonderful combination of

  Jennifer Tabb Portside Real Estate Group

  

  343 Woodford St, Portland, ME 04103
• 

  

  /3

  Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,600 Sq Ft

  27 Brentwood St, Portland, ME 04103

  

  27 Brentwood St, Portland, ME 04103
• 

  

  /36

  $453,000 Sold May 27, 2025

  • 1,225 Sq Ft
  • $370/SF
  • 11 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1957

  101 Westminster Ave, Portland, ME 04103

  101 Westminster Avenue, Portland, Maine - Located in the desirable Deering Center neighborhood, this 2-bedroom, 1.5-bath home offers 1,225 SF of living space and a large, private backyard. The roof was replaced in 2023, and the home features new siding, windows, and solar panels for energy efficiency. With limited inventory in this area, this property offers a rare opportunity in one of

  Frank Curran Harborview Properties, Inc.

  

  101 Westminster Ave, Portland, ME 04103
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  /58

  Est $881,879 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 3,069 Sq Ft

  17 Brentwood St, Portland, ME 04103

  

  17 Brentwood St, Portland, ME 04103
• 

  

  /5

  $1,255,000 Sold May 01, 2025

  • 2,358 Sq Ft
  • $532/SF

  • 3 Beds
  • 1.5 Baths
  • Built 1880

  185 Ashmont St, Portland, ME 04103

  Lovely and elegant home in Deering Highlands! Separate garage, extensive landscaping. Beautiful!

  Lynn Hallett Town & Shore Real Estate

  

  185 Ashmont St, Portland, ME 04103
• 

  

  /63

  Est $843,358 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,647 Sq Ft

  534 Stevens Ave, Portland, ME 04103

  

  534 Stevens Ave, Portland, ME 04103
• 

  

  /5

  $879,000 Sold Apr 28, 2025

  • 2,400 Sq Ft
  • $366/SF
  • 8 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1900

  314 Stevens Ave, Portland, ME 04103

  Nestled in the heart of Deering Center, this charming home seamlessly blends classic character with modern updates. Featuring gleaming hardwood floors, high ceilings throughout, and a beautifully updated kitchen with honed granite countertops and tile backsplash this spacious residence offers four bedrooms, 2.5 baths, and a finished third floor for added versatility.A standout feature is

  Mary Conroy Portside Real Estate Group

  

  314 Stevens Ave, Portland, ME 04103
• 

  

  /36

  Est $594,459 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  23 Crosby St, Portland, ME 04103

  

  23 Crosby St, Portland, ME 04103
• 

  

  /44

  $468,500 Sold Apr 25, 2025

  • 1,232 Sq Ft
  • $380/SF
  • 27 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2004

  36 Saunders St Unit 2, Portland, ME 04103

  Affordable City Living! Walking distance to Back Bay Blvd and Woodfords Corner. 2Bdrm 1.5 bth Townhouse Condo w/ 1 Car Garage and off-street parking. Beautiful Condition w/ Hardwood and Tile floors. 1st floor Laundry. Pets are allowed and the Owner is allowed to Rent out the Unit or occupy. Private back yard with deck. Showings Tues and Thurs 2pm to 5pm then Sat 10-2pm Sun 10-12pm. Tenant will be

  Steve Levine American Real Estate

  

  36 Saunders St Unit 2, Portland, ME 04103
• 

  

  /35

  Est $833,762 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,156 Sq Ft

  18 New St, Portland, ME 04103

  

  18 New St, Portland, ME 04103

Showing Results 81 - 120, Page 3 of 18