Cumberland, ME Homes

• 

  

  

  /56

  $1,549,990

  • 4 Beds
  • 2.5 Baths
  • 2,795 Sq Ft

  105 Lyndon Ave, Peaks Island, ME 04108

  Set upon beautiful Tolman Heights and just steps from the ocean, this beautifully maintained 4+ bedroom, 2.5 bathroom, 2,795 square foot New Englander blends classic charm with modern comfort. Located minutes from the ferry, this spacious home is perfect for year-round living or a seasonal retreat, offering easy access to Peaks Island's beaches, walking trails, and village amenities.Inside,

  Shelley Martin Berkshire Hathaway HomeServices Verani Realty

  

  105 Lyndon Ave, Peaks Island, ME 04108
• 

  Explore Peaks Island

• 

  

  

  /23

  $750,000 Sold Jul 31, 2025

  • 1,716 Sq Ft
  • $437/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  91 New Island Ave, Peaks Island, ME 04108

  Arundel Cottage, a classic year-round Peaks Island home, has been nicely updated. Layers of old flooring have been removed and the hardwood sanded and varnished. The painted bead board walls and ceilings have been freshened up, the exterior painted, the kitchen renewed and both bathrooms renovated. It is a short walk to the beach, ferry, stores and restaurants. Come join our Peaks community

  Rhonda Berg Harborview Properties, Inc.

  

  91 New Island Ave, Peaks Island, ME 04108
• 

  

  

  /79

  Est $2,196,133 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,936 Sq Ft

  144 Reed Ave, Peaks Island, ME 04108

  

  144 Reed Ave, Peaks Island, ME 04108
• 

  

  

  /65

  $649,950

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  85 Upper A St, Portland, ME 04108

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

  Wendy Harmon Keller Williams Realty

  

  85 Upper A St, Portland, ME 04108
• 

  

  

  /22

  $595,000 Sold Jul 30, 2025

  • 946 Sq Ft
  • $629/SF
  • 31 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1895

  613 Island Ave, Portland, ME 04108

  Welcome home to your new happy place - a year-round getaway on Peaks Island! This charming, thoughtfully modernized cottage features large windows and open floor plan that bathes the space in sunlight and offers stunning ocean views of Casco Bay. Cozy up by the Jøtul gas fireplace or relax by the fire pit in the white picket fenced front yard. The beautifully hardscaped backyard is perfect for

  Lorna Gagnon Berkshire Hathaway HomeServices Verani Realty

  

  613 Island Ave, Portland, ME 04108
• 

  

  /48

  Est $1,331,716 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,441 Sq Ft

  835 Seashore Ave, Peaks Island, ME 04108

  

  835 Seashore Ave, Peaks Island, ME 04108
• 

  

  /47

  $1,530,000

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

  364 Island Ave, Peaks Island, ME 04108

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

  Alyce Bauerle Portside Real Estate Group

  

  364 Island Ave, Peaks Island, ME 04108
• 

  

  /53

  $500,000 Sold Jul 03, 2025

  • 890 Sq Ft
  • $562/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1910

  151 Central Ave, Peaks Island, ME 04108

  Discover island living at its best with this delightful 3-bedroom, 1-bathroom home nestled on a .17-acre lot on beautiful Peaks Island. Just a short ferry ride from Portland, this cozy year-round residence offers the perfect blend of comfort and coastal charm. Enjoy a bright living space and kitchen, as well a spacious yard ideal for relaxing or entertaining. Whether you're looking for a serene

  Wendy Harmon Keller Williams Realty

  

  151 Central Ave, Peaks Island, ME 04108
• 

  

  /56

  Est $1,293,475 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  12 Beach Rd, Portland, ME 04108

  

  12 Beach Rd, Portland, ME 04108
• 

  

  /21

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft

  6 Tolman Rd, Peaks Island, ME 04108

  Attention artists, visionaries, and eccentrics. This could be the house for you. It started as a very cool water tower built a hundred years ago on the highest elevation on Peaks Island in an area called Tolman Heights. The rest of the house came in 1982. The ample outdoor space is partly open, partly gardens and partly wooded. This storybook setting includes a magic turret room that would fit a

  Rhonda Berg Harborview Properties, Inc.

  

  6 Tolman Rd, Peaks Island, ME 04108
• 

  

  /32

  $660,000 Sold Jul 03, 2025

  • 3,200 Sq Ft
  • $206/SF
  • 400 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2023

  6 1st St Unit 6-1, Peaks Island, ME 04108

  ONE LEVEL LIVING AT ITS FINEST! Beautiful newly constructed 2 BD 3 BA ranch style condominiums ready for immediate occupancy in ideal location close to all area amenities and highway. These contemporary condos offer hardwood and tile flooring throughout with full bath off entry foyer and guest bedroom overlooking front yard, expansive open concept living room area with floor to ceiling gas

  Danielle Lape Kre Brokerage Group

  

  6 1st St Unit 6-1, Peaks Island, ME 04108
• 

  

  /37

  Est $1,406,381 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,283 Sq Ft

  640 Seashore Ave, Peaks Island, ME 04108

  

  640 Seashore Ave, Peaks Island, ME 04108
• 

  

  /55

  $940,000

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

  46 Ryefield St, Peaks Island, ME 04108

  ''SERENDIPITY COTTAGE'' Ryefield Street is a special enclave of charming island cottages just up the hill from the historic Fifth Maine Regiment Building. You are just minutes away from the rocky coast, Ryefield Cove and Picnic Point. The summer porches are where you will hangout with friends, have morning coffee and entertain on warm, breezy evenings. The house has been modernized within the

  Alyce Bauerle Portside Real Estate Group

  

  46 Ryefield St, Peaks Island, ME 04108
• 

  

  /23

  $790,000 Sold May 30, 2025

  • 1,312 Sq Ft
  • $602/SF
  • 18 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1995

  30 Sandpiper Rd, Portland, ME 04108

  One lot back from Peak's Island's southern shore, out of the flood zone is a year round island home. It is light and bright sitting on a generous fully fenced-in 1/2 acre lot. The primary bedroom with full bath is located on the top floor with southern views out to sea. The second floor also has views as well as a balcony and consists of the living room, dining area and small kitchen with pantry.

  Rhonda Berg Harborview Properties, Inc.

  

  30 Sandpiper Rd, Portland, ME 04108
• 

  

  /99

  Est $2,324,610 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,072 Sq Ft

  690 Seashore Ave, Peaks Island, ME 04108

  

  690 Seashore Ave, Peaks Island, ME 04108
• 

  

  /66

  $1,580,000

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft

  78 Seashore Ave, Peaks Island, ME 04108

  Perched above Seashore Avenue, this distinguished, water-facing property is a showcase of island real estate. The vibrant array of landscaping compliments the lot's gentle slope. The shingled exterior features a distinctive turret with copper spire, trellises, columns, and a gable pediment. Wide stairs lead to a deluxe, pergola-covered deck that connects to the entry door and nearby kitchen,

  Susan Lessard Portside Real Estate Group

  

  78 Seashore Ave, Peaks Island, ME 04108
• 

  

  /30

  $475,000 Sold Dec 18, 2024

  • 720 Sq Ft
  • $660/SF
  • 95 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1990

  391 Pleasant Ave, Peaks Island, ME 04108

  'Sequester,' defined as a place for safe keeping. No frills here; just a warm, safe, comfortable home, located off the beaten path. An open living dining area with hardwood floors, a simple galley kitchen, a bathroom with tub/shower and laundry and 2 modest sized bedrooms completes the picture. Nestled on over an acre of land, in a peaceful enclave of the island we call 'Evergreen.'

  Ralph Ashmore Ashmore Realty

  

  391 Pleasant Ave, Peaks Island, ME 04108
• 

  

  /20

  Est $838,866 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft

  191 Brackett Ave, Peaks Island, ME 04108

  

  191 Brackett Ave, Peaks Island, ME 04108
• 

  

  /12

  $1,200,000

  • Land
  • 0.92 Acre
  • $1,304,348 per Acre

  109 Reed Ave, Portland, ME 04108

  Build your island dream home at Josiah's Cove! Unique chance to own direct waterfront property on Peaks Island. Located at the end of a quiet, gravel road, the .92-acre lot features an elevated ridge, a wooded grove, a grassy lawn and an accessible, rocky beach.Nestled among esteemed properties, the lot is further enhanced by abutting conservation land. It has been recently surveyed and perk

  Susan Lessard Portside Real Estate Group

  

  109 Reed Ave, Portland, ME 04108
• 

  

  /13

  $1,500,000 Sold Dec 17, 2024

  • 3,069 Sq Ft
  • $489/SF

  • 6 Beds
  • 3.5 Baths
  • Built 1920

  549 Island Ave, Peaks Island, ME 04108

  Welcome to 549 Island Ave, a beautifully renovated 1920 Cape offering the perfect blend of classic charm and modern amenities. With sweeping water views throughout and spacious living areas, this 6-bedroom, 2 full bath, and 2 half bath home is designed for both comfortable family living and effortless entertaining.The first floor features a versatile layout with two spacious living rooms,

  Anna Friedman Portside Real Estate Group

  

  549 Island Ave, Peaks Island, ME 04108
• 

  

  /34

  Est $658,129 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  59 Highland Ave, Peaks Island, ME 04108

  

  59 Highland Ave, Peaks Island, ME 04108
• 

  

  /36

  $1,999,900

  • 2 Beds
  • 1.5 Baths
  • 2,345 Sq Ft

  11 Ocean Spray Rd, Peaks Island, ME 04108

  Breath taking views at this one of a kind Peaks Island home! This newly renovated home sits on Maine's rocky coast with breathtaking unobstructed ocean views. Features include kitchen with granite counters, new SS appliances and a lovely living room with new gas fireplace insert. The living rooms large windows look right out to the exquisite ocean view! Enjoy a large primary suite with newly

  Mark Small Landmark Realty

  

  11 Ocean Spray Rd, Peaks Island, ME 04108
• 

  

  /72

  $1,850,000 Sold Nov 08, 2024

  • 2,372 Sq Ft
  • $780/SF
  • 1 Day On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  4 Greenwood St, Portland, ME 04108

  ''The Star of the Sea'' is one of those special properties, rich with history, meticulously renovated and situated on one of the most breathtaking lots on all of Peaks Island. Lovingly restored and improved, this Victorian embodies the charm of classic New England architecture, but provides the modern conveniences of today. Every window boasts impressive views of Casco Bay and because of its

  Stephanie Morrison Morrison Real Estate

  

  4 Greenwood St, Portland, ME 04108
• 

  

  /50

  Est $800,761 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  31 Elizabeth St, Peaks Island, ME 04108

  

  31 Elizabeth St, Peaks Island, ME 04108
• 

  

  /7

  $325,000

  • Land
  • 0.46 Acre
  • $706,522 per Acre

  111 Spruce Ave, Portland, ME 04108

  Beautiful lot abutting conservation land! The view from this bluff is extraordinary and overlooks the bay and Cushing Island. Come build your dream home on Peaks Island!

  Maria Rich Landing Real Estate

  

  111 Spruce Ave, Portland, ME 04108
• 

  

  /53

  $1,325,000 Sold Oct 31, 2024

  • 1,773 Sq Ft
  • $747/SF
  • 56 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  367 Island Ave, Portland, ME 04108

  Situated on the most stunning side of Peaks Island brings westerly sunsets of Casco Bay. There's plenty of space for the whole family here, boasting a first floor bedroom and three bedrooms on the second floor. Enjoy the impressive skyline of Portland's Peninsula from the second floor primary bedroom deck or the wrap around porch on the main level. An oversized additional living room on the

  Elena Barnes Landing Real Estate

  

  367 Island Ave, Portland, ME 04108
• 

  

  /33

  Est $552,325 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,288 Sq Ft

  36 Luther St, Peaks Island, ME 04108

  

  36 Luther St, Peaks Island, ME 04108
• 

  

  /59

  $899,000

  • 4 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  7 Prospect St, Portland, ME 04108

  Sited high and peacefully secluded with an inviting yard, this classic, turn of the century island home hearkens back to the Peaks Island of yesteryear when this popular Summer resort destination, with its grand hotels, theaters, restaurants and an amusement park, earned it the moniker, ''Coney Island of Maine''. Lovingly preserved and maintained for four-seasonenjoyment, you'll be captivated

  Mary McAleney RE/MAX Shoreline

  

  7 Prospect St, Portland, ME 04108
• 

  

  /43

  $675,000 Sold Oct 28, 2024

  • 1,757 Sq Ft
  • $384/SF
  • 89 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  42 Epps St Unit 1, Peaks Island, ME 04108

  Just a short stroll from the Ferry Landing, the village and beaches, 42 Epps is ready for summer enjoyment. Open the latch to the picket fence and relax. Built in 1978, this 3 BR, 2 Bath year-round home features a wonderful Kitchen with large island, barnboard countertops, newer appliances and a large pantry. While there is much to appreciate outdoors, you will love having a Dining Rm for larger

  Susan Lessard Portside Real Estate Group

  

  42 Epps St Unit 1, Peaks Island, ME 04108
• 

  

  /32

  Est $532,313 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,153 Sq Ft

  100 Herman Ave, Peaks Island, ME 04108

  

  100 Herman Ave, Peaks Island, ME 04108
• 

  

  /38

  $625,000

  • Land
  • 1.20 Acres
  • $520,833 per Acre

  736 Seashore Ave, Portland, ME 04108

  Spectacular waterfront lot on Peaks Island - 1.2 acres with unobstructed ocean views.A rare and remarkable opportunity to own one of the last remaining buildable waterfront lots on Peaks Island. Located on the highly sought-after Seashore Ave, this 1.2-acre parcel offers sweeping, unobstructed views of Casco Bay and the Atlantic Ocean. Just across the road from the shoreline, the property

  Liam McCoy Cottage & Co Real Estate

  

  736 Seashore Ave, Portland, ME 04108
• 

  

  /34

  $850,000 Sold Oct 16, 2024

  • 1,552 Sq Ft
  • $548/SF
  • 70 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  18 Hadlock Cove Rd, Portland, ME 04108

  It's summer and time to go to the cottage on Peaks Island. This classic island residence with its large porch is ideal for enjoying morning coffee and casual dinners with family and friends. Sit and watch the boats slip in and out of Whitehead Passage or go to Hadlock Cove for a refreshing dip or a quiet paddle on the water. There's plenty of room for everyone with four bedrooms, two baths,

  Alyce Bauerle Portside Real Estate Group

  

  18 Hadlock Cove Rd, Portland, ME 04108
• 

  

  /46

  Est $1,398,322 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,171 Sq Ft

  158 Island Ave, Peaks Island, ME 04108

  

  158 Island Ave, Peaks Island, ME 04108
• 

  

  /6

  $999,000

  • Land
  • 0.11 Acre
  • $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
• 

  

  /50

  $700,000 Sold Oct 01, 2024

  • 1,301 Sq Ft
  • $538/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1900

  428 Island Ave, Peaks Island, ME 04108

  LOMBARD COTTAGE This quaint year-round cottage has always had a certain mystique about it. Well maintained and loved by all who occupied it. The house has had may upgrades over the years to modernize it but not change it's original character. You have a deeded right to the shore which makes going to the beach with your kayak or just sunbathing or going for a ''dip'' an easy trip down the

  Alyce Bauerle Portside Real Estate Group

  

  428 Island Ave, Peaks Island, ME 04108
• 

  

  /38

  Est $495,701 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft

  204 Island Ave, Peaks Island, ME 04108

  

  204 Island Ave, Peaks Island, ME 04108
• 

  

  /58

  $945,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,755 Sq Ft

  397 Island Ave, Peaks Island, ME 04108

  Carefree enjoyment on southern Maine's most popular island! Authentic Maine cottage design meets refined elegance in this gorgeous Peaks Island summer home. Built in 2019 by a highly regarded craftsman, this stunning 3 Bedroom, 2 Bath home is a beautifully furnished* coastal retreat. With its vaulted ceilings, painted white framing, welcoming front porch, and quality materials, the cottage is

  Susan Lessard Portside Real Estate Group

  

  397 Island Ave, Peaks Island, ME 04108
• 

  

  /43

  $1,275,000 Sold Oct 01, 2024

  • 1,932 Sq Ft
  • $660/SF
  • 0 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  20 Sunset Rd, Peaks Island, ME 04108

  BELLS & BUOYS This lovely island home went through a metamorphosis in 2006 when it was transformed from a cozy island cottage to an architecturally distinguished ''new home.'' The house has a casual but elegant feeling about it. Featuring a gourmet kitchen with island, expansive living room, dining area, den, office nook, 4 bedrooms, 3 baths, deck, upper balcony, patio, outdoor kitchen &

  Alyce Bauerle Portside Real Estate Group

  

  20 Sunset Rd, Peaks Island, ME 04108
• 

  

  /4

  Est $477,334 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 904 Sq Ft

  81 Upper A St, Peaks Island, ME 04108

  

  81 Upper A St, Peaks Island, ME 04108
• 

  

  /25

  $832,000 Sold Sep 16, 2024

  • 900 Sq Ft
  • $924/SF
  • 16 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  790 Seashore Ave, Portland, ME 04108

  Welcome to the charming Spar Cove cottage on picturesque Peaks Island. Originally constructed in 1920 and thoroughly revitalized in 2017, this two-bedroom, one-bath cottage offers modern comforts while retaining its historic charm. Every detail has been updated: a new roof, siding, electrical, plumbing, heating, and a complete interior renovation from the studs.The kitchen is a standout feature,

  Shelley Martin Berkshire Hathaway HomeServices Verani Realty

  

  790 Seashore Ave, Portland, ME 04108

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