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Cumberland Property Search

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Cumberland

Cumberland was once a part of North Yarmouth, but became its own town in 1821.  The town has a total area of 26.25 square miles, of which 22.88 square miles of it is open land.  The population is at 7,200.

Cumberland is a Portland suburb that has a rich farming history, but only a small number of working farms remain, such as Sweetser's Apple Barrel and Orchards, Spring Brook Farms, and Double T Orchards.

Near the center of the town, there is recreational facility call Twin Brook, which covers over 250 acres.  This is run and maintained by the town.  There are over 22 acres of mixed athletic fields, baseball and softball fields, soccer fields, restroom facilities and more than 4 miles of wooded walking trails.  The facility is open to cross-country skiers, walkers and sports practices.  In the winter months, many trails are maintained and groomed by the town.  It is used sun up to sun down by a wide age range of people.

Cumberland had a few small businesses, some of which are on Route 26, also called Gray Road.

Don't forget to check out the Cumberland Fair, which is one of the state's largest agricultural fairs and has been held yearly at the end of September since 1868.

Hot Cumberland Properties

14 Pine Ridge Rd, Cumberland image
14 Pine Ridge Rd, Cumberland $1,775,000

Tucked away at the end of a quiet cul-de-sac in Cumberland Foreside, this beautifully renovated 4-bedroom home boasts exceptional privacy, modern updates, and flexible li...

  • 4 Beds
  • 4 Baths
Courtesy of Legacy Properties Sotheby's International Realty

Listing courtesy of Legacy Properties Sotheby's International Realty.

19 Nautical Dr, Cumberland image
19 Nautical Dr, Cumberland $785,000

Set on a sunny, south-facing corner lot in Cumberland's most convenient location, this beautifully maintained 2016 Colonial offers bright living spaces, thoughtful update...

  • 3 Beds
  • 3 Baths
Courtesy of RE/MAX Shoreline

Listing courtesy of RE/MAX Shoreline.

40 Powell Rd, Cumberland image
40 Powell Rd, Cumberland $729,000

Set on 1.53 beautifully established acres in coveted Cumberland Foreside, 40 Powell Road reflects decades of thoughtful care. With just two owners throughout its history,...

  • 3 Beds
  • 3 Baths
Courtesy of U&R Real Estate

Listing courtesy of U&R Real Estate.

38 Blanchard Rd, Cumberland image
38 Blanchard Rd, Cumberland $1,800,000

A paved drive winds past stone walls and mature plantings to this 1997 Colonial set on 6.09 acres, owned by the same family since it was built. Features include wide pine...

  • 4 Beds
  • 3 Baths
Courtesy of Legacy Properties Sotheby's International Realty

Listing courtesy of Legacy Properties Sotheby's International Realty.

4 Highland Ave, Cumberland image
4 Highland Ave, Cumberland $395,000

This updated ranch is conveniently located for a quick commute to southern Maine and within the desirable MSAD 51 school district. Enjoy resident only access to Broad Co...

  • 2 Beds
  • 1 Baths
Courtesy of Hearth & Key Realty

Listing courtesy of Hearth & Key Realty. 2077133144

5 Peaks Ln, Cumberland image
5 Peaks Ln, Cumberland $1,098,000

Stunning New Construction in highly sought after Village Green! Don't miss this rare opportunity to own the last new home available just completed by ELN Homes. Thoughtfu...

  • 4 Beds
  • 3 Baths
Courtesy of www.HomeZu.com

Listing courtesy of www.HomeZu.com. 877-249-5478

10 Birch Ln, Cumberland image
10 Birch Ln, Cumberland $1,495,000

Life in Wildwood has always been closely tied to Casco Bay, and this expanded 1923 cottage puts you right in the middle of it. Full of charm and personality, the home has...

  • 4 Beds
  • 3 Baths
Courtesy of RE/MAX By The Bay

Listing courtesy of RE/MAX By The Bay.

17 Coastal Pnes, Cumberland image
17 Coastal Pnes, Cumberland $2,390,000

Perfectly positioned at the end of a quiet cul-de-sac in the desirable Coastal Pines Subdivision, this exceptional residence was built with an uncompromising commitment t...

  • 4 Beds
  • 5 Baths
Courtesy of Portside Real Estate Group

Listing courtesy of Portside Real Estate Group.

44 Maeves Way, Cumberland image
44 Maeves Way, Cumberland $3,700,000

A truly unique home in a special Foreside neighborhood. This house sits on a very secluded lot and is constructed entirely from commercial grade steel. Two full master su...

  • 4 Beds
  • 4 Baths
Courtesy of Landmark Realty

Listing courtesy of Landmark Realty.

18 Mill Ridge Rd, Cumberland image
18 Mill Ridge Rd, Cumberland $695,000

Tucked among the trees on over an acre of land on a quiet dead-end road, this elegant contemporary is a retreat among the trees. With its striking cathedral ceilings and ...

  • 3 Beds
  • 2 Baths
Courtesy of Portside Real Estate Group

Listing courtesy of Portside Real Estate Group.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

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