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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

9 Longmeadow Rd, Cumberland image
9 Longmeadow Rd, Cumberland $1,595,000

Discover the Best of Cumberland Foreside Living at 9 Longmeadow Road! Enjoy the perfect blend of space, comfort, and coastal living in this inviting 4-bedroom, 2-bathroo...

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

Listing courtesy of Portside Real Estate Group.

21 Wilson Rd, Cumberland image
21 Wilson Rd, Cumberland $1,225,000

From spring perennials to autumn reflections on the pond, there is always something worth pausing for at 21 Wilson Road. Across 5.8 acres of fields and woods, flagstone p...

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

Listing courtesy of RE/MAX By The Bay.

21 Buds Trl, Cumberland image
21 Buds Trl, Cumberland $539,000

None

  • 3 Beds
  • 2 Baths
Courtesy of Century 21 North East

Listing courtesy of Century 21 North East.

158 Range Rd, Cumberland image
158 Range Rd, Cumberland $825,000

Welcome to a one-of-a-kind contemporary retreat where natural beauty meets exceptional custom craftsmanship. Set on four private, light-filled acres, this home offers an ...

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

Listing courtesy of Portside Real Estate Group.

6 Feldspar Ln Unit 30, Cumberland image
6 Feldspar Ln Unit 30, Cumberland $685,000

The final Cobalt available in Phase I of Mineral Springs is now under construction, with time remaining to make select finishes and choices along the way. The floor plan ...

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

Listing courtesy of Portside Real Estate Group.

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

Set at the end of a cul-de-sac on over three acres in one of Cumberland Foreside's most sought-after locations, 14 Pine Ridge is a 4-bedroom, 3.5-bath contemporary that h...

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

Listing courtesy of Portside Real Estate Group.

250 Blanchard Rd, Cumberland image
250 Blanchard Rd, Cumberland $1,250,000

Discover the charm and versatility of this historic estate, framed by scenic views of open fields and mature trees. The spacious 5-bedroom, 4.5-bath farmhouse features an...

  • 5 Beds
  • 5 Baths
Courtesy of Spectrum Real Estate

Listing courtesy of Spectrum Real Estate.

11 Kings Hwy Unit B, Cumberland image
11 Kings Hwy Unit B, Cumberland $659,900

11 Kings Highway offers bright, single-level living with a private yard on Cumberland Foreside. Built in 2018, this home pairs classic New England character with the priv...

  • 2 Beds
  • 2 Baths
Courtesy of RE/MAX By The Bay

Listing courtesy of RE/MAX By The Bay.

4 Peaks Ln, Cumberland image
4 Peaks Ln, Cumberland $935,000

Welcome to 4 Peaks Lane, located in Cumberland's highly sought-after Village Green neighborhood, where neighborhood charm and modern convenience come together. This beaut...

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

Listing courtesy of Portside Real Estate Group.

304 Blanchard Rd, Cumberland image
304 Blanchard Rd, Cumberland $599,000

A four-bedroom raised ranch on 0.61 level, wooded acres in Cumberland, offered for the first time in more than 40 years. The home is in the Greely school district, a few ...

  • 4 Beds
  • 2 Baths
Courtesy of Real Broker

Listing courtesy of Real Broker. 207-756-2442

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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