Pending Listings in Cumberland County, ME

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PENDING

ABOUT THIS HOME
Pending Listing in Cumberland County, ME:
Welcome to 1 Chipmunk Drive, an inviting three-bedroom, one-bath split level in a quiet Windham neighborhood. The home features bright living spaces, a spacious two-car garage, and a partially finished lower level with room to expand. Enjoy a peaceful residential setting just minutes from Winham's shops, restaurants, and schools—and less than a 20 minute communte to downtown Portland. if you've been searching for a home with space, potential, and a great location, this one checks every box! OFFERS DUE at noon on 11/10.

$399,900

3 beds1 bath1,861 sq ft

1 Chipmunk Dr, Windham, ME 04062

Minutes from shops • Minutes from schools • Split level

PENDING

ABOUT THIS HOME
Pending Listing in Cumberland County, ME:
Located in the heart of one of Portland's sought after neighborhoods with sidewalks, this three-bedroom, one an a half bathroom cape has everything you are looking for and more! Situated on a corner lot, this house offers wonderful curb appeal with its beautiful landscaping. The sunny first floor is spacious with a large mudroom area that leads out to the sun drenched back deck perfect for entertaining those summer months. The large bright kitchen features upgraded appliances, a center island and tons of cabinet space. Enjoy the fireplace in the living room during those colder winter months. A formal dining room fills out the first floor in style. As a bonus, check out the first floor den

$610,000

3 beds1.5 baths1,756 sq ft

367 Palmer Ave, Portland, ME 04103

Mudroom area • Large bright kitchen • Upgraded appliances

PENDING

ABOUT THIS HOME
Pending Listing in Cumberland County, ME:
New Construction! The Enclave at South Portland is a truly Remarkable community with a lot to enjoy. With its elegant, villa-style homes and focus on energy efficiency, you will not only enjoy a beautiful living environment but also a commitment to sustainability. Coolidge (single level living) and Essex, (2-story w/ primary on the 1st floor) 10' Ceilings, Natural Gas FHA heating and Central Air Architectural Moldings, Zero Threshold Shower with Frameless Glass Door, Natural Gas Fireplace, Pre-wiring for Electric Vehicles and an outdoor patio. Additionally, the option for you to personalize your spaces, like adding built-ins, a sunroom for more space and allowances for appliances and ligh

$849,900

2 beds2.5 baths2,274 sq ft

8 Plover Way #20, South Portland, ME 04106

New construction • Frameless glass door • Outdoor patio

PENDING

ABOUT THIS HOME
Pending Listing in Cumberland County, ME:
Perfectly positioned with views of Casco Bay from each bedroom, living room and deck, this home is located in Ocean Ridge, one of Portland's most desirable neighborhoods. With four-levels and nearly 2700 square feet, this move-in ready condo offers the best of both worlds —a peaceful, residential neighborhood and Just minutes from the Old Port, Eastern Prom, and Portland's award-winning restaurants. Enjoy the energy of the city and retreat home to quiet comfort. Meticulously cared for and thoughtfully upgraded, this home blends classic Maine charm with modern convenience. Within the last three years, this home has had installed whole house smart-home features and 5 new multi-zone Daik

$699,000

3 beds3.5 baths2,543 sq ft

11 Osprey Ter #11, Portland, ME 04103

Nest thermostats • Remodeled kitchen • Bosch boiler

PENDING

ABOUT THIS HOME
Pending Listing in Cumberland County, ME:
Welcome to this well-located condo offering both comfort and convenience. Situated just minutes from Portland, downtown Westbrook, and Gorham's town center, this home puts everyday necessities and entertainment right at your fingertips. Inside, a generously sized kitchen provides plenty of room for cooking and gathering. The living room opens directly to a private patio perfect for grilling, relaxing, or enjoying the outdoors. Upstairs, you'll find two nicely sized bedrooms and a full bath, creating a comfortable and functional layout. Additional conveniences include in-unit washer and dryer, a reserved parking spot, and low condo fees. Whether you're looking for a smart investment or a won

$264,900

2 beds1 bath870 sq ft

20 Juniper Ln #31, Westbrook, ME 04092

Private patio • Well-located condo • Low condo fees

Property at 36 Whites Bridge Rd #8, Windham, ME 04062, 2 beds, 1.5 baths

$277,000

2 beds1.5 baths1,480 sq ft

36 Whites Bridge Rd #8, Windham, ME 04062

Property at 18 Elsmere Ave, South Portland, ME 04106, 4 beds, 2 baths

$820,000

4 beds2 baths1,461 sq ft

18 Elsmere Ave, South Portland, ME 04106

Property at 81 Willow Grove Rd #81, Brunswick, ME 04011, 2 beds, 1 bath

$349,900

2 beds1 bath1,160 sq ft

81 Willow Grove Rd #81, Brunswick, ME 04011

Property at 541 Cape Rd, Standish, ME 04084, 3 beds, 1 bath

$350,000

3 beds1 bath1,764 sq ft

541 Cape Rd, Standish, ME 04084

Property at 20 Howard St, Portland, ME 04101, 4 beds, 2 baths

$675,000

4 beds2 baths1,932 sq ft

20 Howard St, Portland, ME 04101

Property at 159 Lincoln St #15, Westbrook, ME 04092, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths1,952 sq ft

159 Lincoln St #15, Westbrook, ME 04092

Property at 6 Pine View Rd, Westbrook, ME 04092, 3 beds, 1.5 baths

$510,000

3 beds1.5 baths2,245 sq ft

6 Pine View Rd, Westbrook, ME 04092

Property at 49 Signature Dr #49, Brunswick, ME 04011, 2 beds, 2 baths

$534,000

2 beds2 baths2,683 sq ft

49 Signature Dr #49, Brunswick, ME 04011

Property at 41 Spruce Brook Dr, Harpswell, ME 04079, 3 beds, 1.5 baths

$615,000

3 beds1.5 baths1,664 sq ft

41 Spruce Brook Dr, Harpswell, ME 04079

Property at 21 Clearview Dr, Gorham, ME 04038, 3 beds, 2 baths

$579,900

3 beds2 baths1,807 sq ft

21 Clearview Dr, Gorham, ME 04038

Property at 854 Quaker Ridge Rd, Casco, ME 04015, 3 beds, 1.5 baths

$775,000

3 beds1.5 baths1,506 sq ft

854 Quaker Ridge Rd, Casco, ME 04015

Property at 52 Perimeter Ave, Standish, ME 04084, 3 beds, 2 baths

$469,000

3 beds2 baths2,138 sq ft

52 Perimeter Ave, Standish, ME 04084

Property at 42 Thistle Ln, Long Island, ME 04050, 3 beds, 1 bath

$875,000

3 beds1 bath1,278 sq ft

42 Thistle Ln, Long Island, ME 04050

Property at 159 Bancroft St, Portland, ME 04102, 3 beds, 1 bath

$475,000

3 beds1 bath1,040 sq ft

159 Bancroft St, Portland, ME 04102

Property at 17 Graham Rd #3, Westbrook, ME 04092, 3 beds, 1 bath

$339,000

3 beds1 bath1,315 sq ft

17 Graham Rd #3, Westbrook, ME 04092

Property at 46 Blackstone Club Rd, Brunswick, ME 04011, 3 beds, 2 baths

$1,290,000

3 beds2 baths1,335 sq ft

46 Blackstone Club Rd, Brunswick, ME 04011

Property at 33 Bay View Dr, Portland, ME 04103, 3 beds, 2 baths

$874,900

3 beds2 baths1,684 sq ft

33 Bay View Dr, Portland, ME 04103

Property at 380 Hio Ridge Rd, Bridgton, ME 04009, 3 beds, 3.5 baths

$774,000

3 beds3.5 baths4,624 sq ft

380 Hio Ridge Rd, Bridgton, ME 04009

Property at 197 New Portland Rd, Gorham, ME 04038, 2 beds, 1 bath

$400,000

2 beds1 bath1,128 sq ft

197 New Portland Rd, Gorham, ME 04038

Property at 5 Barnstable Rd, South Portland, ME 04106, 2 beds, 2 baths

$479,000

2 beds2 baths1,498 sq ft

5 Barnstable Rd, South Portland, ME 04106

Property at 40 Oakland Ave, Westbrook, ME 04092, 4 beds, 1.5 baths

$445,000

4 beds1.5 baths1,384 sq ft

40 Oakland Ave, Westbrook, ME 04092

Property at 22 Shaw Rd, New Gloucester, ME 04260, 3 beds, 2.5 baths

$299,000

3 beds2.5 baths1,848 sq ft

22 Shaw Rd, New Gloucester, ME 04260

Property at 21 Westwood Rd, Gray, ME 04039, 4 beds, 2.5 baths

$700,000

4 beds2.5 baths2,376 sq ft

21 Westwood Rd, Gray, ME 04039

Property at 35 Palmer St, South Portland, ME 04106, 3 beds, 2 baths

$399,900

3 beds2 baths1,560 sq ft

35 Palmer St, South Portland, ME 04106

Property at 12 Peter Robin Way, Freeport, ME 04032, 3 beds, 2.5 baths

$998,000

3 beds2.5 baths2,501 sq ft

12 Peter Robin Way, Freeport, ME 04032

Property at 8 & 2 Kane Ln, Harpswell, ME 04079, 3 beds, 2 baths

$535,000

3 beds2 baths1,276 sq ft

8 & 2 Kane Ln, Harpswell, ME 04079

Property at 7 Twin Knolls Ln #7, Portland, ME 04102, 2 beds, 2 baths

$455,000

2 beds2 baths1,530 sq ft

7 Twin Knolls Ln #7, Portland, ME 04102

Property at 29 Antler Ct #29, Naples, ME 04055, 2 beds, 1.5 baths

$369,000

2 beds1.5 baths1,560 sq ft

29 Antler Ct #29, Naples, ME 04055

Property at 10 S Colony Branch Rd, Harpswell, ME 04079, 5 beds, 3 baths

$749,000

5 beds3 baths1,910 sq ft

10 S Colony Branch Rd, Harpswell, ME 04079

Property at 6 Rose Hill Way, Scarborough, ME 04074, 2 beds, 1 bath

$300,000

2 beds1 bath609 sq ft

6 Rose Hill Way, Scarborough, ME 04074

Property at 37 Plains Rd, Harrison, ME 04040, 3 beds, 1 bath

$295,000

3 beds1 bath1,600 sq ft

37 Plains Rd, Harrison, ME 04040

Property at 67 Brigham St, South Portland, ME 04106, 3 beds, 2 baths

$489,000

3 beds2 baths1,229 sq ft

67 Brigham St, South Portland, ME 04106

Property at 26 Thomas St #7, Portland, ME 04102, 3 beds, 2.5 baths

$749,000

3 beds2.5 baths1,507 sq ft

26 Thomas St #7, Portland, ME 04102

Property at 3 Pride Ln, Windham, ME 04062, 3 beds, 2 baths

$1,299,000

3 beds2 baths1,666 sq ft

3 Pride Ln, Windham, ME 04062

Property at Lot 5 Jean's Way, Pine Point, ME 04074, 3 beds, 3.5 baths

$1,950,000

3 beds3.5 baths3,551 sq ft

Lot 5 Jean's Way, Pine Point, ME 04074

Property at 40 Reed St #1, Westbrook, ME 04092, 2 beds, 1 bath

$349,900

2 beds1 bath1,232 sq ft

40 Reed St #1, Westbrook, ME 04092

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Pending Listings in Cumberland County

There are currently 482 pending listings for sale in Cumberland County at a median listing price of $599K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Cumberland County stay on the market for 55 days and receive 2 offers. This map is refreshed with the newest listings in Cumberland County every 15 minutes.

In the past month, 339 homes have been sold in Cumberland County. In addition to houses in Cumberland County, there were also 268 condos, 68 townhouses, and 78 multi-family units for sale in Cumberland County last month. Find your dream home in Cumberland County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Cumberland County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Cumberland County. If you're looking to sell your home in the Cumberland County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Cumberland County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Copyright 2025 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Fri Dec 19 2025 on the search page

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