Cumberland, ME Homes

• 

  

  

  /24

  $245,000

  • Land
  • 6 Acres
  • $39,644 per Acre

  471 South Rd Unit B, Chebeague Island, ME 04017

  Exceptional opportunity to own 8.27 acres of land on Chebeague Island. With its prime location, this parcel offers ample space and a blank canvas to bring your vision to life. Chebeague Island offers a serene and tranquil island ambiance, making it a perfect year-round escape from the hustle and bustle of city life. The island's views and natural surroundings provide an ideal setting for

  Vivian Gibbons Coldwell Banker Realty

  

  471 South Rd Unit B, Chebeague Island, ME 04017
• 

  Explore Chebeague Island

• 

  

  

  /100

  $1,200,000 Sold Jun 20, 2025

  • 1,680 Sq Ft
  • $714/SF
  • 23 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1911

  24 Central Landing Rd, Chebeague Island, ME 04017

  This charming waterfront property features two serene seasonal cottages along with a bunkhouse where you can enjoy spectacular sunrise and moonrise views. The waterfront cottage and bunkhouse with wrap around views afford you the feeling of being out on the ocean. The main cottage boasts a fully renovated kitchen, 3 bedrooms upstairs with an updated full bath. The wrap around porch is a favorite

  Khristian Potter Keller Williams Realty

  

  24 Central Landing Rd, Chebeague Island, ME 04017
• 

  

  

  /34

  Est $662,827 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft

  41 Charleston Rd, Chebeague Island, ME 04017

  

  41 Charleston Rd, Chebeague Island, ME 04017
• 

  

  

  /24

  $315,000

  • Land
  • 8 Acres
  • $38,089 per Acre

  471 South Rd Unit A, Chebeague Island, ME 04017

  Exceptional opportunity to own 8.27 acres of land on Chebeague Island. With its prime location, this parcel offers ample space and a blank canvas to bring your vision to life. Chebeague Island offers a serene and tranquil island ambiance, making it a perfect year-round escape from the hustle and bustle of city life. The island's views and natural surroundings provide an ideal setting for

  Vivian Gibbons Coldwell Banker Realty

  

  471 South Rd Unit A, Chebeague Island, ME 04017
• 

  

  

  /17

  $170,000 Sold Sep 18, 2024

  • Land
  • 2.00 Acres
  • $85,000 per Acre

  • 75 Days On Market

  107A-1 South Rd, Chebeague Island, ME 04017

  Beautiful 2 acre lot in the heart of Chebeague Island. This prime location is a short walk to the store and library as well as the boat yard where there is direct access to Casco Bay. This lot has been surveyed and soil tested with a potential area to build close to a public road. Access to the lot has already begun. Chebeague Island is accessed by two ferries as well as private Water Taxi. The

  Sandra Birkett EXP Realty

  

  107A-1 South Rd, Chebeague Island, ME 04017
• 

  

  /62

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft

  15 Fire House Rd, Harpswell, ME 04079

  

  15 Fire House Rd, Harpswell, ME 04079
• 

  

  /103

  $2,450,000

  • 7 Beds
  • 4.5 Baths
  • 4,677 Sq Ft

  61 Sawyer Rd, Chebeague Island, ME 04017

  Perched on 1.77 acres with 248 feet of water frontage, a deep-water dock, and an in-ground pool, this expansive property is ideal for a family compound or coastal retreat. Enjoy sweeping views of surrounding islands, the Portland skyline, and your own private front-row seat to the 4th of July fireworks. This quintessential 1800s home offers 7 bedrooms and 4.5 bathrooms, seamlessly blending

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  61 Sawyer Rd, Chebeague Island, ME 04017
• 

  

  /37

  $520,000 Sold Aug 30, 2024

  • 1,441 Sq Ft
  • $361/SF
  • 36 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  327 North Rd, Chebeague Island, ME 04017

  Don't miss the chance to own this beautiful year-round post & beam home on Chebeague Island. Spanning four levels, it offers a bright and spacious main floor filled with natural light. The central hub features a modern kitchen, a sunny living room with a wood stove, a dining area, and a full bath. Upstairs on the second level you'll find a comfortable bedroom paired with a versatile den area,

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  327 North Rd, Chebeague Island, ME 04017
• 

  

  /9

  Not Listed For Sale

  0 Artist Point Rd, Chebeague Island, ME 04017

  

  0 Artist Point Rd, Chebeague Island, ME 04017
• 

  

  /31

  $595,000

  • Land
  • 7 Acres
  • $90,152 per Acre

  Lot#8C North Rd, Chebeague Island, ME 04017

  Exceptional Waterfront Opportunity on Chebeague Island. Discover a rare chance to own a stunning 6.6-acre buildable lot on Chebeague Island, offering 150 feet of tidal water frontage, breathtaking panoramic views of Casco Bay, and a private sandy beach with gently sloping access.This expansive parcel stretches from North Road to the shoreline and is ideally situated across from the Recreation

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  Lot#8C North Rd, Chebeague Island, ME 04017
• 

  

  /40

  $985,000 Sold Aug 21, 2024

  • 2,552 Sq Ft
  • $386/SF
  • 93 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2004

  103 Cottage Rd, Chebeague Island, ME 04017

  Open House Sunday May 19 12:00 - 3:30.Enjoy spectacular open ocean views from nearly every room in this cottage style home that also has 105 ft of prime owned frontage on the sandy Chandler's Cove beach. With a little TLC, this solid, well-built home will shine again. The first floor offers an open concept kitchen, dining and living room area, a den/guest room and full bathroom.

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  103 Cottage Rd, Chebeague Island, ME 04017
• 

  

  /43

  Est $983,387 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,232 Sq Ft

  27 Fenderson Rd, Chebeague Island, ME 04017

  

  27 Fenderson Rd, Chebeague Island, ME 04017
• 

  

  /67

  $1,165,000

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft

  9 Broad Reach Rd, Chebeague Island, ME 04017

  Experience the best of Maine island living in this rare year-round oceanfront home on picturesque Chebeague Island. Nestled just steps from the shore, this well-maintained, 2.4 acre property offers sweeping views of Casco Bay, spectacular sunrises and sunsets, and direct access to 205 ft of sandy beach for swimming, kayaking, or boating off shore around the bay. At low tide you'll find all the

  Monique Violette Jamie Sparta Portside Real Estate Group

  

  9 Broad Reach Rd, Chebeague Island, ME 04017
• 

  

  /80

  $705,000 Sold Aug 20, 2024

  • 1,785 Sq Ft
  • $395/SF
  • 132 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1888

  4 Aarons Wharf Rd, Chebeague Island, ME 04017

  Welcome to this historic island gem on a little slice of paradise. This well loved and maintained home is ready for you to move in and enjoy. It has had many thoughtful updates while holding onto charm, creating a beautiful and comfortable home environment. You'll find 3 bedrooms and a full bath, along with plenty of living space for family, relaxation, or entertaining. The property includes a

  Michael Hamilton Keller Williams Realty

  

  4 Aarons Wharf Rd, Chebeague Island, ME 04017
• 

  

  /32

  Est $869,480 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,034 Sq Ft

  99 Roy Hill Rd, Chebeague Island, ME 04017

  

  99 Roy Hill Rd, Chebeague Island, ME 04017
• 

  

  /46

  $985,000

  • 3 Beds
  • 1.5 Baths
  • 1,890 Sq Ft

  184 John Small Rd, Chebeague Island, ME 04017

  Rare opportunity to own a vintage farmhouse with 295 feet of waterfront on the outer shore of Chebeague Island in Casco Bay. Set on a generous 1.38-acre lot at the head of Johnson Cove, this year-round property enjoys ever-changing tidal views in a serene island setting.Enter through a welcoming enclosed porch that overlooks vibrant gardens and the waterfront. The first floor features a large

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  184 John Small Rd, Chebeague Island, ME 04017
• 

  

  /10

  $225,000 Sold Aug 19, 2024

  • Land
  • 1.50 Acres
  • $150,000 per Acre

  • 14 Days On Market

  0 North Rd Unit 1597273, Chebeague Island, ME 04110

  Discover your ideal retreat on Chebeague Island with this improved 1.5-acre building lot, conveniently located on North Rd. This level and cleared lot is primed for your development, with all essential utilities already in place.Improvements include a 3-bedroom septic system, a drilled well, and onsite electricity, ready for construction or seasonal recreational use. Location is key, with

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  0 North Rd Unit 1597273, Chebeague Island, ME 04110
• 

  

  /40

  Est $849,586 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,520 Sq Ft

  19 Littlefield Rd, Chebeague Island, ME 04017

  

  19 Littlefield Rd, Chebeague Island, ME 04017
• 

  

  /23

  $185,000

  • Land
  • 1.35 Acres
  • $137,037 per Acre

  Lot 2 Buxhill Blvd, Chebeague Island, ME 04017

  Lot 2 at Buxhill Boulevard consists of 1.35 acres in a convenient location near the Chebeague Island Inn, CTC ferry, Stone Pier, Great Chebeague Golf Club with its nine-hole golf course, and several beaches including Hamilton Beach. Come explore the possibility of building your own island cottage with peaks of water views on one of Casco Bay's most desirable islands. This parcel has been surveyed

  Carrie Martin Legacy Properties Sotheby's International Realty

  

  Lot 2 Buxhill Blvd, Chebeague Island, ME 04017
• 

  

  /41

  $890,000 Sold Aug 12, 2024

  • 1,344 Sq Ft
  • $662/SF
  • 13 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1920

  82 Carters Point Rd, Chebeague Island, ME 04017

  Perched on Carters Point with panoramic views of Casco Bay, this rustic retreat offers a peaceful and private setting for your island getaway. Step into this charming cottage and be greeted by the warmth of rustic charm. The recently remodeled kitchen and dining area provides the perfect space for family dinners or entertaining summer guests.The large great room has a vaulted ceiling,

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  82 Carters Point Rd, Chebeague Island, ME 04017
• 

  

  /8

  Est $503,016 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  4 Bennetts Cove Rd, Chebeague Island, ME 04017

  

  4 Bennetts Cove Rd, Chebeague Island, ME 04017
• 

  

  /69

  $2,500,000 Pending

  • 5 Beds
  • 4 Baths
  • 4,239 Sq Ft

  7 Central Landing Rd, Chebeague Island, ME 04017

  Discover a rare and enchanting retreat on coveted Chebeague Island in Casco Bay, Maine. This extraordinary stone house is straight out of a fairytale, offering the perfect blend of timeless charm, custom craftsmanship, and modern comfort. Set on beautifully landscaped grounds with sparkling water views, this year-round, five-bedroom, four-bathroom home is a true generational sanctuary. From the

  Whitney Harvey Town & Shore Real Estate

  

  7 Central Landing Rd, Chebeague Island, ME 04017
• 

  

  /26

  Est $496,434 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,784 Sq Ft

  410 South Rd, Chebeague Island, ME 04017

  

  410 South Rd, Chebeague Island, ME 04017
• 

  

  /30

  $499,900 Pending

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  14 Proctor Dr, Chebeague Island, ME 04017

  LOCATION, LOCATION, LOCATION! Build your dream home here. The current home is likely a tear down or could be used for dry storage with a little TLC. This property has 275' of private walkable ledge oceanfront. You can spend the day at the edge of the ocean on the rock ledges and there is also a great tidal pool that you can lounge in to cool off. Back up at the entrance to the property you will

  Carol Fox Maine Real Estate Experts

  

  14 Proctor Dr, Chebeague Island, ME 04017
• 

  

  /48

  Est $871,757 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,985 Sq Ft

  18 Back Shore Rd, Chebeague Island, ME 04017

  

  18 Back Shore Rd, Chebeague Island, ME 04017
• 

  

  /45

  $499,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft

  454 North Rd, Chebeague Island, ME 04017

  Whether you're seeking a getaway or a full-time residence, this charming property brings the dream of island life within reach. This updated, year-round home is filled with natural light and charm. Step inside to discover a spacious open-concept that seamlessly connects the kitchen, dining area, and living room—ideal for hosting friends and family. Gorgeous hardwood floors and arched doorways add

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  454 North Rd, Chebeague Island, ME 04017
• 

  

  /8

  Est $172,414 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,176 Sq Ft

  20 Meeting House Ln, Chebeague Island, ME 04017

  

  20 Meeting House Ln, Chebeague Island, ME 04017
• 

  

  /48

  $765,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,922 Sq Ft

  168 South Rd, Chebeague Island, ME 04017

  This classic antique Cape offers historic charm with modern comfort on nearly an acre of land. With just under 2,000 sq feet of inviting living space, this 3-bedroom, 1.5-bath home provides a year-round residence or a tranquil summer retreat.Inside, this timeless home has original period details that honor its heritage, from wood floors and an elegant front entry to three cozy fireplaces. The

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  168 South Rd, Chebeague Island, ME 04017
• 

  

  /39

  Est $498,687 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 776 Sq Ft

  231 North Rd, Chebeague Island, ME 04017

  

  231 North Rd, Chebeague Island, ME 04017
• 

  

  /25

  Est $286,081 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  12 Old Cart Rd, Chebeague Island, ME 04017

  

  12 Old Cart Rd, Chebeague Island, ME 04017
• 

  

  /37

  Est $451,441 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft

  354 North Rd, Chebeague Island, ME 04017

  

  354 North Rd, Chebeague Island, ME 04017
• 

  

  /11

  Not Listed For Sale

  Lot 26B North Rd, Chebeague Island, ME 04017

  

  Lot 26B North Rd, Chebeague Island, ME 04017
• 

  

  /10

  Not Listed For Sale

  Lot 18 South Rd, Chebeague Island, ME 04017

  

  Lot 18 South Rd, Chebeague Island, ME 04017
• 

  

  /6

  Not Listed For Sale

  Lot 107C-D South Rd, Chebeague Island, ME 04017

  

  Lot 107C-D South Rd, Chebeague Island, ME 04017
• 

  

  /38

  Est $996,764 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  21 Bluff Head Rd, Chebeague Island, ME 04017

  

  21 Bluff Head Rd, Chebeague Island, ME 04017
• 

  

  /49

  Est $1,178,793 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,088 Sq Ft

  142 John Small Rd, Chebeague Island, ME 04017

  

  142 John Small Rd, Chebeague Island, ME 04017
• 

  

  /32

  Est $496,991 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,481 Sq Ft

  281 South Rd, Chebeague Island, ME 04017

  

  281 South Rd, Chebeague Island, ME 04017
• 

  

  /59

  Est $1,601,129 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,634 Sq Ft

  50 Carters Point Rd, Chebeague Island, ME 04017

  

  50 Carters Point Rd, Chebeague Island, ME 04017
• 

  

  /35

  Est $572,713 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,232 Sq Ft

  124 North Rd, Chebeague Island, ME 04017

  

  124 North Rd, Chebeague Island, ME 04017
• 

  

  /9

  Not Listed For Sale

  0 John Small Rd Unit 1488558, Chebeague Island, ME 04017

  

  0 John Small Rd Unit 1488558, Chebeague Island, ME 04017

Showing Results 1 - 40, Page 1 of 15