OceanView at Falmouth’s 30+ year reputation for excellence in retirement living expands to Cumberland with an exciting 50+ cottage neighborhood!

  • OceanView at Falmouth’s experienced Management Team oversight.
  • Maintenance-free living with 100% refundable entrance free.
  • Local Maine family ownership for over 30 years.
  • Convenient location adjacent to Twin Brook Recreation Facility – a 250 acre park with 4 miles of wooded trails, disc golf course and athletic fields with local and regional events and activities.
  • Golf Fore Life Program – complimentary access to:
  • Walking trails, snow shoeing and cross country ski trails.
  • Pool and community center for fitness programs, social events and activities of all kinds.
  • Solar-powered, environmentally friendly and ecologically responsible – “green living” at its finest!
  • Access to OceanView at Falmouth’s Care Continuum including:
    • Falmouth House Assisted Living
    • Legacy Memory Care


  • Two energy efficient cottage floor plans with the ability to customize.
  • Both floor plans offer two spacious bedrooms, a great room with gas fireplace, two full baths, 4-season sunroom, fully applianced kitchen, laundry and attached garage with storage.
  • Standard customization options include granite countertops, stainless appliances and hardwood floors.
  • Standard solar – photovoltaic electricity.
  • Standard full service generator.
  • Options include:
    • Loft with bedroom, bath and open to below living space
    • 2-car garage or widened driveway
    • Solar hot water
    • Solar generator


Maintenance Staff Raking Leaves
  • Full-time interior and exterior maintenance, PLUS 24-hour emergency maintenance.
  • Landscaping, lawn and garden care.
  • Snow removal, shoveling, salt/sanding.
  • Housekeeping monthly.
  • Security service after-hours.
  • RN Wellness Office – weekly hours.
  • Annual health review by RN, with updating of File of Life medical history.
  • Transitional support and priority access to Falmouth House Assisted Living or Legacy Memory Care at OceanView.
  • 24-hour Emergency Medical Response System in every cottage.


Cumberland was once part of North Yarmouth, ME, but was incorporated in 1821, just one year after Maine became a state. The town was officially named by Ephraim Sturdivant when the new town government elected him to do the task. It has long been a mostly agricultural town, with a rich farming history including small family farms, dairy farms, market farms, apple orchards and greenhouses.

Although only a small number of working farms remain, the Cumberland Fair, one of the state’s larger agricultural fairs, has been held here at the end of September every year since 1868. Chebeague Island, once a part of Cumberland, formed its own town in 2007. According to the United States Census Bureau, the town has a total area of 26.25 square miles and stretches inland from Cumberland Foreside, on Casco Bay, to West Cumberland, which borders Windham. The population of Cumberland was 7,211 as of the 2010 census.

  • The Cumberland Crier – The Cumberland Crier is a weekly newsletter that is sent out by the town to community members and has information about what is going on in our community, such as road construction, waste & recycling pick-up, recreation registration, community events, council meetings and agendas, election notices, and more. This emailing service is also used in emergency situations such as weather alerts, road closures, water main breaks, or health/safety concerns.
  • The Cumberland Farmers Market – In operation in Cumberland since 1996, The Cumberland Farmers Market provides the community with a high-quality array of locally raised and produced goods.
  • Cumberland Fair – Sponsored by the Cumberland Farmers Club, this town fair has been in existence for almost 150 years. In addition to traditional agricultural events showcasing the cooking, craft and animal husbandry skills of town residents, the Fair features harness racing on a 1/3-mile clay track.
  • Cumberland Town Parks include Broad Cove Reserve, Twin Brook Recreation Area, The Town Forest, Rines Forest and Knight’s Pond, with combined trails that extend over 10 miles.
  • Val Halla Golf Club – This 18-hole professional course has been recognized as the “Best Municipal Course” in Maine by Golf Digest and the “Best Value in Maine” by the New England Golf Guide. It houses the home of the Maine State Golf Association as well as a full-service restaurant, Rachel’s on the Green.
  • Aging in Place Cumberland – In 2014, community members, working with the Cumberland Town Council, formed the Aging in Place Committee to survey town residents regarding their goals and needs as they approached retirement and beyond. In 2016, the town joined the Global Network for Age-Friendly Cities and Communities, designated by the World Health Organization. Aging in Place Cumberland has developed into a thriving, vibrant organization. Through an energetic corps of volunteers and many partners, they provide a host of valuable services, programs and resources.

Town of Cumberland Website


Maine’s most dynamic city is only 20 minutes away. Home to first-class dining, art galleries, sports teams, the Portland Symphony, three colleges, two hospitals, ferry and cruise ship terminals, and the International Jetport.

Visit Portland Website

Outdoor Recreation

  • Casco Bay offers boating adventures of all kinds. Recommended: Peak’s Island Ferry rides!
  • Biking and hiking trails thread through the coastal communities.
  • Merrymeeting Bay, the East Coast’s third-largest estuary, provides spectacular birdwatching, fishing and boating.
  • Lighthouses abound along the Maine coast. You will find over ten active lighthouses within an hour’s drive from Cumberland Crossing!
  • The YMCA in Freeport is a full-service facility, offering lap swimming daily.
  • Skiing in its myriad forms can be enjoyed as closely as stepping out your back door, or as swiftly as schussing down one of Maine’s world-class ski areas



Don Wessels joins OceanView at Falmouth as the Sales Associate for their new satellite community, Cumberland Crossing by OceanView, in Cumberland, ME.

Don brings over 30 years sales experience with The Portland Press Herald/Maine Sunday Telegram, The George T. Johnson Company and, most recently, at The Highlands of Topsham (since 2009). Prior to his employment at The Highlands he ran the Music School at River Tree Arts in Kennebunk.

Now taking reservations, call (207) 781-4460


Cumberland Crossing by OceanView is the latest implementation of lessons learned by John Wasileski over a lifetime of designing and developing sustainable retirement living communities with a care continuum.

His foresighted partnership with community leaders, initially Portland Area Lutheran Services in 1974, sparked a passion for creating quality, environmentally-sensitive homes for seniors in maintenance-free, socially active village settings. That first experience led to the construction of the Main Lodge and the first twenty OceanView at Falmouth Cottages in 1986. As the community grew, John developed expertise in fulfilling the needs of residents and their families, while becoming an integral part of the local community. Honoring the natural world in his development process has always been a priority for John; he was awarded the Governor’s Award for Business Excellence by Governor Baldacci in 2004, the Environmental Leadership Award from the Institute for Family-Owned Business in 2017, and was recognized at the 2017 eco-Excellence Awards for Business Leadership (top winner).

OceanView Owner, John Wasileski, with son Chris and granddaughter Haley.

OceanView Owner, John Wasileski, with son Chris and granddaughter Haley.

John also brought the care continuum concept to Topsham, where he established both The Highlands and Highland Green, giving more individuals the choice to enjoy a stress-free, active and engaged retirement lifestyle, knowing that quality support and assistance will be available when needed.

In 2008, John’s son, Chris Wasileski, started working with his father, primarily on development project management. Chris’s team received the 2014 MEREDA Notable Project award for the Falmouth Schools Redevelopment project at OceanView. Chris has a background in Political Science with a focus on Environmental Politics, Energy Policy, and National Security as it relates to national resources. His research and interests have led to a focus on clean energy and energy efficiency in his Real Estate development career, primarily in the senior housing industry.

After over 30 years of growth and success at OceanView, John’s vision is expanding in cooperation with his son. This Maine-owned and managed family business is branching out with Cumberland Crossing by OceanView, a satellite community only 5.5 miles north of the main Falmouth campus. With priority access to Falmouth House Assisted Living and Legacy Memory Care at OceanView, Cumberland Crossing residents will enjoy a beautiful, rural setting at the center of Cumberland, with close proximity to the ocean and the many cultural opportunities of Portland, Maine’s largest city. Cumberland Crossing will provide new generations of retirees the opportunity for maintenance-free retirement living with a strong sense of community and peace of mind for the future, while maintaining John’s and Chris’ emphasis on sustainability, alternative energy sources, and “green and local” practices.


Focal Point Drainage System

Construction Update

Storey Brothers Excavating can be seen here installing our…
Cumberland Construction Update 3-8-2019

Construction Update

Our friends from ReVision Energy can be seen here preparing…
Model Exterior 2-28-2019

Construction Update

Our Model Cottage at Cumberland Crossing is starting to feel…

Maine Home+Design Drawing Board

Drawing Board Maine Home+DesignCumberland Crossing by OceanView…
Model Cottage Sheathing 2-12-2019

Construction Update

Stacey Gammon and True North Builders finish up the roof…
Model Cottage Framing 2-6-2019

Construction Update

True North Builders took advantage of the warm conditions…
Model Cottage Construction 1-30-2019

Construction Update

True North Builders continues progress on our Cumberland…
Model Cottage, Corner of Periwinkle Model Cottage, Corner of Periwinkle and Little Acres Little Acres

Construction Update

Here is the foundation for Cumberland Crossing’s model…
Jim Storey Making Progress On Road and Utilities

Construction Update

Storey Brothers Excavating making great progress on Cumberland…