Kithward
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The Overlook

88 Masonic Home Road, Charlton, Massachusetts 01507

Rural
Access to City
Owned Pets Allowed
The Overlook in Charlton, MA offers retirement living on 450 spectacular acres in Worcester County, MA. Ideally located in the heart of New England and just a short distance from Boston, Providence, and Hartford, our community is surrounded by exciting places, interesting people and infinite opportunities to keep learning and growing. As one of the finest retirement communities in Massachusetts, we’re proud to offer a full continuum of health care, should you ever need it. With so much to do and enjoy in all directions, it’s no surprise that The Overlook attracts people from all around. They come for the spectacular setting. They come for the spacious and elegant residences. They come to savor the dining options, the indoor heated pool, the Performing Arts Center and a full calendar of events. They come to experience the endless ways to enjoy the next chapter in their story. And with a 450-acre backyard, our campus stands apart from other retirement communities in Massachusetts. Hosting family and friends has never been easier with welcoming outdoor gathering spaces, full-service catering, and multiple dining venues. You’ll always have the option to picnic, garden, hike, cross-country ski, play tennis, practice your putting and discover countless other ways to stay active and engaged in the “Heart of the Commonwealth.” We invite you to explore The Overlook’s wide variety of living options, including cottages, apartments, and suites across independent living, assisted living and memory care. Once you’ve taken a peek, schedule an in-person visit to see how great your future can look from here. Independent living at The Overlook is all about enjoying your retirement, your way. We provide the breathtaking New England backdrop and a welcoming, active community. You choose the retirement lifestyle that’s right for you. Located just an hour outside of Boston on 450 acres of untouched New England countryside in Worcester County, MA, The Overlook is the perfect choice for city lovers and nature lovers alike.

Get In Touch

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Independent Living

Assisted Living

Skilled Nursing

Accommodations

Apartment/Condo

1 Bedroom / 1 Bathroom
1 Bedroom / 2 Bathrooms
2 Bedrooms / 2 Bathrooms

Bungalow/Cottage

2 Bedrooms / 2 Bathrooms

The Aspen

Apartment/Condo
1 Bed
1 Bath
643 ft²
Full Kitchen
Individually Controlled Thermostats
Walk-In Closets
Washer/Dryer, Dishwasher
The Aspen floorplan image

The Balsam

Apartment/Condo
1 Bed
1 Bath
749 ft²
Individually Controlled Thermostats
Walk-In Closets
Washer/Dryer, Dishwasher
The Balsam floorplan image

The Basswood

Apartment/Condo
1 Bed
1 Bath
1063 ft²
Full Kitchen
Individually Controlled Thermostats
Walk-In Closets
Washer/Dryer, Dishwasher
The Basswood floorplan image

The Birch

Apartment/Condo
1 Bed
2 Bath
819 ft²
Full Kitchen
Individually Controlled Thermostats
private den
Walk-In Closets
Washer/Dryer, Dishwasher
The Birch floorplan image

The Beech

Apartment/Condo
1 Bed
2 Bath
821 ft²
Full Kitchen
Individually Controlled Thermostats
Walk-In Closets
Washer/Dryer, Dishwasher
The Beech floorplan image

The Cedar

Apartment/Condo
1 Bed
2 Bath
839 ft²
Full Kitchen
Individually Controlled Thermostats
Walk-In Closets
Washer/Dryer, Dishwasher
The Cedar floorplan image

The Cherry

Apartment/Condo
1 Bed
2 Bath
965 ft²
Full Kitchen
Individually Controlled Thermostats
private den
Walk-In Closets
Washer/Dryer, Dishwasher
The Cherry floorplan image

The Chestnut

Apartment/Condo
2 Bed
2 Bath
1034 ft²
Full Kitchen
Individually Controlled Thermostats
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Chestnut floorplan image

The Dogwood

Apartment/Condo
2 Bed
2 Bath
1054 ft²
Full Kitchen
Individually Controlled Thermostats
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Dogwood floorplan image

The Holly

Apartment/Condo
2 Bed
2 Bath
1114 ft²
Full Kitchen
Individually Controlled Thermostats
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Holly floorplan image

The Hawthorne

Apartment/Condo
2 Bed
2 Bath
1143 ft²
Full Kitchen
Individually Controlled Thermostats
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Hawthorne floorplan image

The Elm

Apartment/Condo
2 Bed
2 Bath
1143 ft²
Full Kitchen
Individually Controlled Thermostats
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Elm floorplan image

The Hickory

Apartment/Condo
2 Bed
2 Bath
1374 ft²
Full Kitchen
Individually Controlled Thermostats
private den
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Hickory floorplan image

The Maple

Apartment/Condo
2 Bed
2 Bath
1401 ft²
Full Kitchen
Individually Controlled Thermostats
private den
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Maple floorplan image

The Oak

Bungalow/Cottage
2 Bed
2 Bath
1667 ft²
Full Kitchen
Individually Controlled Thermostats
Private Parking
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Oak floorplan image

The Pine

Bungalow/Cottage
2 Bed
2 Bath
1667 ft²
Full Kitchen
Individually Controlled Thermostats
Private Parking
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Pine floorplan image

The Spruce

Bungalow/Cottage
2 Bed
2 Bath
1843 ft²
Full Kitchen
Individually Controlled Thermostats
Private Parking
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Spruce floorplan image

The Sycamore

Bungalow/Cottage
2 Bed
2 Bath
1865 ft²
Full Kitchen
Individually Controlled Thermostats
Private Parking
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Sycamore floorplan image

The Willow

Bungalow/Cottage
2 Bed
2 Bath
2123 ft²
Full Kitchen
Individually Controlled Thermostats
private den
Private Parking
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Willow floorplan image

The Willow with Basement

Bungalow/Cottage
2 Bed
2 Bath
2123 ft²
Full Kitchen
Individually Controlled Thermostats
private den
Private Parking
Walk-In Closets
Bath/Shower Combination
Washer/Dryer, Dishwasher
The Willow with Basement floorplan image

Amenities

Amenities represent the 'bones' of a community: the rooms, facilities, features and infrastructure meant to enhance and enrich the lives of its residents.

Social

Stages >
Billiards >
Movie Theatres >
Outdoor Gazebo Area >
Woodworking Shops >
Gardening Beds & Greenhouses >
Arts & Crafts Rooms >
Computer Centers >

Fitness

Gyms >
Pools >
Tennis Courts >
Paths & Trails >

More

Parking >
Private Kitchen >
Pet Friendly >
Private Dining Room >
Indoor Climate Controlled Walkways >

Services

Staff and visiting professionals offer a variety of services to make residents lives easier, though some may come with an additional cost or be subject to availability.

General Services

Laundry >
Cleaning >
Concierge >
On Site Banking >

Transportation

Shuttle >

Security

Emergency Alert Pendants >

Activities

Activity calendars speak volumes about the culture of a community. Learn what opportunities there are to socialize, stay fit, be creative, stay engaged, grow spiritually, and more.

Social

Clubs >
Games >
Music >
Culinary >
Woodworking >
Organized Trips >
Arts and Crafts >
Current Events Discussions >

Fitness

Fitness Class >

Learning

On Site Lectures >

Dining

Here you will find the style of dining offered at the community, as well as the types of diets they can accommodate. If you have special restrictions, contact us to find out more.

Dining Services

Dietary Accommodations >

Dining Facilities

On Site Grocery Store / Mart >

Primary Restaurant
Outdoor Dining
Restaurant Style Dining

Coffee Bar / Café

Care

Here you will find the types of healthcare, assistance and support offered at this community, some of which may come with an additional cost.

Care Facilities

Wellness Room / Center for Wellness >

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live your passion.

At Kithward we believe independent living is more than just a floorplan. We highlight activities, services, and introduce you the type of folks you’ll be cohabitating with.

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