Waterbury Area, CT 55+ Active Adult Retirement Communities

The Waterbury area offers a peaceful and charming atmosphere for those seeking a 55+ active adult retirement community. There are a variety of close-knit communities in the area with a variety of amenities and services catering to individuals looking for 55+ active adult living.

The Waterbury area offers a peaceful and charming atmosphere for those seeking a 55+ active adult retirement community. There are a variety of close-knit communities in the area with a variety of amenities and services catering to individuals looking for 55+ active adult living.

The three largest towns in the Waterbury area share the region's appealing character. Naugatuck offers a range of recreational activities, local shops, and a welcoming atmosphere for active retirees. Known for its picturesque streets and pleasant ambiance, Cheshire has various opportunities for outdoor activities, making it an attractive choice for those seeking a serene retirement. Prospect provides a tranquil setting and close-knit neighborhoods, making it an appealing option for retirees seeking a peaceful environment in proximity to essential amenities.

For more information about the Waterbury, CT area and the surrounding cities, you can explore the following local resources:

  • Town of Naugatuck: Learn more about Naugatuck and its services through the town's official website.
  • Town of Cheshire: Explore Cheshire's offerings and community details on the Cheshire town website.
  • Town of Prospect: To get acquainted with Prospect's local happenings and resources, check out the town website.

These resources can provide valuable information for individuals considering the Waterbury, CT area for their 55+ active adult retirement community lifestyle.

Waterbury CT Area Affordability and Cost of Living 

The cost of living in the Waterbury area is almost 10 percent higher than the rest of the U.S., it is lower than the rest of the state. The average home cost in the area is $326,700 which is slightly below the national average. Utilities, groceries, transportation and health care are higher than national averages. 

Connecticut's state income tax varies between 3 and 7 percent, contingent on an individual's income and filing status. Recent amendments to Connecticut's tax regulations have made pensions and annuities tax-exempt for the majority of senior citizens, and similar exemptions will soon apply to distributions from IRAs. While Connecticut currently imposes taxes on social security, a gradual phase-out is anticipated by 2026. The state's sales tax rate stands at 6.35 percent.

Waterbury CT Area Climate and Geography 

Winters in the Waterbury area are cold, with average temperatures ranging from the low 20s to the mid-30s Fahrenheit. Snowfall is a common occurrence, with an annual average of about 54 inches, creating a picturesque winter scene. Summers, on the other hand, offer a pleasant contrast, with average temperatures between the mid-60s and low 80s Fahrenheit. Humidity levels typically hover around 70 percent and the area receives an annual rainfall of approximately 47 inches. While severe weather events like thunderstorms and occasional blizzards can occur, Waterbury enjoys a mostly temperate climate, making it an inviting destination for those who appreciate the changing seasons.

The Naugatuck River gracefully meanders through the Waterbury area, offering picturesque landscapes and recreational opportunities. The rolling Litchfield Hills are nearby, adding a touch of scenic beauty to the surroundings. Waterbury is conveniently located close to the beautiful Long Island Sound, providing access to stunning coastal vistas and water-related activities. This combination of river, hills, and coastal proximity makes the area a haven for outdoor enthusiasts and nature lovers and offers a wide range of activities from hiking in the hills to exploring the tranquil shores of Long Island Sound.

Recreation, Shopping, and Entertainment Near Waterbury CT Area

The Waterbury area offers a vibrant array of activities, ensuring there's always something exciting happening for residents and visitors to enjoy. Whether you're interested in sports, outdoor adventures, cultural exploration, or retail therapy, this area has something for everyone.

Golf and Racquet Sports Near Waterbury CT Area

  • Western Hills Golf Course in Waterbury
  • East Mountain Golf Course in Waterbury
  • Waterbury Tennis Club in Waterbury
  • Middlebury Racquet Club in Middlebury

Hiking, Biking, and Boating Near Waterbury CT Area

  • Mattatuck State Forest in Waterbury
  • Black Rock State Park in Watertown
  • Naugatuck State Forest in Naugatuck
  • Hop Brook Lake in Middlebury

Museums and Historical Sites Near Waterbury CT Area

  • Mattatuck Museum in Waterbury
  • Timexpo Museum in Waterbury
  • American Clock & Watch Museum in Bristol
  • Barker Character, Comic, and Cartoon Museum in Cheshire

Performing Arts Near Waterbury CT Area

  • Palace Theater in Waterbury
  • Seven Angels Theatre in Waterbury
  • Thomaston Opera House in Thomaston
  • Shakesperience Productions in Waterbury

Shopping Near Waterbury CT Area

  • Brass Mill Center in Waterbury
  • Naugatuck Valley Shopping Center in Waterbury
  • Westfarms Mall in Farmington
  • Danbury Fair Mall in Danbury

Parks and Gardens Near Waterbury CT Area

  • Waterbury City Parks, including Hamilton Park and Fulton Park
  • Harrybrooke Park in New Milford
  • Bellamy-Ferriday House & Garden in Bethlehem
  • Flanders Nature Center & Land Trust in Woodbury

Festivals and Fairs Near Waterbury CT Area

  • Waterbury's Brass City Brew & 'Que Festival
  • Bethlehem's Christmas Town Festival
  • Goshen Stampede in Goshen
  • Southington Apple Harvest Festival in Southington

Waterbury CT Area Health and Wellness 

The Waterbury area offers a range of health and wellness support options that are particularly appealing to active 55+ adults. The area is fortunate to be in proximity to major medical centers, ensuring easy access to top-notch healthcare facilities. Waterbury Hospital, located in the heart of the city, is a leading healthcare provider, offering a comprehensive range of medical services and specialties. 

The area features various fitness centers, yoga studios, and wellness centers that cater to the specific needs of older adults. With beautiful parks and nature reserves nearby, there are ample opportunities for outdoor activities like walking, hiking, and biking to help maintain physical fitness. The Waterbury Farmers' Market, offering fresh and nutritious produce to support a healthy diet and promote overall well-being. These local resources ensure that active adults have access to the healthcare and self-care options they need to lead a fulfilling and vibrant lifestyle.

Recommended Itinerary for Visiting Waterbury CT Area 55+ Communities

When contemplating retirement in the Waterbury area and exploring 55+ retirement communities, it's essential to experience the region like a local. This two-day itinerary will help you get a feel for the area's charm, culture, and lifestyle. From enjoying delicious meals to exploring local attractions and meeting with a retirement community partner agent, you'll gain valuable insights into what could be your future home.

Day One


  • Start your day with a delicious breakfast at Spirit Café in Waterbury, known for its excellent coffee and pastries.
  • Head to the Mattatuck Museum in Waterbury to immerse yourself in the local art and history.


  • Enjoy a delightful lunch at the Painted Pony in Bethlehem which offers a range of American favorites.
  • Visit Bellamy-Ferriday House & Garden in Bethlehem to enjoy the beautiful 18th century gardens.
  • Explore downtown Bethlehem and its many antique shops and boutiques.


  • Enjoy dinner at The Kitchen in Prospect, known for its relaxed dining and comfort food.

Day Two


  • Begin the day with a hearty breakfast at Top O' the Mornin' in Waterbury, known for its scrumptious menu.
  • Meet with your local 55+ retirement community partner agent to discuss your retirement wish list and tour retirement communities in the area.



  • Conclude your visit with a memorable dinner at La Tavola Ristorante in Waterbury, known for its exquisite Italian dishes.

Getting to the Waterbury, CT Area

Getting to Waterbury area is relatively convenient and can be achieved through various transportation options:

By Air:

The nearest major airport to Waterbury is Bradley International Airport (BDL) in Windsor Locks, which is approximately 50 miles to the north. Bradley International Airport is a hub for various airlines, including American Airlines, Southwest Airlines, and Delta Air Lines. Travelers can find multiple flight options to and from this airport.

By Car:

If you're driving to Waterbury, major highways that lead to the area include I-84, which runs east-west, and Route 8, connecting from the south. These highways provide good access to the city and its surroundings.

By Train:

Amtrak offers train services to Waterbury via the Waterbury Branch line. You can catch an Amtrak train from major cities like New York City and New Haven to reach Waterbury. The Waterbury station is conveniently located downtown.

By Bus:

Various bus services, such as Greyhound and Peter Pan Bus Lines, operate routes to Waterbury from different cities in the region.

Communities Near Waterbury Area

Price Range

Rent or Buy

Home Types

Age Restriction

New Construction or Resale

Community Size



Price Range




12 communities near Waterbury Area

0 Homes for Sale

Heritage Village - Southbury, CT

Heritage Village

For Sale
  • Mid $400ks - Low $500ks
  • 2580 Homes (2 for sale)
  • 55+ Age Restriction
  • Resale Homes Only
  • 1967 - 2005
  • 7 reviews
The Village at Oxford Greens - Oxford CT

The Village at Oxford Greens

For Sale
  • Low $500ks - High $700ks
  • 835 Homes
  • 55+ Age Restriction
  • New And Resale Homes
  • 2004 - Present
  • 1 reviews
Regency at Prospect, CT

Regency at Prospect

For Sale
  • Low $300ks - Mid $400ks
  • 379 Homes
  • 55+ Age Restriction
  • Resale Homes Only
  • 2006 - 2020
  • 1 reviews
Meadow Brook Estates - Oxford CT

Meadow Brook Estates

For Sale
  • Low $300ks - Mid $400ks
  • 246 Homes
  • 55+ Age Restriction
  • Resale Homes Only
  • 2003 - 2020
  • No Reviews
Chatfield Farms - Beacon Falls, CT

Chatfield Farms

For Sale
  • Mid $400ks - Mid $700ks
  • 231 Homes
  • 55+ Age Restriction
  • New Homes Only
  • 2014 - Present
  • 14 reviews
Fieldstone Village - Orange,  CT

Fieldstone Village

For Sale
  • High $500ks - Low $800ks
  • 142 Homes
  • 55+ Age Restriction
  • Resale Homes Only
  • 2010 - 2018
  • 1 reviews
Fairview at Oxford Greens - Oxford, CT

Fairview at Oxford Greens

For Sale
  • Mid $400ks - Low $600ks
  • 125 Homes
  • 55+ Age Restriction
  • New And Resale Homes
  • 2019 - Present
  • No Reviews
Pond Spring Village - Beacon Falls, CT

Pond Spring Village

For Sale
  • Low $300ks - High $300ks
  • 92 Homes
  • 55+ Age Restriction
  • New And Resale Homes
  • 2005 - Present
  • 1 reviews
Benson Woods - Middlebury, CT

Benson Woods

For Sale
  • High $400ks - Low $600ks
  • 79 Homes
  • 55+ Age Restriction
  • New And Resale Homes
  • 2004 - Present
  • 2 reviews
Boulder Brook - Prospect, CT

Boulder Brook

For Sale
  • Low $200ks - High $200ks
  • 35 Homes
  • 55+ Age Restriction
  • Resale Homes Only
  • 2004 - 2006
  • No Reviews
RiverBend Estates - Oxford, CT

RiverBend Estates

For Sale
  • Low $400ks - High $400ks
  • 25 Homes
  • 55+ Age Restriction
  • New And Resale Homes
  • 2012 - Present
  • No Reviews
Granite Woods - Middlebury, CT

Granite Woods

For Sale
  • Low $600ks - Low $700ks
  • 24 Homes
  • 55+ Age Restriction
  • New Homes Only
  • 2020 - Present
  • No Reviews


1056 Southern Hills Drive, Banning, CA

Meadow Ranch Community

  • 3 bed
  • |
  • 3 bath
  • |
  • 2320 SqFt
MLS CV23099287
Call Us: (800) 928-2055

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