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Webster, MA 55+ active adult communities & homes for sale

Living in Webster

Webster is a quaint town located in Eastern Massachusetts. The town is home to a sizable lake that provides plenty of opportunities for outdoor recreation. Lively entertainment…

Webster is a quaint town located in Eastern Massachusetts. The town is home to a sizable lake that provides plenty of opportunities for outdoor recreation. Lively entertainment options like a concert venue and beer garden make 55+ communities in Webster popular retirement destinations. Worcester and Boston are a short drive away from Webster, for active adults that enjoy the city life from time to time.

Climate & Geography

The town has a warm-summer continental climate, characterized by four distinct seasons with cold, snowy winters and warm, humid summers. Residents can expect more rainfall and snowfall than the national average, and approximately 197 sunny days throughout each year.

Recreation, Culture & Entertainment

Webster locals can enjoy a variety of outdoor activities by visiting Webster Lake. The expansive lake allows visitors to enjoy activities like boating, kayaking, canoeing, and fishing. Nearby Douglas State Forest is a local favorite spot for biking, hiking, or cross-country skiing during the winter months.

Retirees seeking a laid back spot to enjoy a drink can visit Kretschmann Brewery and Beer Garden. The brewery hosts live music and events regularly, and offers a “pub cinema” where locals can purchase tickets to see movies on the big screen. Indian Ranch is a concert venue that is located on Webster Lake. Retirees can enjoy live music and dine at Samuel Slater Restaurant, located next door.

Webster is home to several dining options, and local Auburn Mall is just a short drive away. Those interested in more entertainment, dining, and shopping options can take a day trip to Worcester or Boston.

Cost of Living & Taxes

The overall cost of living in Webster is just slightly above the national average, and lower than Massachusetts’ state average, primarily due to the high cost of homes and housing. Transportation and health care costs in Webster are below the national average.

Social Security and public pensions are not taxed in Massachusetts, however, all other forms of retirement income are subject to taxes with no special exemptions or deductions. Although property taxes are higher than average, the sales tax in Webster is on the lower end of average, at 6.25 percent.

Health Care

The state of Massachusetts ranks above average on Gallup’s Well-Being Index.

While there are no hospitals within Webster, there are a hospitals available to residents of 55+ communities in the surrounding area. Harrington HealthCare System, in Southbridge, is rated high performing in chronic obstructive pulmonary disease (COPD). UMass Memorial Medical Center, located in Worcester, is ranked the No. 6 hospital in the state by U.S. News, and is rated high performing in five procedures and conditions. Saint Vincent Hospital in Worcester is high performing in COPD and heart failure.

Frequently Asked Questions


144 communities near Webster

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Del Webb Chauncy Lake
$400ks - $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
The Preserve at Hunters H...
$400ks - $500ks
The Preserve at Hunters H..., Dighton, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 140 homes
Martins Landing
$400ks - $700ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Preserve at Emerald Pines
$800ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
The Village at Shepley Hi...
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale | 55+ age-restricted | Built 2023 - present | 26 homes
Garrison Place
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Stone Castle Estates
$800ks - $1Ms
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
4 rating (2 reviews) Regency at Methuen
$500ks - $600ks
Regency at Methuen, Methuen, MA
Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
1 rating (1 reviews) Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
123...4
New The Preserve at Hunters Hill 3076 HUNTERS HILL DR, DIGHTON, MA, 02715, Dighton, MA 02715
$615,000

2 beds

|

2 baths

|

1,758 sq ft

|

House

3076 HUNTERS HILL DR, DIGHTON, MA, 02715
New
Cindy Certified
20 AUDUBON WAY 309, CANTON, MA, 02021, Canton, MA 02021
$784,900

2 beds

|

3 baths

|

1,421 sq ft

|

Condo

20 AUDUBON WAY 309, CANTON, MA, 02021
New The Village at Auburnville 877 AUBURNVILLE WAY N3, WHITMAN, MA, 023..., Whitman, MA 02382
$499,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY N3, WHITMAN, MA, 023...
New The Village at Auburnville 877 AUBURNVILLE WAY N3, WHITMAN, MA, 023..., Whitman, MA 02382
$499,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY N3, WHITMAN, MA, 023...
New Regency at Emerald Pines 21 PINE TREE DR 21, METHUEN, MA, 01844, Methuen, MA 01844
$948,000

3 beds

|

3 baths

|

2,875 sq ft

|

House

21 PINE TREE DR 21, METHUEN, MA, 01844
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
New
Cindy Certified
20 AUDUBON WAY 109, CANTON, MA, 02021, Canton, MA 02021
$734,900

2 beds

|

3 baths

|

1,421 sq ft

|

Condo

20 AUDUBON WAY 109, CANTON, MA, 02021
New Riverside Woods 6 OVERLOOK DR 408, ANDOVER, MA, 01810, Andover, MA 01810
$649,900

2 beds

|

2 baths

|

1,341 sq ft

|

Condo

6 OVERLOOK DR 408, ANDOVER, MA, 01810
Community: Riverside Woods
New Riverside Woods 6 OVERLOOK DR 408, ANDOVER, MA, 01810, Andover, MA 01810
$649,900

2 beds

|

2 baths

|

1,341 sq ft

|

Condo

6 OVERLOOK DR 408, ANDOVER, MA, 01810
Community: Riverside Woods
Regency at Emerald Pines 21 PINE TREE DR 21, METHUEN, MA, 01844, Methuen, MA 01844
$948,000

3 beds

|

3 baths

|

2,875 sq ft

|

Condo

21 PINE TREE DR 21, METHUEN, MA, 01844
Upton Ridge 87 SHANNON WAY 1, UPTON, MA, 01568, Upton, MA 01568
$669,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

87 SHANNON WAY 1, UPTON, MA, 01568
Community: Upton Ridge
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Upton Ridge 87 SHANNON WAY 1, UPTON, MA, 01568, Upton, MA 01568
$669,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

87 SHANNON WAY 1, UPTON, MA, 01568
Community: Upton Ridge
WestRidge 29 HASTINGS 29, HUDSON, MA, 01749, Hudson, MA 01749
$799,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

29 HASTINGS 29, HUDSON, MA, 01749
Community: WestRidge
WestRidge 29 HASTINGS 29, HUDSON, MA, 01749, Hudson, MA 01749
$799,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

29 HASTINGS 29, HUDSON, MA, 01749
Community: WestRidge
Reading Woods 36 AUGUSTUS CT 1002, READING, MA, 01867, Reading, MA 01867
$520,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

36 AUGUSTUS CT 1002, READING, MA, 01867
Community: Reading Woods
Reading Woods 36 AUGUSTUS CT 1002, READING, MA, 01867, Reading, MA 01867
$520,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

36 AUGUSTUS CT 1002, READING, MA, 01867
Community: Reading Woods
Martins Landing 320 MARTINS LNDG 209, NORTH READING, MA,..., North Reading, MA 01864
$615,995

1 beds

|

1 baths

|

1,115 sq ft

|

Condo

320 MARTINS LNDG 209, NORTH READING, MA,...
Community: Martins Landing
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Martins Landing 320 MARTINS LNDG 209, NORTH READING, MA,..., North Reading, MA 01864
$615,995

1 beds

|

1 baths

|

1,115 sq ft

|

Condo

320 MARTINS LNDG 209, NORTH READING, MA,...
Community: Martins Landing
WestRidge 33 HASTINGS 33, HUDSON, MA, 01749, Hudson, MA 01749
$599,999

2 beds

|

3 baths

|

1,758 sq ft

|

Condo

33 HASTINGS 33, HUDSON, MA, 01749
Community: WestRidge
WestRidge 33 HASTINGS 33, HUDSON, MA, 01749, Hudson, MA 01749
$599,999

2 beds

|

3 baths

|

1,758 sq ft

|

Condo

33 HASTINGS 33, HUDSON, MA, 01749
Community: WestRidge
Garrison Place 1 GARRISON WAY 1, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,138,000

2 beds

|

4 baths

|

3,230 sq ft

|

House

1 GARRISON WAY 1, CARLISLE, MA, 01741
Community: Garrison Place
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Garrison Place 1 GARRISON WAY 1, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,138,000

2 beds

|

4 baths

|

3,230 sq ft

|

House

1 GARRISON WAY 1, CARLISLE, MA, 01741
Community: Garrison Place
Enclave at Hudson 38 BARNES BLVD 23, HUDSON, MA, 01749, Hudson, MA 01749
$1,125,000

2 beds

|

3 baths

|

2,544 sq ft

|

Condo

38 BARNES BLVD 23, HUDSON, MA, 01749
Community: Enclave at Hudson
Enclave at Hudson 38 BARNES BLVD 23, HUDSON, MA, 01749, Hudson, MA 01749
$1,125,000

2 beds

|

3 baths

|

2,544 sq ft

|

Condo

38 BARNES BLVD 23, HUDSON, MA, 01749
Community: Enclave at Hudson
Bigelow Farm 5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532, Northborough, MA 01532
$799,900

2 beds

|

3 baths

|

2,556 sq ft

|

Condo

5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532
Community: Bigelow Farm
Bigelow Farm 5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532, Northborough, MA 01532
$799,900

2 beds

|

3 baths

|

2,556 sq ft

|

Condo

5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532
Community: Bigelow Farm
The Village at Auburnville 877 AUBURNVILLE WAY C2, WHITMAN, MA, 023..., Whitman, MA 02382
$525,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY C2, WHITMAN, MA, 023...
The Village at Auburnville 877 AUBURNVILLE WAY C2, WHITMAN, MA, 023..., Whitman, MA 02382
$525,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY C2, WHITMAN, MA, 023...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Del Webb Chauncy Lake 3 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$560,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

3 PETERS FARM WAY 107, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 3 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$560,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

3 PETERS FARM WAY 107, WESTBOROUGH, MA, ...
The Trails 38 WESTON LN 38, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

38 WESTON LN 38, HOPKINTON, MA, 01748
Community: The Trails
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Trails 38 WESTON LN 38, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

38 WESTON LN 38, HOPKINTON, MA, 01748
Community: The Trails
The Trails 10 WATERVILLE LN 10, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

10 WATERVILLE LN 10, HOPKINTON, MA, 0174...
Community: The Trails
The Trails 10 WATERVILLE LN 10, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

10 WATERVILLE LN 10, HOPKINTON, MA, 0174...
Community: The Trails
Beckley Farms 91 SCENIC DR 91, BERLIN, CT, 06037, Berlin, CT 06037
$679,900

3 beds

|

3 baths

|

2,068 sq ft

|

Condo

91 SCENIC DR 91, BERLIN, CT, 06037
Community: Beckley Farms
Beckley Farms 91 SCENIC DR 91, BERLIN, CT, 06037, Berlin, CT 06037
$679,900

3 beds

|

3 baths

|

2,068 sq ft

|

Condo

91 SCENIC DR 91, BERLIN, CT, 06037
Community: Beckley Farms
Del Webb Chauncy Lake 8310 PETERS FARM WAY 310, WESTBOROUGH, M..., Westborough, MA 01581
$564,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

8310 PETERS FARM WAY 310, WESTBOROUGH, M...
Del Webb Chauncy Lake 8310 PETERS FARM WAY 310, WESTBOROUGH, M..., Westborough, MA 01581
$564,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

8310 PETERS FARM WAY 310, WESTBOROUGH, M...
The Village at Westminster Place 9 SETTLERS LN 583, HOLDEN, MA, 01520, Holden, MA 01520
$649,000

3 beds

|

3 baths

|

1,877 sq ft

|

Condo

9 SETTLERS LN 583, HOLDEN, MA, 01520
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
The Village at Westminster Place 9 SETTLERS LN 583, HOLDEN, MA, 01520, Holden, MA 01520
$649,000

3 beds

|

3 baths

|

1,877 sq ft

|

Condo

9 SETTLERS LN 583, HOLDEN, MA, 01520
Bidwell Village 94 STONEHOUSE RD 13, COVENTRY, CT, 06238, Coventry, CT 06238
$365,000

3 beds

|

4 baths

|

1,810 sq ft

|

Condo

94 STONEHOUSE RD 13, COVENTRY, CT, 06238
Community: Bidwell Village
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

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