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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
Martins Landing
$400ks - $700ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 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
Preserve at Emerald Pines
$800ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 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.
Stone Castle Estates
$800ks - $1Ms
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 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
Garrison Place
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
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
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
The Village at Shepley Hi...
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale | 55+ age-restricted | Built 2023 - present | 26 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
The Lanterns at Warren Wo...
$500ks - $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 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
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 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
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Quail Ridge
$600ks - $700ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 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 Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 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
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Hadleigh Woods
$300ks
Hadleigh Woods, Windham, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 62 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 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
New 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...
New 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

|

House

9 SETTLERS LN 583, HOLDEN, MA, 01520
New Regency at Glen Ellen 29 HENRY WAY 29, MILLIS, MA, 02054, Millis, MA 02054
$899,000

2 beds

|

3 baths

|

2,432 sq ft

|

Condo

29 HENRY WAY 29, MILLIS, MA, 02054
Bidwell Village 94 STONEHOUSE RD 13, COVENTRY, CT, 06238, Coventry, CT 06238
$385,000

3 beds

|

4 baths

|

1,810 sq ft

|

Condo

94 STONEHOUSE RD 13, COVENTRY, CT, 06238
Community: Bidwell Village
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Stone Castle Estates 10 ASHLEY LN 10, METHUEN, MA, 01844, Methuen, MA 01844
$316,649

2 beds

|

2 baths

|

1,209 sq ft

|

Condo

10 ASHLEY LN 10, METHUEN, MA, 01844
The Village at Orchard Meadows 4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545
$599,900

2 beds

|

2 baths

|

1,580 sq ft

|

Condo

4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015...
Martins Landing 320 MARTINS LNDG 2510, NORTH READING, MA..., North Reading, MA 01864
$649,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 2510, NORTH READING, MA...
Community: Martins Landing
Sonoma Woods 35 SONOMA LN 35, MIDDLETOWN, CT, 06457, Middletown, CT 06457
$589,000

2 beds

|

3 baths

|

1,798 sq ft

|

Condo

35 SONOMA LN 35, MIDDLETOWN, CT, 06457
Community: Sonoma Woods
Brierly Pond Village 22 HORNE WAY 22, MILLBURY, MA, 01527, Millbury, MA 01527
$459,900

2 beds

|

2 baths

|

1,746 sq ft

|

Condo

22 HORNE WAY 22, MILLBURY, MA, 01527
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.
Harmony Place 136 FIDELITY DR 6, RUTLAND, MA, 01543, Rutland, MA 01543
$550,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

136 FIDELITY DR 6, RUTLAND, MA, 01543
Community: Harmony Place
Willis Brook at Lynnfield 2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,985,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940
Garrison Place 13 GARRISON WAY 13, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,098,000

2 beds

|

3 baths

|

2,385 sq ft

|

House

13 GARRISON WAY 13, CARLISLE, MA, 01741
Community: Garrison Place
The Lanterns at Warren Woods 20 FERN XING 20, ASHLAND, MA, 01721, Ashland, MA 01721
$850,000

2 beds

|

3 baths

|

2,290 sq ft

|

Condo

20 FERN XING 20, ASHLAND, MA, 01721
Reading Woods 23 AUGUSTUS CT 2004, READING, MA, 01867, Reading, MA 01867
$769,900

2 beds

|

2 baths

|

1,615 sq ft

|

Condo

23 AUGUSTUS CT 2004, READING, MA, 01867
Community: Reading Woods
Regency at Assabet Ridge 23 AVEBURY LN 23, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$800,000

4 beds

|

4 baths

|

3,561 sq ft

|

Condo

23 AVEBURY LN 23, MARLBOROUGH, MA, 01752
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Upton Ridge 16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153..., Northbridge, MA 01534
$649,900

2 beds

|

3 baths

|

2,030 sq ft

|

Condo

16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153...
Community: Upton Ridge
30 Coppersmith 30 COPPERSMITH WAY 108, CANTON, MA, 0202..., Canton, MA 02021
$458,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

30 COPPERSMITH WAY 108, CANTON, MA, 0202...
Community: 30 Coppersmith
Woodstone Crossing 70 TROTTER RD 4304, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$459,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

70 TROTTER RD 4304, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
The Preserve at Hunters Hill 3047 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$819,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

3047 CLUBHOUSE DR, DIGHTON, MA, 02715
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.
Westbrook Crossing 989 E ST 303, DEDHAM, MA, 02026, Dedham, MA 02026
$749,900

2 beds

|

2 baths

|

1,895 sq ft

|

Condo

989 E ST 303, DEDHAM, MA, 02026
Community: Westbrook Crossing
Martins Landing 320 MARTINS LNDG 501, NORTH READING, MA,..., North Reading, MA 01864
$749,995

2 beds

|

2 baths

|

1,586 sq ft

|

Condo

320 MARTINS LNDG 501, NORTH READING, MA,...
Community: Martins Landing
Del Webb Chauncy Lake 4 PETERS FARM WAY 409, WESTBOROUGH, MA, ..., Westborough, MA 01581
$539,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4 PETERS FARM WAY 409, WESTBOROUGH, MA, ...
Regency at Emerald Pines 64 PINE TREE DR 64, METHUEN, MA, 01844, Methuen, MA 01844
$785,000

3 beds

|

3 baths

|

1,961 sq ft

|

Condo

64 PINE TREE DR 64, METHUEN, MA, 01844
Founders Ridge UNIT 2-41 WEBSTER LN 145, MIDDLETOWN, CT..., Middletown, CT 06457
$689,000

2 beds

|

2 baths

|

1,555 sq ft

UNIT 2-41 WEBSTER LN 145, MIDDLETOWN, CT...
Community: Founders Ridge
Del Webb Chauncy Lake 5 PETERS FARM WAY 7405, WESTBOROUGH, MA,..., Westborough, MA 01581
$539,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY 7405, WESTBOROUGH, MA,...
Martins Landing 320 MARTINS LNDG 310, NORTH READING, MA,..., North Reading, MA 01864
$429,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG 310, NORTH READING, MA,...
Community: Martins Landing
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Pennington Crossing 1102 PENNINGTON DR 1102, WALPOLE, MA, 02..., Walpole, MA 02081
$529,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

1102 PENNINGTON DR 1102, WALPOLE, MA, 02...
Community: Pennington Crossing
Brierly Pond Village 97 HORNE WAY 97, MILLBURY, MA, 01527, Millbury, MA 01527
$450,000

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

97 HORNE WAY 97, MILLBURY, MA, 01527
The Village at Shepley Hill 138 SAND HILL RD, GROTON, MA, 01450, Groton, MA 01450
$995,000

4 beds

|

3 baths

|

2,550 sq ft

|

House

138 SAND HILL RD, GROTON, MA, 01450
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.
Riverside Woods 2 FRANCIS DR 301, ANDOVER, MA, 01810, Andover, MA 01810
$539,900

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2 FRANCIS DR 301, ANDOVER, MA, 01810
Community: Riverside Woods
Stone Castle Estates 6 ASHLEY LN 38, METHUEN, MA, 01844, Methuen, MA 01844
$316,648

2 beds

|

1 baths

|

1,209 sq ft

|

Condo

6 ASHLEY LN 38, METHUEN, MA, 01844
Del Webb Chauncy Lake 8113 PETERS FARM WAY 113, WESTBOROUGH, M..., Westborough, MA 01581
$639,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

8113 PETERS FARM WAY 113, WESTBOROUGH, M...
Del Webb Chauncy Lake 8103 PETERS FARM WAY 103, WESTBOROUGH, M..., Westborough, MA 01581
$414,995

1 beds

|

2 baths

|

972 sq ft

|

Condo

8103 PETERS FARM WAY 103, WESTBOROUGH, M...
Martins Landing 240 MARTINS LNDG 102, NORTH READING, MA,..., North Reading, MA 01864
$435,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

240 MARTINS LNDG 102, NORTH READING, MA,...
Community: Martins Landing
Bates Quarry 16 TIGER TER 29, WALPOLE, MA, 02081, Walpole, MA 02081
$948,999

2 beds

|

2 baths

|

2,509 sq ft

|

Condo

16 TIGER TER 29, WALPOLE, MA, 02081
Community: Bates Quarry
Cindy Certified
12 TIGER TER 28, WALPOLE, MA, 02081, Walpole, MA 02081
$863,999

2 beds

|

2 baths

|

1,501 sq ft

|

Condo

12 TIGER TER 28, WALPOLE, MA, 02081
Upton Ridge 126 CLUBHOUSE LN 126, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534
$639,000

3 beds

|

3 baths

|

2,130 sq ft

|

Condo

126 CLUBHOUSE LN 126, NORTHBRIDGE, MA, 0...
Community: Upton Ridge
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
The Trails 30 WATERVILLE LN 30, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$1,069,900

2 beds

|

3 baths

|

2,510 sq ft

|

Condo

30 WATERVILLE LN 30, HOPKINTON, MA, 0174...
Community: The Trails
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
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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