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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
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Preserve at Emerald Pines
$700ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 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.
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 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
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
Garrison Place
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 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.
4 rating (2 reviews) Regency at Methuen
$500ks - $600ks
Regency at Methuen, Methuen, MA
Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 homes
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 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.
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Stone Castle Estates
$800ks - $1Ms
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Colliston Yard
$400ks - $500ks
Colliston Yard, Nashua, NH
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 75 homes
Parker Village
$300ks
Parker Village, Merrimack, NH
Resale Only | 55+ age-restricted | Built 2003 - 2008 | 76 homes
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
The Club at Meadowbrook
$300ks
The Club at Meadowbrook, Salem, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes
Stage Crossing
$400ks - $500ks
Stage Crossing, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 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 Martins Landing 320 MARTINS LNDG 2307, NORTH READING, MA..., North Reading, MA 01864
$679,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 2307, NORTH READING, MA...
Community: Martins Landing
New
Cindy Certified
20 AUDUBON WAY 102, CANTON, MA, 02021, Canton, MA 02021
$659,900

2 beds

|

3 baths

|

1,440 sq ft

|

Condo

20 AUDUBON WAY 102, CANTON, MA, 02021
New Del Webb Chauncy Lake 8105 PETERS FARM WAY 105, WESTBOROUGH, M..., Westborough, MA 01581
$399,995

1 beds

|

2 baths

|

958 sq ft

|

Condo

8105 PETERS FARM WAY 105, WESTBOROUGH, M...
New Willis Brook at Lynnfield 10 FAIRWAY LN 64, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,549,000

2 beds

|

2 baths

|

1,913 sq ft

|

House

10 FAIRWAY LN 64, LYNNFIELD, MA, 01940
New Del Webb Chauncy Lake 12101 PETERS FARM WAY 12101, WESTBOROUGH..., Westborough, MA 01712
$559,900

2 beds

|

2 baths

|

1,459 sq ft

|

Condo

12101 PETERS FARM WAY 12101, WESTBOROUGH...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
New The Villages at Walker Meadow 4 WESSONVILLE VILLAGE WAY 4, WESTBOROUGH..., Westborough, MA 01581
$750,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

4 WESSONVILLE VILLAGE WAY 4, WESTBOROUGH...
30 Coppersmith 30 COPPERSMITH WAY 502, CANTON, MA, 0202..., Canton, MA 02021
$544,995

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

30 COPPERSMITH WAY 502, CANTON, MA, 0202...
Community: 30 Coppersmith
30 Coppersmith 30 COPPERSMITH WAY 306, CANTON, MA, 0202..., Canton, MA 02021
$689,995

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 306, CANTON, MA, 0202...
Community: 30 Coppersmith
Cindy Certified
150 LIZOTTE DR 311, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$503,305

2 beds

|

3 baths

|

1,425 sq ft

|

Condo

150 LIZOTTE DR 311, MARLBOROUGH, MA, 017...
Del Webb Chauncy Lake 11 PETERS FARM WAY 310, WESTBOROUGH, MA,..., Westborough, MA 01581
$499,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

11 PETERS FARM WAY 310, WESTBOROUGH, MA,...
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 Northridge 19 NORTHRIDGE DR 19, NORTH READING, MA, ..., North Reading, MA 01864
$589,900

2 beds

|

2 baths

|

1,426 sq ft

|

Condo

19 NORTHRIDGE DR 19, NORTH READING, MA, ...
Woodstone Crossing 90 TROTTER RD 3404, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$469,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

90 TROTTER RD 3404, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
Del Webb Chauncy Lake 8106 PETERS FARM WAY 106, WESTBOROUGH, M..., Westborough, MA 01581
$599,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8106 PETERS FARM WAY 106, WESTBOROUGH, M...
Cindy Certified
150 LIZOTTE DR 312, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$556,995

2 beds

|

3 baths

|

1,582 sq ft

|

Condo

150 LIZOTTE DR 312, MARLBOROUGH, MA, 017...
Red Mill Village 30 CODDING RD 30, NORTON, MA, 02766, Norton, MA 02766
$925,000

3 beds

|

3 baths

|

2,387 sq ft

|

Condo

30 CODDING RD 30, NORTON, MA, 02766
Community: Red Mill Village
Cindy Certified
200 MARTINS LNDG 107, NORTH READING, MA,..., North Reading, MA 01864
$645,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

200 MARTINS LNDG 107, NORTH READING, MA,...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Cindy Certified
20 AUDUBON WAY 409, CANTON, MA, 02021, Canton, MA 02021
$824,900

2 beds

|

3 baths

|

1,421 sq ft

|

Condo

20 AUDUBON WAY 409, CANTON, MA, 02021
Cindy Certified
20 AUDUBON WAY 109, CANTON, MA, 02021, Canton, MA 02021
$719,900

2 beds

|

3 baths

|

1,421 sq ft

|

Condo

20 AUDUBON WAY 109, CANTON, MA, 02021
Cindy Certified
20 AUDUBON WAY 101, CANTON, MA, 02021, Canton, MA 02021
$749,900

2 beds

|

3 baths

|

1,471 sq ft

|

Condo

20 AUDUBON WAY 101, CANTON, MA, 02021
Cindy Certified
20 AUDUBON WAY 202, CANTON, MA, 02021, Canton, MA 02021
$699,900

2 beds

|

3 baths

|

1,440 sq ft

|

Condo

20 AUDUBON WAY 202, 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.
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$579,000

2 beds

|

3 baths

|

2,523 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
Woodstone Crossing 70 TROTTER RD 203, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$445,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

70 TROTTER RD 203, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
Del Webb Chauncy Lake 4206 PETERS FARM WAY 206, WESTBOROUGH, M..., Westborough, MA 01581
$539,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4206 PETERS FARM WAY 206, WESTBOROUGH, M...
Sonoma Woods 2 SONOMA LN 2, MIDDLETOWN, CT, 06457, Middletown, CT 06457
$549,900

2 beds

|

3 baths

|

1,903 sq ft

2 SONOMA LN 2, MIDDLETOWN, CT, 06457
Community: Sonoma Woods
Regency at Methuen 106 SHERWOOD DR 1, METHUEN, MA, 01844, Methuen, MA 01844
$749,900

2 beds

|

2 baths

|

1,797 sq ft

|

Condo

106 SHERWOOD DR 1, METHUEN, MA, 01844
Community: Regency at Methuen
Cindy Certified
150 LIZOTTE DR 201, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$516,995

2 beds

|

3 baths

|

1,582 sq ft

|

Condo

150 LIZOTTE DR 201, MARLBOROUGH, MA, 017...
Del Webb Chauncy Lake 8 PETERS FARM WAY 307, WESTBOROUGH, MA, ..., Westborough, MA 01581
$663,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

8 PETERS FARM WAY 307, WESTBOROUGH, MA, ...
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Martins Landing 320 MARTINS LNDG 508, NORTH READING, MA,..., North Reading, MA 01864
$659,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 508, NORTH READING, MA,...
Community: Martins Landing
Orchard Hill 5 GILMORE FARM RD 5, WESTBOROUGH, MA, 01..., Westborough, MA 01581
$608,000

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

5 GILMORE FARM RD 5, WESTBOROUGH, MA, 01...
Community: Orchard Hill
Westbrook Crossing 989 E ST 115, DEDHAM, MA, 02026, Dedham, MA 02026
$530,000

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

989 E ST 115, DEDHAM, MA, 02026
Community: Westbrook Crossing
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 Preserve at Hunters Hill 65 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$739,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

65 CLUB HOUSE DR, DIGHTON, MA, 02715
Angell Brook Village 138 ANGELL BROOK DR 138, WEST BOYLSTON, ..., West Boylston, MA 01583
$505,900

2 beds

|

2 baths

|

1,404 sq ft

|

Condo

138 ANGELL BROOK DR 138, WEST BOYLSTON, ...
Cindy Certified
150 LIZOTTE DR 107, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$487,095

2 beds

|

3 baths

|

1,586 sq ft

|

Condo

150 LIZOTTE DR 107, MARLBOROUGH, MA, 017...
Upton Ridge 72 SHANNON WAY 72, UPTON, MA, 01568, Upton, MA 01568
$699,000

2 beds

|

3 baths

|

2,875 sq ft

|

Condo

72 SHANNON WAY 72, UPTON, MA, 01568
Community: Upton Ridge
30 Coppersmith 30 COPPERSMITH WAY 411, CANTON, MA, 0202..., Canton, MA 02021
$589,995

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

30 COPPERSMITH WAY 411, CANTON, MA, 0202...
Community: 30 Coppersmith
Westbrook Crossing 989 E ST 210, DEDHAM, MA, 02026, Dedham, MA 02026
$625,000

2 beds

|

2 baths

|

1,346 sq ft

|

Condo

989 E ST 210, DEDHAM, MA, 02026
Community: Westbrook Crossing
Martins Landing 250 MARTINS LNDG 106, NORTH READING, MA,..., North Reading, MA 01864
$799,995

2 beds

|

2 baths

|

1,586 sq ft

|

Condo

250 MARTINS LNDG 106, NORTH READING, MA,...
Community: Martins Landing
Brierly Pond Village 23 HORNE WAY 23, MILLBURY, MA, 01527, Millbury, MA 01527
$429,900

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

23 HORNE WAY 23, MILLBURY, MA, 01527
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
Martins Landing 260 MARTINS LNDG 402, NORTH READING, MA,..., North Reading, MA 01864
$499,000

1 beds

|

1 baths

|

972 sq ft

|

Condo

260 MARTINS LNDG 402, NORTH READING, MA,...
Community: Martins Landing
Regency at Glen Ellen 12 PLIMPTON FARM RD 12, MILLIS, MA, 0205..., Millis, MA 02054
$899,995

2 beds

|

3 baths

|

2,357 sq ft

|

Condo

12 PLIMPTON FARM RD 12, MILLIS, MA, 0205...
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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