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Webster, MA 55+ active adult communities & homes for sale - Page 2

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


119 homes 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
Del Webb Chauncy Lake 8 PETERS FARM WAY 212, WESTBOROUGH, MA, ..., Westborough, MA 01581
$519,995

1 beds

|

2 baths

|

1,058 sq ft

|

Condo

8 PETERS FARM WAY 212, WESTBOROUGH, MA, ...
Bidwell Village 94 STONEHOUSE RD 6, COVENTRY, CT, 06238, Coventry, CT 06238
$449,900

3 beds

|

3 baths

|

1,905 sq ft

|

Condo

94 STONEHOUSE RD 6, COVENTRY, CT, 06238
Community: Bidwell Village
Del Webb Chauncy Lake 8 PETERS FARM WAY 301, WESTBOROUGH, MA, ..., Westborough, MA 01581
$678,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 301, WESTBOROUGH, MA, ...
Sonoma Woods 19 SONOMA LN 19, MIDDLETOWN, CT, 06457, Middletown, CT 06457
$584,900

2 beds

|

2 baths

|

1,822 sq ft

19 SONOMA LN 19, MIDDLETOWN, CT, 06457
Community: Sonoma Woods
The Preserve at Hunters Hill 3076 HUNTERS HILL DR, DIGHTON, MA, 02715, Dighton, MA 02715
$600,000

2 beds

|

2 baths

|

1,758 sq ft

|

House

3076 HUNTERS HILL DR, DIGHTON, MA, 02715
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
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...
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
Reading Woods 36 AUGUSTUS CT 1002, READING, MA, 01867, Reading, MA 01867
$510,000

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
Garrison Place 1 GARRISON WAY 1, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,129,000

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.
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
$779,900

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...
Del Webb Chauncy Lake 3 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$550,000

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
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
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
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
$569,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

8310 PETERS FARM WAY 310, WESTBOROUGH, M...
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
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
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 Orchard Meadows 4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545
$589,900

2 beds

|

2 baths

|

1,580 sq ft

|

Condo

4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015...
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
Willis Brook at Lynnfield 2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,949,000

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
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
$760,000

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
$639,900

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
$484,995

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
$449,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

70 TROTTER RD 4304, WEYMOUTH, MA, 02190
Community: Woodstone 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 74 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$819,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

74 CLUB HOUSE DR, DIGHTON, MA, 02715
Del Webb Chauncy Lake 4 PETERS FARM WAY 409, WESTBOROUGH, MA, ..., Westborough, MA 01581
$529,000

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4 PETERS FARM WAY 409, WESTBOROUGH, MA, ...
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,...
Pennington Crossing 1102 PENNINGTON DR 1102, WALPOLE, MA, 02..., Walpole, MA 02081
$499,900

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
$415,000

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

97 HORNE WAY 97, MILLBURY, MA, 01527
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
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
Want to learn more about 55+ communities in Webster? 55places can help!
Questions? Call us: (508) 504-9971
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
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
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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