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

Living in Weymouth

Weymouth is a city in Norfolk County, Massachusetts. Best known for being the second-oldest city in the state, and having a rich local culture. Homebuyers seeking 55+ communities…

Weymouth is a city in Norfolk County, Massachusetts. Best known for being the second-oldest city in the state, and having a rich local culture. Homebuyers seeking 55+ communities in Weymouth will appreciate this quaint coastal town.

Weymouth Climate & Geography

This region of Eastern Massachusetts has a humid subtropical climate, characterized by hot, humid summers and mild to cool winters. Residents can expect much more rainfall and snowfall than the national averages, and approximately 201 days of sunshine throughout each year.

Recreation, Culture & Entertainment in the Weymouth Area

Active adults can enjoy a stroll or bike ride through Webb Memorial State Park and Osprey Overlook Park. In total there are 43 parks, recreation areas, and historical sites and landmarks. The city has a number of spas and brewing companies scattered throughout, in addition to plenty of local shops and restaurants.

The larger city of Boston is approximately 15 miles north of Weymouth, perfect for a day trip or a weekend getaway to enjoy a wider variety of shopping, dining, and entertainment options.

Weymouth Cost of Living & Taxes

The overall cost of living is quite high, roughly 30% above the national average, and is slightly higher than the state average for Massachusetts. This is primarily due to the extremely high cost of homes and housing, as well as the high transportation costs. Groceries and utilities are slightly above average, however health care costs are well below average.

Despite the high cost of living, Massachusetts is considered a moderately tax-friendly state for retirees. Social Security benefits and public pensions are exempt from income tax, however all other forms of retirement income are fully taxed. Property taxes are fairly average, but this can still be a significant financial burden due to the high cost of homes. There is a Circuit Breaker Credit to help provide some property tax relief for residents who qualify based on age and income. Sales tax is fairly low in the state however it does not apply to clothing or prescription medication.

Health Care in the Weymouth Area

The Boston area scores high on Gallup’s Well-Being Index, ranking in the top 25 communities to live in the country. Massachusetts scores in the top 17 states to live in the United States.

Residents of 55+ communities in Weymouth have three highly ranked medical centers and hospitals located within 10 miles of town. They are South Shore Hospital-South Weymouth, Beth Israel Deaconess Hospital-Milton, and Signature Healthcare Brockton Hospital. All three are rated high performing in various adult procedures and conditions according to U.S. News.

Frequently Asked Questions


167 communities near Weymouth

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Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
Del Webb Chauncy Lake
$400ks - $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Southport
$400ks - $600ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 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
Want to learn more about 55+ communities in Weymouth? 55places can help!
Questions? Call us: (339) 229-5377
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Preserve at Emerald Pines
$700ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
Sawyer's Reach
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 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
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.
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
The Pines at Hathaway Pon...
$300ks - $500ks
The Pines at Hathaway Pon..., Rochester, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 61 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
Want to learn more about 55+ communities in Weymouth? 55places can help!
Questions? Call us: (339) 229-5377
5 rating (3 reviews) Oak Point
$300ks - $400ks
Oak Point, Middleborough, MA
New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 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
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
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
Seton Highlands at The Pi...
$600ks - $700ks
Seton Highlands at The Pi..., Plymouth, MA
New and Resale | 55+ age-restricted | Built 2008 - present | 120 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
Want to learn more about 55+ communities in Weymouth? 55places can help!
Questions? Call us: (339) 229-5377
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 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.
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Quail Ridge
$600ks - $700ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 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
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
Rockland Glen
$300ks - $500ks
Rockland Glen, Rockland, MA
Resale Only | 55+ age-restricted | Built 2008 - 2015 | 60 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Hatter's Point
$600ks - $700ks
Hatter's Point, Amesbury, MA
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 88 homes
Want to learn more about 55+ communities in Weymouth? 55places can help!
Questions? Call us: (339) 229-5377
Stone Castle Estates
$800ks - $1Ms
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 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.
1234...5
New 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, ...
New
Cindy Certified
6 MUIRFIELD 6, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$869,000

2 beds

|

3 baths

|

2,296 sq ft

|

Condo

6 MUIRFIELD 6, PLYMOUTH, MA, 02360
New Great Island 3 AUTUMN GLN, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$759,000

2 beds

|

3 baths

|

2,447 sq ft

|

House

3 AUTUMN GLN, PLYMOUTH, MA, 02360
Community: Great Island
New Sawyer's Reach 3 MARINERS WAY 305, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$475,000

1 beds

|

1 baths

|

804 sq ft

|

Condo

3 MARINERS WAY 305, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
New 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
Want to learn more about 55+ communities in Weymouth? 55places can help!
Questions? Call us: (339) 229-5377
New 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...
New
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...
Rolling Green at Topsfield 470 BOSTON ST 21, TOPSFIELD, MA, 01983, Topsfield, MA 01983
$994,000

2 beds

|

4 baths

|

2,949 sq ft

|

House

470 BOSTON ST 21, TOPSFIELD, MA, 01983
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,...
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.
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
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

|

Condo

10 FAIRWAY LN 64, LYNNFIELD, MA, 01940
Cindy Certified
150 LIZOTTE DR 213, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$514,095

2 beds

|

3 baths

|

1,582 sq ft

|

Condo

150 LIZOTTE DR 213, MARLBOROUGH, MA, 017...
Want to learn more about 55+ communities in Weymouth? 55places can help!
Questions? Call us: (339) 229-5377
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
Oak Point 5111 PHEASANT, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$459,900

2 beds

|

2 baths

|

1,674 sq ft

|

House

5111 PHEASANT, MIDDLEBORO, MA, 02346
Community: Oak Point
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
Great Island 37 WEATHERVANE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$725,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

37 WEATHERVANE, PLYMOUTH, MA, 02360
Community: Great Island
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.
Great Island 26 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$800,000

2 beds

|

3 baths

|

2,382 sq ft

|

House

26 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
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...
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...
Great Island 22 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$900,000

3 beds

|

4 baths

|

4,085 sq ft

|

House

22 PICKET FENCE, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 8 PETERS FARM WAY 307, WESTBOROUGH, MA, ..., Westborough, MA 01581
$644,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

8 PETERS FARM WAY 307, WESTBOROUGH, MA, ...
Southport 10 CHIPPERS LN 10, MASHPEE, MA, 02649, Mashpee, MA 02649
$625,000

2 beds

|

3 baths

|

2,007 sq ft

|

Condo

10 CHIPPERS LN 10, MASHPEE, MA, 02649
Community: Southport
Want to learn more about 55+ communities in Weymouth? 55places can help!
Questions? Call us: (339) 229-5377
Brierly Pond Village 48 HORNE WAY 48, MILLBURY, MA, 01527, Millbury, MA 01527
$515,000

2 beds

|

3 baths

|

1,968 sq ft

|

Condo

48 HORNE WAY 48, MILLBURY, MA, 01527
Martins Landing 320 MARTINS LNDG 508, NORTH READING, MA,..., North Reading, MA 01864
$649,995

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
$620,000

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

5 GILMORE FARM RD 5, WESTBOROUGH, MA, 01...
Community: Orchard Hill
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.
Rockland Glen 4 MIDFIELD DR 4, ROCKLAND, MA, 02370, Rockland, MA 02370
$699,900

2 beds

|

3 baths

|

2,857 sq ft

|

Condo

4 MIDFIELD DR 4, ROCKLAND, MA, 02370
Community: Rockland Glen
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
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
Seton Highlands at The Pinehills 15 ABERDEEN 15, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$895,000

3 beds

|

4 baths

|

3,703 sq ft

|

Condo

15 ABERDEEN 15, PLYMOUTH, MA, 02360
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, ...
Del Webb Chauncy Lake 8 PETERS FARM WAY 102, WESTBOROUGH, MA, ..., Westborough, MA 01581
$414,995

1 beds

|

2 baths

|

972 sq ft

|

Condo

8 PETERS FARM WAY 102, WESTBOROUGH, MA, ...
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 102, UPTON, MA, 01568, Upton, MA 01568
$699,000

2 beds

|

3 baths

|

2,875 sq ft

|

Condo

72 SHANNON WAY 102, UPTON, MA, 01568
Community: Upton Ridge
Want to learn more about 55+ communities in Weymouth? 55places can help!
Questions? Call us: (339) 229-5377
30 Coppersmith 30 COPPERSMITH WAY 411, CANTON, MA, 0202..., Canton, MA 02021
$574,995

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
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.

Frequently Asked Questions


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