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Call us at (774) 234-4586 to learn more about active adult communities in Rutland

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

39 homes near Rutland

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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
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 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
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Want to learn more about 55+ communities in Rutland? 55places can help!
Questions? Call us: (774) 234-4586
The Village at Shepley Hi...
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale | 55+ age-restricted | Built 2023 - present | 26 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 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
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.
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
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Want to learn more about 55+ communities in Rutland? 55places can help!
Questions? Call us: (774) 234-4586
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Silver Lake Estates
$700ks - $800ks
Silver Lake Estates, Hollis, NH
Resale Only | 55+ age-restricted | Built 2019 - 2022 | 52 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Runnells Landing
$300ks
Runnells Landing, Hollis, NH
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 45 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.
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Blue Heron Pond
$500ks
Blue Heron Pond, Lancaster, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes
New England Commons
$200ks - $300ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
New Del Webb Chauncy Lake 5205 PETERS FARM WAY 7205, WESTBOROUGH, ..., Westborough, MA 01581
$499,995

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5205 PETERS FARM WAY 7205, WESTBOROUGH, ...
New Del Webb Chauncy Lake 5 PETERS FARM WAY 7104, WESTBOROUGH, MA,..., Westborough, MA 01581
$399,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 7104, WESTBOROUGH, MA,...
The Village at Westminster Place 78 TEA PARTY CIR 532, HOLDEN, MA, 01520, Holden, MA 01520
$599,900

2 beds

|

2 baths

|

1,565 sq ft

|

Condo

78 TEA PARTY CIR 532, HOLDEN, MA, 01520
Bigelow Farm 14 LYDIAS WAY 14, NORTHBOROUGH, MA, 0153..., Northborough, MA 01532
$799,000

2 beds

|

3 baths

|

2,691 sq ft

|

Condo

14 LYDIAS WAY 14, NORTHBOROUGH, MA, 0153...
Community: Bigelow Farm
Del Webb Chauncy Lake 5 PETERS FARM WAY 7106, WESTBOROUGH, MA,..., Westborough, MA 01581
$639,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 7106, WESTBOROUGH, MA,...
Want to learn more about 55+ communities in Rutland? 55places can help!
Questions? Call us: (774) 234-4586
The Village at Shepley Hill 70 LEGACY LN B, GROTON, MA, 01450, Groton, MA 01450
$1,200,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

70 LEGACY LN B, GROTON, MA, 01450
Regency at Assabet Ridge 1 AVEBURY LN 1, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$699,900

2 beds

|

3 baths

|

2,056 sq ft

|

Condo

1 AVEBURY LN 1, MARLBOROUGH, MA, 01752
Del Webb Chauncy Lake 5 PETERS FARM WAY 7305, WESTBOROUGH, MA,..., Westborough, MA 01581
$579,995

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5 PETERS FARM WAY 7305, WESTBOROUGH, MA,...
Del Webb Chauncy Lake 2 CODMAN WAY 2203, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$425,000

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 2203, WESTBOROUGH, MA, 0158...
The Village at Orchard Meadows 4 APPLE SEED DR 4, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$619,900

2 beds

|

3 baths

|

1,854 sq ft

|

Condo

4 APPLE SEED DR 4, SHREWSBURY, MA, 01545
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.
Del Webb Chauncy Lake 5 PETERS FARM WAY 408, WESTBOROUGH, MA, ..., Westborough, MA 01581
$679,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 408, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 3405 PETERS FARM WAY 3405, WESTBOROUGH, ..., Westborough, MA 01581
$529,500

2 beds

|

2 baths

|

1,121 sq ft

|

Condo

3405 PETERS FARM WAY 3405, WESTBOROUGH, ...
Del Webb Chauncy Lake 3103 PETERS FARM WAY 103, WESTBOROUGH, M..., Westborough, MA 01581
$385,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3103 PETERS FARM WAY 103, WESTBOROUGH, M...
The Village at Orchard Meadows 70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$649,000

2 beds

|

3 baths

|

1,896 sq ft

|

Condo

70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,...
Del Webb Chauncy Lake 4311 PETERS FARM WAY 311, WESTBOROUGH, M..., Westborough, MA 01581
$562,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4311 PETERS FARM WAY 311, WESTBOROUGH, M...
The Village at Orchard Meadows 7 BLOSSOM TREE DR 7, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545
$525,000

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

7 BLOSSOM TREE DR 7, SHREWSBURY, MA, 015...
Want to learn more about 55+ communities in Rutland? 55places can help!
Questions? Call us: (774) 234-4586
Upton Ridge 87 SHANNON WAY 86, UPTON, MA, 01568, Upton, MA 01568
$729,000

2 beds

|

3 baths

|

1,930 sq ft

|

Condo

87 SHANNON WAY 86, UPTON, MA, 01568
Community: Upton Ridge
Del Webb Chauncy Lake 12101 PETERS FARM WAY 12101, WESTBOROUGH..., Westborough, MA 01712
$579,000

2 beds

|

2 baths

|

1,459 sq ft

|

Condo

12101 PETERS FARM WAY 12101, WESTBOROUGH...
Del Webb Chauncy Lake 11 PETERS FARM WAY 310, WESTBOROUGH, MA,..., Westborough, MA 01581
$575,000

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

11 PETERS FARM WAY 310, WESTBOROUGH, MA,...
Del Webb Chauncy Lake 5 PETERS FARM WAY 405, WESTBOROUGH, MA, ..., Westborough, MA 01581
$624,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY 405, 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.
Del Webb Chauncy Lake 5 PETERS FARM WAY 407, WESTBOROUGH, MA, ..., Westborough, MA 01581
$799,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 407, WESTBOROUGH, MA, ...
Brierly Pond Village 6 ASHTON LN 6, MILLBURY, MA, 01527, Millbury, MA 01527
$524,900

2 beds

|

4 baths

|

2,256 sq ft

|

Condo

6 ASHTON LN 6, MILLBURY, MA, 01527
Bigelow Farm 29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153..., Northborough, MA 01532
$850,000

2 beds

|

3 baths

|

2,656 sq ft

|

Condo

29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153...
Community: Bigelow Farm
Del Webb Chauncy Lake 1 CODMAN WAY 312, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$599,900

2 beds

|

2 baths

|

1,510 sq ft

|

Condo

1 CODMAN WAY 312, WESTBOROUGH, MA, 01581
WestRidge 15 HASTINGS RD 15, HUDSON, MA, 01749, Hudson, MA 01749
$624,900

2 beds

|

3 baths

|

1,934 sq ft

|

Condo

15 HASTINGS RD 15, HUDSON, MA, 01749
Community: WestRidge
Angell Brook Village 14 ANGELL BROOK DR 14, WEST BOYLSTON, MA..., West Boylston, MA 01583
$609,900

3 beds

|

3 baths

|

1,962 sq ft

|

Condo

14 ANGELL BROOK DR 14, WEST BOYLSTON, MA...
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$609,900

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
Want to learn more about 55+ communities in Rutland? 55places can help!
Questions? Call us: (774) 234-4586
Del Webb Chauncy Lake 5 PETERS FARM WAY 7112, WESTBOROUGH, MA,..., Westborough, MA 01581
$449,995

1 beds

|

1 baths

|

1,058 sq ft

|

Condo

5 PETERS FARM WAY 7112, WESTBOROUGH, MA,...
Del Webb Chauncy Lake 4204 PETERS FARM WAY 204, WESTBOROUGH, M..., Westborough, MA 01581
$450,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

4204 PETERS FARM WAY 204, WESTBOROUGH, M...
The Villages at Walker Meadow 3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$619,900

2 beds

|

2 baths

|

1,876 sq ft

|

Condo

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581
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.
Del Webb Chauncy Lake 4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$569,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581
$549,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

12308 PETERS FARM WAY 308, WESTBOROUGH, ...
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$625,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Del Webb Chauncy Lake 6312 PETERS FARM WAY 6312, WESTBOROUGH, ..., Westborough, MA 01581
$585,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

6312 PETERS FARM WAY 6312, WESTBOROUGH, ...
Harmony Place 12 FIDELITY DR 6, RUTLAND, MA, 01543, Rutland, MA 01543
$507,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

12 FIDELITY DR 6, RUTLAND, MA, 01543
Community: Harmony Place
Harmony Place 15 FIDELITY DR 70, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

15 FIDELITY DR 70, RUTLAND, MA, 01543
Community: Harmony Place
Harmony Place 4 FIDELITY DR 2, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

4 FIDELITY DR 2, RUTLAND, MA, 01543
Community: Harmony Place
The Village at Orchard Meadows 47 ORCHARD MEADOW DR 47, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$529,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

47 ORCHARD MEADOW DR 47, SHREWSBURY, MA,...
Want to learn more about 55+ communities in Rutland? 55places can help!
Questions? Call us: (774) 234-4586
Del Webb Chauncy Lake 2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$559,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0...

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