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Milton, MA 55+ active adult communities & homes for sale - Page 4

170 communities near Milton

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The Villages on Mount Hop...
$600ks - $1Ms
The Villages on Mount Hop..., Tiverton, RI
New and Resale | 55+ age-restricted | Built 2003 - present | 230 homes
Bay Ridge
$600ks - $800ks
Bay Ridge, Middletown, RI
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes
Wakefield Meadows
$700ks - $800ks
Wakefield Meadows, Wakefield, RI
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 homes
4 rating (5 reviews) South Shore Village
$600ks - $800ks
South Shore Village, South Kingstown, RI
New and Resale | 55+ age-restricted | Built 2016 - present | 303 homes
Bella Vista
$300ks - $400ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Brookedge Village Condomi...
$300ks - $400ks
Brookedge Village Condomi..., South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2007 - 2007 | 28 homes
Brandywyne
$700ks - $800ks
Brandywyne, South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2011 - 2013 | 37 homes
Southwinds
$600ks - $700ks
Southwinds, South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 70 homes
Bailey Brook
$600ks - $700ks
Bailey Brook, Middletown, RI
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 36 homes
The Cliffs at Evergreen
$700ks - $600ks
The Cliffs at Evergreen, Auburn, NH
New Construction | 55+ age-restricted | Built 2022 - present | 79 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
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Whitestone Village
$400ks - $500ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 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 Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
New England Commons
$200ks - $300ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes
Blue Heron Pond
$500ks
Blue Heron Pond, Lancaster, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
Villages at Weathervane
$800ks - $1Ms
Villages at Weathervane, Weymouth, MA
Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Summer Reach
$400ks - $500ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Duxbury Estates
$700ks - $800ks
Duxbury Estates, Duxbury, MA
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 44 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.
Peregrine Woods
$400ks - $600ks
Peregrine Woods, Marshfield, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 32 homes
Tara Woods
$400ks
Tara Woods, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 38 homes
Center Commons
$500ks - $600ks
Center Commons, Pembroke, MA
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 homes
Donovan Farm
$500ks - $700ks
Donovan Farm, Norwell, MA
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 40 homes
The Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 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
Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Cranberry Grove
$200ks - $300ks
Cranberry Grove, Wareham, MA
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes
Kensington at The Pinehil...
$500ks
Kensington at The Pinehil..., Plymouth, MA
New Construction | Age-targeted | Built 2017 - present | 17 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.
New The Villages at Crane Meadow 7 WHISPERING BRK 7, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$579,900

2 beds

|

2 baths

|

1,838 sq ft

|

Condo

7 WHISPERING BRK 7, MARLBOROUGH, MA, 017...
New Harmony Place 21 FIDELITY DR 73, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

21 FIDELITY DR 73, RUTLAND, MA, 01543
Community: Harmony Place
New Harmony Place 23 FIDELITY DR 74, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

23 FIDELITY DR 74, RUTLAND, MA, 01543
Community: Harmony Place
New Harmony Place 19 FIDELITY DR 72, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

19 FIDELITY DR 72, RUTLAND, MA, 01543
Community: Harmony Place
New Harmony Place 17 FIDELITY DR 71, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

17 FIDELITY DR 71, RUTLAND, MA, 01543
Community: Harmony Place
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
New Great Island 12 BELLTREE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$759,900

2 beds

|

3 baths

|

2,322 sq ft

|

House

12 BELLTREE, PLYMOUTH, MA, 02360
Community: Great Island
New WestRidge 4 HASTINGS RD 4, HUDSON, MA, 01749, Hudson, MA 01749
$610,000

2 beds

|

3 baths

|

1,736 sq ft

|

Condo

4 HASTINGS RD 4, HUDSON, MA, 01749
Community: WestRidge
New 30 Coppersmith 30 COPPERSMITH WAY 501, CANTON, MA, 0202..., Canton, MA 02021
$844,745

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 501, CANTON, MA, 0202...
Community: 30 Coppersmith
New Great Island 7 WHITE TRELLIS, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$750,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 WHITE TRELLIS, PLYMOUTH, MA, 02360
Community: Great Island
New Great Island 6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$659,900

2 beds

|

2 baths

|

1,549 sq ft

|

House

6 CHAMPLAIN CIR, 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.
New The Lanterns at Warren Woods 8 LANTERN WAY 8, ASHLAND, MA, 01721, Ashland, MA 01721
$780,000

2 beds

|

2 baths

|

1,657 sq ft

|

Condo

8 LANTERN WAY 8, ASHLAND, MA, 01721
New Preserve at Emerald Pines 36 PHOEBE ST 36, METHUEN, MA, 01844, Methuen, MA 01844
$914,900

3 beds

|

3 baths

|

2,649 sq ft

|

Condo

36 PHOEBE ST 36, METHUEN, MA, 01844
New Oak Point 408 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$389,000

3 beds

|

2 baths

|

1,344 sq ft

|

House

408 GREEN ST, MIDDLEBORO, MA, 02346
Community: Oak Point
New Riverside Woods 2 FRANCIS DR 401, ANDOVER, MA, 01810, Andover, MA 01810
$619,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2 FRANCIS DR 401, ANDOVER, MA, 01810
Community: Riverside Woods
Great Island 6 CLAM PUDDING, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$850,000

3 beds

|

3 baths

|

2,580 sq ft

|

House

6 CLAM PUDDING, PLYMOUTH, MA, 02360
Community: Great Island
Seton Highlands at The Pinehills 24 INVERNESS 24, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$923,000

3 beds

|

3 baths

|

2,719 sq ft

|

Condo

24 INVERNESS 24, PLYMOUTH, MA, 02360
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Reading Woods 31 JACOB WAY 31, READING, MA, 01867, Reading, MA 01867
$879,000

3 beds

|

3 baths

|

2,089 sq ft

|

Condo

31 JACOB WAY 31, READING, MA, 01867
Community: Reading Woods
Del Webb Chauncy Lake 5 PETERS FARM WAY 411, WESTBOROUGH, MA, ..., Westborough, MA 01581
$654,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 411, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 410, WESTBOROUGH, MA, ..., Westborough, MA 01581
$594,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 7303, WESTBOROUGH, MA,..., Westborough, MA 01581
$429,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 7303, 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 5312 PETERS FARM WAY 312, WESTBOROUGH, M..., Westborough, MA 01581
$699,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5312 PETERS FARM WAY 312, WESTBOROUGH, M...
Oak Point 6406 OAK PT, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$399,000

3 beds

|

2 baths

|

1,456 sq ft

|

House

6406 OAK PT, MIDDLEBORO, MA, 02346
Community: Oak Point
Great Island 5 HIGHBANK TRL, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$691,050

2 beds

|

3 baths

|

2,074 sq ft

|

House

5 HIGHBANK TRL, PLYMOUTH, MA, 02360
Community: Great Island
Stone Castle Estates 4 TILBURY RD 4, METHUEN, MA, 01844, Methuen, MA 01844
$324,424

1 beds

|

2 baths

|

1,128 sq ft

|

Condo

4 TILBURY RD 4, METHUEN, MA, 01844
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$600,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Preserve at Emerald Pines 3 HUMMINGBIRD WAY 3, METHUEN, MA, 01844, Methuen, MA 01844
$879,000

3 beds

|

3 baths

|

2,642 sq ft

|

Condo

3 HUMMINGBIRD WAY 3, METHUEN, MA, 01844
Regency at Glen Ellen 43 JAMESON DR 43, MILLIS, MA, 02054, Millis, MA 02054
$1,299,900

3 beds

|

3 baths

|

2,873 sq ft

|

Condo

43 JAMESON DR 43, MILLIS, MA, 02054
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Riverside Woods 2 FRANCIS DR 203, ANDOVER, MA, 01810, Andover, MA 01810
$449,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

2 FRANCIS DR 203, ANDOVER, MA, 01810
Community: Riverside Woods
Regency at Methuen 14 HARTSHORNE WAY 14, METHUEN, MA, 01844, Methuen, MA 01844
$799,900

3 beds

|

3 baths

|

2,407 sq ft

|

Condo

14 HARTSHORNE WAY 14, METHUEN, MA, 01844
Community: Regency at Methuen
Seton Highlands at The Pinehills 17 ABERDEEN 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$889,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360
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 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...
Angell Brook Village 10 ANGELL BROOK DR 10, WEST BOYLSTON, MA..., West Boylston, MA 01583
$540,000

3 beds

|

2 baths

|

2,228 sq ft

|

Condo

10 ANGELL BROOK DR 10, WEST BOYLSTON, MA...
Preserve at Emerald Pines 53 PHOEBE ST 31, METHUEN, MA, 01844, Methuen, MA 01844
$940,000

2 beds

|

4 baths

|

2,985 sq ft

|

Condo

53 PHOEBE ST 31, METHUEN, MA, 01844
Millwood Preserve 5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01..., Framingham, MA 01701
$1,429,000

2 beds

|

4 baths

|

3,396 sq ft

|

Condo

5 BAITING BROOK RD 5, FRAMINGHAM, MA, 01...
Community: Millwood Preserve
The Preserve at Hunters Hill 72 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$799,900

2 beds

|

2 baths

|

1,600 sq ft

|

House

72 CLUB HOUSE DR, DIGHTON, MA, 02715
Quail Ridge 20 PARKLAND LN 20, ACTON, MA, 01720, Acton, MA 01720
$925,000

2 beds

|

2 baths

|

2,149 sq ft

|

Condo

20 PARKLAND LN 20, ACTON, MA, 01720
Community: Quail Ridge
The Preserve at Hunters Hill 127 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$756,275

2 beds

|

2 baths

|

1,815 sq ft

|

House

127 CLUBHOUSE DR, DIGHTON, MA, 02715
Riverside Woods 1 FRANCIS DR 405, ANDOVER, MA, 01810, Andover, MA 01810
$529,900

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

1 FRANCIS DR 405, ANDOVER, MA, 01810
Community: Riverside Woods
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Martins Landing 320 MARTINS LNDG 307, NORTH READING, MA,..., North Reading, MA 01864
$774,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 307, NORTH READING, MA,...
Community: Martins Landing
The Village at Orchard Meadows 79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA..., Shrewsbury, MA 01545
$534,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

79 ORCHARD MEADOWS DR 79, SHREWSBURY, 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.

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