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Portland, CT 55+ active adult communities & homes for sale

120 communities near Portland

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No reviews yet Bartlett Hill
$500Ks - $500Ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
No reviews yet The Atrium of Portland
<$100k - $100Ks
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
3.6 rating (7 reviews) Heritage Village
$100Ks - $400Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
No reviews yet Leisure Village
$200Ks - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
No reviews yet The Greens at Half Hollow
$600Ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
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No reviews yet Rivington
$400Ks - $900Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
No reviews yet Oronoque Village
$400Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
No reviews yet The Village at Oxford Gre...
$500Ks - $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
No reviews yet Leisure Knoll
$400Ks - $500Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
No reviews yet Country Pointe Plainview
$1Ms - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 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.
5 rating (1 reviews) Fairfield at St. James
$400Ks - $600Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
No reviews yet Leisure Glen
$400Ks - $500Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
No reviews yet Spring Lake Village
$200Ks - $300Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
4 rating (8 reviews) Glenwood Village
$100Ks - $400Ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
3.7 rating (3 reviews) Greenwood Village
$100Ks - $200Ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
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Questions? Call us: (860) 854-7490
No reviews yet Regency at Prospect
$400Ks - $400Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet The Waterways at Moriches
$400Ks - $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$500Ks - $500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$600Ks - $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 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 (1 reviews) Vineyards at Blue Point
$600Ks - $900Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
No reviews yet The Club at Melville
$500Ks - $500Ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
No reviews yet The Seasons at Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
No reviews yet Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
5 rating (1 reviews) Encore Atlantic Shores
$600Ks - $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
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No reviews yet The Summit at Bethel
$600Ks - $700Ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
5 rating (1 reviews) Encore at Lake Grove
$500Ks - $700Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
No reviews yet Woodridge Strathmore Terr...
$400Ks - $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
5 rating (1 reviews) Sunrise Village
$400Ks - $400Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 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.
No reviews yet Brierly Pond Village
$400Ks - $400Ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
No reviews yet Saddle Lakes
$400Ks - $400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
No reviews yet Country Village Estates
$400Ks - $500Ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
5 rating (1 reviews) Sunken Pond Estates
$400Ks - $500Ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
5 rating (1 reviews) Westhampton Pines
$900Ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
5 rating (1 reviews) The Villages at Mount Sin...
$700Ks - $800Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
No reviews yet The Powder Forest Homes
$600Ks - $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
5 rating (1 reviews) Newtown Woods
$400Ks - $600Ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
No reviews yet Stoneleigh Woods at River...
$400Ks - $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
No reviews yet Snug Harbor
$600Ks - $700Ks
Snug Harbor, Amityville, NY
Resale Only | 55+ age-restricted | Built 1970 - 1974 | 176 homes
New Harmony Place 6 FIDELITY DR # 2, RUTLAND, MA, 01543, Rutland, MA 01543
$512,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

6 FIDELITY DR # 2, RUTLAND, MA, 01543
Community: Harmony Place
The Seasons at Salisbury 43 BLOSSOM SQ # 43, HOLDEN, MA, 01520, Holden, MA 01520
$550,000

2 beds

|

3 baths

|

2,202 sq ft

|

Condo

43 BLOSSOM SQ # 43, HOLDEN, MA, 01520
Brierly Pond Village 30 HORNE WAY # 30, MILLBURY, MA, 01527, Millbury, MA 01527
$419,900

3 beds

|

2 baths

|

1,746 sq ft

|

Condo

30 HORNE WAY # 30, MILLBURY, MA, 01527
The Village at Orchard Meadows 75 ORCHARD MEADOW DR # 75, SHREWSBURY, M..., Shrewsbury, MA 01545
$499,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

75 ORCHARD MEADOW DR # 75, SHREWSBURY, M...
The Gardens of Wilbraham 45 IVY CIR # 45, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$495,000

2 beds

|

3 baths

|

1,752 sq ft

|

Condo

45 IVY CIR # 45, WILBRAHAM, MA, 01095
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
The Village at Orchard Meadows 17 CORTLAND GROVE DR # 17, SHREWSBURY, M..., Shrewsbury, MA 01545
$549,900

2 beds

|

2 baths

|

1,580 sq ft

|

Condo

17 CORTLAND GROVE DR # 17, SHREWSBURY, M...
Adams Farm 40 ADAMS FARM RD # 40, SHREWSBURY, MA, 0..., Shrewsbury, MA 01545
$850,000

2 beds

|

3 baths

|

2,757 sq ft

|

Condo

40 ADAMS FARM RD # 40, SHREWSBURY, MA, 0...
Community: Adams Farm
The Village at Orchard Meadows 78 ORCHARD MEADOW DR # 78, SHREWSBURY, M..., Shrewsbury, MA 01545
$559,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

78 ORCHARD MEADOW DR # 78, SHREWSBURY, M...
Brierly Pond Village 47 HORNE WAY # 47, MILLBURY, MA, 01527, Millbury, MA 01527
$454,000

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

47 HORNE WAY # 47, MILLBURY, MA, 01527
Spring Lake Village 42 VILLAGE RD # 42, SOUTHINGTON, CT, 064..., Southington, CT 06489
$219,000

1 beds

|

1 baths

|

860 sq ft

|

Condo

42 VILLAGE RD # 42, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
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.
Beckley Farms 221 SCENIC DR # 221, BERLIN, CT, 06037, Berlin, CT 06037
$639,000

3 beds

|

2 baths

|

1,892 sq ft

|

Condo

221 SCENIC DR # 221, BERLIN, CT, 06037
Community: Beckley Farms
Oronoque Village 156 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$469,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

156 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
The Waterways at Moriches 276 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955
$649,000

2 beds

|

2 baths

|

1,875 sq ft

|

Condo

276 DOCKSIDE CT, MORICHES, NY, 11955
Spring Lake Village 472 CARRIAGE DR # 472, SOUTHINGTON, CT, ..., Southington, CT 06489
$299,000

2 beds

|

2 baths

|

1,188 sq ft

|

Condo

472 CARRIAGE DR # 472, SOUTHINGTON, CT, ...
Community: Spring Lake Village
Leisure Village 411A WEYMOUTH CT # 411A, RIDGE, NY, 1196..., Ridge, NY 11961
$359,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

411A WEYMOUTH CT # 411A, RIDGE, NY, 1196...
Community: Leisure Village
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
The Summit at Bethel 63 GREAT HILL DR # 63, BETHEL, CT, 06801, Bethel, CT 06801
$725,000

3 beds

|

3 baths

|

2,743 sq ft

|

Condo

63 GREAT HILL DR # 63, BETHEL, CT, 06801
Spring Lake Village 6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648..., Southington, CT 06489
$284,900

3 beds

|

3 baths

|

1,471 sq ft

|

Condo

6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648...
Community: Spring Lake Village
Oronoque Village 635 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$659,900

2 beds

|

3 baths

|

1,642 sq ft

|

Condo

635 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 588 ARAPAHO LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$419,999

1 beds

|

2 baths

|

1,438 sq ft

|

Condo

588 ARAPAHO LN B, STRATFORD, CT, 06614
Community: Oronoque Village
South Pond Village 175 THISTLE POND DR # 175, BLOOMFIELD, C..., Bloomfield, CT 06002
$399,000

2 beds

|

2 baths

|

1,535 sq ft

|

Condo

175 THISTLE POND DR # 175, BLOOMFIELD, C...
Community: South Pond Village
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 Woods at Dunham Pond 48 HERON VIEW RD # 48, NEW FAIRFIELD, CT..., New Fairfield, CT 06812
$449,900

1 beds

|

3 baths

|

1,550 sq ft

|

Condo

48 HERON VIEW RD # 48, NEW FAIRFIELD, CT...
Leisure Village 68A ENFIELD CT # 68A, RIDGE, NY, 11961, Ridge, NY 11961
$369,000

2 beds

|

1 baths

|

1,048 sq ft

|

Condo

68A ENFIELD CT # 68A, RIDGE, NY, 11961
Community: Leisure Village
Glenwood Village 425 CIRCLEWOOD, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$329,000

2 beds

|

2 baths

|

1,086 sq ft

|

Manufactured Home

425 CIRCLEWOOD, RIVERHEAD, NY, 11901
Community: Glenwood Village
Leisure Knoll 145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$418,000

2 beds

|

2 baths

|

900 sq ft

|

Condo

145 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Village 259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961
$274,900

1 beds

|

1 baths

|

875 sq ft

|

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
Leisure Village 269 BERWICK CT B, RIDGE, NY, 11961, Ridge, NY 11961
$369,999

2 beds

|

1 baths

|

1,048 sq ft

|

Condo

269 BERWICK CT B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Knoll 202 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961
$489,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

202 KINGSTON DR, RIDGE, NY, 11961
Community: Leisure Knoll
New Kensington Estates 46 PLAINVIEW RD, WOODBURY, NY, 11797, Woodbury, NY 11797
$2,999,999

6 beds

|

5 baths

|

4,333 sq ft

|

House

46 PLAINVIEW RD, WOODBURY, NY, 11797
Community: Kensington Estates
Leisure Glen 9 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961
$499,000

2 beds

|

2 baths

|

1,451 sq ft

|

Condo

9 GLEN DR, RIDGE, NY, 11961
Community: Leisure Glen
New The Vineyards at Miller Place 7 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$599,000

2 beds

|

3 baths

|

1,486 sq ft

|

Condo

7 HALLEY LN, MILLER PLACE, NY, 11764
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.
Greenwood Village 132 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$199,990

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

132 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
New Fairfield at St. James 205 FLAIR CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$619,990

3 beds

|

3 baths

|

1,600 sq ft

|

Condo

205 FLAIR CT, SMITHTOWN, NY, 11780
Leisure Knoll 151 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961
$449,900

2 beds

|

1 baths

|

1,116 sq ft

|

Condo

151 LAURANCE LN, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Village 311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196..., Ridge, NY 11961
$249,900

1 beds

|

1 baths

|

684 sq ft

|

Condo

311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196...
Community: Leisure Village
Foxwood Village 1407 MIDDLE RD UNIT 4 UNIT 4, CALVERTON,..., Calverton, NY 11933
$425,000

2 beds

|

2 baths

|

1,400 sq ft

|

Manufactured Home

1407 MIDDLE RD UNIT 4 UNIT 4, CALVERTON,...
Community: Foxwood Village
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
Vineyards at Moriches 4 TONI CT, CENTER MORICHES, NY, 11934, Center Moriches, NY 11934
$715,000

2 beds

|

3 baths

|

2,196 sq ft

|

Condo

4 TONI CT, CENTER MORICHES, NY, 11934
Leisure Knoll 525 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961
$475,999

2 beds

|

2 baths

|

1,334 sq ft

|

Condo

525 CRANSTON LN, RIDGE, NY, 11961
Community: Leisure Knoll
Encore at Lake Grove 23 SONATA CT, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$650,000

2 beds

|

2 baths

|

1,697 sq ft

|

Condo

23 SONATA CT, LAKE GROVE, NY, 11755
New Glenwood Village 1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,..., Riverhead, NY 11901
$410,000

2 beds

|

2 baths

|

1,632 sq ft

|

House

1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,...
Community: Glenwood Village
The Waterways at Moriches 497 OAK BLUFF CT, MORICHES, NY, 11955, Moriches, NY 11955
$529,999

2 beds

|

3 baths

|

1,988 sq ft

|

Condo

497 OAK BLUFF CT, MORICHES, NY, 11955

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120 communities near Portland
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