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

239 homes near Portland

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No reviews yet Bartlett Hill
$300Ks - $400Ks
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
$200Ks - $500Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
No reviews yet Leisure Village
$200Ks - $500Ks
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
No reviews yet Rivington
$400Ks - $1Ms
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
No reviews yet Oronoque Village
$300Ks - $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
$200Ks - $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 - $500Ks
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
No reviews yet Regency at Prospect
$300Ks - $400Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet The Waterways at Moriches
$500Ks - $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
3.5 rating (2 reviews) Foxwood Village
$200Ks - $300Ks
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 rating (1 reviews) Vineyards at Blue Point
$700Ks - $900Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$600Ks - $600Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 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
$700Ks - $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
No reviews yet The Summit at Bethel
$700Ks - $800Ks
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
$600Ks - $600Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
No reviews yet Woodridge Strathmore Terr...
$300Ks - $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
5 rating (1 reviews) Sunrise Village
$400Ks - $500Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
No reviews yet Brierly Pond Village
$400Ks - $500Ks
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 - $400Ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
5 rating (1 reviews) Sunken Pond Estates
$400Ks - $400Ks
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
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
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) Newtown Woods
$400Ks - $400Ks
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
Greenwood Village 71 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$247,000

2 beds

|

2 baths

|

1,123 sq ft

|

Condo

71 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 419 WEYMOUTH CT F, RIDGE, NY, 11961, Ridge, NY 11961
$285,000

1 beds

|

1 baths

|

782 sq ft

|

Condo

419 WEYMOUTH CT F, RIDGE, NY, 11961
Community: Leisure Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 521, RIVERHEAD,..., Riverhead, NY 11901
$375,000

2 beds

|

2 baths

|

Condo

1661 OLD COUNTRY RD UNIT 521, RIVERHEAD,...
Community: Glenwood Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 114, RIVERHEAD,..., Riverhead, NY 11901
$189,000

2 beds

|

1 baths

|

700 sq ft

|

Mobile Home

1661 OLD COUNTRY RD UNIT 114, RIVERHEAD,...
Community: Glenwood Village
Greenwood Village 24 LIMETREE DR # 24, MANORVILLE, NY, 119..., Manorville, NY 11949
$249,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

24 LIMETREE DR # 24, MANORVILLE, NY, 119...
Community: Greenwood Village
The Polo Club at Islandia 1239 OLD NICHOLS RD # 51, ISLANDIA, NY, ..., Islandia, NY 11749
$629,000

2 beds

|

3 baths

|

1,654 sq ft

|

Condo

1239 OLD NICHOLS RD # 51, ISLANDIA, NY, ...
Leisure Knoll 2 LAMONT RD # 2, RIDGE, NY, 11961, Ridge, NY 11961
$515,000

2 beds

|

2 baths

|

1,646 sq ft

|

Condo

2 LAMONT RD # 2, RIDGE, NY, 11961
Community: Leisure Knoll
Heritage Village 79 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$219,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

79 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 701 WOODVALE DR B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$400,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

701 WOODVALE DR B, SOUTHBURY, CT, 06488
Community: Heritage Village
Spring Lake Village 922 SWEETHEART PATH # 922, SOUTHINGTON, ..., Southington, CT 06489
$330,000

2 beds

|

2 baths

|

1,277 sq ft

|

Condo

922 SWEETHEART PATH # 922, SOUTHINGTON, ...
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.
Chatfield Farms 17 BAYBERRY CT # 17, BEACON FALLS, CT, 0..., Beacon Falls, CT 06403
$677,000

2 beds

|

3 baths

|

2,671 sq ft

|

Condo

17 BAYBERRY CT # 17, BEACON FALLS, CT, 0...
Community: Chatfield Farms
New The Village at Oxford Greens 220 CHIP SHOT LN # 220, OXFORD, CT, 0647..., Oxford, CT 06478
$699,000

3 beds

|

2 baths

|

2,008 sq ft

|

Condo

220 CHIP SHOT LN # 220, OXFORD, CT, 0647...
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
New Heritage Village 331 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$315,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

331 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 122 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

122 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 225 S DURKEE HL E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$185,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

225 S DURKEE HL E, SOUTHBURY, CT, 06488
Community: Heritage Village
New Gloria Commons 3 ALANA DR # 3, MILFORD, CT, 06461, Milford, CT 06461
$469,000

2 beds

|

3 baths

|

2,237 sq ft

|

Condo

3 ALANA DR # 3, MILFORD, CT, 06461
Community: Gloria Commons
New Chatfield Farms 61 FIELDSTONE LN # 61, BEACON FALLS, CT,..., Beacon Falls, CT 06403
$530,000

2 beds

|

2 baths

|

1,404 sq ft

61 FIELDSTONE LN # 61, BEACON FALLS, CT,...
Community: Chatfield Farms
Heritage Village 259B KRUEGER CIR, SOUTHBURY, CT, 06488, Southbury, CT 06488
$355,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

259B KRUEGER CIR, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 769 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$280,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

769 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 654 OSAGE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$479,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

654 OSAGE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 150 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$340,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

150 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 894 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$379,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

894 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 405 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

405 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 513 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$564,000

1 beds

|

3 baths

|

1,454 sq ft

|

Condo

513 OPA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 133 BANNOCK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$360,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

133 BANNOCK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Rivington 1026 COUNTRY VIEW RD # 1026, DANBURY, CT..., Danbury, CT 06810
$485,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

1026 COUNTRY VIEW RD # 1026, DANBURY, CT...
Community: Rivington
New South Pond Village 179 THISTLE POND DR # 179, BLOOMFIELD, C..., Bloomfield, CT 06002
$369,000

2 beds

|

2 baths

|

1,341 sq ft

|

Condo

179 THISTLE POND DR # 179, BLOOMFIELD, C...
Community: South Pond Village
Oronoque Village 634 NORTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$529,900

2 beds

|

3 baths

|

1,454 sq ft

|

Condo

634 NORTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
The Summit at Bethel 81 GREAT HILL DR # 81, BETHEL, CT, 06801, Bethel, CT 06801
$750,000

3 beds

|

3 baths

|

2,447 sq ft

|

Condo

81 GREAT HILL DR # 81, BETHEL, CT, 06801
Heritage Village 128 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$419,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

128 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 43 BUCKSKIN LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$349,000

1 beds

|

2 baths

|

1,375 sq ft

|

Condo

43 BUCKSKIN LN A, STRATFORD, CT, 06614
Community: Oronoque Village
New Rivington 7 SHAWE ST # 7, DANBURY, CT, 06810, Danbury, CT 06810
$685,000

3 beds

|

3 baths

|

2,150 sq ft

|

Condo

7 SHAWE ST # 7, DANBURY, CT, 06810
Community: Rivington
Rivington 823 CENTER MEADOW LN # 823, DANBURY, CT,..., Danbury, CT 06810
$499,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

823 CENTER MEADOW LN # 823, DANBURY, CT,...
Community: Rivington
Regency at Woodbridge 9 WHISPER RIDGE WAY # 47, WOODBRIDGE, CT..., Woodbridge, CT 06525
$685,995

3 beds

|

3 baths

|

2,239 sq ft

|

Condo

9 WHISPER RIDGE WAY # 47, WOODBRIDGE, CT...
Benson Woods 112 PERIWINKLE DR # 112, MIDDLEBURY, CT,..., Middlebury, CT 06762
$569,900

2 beds

|

3 baths

|

2,593 sq ft

|

Condo

112 PERIWINKLE DR # 112, MIDDLEBURY, CT,...
Community: Benson Woods
Oronoque Village 588 ARAPAHO LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

2 baths

|

1,438 sq ft

|

Condo

588 ARAPAHO LN B, STRATFORD, CT, 06614
Community: Oronoque 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.
Heritage Village 1018 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$465,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

1018 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
Heritage Village 224 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,000

2 beds

|

3 baths

|

1,572 sq ft

|

Condo

224 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 1042 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

1042 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village

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