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Port Jefferson, NY 55+ active adult communities & homes for sale - Page 3

131 communities near Port Jefferson

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77 Sunset Lane
$400ks - $700ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
Autumn Estates
$500ks - $600ks
Autumn Estates, Farmington, CT
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Want to learn more about 55+ communities in Port Jefferson? 55places can help!
Questions? Call us: (516) 440-5634
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Long Hill Village
$300ks - $400ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Oak Meadow Estates
$200ks - $300ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes
Park Glen
$300ks - $500ks
Park Glen, New Milford, CT
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 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.
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
The Woods at Dunham Pond
$200ks - $400ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Cobblestone Court
$400ks - $500ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes
Forest Mews
$300ks - $400ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
Want to learn more about 55+ communities in Port Jefferson? 55places can help!
Questions? Call us: (516) 440-5634
O'Meara Farm
$400ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes
The Coach Homes at Ridgef...
$300ks - $400ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction | 55+ age-restricted | Built 2019 - present | 30 homes
Whitney Glen
$500ks - $600ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
Vineyards at Moriches
$500ks - $600ks
Vineyards at Moriches, Center Moriches, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 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.
Eastport Meadows
$400ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes
The Seasons at East Meado...
$400ks - $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
Regency at Wappinger
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
Woodcrest at Jacobs Hill
$200ks - $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes
Want to learn more about 55+ communities in Port Jefferson? 55places can help!
Questions? Call us: (516) 440-5634
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
Glassbury Court at Hunter...
$500ks - $700ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes
5 rating (1 reviews) Sunrise Village
$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.
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
Windmill Gate
$300ks - $400ks
Windmill Gate, Oakdale, NY
Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 homes
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Founders Village
$400ks - $500ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
The Club at Melville
$500ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
4 rating (1 reviews) Vineyards at Blue Point
$500ks - $700ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
The Bel Aire at East Mead...
$300ks - $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes
Want to learn more about 55+ communities in Port Jefferson? 55places can help!
Questions? Call us: (516) 440-5634
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes
3.5 rating (2 reviews) Harvest Pointe
$800ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 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 Meadowbrook Pointe Athletic Club & Spa 246 ROOSEVELT WAY 11103, HEMPSTEAD, NY, ..., Hempstead, NY 11590
$1,150,000

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

246 ROOSEVELT WAY 11103, HEMPSTEAD, NY, ...
New Jefferson Village 131 COLUMBIA CT D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$399,000

2 beds

|

2 baths

|

1,141 sq ft

|

Condo

131 COLUMBIA CT D, YORKTOWN, NY, 10598
Community: Jefferson Village
New The Retreat at Carmel 2 BLAIR HEIGHTS 3323, CARMEL, NY, 10512, Carmel, NY 10512
$455,000

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

2 BLAIR HEIGHTS 3323, CARMEL, NY, 10512
New Regency at Wappinger 2 AVONDALE LN, WAPPINGER, NY, 12590, Wappinger, NY 12590
$799,000

2 beds

|

4 baths

|

2,941 sq ft

|

Condo

2 AVONDALE LN, WAPPINGER, NY, 12590
New Dutchgate 205 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$699,999

3 beds

|

2 baths

|

1,480 sq ft

|

Condo

205 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
Want to learn more about 55+ communities in Port Jefferson? 55places can help!
Questions? Call us: (516) 440-5634
New Heritage Hills 386 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$679,999

2 beds

|

2 baths

|

1,416 sq ft

|

Condo

386 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
New Jefferson Village 185 LONG HILL DR A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$449,000

2 beds

|

2 baths

|

1,302 sq ft

|

Condo

185 LONG HILL DR A, YORKTOWN, NY, 10598
Community: Jefferson Village
New The Village at Buckingham 18 CAVENDISH PL 18, AVON, CT, 06001, Avon, CT 06001
$714,900

3 beds

|

3 baths

|

2,730 sq ft

|

Condo

18 CAVENDISH PL 18, AVON, CT, 06001
New Jefferson Village 23 DORSET CT C, YORKTOWN, NY, 10598, Yorktown, NY 10598
$339,000

1 beds

|

1 baths

|

700 sq ft

|

Condo

23 DORSET CT C, YORKTOWN, NY, 10598
Community: Jefferson Village
New Meadow Brook Estates 223 MEADOW BROOK RD 223, OXFORD, CT, 064..., Oxford, CT 06478
$589,900

2 beds

|

2 baths

|

1,480 sq ft

|

Condo

223 MEADOW BROOK RD 223, OXFORD, CT, 064...
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 Greenwood Village 40 WILLOW CT, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$249,999

2 beds

|

2 baths

|

1,151 sq ft

|

Manufactured On Land

40 WILLOW CT, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Oronoque Village 261 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$550,000

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

261 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
New Woodridge Strathmore Terrace 54 STANDISH DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$549,999

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

54 STANDISH DR, BROOKHAVEN, NY, 11766
New Heritage Village 899 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$479,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

899 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oronoque Village 209 ACORN LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

209 ACORN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Vineyards at Brookfield 69 AVERY DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934
$709,999

2 beds

|

3 baths

|

2,254 sq ft

|

Condo

69 AVERY DR, BROOKHAVEN, NY, 11934
Want to learn more about 55+ communities in Port Jefferson? 55places can help!
Questions? Call us: (516) 440-5634
The Powder Forest Homes 9 ASHTON CIR, SIMSBURY, CT, 06070, Simsbury, CT 06070
$700,000

2 beds

|

2 baths

|

1,809 sq ft

|

Condo

9 ASHTON CIR, SIMSBURY, CT, 06070
Applegate Estates 90 APPLE GATE 190, SOUTHINGTON, CT, 0648..., Southington, CT 06489
$450,000

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

90 APPLE GATE 190, SOUTHINGTON, CT, 0648...
Community: Applegate Estates
The Greens at Half Hollow 1153 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$750,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

1153 SAVOY DR, HUNTINGTON, NY, 11747
The Village at Oxford Greens 71 LINKS WAY 71, OXFORD, CT, 06478, Oxford, CT 06478
$598,000

2 beds

|

2 baths

|

1,590 sq ft

71 LINKS WAY 71, OXFORD, CT, 06478
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 397 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$264,999

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

397 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Regency at Fishkill 145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$539,999

2 beds

|

2 baths

|

1,803 sq ft

|

Condo

145 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
The Waterways at Moriches 377 QUARRY POND CT, BROOKHAVEN, NY, 1195..., Brookhaven, NY 11955
$599,999

2 beds

|

2 baths

|

2,141 sq ft

|

Condo

377 QUARRY POND CT, BROOKHAVEN, NY, 1195...
Woodridge Strathmore Terrace 58 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$435,000

2 beds

|

2 baths

|

1,025 sq ft

|

Condo

58 HEARTHSIDE DR, BROOKHAVEN, NY, 11766
Jefferson Village 113 VILLAGE RD B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$449,999

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

113 VILLAGE RD B, YORKTOWN, NY, 10598
Community: Jefferson Village
Heritage Hills 37 HERITAGE HILLS DR A, SOMERS, NY, 1058..., Somers, NY 10589
$500,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

37 HERITAGE HILLS DR A, SOMERS, NY, 1058...
Community: Heritage Hills
Greenwood Village 131 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$165,000

2 beds

|

2 baths

|

1,062 sq ft

|

Manufactured Home

131 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ communities in Port Jefferson? 55places can help!
Questions? Call us: (516) 440-5634
The Waterways at Moriches 629 WATER WAY 29, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$715,000

2 beds

|

3 baths

|

1,611 sq ft

|

Condo

629 WATER WAY 29, BROOKHAVEN, NY, 11955
Regency Meadows 108 IMPERIAL CT 108, TRUMBULL, CT, 06611, Trumbull, CT 06611
$739,000

2 beds

|

3 baths

|

2,891 sq ft

|

Condo

108 IMPERIAL CT 108, TRUMBULL, CT, 06611
Community: Regency Meadows
Heritage Hills 757 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$569,000

2 beds

|

2 baths

|

1,296 sq ft

|

Condo

757 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
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 139 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$409,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

139 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Regency at Fishkill 246 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$499,999

1 beds

|

2 baths

|

1,543 sq ft

|

Condo

246 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Foxwood Village 1407 MIDDLE RD 83, BROOKHAVEN, NY, 11933, Brookhaven, NY 11933
$425,000

2 beds

|

2 baths

|

1,444 sq ft

|

Manufactured Home

1407 MIDDLE RD 83, BROOKHAVEN, NY, 11933
Community: Foxwood Village
Heritage Village 738 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$365,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

738 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 69 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

69 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 122 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$354,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

122 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 47 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$324,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

47 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Leisure Knoll 491 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$489,000

2 beds

|

2 baths

|

976 sq ft

|

Condo

491 STRATFORD LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Want to learn more about 55+ communities in Port Jefferson? 55places can help!
Questions? Call us: (516) 440-5634
Heritage Village 553 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$424,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

553 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Jefferson Village 23 DORSET CT F, YORKTOWN, NY, 10598, Yorktown, NY 10598
$315,000

2 beds

|

1 baths

|

925 sq ft

|

Condo

23 DORSET CT F, YORKTOWN, NY, 10598
Community: Jefferson 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.

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