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

141 communities near Milford

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3.6 rating (7 reviews) Heritage Village
$200ks - $500ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
4 rating (1 reviews) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
3 rating (2 reviews) Heritage Hills
$400ks - $800ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
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
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
The Village at Oxford Gre...
$400ks - $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 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.
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
The Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
5 rating (1 reviews) The Villages at Mount Sin...
$600ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
5 rating (2 reviews) Fairfield at St. James
$300ks - $500ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 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) Encore at Lake Grove
$500ks - $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 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.
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
The Seasons at Elwood
$800ks - $900ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Eagles Walk at East Quogu...
$300ks - $400ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes
Country Pointe Preserve
$600ks - $900ks
Country Pointe PreserveYaphank, NY
New Construction | 55+ age-restricted | Built 2024 - present | 152 homes
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Questions? Call us: (475) 271-1803
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
The Coves at Melville
$500ks
The Coves at Melville, Melville, NY
Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 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 Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
The Hollows at Blue Hill
$500ks - $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Village Estates
$300ks - $400ks
Village Estates, Amityville, NY
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 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.
123...4
New The Greens at Half Hollow 1053 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$739,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

1053 SAVOY DR, HUNTINGTON, NY, 11747
New Heritage Village 657 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$525,000

3 beds

|

3 baths

|

1,716 sq ft

|

Condo

657 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 343 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$215,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

343 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$419,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Rivington 925 OLD PASTURE DR 925, DANBURY, CT, 068..., Danbury, CT 06810
$510,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

925 OLD PASTURE DR 925, DANBURY, CT, 068...
Community: Rivington
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
New Leisure Knoll 379 LARCHMONT CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$539,000

2 beds

|

2 baths

|

1,070 sq ft

|

Condo

379 LARCHMONT CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New The Greens at Half Hollow 562 BARDINI DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$949,888

2 beds

|

3 baths

|

1,941 sq ft

|

Condo

562 BARDINI DR, HUNTINGTON, NY, 11747
New Chatfield Farms 24 BAYBERRY CT 24, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403
$725,000

3 beds

|

3 baths

|

1,981 sq ft

|

Condo

24 BAYBERRY CT 24, BEACON FALLS, CT, 064...
Community: Chatfield Farms
New The Seasons at Elwood 53 WINTER PL 53, HUNTINGTON, NY, 11731, Huntington, NY 11731
$979,900

2 beds

|

3 baths

|

1,500 sq ft

|

Condo

53 WINTER PL 53, HUNTINGTON, NY, 11731
New Regency at Fishkill 541 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$529,000

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

541 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
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 Seasons at Elwood 240 FALL CT, HUNTINGTON, NY, 11731, Huntington, NY 11731
$1,299,999

2 beds

|

3 baths

|

2,329 sq ft

|

Condo

240 FALL CT, HUNTINGTON, NY, 11731
New Leisure Knoll 220 BELFAST LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$539,999

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

220 BELFAST LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Leisure Glen 515 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$560,000

2 beds

|

2 baths

|

1,434 sq ft

|

House

515 LEISURE DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
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
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
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
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
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
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
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
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.
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
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...
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
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
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
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
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
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
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
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
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 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
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

3 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
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 Milford? 55places can help!
Questions? Call us: (475) 271-1803
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
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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