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

139 communities near Milford

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Baldwin Station
$400Ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Gloria Commons
$400Ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
3 rating (2 reviews) Heritage Hills
$300Ks - $900Ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 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
Leisure Village
$200Ks - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
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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
Rivington
$400Ks - $600Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
4 rating (1 reviews) Jefferson Village
$200Ks - $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
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
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.
Meadowbrook Pointe Athlet...
$800Ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Leisure Knoll
$300Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Country Pointe Plainview
$1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
5 rating (2 reviews) Fairfield at St. James
$400Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Leisure Glen
$400Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
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Questions? Call us: (475) 271-1803
Spring Lake Village
$200Ks
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
The Seasons at East Meado...
$500Ks - $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 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.
Dutchgate
$400Ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
The Waterways at Moriches
$400Ks - $700Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
The Retreat at Carmel
$400Ks - $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Overlook
$600Ks - $800Ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
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1 rating (1 reviews) Plymouth Estates at Mount...
$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
$800Ks
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 ...
$300Ks - $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
The Club at Melville
$500Ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 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 Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
Meadow Brook Estates
$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
The Summit at Bethel
$600Ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
5 rating (1 reviews) Encore at Lake Grove
$600Ks - $800Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
Woodridge Strathmore Terr...
$400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Regency at Wappinger
$600Ks - $700Ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
5 rating (1 reviews) Sunrise Village
$400Ks - $500Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
Saddle Lakes
$400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
Rivington 1 RIVINGTON WAY UNIT 201, DANBURY, CT, 0..., Danbury, CT 06810
$499,900

2 beds

|

2 baths

|

1,229 sq ft

|

Condo

1 RIVINGTON WAY UNIT 201, DANBURY, CT, 0...
Community: Rivington
Chatfield Farms 18 FIELDSTONE LN # 18, BEACON FALLS, CT,..., Beacon Falls, CT 06403
$599,000

2 beds

|

3 baths

|

2,719 sq ft

18 FIELDSTONE LN # 18, BEACON FALLS, CT,...
Community: Chatfield Farms
Heritage Village 902 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$389,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

902 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 623 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$535,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

623 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 98 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$309,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

98 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Bidwell Village 94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ..., Coventry, CT 06238
$425,000

3 beds

|

3 baths

|

1,717 sq ft

94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ...
Community: Bidwell Village
Newtown Woods 603 BROOKSIDE CT # 603, NEWTOWN, CT, 064..., Newtown, CT 06470
$489,000

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

603 BROOKSIDE CT # 603, NEWTOWN, CT, 064...
Community: Newtown Woods
New Village Estates 66 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701
$499,000

2 beds

|

2 baths

|

1,243 sq ft

|

Condo

66 SARAH CT, AMITYVILLE, NY, 11701
Community: Village Estates
Heritage Village 953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 192 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$260,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

192 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage 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.
Park Glen 1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776, New Milford, CT 06776
$545,000

2 beds

|

2 baths

|

1,880 sq ft

|

Condo

1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776
Community: Park Glen
Heritage Village 132 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$285,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

132 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Evergreen 34 WOODSBORO CIR # 34, CROMWELL, CT, 064..., Cromwell, CT 06416
$519,900

2 beds

|

2 baths

|

1,758 sq ft

|

Condo

34 WOODSBORO CIR # 34, CROMWELL, CT, 064...
Community: Evergreen
Oronoque Village 664 OSAGE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$549,900

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

664 OSAGE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 123 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

123 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Heritage Village 862 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$499,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

862 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 60 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$285,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

60 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 701 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

701 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Seasons at East Meadow 331 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$575,000

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

331 SPRING DR, EAST MEADOW, NY, 11554
Spring Lake Village 373 LAKEVIEW DR # 373, SOUTHINGTON, CT, ..., Southington, CT 06489
$259,900

2 beds

|

2 baths

|

1,188 sq ft

|

Condo

373 LAKEVIEW DR # 373, SOUTHINGTON, CT, ...
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.
Heritage Village 73 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$219,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

73 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 740 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$415,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

740 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 44 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488
$239,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

44 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$619,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 723 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$259,900

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

723 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Oronoque Village 87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$439,900

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

87 CREEK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Jefferson Village 34 WARWICK PL C, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598
$329,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

34 WARWICK PL C, YORKTOWN HEIGHTS, NY, 1...
Community: Jefferson Village
Heritage Village 39 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$238,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

39 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Overlook 4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512
$668,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512
Community: Overlook
Glassbury Court at Cold Spring 43 YESTERDAY DR, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$727,000

2 beds

|

3 baths

|

2,620 sq ft

|

Condo

43 YESTERDAY DR, COLD SPRING, NY, 10516
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 Villas at Narragansett 512 NARRAGANSETT VILLAS DR, LINDENHURST,..., Lindenhurst, NY 11757
$609,000

2 beds

|

2 baths

|

1,227 sq ft

|

Condo

512 NARRAGANSETT VILLAS DR, LINDENHURST,...
Heritage Hills 348 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$596,000

2 beds

|

2 baths

|

1,428 sq ft

|

Condo

348 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
New The Greens at Half Hollow 986 MADEIRA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$659,000

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

986 MADEIRA BLVD, MELVILLE, NY, 11747
Heritage Hills 349 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

2 baths

|

1,484 sq ft

|

Condo

349 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
The Hollows at Blue Hill 29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ..., Pearl River, NY 10965
$1,189,000

3 beds

|

4 baths

|

2,530 sq ft

|

House

29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ...
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
New The Greens at Half Hollow 736 VERONA DR, MELVILLE, NY, 11747, Melville, NY 11747
$1,249,888

3 beds

|

3 baths

|

2,500 sq ft

|

Condo

736 VERONA DR, MELVILLE, NY, 11747
Glenwood Village 1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901
$219,000

2 beds

|

2 baths

|

1,144 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...
Community: Glenwood Village
Windcrest East 41 GOLDEN SPRUCE DR, CALVERTON, NY, 1193..., Calverton, NY 11933
$649,000

3 beds

|

3 baths

|

2,091 sq ft

|

Condo

41 GOLDEN SPRUCE DR, CALVERTON, NY, 1193...
Community: Windcrest East
New Greenwood Village 22 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$138,000

2 beds

|

2 baths

|

909 sq ft

|

Condo

22 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
New Encore Atlantic Shores 177 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941
$795,000

2 beds

|

2 baths

|

2,150 sq ft

|

Condo

177 MELODY CT, EASTPORT, NY, 11941
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139 communities near Milford
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