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

141 communities near New 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
4.8 rating (4 reviews) Wanaque Reserve
$300ks - $500ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
3 rating (2 reviews) Heritage Hills
$400ks - $800ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
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4 rating (1 reviews) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 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 Greens at Half Hollow
$600ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 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
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 (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
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Questions? Call us: (860) 750-9298
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
HarborView
$800ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 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
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 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
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
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Questions? Call us: (860) 750-9298
Country Pointe Preserve
$600ks - $900ks
Country Pointe PreserveYaphank, NY
New Construction | 55+ age-restricted | Built 2024 - present | 152 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 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.
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Vineyards at Moriches
$500ks - $600ks
Vineyards at Moriches, Center Moriches, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes
Vineyards at Brookfield
$400ks - $500ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 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
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 Newtown Woods 232 BROOKSIDE CT 232, NEWTOWN, CT, 06470, Newtown, CT 06470
$595,000

2 beds

|

2 baths

|

1,747 sq ft

|

Condo

232 BROOKSIDE CT 232, NEWTOWN, CT, 06470
Community: Newtown Woods
New Heritage Village 883 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$200,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

883 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
New Glassbury Court at Cold Spring 10 MAGGIE MAY WAY, PHILIPSTOWN, NY, 1051..., Philipstown, NY 10516
$698,000

2 beds

|

2 baths

|

1,974 sq ft

|

Condo

10 MAGGIE MAY WAY, PHILIPSTOWN, NY, 1051...
New Four Seasons at Cedar Grove 505 HOLLY LN, CEDAR GROVE TWP., NJ, 0700..., Cedar Grove Twp., NJ 07009
$799,000

2 beds

|

2 baths

505 HOLLY LN, CEDAR GROVE TWP., NJ, 0700...
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Heritage Village 818 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$449,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

818 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Leisure Village 176 VENTRY CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$399,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

176 VENTRY CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
New Country Pointe Plainview 46102 SILVER BIRCH LN 574, OYSTER BAY, N..., Oyster Bay, NY 11803
$1,999,990

3 beds

|

3 baths

|

2,246 sq ft

|

Condo

46102 SILVER BIRCH LN 574, OYSTER BAY, N...
New Glenwood Village 1661 OLD COUNTRY RD 233, RIVERHEAD, NY, ..., Riverhead, NY 11901
$239,999

2 beds

|

2 baths

|

980 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 233, RIVERHEAD, NY, ...
Community: Glenwood Village
New Pond Spring Village 111 PONDVIEW CIR, BEACON FALLS, CT, 0640..., Beacon Falls, CT 06403
$438,000

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

111 PONDVIEW CIR, BEACON FALLS, CT, 0640...
Community: Pond Spring 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.
New Country Pointe Plainview 19303 ASPENWOOD DR, OYSTER BAY, NY, 1180..., Oyster Bay, NY 11803
$1,148,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

19303 ASPENWOOD DR, OYSTER BAY, NY, 1180...
New The Greens at Half Hollow 1125 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$760,000

2 beds

|

2 baths

|

1,238 sq ft

|

Condo

1125 SAVOY DR, HUNTINGTON, NY, 11747
New Heritage Village 233 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$310,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

233 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Hills 571 HERITAGE HLS F, SOMERS, NY, 10589, Somers, NY 10589
$525,000

1 beds

|

2 baths

|

967 sq ft

|

Condo

571 HERITAGE HLS F, SOMERS, NY, 10589
Community: Heritage Hills
New Four Seasons at North Caldwell 22 HILLTOP DR, CALDWELL, NJ, 07006, Caldwell, NJ 07006
$1,500,000

4 beds

|

4 baths

22 HILLTOP DR, CALDWELL, NJ, 07006
New The Village at Oxford Greens 349 NIBLICK LN 349, OXFORD, CT, 06478, Oxford, CT 06478
$689,000

3 beds

|

2 baths

|

2,008 sq ft

|

Condo

349 NIBLICK LN 349, OXFORD, CT, 06478
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New The Greens at Half Hollow 363 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,599,000

3 beds

|

3 baths

|

2,700 sq ft

|

Condo

363 ALTESSA BLVD, HUNTINGTON, NY, 11747
New The Greens at Half Hollow 907 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$749,000

2 beds

|

2 baths

|

1,186 sq ft

|

Condo

907 ALTESSA BLVD, HUNTINGTON, NY, 11747
New Heritage Hills 600 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$599,000

2 beds

|

2 baths

|

1,265 sq ft

|

Condo

600 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
New HarborView 100 HARBORVIEW DR 301, NORTH HEMPSTEAD, ..., North Hempstead, NY 11050
$1,200,000

3 beds

|

3 baths

|

Condo

100 HARBORVIEW DR 301, NORTH HEMPSTEAD, ...
Community: HarborView
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 Wanaque Reserve 8421 WARRENS WAY 421, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$369,000

2 beds

|

2 baths

|

Condo

8421 WARRENS WAY 421, WANAQUE, NJ, 07465
Community: Wanaque Reserve
New Heritage Village 972 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$385,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

972 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Village at Oxford Greens 349 NIBLICK LN, OXFORD, CT, 06478, Oxford, CT 06478
$689,000

3 beds

|

2 baths

|

2,152 sq ft

349 NIBLICK LN, OXFORD, CT, 06478
New Heritage Village 176 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

176 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Country Pointe Plainview 55201 SPRUCE POND CIR, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803
$1,599,000

2 beds

|

2 baths

|

1,989 sq ft

|

Condo

55201 SPRUCE POND CIR, OYSTER BAY, NY, 1...
New Spring Lake Village 21 HICKORY HL 21, SOUTHINGTON, CT, 06489, Southington, CT 06489
$248,000

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

21 HICKORY HL 21, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
New The Manors at The Colony Preserve 33 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$510,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

33 GREENTREE CT, BROOKHAVEN, NY, 11967
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New The Waterways at Moriches 632 WATER WAY 32, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$799,000

2 beds

|

3 baths

|

1,874 sq ft

|

Condo

632 WATER WAY 32, BROOKHAVEN, NY, 11955
New Wanaque Reserve 8421 WARRENS WAY 421, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465
$369,000

2 beds

|

2 baths

|

1,768 sq ft

8421 WARRENS WAY 421, WANAQUE BORO, NJ, ...
Community: Wanaque Reserve
New The Seasons at Elwood 178 SUMMER CIR, HUNTINGTON, NY, 11731, Huntington, NY 11731
$1,688,000

2 beds

|

3 baths

|

2,900 sq ft

|

Condo

178 SUMMER CIR, HUNTINGTON, NY, 11731
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 Vineyards at Blue Point 174 HALLEY DR, BROOKHAVEN, NY, 11772, Brookhaven, NY 11772
$829,900

2 beds

|

2 baths

|

1,928 sq ft

|

Condo

174 HALLEY DR, BROOKHAVEN, NY, 11772
New Greenwood Village 5131 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$135,000

2 beds

|

2 baths

|

987 sq ft

|

House

5131 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Meadowbrook Pointe Athletic Club & Spa 34 SHADY LN, HEMPSTEAD, NY, 11590, Hempstead, NY 11590
$877,000

2 beds

|

2 baths

|

1,319 sq ft

|

Condo

34 SHADY LN, HEMPSTEAD, NY, 11590
New Fairfield at St. James 1205 GOTHAM DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$649,000

2 beds

|

2 baths

|

948 sq ft

|

Condo

1205 GOTHAM DR, SMITHTOWN, NY, 11780
New Wanaque Reserve 7118 WARRENS WAY 118, WANAQUE BORO, NJ, ..., Wanaque Boro, NJ 07465
$580,000

2 beds

|

2 baths

|

2,119 sq ft

7118 WARRENS WAY 118, WANAQUE BORO, NJ, ...
Community: Wanaque Reserve
New Country Pointe Preserve 118 JUNIPER LN 31, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980
$865,000

2 beds

|

3 baths

|

1,998 sq ft

|

Condo

118 JUNIPER LN 31, BROOKHAVEN, NY, 11980
New The Greens at Half Hollow 727 BALFOUR PL, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,175,000

3 beds

|

3 baths

|

2,500 sq ft

|

Condo

727 BALFOUR PL, HUNTINGTON, NY, 11747
New Wanaque Reserve 1113 WARREN 113, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$399,900

2 beds

|

2 baths

|

Condo

1113 WARREN 113, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Wanaque Reserve 1113 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$399,900

2 beds

|

2 baths

1113 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
New Heritage Hills 34 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

3 baths

|

1,545 sq ft

|

Condo

34 HERITAGE HLS C, 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.

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