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New Milford, CT 55+ active adult communities & homes for sale - Page 2

141 communities near New Milford

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Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
The Vineyards at Mount Si...
$800ks - $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction | 55+ age-restricted | Built 2020 - present | 91 homes
Regency at Wappinger
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
Village Vistas
$800ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 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.
Winthrop Court
$400ks - $600ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 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
5 rating (1 reviews) Paris Square
$500ks - $700ks
Paris Square, Northvale, NJ
New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes
Bear's Cove
$800ks - $900ks
Bear's Cove, Ramsey, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 104 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Village Estates
$300ks - $400ks
Village Estates, Amityville, NY
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 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.
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
The Vineyards at Miller P...
$500ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 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
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 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
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
The Residences at Butterf...
$500ks - $600ks
The Residences at Butterf..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes
The Seasons at Elwood
$800ks - $900ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 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.
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
Meadowbrooke Pointe East ...
$500ks - $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction | 62+ age-restricted | Built 2019 - present | 104 homes
The Pines at Bohemia
$400ks - $500ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
The Polo Club at Islandia
$600ks - $700ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Stratford Park
$600ks - $800ks
Stratford Park, Melville, NY
Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
The Seasons at East North...
$700ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Rivington Landing
$500ks
Rivington Landing, Danbury, CT
New Construction | Age-targeted | Built 2025 - 2026 | 25 homes
Four Seasons at Ridgemont
$800ks - $1Ms
Four Seasons at Ridgemont, Montvale, NJ
Resale Only | 55+ age-restricted | Built 2011 - 2014 | 108 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 Greenwood Village 5190 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$239,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

5190 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
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 The Powder Forest Homes 6 PROSPECT RDG 6, SIMSBURY, CT, 06070, Simsbury, CT 06070
$715,000

3 beds

|

3 baths

|

2,183 sq ft

6 PROSPECT RDG 6, SIMSBURY, CT, 06070
New Bear's Cove 75 WINDSOR LN, RAMSEY, NJ, 07446, Ramsey, NJ 07446
$1,333,000

3 beds

|

4 baths

|

Condo

75 WINDSOR LN, RAMSEY, NJ, 07446
Community: Bear's Cove
New The Manors at The Colony Preserve 22 CRICKET CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$425,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

22 CRICKET CT, BROOKHAVEN, NY, 11967
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Country Pointe Preserve 3 JUNIPER LN 94, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980
$975,000

2 beds

|

3 baths

|

2,389 sq ft

|

Condo

3 JUNIPER LN 94, BROOKHAVEN, NY, 11980
New Fairfield at St. James 210 ELTON CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$655,000

2 beds

|

2 baths

|

1,357 sq ft

|

Condo

210 ELTON CT, SMITHTOWN, NY, 11780
New Heritage Village 333 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$335,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

333 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Greens at Half Hollow 891 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$739,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

891 ALTESSA BLVD, HUNTINGTON, NY, 11747
New Heritage Hills 334 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$659,000

2 beds

|

2 baths

|

1,428 sq ft

|

Condo

334 HERITAGE HLS B, 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.
New Sunken Pond Estates 102 WINGED FOOT WAY, RIVERHEAD, NY, 1190..., Riverhead, NY 11901
$515,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

102 WINGED FOOT WAY, RIVERHEAD, NY, 1190...
Community: Sunken Pond Estates
New Heritage Hills 103 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$780,000

3 beds

|

2 baths

|

1,780 sq ft

|

Condo

103 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
New Country Pointe Plainview 33204 SPRUCE POND CIR, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803
$1,735,000

2 beds

|

2 baths

|

1,976 sq ft

|

Condo

33204 SPRUCE POND CIR, OYSTER BAY, NY, 1...
New Woodcrest at Jacobs Hill 2306 JACOBS HILL RD 306, CORTLANDT, NY, ..., Cortlandt, NY 10567
$425,000

2 beds

|

2 baths

|

1,145 sq ft

|

Condo

2306 JACOBS HILL RD 306, CORTLANDT, NY, ...
New Leisure Village 158 FALMOUTH CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$228,888

2 beds

|

1 baths

|

836 sq ft

|

Condo

158 FALMOUTH CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
New The Village at Oxford Greens 443 TEE SHOT DR 443, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

3 beds

|

3 baths

|

2,759 sq ft

|

Condo

443 TEE SHOT DR 443, OXFORD, CT, 06478
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Heritage Hills 29 HERITAGE HLS 29D, SOMERS, NY, 10589, Somers, NY 10589
$495,000

2 beds

|

3 baths

|

1,340 sq ft

|

Condo

29 HERITAGE HLS 29D, SOMERS, NY, 10589
Community: Heritage Hills
New Heritage Hills 606 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$825,000

3 beds

|

2 baths

|

1,905 sq ft

|

Condo

606 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
New Hopmeadow Place 1 W ST 310, SIMSBURY, CT, 06070, Simsbury, CT 06070
$385,000

2 beds

|

2 baths

|

1,430 sq ft

|

Condo

1 W ST 310, SIMSBURY, CT, 06070
Community: Hopmeadow Place
New Leisure Knoll 152B LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$374,000

1 beds

|

1 baths

|

530 sq ft

|

Condo

152B LAURANCE LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
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 Bel Aire at East Meadow 50 MERRICK AVE 415, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$500,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

50 MERRICK AVE 415, HEMPSTEAD, NY, 11554
New HarborView 100 HARBOR VIEW DR 251, NORTH HEMPSTEAD,..., North Hempstead, NY 11050
$829,000

2 beds

|

3 baths

|

Condo

100 HARBOR VIEW DR 251, NORTH HEMPSTEAD,...
Community: HarborView
Oronoque Village 448 HAMMERSTONE LN B, STRATFORD, CT, 066..., Stratford, CT 06614
$525,000

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

448 HAMMERSTONE LN B, STRATFORD, CT, 066...
Community: Oronoque Village
The Powder Forest Homes 6 RONAN WAY 6, SIMSBURY, CT, 06070, Simsbury, CT 06070
$739,900

2 beds

|

3 baths

|

1,864 sq ft

6 RONAN WAY 6, SIMSBURY, CT, 06070
Saddle Lakes 174 ADELE CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$675,000

2 beds

|

2 baths

|

1,631 sq ft

|

Condo

174 ADELE CT, RIVERHEAD, NY, 11901
Community: Saddle Lakes
Wanaque Reserve 8208 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465
$419,000

2 beds

|

2 baths

8208 WARRENS WAY, WANAQUE BORO, NJ, 0746...
Community: Wanaque Reserve
Wanaque Reserve 8208 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$419,000

2 beds

|

2 baths

|

Condo

8208 WARRENS WAY, 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
Spring Lake Village 402 LAKEVIEW DR 402, SOUTHINGTON, CT, 06..., Southington, CT 06489
$324,900

2 beds

|

2 baths

|

1,188 sq ft

|

Condo

402 LAKEVIEW DR 402, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
Newtown Woods 832 BROOKSIDE CT 832, NEWTOWN, CT, 06470, Newtown, CT 06470
$585,000

2 beds

|

2 baths

|

1,807 sq ft

|

Condo

832 BROOKSIDE CT 832, NEWTOWN, CT, 06470
Community: Newtown Woods
Westhampton Pines 171 JONATHAN LN, SOUTHAMPTON, NY, 11977, Southampton, NY 11977
$1,345,000

3 beds

|

3 baths

|

2,310 sq ft

|

Condo

171 JONATHAN LN, SOUTHAMPTON, NY, 11977
Community: Westhampton Pines
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 128D COLUMBIA CT D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$399,000

2 beds

|

2 baths

|

1,214 sq ft

|

Condo

128D COLUMBIA CT D, YORKTOWN, NY, 10598
Community: Jefferson Village
The Seasons at Plainview 115 AUTUMN DR, OYSTER BAY, NY, 11803, Oyster Bay, NY 11803
$799,000

2 beds

|

2 baths

|

1,379 sq ft

|

Condo

115 AUTUMN DR, OYSTER BAY, NY, 11803
Fairfield at St. James 1305 GOTHAM CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$518,400

2 beds

|

2 baths

|

954 sq ft

|

Condo

1305 GOTHAM CT, SMITHTOWN, NY, 11780
Meadowbrook Pointe Links & Spa 163 AUGUSTA DR, BROOKHAVEN, NY, 11763, Brookhaven, NY 11763
$699,990

2 beds

|

3 baths

|

1,558 sq ft

|

Condo

163 AUGUSTA DR, BROOKHAVEN, NY, 11763
The Waterways at Moriches 118 E MIDLAND POND CT, BROOKHAVEN, NY, 1..., Brookhaven, NY 11955
$574,999

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

118 E MIDLAND POND CT, BROOKHAVEN, NY, 1...
The Coves at Melville 11 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$625,000

2 beds

|

2 baths

|

1,109 sq ft

|

Condo

11 MORLEY CIR, HUNTINGTON, NY, 11747
Leisure Village 133 EASTBOURNE CT F, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$349,000

2 beds

|

1 baths

|

836 sq ft

|

Condo

133 EASTBOURNE CT F, BROOKHAVEN, NY, 119...
Community: Leisure Village
Sunken Pond Estates 2803 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$499,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

2803 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Heritage Village 945 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$414,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

945 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Vineyards at Brookfield 104 ARI LN, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934
$879,000

2 beds

|

4 baths

|

2,718 sq ft

|

Condo

104 ARI LN, BROOKHAVEN, NY, 11934
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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REIN updates its listings on a daily basis. Data last updated: Jun 27, 2026.
This application does not include information on all of the properties available for sale at this time.

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