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

221 homes near New Milford

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Park Glen
$600Ks
Park Glen, New Milford, CT
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 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
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
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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 - $700Ks
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.
5 rating (1 reviews) Four Seasons at Great Not...
$600Ks - $800Ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 homes
4.8 rating (4 reviews) Wanaque Reserve
$400Ks
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
Meadowbrook Pointe Athlet...
$800Ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Leisure Knoll
$400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
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Questions? Call us: (860) 750-9298
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 - $500Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Leisure Glen
$500Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Spring Lake Village
$200Ks - $300Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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.
4 rating (8 reviews) Glenwood Village
$100Ks - $200Ks
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
$400Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
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The Waterways at Moriches
$400Ks - $500Ks
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
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
3.5 rating (2 reviews) Foxwood Village
$400Ks - $500Ks
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.
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
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$300Ks - $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
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
Apple Ridge
$700Ks
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes
Winthrop Court
$400Ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
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Questions? Call us: (860) 750-9298
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
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
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) 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
Four Seasons at Wayne
$500Ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
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
New Apple Ridge 183 VAN WINKLE LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430
$849,000

3 beds

|

3 baths

|

Townhouse

183 VAN WINKLE LN, MAHWAH, NJ, 07430
Community: Apple Ridge
Wanaque Reserve 7414 WARRENS WAY DEEDED PARKING, WANAQUE..., Wanaque, NJ 07465
$442,000

2 beds

|

2 baths

|

Condo

7414 WARRENS WAY DEEDED PARKING, WANAQUE...
Community: Wanaque Reserve
New Four Seasons at Wayne 511 FOUR SEASONS DR # 511, WAYNE, NJ, 07..., Wayne, NJ 07470
$545,000

2 beds

|

2 baths

|

Condo

511 FOUR SEASONS DR # 511, WAYNE, NJ, 07...
New Four Seasons at Cedar Grove 811 HOLLY LN, CEDAR GROVE, NJ, 07009, Cedar Grove, NJ 07009
$759,000

3 beds

|

2 baths

811 HOLLY LN, CEDAR GROVE, NJ, 07009
New Four Seasons at Wayne 511 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470
$545,000

2 beds

|

2 baths

511 FOUR SEASONS DR, WAYNE, NJ, 07470
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Wanaque Reserve 5201 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$435,000

2 beds

|

2 baths

|

Condo

5201 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
New Wanaque Reserve 1116 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$429,000

2 beds

|

2 baths

|

Condo

1116 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
Four Seasons at Wayne 705 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470
$549,000

2 beds

|

2 baths

|

Condo

705 FOUR SEASONS DR, WAYNE, NJ, 07470
Wanaque Reserve 8415 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465
$485,000

2 beds

|

2 baths

|

Condo

8415 WARRENS WAY, WANAQUE, NJ, 07465
Community: Wanaque Reserve
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.
Wanaque Reserve 4321 WARRENS WAY # 4321, WANAQUE, NJ, 07..., Wanaque, NJ 07465
$459,000

2 beds

|

2 baths

|

Condo

4321 WARRENS WAY # 4321, WANAQUE, NJ, 07...
Community: Wanaque Reserve
Wanaque Reserve 10203 WARRENS WAY W/DEEDED GARAGE, WANAQ..., Wanaque, NJ 07465
$439,900

2 beds

|

2 baths

|

Condo

10203 WARRENS WAY W/DEEDED GARAGE, WANAQ...
Community: Wanaque Reserve
Wanaque Reserve 4203 WARRENS WAY # 203, WANAQUE, NJ, 074..., Wanaque, NJ 07465
$454,900

2 beds

|

2 baths

|

1,768 sq ft

4203 WARRENS WAY # 203, WANAQUE, NJ, 074...
Community: Wanaque Reserve
Wanaque Reserve 9116 WARRENS WAY # 116, WANAQUE, NJ, 074..., Wanaque, NJ 07465
$449,000

2 beds

|

2 baths

9116 WARRENS WAY # 116, WANAQUE, NJ, 074...
Community: Wanaque Reserve
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Winthrop Court 8205 HARCOURT RD # 8205, CLIFTON, NJ, 07..., Clifton, NJ 07013
$499,000

2 beds

|

2 baths

|

Condo

8205 HARCOURT RD # 8205, CLIFTON, NJ, 07...
Community: Winthrop Court
Wanaque Reserve 7414 WARRENS WAY # 414, WANAQUE, NJ, 074..., Wanaque, NJ 07465
$442,000

2 beds

|

2 baths

|

1,768 sq ft

7414 WARRENS WAY # 414, WANAQUE, NJ, 074...
Community: Wanaque Reserve
Four Seasons at Cedar Grove 911 HOLLY LN, CEDAR GROVE, NJ, 07009, Cedar Grove, NJ 07009
$775,000

2 beds

|

2 baths

|

Condo

911 HOLLY LN, CEDAR GROVE, NJ, 07009
Leisure Village 432A FALMOUTH CT # 432A, RIDGE, NY, 1196..., Ridge, NY 11961
$389,000

2 beds

|

1 baths

|

1,074 sq ft

|

Condo

432A FALMOUTH CT # 432A, RIDGE, NY, 1196...
Community: Leisure 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.
Stoneleigh Woods at Riverhead 4 HAVERTON CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$660,000

2 beds

|

3 baths

|

2,175 sq ft

|

Condo

4 HAVERTON CT, RIVERHEAD, NY, 11901
Encore Atlantic Shores 113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941
$885,000

2 beds

|

3 baths

|

3,037 sq ft

|

Condo

113 OVERTURE PL, EASTPORT, NY, 11941
Glassbury Court at Hunterbrook 2279 DALTON DR, CORTLANDT MANOR, NY, 105..., Cortlandt Manor, NY 10567
$925,000

2 beds

|

4 baths

|

3,500 sq ft

|

Condo

2279 DALTON DR, CORTLANDT MANOR, NY, 105...
Leisure Village 195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$210,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Breton Hills 704 BRETON WAY # 704, GLEN COVE, NY, 115..., Glen Cove, NY 11542
$629,000

2 beds

|

2 baths

|

1,440 sq ft

|

Condo

704 BRETON WAY # 704, GLEN COVE, NY, 115...
Community: Breton Hills
Jefferson Village 17 HASTINGS B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$235,000
|

1 baths

|

600 sq ft

|

Condo

17 HASTINGS B, YORKTOWN, NY, 10598
Community: Jefferson Village
Stone Ridge Estates 108 JOSEPH LN, DIX HILLS, NY, 11746, Dix Hills, NY 11746
$799,999

2 beds

|

2 baths

|

1,695 sq ft

|

Condo

108 JOSEPH LN, DIX HILLS, NY, 11746
Community: Stone Ridge Estates
Jefferson Village 15 ESSEX PL 15K, YORKTOWN, NY, 10598, Yorktown, NY 10598
$375,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

15 ESSEX PL 15K, 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.
Leisure Village 423 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$250,000

1 beds

|

1 baths

|

782 sq ft

|

Condo

423 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
The Greens at Half Hollow 911 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$629,000

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

911 ALTESSA BLVD, MELVILLE, NY, 11747
New Country Pointe Plainview 21105 ASPENWOOD DR # 275, PLAINVIEW, NY,..., Plainview, NY 11803
$1,300,000

2 beds

|

2 baths

|

1,475 sq ft

|

Condo

21105 ASPENWOOD DR # 275, PLAINVIEW, NY,...
Overlook 4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512
$649,000

2 beds

|

3 baths

|

1,914 sq ft

|

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512
Community: Overlook
Leisure Knoll 190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$434,999

2 beds

|

1 baths

|

787 sq ft

|

Condo

190 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Village Estates 119 FRANCESCA WAY # 119, AMITYVILLE, NY,..., Amityville, NY 11701
$579,000

2 beds

|

1 baths

|

1,234 sq ft

|

Condo

119 FRANCESCA WAY # 119, AMITYVILLE, NY,...
Community: Village Estates
The Greens at Half Hollow 1126 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747
$629,888

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

1126 SAVOY DR, MELVILLE, NY, 11747
New Leisure Village 274 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961
$349,999

2 beds

|

1 baths

|

836 sq ft

|

Condo

274 BERWICK CT A, RIDGE, NY, 11961
Community: Leisure Village
New Blackburne Farm Townhomes 4 STRASSER PL, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916
$559,000

2 beds

|

3 baths

|

1,791 sq ft

|

House

4 STRASSER PL, CAMPBELL HALL, NY, 10916
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 East Meadow 294 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$639,999

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

294 SPRING DR, EAST MEADOW, NY, 11554
New Leisure Village 373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$415,000

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
The Greens at Half Hollow 677 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747
$1,075,000

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

677 BALFOUR PL, MELVILLE, NY, 11747
Fairfield at St. James 401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$485,000

1 beds

|

2 baths

|

900 sq ft

|

Condo

401 CABOT CT, SMITHTOWN, NY, 11780
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Jefferson Village 96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$479,000

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Heritage Hills 390 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$699,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

390 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
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