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

218 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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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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Questions? Call us: (860) 750-9298
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
HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
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Questions? Call us: (860) 750-9298
Winthrop Court
$400Ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 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
Greenwood Village 164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$164,997

2 beds

|

2 baths

|

938 sq ft

|

Condo

164 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Glen 289 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961
$500,000

2 beds

|

2 baths

|

1,635 sq ft

|

Condo

289 GLEN DR, RIDGE, NY, 11961
Community: Leisure Glen
Fairfield at St. James 102 GOTHAM WAY, SAINT JAMES, NY, 11780, Saint James, NY 11780
$595,000

3 beds

|

3 baths

|

1,600 sq ft

|

Condo

102 GOTHAM WAY, SAINT JAMES, NY, 11780
Fairfield at St. James 504 GOTHAM CT, SAINT JAMES, NY, 11780, Saint James, NY 11780
$599,995

1 beds

|

2 baths

|

1,236 sq ft

|

House

504 GOTHAM CT, SAINT JAMES, NY, 11780
New Leisure Village 164 FALMOUTH CT E, RIDGE, NY, 11961, Ridge, NY 11961
$279,000

2 beds

|

1 baths

|

819 sq ft

|

Condo

164 FALMOUTH CT E, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Leisure Knoll 195 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$479,990

2 beds

|

1 baths

|

1,020 sq ft

|

Condo

195 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
Jefferson Village 159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$560,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Jefferson Village 98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$525,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Leisure Village 360 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961
$459,000

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

360 WOODBRIDGE DR A, RIDGE, NY, 11961
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.
Heritage Hills 749 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$779,000

2 beds

|

2 baths

|

1,526 sq ft

|

Condo

749 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 443 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

443 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Village 475 DARWEN DR B, RIDGE, NY, 11961, Ridge, NY 11961
$437,500

2 beds

|

2 baths

|

1,423 sq ft

|

Condo

475 DARWEN DR B, RIDGE, NY, 11961
Community: Leisure Village
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
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Leisure Glen 408 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961
$569,500

2 beds

|

2 baths

|

1,434 sq ft

|

Condo

408 LEISURE DR, RIDGE, NY, 11961
Community: Leisure Glen
Heritage Hills 59 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$699,000

3 beds

|

2 baths

|

1,689 sq ft

|

Condo

59 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
The Villages at Mount Sinai Park 78 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$799,000

2 beds

|

2 baths

|

2,135 sq ft

|

Condo

78 LOUDEN LOOP, MOUNT SINAI, NY, 11766
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
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.
Plymouth Estates at Mount Sinai 230 IRA RD # 230, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$589,999

2 beds

|

2 baths

|

1,317 sq ft

|

Condo

230 IRA RD # 230, MOUNT SINAI, NY, 11766
The Vineyards at Miller Place 45 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$650,000

2 beds

|

3 baths

|

1,853 sq ft

|

Condo

45 HALLEY LN, MILLER PLACE, NY, 11764
Heritage Hills 798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$609,000

2 beds

|

2 baths

|

1,296 sq ft

|

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
Overlook 4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512
$665,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...
Community: Overlook
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Heritage Hills 55 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$675,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

55 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
The Retreat at Carmel 14 LANGDON GROVE, CARMEL, NY, 10512, Carmel, NY 10512
$699,900

2 beds

|

3 baths

|

1,957 sq ft

|

Condo

14 LANGDON GROVE, CARMEL, NY, 10512
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
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.
Leisure Village 310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961
$342,000

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...
Community: Leisure Village
Sunken Pond Estates 4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$519,888

2 beds

|

2 baths

|

1,587 sq ft

|

Condo

4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
HarborView 100 HARBOR VIEW DR 423, PORT WASHINGTON,..., Port Washington, NY 11050
$658,000

1 beds

|

2 baths

|

1,161 sq ft

|

Condo

100 HARBOR VIEW DR 423, PORT WASHINGTON,...
Community: HarborView
Leisure Village 380 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961
$439,000

2 beds

|

2 baths

|

1,147 sq ft

|

Condo

380 WOODBRIDGE DR D, RIDGE, NY, 11961
Community: Leisure Village
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
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Stoneleigh Woods at Riverhead 67 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$619,000

2 beds

|

3 baths

|

1,972 sq ft

|

Condo

67 STONELEIGH DR, RIVERHEAD, NY, 11901
Leisure Village 289 CARDIFF CT B, RIDGE, NY, 11961, Ridge, NY 11961
$420,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

289 CARDIFF CT B, RIDGE, NY, 11961
Community: Leisure Village
Blackburne Farm Townhomes 32 OTTAWAY LN, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916
$700,000

2 beds

|

4 baths

|

3,600 sq ft

|

House

32 OTTAWAY LN, CAMPBELL HALL, NY, 10916
The Seasons at East Northport 142 AUGUST CIR, EAST NORTHPORT, NY, 1173..., East Northport, NY 11731
$780,302

2 beds

|

2 baths

|

1,536 sq ft

|

Condo

142 AUGUST CIR, EAST NORTHPORT, NY, 1173...
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 East Meadow 434 AUTUMN DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$680,000

2 beds

|

3 baths

|

1,030 sq ft

|

Condo

434 AUTUMN DR, EAST MEADOW, NY, 11554
Jefferson Village 45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$375,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Glenwood Village 1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ..., Riverhead, NY 11901
$139,999

2 beds

|

1 baths

|

816 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ...
Community: Glenwood Village
Leisure Village 167 VENTRY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961
$210,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

167 VENTRY CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Eagles Walk at East Quogue 104 AERIE WAY, EAST QUOGUE, NY, 11942, East Quogue, NY 11942
$549,900

2 beds

|

2 baths

|

1,341 sq ft

|

Condo

104 AERIE WAY, EAST QUOGUE, NY, 11942
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
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