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New Milford, CT 55+ active adult communities & homes for sale - Page 2
141 communities near New Milford
327 homes near New Milford
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$500ks
- $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only
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55+ age-restricted
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Built 2006 - 2016
|
182 homes
$500ks
- $600ks
Vineyards at Moriches, Center Moriches, NY
Resale Only
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55+ age-restricted
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Built 2008 - 2014
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92 homes
$500ks
The Coves at Melville, Melville, NY
Resale Only
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62+ age-restricted
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Built 2004 - 2005
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175 homes
$500ks
- $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction
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55+ age-restricted
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Built 2023 - present
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70 homes
$800ks
- $1Ms
Village Vistas, Port Jefferson, NY
Resale Only
|
55+ age-restricted
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Built 2013 - 2017
|
43 homes
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(860) 750-9298
$500ks
Regency Meadows, Trumbull, CT
Resale Only
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55+ age-restricted
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Built 2003 - 2005
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51 homes
$500ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only
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55+ age-restricted
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Built 2004 - 2005
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85 homes
$200ks
- $300ks
Hopmeadow Place, Simsbury, CT
Resale Only
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55+ age-restricted
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Built 2005 - 2005
|
66 homes
4 rating (1 reviews)
![Vineyards at Blue Point]()
$500ks
- $700ks
Vineyards at Blue Point, Blue Point, NY
Resale Only
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55+ age-restricted
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Built 2016 - 2018
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280 homes
$300ks
- $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
95 homes
Download the Ultimate 55+ Homebuying Guide
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$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale
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55+ age-restricted
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Built 2005 - present
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92 homes
5 rating (1 reviews)
![The Villages at Mount Sin...]()
$600ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only
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55+ age-restricted
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Built 2005 - 2007
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185 homes
5 rating (1 reviews)
![Encore at Lake Grove]()
$500ks
- $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only
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55+ age-restricted
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Built 2006 - 2007
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228 homes
$700ks
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
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55+ age-restricted
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Built 2015 - 2016
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720 homes
5 rating (1 reviews)
![Sunken Pond Estates]()
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only
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55+ age-restricted
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Built 2003 - 2005
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194 homes
$400ks
- $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
404 homes
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$300ks
- $400ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only
|
55+ age-restricted
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Built 2004 - 2014
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67 homes
3.5 rating (2 reviews)
![Foxwood Village]()
$200ks
- $400ks
Foxwood Village, Calverton, NY
Resale Only
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55+ age-restricted
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Built 1986 - 2007
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294 homes
$800ks
- $900ks
Bear's Cove, Ramsey, NJ
Resale Only
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55+ age-restricted
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Built 2006 - 2014
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104 homes
$400ks
- $500ks
Saddle Lakes, Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2000 - 2002
|
196 homes
Download the Ultimate 55+ Homebuying Guide
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$300ks
Strathmore Gate East, Coram, NY
Resale Only
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55+ age-restricted
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Built 1970 - 1975
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174 homes
$200ks
- $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only
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55+ age-restricted
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Built 2005 - 2006
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58 homes
1 rating (1 reviews)
![Plymouth Estates at Mount...]()
$400ks
- $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only
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55+ age-restricted
|
Built 2006 - 2013
|
285 homes
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only
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55+ age-restricted
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Built 2014 - 2020
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225 homes
$400ks
- $600ks
Billingsgate, Simsbury, CT
Resale Only
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55+ age-restricted
|
Built 2003 - 2006
|
37 homes
$500ks
- $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
126 homes
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$500ks
- $600ks
Setauket Meadows, Setauket, NY
Resale Only
|
55+ age-restricted
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Built 2005 - 2007
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150 homes
$300ks
- $800ks
The Retreat at Carmel, Carmel, NY
Resale Only
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55+ age-restricted
|
Built 2008 - 2018
|
312 homes
$300ks
Country Village Estates, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1993 - 2001
|
195 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.
$800ks
- $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction
|
55+ age-restricted
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Built 2020 - present
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91 homes
$400ks
- $500ks
Windcrest East, Calverton, NY
Resale Only
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55+ age-restricted
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Built 2004 - 2005
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126 homes
$600ks
- $800ks
Stratford Park, Melville, NY
Resale Only
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55+ age-restricted
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Built 2011 - 2013
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36 homes
$700ks
The Seasons at East North..., East Northport, NY
New Construction
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55+ age-restricted
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Built 2023 - present
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190 homes
$500ks
- $400ks
Applegate Estates, Southington, CT
New and Resale
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55+ age-restricted
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Built 2010 - 2025
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94 homes
$500ks
Rivington Landing, Danbury, CT
New Construction
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Age-targeted
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Built 2025 - 2026
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25 homes
$300ks
- $400ks
Regency at Prospect, Prospect, CT
Resale Only
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55+ age-restricted
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Built 2006 - 2020
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379 homes
5 rating (2 reviews)
![Benson Woods]()
$400ks
- $600ks
Benson Woods, Middlebury, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
79 homes
Want to learn more about 55+ communities in New Milford?
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Questions? Call us:
(860) 750-9298
$400ks
- $500ks
Newbury Village, Brookfield, CT
New and Resale
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55+ age-restricted
|
Built 2005 - present
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120 homes
$100ks
Clockmaker's Hill, Winsted, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2014
|
38 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.
Jefferson Village
![39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|2 baths
|1,000 sq ft
|Condo
39 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 1028904 • Coldwell Banker Realty, Mary L. Cra... • Coldwell Banker Realty
Heritage Village
![345 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
345 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24196164 • Keller Williams Realty, Marvin Ben... • Keller Williams Realty
Greenwood Village
![105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949]()
2 beds
|2 baths
|1,130 sq ft
|Condo
105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1...
Community: Greenwood Village
MLS 1029061 • Gateway to The Hamptons R E, Janet ... • Gateway to The Hamptons R E
Glenwood Village
![1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,624 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 1011541 • Gateway to The Hamptons R E, Vivian... • Gateway to The Hamptons R E
New
Spring Lake Village
![853 GLACIER WAY 853, SOUTHINGTON, CT, 06..., Southington, CT 06489]()
2 beds
|2 baths
|1,226 sq ft
|Condo
853 GLACIER WAY 853, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
MLS 24199208 • Berkshire Hathaway NE Prop., Carri... • Berkshire Hathaway NE Prop.
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New
Heritage Hills
![790 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,296 sq ft
|Condo
790 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1036450 • Billingsley Realty, Maureen O'keefe... • Billingsley Realty
New
Woodridge Strathmore Terrace
![62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766]()
2 beds
|2 baths
|1,105 sq ft
|Condo
62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766
Community: Woodridge Strathmore Terrace
MLS 1033093 • Douglas Elliman Real Estate, Christ... • Douglas Elliman Real Estate
New
Meadow Brook Estates
![107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478]()
3 beds
|3 baths
|2,068 sq ft
107 MEADOW BROOK RD 107, OXFORD, CT, 064...
Community: Meadow Brook Estates
MLS 24197945 • Coldwell Banker Realty, Joseph Pau... • Coldwell Banker Realty
New
Shaker Heights
![12 COPLEY CIR 12, ENFIELD, CT, 06082, Enfield, CT 06082]()
2 beds
|2 baths
|1,897 sq ft
|Condo
12 COPLEY CIR 12, ENFIELD, CT, 06082
Community: Shaker Heights
MLS 24182563 • BHHS Realty Professionals, Jennife... • BHHS Realty Professionals
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 Powder Forest Homes
![9 GRISWOLD PL 9, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
3 beds
|5 baths
|2,774 sq ft
9 GRISWOLD PL 9, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24198799 • Berkshire Hathaway NE Prop., Kris ... • Berkshire Hathaway NE Prop.
New
Woodcrest at Jacobs Hill
![1104 JACOBS HILL RD, CORTLANDT, NY, 1056..., Cortlandt, NY 10567]()
2 beds
|2 baths
|1,145 sq ft
|House
1104 JACOBS HILL RD, CORTLANDT, NY, 1056...
Community: Woodcrest at Jacobs Hill
MLS 1031066 • Houlihan Lawrence Inc., Masayuki M.... • Houlihan Lawrence Inc.
New
Heritage Village
![65 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
65 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24198765 • Century 21 Bette Real Estate, Just... • Century 21 Bette Real Estate
New
Heritage Village
![261B HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
261B HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24198823 • Coldwell Banker Realty, Anne Stark • Coldwell Banker Realty
New
Westhampton Pines
![179 CARLY LN, SOUTHAMPTON, NY, 11977, Southampton, NY 11977]()
2 beds
|2 baths
|2,000 sq ft
|Condo
179 CARLY LN, SOUTHAMPTON, NY, 11977
Community: Westhampton Pines
MLS 1036953 • Compass Greater NY LLC, Maria C. Cu... • Compass Greater NY LLC
New
Heritage Village
![1016 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
1016 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24198857 • Century 21 Bette Real Estate, Just... • Century 21 Bette Real Estate
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New
Spring Lake Village
![504 CARRIAGE DR 504, SOUTHINGTON, CT, 06..., Southington, CT 06489]()
2 beds
|2 baths
|1,313 sq ft
|Condo
504 CARRIAGE DR 504, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
MLS 24198897 • Beycome of Connecticut, Steven Kol... • Beycome of Connecticut
New
Oronoque Village
![522 IROQUOIS LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
MLS 24176404 • Oronoque Real Estate, Monica Dalto... • Oronoque Real Estate
New
Stoneleigh Woods at Riverhead
![158 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901]()
2 beds
|3 baths
|2,071 sq ft
|Condo
158 STONELEIGH DR, RIVERHEAD, NY, 11901
Community: Stoneleigh Woods at Riverhead
MLS 1036536 • Douglas Elliman Real Estate, Patric... • Douglas Elliman Real Estate
New
Heritage Hills
![220 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,689 sq ft
|Condo
220 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1034987 • William Raveis Real Estate, Katheri... • William Raveis Real Estate
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
![421 AUTUMN DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554]()
2 beds
|2 baths
|1,272 sq ft
|Condo
421 AUTUMN DR, HEMPSTEAD, NY, 11554
Community: The Seasons at East Meadow
MLS 1036497 • BH&G R E Realty Connect, Kathleen A... • BH&G R E Realty Connect
New
Country Pointe Preserve
![128 JUNIPER LN 26, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980]()
2 beds
|3 baths
|1,998 sq ft
|Condo
128 JUNIPER LN 26, BROOKHAVEN, NY, 11980
Community: Country Pointe Preserve
MLS 1037832 • Premier Prop At Meadowbrook Pt, Rob... • Premier Prop At Meadowbrook Pt
New
Apple Ridge
![239 WESTERVELT LN, MAHWAH TWP., NJ, 0743..., Mahwah Twp., NJ 07430]()
MLS 4046296 • KELLER WILLIAMS TOWN LIFE, KELLER W... • KELLER WILLIAMS TOWN LIFE
New
Rivington
![424 CENTER MEADOW LN 424, DANBURY, CT, 0..., Danbury, CT 06810]()
2 beds
|2 baths
|1,258 sq ft
|Condo
424 CENTER MEADOW LN 424, DANBURY, CT, 0...
Community: Rivington
MLS 24198556 • Century 21 AllPoints Realty, Ginge... • Century 21 AllPoints Realty
New
Windmill Gate
![18 KATHLEEN DR, ISLIP, NY, 11769, Islip, NY 11769]()
MLS 1037151 • Keller Williams Realty Elite, Joan ... • Keller Williams Realty Elite
New
Country Pointe Plainview
![52102 BEECH TREE LN, OYSTER BAY, NY, 118..., Oyster Bay, NY 11803]()
2 beds
|3 baths
|1,750 sq ft
|Condo
52102 BEECH TREE LN, OYSTER BAY, NY, 118...
Community: Country Pointe Plainview
MLS 1037006 • Douglas Elliman Real Estate, Ronni ... • Douglas Elliman Real Estate
New
Glenwood Village
![1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,152 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 1037492 • Signature Premier Properties, Noree... • Signature Premier Properties
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New
The Seasons at Elwood
![63 WINTER PL, HUNTINGTON, NY, 11731, Huntington, NY 11731]()
2 beds
|2 baths
|1,108 sq ft
|Condo
63 WINTER PL, HUNTINGTON, NY, 11731
Community: The Seasons at Elwood
MLS 1037047 • Michael J Watts & Assoc Inc, Michae... • Michael J Watts & Assoc Inc
New
Stone Ridge Estates
![110 JOSEPH LN, HUNTINGTON, NY, 11746, Huntington, NY 11746]()
2 beds
|2 baths
|1,695 sq ft
|Condo
110 JOSEPH LN, HUNTINGTON, NY, 11746
Community: Stone Ridge Estates
MLS 1037489 • BH&G R E Realty Connect, MaryEllen ... • BH&G R E Realty Connect
New
Encore Atlantic Shores
![140 CHOPIN PL, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941]()
2 beds
|3 baths
|2,236 sq ft
|Condo
140 CHOPIN PL, BROOKHAVEN, NY, 11941
Community: Encore Atlantic Shores
MLS 1037109 • BH&G R E Realty Connect, Thomas Pan... • BH&G R E Realty Connect
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
Leisure Village
![89 ENFIELD CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|2 baths
|1,308 sq ft
|Condo
89 ENFIELD CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 1036336 • Leisure Living Realty Inc, Laura Ru... • Leisure Living Realty Inc
New
Village Vistas
![35 THERESA LN, BROOKHAVEN, NY, 11777, Brookhaven, NY 11777]()
3 beds
|4 baths
|3,000 sq ft
|Condo
35 THERESA LN, BROOKHAVEN, NY, 11777
Community: Village Vistas
MLS 1037285 • Aliano Real Estate, Dennis P. Consa... • Aliano Real Estate
New
The Village at Oxford Greens
![171 COUNTRY CLUB DR 171, OXFORD, CT, 064..., Oxford, CT 06478]()
3 beds
|3 baths
|2,750 sq ft
|Condo
171 COUNTRY CLUB DR 171, OXFORD, CT, 064...
Community: The Village at Oxford Greens
MLS 24198161 • Exceptional Real Estate LLC, Teren... • Exceptional Real Estate LLC
Oronoque Village
![621 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|2,325 sq ft
|Condo
621 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24197716 • Oronoque Real Estate, Monica Dalto... • Oronoque Real Estate
Westhampton Pines
![79 SAMANTHA CIR, SOUTHAMPTON, NY, 11977, Southampton, NY 11977]()
2 beds
|3 baths
|2,440 sq ft
|Condo
79 SAMANTHA CIR, SOUTHAMPTON, NY, 11977
Community: Westhampton Pines
MLS 1037089 • Coldwell Banker Reliable R E, Janic... • Coldwell Banker Reliable R E
Heritage Hills
![88 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,585 sq ft
|Condo
88 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1036559 • Howard Hanna Rand Realty, Anna Hawl... • Howard Hanna Rand Realty
Leisure Glen
![19 SAYVILLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|2 baths
|1,666 sq ft
|Condo
19 SAYVILLE CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
MLS 1036622 • Signature Premier Properties, Glori... • Signature Premier Properties
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Jefferson Village
![196 LONG HILL DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|2 baths
|1,550 sq ft
|Condo
196 LONG HILL DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 1032027 • Houlihan Lawrence Inc., Kathleen O'... • Houlihan Lawrence Inc.
Hopmeadow Place
![1 W ST 215, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
MLS 24197881 • Berkshire Hathaway NE Prop., Matt ... • Berkshire Hathaway NE Prop.
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.
Frequently Asked Questions
In New Milford, there is 1 small community with less than 500 homes.
The smallest 55+ community in New Milford has 17 homes, the largest has 17 homes, and the average community consists of 17 homes.
No, there are no gated 55+ communities in New Milford.
On average, listings in 55+ community in New Milford stay on the market for around 981 days. The average price of homes for sale in this community is approximately $650,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Park Glen average around $650,000.
Want more information about active adult communities around New Milford?
Want to learn more about 55+ communities in New Milford?
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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Aug 15, 2026.
This application does not include information on all of the properties available for sale at this time.
