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Southbury, CT 55+ active adult communities & homes for sale - Page 4
146 communities near Southbury
334 homes near Southbury
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$500ks
- $800ks
Fieldstone Village, Orange, CT
Resale Only
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55+ age-restricted
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Built 2010 - 2018
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142 homes
$300ks
Bramble Ridge, Suffield, CT
Resale Only
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55+ age-restricted
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Built 2005 - 2015
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47 homes
$500ks
- $600ks
Whitney Glen, Westport, CT
Resale Only
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55+ age-restricted
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Built 1982 - 1982
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62 homes
$400ks
- $500ks
Evergreen, Cromwell, CT
New and Resale
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55+ age-restricted
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Built 2005 - present
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52 homes
$300ks
- $400ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction
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55+ age-restricted
|
Built 2019 - present
|
30 homes
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$400ks
O'Meara Farm, Farmington, CT
Resale Only
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55+ age-restricted
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Built 1998 - 2005
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104 homes
$300ks
The Village at Hunt Glen, Granby, CT
Resale Only
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55+ age-restricted
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Built 2003 - 2006
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69 homes
$300ks
- $400ks
Forest Mews, Avon, CT
Resale Only
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55+ age-restricted
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Built 2001 - 2004
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40 homes
$400ks
- $500ks
Cobblestone Court, Essex, CT
New and Resale
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55+ age-restricted
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Built 2017 - present
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8 homes
$300ks
- $800ks
The Retreat at Carmel, Carmel, NY
Resale Only
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55+ age-restricted
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Built 2008 - 2018
|
312 homes
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$200ks
- $400ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only
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55+ age-restricted
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Built 2004 - 2015
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33 homes
$300ks
- $400ks
Summer Wind Estates, North Haven, CT
New Construction
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55+ age-restricted
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Built 2015 - present
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18 homes
$400ks
RiverBend Estates, Oxford, CT
New and Resale
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55+ age-restricted
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Built 2012 - present
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25 homes
$400ks
Eastport Meadows, Eastport, NY
Resale Only
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55+ age-restricted
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Built 2009 - 2016
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50 homes
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only
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55+ age-restricted
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Built 2012 - 2017
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68 homes
$500ks
- $600ks
The Residences at Butterf..., Cold Spring, NY
Resale Only
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55+ age-restricted
|
Built 2018 - 2023
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49 homes
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$200ks
- $300ks
Oak Meadow Estates, Torrington, CT
New and Resale
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55+ age-restricted
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Built 2013 - present
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31 homes
$300ks
- $400ks
Long Hill Village, Trumbull, CT
Resale Only
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55+ age-restricted
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Built 1997 - 1999
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71 homes
$500ks
- $600ks
The Seasons at Plainview, Plainview, NY
Resale Only
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55+ age-restricted
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Built 2006 - 2007
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134 homes
$800ks
- $1Ms
Regency at Pearl River, Pearl River, NY
New Construction
|
55+ age-restricted
|
Built 2026 - present
|
36 homes
Download the Ultimate 55+ Homebuying Guide
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$1Ms
Jessup's Landing, Quogue, NY
New and Resale
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55+ age-restricted
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Built 2009 - 2016
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31 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
$200ks
- $300ks
Gloria Commons, Milford, CT
Resale Only
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55+ age-restricted
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Built 2007 - 2015
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50 homes
$200ks
- $300ks
Villas at Seminary Hill, Carmel, NY
New Construction
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55+ age-restricted
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Built 2018 - present
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50 homes
$500ks
- $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction
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62+ age-restricted
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Built 2019 - present
|
104 homes
$500ks
- $600ks
Hidden Harbor Estates, Copiague, NY
Resale Only
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55+ age-restricted
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Built 2010 - 2015
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38 homes
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
![20 VILLAGE RD 20, SOUTHINGTON, CT, 06489, Southington, CT 06489]()
2 beds
|2 baths
|1,224 sq ft
|Condo
20 VILLAGE RD 20, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
MLS 24202679 • Better Living Realty, LLC, Angela ... • Better Living Realty, LLC
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New
Heritage Village
![28 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
28 HERITAGE CIR B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24202157 • Berkshire Hathaway NE Prop., Scott... • Berkshire Hathaway NE Prop.
New
Four Seasons at Ridgemont
![805 FOUR SEASONS LN, MONTVALE, NJ, 07645, Montvale, NJ 07645]()
2 beds
|2 baths
|Condo
805 FOUR SEASONS LN, MONTVALE, NJ, 07645
Community: Four Seasons at Ridgemont
MLS 26032567 • NJ Realty Center, Mary Ann Sgobba • NJ Realty Center
New
Four Seasons at Ridgemont
![805 FOUR SEASONS LN, MONTVALE BORO, NJ, ..., Montvale Boro, NJ 07645]()
MLS 4049361 • NJ REALTY CENTER, NJ REALTY CENTER ... • NJ REALTY CENTER
New
Jefferson Village
![148 FLINTLOCK WAY G, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|2 baths
|1,302 sq ft
|Condo
148 FLINTLOCK WAY G, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 1038322 • Houlihan Lawrence Inc., Jo-Ella Del... • Houlihan Lawrence Inc.
New
HarborView
![100 HARBOR VIEW DR 401, NORTH HEMPSTEAD,..., North Hempstead, NY 11050]()
2 beds
|3 baths
|2,013 sq ft
|Condo
100 HARBOR VIEW DR 401, NORTH HEMPSTEAD,...
Community: HarborView
MLS 1044121 • Evelyn Richards Inc, Maria Giacalon... • Evelyn Richards Inc
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
Oronoque Village
![443 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,175 sq ft
|Condo
443 N TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24202352 • William Raveis Real Estate, Jeff R... • William Raveis Real Estate
New
The Greens at Half Hollow
![1039 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747]()
2 beds
|2 baths
|1,150 sq ft
|Condo
1039 SAVOY DR, HUNTINGTON, NY, 11747
Community: The Greens at Half Hollow
MLS 1044135 • Signature Premier Properties, Janic... • Signature Premier Properties
New
South Pond Village
![8 S POND RD 8, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002]()
3 beds
|3 baths
|1,912 sq ft
|Condo
8 S POND RD 8, BLOOMFIELD, CT, 06002
Community: South Pond Village
MLS 24202421 • Berkshire Hathaway NE Prop., Lisa ... • Berkshire Hathaway NE Prop.
New
Greenwood Village
![17 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949]()
2 beds
|2 baths
|1,160 sq ft
|House
17 DOGWOOD LN, BROOKHAVEN, NY, 11949
Community: Greenwood Village
MLS 1044125 • Long Island Home Prop LLC, Gina Gue... • Long Island Home Prop LLC
New
Heritage Village
![214 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
214 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24202470 • William Raveis Real Estate, Ruth Z... • William Raveis Real Estate
New
Leisure Village
![238 BLACKPOOL CT A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961]()
2 beds
|1 baths
|1,085 sq ft
|Condo
238 BLACKPOOL CT A, BROOKHAVEN, NY, 1196...
Community: Leisure Village
MLS 1043884 • Howard Hanna Coach, Marie P. Bilell... • Howard Hanna Coach
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New
Leisure Glen
![15 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
MLS 1042900 • Coldwell Banker American Homes, The... • Coldwell Banker American Homes
New
Leisure Knoll
![232 BELFAST LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|2 baths
|1,172 sq ft
|Condo
232 BELFAST LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
MLS 1043139 • Signature Premier Properties, Zacha... • Signature Premier Properties
New
Vineyards at Moriches
![51 TONI CT, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934]()
2 beds
|2 baths
|1,904 sq ft
|Condo
51 TONI CT, BROOKHAVEN, NY, 11934
Community: Vineyards at Moriches
MLS 961229 • Hampton Estates Realty LLC, Richard ... • Hampton Estates Realty LLC
New
Spring Lake Village
![331 SONGBIRD LN 331, SOUTHINGTON, CT, 06..., Southington, CT 06489]()
2 beds
|2 baths
|912 sq ft
|Condo
331 SONGBIRD LN 331, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
MLS 24202580 • Century 21 AllPoints Realty, Betty... • Century 21 AllPoints Realty
Download the Ultimate 55+ Homebuying Guide
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New
South Pond Village
![37 REED CT 37, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002]()
2 beds
|3 baths
|1,258 sq ft
|Condo
37 REED CT 37, BLOOMFIELD, CT, 06002
Community: South Pond Village
MLS 24201749 • William Raveis Real Estate, Evan B... • William Raveis Real Estate
New
Oronoque Village
![237 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|2 baths
|1,426 sq ft
|Condo
237 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24200218 • Colonial Properties Inc, Tony Vitt... • Colonial Properties Inc
New
Glassbury Court at Hunterbrook
![2314 DEPEYSTER DR, YORKTOWN, NY, 10567, Yorktown, NY 10567]()
2 beds
|3 baths
|2,265 sq ft
|Condo
2314 DEPEYSTER DR, YORKTOWN, NY, 10567
Community: Glassbury Court at Hunterbrook
MLS 1038201 • Houlihan Lawrence Inc., Lisa Bucolo • Houlihan Lawrence Inc.
New
Heritage Village
![732 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,000 sq ft
|Condo
732 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24201968 • William Raveis Real Estate, Ruth Z... • William Raveis Real Estate
New
Park Glen
![4 RAINBOW CT 4, NEW MILFORD, CT, 06776, New Milford, CT 06776]()
MLS 24202235 • Coldwell Banker Realty, Antonio Za... • Coldwell Banker Realty
New
Heritage Village
![783 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
783 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24202257 • Century 21 Bette Real Estate, Barb... • Century 21 Bette Real Estate
New
Hopmeadow Place
![1 W ST 315, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
MLS 24202012 • Berkshire Hathaway NE Prop., Kris ... • Berkshire Hathaway NE Prop.
Want to learn more about 55+ communities in Southbury?
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New
Country Village Estates
![175 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727]()
2 beds
|2 baths
|1,340 sq ft
|Condo
175 THEODORE DR, BROOKHAVEN, NY, 11727
Community: Country Village Estates
MLS 1043450 • Oasis Realty Group LLC, Lisa Scott • Oasis Realty Group LLC
New
Heritage Village
![738 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
738 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24202019 • Lamacchia Realty, Stephanie Plaza • Lamacchia Realty
New
Granite Woods
![35 NUTMEG RD B2, MIDDLEBURY, CT, 06762, Middlebury, CT 06762]()
1 beds
|1 baths
|889 sq ft
|Condo
35 NUTMEG RD B2, MIDDLEBURY, CT, 06762
Community: Granite Woods
MLS 24202228 • RE/MAX RISE, Maria Pinheiro • RE/MAX RISE
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
Woodridge Strathmore Terrace
![6 COBBLESTONE WAY, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766]()
2 beds
|2 baths
|1,151 sq ft
|Condo
6 COBBLESTONE WAY, BROOKHAVEN, NY, 11766
Community: Woodridge Strathmore Terrace
MLS 1043235 • S & J Property Management Corp, Jen... • S & J Property Management Corp
New
Oronoque Village
![393 OTTAWA LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,118 sq ft
|Condo
393 OTTAWA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24202099 • Joy Real Estate, Richard Persico • Joy Real Estate
New
Foxwood Village
![1407 MIDDLE RD 265, RIVERHEAD, NY, 11933, Riverhead, NY 11933]()
3 beds
|2 baths
|1,792 sq ft
|Manufactured Home
1407 MIDDLE RD 265, RIVERHEAD, NY, 11933
Community: Foxwood Village
MLS 1043007 • Douglas Elliman Real Estate, Sheryl... • Douglas Elliman Real Estate
New
The Greens at Half Hollow
![602 BARDINI DR, HUNTINGTON, NY, 11747, Huntington, NY 11747]()
2 beds
|4 baths
|1,941 sq ft
|Condo
602 BARDINI DR, HUNTINGTON, NY, 11747
Community: The Greens at Half Hollow
MLS 1042025 • HomeSmart Premier Living Rlty, John... • HomeSmart Premier Living Rlty
New
Leisure Village
![463 B OLDHAM CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|1,074 sq ft
|Condo
463 B OLDHAM CT, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 1042796 • Century 21 KR Realty, Jane A. Argir... • Century 21 KR Realty
New
Leisure Village
![472 DARWEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|2 baths
|1,200 sq ft
|Condo
472 DARWEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 1043048 • World Prop Intl Sea to Sky, Matthew... • World Prop Intl Sea to Sky
New
South Pond Village
![78 SILO WAY 78, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002]()
3 beds
|3 baths
|1,639 sq ft
|Condo
78 SILO WAY 78, BLOOMFIELD, CT, 06002
Community: South Pond Village
MLS 24200832 • Berkshire Hathaway NE Prop., Karen... • Berkshire Hathaway NE Prop.
New
Plymouth Estates at Mount Sinai
![7 POND CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766]()
2 beds
|2 baths
|1,274 sq ft
|Condo
7 POND CIR, BROOKHAVEN, NY, 11766
Community: Plymouth Estates at Mount Sinai
MLS 1040452 • BH&G R E Realty Connect, Judith A. ... • BH&G R E Realty Connect
Want to learn more about 55+ communities in Southbury?
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Questions? Call us:
(860) 962-4879
New
Heritage Hills
![332 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,550 sq ft
|Condo
332 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1042793 • Coldwell Banker Realty, Hope Ross M... • Coldwell Banker Realty
New
Leisure Knoll
![152A LAURANCE LN A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961]()
2 beds
|1 baths
|724 sq ft
|Condo
152A LAURANCE LN A, BROOKHAVEN, NY, 1196...
Community: Leisure Knoll
MLS 1042894 • Coldwell Banker American Homes, Mar... • Coldwell Banker American 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.
Frequently Asked Questions
In Southbury, there is 1 large community with over 1000 homes.
The smallest 55+ community in Southbury has 2580 homes, the largest has 2580 homes, and the average community consists of 2580 homes.
No, there are no gated 55+ communities in Southbury.
On average, listings in 55+ community in Southbury stay on the market for around 355 days. The average price of homes for sale in this community is approximately $325,077, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Heritage Village average around $325,077.
Want more information about active adult communities around Southbury?
Want to learn more about 55+ communities in Southbury?
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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 29, 2026.
This application does not include information on all of the properties available for sale at this time.
