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Trumbull, CT 55+ active adult communities & homes for sale - Page 3

148 communities near Trumbull

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The Polo Club at Islandia
$600ks - $700ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 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
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The Seasons at East North...
$700ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 homes
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 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.
Clockmaker's Hill
$100ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Village at Buckingham
$300ks - $400ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
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Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
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Castle Heights of Cheshir...
$500ks - $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 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.
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Chimney Hill
$500ks - $700ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes
RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
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The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
77 Sunset Lane
$400ks - $700ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
Want to learn more about 55+ rental communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
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.
Autumn Estates
$500ks - $600ks
Autumn Estates, Farmington, CT
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Long Hill Village
$300ks - $400ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Park Glen
$300ks - $500ks
Park Glen, New Milford, CT
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 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.
Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
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Questions? Call us: (475) 231-4869
The Woods at Dunham Pond
$200ks - $400ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Cobblestone Court
$400ks - $500ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes
Forest Mews
$300ks - $400ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
New Heritage Village 53 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

53 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oronoque Village 196 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$365,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

196 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
New Breton Hills 401 BRETON WAY 401, GLEN COVE, NY, 11542, Glen Cove, NY 11542
$699,999

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

401 BRETON WAY 401, GLEN COVE, NY, 11542
Community: Breton Hills
New Enclave at Shrewsbury 188 CAMPBELL CT, SHREWSBURY BORO, NJ, 07..., Shrewsbury Boro, NJ 07702
$1,249,000

3 beds

|

3 baths

|

2,777 sq ft

|

House

188 CAMPBELL CT, SHREWSBURY BORO, NJ, 07...
New Autumn Fields 5 QUAIL HOLW 5, ENFIELD, CT, 06082, Enfield, CT 06082
$399,900

2 beds

|

3 baths

|

1,679 sq ft

|

Condo

5 QUAIL HOLW 5, ENFIELD, CT, 06082
Community: Autumn Fields
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Want to learn more about 55+ rental communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Shadow Lake Village 122 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$465,000

2 beds

|

2 baths

|

952 sq ft

|

Ranch

122 MANCHESTER CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
New Jefferson Village 158 CARRIAGE CT B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$686,000

2 beds

|

2 baths

|

1,555 sq ft

|

Condo

158 CARRIAGE CT B, YORKTOWN, NY, 10598
Community: Jefferson Village
New Sunrise Village 93 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782
$525,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

93 REVERE DR, ISLIP, NY, 11782
Community: Sunrise Village
New The Villages at Mount Sinai Park 46 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$899,000

3 beds

|

3 baths

|

2,455 sq ft

|

House

46 LOUDEN LOOP, BROOKHAVEN, NY, 11766
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 Jefferson Village 10 REGENTS PL D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$240,000
|

1 baths

|

550 sq ft

|

Condo

10 REGENTS PL D, YORKTOWN, NY, 10598
Community: Jefferson Village
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New O'Meara Farm 1 MAGNOLIA CIR 1, FARMINGTON, CT, 06032, Farmington, CT 06032
$480,000

2 beds

|

2 baths

|

1,416 sq ft

|

Condo

1 MAGNOLIA CIR 1, FARMINGTON, CT, 06032
Community: O'Meara Farm
New The Greens at Half Hollow 625 MADEIRA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$980,000

2 beds

|

3 baths

|

1,940 sq ft

|

Condo

625 MADEIRA BLVD, HUNTINGTON, NY, 11747
New Meadowbrooke Pointe East Meadow 137 EMANUEL WAY, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$839,000

2 beds

|

3 baths

|

1,390 sq ft

|

Condo

137 EMANUEL WAY, HEMPSTEAD, NY, 11554
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Foxwood Village 1407 MIDDLE RD 91, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$364,000

2 beds

|

2 baths

|

1,532 sq ft

|

House

1407 MIDDLE RD 91, RIVERHEAD, NY, 11933
Community: Foxwood Village
New Heritage Village 640 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$360,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

640 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ rental communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
New Regency at Fishkill 145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$555,000

2 beds

|

2 baths

|

1,803 sq ft

|

Condo

145 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
New Oronoque Village 47 HURON LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$409,000

2 beds

|

2 baths

|

1,360 sq ft

|

Condo

47 HURON LN A, STRATFORD, CT, 06614
Community: Oronoque 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.
New Leisure Village 279 BERWICK CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$299,999

2 beds

|

1 baths

|

875 sq ft

|

Condo

279 BERWICK CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
New Country Village Estates 45 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$475,000

2 beds

|

2 baths

|

1,305 sq ft

|

Condo

45 THEODORE DR, BROOKHAVEN, NY, 11727
New The Villages at Mount Sinai Park 3 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$675,000

2 beds

|

3 baths

|

1,736 sq ft

|

House

3 LOUDEN LOOP, BROOKHAVEN, NY, 11766
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Regency at Prospect 104 CHERRY CIR 104, PROSPECT, CT, 06712, Prospect, CT 06712
$328,417

3 beds

|

2 baths

|

1,500 sq ft

|

Condo

104 CHERRY CIR 104, PROSPECT, CT, 06712
Community: Regency at Prospect
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Rivington 131 WINDING RIDGE WAY 131, DANBURY, CT, ..., Danbury, CT 06810
$770,000

3 beds

|

3 baths

|

1,592 sq ft

|

Condo

131 WINDING RIDGE WAY 131, DANBURY, CT, ...
Community: Rivington
Regency at Woodbridge 27 HERITAGE LN, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525
$599,900

3 beds

|

3 baths

|

Condo

27 HERITAGE LN, WOODBRIDGE, CT, 06525
Castle Heights of Cheshire 151 VICTORIA DR, CHESHIRE, CT, 06410, Cheshire, CT 06410
$769,900

2 beds

|

4 baths

|

2,843 sq ft

|

Condo

151 VICTORIA DR, CHESHIRE, CT, 06410
Country Village Estates 163 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$454,500

2 beds

|

2 baths

|

1,261 sq ft

|

Condo

163 THEODORE DR, BROOKHAVEN, NY, 11727
Want to learn more about 55+ rental communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
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 Waterways at Moriches 188 RIVER DR, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$775,000

2 beds

|

2 baths

|

2,100 sq ft

|

Condo

188 RIVER DR, BROOKHAVEN, NY, 11955
Glenwood Village 1661 OLD COUNTRY RD 251, RIVERHEAD, NY, ..., Riverhead, NY 11901
$130,000

2 beds

|

1 baths

|

720 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 251, RIVERHEAD, NY, ...
Community: Glenwood Village
Heritage Village 101 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

101 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 29 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

29 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Eagles Walk at East Quogue 1504 AERIE WAY 1504, SOUTHAMPTON, NY, 11..., Southampton, NY 11942
$545,000

2 beds

|

2 baths

|

1,341 sq ft

|

House

1504 AERIE WAY 1504, SOUTHAMPTON, NY, 11...
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Summit at Bethel 20 GREAT HILL DR 20, BETHEL, CT, 06801, Bethel, CT 06801
$649,000

3 beds

|

3 baths

|

2,159 sq ft

|

Condo

20 GREAT HILL DR 20, BETHEL, CT, 06801
Heritage Hills 39 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$440,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

39 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Shadow Lake Village 11 MEDFORD CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$279,900

1 beds

|

2 baths

|

1,021 sq ft

|

Adult Community

11 MEDFORD CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
Shadow Lake Village 7 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701
$585,000

2 beds

|

2 baths

|

1,230 sq ft

|

Ranch

7 MANCHESTER CT, RED BANK, NJ, 07701
Community: Shadow Lake 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.
Jefferson Village 59 KIRBY CLOSE D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$399,000

2 beds

|

2 baths

|

910 sq ft

|

Condo

59 KIRBY CLOSE D, YORKTOWN, NY, 10598
Community: Jefferson Village
Want to learn more about 55+ rental communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Jefferson Village 51 JEFFERSON OVAL D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$364,999

2 beds

|

2 baths

|

919 sq ft

|

Condo

51 JEFFERSON OVAL D, YORKTOWN, NY, 10598
Community: Jefferson Village
Heritage Village 401 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$353,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

401 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Hills 415 HERITAGE HILLS DR D, SOMERS, NY, 105..., Somers, NY 10589
$875,000

2 beds

|

2 baths

|

1,663 sq ft

|

Condo

415 HERITAGE HILLS DR D, SOMERS, NY, 105...
Community: Heritage Hills
Want to learn more about 55+ communities in Trumbull? 55places can help!
Questions? Call us: (475) 231-4869
Strathmore Gate East 42 FREEMONT LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$425,000

2 beds

|

2 baths

|

1,112 sq ft

|

Condo

42 FREEMONT LN, BROOKHAVEN, NY, 11727
Leisure Glen 16 HUNTINGTON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$505,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

16 HUNTINGTON CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen

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