Call us at (860) 492-6540 to learn more about active adult communities near Brookfield

Brookfield, CT 55+ active adult communities & homes for sale

145 communities near Brookfield

Sort by:

Relevance

Relevance

Newbury Village
$600Ks - $700Ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 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
$500Ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
Want to learn more about 55+ communities in Brookfield? 55places can help!
Questions? Call us: (860) 492-6540
Rivington
$600Ks - $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 - $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
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
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.
4.8 rating (4 reviews) Wanaque Reserve
$400Ks - $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
$300Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Country Pointe Plainview
$1Ms - $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 - $400Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Want to learn more about 55+ communities in Brookfield? 55places can help!
Questions? Call us: (860) 492-6540
Leisure Glen
$400Ks - $400Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Spring Lake Village
$200Ks - $200Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
4 rating (8 reviews) Glenwood Village
$100Ks - $400Ks
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
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.
Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Dutchgate
$400Ks - $400Ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
The Waterways at Moriches
$400Ks - $700Ks
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 - $800Ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Want to learn more about 55+ communities in Brookfield? 55places can help!
Questions? Call us: (860) 492-6540
3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$500Ks - $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 - $800Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
Apple Ridge
$700Ks - $700Ks
Apple Ridge, Mahwah, NJ
Resale Only | Age-targeted | Built 1977 - 1991 | 276 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.
HarborView
$900Ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
Winthrop Court
$400Ks - $400Ks
Winthrop Court, Clifton, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes
The Club at Melville
$500Ks - $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 - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Want to learn more about 55+ communities in Brookfield? 55places can help!
Questions? Call us: (860) 492-6540
5 rating (1 reviews) Encore Atlantic Shores
$600Ks - $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
The Summit at Bethel
$600Ks - $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 - $500Ks
Four Seasons at Wayne, Wayne, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes
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
Leisure Knoll 323 BROWNFIELD DR, RIDGE, NY, 11961, Ridge, NY 11961
$360,000

2 beds

|

1 baths

|

655 sq ft

|

Condo

323 BROWNFIELD DR, RIDGE, NY, 11961
Community: Leisure Knoll
New Fairfield at St. James 401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$499,000

1 beds

|

2 baths

|

900 sq ft

|

Condo

401 CABOT CT, SMITHTOWN, NY, 11780
Jefferson Village 175 LONG HILL DR B, YORKTOWN HEIGHTS, NY..., Yorktown Heights, NY 10598
$425,000

2 beds

|

2 baths

|

1,159 sq ft

|

Condo

175 LONG HILL DR B, YORKTOWN HEIGHTS, NY...
Community: Jefferson Village
Leisure Village 46 TRENT CT C, RIDGE, NY, 11961, Ridge, NY 11961
$350,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

46 TRENT CT C, RIDGE, NY, 11961
Community: Leisure Village
Heritage Hills 349 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

2 baths

|

1,484 sq ft

|

Condo

349 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Want to learn more about 55+ communities in Brookfield? 55places can help!
Questions? Call us: (860) 492-6540
Leisure Village 280 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961
$359,900

2 beds

|

1 baths

|

836 sq ft

|

Condo

280 BERWICK CT A, RIDGE, NY, 11961
Community: Leisure Village
Fairfield at St. James 914 FENWAY RD, SAINT JAMES, NY, 11780, Saint James, NY 11780
$470,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

914 FENWAY RD, SAINT JAMES, NY, 11780
Leisure Village 169 VENTRY CT A, RIDGE, NY, 11961, Ridge, NY 11961
$295,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

169 VENTRY CT A, RIDGE, NY, 11961
Community: Leisure Village
Heritage Hills 972 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$575,000

2 beds

|

2 baths

|

1,468 sq ft

|

Condo

972 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
Kensington Estates 46 PLAINVIEW RD, WOODBURY, NY, 11797, Woodbury, NY 11797
$2,299,999

6 beds

|

5 baths

|

4,333 sq ft

|

House

46 PLAINVIEW RD, WOODBURY, NY, 11797
Community: Kensington Estates
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 259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961
$254,900

1 beds

|

1 baths

|

875 sq ft

|

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 166 VENTRY CT B, RIDGE, NY, 11961, Ridge, NY 11961
$259,000

1 beds

|

1 baths

|

680 sq ft

|

House

166 VENTRY CT B, RIDGE, NY, 11961
Community: Leisure Village
Heritage Hills 356 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$750,000

2 beds

|

2 baths

|

1,435 sq ft

|

Condo

356 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 882 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$825,000

3 beds

|

2 baths

|

1,909 sq ft

|

Condo

882 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Village 474 DARWEN DR B, RIDGE, NY, 11961, Ridge, NY 11961
$400,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

474 DARWEN DR B, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Brookfield? 55places can help!
Questions? Call us: (860) 492-6540
Jefferson Village 98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$559,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Jefferson Village 2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10..., Yorktown Heights, NY 10598
$299,999

1 beds

|

1 baths

|

800 sq ft

|

Condo

2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10...
Community: Jefferson Village
The Villages at Mount Sinai Park 68 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$657,000

2 beds

|

2 baths

|

1,736 sq ft

|

Condo

68 LOUDEN LOOP, MOUNT SINAI, NY, 11766
The Seasons at East Meadow 331 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$575,000

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

331 SPRING DR, EAST MEADOW, NY, 11554
New Encore at Lake Grove 22 SONATA CT, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$599,990

2 beds

|

2 baths

|

1,429 sq ft

|

Condo

22 SONATA CT, LAKE GROVE, NY, 11755
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.
Glenwood Village 1661 OLD COUNTRY RD 506, RIVERHEAD, NY, ..., Riverhead, NY 11901
$329,999

2 beds

|

2 baths

|

1,232 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 506, RIVERHEAD, NY, ...
Community: Glenwood Village
Heritage Hills 593 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$585,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

593 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Encore Atlantic Shores 113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941
$895,000

2 beds

|

3 baths

|

3,037 sq ft

|

Condo

113 OVERTURE PL, EASTPORT, NY, 11941
Fairfield at St. James 607 CABOT CT 607, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$450,000

1 beds

|

2 baths

|

929 sq ft

|

Condo

607 CABOT CT 607, SMITHTOWN, NY, 11780
Stoneleigh Woods at Riverhead 159 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$680,000

2 beds

|

3 baths

|

2,172 sq ft

|

House

159 STONELEIGH DR, RIVERHEAD, NY, 11901
Want to learn more about 55+ communities in Brookfield? 55places can help!
Questions? Call us: (860) 492-6540
New Leisure Knoll 145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$499,999

2 beds

|

2 baths

|

913 sq ft

|

House

145 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
New Leisure Village 215 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961
$319,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

215 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village
New Greenwood Village 91 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$155,000

2 beds

|

2 baths

|

938 sq ft

|

Condo

91 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
The Greens at Half Hollow 652 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747
$1,199,000

3 beds

|

3 baths

|

2,400 sq ft

|

Condo

652 BALFOUR PL, MELVILLE, NY, 11747
Glassbury Court at Cold Spring 11 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$515,000

2 beds

|

3 baths

|

1,806 sq ft

|

Condo

11 REVOLUTION RD, COLD SPRING, NY, 10516
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.
Breton Hills 209 BRETON WAY, GLEN COVE, NY, 11542, Glen Cove, NY 11542
$699,888

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

209 BRETON WAY, GLEN COVE, NY, 11542
Community: Breton Hills
The Hollows at Blue Hill 41 MICHAEL ROBERTS CT, PEARL RIVER, NY, ..., Pearl River, NY 10965
$999,000

2 beds

|

3 baths

|

2,210 sq ft

|

Condo

41 MICHAEL ROBERTS CT, PEARL RIVER, NY, ...
Regency at Fishkill 736 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$499,000

1 beds

|

2 baths

|

1,543 sq ft

|

House

736 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Heritage Hills 370 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$899,000

3 beds

|

2 baths

|

1,793 sq ft

|

Condo

370 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Setauket Meadows 95 COVE LN, EAST SETAUKET, NY, 11733, East Setauket, NY 11733
$749,990

2 beds

|

3 baths

|

1,991 sq ft

|

Condo

95 COVE LN, EAST SETAUKET, NY, 11733
Community: Setauket Meadows
Want to learn more about 55+ communities in Brookfield? 55places can help!
Questions? Call us: (860) 492-6540
Foxwood Village 1407 MIDDLE RD UNIT 258, CALVERTON, NY, ..., Calverton, NY 11933
$525,000

3 beds

|

2 baths

|

1,568 sq ft

|

Manufactured Home

1407 MIDDLE RD UNIT 258, CALVERTON, NY, ...
Community: Foxwood Village
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
Glenwood Village 1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$239,999

2 beds

|

2 baths

|

924 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...
Community: Glenwood Village
The Greens at Half Hollow 259 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$1,499,000

3 beds

|

4 baths

|

3,100 sq ft

|

Condo

259 ALTESSA BLVD, MELVILLE, NY, 11747
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
1234567…8

Frequently Asked Questions


Want more information about active adult communities around Brookfield?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Brookfield?

Call us: (860) 492-6540
145 communities near Brookfield
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2025 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: Nov 20, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top