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Westhampton, NY 55+ active adult communities & homes for sale - Page 3

110 communities near Westhampton

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Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 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
1 rating (1 reviews) Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
Castle Heights of Cheshir...
$500ks - $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
Want to learn more about 55+ communities in Westhampton? 55places can help!
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4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 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
Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 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.
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
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
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
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Questions? Call us: (631) 898-5616
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
Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 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.
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
Cobblestone Court
$400ks - $500ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes
The Coach Homes at Ridgef...
$300ks - $400ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction | 55+ age-restricted | Built 2019 - present | 30 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Whitney Glen
$500ks - $600ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
The Seasons at East North...
$700ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 homes
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
Rivington Landing
$500ks
Rivington Landing, Danbury, CT
New Construction | Age-targeted | Built 2025 - 2026 | 25 homes
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 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.
Heritage Village 345 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$386,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

345 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Greenwood Village 105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949
$245,000

2 beds

|

2 baths

|

1,130 sq ft

|

Condo

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1...
Community: Greenwood Village
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$419,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New The Seasons at Seaford 41 SPRING DR, HEMPSTEAD, NY, 11783, Hempstead, NY 11783
$875,000

2 beds

|

2 baths

|

1,408 sq ft

|

Condo

41 SPRING DR, HEMPSTEAD, NY, 11783
New Rivington 714 CENTER MEADOW LN 714, DANBURY, CT, 0..., Danbury, CT 06810
$497,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

714 CENTER MEADOW LN 714, DANBURY, CT, 0...
Community: Rivington
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
New Vineyards at Blue Point 132 HALLEY DR, BROOKHAVEN, NY, 11772, Brookhaven, NY 11772
$879,999

2 beds

|

4 baths

|

2,290 sq ft

|

Condo

132 HALLEY DR, BROOKHAVEN, NY, 11772
New Eagles Walk at East Quogue 1401 AERIE WAY, SOUTHAMPTON, NY, 11942, Southampton, NY 11942
$565,000

2 beds

|

2 baths

|

1,271 sq ft

|

Condo

1401 AERIE WAY, SOUTHAMPTON, NY, 11942
New Heritage Village 397 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$424,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

397 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Founders Village 2555 YOUNGS AVE 3C, SOUTHOLD, NY, 11971, Southold, NY 11971
$550,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2555 YOUNGS AVE 3C, SOUTHOLD, NY, 11971
Community: Founders Village
New The Greens at Half Hollow 559 BARDINI DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,299,000

3 beds

|

3 baths

|

2,396 sq ft

|

Condo

559 BARDINI DR, HUNTINGTON, NY, 11747
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 Knoll 185 KINGSTON DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$405,000

2 beds

|

1 baths

|

1,014 sq ft

|

Condo

185 KINGSTON DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Heritage Village 549 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$164,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

549 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Snug Harbor 158 HARBOR S, BABYLON, NY, 11701, Babylon, NY 11701
$719,000

2 beds

|

3 baths

|

1,334 sq ft

|

Condo

158 HARBOR S, BABYLON, NY, 11701
Community: Snug Harbor
New Kensington Estates 44 PLAINVIEW RD, OYSTER BAY, NY, 11797, Oyster Bay, NY 11797
$1,999,888

6 beds

|

5 baths

|

4,333 sq ft

|

House

44 PLAINVIEW RD, OYSTER BAY, NY, 11797
Community: Kensington Estates
New Encore Atlantic Shores 101 MOZART CT, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941
$779,000

2 beds

|

2 baths

|

2,044 sq ft

|

House

101 MOZART CT, BROOKHAVEN, NY, 11941
New Heritage Village 1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$244,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
New Rivington 12 OLD PASTURE DR 12, DANBURY, CT, 06810, Danbury, CT 06810
$839,000

3 beds

|

4 baths

|

1,794 sq ft

|

Condo

12 OLD PASTURE DR 12, DANBURY, CT, 06810
Community: Rivington
Greenwood Village 205 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$125,000

2 beds

|

2 baths

|

1,138 sq ft

|

House

205 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Meadowbrook Pointe Athletic Club & Spa 469 PACING WAY, HEMPSTEAD, NY, 11590, Hempstead, NY 11590
$1,199,000

2 beds

|

3 baths

|

2,628 sq ft

|

Condo

469 PACING WAY, HEMPSTEAD, NY, 11590
Meadowbrook Pointe Athletic Club & Spa 578 PACING WAY, HEMPSTEAD, NY, 11590, Hempstead, NY 11590
$890,000

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

578 PACING WAY, HEMPSTEAD, NY, 11590
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 Village at Oxford Greens 521 PUTTING GREEN LN 521, OXFORD, CT, 06..., Oxford, CT 06478
$675,000

3 beds

|

3 baths

|

2,735 sq ft

|

Condo

521 PUTTING GREEN LN 521, OXFORD, CT, 06...
Setauket Meadows 2 EMILYS WAY, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733
$799,500

2 beds

|

3 baths

|

1,842 sq ft

|

Condo

2 EMILYS WAY, BROOKHAVEN, NY, 11733
Community: Setauket Meadows
Oronoque Village 546 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$539,000

2 beds

|

3 baths

|

1,434 sq ft

|

Condo

546 N TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
The Greens at Half Hollow 1118 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$695,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

1118 SAVOY DR, HUNTINGTON, NY, 11747
Rivington 11 MERCY ST 11, DANBURY, CT, 06810, Danbury, CT 06810
$630,000

2 beds

|

4 baths

|

1,572 sq ft

|

Condo

11 MERCY ST 11, DANBURY, CT, 06810
Community: Rivington
Greenwood Village 162 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$154,888

2 beds

|

2 baths

|

1,078 sq ft

|

Condo

162 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Leisure Glen 272 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$549,000

2 beds

|

2 baths

|

1,456 sq ft

|

Condo

272 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Woodridge Strathmore Terrace 62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$425,000

2 beds

|

2 baths

|

1,105 sq ft

|

Condo

62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766
Meadow Brook Estates 107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478
$639,000

3 beds

|

3 baths

|

1,922 sq ft

107 MEADOW BROOK RD 107, OXFORD, CT, 064...
Heritage Village 65 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$219,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

65 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage 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 Village 261B HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488
$260,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

261B HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
Westhampton Pines 179 CARLY LN, SOUTHAMPTON, NY, 11977, Southampton, NY 11977
$899,000

2 beds

|

2 baths

|

2,000 sq ft

|

Condo

179 CARLY LN, SOUTHAMPTON, NY, 11977
Community: Westhampton Pines
Heritage Village 1016 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$245,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

1016 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
Spring Lake Village 504 CARRIAGE DR 504, SOUTHINGTON, CT, 06..., Southington, CT 06489
$330,000

2 beds

|

2 baths

|

1,313 sq ft

|

Condo

504 CARRIAGE DR 504, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
Stoneleigh Woods at Riverhead 158 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$699,000

2 beds

|

3 baths

|

2,071 sq ft

|

Condo

158 STONELEIGH DR, RIVERHEAD, NY, 11901
The Seasons at East Meadow 421 AUTUMN DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$635,000

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

421 AUTUMN DR, HEMPSTEAD, NY, 11554
Country Pointe Preserve 128 JUNIPER LN 26, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980
$875,000

2 beds

|

3 baths

|

1,998 sq ft

|

Condo

128 JUNIPER LN 26, BROOKHAVEN, NY, 11980
Rivington 424 CENTER MEADOW LN 424, DANBURY, CT, 0..., Danbury, CT 06810
$479,900

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

424 CENTER MEADOW LN 424, DANBURY, CT, 0...
Community: Rivington
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Country Pointe Plainview 52102 BEECH TREE LN, OYSTER BAY, NY, 118..., Oyster Bay, NY 11803
$1,669,990

2 beds

|

3 baths

|

1,750 sq ft

|

Condo

52102 BEECH TREE LN, OYSTER BAY, NY, 118...
Glenwood Village 1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ..., Riverhead, NY 11901
$329,000

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ...
Community: Glenwood 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.

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