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Westhampton, NY 55+ active adult communities & homes for sale - Page 2

108 communities near Westhampton

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Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Want to learn more about 55+ communities in Westhampton? 55places can help!
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Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
The Seasons at Elwood
$800ks - $900ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 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 Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 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.
Hidden Harbor Estates
$500ks - $600ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
Vineyards at Brookfield
$400ks - $500ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
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The Pines at Bohemia
$400ks - $500ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
The Polo Club at Islandia
$600ks - $700ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
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Cobblestone Court
$400ks - $500ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes
Stratford Park
$600ks - $800ks
Stratford Park, Melville, NY
Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 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.
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
O'Meara Farm
$400ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 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 Seasons at East North...
$700ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 homes
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Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 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
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+ rental communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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.
Vineyards at Moriches
$500ks - $600ks
Vineyards at Moriches, Center Moriches, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
5 rating (1 reviews) Encore at Lake Grove
$500ks - $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
The Seasons at East Meado...
$400ks - $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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.
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes
The Village at Buckingham
$300ks - $400ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Eastport Meadows
$400ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 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.
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
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Questions? Call us: (631) 898-5616
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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
Castle Heights of Cheshir...
$500ks - $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
New Fairview at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$684,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
New The Village at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$684,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
New Village Estates 105 FRANCESCA WAY 105, BABYLON, NY, 1170..., Babylon, NY 11701
$559,000

2 beds

|

1 baths

|

1,229 sq ft

|

Condo

105 FRANCESCA WAY 105, BABYLON, NY, 1170...
Community: Village Estates
New Glenwood Village 1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$449,999

3 beds

|

2 baths

|

1,680 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1...
Community: Glenwood Village
New Leisure Village 72 ENFIELD CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$359,900

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

72 ENFIELD CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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New Pond Spring Village 17 PONDVIEW CIR 17, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403
$474,900

2 beds

|

2 baths

|

1,474 sq ft

|

Condo

17 PONDVIEW CIR 17, BEACON FALLS, CT, 06...
Community: Pond Spring Village
New Heritage Village 331 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$189,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

331 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 701 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$260,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

701 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Country Pointe Preserve 118 JUNIPER LN 31, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980
$865,000

2 beds

|

3 baths

|

1,998 sq ft

|

Condo

118 JUNIPER LN 31, BROOKHAVEN, NY, 11980
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 99 SEMINOLE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$485,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

99 SEMINOLE LN A, STRATFORD, CT, 06614
Community: Oronoque 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.
Oronoque Village 89 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$340,000

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

89 S TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
The Waterways at Moriches 290 W MIDLAND POND CT 290, BROOKHAVEN, N..., Brookhaven, NY 11955
$629,000

2 beds

|

2 baths

|

1,440 sq ft

|

Condo

290 W MIDLAND POND CT 290, BROOKHAVEN, N...
The Seasons at Seaford 56 SPRING DR, HEMPSTEAD, NY, 11783, Hempstead, NY 11783
$820,000

2 beds

|

3 baths

|

1,034 sq ft

|

Condo

56 SPRING DR, HEMPSTEAD, NY, 11783
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Country Pointe Plainview 31201 SPRUCE POND CIR, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803
$1,150,000

2 beds

|

2 baths

|

1,379 sq ft

|

Condo

31201 SPRUCE POND CIR, OYSTER BAY, NY, 1...
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
Want to learn more about 55+ rental communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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
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
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 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
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
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
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.
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 Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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
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
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
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
Want to learn more about 55+ rental communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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.
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
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
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
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
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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.
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
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
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 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
Want to learn more about 55+ rental communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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...
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
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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
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

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