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

107 communities near Westhampton

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Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
The Pines at Bohemia
$400ks - $500ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Windmill Gate
$300ks - $400ks
Windmill Gate, Oakdale, NY
Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 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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Founders Village
$400ks - $500ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
The Club at Melville
$500ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
The Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 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 rating (1 reviews) Vineyards at Blue Point
$500ks - $700ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 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.
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
The Village at Buckingham
$300ks - $400ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
3.5 rating (2 reviews) Harvest Pointe
$800ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
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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+ rental communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Cobblestone Court
$400ks - $500ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes
O'Meara Farm
$400ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 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 Coach Homes at Ridgef...
$300ks - $400ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction | 55+ age-restricted | Built 2019 - present | 30 homes
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
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 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.
Whitney Glen
$500ks - $600ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
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Questions? Call us: (631) 898-5616
Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
Harbor View Estates
$400ks - $600ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 homes
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 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.
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
New Oronoque Village 488 COMMANCHE LN, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

1 beds

|

3 baths

|

2,199 sq ft

|

Condo

488 COMMANCHE LN, STRATFORD, CT, 06614
Community: Oronoque Village
New Heritage Village 170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$359,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Park Glen 4 BLOSSOM CT, NEW MILFORD, CT, 06776, New Milford, CT 06776
$629,000

2 beds

|

3 baths

|

2,573 sq ft

|

Condo

4 BLOSSOM CT, NEW MILFORD, CT, 06776
Community: Park Glen
New North Woods of Colchester 11 NORTH CT # 11, COLCHESTER, CT, 06415, Colchester, CT 06415
$539,900

2 beds

|

2 baths

|

1,751 sq ft

|

Condo

11 NORTH CT # 11, COLCHESTER, CT, 06415
New The Seasons at East Meadow 479 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$619,000

2 beds

|

2 baths

|

1,358 sq ft

|

Condo

479 SPRING DR, EAST MEADOW, NY, 11554
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Want to learn more about 55+ rental communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
New Leisure Knoll 206 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961
$345,000

2 beds

|

1 baths

|

658 sq ft

|

Condo

206 BELFAST LN, RIDGE, NY, 11961
Community: Leisure Knoll
New Glenwood Village 1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ..., Riverhead, NY 11901
$249,850

2 beds

|

2 baths

|

1,050 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ...
Community: Glenwood Village
New Leisure Glen 530 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961
$595,000

2 beds

|

2 baths

|

1,434 sq ft

|

Condo

530 LEISURE DR, RIDGE, NY, 11961
Community: Leisure Glen
New Spring Lake Village 40 HICKORY HL # 40, SOUTHINGTON, CT, 064..., Southington, CT 06489
$233,527

2 beds

|

2 baths

|

1,211 sq ft

|

Condo

40 HICKORY HL # 40, SOUTHINGTON, CT, 064...
Community: Spring 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.
New Woodridge Strathmore Terrace 27 HEARTHSIDE DR, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$399,000

1 beds

|

1 baths

|

844 sq ft

|

Condo

27 HEARTHSIDE DR, MOUNT SINAI, 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.
New Leisure Village 418 WEYMOUTH CT C, RIDGE, NY, 11961, Ridge, NY 11961
$349,999

2 beds

|

1 baths

|

1,036 sq ft

|

Condo

418 WEYMOUTH CT C, RIDGE, NY, 11961
Community: Leisure Village
New Meadowbrook Pointe Athletic Club & Spa 366 ROOSEVELT WAY, NORTH HEMPSTEAD, NY, ..., North Hempstead, NY 11590
$799,000

2 beds

|

2 baths

|

1,342 sq ft

|

Condo

366 ROOSEVELT WAY, NORTH HEMPSTEAD, NY, ...
New Fairfield at St. James 203 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$475,000

1 beds

|

1 baths

|

841 sq ft

|

Condo

203 CABOT CT, SMITHTOWN, NY, 11780
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
New Heritage Village 575 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

575 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Stratford Park 106 VICTORIA PL, HUNTINGTON, NY, 11747, Huntington, NY 11747
$888,888

3 beds

|

3 baths

|

2,100 sq ft

|

Condo

106 VICTORIA PL, HUNTINGTON, NY, 11747
Community: Stratford Park
Want to learn more about 55+ rental communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
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 Leisure Village 430 FALMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961
$369,000

2 beds

|

2 baths

|

1,200 sq ft

|

House

430 FALMOUTH CT A, RIDGE, NY, 11961
Community: Leisure 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 258 NEWCASTLE CT F, RIDGE, NY, 11961, Ridge, NY 11961
$279,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

258 NEWCASTLE CT F, RIDGE, NY, 11961
Community: Leisure Village
New The Greens at Half Hollow 843 MADEIRA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$699,000

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

843 MADEIRA BLVD, HUNTINGTON, NY, 11747
New The Coves at Melville 54 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$579,000

2 beds

|

2 baths

|

1,162 sq ft

|

Condo

54 MORLEY CIR, 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.
Leisure Knoll 304 KINGSTON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$530,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

304 KINGSTON CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Oronoque Village 133 BANNOCK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$635,000

2 beds

|

3 baths

|

2,038 sq ft

|

Condo

133 BANNOCK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 914 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

914 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Chatfield Farms 8 WOODLAND PATH 8, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403
$724,900

3 beds

|

4 baths

|

2,610 sq ft

|

Condo

8 WOODLAND PATH 8, BEACON FALLS, CT, 064...
Community: Chatfield Farms
Heritage Village 419 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$500,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

419 HERITAGE VLG E, 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
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.
Greenwood Village 16 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$167,000

2 beds

|

2 baths

|

1,164 sq ft

|

Condo

16 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Leisure Village 230 BLACKPOOL CT A, RIDGE, NY, 11961, Ridge, NY 11961
$289,900

2 beds

|

1 baths

|

836 sq ft

|

Condo

230 BLACKPOOL CT A, RIDGE, NY, 11961
Community: Leisure Village
Meadow Brook Estates 215 MEADOW BROOK RD # 215, OXFORD, CT, 0..., Oxford, CT 06478
$589,000

3 beds

|

3 baths

|

2,207 sq ft

|

Condo

215 MEADOW BROOK RD # 215, OXFORD, CT, 0...
Leisure Village 406 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$245,000

1 beds

|

1 baths

|

704 sq ft

|

Condo

406 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
Long Hill Village 71 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$539,900

1 beds

|

3 baths

|

1,370 sq ft

|

Condo

71 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
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.
Leisure Knoll 190 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$479,999

2 beds

|

1 baths

|

913 sq ft

|

House

190 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Village Estates 34 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701
$569,999

2 beds

|

2 baths

|

1,251 sq ft

|

Condo

34 SARAH CT, AMITYVILLE, NY, 11701
Community: Village Estates
Heritage Village 915 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$295,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

915 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Greenwood Village 126 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$225,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

126 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood 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.
Encore at Lake Grove 171 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$799,000

2 beds

|

3 baths

|

2,189 sq ft

|

Condo

171 SYMPHONY DR, LAKE GROVE, NY, 11755
Want to learn more about 55+ rental communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Heritage Village 745 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

745 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 445 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$644,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

445 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Rivington 1 WILDERSWOOD WAY 1, DANBURY, CT, 06810, Danbury, CT 06810
$899,900

3 beds

|

4 baths

|

2,596 sq ft

|

Condo

1 WILDERSWOOD WAY 1, DANBURY, CT, 06810
Community: Rivington
Want to learn more about 55+ communities in Westhampton? 55places can help!
Questions? Call us: (631) 898-5616
Meadowbrook Pointe Athletic Club & Spa 420 PACING WAY, WESTBURY, NY, 11590, Westbury, NY 11590
$679,000

2 beds

|

2 baths

|

1,217 sq ft

|

Condo

420 PACING WAY, WESTBURY, NY, 11590
Heritage Village 968 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

968 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village

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