Call us at (631) 407-2675 to learn more about active adult communities near Southold

Southold, NY 55+ active adult communities & homes for sale

238 homes near Southold

Sort by:

Relevance

Relevance

No reviews yet Founders Village
$500Ks - $500Ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
3.6 rating (7 reviews) Heritage Village
$100Ks - $400Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
No reviews yet Leisure Village
$200Ks - $500Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
No reviews yet Oronoque Village
$300Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
No reviews yet The Village at Oxford Gre...
$500Ks - $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
No reviews yet Leisure Knoll
$200Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
5 rating (1 reviews) Fairfield at St. James
$300Ks - $600Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
No reviews yet Leisure Glen
$400Ks - $500Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
No reviews yet Spring Lake Village
$200Ks - $300Ks
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
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.
3.7 rating (3 reviews) Greenwood Village
$100Ks - $200Ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
No reviews yet Regency at Prospect
$400Ks - $400Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet The Waterways at Moriches
$400Ks - $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
4 rating (5 reviews) South Shore Village
$600Ks - $800Ks
South Shore Village, South Kingstown, RI
New and Resale | 55+ age-restricted | Built 2016 - present | 303 homes
3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
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
No reviews yet The Seasons at Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
No reviews yet Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 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.
5 rating (1 reviews) Encore Atlantic Shores
$600Ks - $700Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
5 rating (1 reviews) Encore at Lake Grove
$500Ks - $600Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
No reviews yet Woodridge Strathmore Terr...
$400Ks - $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
5 rating (1 reviews) Sunrise Village
$400Ks - $400Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
No reviews yet Saddle Lakes
$400Ks - $400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
No reviews yet Country Village Estates
$400Ks - $500Ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
5 rating (1 reviews) Sunken Pond Estates
$400Ks - $500Ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
5 rating (1 reviews) Westhampton Pines
$900Ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
5 rating (1 reviews) The Villages at Mount Sin...
$700Ks - $800Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 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.
No reviews yet The Powder Forest Homes
$600Ks - $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
No reviews yet Stoneleigh Woods at River...
$400Ks - $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
No reviews yet Strathmore Gate East
$300Ks - $300Ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
No reviews yet Beckley Farms
$300Ks - $400Ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
No reviews yet South Pond Village
$200Ks - $400Ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
No reviews yet The Manors at The Colony ...
$400Ks - $500Ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
No reviews yet Setauket Meadows
$600Ks - $700Ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
No reviews yet Vineyards at Brookfield
$600Ks - $600Ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
No reviews yet Fieldstone Village
$500Ks - $800Ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
No reviews yet North Woods of Colchester
$300Ks - $400Ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Benson Woods 112 PERIWINKLE DR # 112, MIDDLEBURY, CT,..., Middlebury, CT 06762
$534,900

2 beds

|

3 baths

|

2,593 sq ft

|

Condo

112 PERIWINKLE DR # 112, MIDDLEBURY, CT,...
Community: Benson Woods
Heritage Village 699 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$350,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

699 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 399 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,900

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

399 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Long Hill Village 84 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$475,000

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

84 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
Heritage Village 16 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

16 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Heritage Village 843 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$235,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

843 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 345 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$409,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

345 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 894 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$359,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

894 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 737 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

737 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Bartlett Hollow 39 BARTLETT HOLW # 39, MIDDLETOWN, CT, 0..., Middletown, CT 06457
$574,000

3 beds

|

3 baths

|

3,147 sq ft

39 BARTLETT HOLW # 39, MIDDLETOWN, CT, 0...
Community: Bartlett Hollow
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 79 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$199,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

79 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 419 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$274,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

419 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 51 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$225,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

51 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
O'Meara Farm 8 MULBERRY LN # 8, FARMINGTON, CT, 06032, Farmington, CT 06032
$479,999

3 beds

|

3 baths

|

1,896 sq ft

8 MULBERRY LN # 8, FARMINGTON, CT, 06032
Community: O'Meara Farm
Heritage Village 78 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$319,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

78 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Heritage Village 621 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$205,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

621 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 575 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$430,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

575 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
South Pond Village 139 THISTLE POND DR # 139, BLOOMFIELD, C..., Bloomfield, CT 06002
$399,900

2 beds

|

2 baths

|

1,601 sq ft

|

Condo

139 THISTLE POND DR # 139, BLOOMFIELD, C...
Community: South Pond Village
Long Hill Village 13 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$445,000

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

13 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
Regency at Prospect 189 SYCAMORE DR # 189, PROSPECT, CT, 067..., Prospect, CT 06712
$525,000

2 beds

|

3 baths

|

1,850 sq ft

|

Condo

189 SYCAMORE DR # 189, PROSPECT, CT, 067...
Community: Regency at Prospect
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.
Gloria Commons 21 MICKEL LN # 21, MILFORD, CT, 06461, Milford, CT 06461
$489,900

3 beds

|

3 baths

|

1,955 sq ft

|

Condo

21 MICKEL LN # 21, MILFORD, CT, 06461
Community: Gloria Commons
Heritage Village 786 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$305,000

2 beds

|

2 baths

|

1,063 sq ft

|

Condo

786 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 53 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$312,500

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

53 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 93 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$247,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

93 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 139 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$429,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

139 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
The Village at Buckingham 23 KENINGTON RD # 23, AVON, CT, 06001, Avon, CT 06001
$590,000

3 beds

|

3 baths

|

2,430 sq ft

|

Condo

23 KENINGTON RD # 23, AVON, CT, 06001
Spring Lake Village 4 HICKORY HL, SOUTHINGTON, CT, 06489, Southington, CT 06489
$239,900

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

4 HICKORY HL, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Oronoque Village 186 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$449,000

3 beds

|

3 baths

|

1,438 sq ft

|

Condo

186 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 1005 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$274,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

1005 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
Heritage Village 4 HERITAGE CRST A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$420,000

3 beds

|

2 baths

|

1,735 sq ft

|

Condo

4 HERITAGE CRST A, 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 926 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

926 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 192 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,500

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

192 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 122 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$384,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

122 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 331 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$299,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

331 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 951 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$339,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

951 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Spring Lake Village 543 S FARMS TER # 543, SOUTHINGTON, CT, ..., Southington, CT 06489
$225,000

2 beds

|

3 baths

|

1,782 sq ft

|

Condo

543 S FARMS TER # 543, SOUTHINGTON, CT, ...
Community: Spring Lake Village
Heritage Village 583 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$389,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

583 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 881 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$409,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

881 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 21 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$170,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

21 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Chatfield Farms 3 TIMBERLAND WAY # 3, BEACON FALLS, CT, ..., Beacon Falls, CT 06403
$629,900

3 beds

|

4 baths

|

2,052 sq ft

3 TIMBERLAND WAY # 3, BEACON FALLS, CT, ...
Community: Chatfield Farms
12345…6

Frequently Asked Questions


Want more information about active adult communities around Southold?

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 Southold?

Call us: (631) 407-2675
238 homes near Southold
Remove Boundaries ×
Map Satellite

Call Us Call Us
Scroll to Top