Call us at (631) 407-2675 to learn more about active adult communities near Southold
Southold, NY 55+ active adult communities & homes for sale - Page 2
93 communities near Southold
213 homes near Southold
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![North Woods of Colchester]()
$500Ks
- $500Ks
North Woods of Colchester, Colchester, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
140 homes
No reviews yet
![Windcrest East]()
$600Ks
- $600Ks
Windcrest East, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
126 homes
No reviews yet
![Fairview at Oxford Greens]()
$700Ks
- $700Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 homes
3.5 rating (2 reviews)
![Harvest Pointe]()
$800Ks
- $3Ms
Harvest Pointe, Cutchogue, NY
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
124 homes
No reviews yet
![Windmill Gate]()
$300Ks
- $400Ks
Windmill Gate, Oakdale, NY
Resale Only
|
55+ age-restricted
|
Built 1989 - 1991
|
110 homes
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No reviews yet
![O'Meara Farm]()
$400Ks
- $500Ks
O'Meara Farm, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 1998 - 2005
|
104 homes
No reviews yet
![The Bridges at Oxford Gre...]()
$600Ks
- $600Ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
99 homes
No reviews yet
![Pond Spring Village]()
$300Ks
- $300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
92 homes
No reviews yet
![Vineyards at Moriches]()
$700Ks
- $700Ks
Vineyards at Moriches, Center Moriches, NY
Resale Only
|
55+ age-restricted
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Built 2008 - 2014
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92 homes
No reviews yet
![The Vineyards at Mount Si...]()
$800Ks
- $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
91 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
![Castle Heights of Cheshir...]()
$500Ks
- $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2022
|
88 homes
No reviews yet
![The Vineyards at Miller P...]()
$600Ks
- $600Ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
85 homes
No reviews yet
![Baldwin Station]()
$400Ks
- $400Ks
Baldwin Station, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2003
|
82 homes
No reviews yet
![Bartlett Hill]()
$500Ks
- $500Ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
|
82 homes
5 rating (2 reviews)
![Benson Woods]()
$400Ks
- $600Ks
Benson Woods, Middlebury, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
79 homes
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No reviews yet
![Shaker Heights]()
$400Ks
- $500Ks
Shaker Heights, Enfield, CT
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
77 homes
No reviews yet
![Stone Ridge Estates]()
$700Ks
- $700Ks
Stone Ridge Estates, Dix Hills, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2013
|
76 homes
5 rating (3 reviews)
![Founders Ridge]()
$500Ks
- $600Ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
No reviews yet
![The Polo Club at Islandia]()
$600Ks
- $600Ks
The Polo Club at Islandia, Islandia, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
72 homes
No reviews yet
![Long Hill Village]()
$300Ks
- $400Ks
Long Hill Village, Trumbull, CT
Resale Only
|
55+ age-restricted
|
Built 1997 - 1999
|
71 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
![Regency at Woodbridge]()
$500Ks
- $500Ks
Regency at Woodbridge, Woodbridge, CT
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
70 homes
No reviews yet
![Bella Vista]()
$300Ks
- $400Ks
Bella Vista, Glocester, RI
Resale Only
|
55+ age-restricted
|
Built 2015 - 2021
|
70 homes
No reviews yet
![The Village at Hunt Glen]()
$300Ks
- $300Ks
The Village at Hunt Glen, Granby, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
69 homes
No reviews yet
![Sonoma Woods]()
$300Ks
- $300Ks
Sonoma Woods, Middletown, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2015
|
68 homes
No reviews yet
![Eagles Walk at East Quogu...]()
$500Ks
- $500Ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
67 homes
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No reviews yet
![Hopmeadow Place]()
$200Ks
- $300Ks
Hopmeadow Place, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2005
|
66 homes
No reviews yet
![Whitney Glen]()
$500Ks
- $600Ks
Whitney Glen, Westport, CT
Resale Only
|
55+ age-restricted
|
Built 1982 - 1982
|
62 homes
No reviews yet
![RiverWalk]()
$500Ks
- $600Ks
RiverWalk, Branford, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
60 homes
No reviews yet
![The Village at Buckingham]()
$500Ks
- $600Ks
The Village at Buckingham, Avon, CT
Resale Only
|
55+ age-restricted
|
Built 2002 - 2006
|
56 homes
No reviews yet
![The Atrium of Portland]()
<$100k
- $100Ks
The Atrium of Portland, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2004 - 2004
|
56 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
![Autumn Fields]()
$200Ks
- $300Ks
Autumn Fields, Enfield, CT
Resale Only
|
55+ age-restricted
|
Built 2004 - 2006
|
56 homes
No reviews yet
![Evergreen]()
$400Ks
- $500Ks
Evergreen, Cromwell, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
52 homes
No reviews yet
![Regency Meadows]()
$500Ks
- $500Ks
Regency Meadows, Trumbull, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2005
|
51 homes
No reviews yet
![Gloria Commons]()
$400Ks
- $400Ks
Gloria Commons, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2015
|
50 homes
No reviews yet
![Eastport Meadows]()
$400Ks
- $400Ks
Eastport Meadows, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2016
|
50 homes
Want to learn more about 55+ communities in Southold?
55places can help!
Questions? Call us:
(631) 407-2675
No reviews yet
![Bramble Ridge]()
$400Ks
- $500Ks
Bramble Ridge, Suffield, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2015
|
47 homes
No reviews yet
![Chimney Hill]()
$500Ks
- $700Ks
Chimney Hill, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
44 homes
No reviews yet
![Village Vistas]()
$800Ks
- $1Ms
Village Vistas, Port Jefferson, NY
Resale Only
|
55+ age-restricted
|
Built 2013 - 2017
|
43 homes
No reviews yet
![Forest Mews]()
$300Ks
- $400Ks
Forest Mews, Avon, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2004
|
40 homes
No reviews yet
![Clockmaker's Hill]()
$100Ks
- $100Ks
Clockmaker's Hill, Winsted, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2014
|
38 homes
Spring Lake Village
![543 S FARMS TER # 543, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|3 baths
|1,782 sq ft
|Condo
543 S FARMS TER # 543, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24102912 • Coldwell Banker Realty, Philip Gia...
Heritage Village
![198 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
198 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24112399 • William Raveis Real Estate, Joseph...
Heritage Village
![701 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
701 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24092610 • William Raveis Real Estate, Joan K...
Heritage Village
![98 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
98 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101279 • Berkshire Hathaway NE Prop., Miche...
Heritage Village
![575 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
575 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24096747 • Klemm Real Estate Inc, Sallie Smit...
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Questions? Call us:
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Heritage Village
![977 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
977 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24099168 • William Pitt Sotheby's Int'l, Mary...
Heritage Village
![825 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
825 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24124224 • Keller Williams Realty, Donna Doyl...
Heritage Village
![57 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
57 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24129542 • BHGRE Gaetano Marra Homes, Joseph ...
New
Oronoque Village
![488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,438 sq ft
|Condo
488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24134368 • Higgins Group Real Estate, Carmen ...
Oronoque Village
![617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
3 beds
|3 baths
|1,438 sq ft
|Condo
617 CHEROKEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24132771 • William Raveis Real Estate, Kenny ...
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.
Chatfield Farms
![18 FIELDSTONE LN # 18, BEACON FALLS, CT,..., Beacon Falls, CT 06403]()
2 beds
|3 baths
|2,719 sq ft
18 FIELDSTONE LN # 18, BEACON FALLS, CT,...
Community: Chatfield Farms
MLS 24120361 • Drakeley Real Estate, Inc., Joyce ...
Bartlett Hill
![19 PLUMROSE CT # 19, PORTLAND, CT, 06480, Portland, CT 06480]()
MLS 24129113 • Houlihan Lawrence WD, Georgia Newc...
Heritage Village
![127 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
127 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24122657 • eXp Realty, Mark Mermelstein
Heritage Village
![999 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
999 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24062145 • eXp Realty, Mark Mermelstein
Heritage Village
![12 HERITAGE CRST A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,735 sq ft
|Condo
12 HERITAGE CRST A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24126040 • Around Town Real Estate LLC, Danie...
Want to learn more about 55+ communities in Southold?
55places can help!
Questions? Call us:
(631) 407-2675
Forest Mews
![17 CHERRY TREE LN # 17, AVON, CT, 06001, Avon, CT 06001]()
3 beds
|3 baths
|2,069 sq ft
|Condo
17 CHERRY TREE LN # 17, AVON, CT, 06001
Community: Forest Mews
MLS 24123671 • Coldwell Banker Realty, Barbara Au...
The Village at Oxford Greens
![578 PUTTING GREEN LN # 578, OXFORD, CT, ..., Oxford, CT 06478]()
2 beds
|3 baths
|2,008 sq ft
|Condo
578 PUTTING GREEN LN # 578, OXFORD, CT, ...
Community: The Village at Oxford Greens
MLS 24119430 • William Pitt Sotheby's Int'l, Tom ...
The Village at Oxford Greens
![106 COUNTRY CLUB DR # 106, OXFORD, CT, 0..., Oxford, CT 06478]()
2 beds
|3 baths
|1,590 sq ft
|Condo
106 COUNTRY CLUB DR # 106, OXFORD, CT, 0...
Community: The Village at Oxford Greens
MLS 24119727 • William Pitt Sotheby's Int'l, Tom ...
Heritage Village
![133 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
133 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24100967 • William Raveis Real Estate, Ron Ne...
Heritage Village
![919 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
919 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24123131 • Keller Williams Realty, Gabby Addi...
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.
Spring Lake Village
![18 COACH DR # 18, SOUTHINGTON, CT, 06489, Southington, CT 06489]()
2 beds
|2 baths
|1,178 sq ft
|Condo
18 COACH DR # 18, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
MLS 24121584 • Realty 3 CT, Shelly Meister Zamudi...
Heritage Village
![313 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
313 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24117831 • The Washington Agency, Joanne Donn...
Chatfield Farms
![81 FIELDSTONE LN # 81, BEACON FALLS, CT,..., Beacon Falls, CT 06403]()
2 beds
|2 baths
|1,988 sq ft
|Condo
81 FIELDSTONE LN # 81, BEACON FALLS, CT,...
Community: Chatfield Farms
MLS 24133207 • Century 21 AllPoints Realty, Kim L...
Heritage Village
![623 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
623 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24125367 • Showcase Realty, Inc., Jeff Colt
Heritage Village
![740 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
740 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24116195 • William Raveis Real Estate, Daniel...
Want to learn more about 55+ communities in Southold?
55places can help!
Questions? Call us:
(631) 407-2675
Heritage Village
![626 HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
626 HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24126430 • Coldwell Banker Realty, Kary Apano...
Heritage Village
![170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24121047 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
191 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24122871 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![26 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,217 sq ft
|Condo
26 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24123450 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![419 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
419 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24097056 • Joseph Bette REALTORS Inc, Deborah...
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
![10 LUCIUS CT # 10, MILFORD, CT, 06461, Milford, CT 06461]()
2 beds
|3 baths
|2,061 sq ft
|Condo
10 LUCIUS CT # 10, MILFORD, CT, 06461
Community: Gloria Commons
MLS 24125515 • Preston Gray Real Estate, Katie Da...
Regency at Prospect
![11 POPLAR DR # 11, PROSPECT, CT, 06712, Prospect, CT 06712]()
3 beds
|3 baths
|2,058 sq ft
|Condo
11 POPLAR DR # 11, PROSPECT, CT, 06712
Community: Regency at Prospect
MLS 24129091 • Pavlik Real Estate LLC, Deborah Ri...
New
Heritage Village
![916 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
916 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24133580 • Keller Williams Realty, Debi Orr
Spring Lake Village
![1 COACH DR # 1, SOUTHINGTON, CT, 06489, Southington, CT 06489]()
2 beds
|2 baths
|1,323 sq ft
|Condo
1 COACH DR # 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
MLS 24130878 • eXp Realty, Inez St. James
Heritage Village
![859 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
859 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24116487 • Litchfield County Real Estate, Cou...
Want to learn more about 55+ communities in Southold?
55places can help!
Questions? Call us:
(631) 407-2675
Oak Meadow Estates
![65 OAK MEADOW LN # 65, HARWINTON, CT, 06..., Harwinton, CT 06791]()
2 beds
|4 baths
|2,164 sq ft
|Condo
65 OAK MEADOW LN # 65, HARWINTON, CT, 06...
Community: Oak Meadow Estates
MLS 24121807 • Northwest CT Realty, Leslie Tapia-...
New
Heritage Village
![69 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
69 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24133619 • Joseph Bette REALTORS Inc, Justin ...
North Woods of Colchester
![50 CENTER CT # 50, COLCHESTER, CT, 06415, Colchester, CT 06415]()
2 beds
|2 baths
|1,744 sq ft
50 CENTER CT # 50, COLCHESTER, CT, 06415
Community: North Woods of Colchester
MLS 24128725 • Williams Realty Services, Dawn Cas...
Heritage Village
![8 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
8 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24124173 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![1011 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
1011 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24131215 • Joseph Bette REALTORS Inc, Justin ...
Frequently Asked Questions
In Southold, there is 1 small community with less than 500 homes.
The smallest 55+ community in Southold has 92 homes, the largest has 92 homes, and the average community consists of 92 homes.
No, there are no gated 55+ communities in Southold.
On average, listings in 55+ community in Southold stay on the market for around 169 days. The average price of homes for sale in this community is approximately $527,500, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Founders Village average around $527,500.
Want more information about active adult communities around Southold?
Want to learn more about 55+ communities in Southold?
93
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near Southold
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