Call us at (934) 732-2284 to learn more about active adult communities in Oakdale

Oakdale, NY 55+ active adult communities & homes for sale - Page 4

310 homes near Oakdale

Sort by:

Relevance

Relevance

3.6 rating (7 reviews) Heritage Village
$200ks - $500ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
3 rating (2 reviews) Heritage Hills
$500ks - $900ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
4 rating (1 reviews) Jefferson Village
$100ks - $500ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
The Village at Oxford Gre...
$400ks - $500ks
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 Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
5 rating (2 reviews) Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 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 (2 reviews) Fairfield at St. James
$300ks - $500ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
The Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
The Greens at Half Hollow
$600ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
HarborView
$600ks - $1Ms
HarborView, Port Washington, NY
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 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
Meadow Brook Estates
$300ks - $400ks
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.
Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Regency at Fishkill
$300ks - $400ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 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.
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$300ks - $700ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
Glassbury Court at Cold S...
$500ks - $700ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes
Kensington Estates
$1Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
Dutchgate
$300ks - $500ks
Dutchgate, Valley Stream, NY
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 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.
123...4
Regency at Fishkill 621 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$499,000

1 beds

|

2 baths

|

1,499 sq ft

|

Condo

621 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Newtown Woods 1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470
$495,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...
Community: Newtown Woods
Leisure Glen 7 SAGAPONACK CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$599,000

2 beds

|

2 baths

|

1,867 sq ft

|

Condo

7 SAGAPONACK CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Regency at Prospect 112 CHERRY CIR 112, PROSPECT, CT, 06712, Prospect, CT 06712
$338,903

3 beds

|

2 baths

|

1,500 sq ft

|

Condo

112 CHERRY CIR 112, PROSPECT, CT, 06712
Community: Regency at Prospect
Meadow Brook Estates 107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478
$595,000

3 beds

|

3 baths

|

1,922 sq ft

|

Condo

107 MEADOW BROOK RD 107, OXFORD, CT, 064...
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Heritage Village 40 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488
$270,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

40 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
The Summit at Bethel 14 GREAT HILL DR 14, BETHEL, CT, 06801, Bethel, CT 06801
$689,000

3 beds

|

3 baths

|

2,744 sq ft

|

Condo

14 GREAT HILL DR 14, BETHEL, CT, 06801
Harbor View Estates 301 ANCHOR CT, BABYLON, NY, 11726, Babylon, NY 11726
$625,000

1 beds

|

2 baths

|

1,213 sq ft

|

Condo

301 ANCHOR CT, BABYLON, NY, 11726
Community: Harbor View Estates
The Waterways at Moriches 606 BAY VIEW CIR 6, BROOKHAVEN, NY, 1195..., Brookhaven, NY 11955
$749,000

2 beds

|

3 baths

|

1,860 sq ft

|

Condo

606 BAY VIEW CIR 6, BROOKHAVEN, NY, 1195...
Heritage Hills 558 HERITAGE HILLS DR B, SOMERS, NY, 105..., Somers, NY 10589
$600,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

558 HERITAGE HILLS DR B, SOMERS, NY, 105...
Community: Heritage Hills
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.
Founders Ridge UNIT 2-41 WEBSTER LN 145, MIDDLETOWN, CT..., Middletown, CT 06457
$689,000

2 beds

|

2 baths

|

1,555 sq ft

UNIT 2-41 WEBSTER LN 145, MIDDLETOWN, CT...
Community: Founders Ridge
Leisure Glen 20 WAINSCOTT CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$599,999

2 beds

|

2 baths

|

1,666 sq ft

|

Condo

20 WAINSCOTT CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Leisure Glen 9 OAKDALE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$619,000

2 beds

|

2 baths

|

1,882 sq ft

|

House

9 OAKDALE CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Sunrise Village 97 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782
$519,000

2 beds

|

2 baths

|

1,046 sq ft

|

Condo

97 REVERE DR, ISLIP, NY, 11782
Community: Sunrise Village
Strathmore Gate East 39 FREEMONT LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$375,000

2 beds

|

2 baths

|

1,112 sq ft

|

Condo

39 FREEMONT LN, BROOKHAVEN, NY, 11727
Fairfield at St. James 704 FENWAY RD, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$519,000

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

704 FENWAY RD, SMITHTOWN, NY, 11780
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
The Village at Oxford Greens 84 LINKS WAY 84, OXFORD, CT, 06478, Oxford, CT 06478
$710,000

3 beds

|

3 baths

|

2,008 sq ft

|

Condo

84 LINKS WAY 84, OXFORD, CT, 06478
Heritage Village 722 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$310,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

722 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Country Pointe Plainview 30101 SPRUCE POND CIR, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803
$1,200,000

2 beds

|

2 baths

|

1,379 sq ft

|

Condo

30101 SPRUCE POND CIR, OYSTER BAY, NY, 1...
HarborView 100 HARBOR VIEW DR 630, NORTH HEMPSTEAD,..., North Hempstead, NY 11050
$1,299,000

3 beds

|

3 baths

|

2,426 sq ft

|

Condo

100 HARBOR VIEW DR 630, NORTH HEMPSTEAD,...
Community: HarborView
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.
Rivington 44 WARRINGTON ROUND, DANBURY, CT, 06810, Danbury, CT 06810
$628,000

3 beds

|

3 baths

|

1,600 sq ft

|

Condo

44 WARRINGTON ROUND, DANBURY, CT, 06810
Community: Rivington
The Manors at The Colony Preserve 41 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$485,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

41 GREENTREE CT, BROOKHAVEN, NY, 11967
Heritage Village 411 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$427,500

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

411 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 620 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$305,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

620 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 733 CHAMPIONSHIP DR 733, OXFORD, CT, 064..., Oxford, CT 06478
$624,900

2 beds

|

3 baths

|

1,673 sq ft

|

Condo

733 CHAMPIONSHIP DR 733, OXFORD, CT, 064...
Sunken Pond Estates 403 WINGED FOOT WAY, RIVERHEAD, NY, 1190..., Riverhead, NY 11901
$520,000

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

403 WINGED FOOT WAY, RIVERHEAD, NY, 1190...
Community: Sunken Pond Estates
Regency at Prospect 133 SYCAMORE DR, PROSPECT, CT, 06712, Prospect, CT 06712
$550,000

2 beds

|

3 baths

|

1,850 sq ft

|

Condo

133 SYCAMORE DR, PROSPECT, CT, 06712
Community: Regency at Prospect
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Vineyards at Moriches 19 EMILIE DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934
$775,000

2 beds

|

3 baths

|

2,251 sq ft

|

Condo

19 EMILIE DR, BROOKHAVEN, NY, 11934
Leisure Glen 279 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$559,999

2 beds

|

2 baths

|

1,542 sq ft

|

Condo

279 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Newtown Woods 623 BROOKSIDE CT 623, NEWTOWN, CT, 06470, Newtown, CT 06470
$498,900

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

623 BROOKSIDE CT 623, NEWTOWN, CT, 06470
Community: Newtown Woods
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 875 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$225,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

875 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 23 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$264,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

23 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 4 HERITAGE CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$465,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

4 HERITAGE CIR A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 569 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$305,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

569 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Encore at Lake Grove 20 SONATA CT, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$650,000

2 beds

|

3 baths

|

1,378 sq ft

|

Condo

20 SONATA CT, BROOKHAVEN, NY, 11755
Meadow Brook Estates 188 EASTWOOD DR 188, SEYMOUR, CT, 06483, Seymour, CT 06483
$589,900

2 beds

|

3 baths

|

2,358 sq ft

|

Condo

188 EASTWOOD DR 188, SEYMOUR, CT, 06483
Vineyards at Blue Point 11 HALLEY DR, BROOKHAVEN, NY, 11772, Brookhaven, NY 11772
$800,000

2 beds

|

2 baths

|

1,563 sq ft

|

Condo

11 HALLEY DR, BROOKHAVEN, NY, 11772
Oronoque Village 315 NAVAJO LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$475,000

2 beds

|

3 baths

|

1,434 sq ft

|

Condo

315 NAVAJO LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Heritage Village 774 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$308,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

774 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Woodridge Strathmore Terrace 8 CHIPPENDALE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$549,000

2 beds

|

2 baths

|

1,240 sq ft

|

Condo

8 CHIPPENDALE DR, BROOKHAVEN, NY, 11766
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.
1234567…8

Frequently Asked Questions


Want more information about active adult communities around Oakdale?

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 optout@55places.com. 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 Oakdale?

Call us: (934) 732-2284
310 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Oct 08, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top