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 2

127 communities near Oakdale

Sort by:

Relevance

Relevance

4 rating (1 review) Vineyards at Blue Point
$500ks - $700ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
Kensington Estates
$1Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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
Eagles Walk at East Quogu...
$300ks - $400ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes
Glassbury Court at Hunter...
$500ks - $700ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes
The Cottages at Wire Mill
$1Ms
The Cottages at Wire Mill, Stamford, CT
New Construction | 55+ age-restricted | Built 2026 - present | 9 homes
Woodcrest at Jacobs Hill
$200ks - $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 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
The Seasons at Elwood
$800ks - $900ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
The Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Whitney Glen
$500ks - $600ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Regency at Wappinger
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
Village Vistas
$800ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 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 (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
5 rating (1 review) The Villages at Mount Sin...
$600ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
Country Village Estates
$300ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
The Bel Aire at East Mead...
$300ks - $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes
The Seasons at East North...
$700ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 homes
Vineyards at Brookfield
$400ks - $500ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Country Pointe Preserve
$600ks - $900ks
Country Pointe Preserve, Yaphank, NY
New Construction | 55+ age-restricted | Built 2024 - present | 152 homes
Long Hill Village
$300ks - $400ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 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 Seasons at East Meado...
$400ks - $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
1 rating (1 review) Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes
Castle Heights of Cheshir...
$500ks - $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 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.
Greenwood Village 5107 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$265,000

2 beds

|

2 baths

|

1,123 sq ft

|

Condo

5107 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Greenwood Village 5147 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$247,500

2 beds

|

2 baths

|

1,592 sq ft

|

Condo

5147 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Leisure Village 177 VENTRY CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$449,500

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

177 VENTRY CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
Greenwood Village 201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$250,000

2 beds

|

2 baths

|

1,078 sq ft

|

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Jefferson Village 39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$333,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
New Leisure Village 348 WOODBRIDGE DR B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$379,000

2 beds

|

2 baths

|

1,168 sq ft

|

Condo

348 WOODBRIDGE DR B, BROOKHAVEN, NY, 119...
Community: Leisure Village
New Sonoma Woods 19 SONOMA LN 19, MIDDLETOWN, CT, 06457, Middletown, CT 06457
$584,900

2 beds

|

2 baths

|

1,822 sq ft

|

Condo

19 SONOMA LN 19, MIDDLETOWN, CT, 06457
Community: Sonoma Woods
New Overlook 4042 FAIRWAYS DR 297, CARMEL, NY, 10512, Carmel, NY 10512
$799,000

3 beds

|

3 baths

|

2,273 sq ft

|

Condo

4042 FAIRWAYS DR 297, CARMEL, NY, 10512
Community: Overlook
New Heritage Village 102 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$237,500

1 beds

|

1 baths

|

928 sq ft

|

Condo

102 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Country Pointe Plainview 21201 ASPENWOOD DR 276, OYSTER BAY, NY, ..., Oyster Bay, NY 11803
$1,250,000

2 beds

|

2 baths

|

1,379 sq ft

|

Condo

21201 ASPENWOOD DR 276, OYSTER BAY, NY, ...
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 412 WEYMOUTH CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$415,000

2 beds

|

1 baths

|

1,036 sq ft

|

House

412 WEYMOUTH CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
New Glenwood Village 1661 OLD COUNTRY RD 30, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$100,000

2 beds

|

1 baths

|

720 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 30, RIVERHEAD, NY, 1...
Community: Glenwood Village
New The Waterways at Moriches 527 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$599,000

2 beds

|

3 baths

|

1,988 sq ft

|

Condo

527 HIGHLAND CT, BROOKHAVEN, NY, 11955
New Leisure Village 8 GUILFORD CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$388,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

8 GUILFORD CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
New The Villas at Narragansett 102 NARRAGANSETT VILLAS DR, BABYLON, NY,..., Babylon, NY 11757
$599,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

102 NARRAGANSETT VILLAS DR, BABYLON, NY,...
New Overlook 4121 FAIRWAYS DR 161, CARMEL, NY, 10512, Carmel, NY 10512
$599,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4121 FAIRWAYS DR 161, CARMEL, NY, 10512
Community: Overlook
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
New The Greens at Half Hollow 603 BARDINI DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,349,999

3 beds

|

3 baths

|

2,500 sq ft

|

Condo

603 BARDINI DR, HUNTINGTON, NY, 11747
New Country Village Estates 44 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$490,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

44 THEODORE DR, BROOKHAVEN, NY, 11727
New Long Hill Village 71 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$595,000

1 beds

|

3 baths

|

2,660 sq ft

|

Condo

71 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
New Spring Lake Village 504 CARRIAGE DR 504, SOUTHINGTON, CT, 06..., Southington, CT 06489
$319,900

2 beds

|

2 baths

|

1,313 sq ft

|

Condo

504 CARRIAGE DR 504, SOUTHINGTON, CT, 06...
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.
Dutchgate 1220 WILLOW LN 1219, HEMPSTEAD, NY, 1158..., Hempstead, NY 11580
$515,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

1220 WILLOW LN 1219, HEMPSTEAD, NY, 1158...
Community: Dutchgate
Oronoque Village 161 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$575,000

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

161 BISON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Chatfield Farms 6 FIELDSTONE LN 6, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403
$639,000

2 beds

|

3 baths

|

2,184 sq ft

|

Condo

6 FIELDSTONE LN 6, BEACON FALLS, CT, 064...
Community: Chatfield Farms
Saddle Lakes 176 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$575,000

2 beds

|

2 baths

|

1,247 sq ft

|

Condo

176 SCENIC LAKE DR, RIVERHEAD, NY, 11901
Community: Saddle Lakes
Pond Spring Village 127 PONDVIEW CIR 127, BEACON FALLS, CT, ..., Beacon Falls, CT 06403
$465,000

2 beds

|

3 baths

|

1,328 sq ft

|

Condo

127 PONDVIEW CIR 127, BEACON FALLS, CT, ...
Community: Pond Spring Village
Glenwood Village 1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$289,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1...
Community: Glenwood Village
Leisure Glen 8 FLANDERS CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$559,000

2 beds

|

2 baths

|

1,212 sq ft

|

Condo

8 FLANDERS CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Jefferson Village 36 SUSSEX DR A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$350,000

1 beds

|

1 baths

|

725 sq ft

|

Condo

36 SUSSEX DR A, YORKTOWN, NY, 10598
Community: Jefferson Village
Heritage Hills 343 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$520,000

2 beds

|

2 baths

|

1,435 sq ft

|

Condo

343 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
Long Hill Village 36 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$525,000

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

36 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill 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 9 SONATA CT, SMITHTOWN, NY, 11755, Smithtown, NY 11755
$599,000

2 beds

|

2 baths

|

1,685 sq ft

|

Condo

9 SONATA CT, SMITHTOWN, NY, 11755
Plymouth Estates at Mount Sinai 53 ROSE LN, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$499,999

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

53 ROSE LN, BROOKHAVEN, NY, 11766
Sunken Pond Estates 1504 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$545,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

1504 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Heritage Hills 39 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$699,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

39 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Greenwood Village 33A LIMETREE DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$144,999

2 beds

|

1 baths

|

800 sq ft

|

House

33A LIMETREE DR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Glenwood Village 1661 OLD COUNTRY RD 291, RIVERHEAD, NY, ..., Riverhead, NY 11901
$259,000

2 beds

|

2 baths

|

1,200 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 291, RIVERHEAD, NY, ...
Community: Glenwood Village
Woodridge Strathmore Terrace 74 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$549,990

2 beds

|

2 baths

|

1,240 sq ft

|

Condo

74 HEARTHSIDE DR, BROOKHAVEN, NY, 11766
Woodridge Strathmore Terrace 9 CHIPPENDALE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$439,000

2 beds

|

2 baths

|

1,240 sq ft

|

Condo

9 CHIPPENDALE DR, BROOKHAVEN, NY, 11766
Want to learn more about 55+ communities in Oakdale? 55places can help!
Questions? Call us: (934) 732-2284
Rivington 79 WINDING RIDGE WAY 79, DANBURY, CT, 06..., Danbury, CT 06810
$1,112,000

3 beds

|

4 baths

|

2,596 sq ft

|

Condo

79 WINDING RIDGE WAY 79, DANBURY, CT, 06...
Community: Rivington
Heritage Hills 254 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$829,000

3 beds

|

2 baths

|

1,780 sq ft

|

Condo

254 HERITAGE HLS C, SOMERS, NY, 10589
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.

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
127 communities
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: Nov 12, 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