Call us at (908) 888-9164 to learn more about active adult communities near Chester

Chester, NJ 55+ active adult communities & homes for sale

382 communities near Chester

Sort by:

Relevance

Relevance

No reviews yet Four Seasons at Chester
$600Ks - $700Ks
Four Seasons at Chester, Chester, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 120 homes
4.8 rating (5 reviews) Holiday City at Berkeley
$200Ks - $400Ks
Holiday City at Berkeley, Toms River, NJ
Resale Only | 55+ age-restricted | Built 1969 - 1996 | 10,636 homes
No reviews yet Silver Ridge Park
$100Ks - $400Ks
Silver Ridge Park, Toms River, NJ
Resale Only | 55+ age-restricted | Built 1968 - 1986 | 3,169 homes
4.5 rating (8 reviews) Leisure Village West
$100Ks - $300Ks
Leisure Village West, Manchester, NJ
Resale Only | 55+ age-restricted | Built 1972 - 1993 | 2,692 homes
3.3 rating (7 reviews) Leisure Village
$100Ks - $300Ks
Leisure Village, Lakewood, NJ
Resale Only | 55+ age-restricted | Built 1960 - 1970 | 2,433 homes
Want to learn more about 55+ communities in Chester? 55places can help!
Questions? Call us: (908) 888-9164
3.7 rating (6 reviews) Rossmoor Village
$100Ks - $400Ks
Rossmoor Village, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1991 | 2,303 homes
4.3 rating (4 reviews) Leisuretowne
$200Ks - $400Ks
Leisuretowne, Southampton Township, NJ
Resale Only | 55+ age-restricted | Built 1971 - 1986 | 2,255 homes
3.6 rating (20 reviews) Clearbrook
$100Ks - $500Ks
Clearbrook, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1972 - 1993 | 2,026 homes
5 rating (1 reviews) Greenbriar I
$200Ks - $700Ks
Greenbriar I, Brick, NJ
Resale Only | 55+ age-restricted | Built 1970 - 1978 | 1,951 homes
4 rating (1 reviews) Renaissance at Manchester
$300Ks - $600Ks
Renaissance at Manchester, Manchester, NJ
Resale Only | 55+ age-restricted | Built 1997 - 2007 | 1,904 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.
4.2 rating (9 reviews) Concordia
$200Ks - $500Ks
Concordia, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1982 - 2000 | 1,757 homes
5 rating (5 reviews) Hershey's Mill
$400Ks - $700Ks
Hershey's Mill, West Chester, PA
Resale Only | 55+ age-restricted | Built 1978 - 2005 | 1,720 homes
3.9 rating (8 reviews) Leisure Knoll
$200Ks - $400Ks
Leisure Knoll, Manchester, NJ
Resale Only | 55+ age-restricted | Built 1973 - 1999 | 1,626 homes
No reviews yet Holiday Heights
$300Ks - $400Ks
Holiday Heights, Toms River, NJ
Resale Only | 55+ age-restricted | Built 1986 - 1995 | 1,605 homes
3.6 rating (5 reviews) Holiday City at Silverton
$100Ks - $400Ks
Holiday City at Silverton, Toms River, NJ
Resale Only | 55+ age-restricted | Built 1967 - 1975 | 1,595 homes
Want to learn more about 55+ communities in Chester? 55places can help!
Questions? Call us: (908) 888-9164
1.8 rating (6 reviews) Covered Bridge
$200Ks - $300Ks
Covered Bridge, Manalapan, NJ
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 1,557 homes
4.8 rating (6 reviews) Westlake Golf and Country...
$400Ks - $600Ks
Westlake Golf and Country..., Jackson, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,421 homes
2.8 rating (5 reviews) Leisure Village East
$100Ks - $300Ks
Leisure Village East, Lakewood, NJ
Resale Only | 55+ age-restricted | Built 1970 - 1974 | 1,412 homes
5 rating (3 reviews) Four Seasons at Lakewood
$300Ks - $500Ks
Four Seasons at Lakewood, Lakewood, NJ
Resale Only | 55+ age-restricted | Built 1994 - 1999 | 1,319 homes
5 rating (1 reviews) Greenbriar Woodlands
$300Ks - $500Ks
Greenbriar Woodlands, Toms River, NJ
Resale Only | 55+ age-restricted | Built 1986 - 1998 | 1,250 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.
4.5 rating (2 reviews) Cedar Glen Lakes
<$100k - $200Ks
Cedar Glen Lakes, Whiting, NJ
Resale Only | 55+ age-restricted | Built 1970 - 1979 | 1,236 homes
No reviews yet Canal Walk
$400Ks - $800Ks
Canal Walk, Somerset, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2018 | 1,200 homes
No reviews yet Regency at Monroe
$600Ks - $700Ks
Regency at Monroe, Monroe, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2020 | 1,200 homes
4 rating (1 reviews) Greenbriar
$400Ks - $600Ks
Greenbriar, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2001 | 1,194 homes
2 rating (3 reviews) Crestwood Village 4
<$100k - $200Ks
Crestwood Village 4, Whiting, NJ
Resale Only | 55+ age-restricted | Built 1974 - 1978 | 1,190 homes
Want to learn more about 55+ communities in Chester? 55places can help!
Questions? Call us: (908) 888-9164
2.3 rating (3 reviews) Crestwood Village 6
<$100k - $200Ks
Crestwood Village 6, Whiting, NJ
Resale Only | 55+ age-restricted | Built 1976 - 1985 | 1,141 homes
5 rating (1 reviews) Crestwood Village 5
$200Ks - $400Ks
Crestwood Village 5, Whiting, NJ
Resale Only | 55+ age-restricted | Built 1977 - 1980 | 1,114 homes
5 rating (2 reviews) The Fairways at Lake Ridg...
$400Ks - $800Ks
The Fairways at Lake Ridg..., Lakewood, NJ
New and Resale | 55+ age-restricted | Built 1998 - 2017 | 1,114 homes
3.3 rating (3 reviews) Homestead at Mansfield
$200Ks - $400Ks
Homestead at Mansfield, Columbus, NJ
Resale Only | 55+ age-restricted | Built 1983 - 2012 | 1,092 homes
No reviews yet Crestwood Village 7
$100Ks - $200Ks
Crestwood Village 7, Whiting, NJ
Resale Only | 55+ age-restricted | Built 1977 - 1985 | 1,048 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.
2.5 rating (2 reviews) Crestwood Village 1
<$100k - $100Ks
Crestwood Village 1, Whiting, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1978 | 1,016 homes
3.4 rating (5 reviews) Crestwood Village 3
<$100k - $200Ks
Crestwood Village 3, Whiting, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1970 | 1,010 homes
3.8 rating (4 reviews) Crestwood Village 2
<$100k - $100Ks
Crestwood Village 2, Whiting, NJ
Resale Only | 55+ age-restricted | Built 1976 - 1980 | 1,000 homes
4 rating (1 reviews) Jefferson Village
$200Ks - $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
4 rating (3 reviews) Holiday Village East
$200Ks - $400Ks
Holiday Village East, Mt. Laurel, NJ
Resale Only | 55+ age-restricted | Built 1990 - 2001 | 963 homes
Want to learn more about 55+ communities in Chester? 55places can help!
Questions? Call us: (908) 888-9164
5 rating (2 reviews) Shadow Lake Village
$200Ks - $500Ks
Shadow Lake Village, Red Bank, NJ
Resale Only | 55+ age-restricted | Built 1972 - 1980 | 952 homes
3.6 rating (12 reviews) Stonebridge
$400Ks - $700Ks
Stonebridge, Monroe, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2018 | 946 homes
5 rating (1 reviews) Four Seasons at South Kno...
$400Ks - $700Ks
Four Seasons at South Kno..., Jackson, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2018 | 936 homes
5 rating (1 reviews) Lake Ridge
$300Ks - $500Ks
Lake Ridge, Toms River, NJ
Resale Only | 55+ age-restricted | Built 1994 - 1998 | 926 homes
No reviews yet Delaire Landing
$200Ks - $200Ks
Delaire Landing, Philadelphia, PA
Resale Only | Age-targeted | Built 1972 - 1990 | 923 homes
Leisuretowne 36 COTHERSTONE DR, SOUTHAMPTON, NJ, 0808..., Southampton, NJ 08088
$350,000

2 beds

|

2 baths

|

1,517 sq ft

36 COTHERSTONE DR, SOUTHAMPTON, NJ, 0808...
Community: Leisuretowne
The Courtyards at Brandywine 116 LANDIS WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803
$629,900

3 beds

|

3 baths

|

2,650 sq ft

|

Condo

116 LANDIS WAY, WILMINGTON, DE, 19803
The Courtyards at Brandywine 372 CASSELL CT # 372, WILMINGTON, DE, 19..., Wilmington, DE 19803
$610,000

3 beds

|

3 baths

|

2,325 sq ft

|

Condo

372 CASSELL CT # 372, WILMINGTON, DE, 19...
Jefferson Village 159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$574,000

2 beds

|

2 baths

|

1,300 sq ft

|

House

159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Jefferson Village 41 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$399,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

41 JEFFERSON OVAL B, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Want to learn more about 55+ communities in Chester? 55places can help!
Questions? Call us: (908) 888-9164
Jefferson Village 148 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$499,000

2 beds

|

2 baths

|

1,159 sq ft

|

Condo

148 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Glassbury Court at Cold Spring 43 YESTERDAY DR, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$729,000

2 beds

|

3 baths

|

2,620 sq ft

|

Condo

43 YESTERDAY DR, COLD SPRING, NY, 10516
Glassbury Court at Cold Spring 5 NORWEGIAN WOOD, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$695,000

2 beds

|

2 baths

|

1,974 sq ft

|

Condo

5 NORWEGIAN WOOD, COLD SPRING, NY, 10516
Regency at Fishkill 423 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$499,000

1 beds

|

2 baths

|

1,450 sq ft

|

Condo

423 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Regency at Fishkill 736 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$499,000

1 beds

|

2 baths

|

1,543 sq ft

|

Condo

736 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
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 at Fishkill 326 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$527,000

1 beds

|

2 baths

|

1,543 sq ft

|

Condo

326 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Glassbury Court at Cold Spring 11 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$515,000

2 beds

|

3 baths

|

1,806 sq ft

|

Condo

11 REVOLUTION RD, COLD SPRING, NY, 10516
Jefferson Village 108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598
$464,900

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
Warwick Grove 15 CROPSEY ST # 15-3A, WARWICK, NY, 1099..., Warwick, NY 10990
$625,000

2 beds

|

2 baths

|

1,823 sq ft

|

House

15 CROPSEY ST # 15-3A, WARWICK, NY, 1099...
Community: Warwick Grove
Jefferson Village 117 VILLAGE RD D, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598
$389,000

2 beds

|

2 baths

|

1,159 sq ft

|

Condo

117 VILLAGE RD D, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
Want to learn more about 55+ communities in Chester? 55places can help!
Questions? Call us: (908) 888-9164
Jefferson Village 129C COLUMBIA CT, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598
$429,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

129C COLUMBIA CT, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
Jefferson Village 45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$375,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Jefferson Village 34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598
$379,900

2 beds

|

2 baths

|

970 sq ft

|

House

34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1...
Community: Jefferson Village
Jefferson Village 2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10..., Yorktown Heights, NY 10598
$299,999

1 beds

|

1 baths

|

800 sq ft

|

Condo

2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10...
Community: Jefferson Village
Warwick Grove 21 LONG HOUSE RD, WARWICK, NY, 10990, Warwick, NY 10990
$949,000

3 beds

|

3 baths

|

2,782 sq ft

|

House

21 LONG HOUSE RD, WARWICK, NY, 10990
Community: Warwick Grove
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.
Jefferson Village 84 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$350,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

84 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Jefferson Village 15 ESSEX PL 15K, YORKTOWN, NY, 10598, Yorktown, NY 10598
$375,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

15 ESSEX PL 15K, YORKTOWN, NY, 10598
Community: Jefferson Village
Regency at Fishkill 334 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$539,900

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

334 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Warwick Grove 11 ASKE ST, WARWICK, NY, 10990, Warwick, NY 10990
$985,000

4 beds

|

3 baths

|

2,752 sq ft

|

House

11 ASKE ST, WARWICK, NY, 10990
Community: Warwick Grove
Jefferson Village 141 FLINTLOCK WAY B, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$699,000

2 beds

|

2 baths

|

1,555 sq ft

|

Condo

141 FLINTLOCK WAY B, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Want to learn more about 55+ communities in Chester? 55places can help!
Questions? Call us: (908) 888-9164
Regency at Fishkill 145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$569,800

2 beds

|

2 baths

|

1,803 sq ft

|

Condo

145 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Jefferson Village 156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$339,000

1 beds

|

1 baths

|

850 sq ft

|

Condo

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Warwick Grove 2 SLY ST, WARWICK, NY, 10990, Warwick, NY 10990
$849,000

2 beds

|

3 baths

|

2,256 sq ft

|

House

2 SLY ST, WARWICK, NY, 10990
Community: Warwick Grove
Somerset Run 555 STONE MANOR DR, SOMERSET, NJ, 08873, Somerset, NJ 08873
$635,000

2 beds

|

2 baths

555 STONE MANOR DR, SOMERSET, NJ, 08873
Community: Somerset Run
Four Seasons at Chester 5 YOUNG CT, CHESTER, NJ, 07930, Chester, NJ 07930
$819,000

3 beds

|

4 baths

5 YOUNG CT, CHESTER, NJ, 07930
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.
Greenbriar Woodlands 2271 TOMERA PL, TOMS RIVER, NJ, 08755, Toms River, NJ 08755
$341,999

2 beds

|

2 baths

|

1,580 sq ft

|

Ranch

2271 TOMERA PL, TOMS RIVER, NJ, 08755
Leisure Village East 1178A CLYDEBANK CT, LAKEWOOD, NJ, 08701, Lakewood, NJ 08701
$169,000

2 beds

|

1 baths

|

858 sq ft

|

Adult Community

1178A CLYDEBANK CT, LAKEWOOD, NJ, 08701
Leisure Village East 931 THORNHILL CT C, LAKEWOOD, NJ, 08701, Lakewood, NJ 08701
$222,500

2 beds

|

1 baths

|

982 sq ft

|

Ranch

931 THORNHILL CT C, LAKEWOOD, NJ, 08701
Fox Hill Farm 1402 S HUNTING HORN TURN, GLEN MILLS, PA..., Glen Mills, PA 19342
$539,500

2 beds

|

3 baths

|

1,947 sq ft

1402 S HUNTING HORN TURN, GLEN MILLS, PA...
Community: Fox Hill Farm
The Villas at Riverview 2296 SEABIRD DR 1, BRISTOL, PA, 19007, Bristol, PA 19007
$539,900

3 beds

|

3 baths

|

1,936 sq ft

2296 SEABIRD DR 1, BRISTOL, PA, 19007
Want to learn more about 55+ communities in Chester? 55places can help!
Questions? Call us: (908) 888-9164
Philmont 55+ 3187 LEOPOLD CT, HUNTINGDON VALLEY, PA, ..., Huntingdon Valley, PA 19006
$797,765

3 beds

|

3 baths

|

2,110 sq ft

3187 LEOPOLD CT, HUNTINGDON VALLEY, PA, ...
Community: Philmont 55+
The Villas at Chancellor's Glen 66 FREEDOM LN, BENSALEM, PA, 19020, Bensalem, PA 19020
$414,000

2 beds

|

3 baths

|

2,120 sq ft

66 FREEDOM LN, BENSALEM, PA, 19020
Crestwood Village 7 11 HARTFORD RD # 70, WHITING, NJ, 08759, Whiting, NJ 08759
$225,000

2 beds

|

1 baths

|

House

11 HARTFORD RD # 70, WHITING, NJ, 08759
Community: Crestwood Village 7
Holiday City at Berkeley 374 PORT ROYAL DR, TOMS RIVER, NJ, 08757, Toms River, NJ 08757
$279,000

2 beds

|

2 baths

|

House

374 PORT ROYAL DR, TOMS RIVER, NJ, 08757
The Villages NJ 77 PARKWAY DR D, FREEHOLD, NJ, 07728, Freehold, NJ 07728
$316,999

2 beds

|

1 baths

|

1,188 sq ft

|

Ranch

77 PARKWAY DR D, FREEHOLD, NJ, 07728
Community: The Villages NJ

Frequently Asked Questions


Want more information about active adult communities around Chester?

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 Chester?

Call us: (908) 888-9164
382 communities near Chester
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.
© 2025 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 05, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top