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

1,429 homes near Chester

Sort by:

Relevance

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

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

$100Ks - $400Ks

Leisuretowne, Southampton Township, NJ

Resale Only | 55+ age-restricted | Built 1971 - 1986 | 2,255 homes

3.6 rating (20 reviews)

Clearbrook

$200Ks - $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

$300Ks - $500Ks

Concordia, Monroe, NJ

Resale Only | 55+ age-restricted | Built 1982 - 2000 | 1,757 homes

5 rating (5 reviews)

Hershey's Mill

$200Ks - $600Ks

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

Holiday Heights

$200Ks - $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 - $200Ks

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...

$300Ks - $700Ks

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 (2 reviews)

Greenbriar Woodlands

$300Ks - $500Ks

Greenbriar Woodlands, Toms River, NJ

Resale Only | 55+ age-restricted | Built 1986 - 1998 | 1,250 homes

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

Canal Walk

$400Ks - $800Ks

Canal Walk, Somerset, NJ

Resale Only | 55+ age-restricted | Built 2002 - 2018 | 1,200 homes

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 - $500Ks

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

$100Ks - $300Ks

Crestwood Village 6, Whiting, NJ

Resale Only | 55+ age-restricted | Built 1976 - 1985 | 1,141 homes

5 rating (1 reviews)

Crestwood Village 5

$100Ks - $200Ks

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...

$300Ks - $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

Crestwood Village 7

$100Ks - $200Ks

Crestwood Village 7, Whiting, NJ

Resale Only | 55+ age-restricted | Built 1977 - 1985 | 1,048 homes

2.5 rating (2 reviews)

Crestwood Village 1

<$100k

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

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

$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

$300Ks - $600Ks

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...

$300Ks - $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

Delaire Landing

$200Ks

Delaire Landing, Philadelphia, PA

Resale Only | Age-targeted | Built 1972 - 1990 | 923 homes

1 2 3 4 5 6 7 8 9...10

Regency at Manalapan

15 ASHLYNN CT, ENGLISHTOWN, NJ, 07726, Englishtown, NJ 07726

$1,189,900

3 beds

3 baths

15 ASHLYNN CT, ENGLISHTOWN, NJ, 07726

Community: Regency at Manalapan

Surrey Downs

23 DATCHET CLOSE # 1000, FREEHOLD, NJ, 0..., Freehold, NJ 07728

$310,000

2 beds

1 baths

Ranch

23 DATCHET CLOSE # 1000, FREEHOLD, NJ, 0...

Community: Surrey Downs

New Hearthstone at Hillsborough

2 STEELE PL # 202, HILLSBOROUGH, NJ, 088..., Hillsborough, NJ 08844

$349,000

2 beds

2 baths

2 STEELE PL # 202, HILLSBOROUGH, NJ, 088...

Community: Hearthstone at Hillsborough

Holiday City at Silverton

1769 MOUNT IDENBURG LN, TOMS RIVER, NJ, ..., Toms River, NJ 08753

$335,000

2 beds

1 baths

1,000 sq ft

Ranch

1769 MOUNT IDENBURG LN, TOMS RIVER, NJ, ...

Community: Holiday City at Silverton

Holiday City at Berkeley

7 SANTA FE CT, TOMS RIVER, NJ, 08757, Toms River, NJ 08757

$399,900

2 beds

2 baths

1,232 sq ft

Ranch

7 SANTA FE CT, TOMS RIVER, NJ, 08757

Community: Holiday City at Berkeley

Want to learn more about 55+ communities in Chester? 55places can help!

Questions? Call us: (908) 888-9164

Silver Ridge Park

7 BEDFORD CT, TOMS RIVER, NJ, 08757, Toms River, NJ 08757

$349,000

2 beds

2 baths

1,648 sq ft

Ranch

7 BEDFORD CT, TOMS RIVER, NJ, 08757

Community: Silver Ridge Park

New Four Seasons at Wall

2510 MORNINGSTAR RD, MANASQUAN, NJ, 0873..., Manasquan, NJ 08736

$949,000

3 beds

3 baths

2,409 sq ft

Ranch

2510 MORNINGSTAR RD, MANASQUAN, NJ, 0873...

Community: Four Seasons at Wall

New Plaza Grande at Old Bridge

3208 FALSTON CIR, OLD BRIDGE, NJ, 08857, Old Bridge, NJ 08857

$495,000

2 beds

2 baths

1,280 sq ft

Condo

3208 FALSTON CIR, OLD BRIDGE, NJ, 08857

Community: Plaza Grande at Old Bridge

Silver Ridge Park

7 WHITMORE CT, TOMS RIVER, NJ, 08757, Toms River, NJ 08757

$289,900

2 beds

1 baths

1,122 sq ft

Ranch

7 WHITMORE CT, TOMS RIVER, NJ, 08757

Community: Silver Ridge Park

Covered Bridge

75 OVERLOOK WAY K, MANALAPAN, NJ, 07726, Manalapan, NJ 07726

$274,999

2 beds

1 baths

1,130 sq ft

Adult Community

75 OVERLOOK WAY K, MANALAPAN, NJ, 07726

Community: Covered Bridge

Leisure Village West

1057A BUCKINGHAM DR, MANCHESTER, NJ, 087..., Manchester, NJ 08759

$292,500

2 beds

2 baths

1,394 sq ft

Ranch

1057A BUCKINGHAM DR, MANCHESTER, NJ, 087...

Community: Leisure Village West

Silver Ridge Park

16 WHITMORE DR, TOMS RIVER, NJ, 08757, Toms River, NJ 08757

$469,000

2 beds

2 baths

Ranch

16 WHITMORE DR, TOMS RIVER, NJ, 08757

Community: Silver Ridge Park

New Crestwood Village 6

10 ALPINA TER # 63, MANCHESTER, NJ, 0875..., Manchester, NJ 08757

$232,000

2 beds

2 baths

1,392 sq ft

Adult Community

10 ALPINA TER # 63, MANCHESTER, NJ, 0875...

Community: Crestwood Village 6

Lions Head Woods

73 JEAN ST, LAKEWOOD, NJ, 08701, Lakewood, NJ 08701

$394,900

2 beds

2 baths

1,894 sq ft

Adult Community

73 JEAN ST, LAKEWOOD, NJ, 08701

Community: Lions Head Woods

Venue at Monroe

96 FILLMORE DR, MONROE, NJ, 08831, Monroe, NJ 08831

$850,690

3 beds

3 baths

2,700 sq ft

House

96 FILLMORE DR, MONROE, NJ, 08831

Community: Venue at Monroe

Want to learn more about 55+ communities in Chester? 55places can help!

Questions? Call us: (908) 888-9164

Venue at Monroe

116 FILLMORE DR, MONROE, NJ, 08831, Monroe, NJ 08831

$857,640

3 beds

3 baths

2,400 sq ft

Adult Community

116 FILLMORE DR, MONROE, NJ, 08831

Community: Venue at Monroe

Venue at Monroe

100 FILLMORE DR, MONROE, NJ, 08831, Monroe, NJ 08831

$863,390

3 beds

3 baths

2,700 sq ft

House

100 FILLMORE DR, MONROE, NJ, 08831

Community: Venue at Monroe

Venue at Monroe

11 WEMBLEY CT, MONROE, NJ, 08831, Monroe, NJ 08831

$806,690

2 beds

2 baths

1,800 sq ft

Ranch

11 WEMBLEY CT, MONROE, NJ, 08831

Community: Venue at Monroe

New Crestwood Village 6

1 STONYBROOK CT B, WHITING, NJ, 08759, Whiting, NJ 08759

$214,900

2 beds

1 baths

1,113 sq ft

Ranch

1 STONYBROOK CT B, WHITING, NJ, 08759

Community: Crestwood Village 6

Holiday City at Berkeley

5 PURNELL ST, TOMS RIVER, NJ, 08757, Toms River, NJ 08757

$372,000

2 beds

2 baths

1,124 sq ft

Ranch

5 PURNELL ST, TOMS RIVER, NJ, 08757

Community: Holiday City at Berkeley

New Concordia

62 YORKSHIRE DR A, MONROE, NJ, 08831, Monroe, NJ 08831

$430,000

2 beds

2 baths

1,230 sq ft

Condo

62 YORKSHIRE DR A, MONROE, NJ, 08831

Community: Concordia

Somerset Run

236 KNOLLCREST CT, SOMERSET, NJ, 08873, Somerset, NJ 08873

$719,000

3 beds

3 baths

236 KNOLLCREST CT, SOMERSET, NJ, 08873

Community: Somerset Run

Silver Ridge Park

11 WHITAKER DR, TOMS RIVER, NJ, 08757, Toms River, NJ 08757

$379,000

2 beds

2 baths

House

11 WHITAKER DR, TOMS RIVER, NJ, 08757

Community: Silver Ridge Park

Silver Ridge Park

48 WHITAKER DR, TOMS RIVER, NJ, 08757, Toms River, NJ 08757

$430,000

2 beds

2 baths

1,318 sq ft

Ranch

48 WHITAKER DR, TOMS RIVER, NJ, 08757

Community: Silver Ridge Park

Bald Eagle Commons

2 RICHMOND RD APT 222 222, WEST MILFORD,..., West Milford, NJ 07480

$215,000

2 beds

1 baths

2 RICHMOND RD APT 222 222, WEST MILFORD,...

Community: Bald Eagle Commons

Want to learn more about 55+ communities in Chester? 55places can help!

Questions? Call us: (908) 888-9164

Lennar at Lake Ridge

607 TIMBERLINE LN, MANCHESTER, NJ, 08759, Manchester, NJ 08759

$489,999

2 beds

2 baths

1,613 sq ft

House

607 TIMBERLINE LN, MANCHESTER, NJ, 08759

Community: Lennar at Lake Ridge

Canal Walk

99 SARATOGA CT, SOMERSET, NJ, 08873, Somerset, NJ 08873

$599,000

3 beds

3 baths

2,246 sq ft

Townhouse,Condominium

99 SARATOGA CT, SOMERSET, NJ, 08873

Community: Canal Walk

Surrey Downs

1 CARNABY CLOSE # 1000, FREEHOLD, NJ, 07..., Freehold, NJ 07728

$419,900

2 beds

2 baths

1,261 sq ft

Ranch

1 CARNABY CLOSE # 1000, FREEHOLD, NJ, 07...

Community: Surrey Downs

Encore Monroe

380 DAISY CT, MONROE, NJ, 08831, Monroe, NJ 08831

$750,000

3 beds

3 baths

2,888 sq ft

House

380 DAISY CT, MONROE, NJ, 08831

Community: Encore Monroe

Venue at Woodlands

100 WOODSIDE LN, WHITING, NJ, 08759, Whiting, NJ 08759

$539,000

3 beds

2 baths

2,048 sq ft

Ranch

100 WOODSIDE LN, WHITING, NJ, 08759

Community: Venue at Woodlands

Greenbriar

1 PHILLIP CT, MONROE, NJ, 08831, Monroe, NJ 08831

$569,000

3 beds

3 baths

2,611 sq ft

House

1 PHILLIP CT, MONROE, NJ, 08831

Community: Greenbriar

New Holiday City at Berkeley

295 PORT ROYAL DR, TOMS RIVER, NJ, 08757, Toms River, NJ 08757

$399,000

2 beds

2 baths

1,232 sq ft

House

295 PORT ROYAL DR, TOMS RIVER, NJ, 08757

Community: Holiday City at Berkeley

New Crestwood Village 4

138 HUDSON PKWY B, WHITING, NJ, 08759, Whiting, NJ 08759

$79,000

1 beds

1 baths

Duplex

138 HUDSON PKWY B, WHITING, NJ, 08759

Community: Crestwood Village 4

New Crestwood Village 3

791 HUDSON PKWY, WHITING, NJ, 08759, Whiting, NJ 08759

$158,000

2 beds

2 baths

House

791 HUDSON PKWY, WHITING, NJ, 08759

Community: Crestwood Village 3

Crestwood Village 7

6 N CHESTNUT AVE, WHITING, NJ, 08759, Whiting, NJ 08759

$199,000

2 beds

2 baths

1,192 sq ft

Ranch

6 N CHESTNUT AVE, WHITING, NJ, 08759

Community: Crestwood Village 7

Want to learn more about 55+ communities in Chester? 55places can help!

Questions? Call us: (908) 888-9164

New Crestwood Village 4

26B MOCCASIN DR B, WHITING, NJ, 08759, Whiting, NJ 08759

$144,900

2 beds

2 baths

Duplex

26B MOCCASIN DR B, WHITING, NJ, 08759

Community: Crestwood Village 4

Surrey Downs

35 IVY RIDGE CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$319,500

2 beds

1 baths

House

35 IVY RIDGE CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

New Rossmoor Village

84 OLD NASSAU RD D, MONROE, NJ, 08831, Monroe, NJ 08831

$200,000

2 beds

2 baths

1,462 sq ft

Stock Cooperative

84 OLD NASSAU RD D, MONROE, NJ, 08831

Community: Rossmoor Village

New Silver Ridge Park

29 SHERWOOD LN, TOMS RIVER, NJ, 08757, Toms River, NJ 08757

$259,900

2 beds

1 baths

1,083 sq ft

Ranch

29 SHERWOOD LN, TOMS RIVER, NJ, 08757

Community: Silver Ridge Park

Westlake Golf and Country Club

22 BALTUSROL DR, JACKSON, NJ, 08527, Jackson, NJ 08527

$499,999

2 beds

2 baths

1,890 sq ft

Ranch

22 BALTUSROL DR, JACKSON, NJ, 08527

Community: Westlake Golf and Country Club

1 2 3 4 5 6 7 8 9 10 11 12 13 14…36

Frequently Asked Questions

What size 55+ communities are there in Chester?

In Chester, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Chester?

The smallest 55+ community in Chester has 120 homes, the largest has 120 homes, and the average community consists of 120 homes.

Are there gated 55+ communities in Chester?

No, there are no gated 55+ communities in Chester.

How long do listings in 55+ communities in Chester typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Chester stay on the market for around 205 days. The average price of homes for sale in this community is approximately $784,500, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Four Seasons at Chester average around $784,500.

Want more information about active adult communities around Chester?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

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

1,429 homes near Chester

Remove Boundaries ×

Map Satellite

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: Dec 05, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

384 communities near Chester

1,429 homes near Chester

3 beds

3 baths

2 beds

1 baths

Ranch

2 beds

2 baths

2 beds

1 baths

1,000 sq ft

Ranch

2 beds

2 baths

1,232 sq ft

Ranch

2 beds

2 baths

1,648 sq ft

Ranch

3 beds

3 baths

2,409 sq ft

Ranch

2 beds

2 baths

1,280 sq ft

Condo

2 beds

1 baths

1,122 sq ft

Ranch

2 beds

1 baths

1,130 sq ft

Adult Community

2 beds

2 baths

1,394 sq ft

Ranch

2 beds

2 baths

Ranch

2 beds

2 baths

1,392 sq ft

Adult Community

2 beds

2 baths

1,894 sq ft

Adult Community

3 beds

3 baths

2,700 sq ft

House

3 beds

3 baths

2,400 sq ft

Adult Community

3 beds

3 baths

2,700 sq ft

House

2 beds

2 baths

1,800 sq ft

Ranch

2 beds

1 baths

1,113 sq ft

Ranch

2 beds

2 baths

1,124 sq ft

Ranch

2 beds

2 baths

1,230 sq ft