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Adult Community Winding Ways

Jackson Township, Ocean County, NJ

Town lines: U.S. Census Bureau

Winding Ways At A Glance

Town
Jackson Township, Ocean County
Clubhouse or entrance
Clubhouse, 81 North Baker Drive, Jackson, NJ 08527
Age rule
Age-restricted adult community
Builder
not confirmed (55places says U.S. Home; 55housing gives none)
Built
1987-1997 (55housing: established 1987; 55places: 1988-1997)
Homes
554 homes
Home types
single-family
Home sizes
about 1,200 to over 1,800 sq ft
Bedrooms
2-3
Gated
Yes
Land-lease
No
Association fee
Ask Dennis Mark for the current fees

Winding Ways Home Models

Swipe the table sideways to see every column

ModelTypeBedroomsBathsSize (sq ft)Garage
Somersetsingle-family221,4402-car
Ashleysingle-family221,4862-car
Belmontsingle-family221,5041-car
Hamiltonsingle-family2 + den to 321,5292-car
Rosewoodsingle-family221,7492-car
Danburysingle-family221,8082-car
Westmontsingle-family2 + den to 321,8281-car
Stratonsingle-family221,8641-car
Cornwallsingle-family222-car
Devonsingle-family222-car
Hampshiresingle-family222-car

11 single-family floor plans named on the source; 8 have sizes from 1,440 to 1,864 sq ft. Cornwall, Devon and Hampshire are listed with no square footage (Hampshire is multi-level).

Winding Ways Clubhouse & Amenities

  • clubhouse (81 North Baker Drive)
  • large outdoor pool
  • fitness center
  • library
  • billiards and card/game rooms
  • party room/banquet hall
  • tennis courts
  • pickleball (55housing)
  • bocce courts
  • horseshoe pits
  • putting green
  • indoor and outdoor shuffleboard courts
  • 24-hour gatehouse and gates at every entrance
  • weekly bus to shopping

Around Winding Ways What's Nearby

  • Supermarket: ShopRite, about 2.2 miles in a straight line
  • Hospital: Monmouth Medical Center Southern Campus (600 River Ave, Lakewood), about 4.1 miles in a straight line
  • Getting around: 55places also says the community has its own bus service for shopping.

Read our full guide to Winding Ways

Success Stories

Real stories from the people we've helped buy and sell their homes.

I would 10/10 recommend him to anyone!!!

Dennis helped us buy our current house and has both professional work ethic and is extrememly knowledgeable. He was always there to answer any questions we had and was very patient with us in the process. I would 10/10 recommend him to anyone and he will continue to be our agent for any future needs.

SPENCER & SARAH RAITT-FOREST

57 Google reviews as of October 2026. Read them all on Dennis Mark’s Google Business Profile.

Have Questions About Winding Ways? Contact Us Below

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Sources: 55places.com (read 2026-09-28), co.ocean.nj.us (read 2026-09-28), windingways.connectresident.com (read 2026-09-30), 55housing.com (read 2026-09-30), co.ocean.nj.us (read 2026-09-30).

Age rules, fees and amenities change. Confirm details with the community’s association before you buy.