Central New Jersey Real Estate | Central New Jersey Homes for Sale
  • Home
  • Selling
  • Buying
  • 55+
  • Luxury
  • What's My Home Worth?
  • Meet The Team
  • Testimonials
  • Blog
Login
(917) 715-2947

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Greenbriar Winding Ways Real Estate Search

TO
Advanced Search

Address Search

Greenbriar Winding Ways Homes for Sale

Facts About Greenbriar Winding Ways

Address: 81 North Baker Drive, Jackson, NJ 08527

Builder: U.S. Homes

Gated: Yes

Price Range: High $100s – Low $300s

Estimated Taxes: $5,000 - $7,000

Association Fees: $215

Home Types: Single Family

Home Sizes: 1,440 to 1,864 Square Feet

Number of Homes: 554

Age Restriction: 1st Resident 55+, 2nd Resident 19+

Construction Dates: 1988 – 1997

Pet Friendly: Yes

Clubhouse Ratings: Active

Greenbriar Winding Ways is a 55+ community located in beautiful Ocean County in Central New Jersey. Jackson Township is the perfect location for golfers, avid shoppers, commuters, and people looking for fun. Active adults will find that this lovely, established gated community offers quality-built single-family homes for resale in a rural setting.

Greenbriar Winding Ways offers a lifestyle that suits active adults looking for a community with acreage and open spaces, but also, close to the conveniences of everyday life, like the grocery store just down the street.   

With a 15,000 square foot clubhouse, amenities abound!  There is a ballroom for social events, several hobby and craft rooms, cards, a billiards room, and a wonderful library to spend some quiet time reading a favorite book or magazine. With the many social clubs available to join, Greenbriar Winding Ways has a lifestyle that is incredibly attractive to active adults. The fitness room is great for keeping residents active and in shape to enjoy all the outdoor activities the community has to offer. Those activities include tennis, shuffleboard, horseshoes, bocce ball, and the enticing coolness of the outdoor pool. What could be better than relaxing and enjoying the pool on a nice, hot day?  There is even a community bus that visits the grocery stores and malls for convenience. 

Winding Ways is right next-door to everything you need.  Winding Ways’ local area is a lovely network of villages, towns, and uncongested retail centers all within easy driving distance on quite country roads as well as efficient major arteries.  Encompassing Howell, Lakewood, Jackson, and Toms River, the area provides the everyday services, shopping, and recreation you seek without interrupting your easygoing approach to daily activities.

Taking advantage of the shopping opportunities in the area is easy with the Jackson Outlets, Freehold Raceway Mall and Toms River Mall all nearby. There are several parks and recreational centers in and around Jackson, as well. Avid golfers will love all the public and private golf courses near Greenbriar Winding Ways that will help them work on improving their game. 

Greenbriar Winding Ways is near I-195, Route 9, the NJ Turnpike and centrally located for easy access. Jersey Shore beaches and Philadelphia are less than 45 minutes saw. New York City and Atlantic City are all within 60 to 90 minutes away. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in the Greenbriar Winding Ways real estate market? Sign up for a Greenbriar Winding Ways Real Estate Market Report to see what’s active, under contract, and sold!

For more information about Greenbriar Winding Ways homes for sale or to set-up a home showing, contact your local Greenbriar Winding Ways real estate experts today.

Newest Greenbriar Winding Ways Homes for Sale

13 Portebello Road, Jackson image
13 Portebello Road, Jackson $409,900

Lovely Hamilton model in Winding Ways blends comfortable one-level living with bright, flexible spaces. The floor plan includes an eat-in kitchen, formal dining room, and...

  • 2 Beds
  • 2 Baths
  • 22628607 MLS
29 N Baker Drive, Jackson image
29 N Baker Drive, Jackson $375,000

Welcome to this desirable Bradford model in the highly sought-after community of Winding Ways, offering over 1,500 square feet of comfortable living space. A beautiful Pa...

  • 2 Beds
  • 2 Baths
  • 22628550 MLS
13 Sedgwick Square, Jackson image
13 Sedgwick Square, Jackson $345,000

Welcome home to Winding Ways, Jackson's favorite 55+ community. Mornings by the pool, afternoons at pickleball, evenings at the clubhouse with new friends, all just minut...

  • 2 Beds
  • 2 Baths
  • 22628137 MLS
8 Llewellyn Court, Jackson image
8 Llewellyn Court, Jackson $349,900

Welcome to this spacious ranch-style home in Winding Ways, a desirable gated 55+ community in Jackson. This well-designed two-bedroom, two-full-bath home offers generous ...

  • 2 Beds
  • 2 Baths
  • 22627870 MLS
13 Penny Lane, Jackson image
13 Penny Lane, Jackson $359,000 ▼

Exceptional location in Winding Ways! Newer roof (2023), furnace and AC (2025), and newer water heater. This vibrant 24/7 gated 55+ community features a stunning clubh...

  • 2 Beds
  • 2 Baths
  • 22625217 MLS
5 N Avon Drive, Jackson image
5 N Avon Drive, Jackson $474,800 ▼

Welcome to this light and bright 3-bedroom, 3-bath Westmont model with a loft in the highly desirable active adult community of Winding Ways. This well-maintained home fe...

  • 3 Beds
  • 3 Baths
  • 22624288 MLS
3 Abercorn Court, Jackson image
3 Abercorn Court, Jackson $408,000 ▼

None

  • 2 Beds
  • 2 Baths
  • 22620955 MLS
22 S Avon Drive, Jackson image
22 S Avon Drive, Jackson $354,900 ▼

Move-In Ready Belmont in Desirable Winding Ways Adult Community! This well-maintained home features upgrades in 2024- New Roof, Vinyl Floors, Walk-In Shower and Window Tr...

  • 2 Beds
  • 2 Baths
  • 22618768 MLS


The data relating to real estate for sale on this web-site comes in part from the Internet Listing Display database of the CENTRAL JERSEY MULTIPLE LISTING SYSTEM, INC. Real estate listings held by brokerage firms other than this site-owner are marked with the ILD logo. The CENTRAL JERSEY MULTIPLE LISTING SYSTEM, INC does not warrant the accuracy, quality, reliability, suitability, completeness, usefulness or effectiveness of any information provided. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify properties the consumer may be interested in purchasing or renting.
Copyright 2026, CENTRAL JERSEY MULTIPLE LISTING SYSTEM, INC. All rights reserved.The CENTRAL JERSEY MULTIPLE LISTING SYSTEM, INC retains all rights, title and interest in and to its trademarks, service marks and copyrighted material.

Like or Share

Address Search

Mitchel Cohen

Mitchel Cohen

(917) 715-2947
Email

Central Jersey Towns

  • Manalapan
  • Marlboro
  • Colts Neck
  • Freehold
  • Howell
  • Jackson
  • Monroe
  • Old Bridge

Active Adult Communities

  • Cheesequake Village at Old Bridge
  • Chelsea Square at Morganville
  • Covered Bridge at Manalapan
  • Enclave at Freehold
  • Equestra at Colts Neck Crossing
  • Four Seasons at Manalapan
  • Four Seasons at Metedeconk Lakes
  • Four Seasons at South Knolls
  • Greenbriar at Marlboro
  • Greenbriar Winding Ways
  • Madison Crossing at Birch Hill
  • Marlboro Greens
  • Plaza Grande at Old Bridge
  • Renaissance at Manalapan
  • Riveria at Freehold
  • Rosemont Estates at Marlboro
  • Stonebridge at Monroe
  • Surrey Downs at Freehold
  • The Villages at Howell
  • Westlake at Jackson

Freehold Communities

  • Monmouth Heights at Freehold
  • Raintree at Freehold

Manalapan Communities

  • Monmouth Heights at Manalapan
  • Yorktowne

Marlboro Communities

  • Monmouth Heights at Marlboro
  • Whittier Oaks

Cancel / Expired / FSBO

  • Home Did Not Sell – Cancel/Expired
  • For Sale By Owner

Interactive Map Search

Interactive Map Search image

Buying & Selling Made Easy

Freshest Data Available Freshest Data Available
Active Listings Active Listings Only
Customizable Search Options Customizable Search Options
New Listing Alerts New Listing Alerts
Instant Home Value Assessments Instant Home Value Assessments

 

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years
Calculate

Does not include any taxes or fees.
Please consult a financial professional.

 

The Home Buying Process

 

Connect With Us

Translate Site

  • Home
  • Advanced Search
  • Buying
  • Featured Properties
  • Foreclosures
  • Selling
  • Luxury
  • What's My Home Worth?
  • Recently Sold Listings
  • Market Reports
  • Meet the Team
  • Media
  • Preferred Vendors
  • Blog
  • Contact Us

Coldwell Banker Realty / Alice Schoemann
Real Estate Boss Team
335 Route 9 South
Manalapan, NJ 07726

Office: (917) 715-2947
Email: realestatebosshomes@gmail.com

© 2020 All Rights Reserved | Privacy Policy

Advanced Searches

  • Condo Search
  • MLS # Search
  • Foreclosure Search
  • Zip Search
  • Sold Search
  • Address Search
IDX Real Estate Websites by
• Accessibility • Terms • Privacy