Highland Woods Homes for Sale in Bonita Springs, Florida

Highland Woods Golf and Country Club is a guard-gated bundled golf community in the heart of Bonita Springs. Every one of its 799 homes comes with golf privileges on an 18-hole Gordon Lewis course along with a full slate of club amenities. It is one of the closest bundled golf communities to the white sand beaches of Bonita Springs. The community is built out, so every home for sale here is a resale.

Highland Woods at a Glance

• Location: just off US 41 in central Bonita Springs near the Imperial River
• Size: 799 residences
• Gated: yes, guard-gated
• Home types: condominiums, two-story verandas, attached villas and single-family homes
• Golf: 18-hole par 72 Gordon Lewis course that opened in 1995, included with every home
• Racquet sports: three Har-Tru tennis courts, six pickleball courts and a bocce complex
• Club amenities: clubhouse dining, fitness center, resort-style pool with a pool cafe, driving range and practice greens
• Beach: about 15 minutes away

Bundled Golf Without the Wait

Highland Woods was one of the early bundled golf communities in Bonita Springs. Membership comes with the home, so buyers skip the equity buy-ins and waiting lists that come with many private clubs. Compare other options in our bundled golf guide.

Amenities Beyond the Course

The club goes well past golf with a driving range and practice greens, three Har-Tru tennis courts, six pickleball courts and a bocce complex. A fitness center keeps residents active, and the resort-style pool with its zero-entry design and pool cafe is a social hub. Community pools are spread throughout the neighborhoods, so most homes have one close by.

Highland Woods Market Report

The snapshot below updates live from the MLS each time the page loads. For every active listing, home under contract and sale from the last six months, see the full Highland Woods Market Report.

Neighborhoods Within Highland Woods

Highland Woods is made up of several neighborhoods with a range of home styles and price points:

• St. Andrews Verandas
• Heathermoor condominiums
• The Terrace condominiums
• Highland Woods Villas
• Single-family homes

A Local's View of Highland Woods

Over the years, I have helped buyers and sellers in Highland Woods many times. I have even sold some of the same homes more than once. Highland Woods was one of the early bundled golf communities in Bonita Springs and its location is superb. People drive past it every day and never realize it's there.

Residents can pop into Publix for groceries or Rural King, which is part hardware store and part farm store. That sounds odd for this area but it has a little bit of everything. Across the street you'll find fine dining and boutique shopping. You're also about 15 minutes from the beach and 20 to 30 minutes from the airport.

Selling a Home in Highland Woods

Highland Woods buyers compare more than square footage. They weigh the neighborhood, the home style, the golf or lake view and the walk to the pool and clubhouse. A Heathermoor condominium, a St. Andrews veranda and a single-family home on the course each draw a different buyer. Pricing well means knowing how each of those trades inside these gates.

Start with the online home valuator for a first read on value, then book a one-on-one listing strategy session to plan your sale.

Nearby Bundled Golf Communities

If Highland Woods is on your list, you may also want to compare Pelican Sound, Worthington and Bonita National. Our gated communities guide covers more options across Bonita Springs and Estero.

Highland Woods FAQ

Is Highland Woods a bundled golf community?

Yes. Golf membership is included with every home in Highland Woods, so there is no separate equity buy-in or waiting list to join the club.

How many homes are in Highland Woods?

Highland Woods has 799 residences, including condominiums, verandas, attached villas and single-family homes.

Who designed the Highland Woods golf course?

The 18-hole par 72 course was designed by Gordon Lewis and opened in 1995.

What amenities does Highland Woods offer besides golf?

Residents enjoy three Har-Tru tennis courts, six pickleball courts, a bocce complex, a fitness center, a resort-style pool with a pool cafe, a driving range and practice greens along with clubhouse dining.

Where is Highland Woods located?

Highland Woods sits just off US 41 in central Bonita Springs near the Imperial River, with Publix, shopping and dining minutes away. The beach is about 15 minutes away.

Where can I see recent Highland Woods sales?

The Highland Woods Market Report shows homes for sale, homes under contract and homes sold in the last six months, updated from the MLS as homes list and sell.

What is my Highland Woods home worth?

Start with the online home valuator for a first read on value. For a precise price, schedule a one-on-one listing strategy session that compares your neighborhood, home style and view with recent Highland Woods sales.

Let's Talk About Highland Woods

Thinking about buying or selling in Highland Woods? Send a message, call or text 239-273-7430 or schedule a call.