Welcome to Highland Woods, a 799-unit bundled golf community in the heart of Southwest Florida. The community offers a variety of homes including multi-family condominiums, villas, verandas and single-family homes.

Highland Woods prides itself on being a friendly and welcoming community with people from all over the United States. The community is ideally located on Tamiami Trail, or Highway 41, near everything that Southwest Florida has to offer: beautiful beaches, excellent shopping, casual to gourmet restaurants, and many other activities. The airport is a mere 25 minutes away.

Documents and Policies:

For Sale Signage Information
Rules and Regulations

2024 Master Association Schedule of Fees
Investing in our Future.....Project 2022
Online Listing Details

Transfer of Membership:

Members at Highland Woods have the option to transfer the use of amenities to their tenants. The transfer of membership fee is $692.25 payable to the Master association and the transfer is for no less than thirty days. Separate approval is required from the appropriate property management company, listed below. We ask at least 30 days’ notice for rental transfers.

Master Association Transfer of Membership Application

Property Management Companies:


Cardinal Management Group – 239-774-0723
Verandas III 

Gulf Breeze Management 239-498-3311
Terrace IV

Alliant Association Management -239-454-1101
Villas II

Terrace III
Verandas I

Compass Rose Management - 239-309-0622
Verandas II, V, VI,
Villas I
Heathermoor I, II, III

Terrace I, II

Tropical Isles Management239-939-2999
Verandas IV, VII, VIII

Single Family

Myles McHale - 315-427-9216