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.

Current property listings in Highland Woods:

Rental Listings

For Sale Listings

Documents and Policies:

For Sale Signage Information
Rules and Regulations
2018 Master Association Schedule of Fees

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 $424.00 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:

Randall & Hoyle Property Management – 239.302.1644
Verandas I, III, V, VI
Heathermoor I
Terrace I, II, III, IV

Gulf Breeze Management – 239.498.3311
Verandas II
Heathermoor II, III

AlliantAssociation Management -239-454-1101
Villas I, II

Topical Isles Management – 239.939.2999
Verandas IV, VII, VIII