Real Estate Broker

Tavola Realty; Chicago (IL); On-site; USD 80,000 - 140,000; Full time

Job summary

Tavola Realty is seeking a Real Estate Broker in Chicago to manage the full transaction cycle, from prospecting to closing, with a strong emphasis on client relationships and market insights.

You will guide clients on pricing, present listings, and coordinate inspections and closings, using digital tools to market properties to residential, luxury, and investment clients. This is a remote, full-time opportunity based in Chicago with occasional in-person visits.

Qualifications

• Active Illinois Real Estate Broker license (or willingness to obtain one).
• Strong knowledge of the Chicago market.
• Proven track record of closing transactions.
• Exceptional customer service and relationship-building skills.
• Ability to conduct market analyses and negotiate contracts.
• Familiarity with real estate technology platforms and CRMs.

Responsibilities

• Manage the full real estate transaction cycle from prospecting to closing.
• Build and maintain client relationships and advise on pricing and market trends.
• Prepare and present listings, and coordinate inspections, appraisals, and closing activities.
• Leverage local market knowledge to support residential, luxury, and investment clients.
• Utilize digital tools and marketing resources to promote properties effectively.
• Operate in a remote Chicago-based role with regular virtual meetings and site visits.

Skills

Real estate knowledge

Sales experience

Customer service

Communication skills

Time management

Education

Illinois Real Estate Broker license

Tools

CRM systems

Digital marketing tools

Job description

Company Description Milestone Partners at Tavola Realty is a client-focused real estate firm dedicated to helping individuals and investors achieve their property goals with clarity and confidence. The team combines deep local market expertise with modern marketing strategies and technology to deliver a seamless experience for buyers, sellers, and investors. Services include residential home buying and selling, luxury real estate, investment consulting, property marketing, and market analysis. Tavola Realty emphasizes integrity, transparency, and long-term relationships while supporting clients through negotiations, contract management, and relocation needs. The company’s mission is to simplify the real estate journey and help clients make informed, value-driven decisions at every stage.

Role Description The Real Estate Broker at Tavola Realty will manage the full real estate transaction cycle, including prospecting, property showings, market analysis, and contract negotiations. Day-to-day responsibilities include building and maintaining client relationships, advising clients on pricing and market trends, preparing and presenting listings, and coordinating inspections, appraisals, and closing activities. The broker will leverage local market knowledge to support residential, luxury, and investment clients, while using digital tools and marketing resources to promote properties effectively. This is a full-time, remote role based in Chicago, IL, requiring regular virtual meetings, property visits, and collaboration with internal team members and external partners such as lenders, attorneys, and inspectors.

Qualifications

• Strong foundation in Real Estate, including local Chicago market knowledge.
• Demonstrated experience in Sales, with a track record of closing transactions and meeting performance goals.
• Exceptional Customer Service skills, with the ability to communicate clearly, build trust, and maintain long-term client relationships.
• Active Illinois Real Estate Broker license (or willingness to obtain one); familiarity with state and local regulations and contracts a plus.
• Ability to conduct comparative market analyses, negotiate effectively, and manage contracts from offer to closing.
• Comfort with real estate technology platforms, CRM systems, and digital marketing tools.
• Strong organizational and time management skills, with the ability to manage multiple clients and listings simultaneously.
• Willingness to work flexible hours, including evenings and weekends, based on client and market needs.
• Prior experience in residential, luxury, or investment real estate is highly beneficial.