Long-Term Rental Specialist & Real Estate Sales Agent

Position Summary

Average salary range: $50,000 - $100,000+ annually based on rental bookings and residential sales performance.

About the role

This hybrid role combines long-term and seasonal rental management with residential real estate sales across the North Shore. You’ll be responsible for owning and growing two connected books of business: long-term and seasonal rentals (including winter rentals) and residential sales.

Responsibilities

• Utilize the exiting client base to obtain sales clients and listings
• Identify and secure long-term rental opportunities, including winter rentals and hybrid stays
• Conduct property showings, qualify prospective tenants, and negotiate lease terms
• Prepare lease agreements, facilitate move-ins, and conduct property inspections as needed
• Build strong relationships with tenants, homeowners, buyers, and sellers
• Deliver exceptional customer service by responding promptly to inquiries and maintenance concerns
• Leverage rental relationships and existing client connections to identify residential sales opportunities
• Possess the ability to prospect for new rental and sales opportunities through networking, referrals, and community engagement
• Maintain and manage a pipeline of leads and follow up consistently to convert opportunities into closed business
• Complete all necessary paperwork, documentation, and transaction coordination tasks
• Ensure compliance with all Massachusetts real estate regulations and licensing requirements

Requirements

• Active Massachusetts Real Estate License required
• Previous experience in real estate sales, leasing, property management, or a related field preferred
• Strong communication, negotiation, and relationship-building skills
• Self-motivated with the ability to manage multiple priorities independently
• Highly organized with strong attention to detail
• Valid driver’s license and willingness to travel locally for showings and property visits
• Familiarity with the North Shore market is a plus

Qualifications

• High school diploma or equivalent
• Experience in real estate sales, leasing, property management, or a related field preferred
• Strong communication, negotiation, and relationship-building skills
• Self-motivated with the ability to manage multiple priorities independently
• Highly organized with strong attention to detail
• Valid driver’s license and willingness to travel locally for showings and property visits
• Familiarity with the North Shore market is a plus

Skills

• Excellent communication and interpersonal skills
• Ability to build and maintain strong relationships with clients and colleagues
• Proficiency in Microsoft Office Suite
• Knowledge of Massachusetts real estate laws and regulations

Benefits

• Life insurance
• Retirement benefits
• Short-term disability insurance
• Long-term disability insurance

Schedule

A flexible schedule with a combination of office work, property showings, and client meetings. Availability for some evenings and weekends based on client and showing needs.