Land Acquisition Executive

Base Pay Range

$/yr - $/yr

Chesapeake Homes is seeking a seasoned Land Acquisition Executive to lead land sourcing, underwriting, negotiation, and acquisition activities across the Mid‑Atlantic region. This role is responsible for identifying and securing high‑quality land opportunities that align with Chesapeake Homes’ long‑term growth strategy, product mix, and market positioning.

The ideal candidate brings deep regional market knowledge, strong broker and landowner relationships, and a proven track record of closing profitable, entitled, or entitle‑able residential land deals. While the role covers multiple Mid‑Atlantic markets, residency in or near Virginia Beach is strongly preferred.

• Land Sourcing & Strategy
• Identify, evaluate, and pursue land acquisition opportunities across the Mid‑Atlantic region
• Develop and execute a regional land acquisition strategy aligned with company growth goals
• Maintain strong relationships with landowners, brokers, developers, municipalities, and consultants
• Monitor competitive activity, market trends, zoning changes, and entitlement pipelines
• Financial Analysis & Underwriting
• Prepare and review detailed financial pro formas, feasibility analyses, and risk assessments
• Evaluate deal structures including outright purchases, options, joint ventures, takedowns, and phased acquisitions
• Ensure land deals meet or exceed return thresholds and strategic objectives
• Collaborate with finance and executive leadership on capital deployment decisions
• Negotiation & Deal Execution
• Lead negotiations for purchase agreements, option contracts, and amendments
• Coordinate due diligence activities including environmental, geotechnical, title, zoning, and utility reviews
• Oversee entitlement and approval processes where applicable
• Manage contracts through closing in partnership with legal, finance, and development teams
• Cross‑Functional Collaboration
• Work closely with construction, development, architecture, and sales teams to ensure land suitability
• Provide input on product positioning, lot yield optimization, and community design
• Present acquisition opportunities to executive leadership and investment committees
• Maintain a strong, forward‑looking land pipeline to support ongoing and future community needs
• Track deal status, timelines, and risk exposure
• Support long‑term land planning and inventory management across markets
• Other duties as assigned

• 5‑8+ years of land acquisition experience with a residential home builder, developer, or investment group strongly preferred.
• Strong knowledge of Mid‑Atlantic markets, zoning processes, and entitlement environments
• Demonstrated success closing land deals of varying size and complexity
• Advanced financial modeling and underwriting skills
• Exceptional negotiation, relationship‑building, and communication abilities
• Ability to operate autonomously while collaborating effectively with executive leadership
• Willingness to travel regionally as needed
• Existing broker and landowner relationships in Virginia, North Carolina, and surrounding Mid‑Atlantic markets
• Experience working with both finished lots and raw land
• Strategic mindset with a hands‑on, deal‑driven approach
• Strong judgment, integrity, and long‑term partnership orientation

• Monday‑Friday, standard daytime hours; 8:30 am – 5 pm – additional hours as needed

• $170,000–$230,000 annually
• Medical
• Vision
• 401(k) with contribution
• Vacation time
• Sick time

• Office‑based environment with a business casual dress code. Standard office equipment, such as computers, phones, photocopiers, and filing cabinets, are used in this role.

• Ability to sit and stand for extended periods
• Manual dexterity to operate a computer and other office equipment
• Ability to lift and carry up to 15 pounds
• Vision and hearing acuity to perform job duties effectively
• Maintain a valid Driver’s License

To apply, please submit your resume and cover letter highlighting your relevant experience and qualifications. If you have any questions, please contact us at  We look forward to reviewing your application and potentially welcoming you to our team.

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Chesapeake Homes is an Equal Opportunity Employer.

We do not discriminate based on race, traits historically associated with race, hair texture and protective hairstyles, color, national origin, ancestry, creed, religion, physical and mental disability, genetic information, marital status, sex gender, gender identity, or expression, pregnancy, sexual orientation age, military or veteran status, or any other basis protected by applicable law.