Estate Supervisor / Head Caretaker
📍 Location: Oxshott, Surrey
💷 Salary: Circa £45,000
🕒 Hours: Monday to Friday, (30Hr Week average)
🚗 Own vehicle required

Are you an experienced facilities or site professional with strong handyman skills and a proactive approach to estate upkeep?
We are recruiting on behalf of a prestigious private estate in Oxshott for a hands-on Estate Supervisor / Head Caretaker to oversee maintenance, contractor activity, and resident liaison across two high-end residential estates (one primary, one smaller).

🔧 Key Responsibilities:

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Conduct regular patrols and inspections of roads, verges, signage, and gates

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Carry out pre-condition surveys before building work begins on indivual properties, documenting the condition of estate roads/verges before site work begins and ensuring contractors make good any damage caused.

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Monitor compliance with estate by-laws (e.g., vehicle limits, working hours)

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Liaise with site agents and contractors to ensure rules are followed and damages are repaired

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Oversee external contractors (e.g., landscapers, gate engineers, sweepers, etc.)

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Maintain and clean communal features including gates (washing and occasional painting), street signage, and verges

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Remove fly-tipped items, storm debris, and fallen branches (or liaise with tree surgeons if necessary)

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Review and report CCTV footage to the Estate Manager to identify any breaches

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Act as a point of contact for residents regarding estate issues and incidents

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Submit weekly updates and photographic reports to the Managing Agents

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Ensure unauthorised visitors or vehicles are monitored and addressed

👷 Ideal Candidate:

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Strong facilities or estate/ site management background

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Comfortable managing contractors and resolving issues independently

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Strong hands-on maintenance and handyman skills

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Organised, observant, and proactive with good attention to detail

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IT literate - able to email updates and photographic reports

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Strong communicator who can liaise effectively with both residents and contractors

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Able to cover occasional weekend incidents remotely if required

* Candidate must have their own vehicle to travel between areas and transport tools or handle tasks like fly-tipping removal.

⚙️ Additional Info:

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Role spans two neighbouring estates; the secondary site requires similar duties but is smaller in scope

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Estate guidelines are strict and must be consistently enforced to preserve resident quiet enjoyment

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This is a highly valued position offering long-term stability for the right person

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Self-employed welcome