Find & Apply For Maintenance / Service Supervisor Jobs in East Hampton, New York

We are a premier, growing property management company overseeing a high-end portfolio of vacation rentals and long-term residential properties. We are seeking an experienced, proactive, and detail-oriented Property Maintenance Manager to lead all field operations, routine upkeep, value-added renovations, and vendor coordination across our portfolio. In this role, you will be the "boots on the ground" ensuring our properties are impeccably maintained, safe, fully functional, and guest-ready. You will split your time between hands-on troubleshooting/repairs and managing operations through our property management mobile platforms. Key Responsibilities Field Operations & Turnovers Conduct routine property inspections, preventive maintenance, and seasonal prep (HVAC filter changes, winterization, outdoor living areas, and safety systems). Oversee vacation rental turnover readiness—ensuring all systems (lighting, pools, appliances, plumbing, smart locks) are 100% operational prior to guest arrivals. Respond promptly to tenant repair requests and urgent guest-facing maintenance calls during business hours (with rotational on-call emergency availability). Work Order & Operations Management Manage, update, and close work orders digitally using our mobile field management software (logging photos, time, and material costs). Diagnose plumbing, electrical, carpentry, and appliance issues to perform immediate in-house repairs whenever feasible. Scope out larger maintenance and renovation projects, gather competitive bids, and oversee third-party vendors and general contractors to ensure quality work and timely completion. Inventory & Asset Tracking Maintain an accurate inventory of unit-specific maintenance assets (air filter sizes, paint codes, appliance serial numbers, spare hardware). Track material expenditures and submit clear records for monthly owner billing and financial reporting.

Qualifications & Requirements Experience:

3-5+ years of hands-on experience in residential property maintenance, facilities management, or general contracting.

Technical Skills:

Strong working knowledge of basic plumbing, low-voltage electrical, carpentry, drywall repair, hardware installation, and general trouble-shooting.

Tech-Savvy:

Comfortable using smartphone apps/tablets daily for work order management, team messaging, and uploading photos/invoices.

Hospitality Mindset:

Excellent communication skills, a professional appearance, and a calm, customer-first approach when interacting with vacation guests and long-term tenants.

License & Mobility:

Valid Driver's License, clean driving record, and a reliable personal work vehicle capable of carrying tools/supplies (mileage reimbursement provided).

Physical Capabilities:

Ability to lift up to 50 lbs, climb ladders, and work outdoors in varying seasonal weather conditions. Availability for after-hours emergencies. Must live in East Hampton (to be near the properties). What We Offer Competitive compensation based on experience After-hours on-call stipend.

Vehicle / Mileage

Reimbursement Paid Time Off (PTO) Company 401(k) plan (Employer contributes up to 3.5%).

Health Coverage:

Employer-sponsored health plan (Employer contributes $600/month for employee coverage). Performance/Annual Bonuses Opportunities for career growth as our portfolio expands

Pay:

$70,000.00 - $100,000.00 per year

Benefits:

401(k) matching Health insurance Paid time off

Location:

East Hampton, NY 11937 (Required)

Work Location:

In person