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Household Manager / Family Chief of Staff

Winter Springs, FL · On-site

$20 - $25/hr

We are seeking an exceptionally organized, proactive, detail-oriented professional to oversee the daily operations of a busy entrepreneurial family household and multiple residential properties. This ...

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Property & Schedule Coordinator - Private Estate Portfolio

Winter Springs, FL · On-site

$720 - $880/wk

Property & Schedule Coordinator - Private Estate Portfolio Transform your organizational talents into a rewarding career overseeing a boutique portfolio of six beautiful residences in Winter Springs.

Simple

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Household Manager / Family Chief of Staff

Winter Springs, FL · On-site

$20 - $25/hr

We are seeking an exceptionally organized, proactive, detail-oriented professional to oversee the daily operations of a busy entrepreneurial family household and multiple residential properties. This ...

Simple

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Finish Carpenter / Skilled Handyman

Winter Springs, FL · On-site

$18 - $25/hr

Position Summary We are seeking a versatile, detail-oriented Finish Carpenter / Skilled Handyman who combines true craftsmanship with broad general repair ability. The ideal candidate takes pride in ...

Simple

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Finish Carpenter / Skilled Handyman

Winter Springs, FL · On-site

$18 - $25/hr

Position Summary We are seeking a versatile, detail-oriented Finish Carpenter / Skilled Handyman who combines true craftsmanship with broad general repair ability. The ideal candidate takes pride in ...

Simple

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Finish Carpenter / Skilled Handyman

Winter Springs, FL · On-site

$18 - $25/hr

Position Summary We are seeking a versatile, detail-oriented Finish Carpenter / Skilled Handyman who combines true craftsmanship with broad general repair ability. The ideal candidate takes pride in ...

Simple

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Full-time Housekeeper 40 hours @ $17/hr

Winter Springs, FL · On-site

$17 - $20/hr

Job Type: Full-time Pay: From $17.00 per hour Love cleaning? Property management company hiring one person to join our housekeeping staff. Duties will include: * Typical housekeeping functions ...

Simple

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Finish Carpenter / Skilled Handyman

Winter Springs, FL · On-site

$18 - $25/hr

Position Summary We are seeking a versatile, detail-oriented Finish Carpenter / Skilled Handyman who combines true craftsmanship with broad general repair ability. The ideal candidate takes pride in ...

Simple

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Full-time Housekeeper 40 hours @ $17/hr

Winter Springs, FL · On-site

$17 - $20/hr

Job Type: Full-time Pay: From $17.00 per hour Love cleaning? Property management company hiring one person to join our housekeeping staff. Duties will include: * Typical housekeeping functions ...

Simple

Be Seen First

Property & Schedule Coordinator - Private Estate Portfolio

Winter Springs, FL · On-site

$720 - $880/wk

Property & Schedule Coordinator - Private Estate Portfolio Transform your organizational talents into a rewarding career overseeing a boutique portfolio of six beautiful residences in Winter Springs.

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Infographic showing various job openings at Simple in the United States as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Physical job distribution.

Full-Time Landscaper / Grounds Technician

Simple

Winter Springs, FL • On-site

$17 - $25/hr

Full-time

Re-posted 16 days ago

Job description

We are seeking a reliable, hardworking Groundskeeper/Landscaper to maintain the appearance, health, and safety of our grounds and outdoor spaces. The ideal candidate takes pride in well-kept landscapes, works well independently, and handles the full range of seasonal grounds care — from routine mowing and planting to irrigation, cleanup, and minor outdoor repairs. This is a hands-on, outdoor role for someone who enjoys physical work and visible results.

Key Responsibilities

Lawn & Landscape Care

  • Mow, edge, trim, and maintain lawns and turf areas
  • Prune, trim, and shape shrubs, hedges, and trees within reach
  • Plant and maintain flower beds, gardens, trees, and shrubs
  • Apply mulch, fertilizer, and soil treatments as needed
  • Weed, rake, and maintain beds, borders, and natural areas

Maintenance & Upkeep

  • Operate and maintain landscaping equipment (mowers, trimmers, blowers, edgers, etc.)
  • Inspect, adjust, and perform minor repairs on irrigation/sprinkler systems
  • Remove leaves, debris, and litter; keep walkways, drives, and entrances clean
  • Maintain hardscape areas (paths, patios, fences, retaining walls) and report larger repair needs
  • Handle seasonal tasks: leaf removal, storm cleanup, and seasonal plantings

General Duties

  • Monitor grounds for safety hazards, drainage issues, pests, or plant disease
  • Keep tools and equipment clean, sharp, and in good working order
  • Manage supplies and notify supervisor when materials need reordering
  • Follow safe handling procedures for equipment, chemicals, and fertilizers
  • Maintain a clean, organized storage and work area

Required Qualifications

  • Prior experience in grounds maintenance, landscaping, or a related field
  • Working knowledge of lawn care, plants, and basic horticulture
  • Ability to safely operate landscaping equipment and hand tools
  • Reliable, self-directed, and able to work with minimal supervision
  • Valid driver's license and reliable transportation
  • Ability to perform physical labor outdoors in all weather conditions
  • Ability to lift up to 50 lbs and to bend, kneel, and stand for extended periods

Preferred Qualifications

  • Experience with irrigation system maintenance and repair
  • Knowledge of fertilizer, herbicide, and pesticide application (and any required state applicator license)
  • Familiarity with regional plants, grasses, and seasonal care
  • Small-engine maintenance or basic equipment repair skills
  • Experience maintaining larger or multiple properties

Attributes for Success

  • Takes pride in a clean, healthy, well-maintained landscape
  • Dependable and consistent — shows up and gets the work done
  • Self-motivated and able to prioritize tasks without constant direction
  • Attentive to detail and proactive about spotting issues early