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Live In Property Manager Jobs in Winchester, MA (NOW HIRING)

Trinity Management Llc

Property Manager

Boston, MA · On-site

$90K - $95K/yr

In this role, you will serve as the primary point of contact for residents, vendors, and internal ... The ideal candidate brings hands-on property management experience, a strong understanding of ...

Trinity Management Llc

Property Manager

Boston, MA · On-site

$90K - $95K/yr

In this role, you will serve as the primary point of contact for residents, vendors, and internal ... The ideal candidate brings hands-on property management experience, a strong understanding of ...

Ocean Havens

Property Manager

East Boston, MA · On-site

This role requires strong attention to detail, initiative, and the ability to manage multiple priorities in a fast-paced environment. Key Responsibilities * Manage daily property operations and ...

Emerson College

Property Manager

Boston, MA · On-site

Manage commercial properties and tenants in the college's buildings, monitoring collections, lease renewals, rent increases, and determining each tenant's share of RET and CAM charges. Maintain a ...

Emerson College

Property Manager

Boston, MA · On-site

Manage commercial properties and tenants in the college's buildings, monitoring collections, lease renewals, rent increases, and determining each tenant's share of RET and CAM charges. Maintain a ...

Groma

Assistant Property Manager

Boston, MA · On-site

$20 - $27.50/hr

Facility Management * Support the Property Manager in overseeing day-to-day operations of our ... that live, work, and play in the communities we seek to serve. * We approach our work with ...

Groma

Assistant Property Manager

Boston, MA · On-site

$20 - $27.50/hr

Facility Management * Support the Property Manager in overseeing day-to-day operations of our ... that live, work, and play in the communities we seek to serve. * We approach our work with ...

Oxford Properties Group

Property Manager

Boston, MA · On-site

... live and work. Don't just work anywhere - come build tomorrow together with us. Know someone at ... In this role, you will maintain and improve the upkeep of the building by ensuring an efficient ...

Rafi Properties

Be Seen First

Assistant Property Manager

Boston, MA · On-site

$55K - $75K/yr

Property Manager and VP of Real Estate Role Summary Rafi Properties is seeking a full-time on-site ... While we believe in a flexible work schedule at Rafi. However, the expectation is that this role is ...

Boston Properties

Property Manager

Boston, MA · On-site

In collaboration with Senior Property Manager, build and lead a highly effective and efficient team. * Collaborate with internal departments and other external groups to produce desired results for ...

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All JobsLive In Property JobsLive In Property Manager JobsLive In Property Manager Jobs in Winchester, MA

Live In Property Manager information

See Winchester, MA salary details

$29.7K

$61.8K

$102.3K

How much do live in property manager jobs pay per year?

As of Aug 22, 2026, the average yearly pay for live in property manager in Winchester, MA is $61,838.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,600.00 and $72,100.00 per year, depending on experience, location, and employer.

What is a live in property manager?

A Live In Property Manager is a professional who resides on the property they manage, such as an apartment building, condominium, or residential complex. Their responsibilities typically include overseeing maintenance, handling tenant concerns, ensuring building security, collecting rent, and managing leases. Living on-site allows them to respond quickly to emergencies and maintain a hands-on approach to property operations. This role is crucial for maintaining the day-to-day functionality and safety of the property.

What are the key skills and qualifications needed to thrive as a live in property manager, and why are they important?

To thrive as a Live In Property Manager, you need knowledge of property maintenance, leasing procedures, and basic accounting, often supported by experience in real estate or facility management. Familiarity with property management software, maintenance tracking systems, and potentially a real estate license or certification is common. Excellent communication, problem-solving, and conflict resolution skills help build strong relationships with tenants and handle emergencies effectively. These skills ensure seamless property operations, tenant satisfaction, and the overall value and safety of the property.

What are some common challenges faced by live-in property managers, and how can they be addressed?

Live-in property managers often face the challenge of maintaining a healthy work-life balance since they reside at their workplace and may be called upon during emergencies outside of regular hours. Additionally, managing tenant relationships while upholding property rules can sometimes create difficult interpersonal situations. Establishing clear boundaries, setting regular office hours, and communicating expectations with residents can help address these challenges. It's also helpful to work closely with property owners and maintenance teams to delegate tasks and ensure support is available when needed.

What is the difference between Live In Property Manager vs On-Site Property Manager?

AspectLive In Property ManagerOn-Site Property Manager
Work EnvironmentResides on the property, providing immediate availabilityWorks on the property but does not necessarily live there
CredentialsTypically requires property management certification or experienceSimilar credentials, often with leasing or management licenses
ResponsibilitiesTenant relations, maintenance oversight, emergency responseLease management, rent collection, property inspections
Search & UsageOften compared for live-in roles, housing arrangementsMore general, for on-site management positions

The main difference between a Live In Property Manager and an On-Site Property Manager is the living arrangement. The Live In Property Manager resides on the property, enabling quick response to issues, while the On-Site Property Manager works on the property but does not live there. Both roles require similar credentials and responsibilities, but their work environments and availability differ.

What cities near Winchester, MA are hiring for Live In Property Manager jobs?

Cities near Winchester, MA with the most Live In Property Manager job openings:

Live In Property Manager jobs near you
Infographic showing various Live In Property Manager job openings in Winchester, MA as of August 2026, with employment types broken down into 85% Full Time, 12% Part Time, and 3% Contract. Highlights an 83% Physical, 2% Hybrid, and 15% Remote job distribution, with an average salary of $61,838 per year, or $29.7 per hour.

Live-In Property Operations Supervisor

Brigs LLC

Framingham, MA

$30 - $35/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 17 days ago

Job description

Description

The Live-In Property Operations Supervisor is responsible for the day-to-day operation, maintenance, appearance, and safety of a large condominium community. This is primarily a hands-on maintenance and facilities role, supported by administrative responsibilities related to inspections, vendor coordination, recordkeeping, and resident communication.

The successful candidate will be proactive, dependable, customer-focused, and take pride in maintaining a safe, attractive, and well-operated community.

Requirements

Property Operations & Maintenance (Approximately 75%)

Perform and oversee routine maintenance of the community's buildings, grounds, amenities, and common areas.

Conduct regular property inspections to identify maintenance, safety, and appearance concerns and address them promptly.

Perform general repairs involving plumbing, electrical, carpentry, painting, lighting, irrigation, concrete, and other building systems.

Coordinate and supervise seasonal operations, including snow and ice management, landscaping, irrigation, and pool operations.

Maintain community amenities, including the swimming pool, parking areas, sidewalks, recreational facilities, and other common elements.

Coordinate and oversee contractors and vendors, inspect completed work, and ensure quality and site expectations are met.

Respond to maintenance emergencies and after-hours property issues as required.

Assist with capital improvement projects and preventative maintenance programs.

Maintain tools, equipment, supplies, and maintenance inventory.


Administrative & Resident Support (Approximately 25%)

Coordinate maintenance requests and follow through to completion.

Maintain maintenance logs, inspection reports, pool records, and other required documentation.

Assist with vendor scheduling, purchasing, supply inventory, and operational reporting.

Communicate professionally with residents, management, contractors, and municipal officials.

Attend Board meetings as requested and provide operational updates.

Monitor community conditions and report compliance or safety concerns to management.


Qualifications

Five or more years of facilities, property maintenance, apartment, condominium, commercial building, or similar maintenance experience preferred.

Strong working knowledge of building systems, general repairs, landscaping, irrigation, snow operations, and property upkeep.

Experience supervising contractors and coordinating vendors.

Certified Pool Operator (CPO) certification, or willingness to obtain upon hire.

Valid driver's license with an acceptable driving record.

Comfortable using email, smartphones, and basic computer software.

Strong customer service, communication, organizational, and problem-solving skills.

Ability to work independently, prioritize responsibilities, and make sound decisions during emergencies.


Physical & Scheduling Requirements

Ability to work outdoors year-round in varying weather conditions and perform physically demanding maintenance work.

Ability to lift, push, and pull up to 75 pounds and safely operate power tools and maintenance equipment.

This live-in position generally follows a daytime schedule but requires flexibility for snowstorms, utility failures, resident emergencies, and other property-related needs outside normal business hours.


Compensation & Benefits

$30 - $35 per hour

Two-bedroom apartment provided

Medical, dental, and vision insurance

Retirement plan

Paid holidays

Flexible Spending Account (FSA)

Paid time off

Short-term disability



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