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Private Estate Caretaker Services












Our Services
Personalized
Caretaking Designed to Your Needs
You’ll enjoy meticulous care for your property from your dedicated caretaker team, with a bespoke service tailored to your unique preferences and priorities. From routine maintenance to special requests, we customize every aspect of our caretaking to ensure your home is maintained exactly the way you want it.
Professional
FREE Consultation
Professional Caretaking Services
Experience the peace of mind that comes with a fully licensed and insured staff. Our rigorous hiring standards and ongoing training programs ensure that your home is cared for by the industry's most trusted professionals. Every member of our team is committed to delivering attentive service with the utmost discretion and respect for your personal space.
Seamless
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Seamless Property Management
Unburden yourself, while resting assured that your estate is fully cared for, from the smallest details to the most unanticipated emergencies. Our team manages everything — from routine maintenance like lawn care and pool upkeep, to handling unexpected issues such as storm damage and security concerns. Every aspect of your property’s care is handled seamlessly, so you can relax with complete peace of mind without having to coordinate a thing.
The Smart Solution for Estate Property Management
Membership in the program delivers a private caretaker experience, but without the cost and hassles associated with hiring your own employee.
- Your dedicated caretaker
- A customized property management care plan
- 4 hours/month of on-site caretaker services
- 24/7 support from your team
- Vendor management with no markup fees
- $400/month membership fee
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Fulltime employed caretaker | Concierge/property manager | Handyman | |
---|---|---|---|---|
Dedicated person who cares for your property based on your preferences | + | + | + | ? |
Manages your vendors | + | + | + | ? |
Licensed and insured home services expert | + | ? | ? | ? |
Pro-active, execute a customized care plan | + | ? | Not HIC Licensed | ? |
Supported by a team and a company | + | ? | ? | ? |
Pricing | $400/month Transparent pricing |
Typical cost over $110,000 plus cost of third party vendors | Typical markup 15–20% on third party vendors | Typical markup 15–20% on third party vendors |
Frequently Asked Questions
What is the HomeSquare Private Estate Caretaker program?
The Private Estate Caretaker program is a property care service for homeowners in Fairfield and Westchester Counties that provides personalized, detailed maintenance and oversight of your estate.
What services are included in the Private Estate Caretaker program?
You get:
- A dedicated caretaker
- Customized property care plan
- 4 hours of on-site caretaker services per month
- 24/7 support from your team
- Vendor management with no markup fees
How much does it cost?
The Private Estate Caretaker program is $400 per month.
How is this different from hiring my own private caretaker?
HomeSquare gives you all the benefits of a private caretaker without the employment, payroll, insurance and HR headaches. Plus you get a licensed, insured and highly trained team.
Is HomeSquare licensed and insured?
Yes! HomeSquare has a fully licensed and insured staff. Their rigorous hiring and training process ensures your property is cared for by professionals.
What if there’s an emergency at my property?
HomeSquare has 24/7 support so their team is ready to respond to any unexpected emergencies quickly and efficiently.
Does HomeSquare manage vendors for property maintenance and repairs?
Yes. HomeSquare coordinates with trusted vendors and manages projects on your behalf – no markup fees.
Can the service be customized to my property needs?
Absolutely! Every care plan is tailored to your property’s unique needs and your personal preferences.
What do customers say about HomeSquare?
HomeSquare is praised for their professionalism, reliability and service quality. Clients rave about the team’s communication, workmanship and peace of mind.
We'll let our customers do the talking
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The HomeSquarePro Private Estate Caretaker Experience
HomeSquarePro is the trusted choice for homeowners seeking professional caretaker and property management services in Fairfield, Westchester, and Putnam Counties. Our private estate services are designed for homeowners who value attention to detail, and seamless oversight of their property.
As your dedicated caretaker, we take care of every detail. We conduct routine property inspections, coordinate maintenance, and manage trusted vendors on your behalf. Our experienced team also prepares your home before your arrival, ensures it is secure when you’re away, and responds quickly to any issues that arise. You can count on proactive service, clear communication, and the highest level of care for your estate.
Homeowners throughout the region choose HomeSquarePro because we offer more than just caretaking—we deliver full-service property management. With our team in place, you can relax knowing your estate is in trusted hands, maintained to the highest standard year-round.
Resources

As a HomeSquare Client, your part of a family. A family of experts who are here to help you with any home or commercial project, no matter the size or complexity. Our experts are here to care for your home like it was theirs – so before you start your next project, call us first. We are here to help.