Skip to main content
cupertino-property-management

Welcome to Legacy Property Management – Your Cupertino Property Management Partner

Legacy Property Management specializes in premier property management and real estate services for residential, commercial, and community properties in and around Cupertino. Founded in 2012 with a vision to provide personalized service, operational transparency, and solutions that go over and above what each client needs. Whether you manage a single-family home, an HOA, or a commercial property, we can protect and boost your property value by offering our years of experience.

We know property management requires local expertise, time, and knowledge in the industry; therefore, we offer customized management services to fit your needs for maintaining your property, keeping it compliant with all local regulations, and running smoothly. Whether you're a homeowner, a commercial property owner, or part of a homeowners association, count on us to provide seamless, hands-on property management that reduces your stress and raises profitability.

Why Choose Legacy Property Management?

Your Reliable Property Manager for Cupertino

  • Over a Decade of Service: Proudly serving the communities of Cupertino and the South Bay since 2012.
  • Full-Service Property Management: From residential and HOA management to commercial property services, we handle it all.
  • Transparent Financial Reporting: We provide comprehensive, timely financial reporting with industry-leading software for Balance Sheets, Income Statements, and real-time Expense tracking.
  • Cost-Effective Solutions: Because of our low overhead, we can pass the savings on to you and still provide professional services without the high price tag.
  • Local Knowledge & Vendor Relationships: Our relationships with local vendors ensure you receive the best services at the best possible prices for your property.
cupertino-house

Property Management Services in Cupertino

We provide personalized property management services to meet your specific needs. Whether you need tenant management, financial management, or property maintenance, we are ready to assist you in every way possible.

Residential Property Management

Our Residential Property Management Services minimize stress for homeowners by ensuring properties are well-maintained, tenants are satisfied, and rental income remains consistent.

Maintenance Coordination

We arrange for repairs and maintenance through a network of trusted contractors to ensure timely service with high-quality results.

Tenant Screening and Leasing

We screen tenants to ensure reliability and long-term stability. We also assist with all leasing paperwork and agreements to make the process seamless.

Rent Collection & Detailed Financial Reporting

Our team manages rent collection and provides detailed financial reports, giving you a clear view of how your property performs.

Lease Renewal and Vacancy Management

We manage lease renewals and market vacant properties to minimize downtime and increase profitability.

Property Inspections

Regular inspections identify issues early, helping your property stay compliant with local requirements and maintain its condition.

Commercial Property Management

Our commercial property management service is tailored to the needs of business owners and investors with office, retail, or industrial properties in Cupertino.

Leasing & Marketing

We create targeted marketing campaigns to locate quality tenants and maintain high occupancy rates.

Property Maintenance

We arrange regular maintenance, including cleaning, landscaping, and repairs, to keep your property attractive and functional.

Lease Negotiation & Renewals

We handle all lease negotiations and renewals, ensuring favorable terms for property owners.

Financial Management

From budgeting to expense tracking, we provide comprehensive financial reports to ensure maximum profitability.

Vendor Management

We manage vendor contracts for ongoing services, ensuring cost-effective and reliable solutions for your property.

Compliance & Inspections

We conduct regular inspections to ensure your property complies with safety codes and local regulations.

HOA Management Services

Our HOA management services lighten the load on volunteer board members and create a positive living environment for residents. We handle everything from financial management to administrative duties, ensuring smooth and efficient operations for your HOA.

Financial Management

We handle all aspects of HOA finances, including budgeting, expense tracking, and providing transparent monthly financial reports.

Covenant & Rule Enforcement

We take the burden off HOA boards by enforcing community rules and covenants while maintaining fairness and compliance throughout the neighborhood.

Administrative Management

We manage administrative tasks such as homeowner communications, clubhouse reservations, and common area maintenance.

Board Training & Support

We provide ongoing training and support to empower HOA board members to make informed decisions.

Community Amenities Management

We oversee the upkeep of shared amenities, including pools, clubhouses, and landscaping, ensuring they are maintained to community standards.

Local Expertise in Cupertino with Legacy Property Management

As a Cupertino-based company, we understand the local market, laws, and community dynamics. Our knowledge allows us to offer effective and efficient property management services tailored specifically for the Cupertino area, giving you peace of mind that your property is well cared for.

Local Attractions Near Your Property

The vibrant Cupertino community offers attractions that enhance property values. We strive to maximize your property's appeal by leveraging these local assets.

  • Rancho San Antonio Preserve: With its beautiful trails and sweeping views of the Santa Cruz Mountains, this preserve is a haven for nature lovers and outdoor enthusiasts. The area is popular for hiking, biking, and wildlife watching, offering a peaceful escape from the busy Silicon Valley lifestyle.
  • De Anza College: As a renowned community college, De Anza plays a central role in Cupertino's educational and cultural scene. The college is known for its robust academic programs, frequent performances, and the Fujitsu Planetarium, one of the largest school planetariums in the country.
  • Cupertino Memorial Park: Known for its lush green spaces and hosting various community events, Cupertino Memorial Park is a popular gathering spot for residents. The park offers playgrounds, picnic areas, and sports facilities, making it an ideal location for families. Properties in the surrounding areas are always in demand, especially for those seeking a community-focused, family-friendly environment.
cupertino-family

Cupertino Homeowner Real Estate Services

In addition to property management, we offer full-service real estate services to help you buy, sell, or lease properties in Cupertino. From first-time buyers to seasoned investors, we guide you every step of the way.

Residential Property Sales

We help you buy or sell your home with expert knowledge of the local market and skilled negotiation.

Commercial Leasing

We assist businesses in finding the perfect commercial space in Cupertino’s competitive real estate market.

Investment Consulting

Our personalized investment strategies help you maximize returns and grow your real estate portfolio.

Real Estate Marketing

With professional photography, virtual tours, and targeted marketing, we ensure your property gets the attention it deserves.
free rental analysis

Free Rental Analysis

Unlock the full potential of your property with our Free Rental Analysis! Discover how much rent you can earn in today’s market with a detailed evaluation tailored to your home.

Our experts analyze local trends, property features, and market demand to provide accurate insights, helping you maximize your rental income. Get started now to take the guesswork out of renting and make informed decisions with confidence.

Our Clients Love Us

What People Say

Catherine
When integrity means everything, Legacy Property Management of Silicon Valley is the company to trust. I have worked with Derrick for more than 20 years because I respect his professionalism, attitude and caring nature. He always puts the client first and understands market values in an ever changing environment.
Catherine W.
Dayna
Derrick and Legacy are a GODSEND to our HOA! He was incredibly instrumental in helping us get our HOA up to date, and immediately out of the hands of our (then) horrible HOA that we had tried out for a year. Derrick's knowledge, resources, and organization, helped us get back on track and have our process operate more efficiently. We are immensely grateful for having been connected with Legacy and look forward to a smooth and successful partnership moving forward.
Dayna W.
Devin
My experience with Legacy has been exceptional. Whether it's handling tenant inquiries, maintenance issues, or financial reporting, everything has been managed perfectly. And Derrick's ability to attract and retain good tenants has been remarkable. He has a thorough screening process that ensures tenants are responsible, and respectful of our property.
Devin I.
Samita
We have had quite a good experience with Legacy property management. Derrick and team take good care of our home in The bayarea and Jeannie is an wonderful property manager along with Chris. Jeannie was able to help us find the right renters for our property in last two years. They promptly address any issues with rental property and notify us. Legacy provides us a peace of mind and I highly recommend them.
Samita R.
Afsaneh
Legacy property management has provided excellent service for our 2 rental properties. We have worked with them since 2016. Derrick & his team always go beyond our expectations in providing outstanding service. Derrick is very trustworthy & easy to work with. They take care of everything including tenant screening and repairs. We just sit back and he & his team take care of all the tasks. I always consult with Derrick on the decisions I want to make regarding our rental properties. Thank you for giving us peace of mind with your outstanding service.
Afsaneh K.
Mitchell
Derrick of Legacy Property Management of Silicon Valley is by far the very best Property Manager I have ever used. Derrick and his staff are self-motivated, ethical, highly competent, deliver quality services ahead of schedule, and communicate perfectly. I highly recommend, without reservation, that anyone wanting superior Real Estate Management Services to use Legacy for all of their Real Estate management needs/projects. 5 STARS!!!! Derrick is Awesome!!!!
Mitchell D.
Nisha
The Legacy Property management team is amazing. Derrick is very professional communicates clearly and is very easy to work with him. We have been with LPG for roughly about five years now. They take care of everything, especially for a landlord; they make it easy, providing a lot of peace of mind. I highly recommend them.
Nisha D.
Stephanie
Legacy Property Management of Silicon Valley has managed my property for over 10 years. Derrick and his team are phenomenal and don't miss a beat. They handle everything on my behalf and make sure everything is taken care of. If you are looking for a"set it and forget" type of property management group, you definitely want to partner with Legacy Property Management.
Stephanie D.
Jennifer
Derrick and Legacy Property Management are real professionals-- they really know their stuff and are very responsive to inquiries and concerns. Derrick walked me through an eviction and his thorough knowledge of the process was very apparent. I would not hesitate to entrust them with my properties and recommend their services to all.
Jennifer C.
Priscilla
Legacy property management has been very proactive and responsive to our request. They are timely in making sure that any requests are being handled in a timely manner. They are very patient in responding to our questions and provide resaonable solutions as required.
Priscilla L.
Kathie
We are very lucky to find Derrick to help us purchase a house in Sunnyvale, the experience is very pleasant. Derrick is always available and communicated how each part of the whole home purchasing process would move forward. His expertise and professionalism helped us tremendously in making the right decision. Even after our home buying, he is still very patient in answering my questions with in-depth explanations, continue guide us in the real-estate investment path. I highly recommend Derrick and his team to anyone looking for top-notch real estate services!”
Kathie Y.
Expert Property Management Services
AREAS SERVED

Communities We Serve

At Legacy Property Management, we offer expert property management, association management, and real estate services, ensuring seamless operations, community engagement, and successful transactions for our clients.
Legacy PM
At Legacy Property Management, we treat your property like our own. Our Silicon Valley and San Jose team ensures your investment is well-maintained, protected, and optimized.

Trust us to deliver the care and attention your property deserves.
Contact Us
San Jose Office
  • (408) 767-7773
  • 1046 W Taylor St # 200
    San Jose, CA 95126
  • Mon-Fri: 9 AM - 5 PM
    Sat-Sun: 10 AM - 2 PM
Mountain View Office
  • (650) 241-3888
  • 1901 Old Middlefield Way #10
    Mountain View, CA 94043
  • Mon-Fri: 9 AM - 5 PM
    Sat-Sun: 10 AM - 2 PM
© 2026 DRE License: Legacy Living Inc. License #02129865 |
Agent Login
Fill In The Form To Get a FREE Rental Analysis