Why Choose a Rent Guarantee?
Vacancies = Lost Income
Every empty day costs you money and adds stress. We help eliminate downtime.
Guaranteed Leasing
While others hope to rent fast, we guarantee results with our proven system.
Cash Flow Protection
Our program secures steady rent payments so you enjoy peace of mind.
How Osprey’s Guaranteed Rent Program Works
Discover how our Guaranteed Rent Program takes the uncertainty out of renting. In just three simple steps, we handle everything—from analysis to marketing—so you secure a tenant fast or get paid directly by Osprey.
Property Assessment
Free rental analysis + rent-ready checklist
Aggressive Marketing
MLS, 40+ listing sites, and our renter database
Guaranteed Lease
If it’s not leased in 30 days, Osprey pays the rent to you

What Rent-Ready Means for Your Hampton Roads Rental Property
To lease quickly (and qualify for our guarantee), your property must be rent-ready.
Here’s what that includes:
- Property re-keyed
- Utilities on & all bulbs working
- Appliances & HVAC in good condition
- Professionally cleaned & carpets done
- Curb appeal refreshed
- Walls painted in neutral tones
- Safety & security features in place
Why Osprey is the Trusted Choice for Hampton Roads Property Owners
Veteran-Owned & Local Since 1999
Rooted in Hampton Roads, we combine local expertise with decades of trusted service.
“Nearly Unlimited” Marketing Budget
Our aggressive marketing strategy gets properties rented fast—average of 20 days on the market.
Departmentalized Expertise
Specialists handle leasing, owner services, and maintenance for efficient, professional management.
Nationally Recognized
Featured by The Wall Street Journal and Real Trends as a Top 200 Team, solidifying our proven track record.

What Others Say
The team at Osprey Property Management is amazing! Such a great company and a group of total professionals. Nicole K has always been a great resource; she is always very knowledgeable, responsive, and professional. I would highly recommend this team to anyone. Thank you, Nicole!
Angela B. manages my property, and does a phenomenal job. I live out of state, so making sure that I can trust my property manager to look after my home as if it were their own is of the utmost importance. If you are looking for peace of mind to manage your property, she is top notch!
Jade and the Osprey Property Management Team are amazing! They are great to work with, easy to get a hold of, and very knowledgeable! Jade is always available to answer any questions I have! They took the stress out of managing my rental! I would highly recommend it!
The team at Osprey property management, led by Ruth Ann, has provided expert service for our rental property for the past 5 years. From promptly finding quality renters, to coordinating repairs and routine maintenance, to providing the entire revenue and cost accounting service that is used to file tax returns, Osprey Property management is superb.
Guaranteed Rent Program FAQs
We’ll provide a detailed checklist and can connect you with trusted vendors to prepare your home.
Yes, as long as the property is rent-ready and meets our program criteria.
That’s covered by our thorough tenant screening and legal eviction process. We’ll handle it.
No. Our guarantee is included for all eligible Osprey clients.