Free Rental Analysis
Call us today!

Enter your rental property address below to get your free rental analysis.

Winter Garden Property Management

Let us manage your Winter Garden rental property

Custom dividing line

Legends Realty offers all-inclusive Winter Garden property management services. Our team of professional, licensed consultants help you throughout the entire process. When providing you with Winter Garden property management, we strive to give you a first-class experience.

Why Choose Us?


Legends Realty has assembled the most talented team of residential property managers in Central Florida. All of our Property Manager stake part in annual continuing education, as well as quarterly legal forums. Our experience and knowledge in managing Single Family Homes, Townhouses, and Condos means savings for you.

Leasing Consultants

Because we average hundreds of prospective renter calls each week to our office, we dispatch our leasing consultants who show rental homes 7 days a week. Our leasing consultants are specially trained in the art of assisting prospective renters and leasing properties. This increase in showing efficiency, coupled with specialized training means results for our property owners, not to mention a tremendous benefit in time and savings to our qualified renters seeking quality homes.

Video Taped Property Reviews

If you believe that a picture is worth a thousand words, then Video Taped Property Reviews are just one more reason why you should Legends Realty as the property manager of your single-family home, condo, or town home. Since we began adding videotape to our Property Reviews, there hasn't been any question as to "What the property looked like prior to move in". This provides peace of mind property management for property owners who want to protect their property AND their residents who want to ensure the return of their security deposit.

We show rental properties 7 days a week

Legends Realty is open for your convenience 7 days a week (excluding national holidays). We realize that often times renters seeking quality rental homes must have after hour or weekend appointments. We show property 7 days a week from 7:00am – 7:00pm. We also realize that the management of rental properties doesn't stop on Friday's at 5:00PM. We have property managers on call 24 hours a day to handle emergency situations for our customers.

SuperiorTenant Screening

In selecting the right residents for your rental property, we believe that an ounce of prevention is worth 10,000 pounds of cure. We want to ensure that our property owners get the caliber of renters they deserve. That's why we utilize a 5-step screening process on each and every adult rental applicant. We pull a national credit report on each and every adult rental applicant. We do an "Eviction Search" throughout the state of Florida to ensure that our applicant hasn't been evicted in the preceding 7 years.

  • We do a verification of former landlord references.
  • We do a verification of the applicant's employment or income.
  • We do an all states and interpol "Criminal Background Check" on all adult applicants.

Because of our Superior Tenant ScreeningProcess, most "rent-jumping" tenants (the ones who don't pay rent, damage properties and move out in the middle of the night) prefer to apply directly to property owners, who may not know until it's too late. We hope this hasn't happened to you. Throw your aspirin away and call Legends Realty today!

Computerized Accounting

At Legends Realty, we use the top property management software in the industry. In most cases, we process rents the same day we collect them. Our property owners receive a detailed monthly statement each month showing all rental incomes and disbursements. We also provide our property owners with a year-end summary statement at the end of each year, to give to their tax accountant. We make property management easy for our customers.

Guaranteed Tenants!

We are so careful as to whom we rent to, that we provide our property owners with the following guarantee. Any tenant placed by our firm who breaks their lease for any reason, during the first 6 months, we will waive our customary leasing fee and re-rent your property to new residents FOR FREE!


The Most Qualified Managers

To provide the best available service to our clients as well as maintain our unsurpassed reputation within the residential property management profession, the owners of Legends Realty continually offer the best property management services in Winter Garden.


We believe that the key to our success is in the personal relationships. Working for owners of rental homes and with their tenants requires open communication. At Legends Realty we believe that communication is key to the success of any organization.

No Surcharge to Property Owners for Minor Maintenance

At Legends Realty, we assist our property owners and tenants by having independent qualified maintenance technicians make any necessary maintenance and repairs. To avoid a conflict of interest with our property owners, we do not assess a surcharge to our property owners on any maintenance or repair items. We believe in passing these savings along to our customers.

Relax & Deduct our fees from Your Taxes!

The choice is simple: You can relax and go on vacation because you have hired us to manage your rental property. Remember, the cost of our services is tax deductible.

Referrals: We frequently receive referrals from current and past customers, tenants, and Realtors.

Should you have additional questions, please call us at Legends Realty. We’re a top choice for property management in Winter Garden.

Please check out what our clients our saying about Legends Realty

Inquire about Our Services

What Will My Property Rent For?

Property Owners - Please complete the above form for a Free Rental Analysis of your home. Our office will forward to you all the necessary documents for your review, will prepare a rental range and one of our Business Developers will contact you for an appointment to view your property. We specialize in the areas of Seminole, Orange and West Volusia counties of Central Florida.

CENTRAL FLORIDA PROPERTY MANAGEMENT in Lake Mary, Deltona, DeBary, Casselberry, Orlando, Longwood, Winter Springs, Oviedo, Sanford, Maitland, Altamonte Springs, Winter Park, Heathrow, Winter Garden, Windermere, Lake Nona, Orange City, Deland, and Apopka, Florida.

For our procedures and more information, visit our FREE Rental Analysis Blog.


Please take a moment to see what others
are saying about Legends Realty.

Winter Garden Area Information

Winter Garden's proximity to Orlando and the theme parks has made it an ideal spot for growth. Winter Garden has grown into the commercial and cultural capital of West Orange County with regional amenities such as the Garden Theatre, several Museums, a new Art Center and the Downtown Pavilion, which is home to the Winter Garden Farmers Market. Winter Garden has one of the top regional Farmers Markets in Central Florida that is held every Saturday morning.

Winter Garden has become a desirable place to live and a local gathering place for residents within Central Florida offering a diversity of housing options. Winter Garden is known for its warm charm, great schools, one of the lowest millage rates in Orange County, while enjoying a superior quality of life. Winter Garden has a thriving business community comprised mostly of small businesses, a historic downtown, one of Central Florida's premiere shopping centers, Winter Garden Village at Fowlers Grove. Source

Areas We Serve