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Jeannette DiLeo Real Estate Agent in Southwest Florida

Meet Jeannette DiLeo, a real estate agent serving buyers, sellers, investors, and business owners across Southwest Florida. With a background in education and experience in both residential and commercial real estate, Jeannette brings clear communication, thoughtful strategy, and a client-first approach to every transaction. Her goal is to help clients understand their options, make informed decisions, and move forward with a plan that reflects what matters most to them.

About Jeannette DiLeo

Real estate was part of Jeannette’s life long before it became her profession. Originally from New York City, she grew up in a family involved in different areas of real estate and property investment. After earning a master’s degree in teaching, Jeannette moved to Southwest Florida to be closer to her father and build a life and family of her own.

Her background in education continues to shape the way she works today. Teaching taught her how to listen carefully, explain complicated information clearly, and help people feel comfortable asking questions. Real estate gave her an opportunity to combine those skills with a lifelong familiarity with property, investment, and opportunity.

Today, Jeannette is a Southwest Florida real estate professional with Realty ONE Group MVP. With approximately five years of real estate experience, including about three years focused on commercial real estate, she works with residential homes, investment properties, commercial sales and leasing, land, multifamily properties, medical and professional offices, and industrial and flex spaces.

Local Southwest Florida Real Estate Knowledge

Southwest Florida is not one uniform real estate market. A home in Naples can come with very different considerations from a canal property in Cape Coral, a gated community in Estero, or a larger inland property. Location, property type, ownership costs, and long-term plans can all change how a buyer or seller should approach a decision.

As a local real estate agent in Southwest Florida, Jeannette helps clients look beyond the listing photos and asking price. That can mean comparing communities, evaluating property types, identifying questions about association rules or insurance, and coordinating with appropriate professionals when inspections, zoning, financing, or other specialized issues require closer review.

Her experience across residential, commercial, investment, and land transactions gives clients the broader perspective they often look for in a Southwest Florida real estate expert.

Why Work With Jeannette DiLeo?

Working with Jeannette begins with understanding the reason behind the transaction. One client may be searching for a family home, while another is preparing to sell, relocating to Florida, evaluating an investment, securing space for a business, or considering land for future use. Each situation deserves its own strategy.

Jeannette brings an educator’s clarity and an analytical approach to that process. She explains options in plain language, pays attention to details that could affect a decision, and keeps communication straightforward throughout the transaction.

When a question requires an inspector, lender, attorney, insurance professional, contractor, or another specialist, she helps keep the right conversations moving. Her role is not to pressure clients toward a decision simply to reach closing. It is to help them understand the property, the terms, the opportunities, and the potential challenges before they move forward.

That combination of preparation, responsiveness, and practical guidance defines Jeannette’s approach as a Southwest Florida real estate professional.

Jeannette DiLeo helping Southwest Florida real estate clients

Who Jeannette DiLeo Helps

Jeannette works with people whose real estate goals can look very different from one another. Her approach is shaped around the client, the property, and what needs to happen next.

Home Buyers

Whether you are buying your first home, relocating to Southwest Florida, searching for a second residence, or looking for an investment property, Jeannette helps you compare locations, property types, pricing, and transaction details before you commit. For a more detailed look at the process, explore Buy a Home in Southwest Florida.

Home Sellers

For sellers, the process starts with understanding the property, current competition, market positioning, and the outcome you want to achieve. Jeannette helps organize pricing, preparation, marketing, offer review, negotiations, and the steps leading to closing. Learn more in the Southwest Florida Home Selling Guide.

Investors and Commercial Clients

Jeannette also works with investment and commercial real estate, including land, multifamily properties, medical and professional offices, industrial and flex space, and commercial sales and leasing. She looks at more than the property itself, helping clients consider how a real estate decision fits their larger investment or business objective.

Areas Jeannette Serves

Jeannette serves clients across Southwest Florida, helping them navigate communities with different housing styles, ownership considerations, and real estate opportunities. Naples

Naples

Naples offers everything from established residential neighborhoods and condos to luxury properties, investment opportunities, and nearby estate-style living. Explore Naples Real Estate.

Bonita Springs

Bonita Springs combines residential communities, golf neighborhoods, condos, gated developments, and convenient access between Naples and Fort Myers. Explore Bonita Springs Real Estate.

Estero

Estero is known for master-planned and gated communities, newer housing, shopping, and convenient access to surrounding Southwest Florida destinations. Explore Estero Real Estate.

Fort Myers

Fort Myers offers established neighborhoods, condos, waterfront properties, investment opportunities, and commercial real estate across a diverse market. Explore Fort Myers Real Estate.

North Fort Myers

North Fort Myers offers a mix of residential neighborhoods, larger parcels, and waterfront possibilities north of the Caloosahatchee River. Explore North Fort Myers Real Estate.

Cape Coral

Cape Coral is widely recognized for its canal network and offers single-family homes, waterfront properties, land, multifamily opportunities, and commercial real estate. Explore Cape Coral Real Estate.

Lehigh Acres

Lehigh Acres is an inland market with single-family homes, land, and newer construction spread across a large residential area. Explore Lehigh Acres Real Estate.

More Than the Transaction

For Jeannette, real estate representation is about more than writing an offer or putting a property on the market. These decisions often connect to larger plans—where a family wants to build its future, how an investor wants to grow, or what a business needs from its next location.

That is why she takes time to understand the goal behind the transaction before developing a strategy. She keeps clients informed, follows up on important questions, coordinates with the professionals involved, and helps them stay focused on details that could influence their decision.

Her role combines advocacy, education, and practical guidance. In many ways, her approach is closer to that of a Southwest Florida real estate consultant than a traditional salesperson. The goal is not simply to complete a transaction, but to help clients reach closing feeling informed, supported, and confident about the choices they made.

Jeannette DiLeo in Southwest Florida

Outside Real Estate

Southwest Florida became home for Jeannette after she moved from New York City to be closer to her father and establish a life and family of her own. That personal connection to the area gives her work here meaning beyond the transaction itself.

Before entering real estate, Jeannette earned a master’s degree in teaching. The patience, communication skills, and ability to break complicated information into understandable steps continue to influence the way she works with people today.

Outside of business, Jeannette values genuine relationships and thoughtful conversations. Those values carry naturally into her professional life, where understanding what matters to the person behind the transaction is always an important part of the process.

What Clients Say About Jeannette

The best measure of a real estate relationship is how a client feels throughout the process. Genuine feedback can provide insight into Jeannette’s communication, responsiveness, preparation, and ability to guide people through important residential, investment, and commercial real estate decisions.
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Anthony Oliveira profile picture
Anthony Oliveira
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Jeannette is truly one of the best realtors I know! If you’re looking for a knowledgeable, trustworthy, and caring real estate agent, I couldn’t recommend her enough. She is extremely compassionate, professional, and genuinely goes above and beyond to look out for her clients throughout the entire buying and selling process. It’s extremely hard to find that level of personal service these days, and Jeannette is truly a breath of fresh air. She also handles all of our commercial real estate needs and commercial properties and has been absolutely amazing to work with. Whether you’re buying a home, selling a property, investing in real estate, or looking for help with commercial real estate, Jeannette is someone you can trust to have your best interests at heart. I highly recommend her to anyone looking for an experienced and dependable local realtor!
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Andrew Kontos profile picture
Andrew Kontos
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Jeannette is an exceptional realtor that you want by your side. Highly motivated, experienced and observant to detail, she was instrumental in securing the perfect office for our newest location. Thank you for everything!!
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Shenika Ingleton profile picture
Shenika Ingleton
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I had the pleasure of working with Jeanette. If I could give 10 stars I would. Her professionalism, client service, knowledge, and just the way she makes you feel is right at home. If you're looking for a realtor that would be in your corner... Look no more!! Jeanette is the real deal! Thanks again Jeanette for your dedication. FOREVER grateful!! Shenika
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Erin Depew profile picture
Erin Depew
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Jeanette was wonderful in assisting us in finding a commercial property, she was very knowledgeable, very helpful and very clear cut and direct. You’d do well to trust her to help you find what you need. She made sure to watch out for our best interests from beginning to end. Highly recommend her!
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Carly J Sanseverino profile picture
Carly J Sanseverino
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Jeannette went above and beyond to help me through one of the hardest challenges of my life, which resulted in a successful sale, all while I had already relocated out of town. I would recommend Jeannette to anyone in the SWFL area!
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John oliveira profile picture
John oliveira
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Jeannette is absolutely AMAZING! From start to finish she was incredible; Jeannette had a handle on every aspect on helping me purchase my commercial property and made sure I didn't make any mistakes along the way. She had every connection I needed to make closing happen extremely efficiently and on schedule. I highly recommend Jeannette for any of your real estate needs! Thanks for everything Jeannette! You are a rock star!
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Brandon Salyer
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Long story short. We lost Pops. Mom needed to sell her home and move north. I was given the job of selling the home. Before flying anywhere I asked locally (Kentucky) "Does anyone know a good realtor in the Ft Myers, Fl area?" As it turns out Jeannette Di Leo has fans. After using her services I understand why. Less than 3 weeks from listing to full ask offer, during a falling market. Di Leo knows her business! Do I really need to say more? I would definitely seek her out if I needed a realtor in her area again.
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ROLANDO DAVILA
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If there were 10 stars I would give her 10 stars.Jeannette is not just a simple real state agent. Is a real and exceptional person who will fight for your rights as a tenant until the end. Thank you very much for your efforts guidance support and professionalism. Recommend 100%!!! Thank you Jeannette!!!
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G B
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Jeannette did an amazing job to help me find both a commercial place for my business and new home. She worked nonstop and was on top of everything and made it al easy for me. She went out of her way and fought for me to get what i wanted. I highly recommend her.
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elizabeth kitson profile picture
elizabeth kitson
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It has been a pleasure working with Jeannette on our home sale from beginning to end. When we first inquired on her services, she asked for a few of our home specs and immediately began on her research. She was extremely communicative through the entire process and always gave us her best professional advice, while also keeping in mind what was best for us. (It's important to note, I do not say that often and have worked with other realtors multiple times in the past). Her advertisement of the home went above and beyond, as did she for the entirety of the process. I'd also like to give her a huge thank you, as she managed this home sale with professionalism and sincerity while we were personally going through a very difficult time.

About Working With Jeannette DiLeo

Have questions about working with Jeannette? These answers cover her experience, service areas, real estate services, and the types of clients she helps across Southwest Florida.

Is Jeannette DiLeo a real estate agent in Southwest Florida?
Yes. Jeannette is a real estate professional with Realty ONE Group MVP and works with clients across Naples, Bonita Springs, Estero, Fort Myers, North Fort Myers, Cape Coral, Lehigh Acres, and surrounding Southwest Florida communities.
Does Jeannette work with both residential and commercial real estate?
Yes. Her experience includes residential homes, investment properties, land, multifamily properties, commercial sales and leasing, medical and professional offices, and industrial and flex space.
How much real estate experience does Jeannette have?
Jeannette has approximately five years of real estate experience, including about three years focused on commercial real estate. Her earlier background in education also shapes the clear, informative way she communicates with clients.
Can Jeannette help buyers relocating to Southwest Florida?
Yes. Jeannette helps relocating buyers compare communities, property types, ownership considerations, and transaction details so they can make decisions with stronger local context.
What can clients expect when working with Jeannette?
Clients can expect responsive communication, straightforward guidance, careful attention to their goals, and a strategy designed around the needs of their specific transaction.
Who does Jeannette DiLeo work with?
Jeannette works with home buyers, sellers, investors, business owners, and clients exploring residential homes, land, multifamily properties, office space, industrial or flex properties, and other commercial opportunities.

Let’s Talk About Your Southwest Florida Real Estate Goals

Whether you are planning to buy, sell, invest, relocate, or explore a commercial real estate opportunity, the first step is understanding your goals. Jeannette can help you identify the questions that matter, understand your options, and build a practical plan for moving forward in Southwest Florida.
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