
The Best Real Estate Team in Kissimmee, FL
Jared Jones Team, brokered by eXp Realty. 20+ years in Central Florida, roughly 4,000 homes sold, and deep experience across Kissimmee, from affordable primary homes to vacation and short-term-rental properties minutes from Disney. The team relocating families, first-time buyers, and vacation-home investors trust to price sharp, negotiate hard, and close clean.
The Short Answer
The Jared Jones Team, brokered by eXp Realty, brings 20+ years of Central Florida experience and roughly 4,000 homes sold. The team helps Kissimmee buyers and sellers across Osceola County, from affordable primary homes downtown and in Poinciana to vacation and short-term-rental homes in resort communities like Reunion and Storey Lake, all minutes from Walt Disney World.
The Track Record
Numbers that hold up
Selling in Kissimmee
With inventory up and buyers holding leverage, pricing and presentation decide everything. Get a precise, data-backed valuation and marketing that reaches both primary-home buyers and the investors shopping this vacation-rental corridor.
Get Your Home ValueBuying in Kissimmee
From your first tour to closing day, work with a team that knows how homes price across downtown, Poinciana, and the resort communities, understands short-term-rental zoning, and helps you negotiate hard in a buyer-friendly market.
Start Your Home SearchWho the Jared Jones Team is built for
Kissimmee runs on two kinds of demand at once. A family buying an affordable first home, a household relocating for a theme-park or hospital job, and an investor buying a short-term-rental home near Disney are three very different transactions. The team is organized around exactly those buyers and sellers.
Relocation & out-of-state buyers
The strongest specialty. Many clients find Jared through the Orlando Living videos months before they call, then arrive already comparing Kissimmee with real context. For a family moving sight-unseen, that head start is the difference between a confident offer and an anxious one.
First-time & value buyers
Kissimmee is the most accessible price point among the major Orlando-area markets. Clear guidance through pre-approval, inspection, and negotiation, matching the right neighborhood, school zone, and commute to how you actually plan to live.
Vacation homes & short-term rentals
Kissimmee anchors one of the country's largest vacation-rental corridors, with resort communities like Reunion, Storey Lake, Windsor Hills, and Emerald Island. The team helps buyers navigate short-term-rental zoning, HOA rules, and the numbers behind an income property.
New construction & growing communities
Osceola County is building fast. Having your own agent at the builder's table, rather than relying on the builder's rep, protects your upgrades, your timeline, and your price.
The Community
Life in Kissimmee
Kissimmee is the seat of Osceola County, about 18 miles south of downtown Orlando and roughly 8 miles from Walt Disney World. It blends an affordable, diverse, family-friendly community with one of the country's busiest vacation-rental corridors, plus lakes, ranching heritage, and a lively entertainment scene along US-192.
Gateway to the parksAbout 8 miles to Walt Disney World, with Universal and Orlando International Airport a short drive up US-192 and I-4.
Vacation-home capitalOne of the country's largest short-term-rental corridors, with resort communities like Reunion, Storey Lake, Windsor Hills, and Emerald Island.
Lake Toho & the outdoorsLake Tohopekaliga is a world-renowned bass-fishing lake, with Kissimmee Lakefront Park, a marina, and airboat tours.
Downtown, Old Town & Sunset WalkHistoric Broadway downtown, the classic-car nights of Old Town, and the Margaritaville and Sunset Walk entertainment district.
Culture & heritageA vibrant, diverse community with deep Puerto Rican and Hispanic roots and a cattle-ranching history celebrated at the Silver Spurs Rodeo.
Schools & getting aroundServed by the Osceola County School District, with quick access to US-192, I-4, Florida's Turnpike, and the Osceola Parkway.
The Kissimmee market right now
Kissimmee (Osceola County) is the most affordable major Orlando-area market, and right now it leans in buyers' favor, with rising inventory, longer days on market, and more sellers cutting prices. That makes negotiation and pricing discipline more important than ever. Here is where it sits this month.
Kissimmee market snapshot
A quick read on the Kissimmee market as of August 2026.
Snapshot as of August 2026. Sources: Redfin (median ~$349K, ~$197/sq ft, ~58 days on market, mid-2026), Zillow Home Value Index (~$359K, off ~3.7% year over year, July 2026), and Houzeo / Broker One (~$360K median, roughly 2.6 months of supply, buyer-favorable, Aug 2026). Kissimmee is the most accessible price point among the major Orlando-area markets and blends primary-residence and vacation-rental demand. Figures move week to week. For a valuation on your specific home, contact the Jared Jones Team.
Reviews
Kissimmee Google Reviews
Posted on Google![]()
Stephanie STrustindex verifies that the original source of the review is Google.
The team possesses extensive knowledge of the Orlando real estate market, which proved invaluable in helping us select the ideal home. I highly recommend their services to anyone seeking professional assistance.Posted on Google![]()
Gurj DTrustindex verifies that the original source of the review is Google.
We had such a great experience working with Connor and would absolutely recommend him. As we were buying a house in Florida while still living in Utah, we relied on Connor for so much throughout the process. He was always incredibly responsive and went out of his way to make things easier for us. When we couldn’t view houses ourselves, he would visit them and send us detailed video walkthroughs, which was a huge help when trying to make decisions from another state. He handled communication with the agents, put together our offers, arranged the inspection and, once we had the inspection results, gave us great advice on how to negotiate so we could get the best possible deal. What really stood out was how willing he was to help with things that went beyond simply buying the house. Because we were in Utah, Connor offered to go back to the property whenever something needed checking, helped arrange appointments such as getting an electrician out, and even offered to continue checking on the house and things like the lawn for us after closing until we’re able to be there. Throughout the whole process Connor was friendly, attentive, patient and extremely easy to work with. Buying a house from across the country could have been incredibly stressful, but having someone local who was so responsive and willing to help made the whole experience much easier. Thank you for everything, Connor! We couldn’t be happier with our new home and really appreciate everything you did for us.Posted on Google![]()
Jonathan TTrustindex verifies that the original source of the review is Google.
Jared Jones went above and beyond in every aspect of our home-buying experience. From the very beginning to closing, Jared was there for us every step of the way. Buying a new home can be overwhelming, with countless details, questions, decisions, and unexpected bumps along the road, but Jared made the entire process feel manageable because we always knew he had our back. What really stood out to us was how involved and proactive he was. He didn't just show up for the big moments — he was there throughout the entire process, staying on top of details, answering our questions, advocating for us, and making sure we understood what was happening. Whenever something came up, Jared was quick to jump in and help find a solution. We genuinely felt like he was looking out for our best interests from start to finish. He was incredibly responsive, knowledgeable, patient, and professional, but what we appreciated most was that he truly cared. We never felt like we were just another transaction or another set of clients. Jared treated the purchase of our home as if it were his own, and that made a huge difference. We honestly cannot say enough good things about Jared. He exceeded our expectations in every way and made what could have been a stressful experience so much easier. If you're looking for a realtor who will truly go to bat for you, be there when you need him, and genuinely care about getting you into the right home, we couldn't recommend Jared more highly. Five stars doesn't really feel like enough. Thank you, Jared, for everything you did for us!Posted on Google![]()
Geoffrey ZTrustindex verifies that the original source of the review is Google.
Jared Jones is an absolute main stay in the Orlando Real Estate world. I've now had the pleasure of working with him in Orlando as well as Las Vegas years ago, and while he shifted coasts, his skills, care, and diligence in this business have remained sharp and calculated. Jared knows his stuff. I would question whether anyone knew Orland Real Estate better than Jared and his team. Whether I'm working with him directly, or one of his hand picked, expertly trained team members, I know I'm getting the same level of sill and dedication to meet our very demanding needs. Thank you Jared, and your team, for being our absolute Go-To in Orlando Real Estate!Posted on Google![]()
Steven MTrustindex verifies that the original source of the review is Google.
⭐⭐⭐⭐⭐ When we found out we were moving across the country to the Orlando area, we started watching Jared Jones’ Orlando housing market videos on YouTube. His videos provided a ton of great information about the different communities, neighborhoods, and the Orlando housing market and really helped us get familiar with the area before making the move. As good as Jared’s videos are, his team is even better in person! We had the pleasure of working with Leonard O’Connor, and he was awesome from the very beginning. Communication was excellent throughout the entire process. Leonard took the time to show us several existing homes and really helped us narrow down exactly what we were looking for. Once we zeroed in on the right property, Leonard was there every step of the way. He helped us through the negotiations and, because we were still living across the country, went above and beyond to help with measurements and other things we needed taken care of before we could arrive in Orlando. Having someone local we could trust made a huge difference and took a lot of stress out of buying a home from thousands of miles away. The entire process went incredibly smoothly, and closing was a breeze. We couldn’t be happier with our experience. If you’re moving to the Orlando area—especially if you’re relocating from out of state—I highly recommend Jared Jones, Leonard O’Connor, and the eXp Realty team. Great communication, great service, and people who genuinely work hard for their clients. Five stars all the way!Posted on Google![]()
Peter MTrustindex verifies that the original source of the review is Google.
Jared and his team helped me and my family in purchasing a home in Orlando and I would highly recommend them to anyone. They are extremely knowledgeable about the greater Orlando area which was important to me moving from New Jersey. They kept us informed every step of the way and did a phenomenal job when it came time to present an offer and close the deal. This team is top notch!Posted on Google![]()
Dyan DTrustindex verifies that the original source of the review is Google.
Leonard O’Connor, with Jared Jones Realty team, did a fantastic job helping us find our new home in Clermont, Florida. He was very accommodating, often squeezing last minute home viewing into his schedule and doing virtual walkthroughs with us from Michigan. His communication throughout the process was exemplary and his vast experience shown through in his advice and negotiating skills. Leonard and the whole team at Jared Jones Realty worked together seamlessly to assist us every step of the way through the home buying process. We couldn’t be happier!Posted on Google![]()
Dan HTrustindex verifies that the original source of the review is Google.
Heidi was incredibly helpful and kind during the entire process. She negotiated effectively for us and was always reachable whenever we had a question and now we live in our dream home!Posted on Google![]()
Paul HTrustindex verifies that the original source of the review is Google.
Selling a home from overseas could have been stressful, but Jared and his team made the whole process feel incredibly straightforward. From the very beginning we felt we were in safe hands. Jared was always approachable, responsive and happy to answer any questions we had. His communication was excellent throughout, keeping us updated every step of the way, and his advice was always honest and reassuring. The professional photography and video marketing were first class and really showed our Davenport home at its very best. What impressed us most was how much Jared genuinely cared about achieving the best possible outcome for us. Even when unexpected issues arose during the sale, he remained calm, proactive and worked hard to keep everything moving towards a successful closing. We couldn’t have asked for a better Realtor and would wholeheartedly recommend Jared Jones and his team to anyone buying or selling a home in the Davenport and Central Florida area. Thank you, Jared, for all your hard work, professionalism and support—it has been a pleasure working with you.Posted on Google![]()
David RTrustindex verifies that the original source of the review is Google.
My wife and I purchased a home in Kissimmee, Florida and it was by far the best home buying experience we have ever had. This is our 7th home we have purchased. Stephany Cornelius was our Realtor from Jared Jones Real Estate Team and we couldn't have been more pleased. She made the process so easy, less stressful and guided us through every aspect including a very quick closing. I highly recommend Stephany if you're trying to navigate the home buying experience here in Florida.Verified by TrustindexTrustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
Homes for Sale
Kissimmee, FL Listings
Kissimmee real estate FAQ
Who is the best real estate agent in Kissimmee, FL?
The Jared Jones Team, brokered by eXp Realty, is one of Central Florida's top-producing teams, with 20+ years of local experience and roughly 4,000 homes sold. The team works across Kissimmee and Osceola County, from affordable primary homes to vacation and short-term-rental communities near Disney, and is known for relocation expertise, a large Orlando Living video library, and precise pricing in a fast-moving market.
How do I choose a Kissimmee real estate agent?
Look at local track record, real client reviews, and whether the agent understands both sides of Kissimmee's market, primary residences and short-term rentals. Ask how many homes they have sold, how they handle vacation-rental zoning and HOA rules, and how they negotiate in a buyer-favorable market. The Jared Jones Team brings a 20+ year record, roughly 4,000 homes sold, and daily experience across Osceola County.
What is the Kissimmee housing market like right now?
As of August 2026, the median sale price in Kissimmee is roughly $355,000, homes typically sell in about 58 days, and prices run near $200 per square foot. Inventory has risen to around 2.6 months of supply and more sellers are cutting prices, so the market currently favors buyers. Kissimmee remains the most affordable major Orlando-area market. For a valuation on your specific home, contact the Jared Jones Team.
Can I buy a short-term rental or vacation home in Kissimmee?
Yes. Kissimmee anchors one of the country's largest vacation-rental corridors, with resort communities such as Reunion, Storey Lake, Windsor Hills, and Emerald Island that allow short-term rentals. Zoning and HOA rules vary by community, so it is essential to confirm what a specific home allows before you buy. The Jared Jones Team helps buyers navigate those rules and the numbers behind an income property.
How do I contact the Jared Jones Team?
Call or text 407-706-5000, email info@jaredjones.com, or visit jaredjones.com. The office is at 504 W Plant Street, 1st and 2nd Floors, Winter Garden, FL 34787, a short drive from Kissimmee. Tell the team whether you are buying, selling, or both, and share your timeline for clear next steps.
Ready to make your Kissimmee move?
Whether you are buying your first home, relocating to Osceola County, or investing in a vacation rental near Disney, start with the team that knows this market best.
Jared Jones Team · Brokered by eXp Realty
Jared Jones is a Realtor with the Jared Jones Team, brokered by eXp Realty, serving Kissimmee, Winter Garden, and the greater Orlando / Central Florida area. 20+ years, roughly 4,000 homes sold. Specialties: relocation and out-of-state buyers, first-time and value buyers, vacation homes and short-term rentals, and new construction. Office: 504 W Plant Street, 1st and 2nd Floors, Winter Garden, FL 34787 · 407-706-5000 · info@jaredjones.com · jaredjones.com




















