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.
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.