Kissimmee FL Real Estate Market Data 2026
Kissimmee is a city in Osceola County, Florida, located approximately 18 miles south of downtown Orlando along the US-192 and Interstate 4 corridors. According to the U.S. Census Bureau, Kissimmee's 2024 estimated population of 82,000 anchors Osceola County's rapidly growing northern corridor, with the broader Kissimmee-St. Cloud metropolitan division reaching 440,000 residents. According to Stellar MLS data, Kissimmee's median home price reached $345,000 in Q4 2025, and the city's proximity to Walt Disney World (8 miles), Universal Studios (15 miles), and the Orlando International Airport (18 miles) creates a dual-market dynamic where residential housing demand intersects with one of America's largest vacation rental corridors — generating 3,200+ annual transactions and approximately $29 million in total commission opportunity.
Key Takeaways
Kissimmee's median home price of $345,000 reflects 4.6% year-over-year appreciation, driven by both residential and investment demand
3,200+ annual closed transactions make Kissimmee the highest-volume market in Osceola County
Vacation rental properties represent 22% of transactions, the highest share in Central Florida
Hispanic/Latino population of 62% creates strong demand for bilingual farming capabilities
Average commission per side is $4,485 at prevailing rates, with resort-corridor properties averaging $5,800+
Market Fundamentals
According to Stellar MLS data and Zillow Research, Kissimmee's market fundamentals reflect a community shaped by both tourism proximity and rapid population growth.
| Market Metric | Kissimmee | Osceola County | Orlando Metro |
|---|---|---|---|
| Median Sale Price | $345,000 | $365,000 | $375,000 |
| Avg Sale Price | $378,000 | $398,000 | $412,000 |
| Price per Sq Ft | $198 | $205 | $215 |
| Avg Days on Market | 28 | 30 | 32 |
| Months of Supply | 3.4 | 3.8 | 4.2 |
| Annual Transactions | 3,200 | 5,800 | 18,000+ |
| Sale-to-List Ratio | 98.4% | 98.2% | 98.6% |
According to the Florida Realtors Association, Kissimmee's 3.4 months of supply is tighter than the Osceola County average (3.8) and significantly tighter than the Orlando metro (4.2), reflecting strong demand from both the residential buyer pool and investment buyers seeking vacation rental properties. This dual-demand dynamic creates more consistent transaction flow than markets dependent on a single buyer type.
How does Kissimmee compare to other Orlando-area markets? According to Stellar MLS data, Kissimmee's $345,000 median is the most accessible price point among major Orlando-area markets, positioned below Orlando proper ($375,000), Winter Park ($520,000), and Lake Nona ($485,000). This affordability, combined with theme park proximity, attracts both budget-conscious owner-occupants and return-driven investors.
Price Analysis by Sub-Market
According to Stellar MLS data, Kissimmee's sub-markets serve fundamentally different buyer pools with distinct pricing dynamics.
| Sub-Market | Median Price | Annual Sales | Avg DOM | Primary Buyer | Investment % |
|---|---|---|---|---|---|
| US-192/Resort Corridor | $385,000 | 680 | 24 | Investors (STR) | 72% |
| Kissimmee Proper | $310,000 | 580 | 26 | Owner-occupants | 12% |
| Poinciana (adjacent) | $295,000 | 720 | 22 | First-time buyers | 8% |
| Celebration (adjacent) | $545,000 | 280 | 34 | Premium families | 18% |
| Reunion Resort | $620,000 | 180 | 38 | Luxury STR investors | 85% |
| ChampionsGate | $445,000 | 320 | 28 | Mixed investors/families | 55% |
| East Kissimmee | $325,000 | 440 | 24 | Hispanic families | 6% |
According to Zillow Research, the US-192 Resort Corridor and Reunion Resort operate essentially as investment markets — 72% and 85% of transactions respectively involve vacation rental buyers. These sub-markets require fundamentally different farming approaches than residential neighborhoods: investor-focused messaging around cap rates, occupancy rates, and management costs replaces the school quality and community lifestyle content used in owner-occupant farming.
Poinciana generates the highest transaction volume (720 annual sales) at the lowest price point ($295,000), creating an exceptional high-volume farming opportunity for agents who specialize in first-time buyers and Hispanic/Latino family households. According to Census data, Poinciana's population is 72% Hispanic/Latino, the highest concentration in the Orlando metro.
Transaction Volume and Growth Trends
According to Stellar MLS data, Kissimmee's transaction growth reflects both the community's population expansion and the vacation rental market's evolution.
| Year | Total Sales | YoY Change | Avg Price | Total Volume | Investment % |
|---|---|---|---|---|---|
| 2021 | 3,400 | +18.2% | $322,000 | $1.09B | 28% |
| 2022 | 2,600 | -23.5% | $358,000 | $931M | 24% |
| 2023 | 2,800 | +7.7% | $328,000 | $918M | 20% |
| 2024 | 3,000 | +7.1% | $345,000 | $1.04B | 21% |
| 2025 | 3,200 | +6.7% | $378,000 | $1.21B | 22% |
According to the Florida Realtors Association, Kissimmee's investment buyer share dropped from 28% in 2021 to 20% in 2023 as rising mortgage rates and insurance costs compressed STR returns, then partially recovered to 22% in 2025 as operators adjusted pricing models and occupancy rates stabilized. This cyclical investment pattern creates farming opportunities for agents who understand the investment thesis — during periods of investor retreat, resale inventory increases and owner-occupant buyers find better value.
How many homes sell in Kissimmee each month? According to Stellar MLS data, Kissimmee averages 267 closed transactions per month, with seasonal peaks of 320+ in March-April and troughs of 200-220 in August-September. The investment segment shows less seasonality than the owner-occupant segment, as STR investors purchase year-round based on cap rate analysis rather than lifestyle timing.
Vacation Rental Market Analysis
According to AirDNA data and Osceola County licensing records, Kissimmee's vacation rental market is a defining feature of its real estate landscape.
| STR Metric | Kissimmee | Orlando Metro | FL Average |
|---|---|---|---|
| Licensed STR Properties | 22,000+ | 38,000+ | 120,000+ |
| Avg Annual Gross Revenue | $38,000 | $35,000 | $32,000 |
| Avg Occupancy Rate | 68% | 65% | 62% |
| Avg Nightly Rate | $185 | $175 | $165 |
| Cap Rate (Typical) | 5.2-7.8% | 4.8-6.5% | 4.2-6.0% |
| Avg Purchase Price (STR) | $385,000 | $365,000 | $340,000 |
According to AirDNA data, Kissimmee generates the highest average STR gross revenue ($38,000) among Central Florida markets, driven by proximity to Disney World and family-oriented resort communities with pools, game rooms, and themed décor that command premium nightly rates. Farming agents who develop vacation rental expertise — including Osceola County licensing requirements, HOA rental restrictions, and revenue projection capabilities — capture a segment worth an estimated $7 million in annual commission opportunity.
What is the ROI on Kissimmee vacation rental properties? According to AirDNA data, a typical Kissimmee STR purchased at $385,000 generates $38,000 in gross revenue with approximately $18,000 in operating expenses (management, maintenance, insurance, taxes), yielding approximately $20,000 net income before mortgage — a 5.2% cap rate. Properties in premium locations like Reunion Resort achieve 7-8% cap rates at higher price points. Farming agents using US Tech Automations can include these calculations in automated investor reports.
School Zone and Family Buyer Analysis
According to GreatSchools data and Osceola County School District records, school quality influences Kissimmee's owner-occupant market segments.
| School | Type | Rating | Zone Median Price | Primary Feeder Neighborhoods |
|---|---|---|---|---|
| Celebration High | Public | 8/10 | $485,000 | Celebration, ChampionsGate |
| Gateway High | Public | 5/10 | $310,000 | Kissimmee Proper, East Kissimmee |
| Osceola High | Public | 5/10 | $295,000 | Poinciana, South Kissimmee |
| Liberty High | Public | 6/10 | $335,000 | East Kissimmee, newer subdivisions |
| Harmony High | Public | 7/10 | $385,000 | Harmony (adjacent), East Osceola |
According to Zillow Research, the Celebration High School zone commands a 56% premium over the Gateway zone, the largest school-driven price differential in Osceola County. However, farming agents targeting the owner-occupant segment (78% of non-resort transactions) should note that most Kissimmee-proper families accept Gateway or Liberty zone schools and make purchasing decisions based on affordability, community character, and cultural fit rather than school ratings alone. Farming materials for these neighborhoods should emphasize community strengths, proximity to employment, and housing value rather than school scores.
Hispanic/Latino Market Dynamics
According to U.S. Census Bureau data, Kissimmee's Hispanic/Latino majority population creates farming opportunities for agents with bilingual capabilities.
| Demographic | Kissimmee | Osceola County | Orlando Metro |
|---|---|---|---|
| Hispanic/Latino Population | 62% | 58% | 34% |
| Puerto Rican Origin | 34% | 30% | 18% |
| South American Origin | 14% | 12% | 8% |
| Mexican Origin | 6% | 8% | 4% |
| Spanish-Speaking Households | 52% | 48% | 28% |
| Hispanic Homeownership Rate | 54% | 56% | 52% |
According to NAR research, Hispanic/Latino buyers represented 16% of all U.S. home purchases nationally in 2025, but in Kissimmee this figure reaches 45-50% of owner-occupant transactions, according to Stellar MLS demographic estimates. Agents who develop bilingual farming materials and cultural competency capture a substantial market segment. The US Tech Automations platform provides bilingual marketing templates and culturally adapted messaging sequences specifically designed for Hispanic/Latino-majority markets.
According to Census data, Kissimmee's Puerto Rican community (34% of population) represents the largest concentration in Central Florida, many having relocated following Hurricane Maria in 2017. This community has strong homeownership aspirations — according to NAR surveys, Puerto Rican-origin households express homeownership intent at rates 12% above the Hispanic average. Farming agents who build relationships within this community through cultural events, bilingual content, and community organization partnerships capture high-loyalty clients.
Insurance and Cost of Ownership
According to the Florida Office of Insurance Regulation, understanding Kissimmee's cost of ownership is essential for farming agents advising both investors and owner-occupants.
| Cost Factor | Owner-Occupied | Vacation Rental | Difference |
|---|---|---|---|
| Property Insurance | $4,200/yr | $5,800/yr | +$1,600 (commercial rider) |
| Flood Insurance (if required) | $1,200/yr | $1,200/yr | Same |
| Property Tax | $4,800/yr | $6,200/yr | +$1,400 (no homestead) |
| HOA Fees (resort community) | N/A | $3,600/yr | Resort amenity fees |
| STR License | N/A | $400/yr | County requirement |
| Management Fees | N/A | $7,600/yr | 20% of gross revenue |
According to the Insurance Information Institute, vacation rental properties in Kissimmee carry $1,600 higher annual insurance premiums than comparable owner-occupied homes due to commercial activity riders required by most insurers. Combined with the loss of Florida's homestead exemption ($50,000 assessed value reduction), STR investors face approximately $3,000/year higher carrying costs than owner-occupants — a factor that farming agents must include in investment analysis to maintain credibility with sophisticated buyers.
USTA vs. Competitor Platforms for Kissimmee Farming
| Feature | US Tech Automations | Ylopo | Real Geeks | Market Leader |
|---|---|---|---|---|
| Bilingual Campaign Templates | Spanish + English automation | No | No | No |
| Vacation Rental Farming Tools | Cap rate + STR analytics | Social ads | IDX search | IDX + PPC |
| Investor vs Owner Segmentation | Dual-track automation | Lead capture | Basic CRM | Lead gen |
| Osceola County STR Compliance | Licensing requirement alerts | No | No | No |
| Multi-Channel Farming | Mail + email + social + video | Social + PPC | Website + CRM | Website + PPC |
| Price | Competitive | $350+/mo | $249+/mo | $139+/mo |
The US Tech Automations platform addresses Kissimmee's unique dual-market challenge by providing both bilingual residential farming capabilities and vacation rental investment tools within a single platform. Most competitors focus exclusively on either residential lead generation or investor tools — US Tech Automations enables agents to serve both segments through the same automated farming system, doubling the addressable market within a single geographic farm.
How to Farm Kissimmee Effectively
Decide between residential and investment farming. According to MLS data, Kissimmee's residential and investment sub-markets require fundamentally different approaches. Choose your primary focus — owner-occupant neighborhoods like Kissimmee Proper and East Kissimmee, or investment corridors like US-192 and ChampionsGate — then build specialized expertise.
Develop bilingual farming capabilities. According to Census data, 52% of Kissimmee households speak Spanish at home. Bilingual farming materials generate 34% higher response rates in Hispanic/Latino-majority neighborhoods, according to NAR research. US Tech Automations provides fully bilingual campaign templates.
Build vacation rental financial modeling skills. According to AirDNA data, STR investors evaluate properties based on cap rates, occupancy projections, and net operating income — not comparable sales. Develop fluency in investment metrics to serve the 22% of transactions involving investor buyers.
Target Puerto Rican community organizations. According to Census data, Kissimmee's 34% Puerto Rican population creates a concentrated community with active cultural organizations, churches, and business associations. Sponsor community events and build referral relationships within these networks.
Monitor Disney and Universal employment announcements. According to Visit Orlando data, theme park employment directly drives Kissimmee housing demand. Track expansion plans, hiring surges, and seasonal employment patterns for demand forecasting intelligence.
Implement dual-track CMA delivery. According to NAR data, owner-occupant contacts respond to traditional CMA formats (comparable sales, equity position), while investor contacts respond to investment performance reports (cap rate trends, occupancy changes, revenue projections). Use US Tech Automations to automate both formats.
Leverage Poinciana's high volume for transaction experience. According to MLS data, Poinciana's 720 annual sales and $295,000 median make it ideal for agents building transaction volume. The area's 72% Hispanic/Latino population rewards bilingual agents with strong community presence.
Track Osceola County STR regulation changes. According to county records, STR licensing requirements and zoning regulations evolve regularly. Agents who communicate regulatory changes to investor contacts demonstrate expertise that protects investment returns.
Create seasonal investment performance reports. According to AirDNA data, Kissimmee STR occupancy peaks at 82% during March-April (spring break) and 78% during December (holiday season). Share quarterly performance data with investor farming contacts to maintain engagement year-round.
Analyze the Celebration premium for cross-selling. According to MLS data, Celebration's $545,000 median represents a 58% premium over Kissimmee proper. Families who outgrow Kissimmee's more affordable neighborhoods are natural Celebration prospects — US Tech Automations' move-up identification system flags candidates based on equity position and tenure.
Frequently Asked Questions
What is the median home price in Kissimmee FL? According to Stellar MLS data, Kissimmee's median home sale price reached $345,000 in Q4 2025, a 4.6% increase year-over-year. Prices range from $295,000 in Poinciana to $620,000+ in Reunion Resort, reflecting the community's diverse market segments from affordable residential to luxury vacation rental.
How many homes sell in Kissimmee each year? According to Stellar MLS data, 3,200 residential properties closed in Kissimmee during 2025, making it Osceola County's highest-volume market. This count includes both owner-occupied and investment purchases, with vacation rental properties representing 22% of total transactions.
Is Kissimmee good for vacation rental investment? According to AirDNA data, Kissimmee generates the highest average STR revenue in Central Florida ($38,000/year gross) with 68% average occupancy. Properties in resort communities like Reunion and ChampionsGate achieve 7-8% cap rates. However, insurance costs ($5,800/yr), management fees (20%), and regulatory requirements must be factored into ROI projections.
What percentage of Kissimmee residents are Hispanic? According to U.S. Census Bureau data, 62% of Kissimmee's population identifies as Hispanic/Latino, with Puerto Rican-origin residents comprising the largest subgroup at 34%. This demographic creates strong demand for bilingual real estate services and culturally responsive farming approaches.
How does Kissimmee compare to Orlando for farming? According to comparative MLS data, Kissimmee offers lower median prices ($345,000 vs $375,000), higher investment property share (22% vs 14%), and stronger Hispanic/Latino farming opportunity (62% vs 34% population). Orlando provides higher overall transaction volume (7,800 vs 3,200) and more diverse economic drivers. Kissimmee suits agents specializing in bilingual farming or vacation rental expertise.
What are the best Kissimmee neighborhoods for new agents? According to MLS data and NAR farming benchmarks, Poinciana offers the best entry opportunity — highest volume (720 annual sales), most affordable prices ($295,000), and strong community loyalty in its predominantly Hispanic/Latino neighborhoods. East Kissimmee provides similar accessibility with slightly higher price points ($325,000) and lower investment property competition.
What impact does Disney World have on Kissimmee real estate? According to the Orlando Economic Partnership, Walt Disney World employs approximately 75,000 workers, many of whom live in Kissimmee and Osceola County. Disney's planned $17 billion expansion is projected to add thousands of permanent positions, directly driving housing demand in Kissimmee's affordable residential neighborhoods and investment demand in resort-corridor communities.
Conclusion: Kissimmee's Dual-Market Farming Opportunity
Kissimmee's market data reveals a uniquely bifurcated farming opportunity — residential neighborhoods serving a growing Hispanic/Latino community alongside a massive vacation rental corridor serving global investors. With 3,200+ annual transactions generating $29 million in commission opportunity, agents who develop dual-market capabilities position themselves to capture both segments through a single geographic presence. The community's 62% Hispanic/Latino majority rewards bilingual agents with community loyalty, while the $38,000 average STR revenue attracts investment buyers year-round. Whether you focus on Poinciana's high-volume first-time buyer market with its 720 annual transactions, Kissimmee Proper's established residential base with its strong community loyalty, or the US-192 resort corridor's investor-driven transactions with their premium commission structure, Kissimmee's comprehensive market data supports a farming strategy grounded in segment-specific expertise and culturally responsive communication.
Launch your Kissimmee dual-market farming system with US Tech Automations — featuring bilingual campaign automation, vacation rental investment tools, investor-versus-owner segmentation, and multi-channel farming sequences designed for Central Florida's most dynamic market.
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Helping real estate agents leverage automation for geographic farming success.
