Steeplechase
Homes for Sale in Kissimmee, FL
All 3,127 homes for sale in Kissimmee, FL · median $375,000 · 764 homes for sale in 34746 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 10 closed sales in Steeplechase in Kissimmee, FL since 2011, the most recent in February 2025. Across Kissimmee as a whole, 4,246 homes closed in the last 12 months at a median of $360,000, 64 median days on market, with 2,907 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,480 ($4,880 with the full homestead exemption).
Price here is driven by size and condition, not by a long list of amenities. These are large homes - a median of roughly 3,667 square feet - on a small roster of 25, built across a span from 1992 to 2021 with a median build year of 1999. That spread means two homes a few doors apart can be very different animals: one carrying nearly three decades of ownership, another far newer. Expect condition and updates to do most of the work in setting value, since there is no shared amenity package to lean on.
As of August 2, 2026, there are no active listings and nothing recorded in the current closings window. That is a thin, quiet market. For a seller, scarcity can work in your favor when a buyer specifically wants square footage in this pocket of Kissimmee - but with no recent comps changing hands, pricing is a conversation, not a lookup. For a buyer, patience matters: you may be waiting for the right door to open rather than choosing from a shelf.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside STEEPLECHASE right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Steeplechase is a small, established enclave in Kissimmee, Osceola County, built around generously sized homes rather than community amenities. With just 25 homes and a majority owner-occupied, turnover is light and inventory is episodic.
Stellar MLS sales records identify 20 homes in STEEPLECHASE that have changed hands since 2006, built between 1992 and 2007 (median 1998), with a median living area of about 3,016 sq ft and a typical 4-bedroom, 3.5-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Steeplechase is best for.
Best for
- Buying for maximum living space in an established Kissimmee setting
- Buyers who value a quiet, low-turnover street over a resort-style amenity package
- Trading up and willing to wait for the right large home to come to market
Probably not for
- Needing to buy on a fixed timeline from current inventory
- Looking for a community pool, clubhouse, or gated entrance
- Wanting a low-maintenance, smaller footprint rather than a large home
The market around Steeplechase
Steeplechase is a small community — 35 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 34746, 995 homes are on the market and 21% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).
Homes here are single family residence.
In ZIP 34746 (Kissimmee), 667 homes closed in the last 12 months at a median of $405K ($203/sq ft), down 5.0% year over year, with a median 74 days on market. Right now 171 active and 30 pending listings put supply at about 3.1 months - a balanced market. See the live ZIP 34746 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Steeplechase specifically. Momentum Research analysis of MLS records.
Recent Developments in Steeplechase
Development, infrastructure, retail, and school activity affecting Steeplechase, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Parks & Amenities
145,000 sq ft All Sports Dome planned on Gus Road in Kissimmee
All Sports Dome Southeast plans a climate-controlled indoor inflatable dome at 3070 Gus Road with multi-sport courts, turf fields and training areas. It would be the brand's first Greater Orlando location, with an opening expected in 2027 and no exact date given.
What it may mean for the marketAn indoor sports venue would add year-round recreation and event space on Kissimmee's Gus Road area. The project is about 5 miles north of Steeplechase, elsewhere in Osceola County.
Source: What Now Orlando - October 2026Infrastructure
Turnpike widening in Osceola County runs ahead of schedule at Fortune Road Bridge
Steel beams for the new westbound Fortune Road Bridge are in place a month early as Florida's Turnpike is widened from two to four lanes each way between Partin Settlement Road and Osceola Parkway. Westbound bridge traffic is expected at the start of 2027, and the broader project targets 2031. The bridge adds bike lanes and sidewalks.
What it may mean for the marketDoubling Turnpike capacity through this stretch should ease regional commutes between Kissimmee and the Orlando area once complete. The project is about 8 miles northeast of Steeplechase, elsewhere in Osceola County.
Source: WFTV - October 2026Development
Experience Kissimmee launches Film Kissimmee commission to recruit productions
The new film commission markets Osceola County to production companies through an online database of more than 100 filming locations and has hired a location manager. Leaders say productions could become a new economic driver, citing spending on hotels, vehicles, food and crew services.
What it may mean for the marketFilm work could add temporary jobs and visitor spending for hospitality and service businesses across Osceola County. The site is about 7 miles north of Steeplechase.
Source: WFTV - September 2026Infrastructure
CFX holds public meetings on 14-mile toll road through part of Split Oak Forest
The Central Florida Expressway Authority held public meetings on Sept. 16 and 17 for a 14-mile road from State Road 417 near Boggy Creek Road in Orange County to Nova Road in Osceola County. CFX says portions could begin construction next year and that the road would ease traffic on Narcoossee Road. The agency faces a legal challenge from Orange County and is pursuing an eminent domain case.
What it may mean for the marketIf built, the road would add a new east-west route between Lake Nona and St. Cloud, changing commute options and access to east Orange and Osceola land. The project is about 20 miles northeast of Steeplechase, elsewhere in Osceola County.
Source: Spectrum News 13 - August 2026Civic
St. Cloud council approves $6.7 million downtown apartment and parking garage agreement
The City Council unanimously approved an agreement with Atlantic Housing Partners for apartments and a parking garage next to City Hall. The Community Redevelopment Agency contributes $6.25 million and the city $460,000. The garage would hold 450 to 500 spaces, with 250 reserved for apartment residents.
What it may mean for the marketNew downtown rental housing and public parking would add residents and parking capacity to the St. Cloud core. The project is about 11 miles east of Steeplechase, elsewhere in Osceola County.
Source: Spectrum News 13
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in the Orlando Metro.
The Steeplechase buying strategy.
If we were buying in Steeplechase today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Steeplechase.
A small, large-home pocket
The defining trait is scale. A median living area near 3,667 square feet puts these homes well above typical starter stock, and the 1992 - 2021 build range means you are comparing older, settled construction against homes that are comparatively recent. No community amenities turned up in current MLS data, so what you are buying is the house and the lot - not a clubhouse, pool, or gated front gate you are paying to maintain.
With a homestead share of 56%, more than half the homes are owner-occupied, which tends to track with steadier upkeep and slower turnover. That stability is a double edge: it supports the character of the street, but it also means listings are infrequent and a buyer who wants in should be ready to move when one surfaces.
The location and the amenities are priced into every listing in Steeplechase. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this small with no active listings and no recent closings, there is no easy comp to point at - pricing takes judgment, not a spreadsheet pull. We track this pocket of Kissimmee directly, so whether you are trying to value a large home for sale or get ahead of an off-market opportunity, you get a read grounded in what this specific street actually is, not a regional average.
Steeplechase in 15 seconds.
Tools for a Steeplechase buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Steeplechase sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Steeplechase, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Steeplechase home worth?
Get a no-obligation home value based on real comparable sales in Steeplechase, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Kissimmee →
| Location | Kissimmee, Osceola County, FL · ZIP 34746 |
|---|---|
| Homes in the community | 25 (FL DOR 2025 assessment roll) |
| Years built | 1992–2021 (median 1999) |
| Typical living area | 3,667 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 56% |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2011 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Steeplechase key facts,” movewithmomentum.com/neighborhoods/steeplechase-kissimmee, data as of August 2, 2026.
Housing distress & ownership in STEEPLECHASE, Kissimmee
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
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Kissimmee guides & data
- Market data
- Cost of living
- Best neighborhoods (ranked by data)
- Best neighborhoods
- Flood zones
- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
- Home insurance cost
Florida buyer guides
- Florida home insurance rates by county
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- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
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- Florida documentary stamp tax, explained
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Ask an agent about Steeplechase
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Steeplechase will answer, and the answer is published on this page for the next buyer.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Osceola County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Osceola County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
Frequently Asked Questions
How many homes are in Steeplechase?
What share of Steeplechase is owner-occupied?
When were the homes in Steeplechase built?
Do cash buyers compete in Steeplechase?
Who is the best real estate agent for Steeplechase?
How do I find a top Kissimmee real estate agent who knows Steeplechase?
Can Momentum Realty connect me with an agent for Steeplechase?
Where is Steeplechase, and what county is it in?
Should you buy in Steeplechase?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 12, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34746)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2011 (10 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
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