
5785 GILLIAM ROAD, ORLANDO, FL, 32818
Active71 days on marketListed May 28, 2026MLS #O6411357
About this home
5785 GILLIAM ROAD
UNICORN. Truly one of a kind. Enter the 5.46 acre property through the automated front gate (controlled by smart phones & remotes). Equestrian dreams come true with an 11 stall horse barn & tack room. Separate hay barn. Separate back property entrance. The main house is 3600 sq ft of custom built luxury, including a 50 year, aluminum shingle roof. The double door entry welcomes you with Brazilian cherry wood flooring in the living & dining rooms. The perfect spot to highlight your baby grand or favorite piece of exquisite art. Light & bright thanks to recessed lighting & a tray ceiling above the dining table. Continue forward to the chef’s dream kitchen. Granite counters. Travertine flooring. Floor to ceiling, custom cabinetry with a massive, hidden, walk-in pantry. A unique 3’ round, prep sink is the focal point along with a classic range hood, matching the stainless steel appliances: double convection ovens, lux fridge/freezer, hybrid induction cook top. Under cabinet lighting, a lighted curio cabinet, & 110V AC receptacles above the cabinets. The primary suite is a true getaway. Durable laminate flooring, electronic blackout shades, tray ceiling w/ dual fans, & a custom, walk-in closet. Who needs a spa when you have a 12’ x 22’ en suite bathroom featuring two spacious vanities & sinks with a sitting area in between? The walk-in shower includes 7 heads & a detachable sprayer. Also a separate soaking tub & 2 linen closets. The 3 way split floor plan is ideal for privacy. The family room is pristine w/ lush carpeting & plantation shutters. Also a secondary eating space, complete w/built-in cherry China cabinets, a granite top bar & mini fridge. Sliding glass doors offer a view of the custom paver pool deck, heated, salt water pool & spa as well as the waterfall & fire element. The summer kitchen allows owners to enjoy the true Florida lifestyle. Pay attention, here comes the quality details you won’t find anywhere else: SIP (structural insulated panel) exterior construction with HardiPlank siding, a whole house air exchanger in the attic (also air conditioned), 5 zone A/C unit, straps from all corners of the house to the roof, R24 closed cell foam walls & R40 closed cell foam ceiling, and a 3ft thick slab with 5/8 rebar every 12 inches. One inspector said this slab has more steel than some of the downtown skyscrapers! Car lovers welcome to paradise. The 6 car garage could easily become an 8 car but the end unit is currently used as a workshop. Above the workshop is a 2 bedroom, 1 bathroom apartment with a living room & kitchen. Rent it out as an income property or use it for family. So much potential! Beside the garage is an ADU that could also be renovated into a rental. Currently used as storage. The location offers direct access to the 22-mile West Orange Trail equestrian path and proximity to local facilities like Golden Gate Equestrian. Bonus features: Interior room w/re-bar & filled cement blocks & 1/4 steel plate on ceiling, a direct tornado proof safe room. A 16 KW whole house generator, central vacuum with floor sweep ports in laundry room & kitchen, dual tankless water heaters, 2026 pool filter & motor, 6” crown & base molding throughout home, 50 amp RV outlet, irrigation lines with separate TAW perfect pressure pump for over 90 trees and plants, 350 gallon buried propane tank for pool and spa heat, & over 700 feet of 6 feet tall vinyl privacy fencing. This one is truly special and must be seen to appreciate.
Facts & features
The home at a glance
4
Bedrooms
3.5
Bathrooms
3,600
Sqft
5.46 ac
Lot size
6
Garage
2015
Year built
One
Levels
$694
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$15,050 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$15,050/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+95.8%
$/sqft vs ACREAGE
$694 vs $334
Days on market
71 vs 41 typical
Where $694/sqft sits among the 153 homes for sale in ACREAGE
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Orlando
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
ORLANDO 32818 — neighborhood snapshot
Population
61,574
Median age
35.7
Median income
$60,182
Median home value
$278,800
Avg household
3.43
Households w/ children
6,590
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $395K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
63 of 153
ACREAGE have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 635% above the ORLANDO 32818 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 5785 GILLIAM ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$830,000
17125 ORWELL ROAD · same community
5 bd · 3 ba · 3,084 sqft · $269/sqft · 48 DOM
Sold · Dec ’25$925,000
34961 EASTERLING ROAD · same community
3 bd · 3 ba · 2,918 sqft · $317/sqft · 70 DOM
Sold · Jul ’26$850,500
12530 COUNTY ROAD 675 · same community
3 bd · 3.5 ba · 2,604 sqft · $327/sqft · 0 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

Your agent
Jillian Kobylesky
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 5785 GILLIAM ROAD — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5785 GILLIAM ROAD — before you fall in love.
See it in person
Schedule a tour
Live availability from Jillian's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5785 GILLIAM ROAD FAQs
What would the monthly payment be for 5785 GILLIAM ROAD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $15,050/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 5785 GILLIAM ROAD?+
The most recent tax bill on record (2025) was $5,548. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 5785 GILLIAM ROAD?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Orlando?+
At $2,500,000, this home is listed about 541% above the Orlando median of $390,000. The market section on this page shows how the area is trending.
Which schools are assigned to 5785 GILLIAM ROAD?+
Ridgewood Park Elementary (elementary), Meadowbrook Middle (middle), Maynard Evans High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of IAD REAL ESTATE · Michelle Sims. MLS #O6411357.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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