Orange County · Brick streets, old oaks and lake views
Christmas Light Installation in Winter Park, FL
Orlando Holiday Lighting installs Christmas, Halloween and New Year's lighting for homes and businesses in Winter Park, Orange County. Labor-only installs run about $3.50 to $4.50 per linear foot, with a $150 to $250 minimum. We are fully insured, and seniors 60 and over save 10%. Text 407-630-7980 for a free quote.
- Fully insured
- Seniors 60+ save 10%
- Last-minute calls okay
- Free, no-obligation quote
Holiday lighting in Winter Park
Winter Park is one of Central Florida's most photographed holiday towns. Park Avenue's shops and the brick-paved streets around Rollins College set a high bar, and homeowners here tend to want lighting that looks refined, not busy. We install warm-white rooflines, wrapped palms and soft landscape glow for homes from the Park Avenue district out to the lakefronts.
Many Winter Park homes are older, with Mediterranean-style stucco, clay tile roofs and large live oaks shading the front yard. Tile roofs call for careful clip or hanger work, and big oaks take a lot of wrapping time. Homes on Lake Osceola, Lake Maitland and Lake Virginia often have waterfront and dock areas that we price individually for safety.
Not sure what your property needs? Text us photos and your address and we will tell you what to light, what is easiest to hang and what may need a lift. Winter Park sits right next to Maitland and Casselberry, so same-week and last-minute installs are often possible, subject to our availability.
Neighborhoods we serve in Winter Park
- Park Avenue district
- Hannibal Square
- Lake Osceola
- Lake Maitland
- Lake Virginia
- Mead Botanical Garden area
ZIP codes
- 32789
- 32792
What we light in Winter Park
Tile and stucco rooflines
Clean warm-white lines on eaves, gables and peaks, hung with clips or hangers that suit your roof.
Live oak trunks and limbs
Wrapped trunks and lit lower limbs. Tall oaks can need a scissor or boom lift, which we rent when required.
Palms and garden beds
Wrapped palm trunks and glowing shrubs that make the front of the house look finished.
Entries and columns
Door frames, columns and arched entries outlined to match the architecture.
What it costs in Winter Park
We price by the linear foot: front roofline, garage roofline, porch and peaks, plus 10 percent extra so your job works and we do not have to go get more supplies.
A 250 ft roofline is about $875 – $1,125.
Front peak, one gable or a few windows.
Any color, any holiday, from your phone.
Half of the install price. Book whenever you like.
Seniors 60 and over save 10%. Prices are estimates and vary with height, roof shape and access. We confirm your final quote after a free consultation, before any work begins. Updated October 2026. Read How We Price Our Jobs.
How it works
Text or request a quote
Send photos of your home and your Winter Park address.
Get a clear quote
An itemized price by the linear foot, with no pressure.
We install
Fully insured, safe, neat work. Every strand tested.
Call us back for takedown
Takedown is half off for our customers, whenever you want it.
Winter Park Christmas light installation: common questions
Do you light tile roofs and older homes in Winter Park?
Yes. We use clips, hooks or hangers that suit your roof, and staples where your roofline allows. You pick, and it only changes the price a little. Before we start we confirm you have a working GFCI outlet.
Can you light the big oak trees in Winter Park?
Usually. Tall oaks can take a lot of time and may need a scissor or boom lift. Text us a photo of the tree and what you want, and we will tell you what it takes.
How much does Christmas light installation cost in Winter Park?
Labor-only installation is about $3.50 to $4.50 per linear foot, with a $150 to $250 minimum for small jobs. A 250 ft roofline is roughly $875 – $1,125. Height, roof shape, tree wrapping and access can change the price. See How We Price Our Jobs.
Do I have to buy the lights myself?
On labor-only installs, yes. Buy them anywhere, including Home Depot and Lowe's, or pay for them and we will pick them up for you. We also install lights you already own if they actually work. Permanent track lighting packages include materials.
When should I book my install?
As early as you can. Booking opens in June for Halloween, August for Christmas and October for New Year's. Dates fill up fast, but last-minute calls are okay when we have room.
Are you insured, and do you offer a senior discount?
Yes to both. Orlando Holiday Lighting is fully insured and independently owned and operated by Machine Rythm LLC. Seniors 60 and over save 10%, and seniors are our specialty.
Free Quote
Get your free Winter Park quote
Tell us about your Winter Park property and we will send a custom, no-obligation quote. Install dates fill up fast, so book months ahead. Last-minute calls are okay too.
Send images of your property and your address.
Need it fast? Text us for the quickest reply.