Orange County · Chain-of-lakes estates and waterfront homes
Christmas Light Installation in Windermere, FL
Orlando Holiday Lighting installs Christmas, Halloween and New Year's lighting for homes and businesses in Windermere, 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 Windermere
Windermere is a lakeside town on the Butler Chain of Lakes, known for large estates and gated communities such as Isleworth and Keene's Pointe. Homes are often big, with tall rooflines, mature landscaping and long approaches. A professional holiday design here is about scale and finish.
Waterfront homes often include docks and shoreline trees. Over-water, boat-access and elevated tree work require specialized safety planning and may be priced as custom projects. Large stucco and tile homes also mean tall peaks, so height is part of every quote.
Send photos of the front, sides and any waterfront you want lit. We review large and waterfront Windermere properties manually so the quote reflects the real work, and we suggest booking early for the best install dates.
Neighborhoods we serve in Windermere
- Butler Chain of Lakes
- Isleworth
- Keene's Pointe
- Lake Butler
- Windermere town center
- Bay Hill border
ZIP codes
- 34786
What we light in Windermere
Estate rooflines
Long, tall rooflines installed with proper lift and ladder planning.
Waterfront and dock areas
Reviewed manually. Boat access and extra crew may be required, so pricing is custom.
Specimen trees and palms
Large trees wrapped or outlined, with lifts for the tallest.
Entrances and driveways
Gates, columns and long drives lit for a dramatic arrival.
What it costs in Windermere
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 Windermere 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.
Windermere Christmas light installation: common questions
Do you install lights over the water or on docks in Windermere?
Over-water and dock installs may need boat access, extra crew and special safety steps, so we price them individually. Send photos and describe what you want lit.
Can you work in a gated community like Isleworth?
Yes, when we can get access. Share the gate and vendor rules ahead of time and we will schedule around them.
How much does Christmas light installation cost in Windermere?
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 Windermere quote
Tell us about your Windermere 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.