Leading Deck Builder and Contractor in Middletown, Kentucky

Middletown is one of Kentucky’s oldest settlements, chartered in 1797 as the “middle station” between Louisville and Shelbyville. Its history as a major stagecoach stop and agricultural trading center is still visible in its two designated Historic Districts, which contain over 100 preserved properties. While it has transformed into a thriving suburban community, it keeps a charm rooted in its rural past and early 19th-century architecture.

SunnySide Decks & Outdoor Living matches this local pride by delivering high-quality deck construction in Middletown, KY, and outdoor construction that fits the area’s growth. As a Trex Pro Gold builder, the team has over 30 years of construction expertise to help Middletown neighbors create creative extensions to their homes.

Why SunnySide Decks and Outdoor Living Stand Out in Middletown

As a trusted deck builder in Middletown, KY, SunnySide understands that river-adjacent humidity and varying terrain make material selection and structural accuracy vital. The team addresses local challenges head-on:

  • Design-Led Expertise: A specialist and experienced deck designer in Middletown, KY, with a degree in architectural CAD develops projects to provide structural accuracy before the first board is cut.
  • Dedicated W-2 Crews: As a leading deck contractor in Middletown, KY, the company employs internal crews rather than subcontractors to maintain quality control.
  • Manufacturer Certifications: As a Trex Pro Gold and TimberTech Pro Builder, SunnySide installs high-performance materials from brands like Fiberon and Deckorators.
  • Local Accountability: Active NADRA membership and local athletic team sponsorships demonstrate investment in the Louisville Metro Area and Kentucky community

Specialized Outdoor Living Solutions for Middletown

Every project moves beyond basic deck installation in Middletown, KY, to focus on creative space optimization. Outdoor structures are built to withstand the unique demands of Kentucky’s weather:

Our Professional Building Process

Seamless project management from the first phone call to the final walkthrough.

01.

Consultation & On-Site Estimate

Ben visits your home with material samples and provides a professional price range right on-site.

02.

3D Design & Tiered Proposal

Within 48 hours, you will receive custom 3D models and a “good, better, best” tiered proposal.

03.

Approval & Schedule Security

Once you approve the plan, a 10% deposit secures your project’s spot on our construction schedule.

04.

Permitting & HOA Coordination

We handle the heavy lifting by managing local building permits and coordinating with your HOA.

05.

Construction & Final Walkthrough

Our dedicated W-2 crews complete your build in 2–3 weeks, followed by a final walkthrough.

Check Out Local Work

From the historic properties along Main Street to the modern subdivisions near Shelbyville Road, these projects shape the landscape across east Jefferson County. Service extends to Middletown (40243), Eastwood (40018), and Douglas Hills (40243).

View the photo gallery to see outdoor spaces created for neighbors throughout Kentuckiana!

Discover the Sunny Side of Your Backyard

Avoid uninspired builds. An on-site visit reveals creative possibilities for your home.

  • Financing Available: Payment options through Sunbit and local credit unions.
  • Discounts: Savings for Military and First Responders.

Call 812-704-4280 or complete the online form to schedule an expert visit.

What Neighbors Are Saying

Neighbors rave about the team's overachieving approach and creative ways of opening up outdoor spaces.