Outdoor Living Spaces in San Diego

Custom-Built Exteriors That Expand How You Live, Entertain, and Relax

At Woolsey Construction, we transform ordinary backyards into elevated outdoor environments—purposefully designed, meticulously built, and seamlessly integrated with your home’s architecture. Whether you’re dreaming of a private rooftop lounge, a chef-inspired outdoor kitchen, or a bespoke pool house, we bring your outdoor vision to life with timeless design and flawless execution.

Let’s design your sanctuary under the sun.
📞 Call us at (858) 544-5921


Outdoor Living, Redefined

With San Diego’s year-round climate and coastal light, outdoor spaces deserve the same attention as your interior. We approach outdoor living as an extension of your home’s lifestyle — delivering structures that blend beauty, durability, and purpose.

We Build:

  • Custom patios, terraces, and decks

  • Rooftop lounges and entertainment spaces

  • Outdoor kitchens and built-in BBQs

  • Pool houses and detached casitas

  • Covered pavilions and pergolas

  • Fire features and seating areas

  • Luxury hardscape integration (tile, stone, concrete)

Every detail is handled in-house — from design and engineering to permitting and construction.


Why Homeowners Trust Woolsey Construction

Expert Craftsmanship

With over 17 years of experience and a reputation for quality, we deliver structural and finish work that holds up over time — even in coastal climates. Our team includes dedicated builders, designers, and project managers who specialize in outdoor execution.

Bespoke Design

No two properties or lifestyles are the same. We work with you to create a design that reflects how you live — whether that means hosting family gatherings, relaxing poolside, or cooking al fresco year-round.

Sustainability by Design

We use eco-conscious materials and efficient building methods that align with your values — from solar-ready power layouts to recycled composite decking and LED lighting.

White-Glove Service

From your first consultation to your final walkthrough, our team ensures complete transparency, responsive communication, and a construction experience defined by trust.

Full-Scope Management

You’ll never have to coordinate between designers, contractors, or vendors. We handle planning, design, permits, material sourcing, construction, and final detailing — all under one roof.


Outdoor Living Possibilities with Woolsey

Outdoor Kitchens
Luxury-grade appliances, built-in grills, sinks, prep counters, storage, and even pizza ovens — all designed for function and finished with tile, stucco, or stone to match your home.

Pool Houses & Guest Casitas
Fully enclosed structures for lounging, changing, entertaining, or hosting overnight guests — built to the same standards as a luxury interior space.

Decks & Rooftop Terraces
Elevated surfaces with panoramic views, ambient lighting, weather-resistant finishes, and seamless transitions between indoor and outdoor zones.

Covered Pavilions & Pergolas
Custom structures for shade, ambiance, and architectural interest — integrated with lighting, fans, heaters, and sound.

Fire Features
Gas or wood-burning fire pits and fireplaces that serve as focal points for gathering — wrapped in custom masonry, stucco, or tile.


Our Process: Built for Clarity and Confidence

  • Initial Consultation
    We explore your goals, assess your property, and offer design insights grounded in feasibility and vision.

  • Design Development
    Our team drafts concept plans, layout options, and 3D renderings — all tailored to your property, budget, and lifestyle.

  • Permitting & Pre-Construction
    We handle all submissions, engineering, and city approvals, ensuring your project is fully compliant.

  • Construction & Finishes
    Our craftsmen bring your vision to life with precision framing, expert finish work, and high-end detailing throughout.

  • Walkthrough & Delivery
    Your space is delivered clean, complete, and ready for immediate use — with final walkthrough, punch-list resolution, and long-term durability in mind.


Frequently Asked Questions

How long does an outdoor living project take?
Project timelines vary based on size and complexity. Most builds range from 6 to 12 weeks, depending on structures, finishes, and permitting.

Do you provide architectural renderings?
Yes — all projects include architectural planning and 3D renderings to help you visualize the space before we build.

What’s the investment range for a high-end outdoor space?
Most projects begin at $200,000, depending on scope, location, and materials. We offer detailed, transparent proposals with every consultation.

Can you integrate existing landscape or hardscape?
Yes. We can work with what’s already on-site or reimagine the space from scratch. Our team includes hardscape specialists and site planners.

Do you work on coastal or hillside properties?
Absolutely. We are well-versed in slope management, drainage solutions, structural engineering, and all compliance required for San Diego terrain.


Elevate the Way You Live – Outdoors

If you’re ready to turn your backyard or rooftop into a sanctuary, Woolsey Construction is your partner in design, build, and execution.

📞 Call (858) 544-5921

CLIENT TESTIMONIALS

The end result is amazing! The process went smoothly, the crew that we worked with was well qualified, conscientious, and worked collaboratively with us. In addition, they were all great guys and we enjoyed working with them. We felt very confident that all of the structural issues were handled appropriately. If an issue came up, alternatives were discussed and agreed upon before moving forward. We would absolutely use Woolsey Construction again and highly recommend them!

Dawn O., La Mesa

Luke Woolsey is every house owner’s dream contractor. Not only does he do excellent work to a very high standard, he is also honest, reliable, prompt, trustworthy, and a delight to work with.

Donna K., San Diego

I would highly recommend Luke Woolsey and his team for any construction or remodeling job.  From bid to final inspection they were great to work with.  His bid package included  everything that we requested which was just the first indication that Luke pays attention to the details.  His sub contractors do high quality work and Luke is there to make sure everything is perfect.  He kept us informed throughout the project and in the end  we love our casita!

Tom M., Chula Vista