Bringing the Indoors Out: Creating Custom Outdoor Living Spaces in Oakland
Florida living is all about sunshine, fresh air, and relaxation—and there’s no better way to enjoy it than with a…
Custom Home Builders
Why Build in Oakland?
Oakland’s charm comes with intention. The town maintains architectural standards, a strong sense of identity, and a commitment to preserving its natural surroundings. Building here requires an understanding of those expectations—and how to design within them while still creating something personal.
We work closely with homeowners to design homes that feel appropriate for Oakland’s setting. That may mean clean, timeless architecture with natural materials, front porches that connect to the street, or layouts that maximize walkability and outdoor living.
Before we begin design, we evaluate your lot, orientation, and surroundings. This allows us to create a home that not only looks right in the neighborhood but also functions well for how you live day to day.
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What We Build
Every home we design starts with a conversation—not a catalog. Highland Homes specializes in fully custom residential construction, where every floor plan, feature, and finish is tailored to fit your lifestyle, your land, and your long-term goals.
From practical layouts to elevated luxury, we build homes that are made to last—and made to live in.
Our Areas of Specialty Include
Custom Homes
From ground-up builds to complex lots, we bring clarity, experience, and craftsmanship to every phase of your custom home project.
Custom Kitchens
Designed for cooking, entertaining, and gathering—every kitchen is customized for your flow, appliances, and aesthetic.
Luxury Bathrooms
We combine natural materials, smart layouts, and modern comforts to create spaces that restore and refresh.
Home Offices
Custom-designed spaces for productivity, privacy, and flexibility—built into the heart of your home.
Spacious Bedrooms
From serene master suites to cozy guest rooms, we design bedrooms that offer comfort, storage, and style tailored to your daily rhythms.
Living Spaces
Whether it’s a vaulted great room or a relaxed family den, we craft living areas that bring people together and create the true heart of your home.
Custom Pools
From plunge pools to full resort-style builds, our pools are tailored for beauty, function, and Florida living.
Home Offices
Custom-designed spaces for productivity, privacy, and flexibility—built into the heart of your home.
Energy Efficiency
We use modern techniques and materials to build smarter, reduce waste, and help homeowners save long-term.
Start Where You Are
Highland Homes does not offer preset floor plans. Every home we build in Oakland is designed from the ground up based on your lifestyle, your priorities, and your property.
We focus on creating homes that feel balanced and intentional. Kitchens are designed for gathering and usability. Living spaces are open, connected, and comfortable. Bedrooms offer privacy and retreat. Outdoor areas are integrated early in the design to take advantage of Florida’s climate.
Local Roots. Regional Expertise.
Based in Clermont, we proudly serve homeowners across Lake, Orange, and surrounding counties. We know the terrain, the permitting processes, and the importance of a well-planned design in Florida’s climate. Our service areas include:
Clermont
As our home base, Clermont is where Highland Homes has been building custom residences since 1983. We design homes here that respond to the area’s rolling hills, lakes, and diverse neighborhoods—creating personalized spaces that reflect how Clermont families live today.
Minneola
Just north of Clermont, Minneola is booming with new development. Our homes here focus on maximizing lot space, energy efficiency, and family-friendly layouts.
Groveland
A growing community just west of Clermont, Groveland offers large lots, scenic lake views, and room to build. Highland Homes designs custom residences here that take full advantage of the open landscapes and peaceful surroundings.
Winter Garden
One of Central Florida’s most desirable areas, Winter Garden is a place for elevated living. We specialize in designing custom homes that stand out in both established and new communities.
Horizon West
Fast-growing and highly planned, Horizon West is perfect for families and professionals. Our custom home designs here prioritize flow, flexibility, and modern lifestyle integration.
Oakland
Just outside Winter Garden, Oakland is known for its charm and easy access to trails and lakes. Highland Homes builds custom homes here that blend tradition with modern convenience.
Montverde
Nestled among rolling hills and exclusive neighborhoods, Montverde is ideal for high-end custom builds. We design luxury homes here that combine natural beauty with refined craftsmanship.
Mount Dora
In one of Central Florida’s most artistic and architectural towns, our custom homes in Mount Dora are designed to reflect the charm and personality this community is known for.
Tavares
As Lake County’s waterfront capital, Tavares is perfect for custom homes with boat docks, views, and indoor-outdoor layouts. We help homeowners design for both everyday life and lakeside leisure.
Eustis
From historic neighborhoods to open new developments, Eustis offers variety—and so do we. Highland Homes designs custom homes here that honor tradition while adding modern comfort and functionality.
Astatula
This small town offers peace, space, and proximity to Clermont. Highland Homes creates custom designs in Astatula that are practical, beautiful, and uniquely yours.
Ferndale
A quiet, unincorporated community with a strong rural character, Ferndale is perfect for those seeking custom homes with land, privacy, and purpose-driven design.
Leesburg
Leesburg offers something many Central Florida cities cannot — waterfront living, established neighborhoods, and room to build without sacrificing convenience.
Okahumpka
This historic town offers wide open land and a slower pace of life. We design custom homes in Okahumpka that emphasize simplicity, serenity, and quality materials.
Greater Orlando
From downtown Orlando to its surrounding neighborhoods, we help clients design custom homes that reflect urban elegance, functionality, and long-term value.
Howey-in-the-Hills
At Highland Homes, we specialize in designing and building custom homes in Howey-in-the-Hills that reflect both the land and the lifestyle of the families who live here.
Let’s Talk About Your Vision
If you’re considering building a custom home in Oakland, we’d welcome the opportunity to talk through your ideas. Whether you already have a lot or are exploring options in the area, we can help you take the next step with confidence.
A Builder Who Lives Here, Too
Oakland, Florida offers something rare in Central Florida—a small, historic town feel paired with immediate access to Winter Garden and the greater Orlando area. With its tree-lined streets, proximity to Lake Apopka, and access to the West Orange Trail, Oakland is an ideal place to build a home that feels both connected and private.
At Highland Homes, we design and build fully custom homes in Oakland that reflect the character of the town while meeting the needs of modern living. As experienced custom home builders serving Central Florida since 1983, we bring a thoughtful, detail-driven approach to every project.
WHAT OUR CLIENTS ARE SAYING
LET US MAKE YOUR DREAM HOME A REALITY
Ready to turn your dream home into a reality? Contact us today to schedule a consulation and share your vision with our team. Whether you’re looking to build in Clermont, Groveland, Mascotte, Howey-in-the-Hills, Yalaha, Leesburg, Tavares, Eustis, Mount Dora, Astatula, Minneola, Montverde, Ferndale, Okahumpka, Oakland, Winter Garden, Horizon West, or the greater Orlando area, we’re here to help you bring your dream home to life.
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