Briley Farm: New Custom Homes in Oakland, FL (2026 Community Guide)

If you have been searching for new homes in Oakland FL that trade tract-built sameness for character, acreage and history, Briley Farm belongs at the top of your list. This 111-acre custom-home community sits on the southern shore of Lake Apopka in the small Town of Oakland, just two miles west of historic downtown Winter Garden. Marketed as "Old Florida reimagined," it pairs an authentic turn-of-the-century homestead setting with modern luxury estate living.

About the Builders at Briley Farm

Rather than a single national production builder, Briley Farm gathers three respected Central Florida custom builders — Pioneer Builders, J&J Building and Element Home Builders — so buyers can design a home to their own specifications. The land is owned and developed by Briley Land Holdings LLC, an affiliate of Windermere-based Corcoran Premier Realty. That custom approach is exactly why these new construction homes in Oakland FL feel one-of-a-kind: floor plans, elevations and finishes are tailored to each homesite rather than repeated down the street.

Floor Plans & Pricing

Because Briley Farm is a custom community, "floor plans" means starting points you shape with your builder. Phase 1 homes have delivered as sprawling estates in the range of roughly 5,100 to 6,400+ square feet, typically with four to six bedrooms, generous great rooms and flexible spaces. Pricing in mid-2026 runs from about $400,000 for a buildable homesite to roughly $3.57 million for a finished custom estate. Phase 2 adds 87 executive homesites reserved for estate homes priced in the millions. Because custom pricing moves with lot selection, size and finishes, always confirm current numbers and availability directly with the builders.

Amenities

Planned community amenities center on an active, outdoors-first lifestyle: a clubhouse, resort-style pool, splash pad, four pickleball courts and a half-basketball court. The signature perk is direct private access to the 128-acre Oakland Nature Preserve for hiking and wildlife viewing along Lake Apopka. As part of its development agreement, the Briley Farm team is also donating land to the preserve and contributing acreage to the Town of Oakland for future parks — a rare civic-minded touch among new home communities near Winter Garden FL.

Location Highlights

Oakland offers small-town calm without giving up connectivity. Briley Farm sits minutes from State Road 429, Florida's Turnpike, SR 528 and I-4, putting Orlando employment centers, Winter Garden Village, Hamlin Town Center and Walt Disney World within an easy drive. The West Orange Trail runs nearby, and historic downtown Winter Garden — with its Saturday farmers market, you-pick farms, breweries, wineries and boutique dining — is about two miles east. It is a location that feels tucked away yet remains genuinely central.

What Makes Briley Farm Stand Out

Most new construction homes in Oakland FL 2026 are production homes on compact lots. Briley Farm is the opposite: an "agrihood" built around a living family legacy. The Briley family settled the land in 1900, and a great-grandson still lives on the property, giving the neighborhood a sense of place that new subdivisions rarely have. Wide homesites, a lakefront setting, custom architecture and preserve access make it one of the most distinctive luxury addresses in West Orange County.

Is Briley Farm still selling in 2026?

Yes. Phase 1 has homesites and completed homes available, and Phase 2 — 87 executive homesites, including four directly on Lake Apopka — is moving forward with plans filed in 2026. Availability at this scale is limited, so early buyers get the best lot selection.

Where is Briley Farm located?

Briley Farm is in the Town of Oakland (Orange County) at 5 E Oakland Ave, on the south side of Lake Apopka, roughly two miles west of downtown Winter Garden and easily reached via SR 429 and Florida's Turnpike.

Who should consider Briley Farm?

Buyers who want a custom or semi-custom luxury estate, larger lots, a lakefront or preserve-adjacent setting, and an authentic small-town Central Florida lifestyle — all within reach of Winter Garden, Windermere and the greater Orlando job market.

Thinking about building or buying at Briley Farm or elsewhere in West Orange County? I would love to help you compare communities, tour homesites and negotiate the right deal.

Rebecca Hamaoui, REALTOR® | Bella Trae Realty | 📞 407-922-8986 | ✉ rebecca@bellatraerealty.com