$3,295,000
312 Briley AvenueOakland, FL, 34760
- 6 beds
- 7 baths
- 5,144 sqft
Oakland, Florida · Near Winter Garden
Briley Farm Homes for Sale
Explore properties in a developing custom-home community where an Old Florida landscape shapes the setting for everyday living. Briley Farm is in Oakland, near Winter Garden.
Explore Briley Farm Properties for Sale
3 listings
An Old Florida Setting in Oakland
Set across 111 acres in Oakland, near Winter Garden, Briley Farm is defined as much by its setting as by its custom homes. Mature live oaks, Spanish moss and its position near Lake Apopka give the community a distinctive Old Florida character that feels very different from many of Central Florida’s newer developments.
When buying in Briley Farm, we recommend considering the setting of each property just as carefully as the home itself. Views from the main living areas, the position of the lot, privacy, mature landscaping and the connection between indoor and outdoor spaces can all make a meaningful difference to how a home feels — and potentially how desirable it may be in the future.
With individually designed homes set within a spacious, established landscape, Briley Farm offers buyers the opportunity to combine modern custom-home living with the natural character of this part of Oakland and Winter Garden.
Custom Homes with Individual Character
Briley Farm is a custom-home community, with homes built by Element Home Builders, Pioneer Builders and J&J Building. Rather than offering a collection of standard floor plans, the focus here is on individually designed residences, generous living spaces and a strong connection between indoor and outdoor living.
When comparing homes in Briley Farm, we recommend looking beyond bedroom count and exterior design. Pay particular attention to how the main living, kitchen and entertaining spaces work together, the separation between social and quieter areas of the home, and how naturally the interior opens onto outdoor living spaces. For buyers working from home or regularly hosting family and guests, these differences in layout can have a significant impact on how well a property works day to day.
Because Briley Farm is custom-built, specifications can vary considerably from one home to another. Floor plans, finishes, outdoor spaces and individual features should therefore be assessed property by property. We highlight these differences within each listing to help you compare the homes available in Briley Farm and understand what makes each one distinct.
Where Briley farm is located
22 homes · 104 acres
A Landscape-Led Community
The developer’s vision brings greenery into everyday neighborhood life, from the entrance to shared surroundings and places to walk.
A Tree-Lined Arrival
A tree-lined entrance intended to make the landscape part of the experience of arriving home.
Landscape Throughout the Neighborhood
Landscaped surroundings and roundabouts feature in the community vision, extending its green character beyond individual properties.
An Emphasis on Walking
Nature walks are part of the developer’s description, reflecting an emphasis on enjoying the neighborhood on foot as well as from home.
Nature Walks and Regional Cycling
The developer describes Briley Farm as bordering Oakland Nature Preserve, a separate local recreation resource with walking trails and a wheelchair-accessible boardwalk through wetlands. The boardwalk leads to a covered pavilion overlooking Lake Apopka, providing a place to pause and take in the landscape. For prospective owners who value time outdoors, the preserve adds a nearby option for walks beyond the neighborhood itself. The West Orange Trail offers another way to explore the area on foot or by bicycle, with a regional route that includes Oakland and Winter Garden. Together, these resources broaden the possibilities for regular outdoor activity, whether your preference is a wetland walk or a longer ride through the surrounding area.
Everyday Connections to Winter Garden
Nearby historic downtown Winter Garden complements Briley Farm’s Oakland setting with shopping, dining and cultural activities. For homeowners, that means places to build familiar routines: a meal out, browsing local shops or choosing fresh ingredients for the week. The weekly Saturday farmers market brings together produce, baked goods, flowers and other vendors, offering a regular reason to spend part of the weekend downtown. These everyday options add a different dimension to the community’s emphasis on landscape and custom homes. When considering a move, think about how often you would use downtown and how those outings fit alongside time at home and outdoor recreation around Oakland.
Understanding Briley Farm’s Development Stages
Briley Farm is an emerging community, and its documented phases help explain that context. A presentation attached to the May 26, 2026 Oakland Town Commission minutes listed Phase 1A, comprising 19 single-family lots, and Phase 1B, comprising 27 lots, as under construction. Phase 2, with 87 lots, was listed as under review at that date. These figures describe development phases, not homes available to purchase, and the presentation is a dated snapshot rather than a current completion report. For buyers, the useful distinction is between the neighborhood’s broader development and the status of a particular property. Evaluate an individual home’s construction stage and stated delivery details separately from the community’s overall plans.
Find Your Next Home in Briley Farm
Briley Farm brings together an Oakland location, individually designed homes and a landscape-focused community vision, with nearby nature and Winter Garden adding options for everyday enjoyment. As you explore properties, start with the way you want to live: room for gathering, quiet space for work, or a comfortable connection between indoor and outdoor areas. Compare the layout and features documented for each home rather than assuming all residences share the same specifications. Use the property search to explore listings and identify homes that deserve a closer look, keeping both the house and its surroundings in view.