Briley Farm

Briley Farm is an brand new agrihood in Oakland, Florida of luxury homes,

providing you a place to live with old historic charm nestled in the mature oaks with hanging moss.

Discover Briley Farm

ABOUT THE COMMUNITY

Harvest District Winter Garden, Florida Coming Soon

Briley Farm is the kind of neighborhood that makes everyday life easier—beautiful homes, a welcoming community feel, and quick access to the places you already go. Buying here means you get the calm of a residential setting while staying close to shopping, dining, parks, and top local destinations, so errands and weekends are always within easy reach. It’s a smart choice for homeowners who want comfort, convenience, and a location that keeps you connected without feeling crowded.

Models and Community in Briley Farm

Full Community Amenity List

  • Resort Style Pool & Splash Pad

  • Clubhouse

  • Playground

  • Pickleball & Tennis Courts

  • Tree Lined Walking Trail

  • Sunset Seating Areas

Harvest District Rendering

Location

Briley Farm is ideally located for homeowners who want a quiet neighborhood feel without giving up day-to-day convenience. With easy access to nearby main roads, you’re close to shopping, dining, and essential services—so quick errands and weeknight plans stay simple.

You’re also just minutes from parks, trails, and local favorites for weekends and after-work time outdoors. Whether it’s grabbing coffee, meeting friends for dinner, or heading out for family activities, Briley Farm keeps you connected to what’s close by while still feeling like home.

Shopping

Everyday shopping is close by, with convenient options for groceries, pharmacies, and quick essentials—plus nearby big-box stores for home needs and weekend errands. You’ll also find local boutiques and specialty shops in the downtown areas, so you can grab what you need fast or make an afternoon of browsing and dining.

Plant Street Winter Garden Shopping and Dining
Farmers Market

Farmer's Market and U-Pick Farms

Farm-fresh is easy to find nearby. On weekends, you can shop local farmers markets for seasonal produce, fresh bread, honey, jams, flowers, and handmade goods—then grab coffee or lunch while you browse. When it’s in season, U-pick farms in the area make it easy to spend an afternoon picking strawberries, blueberries, peaches, pumpkins, and other favorites, with many spots offering hayrides, corn mazes, and kid-friendly activities.

Briley Farm Model Homes (Contact us for pricing)

Waterleigh Bellake Floorplan 3 Bedroom

Lot 16

Oakshade French Farm Floorplan

Lot 6

Waterleigh Sandhill Floorplan 3 Bedroom

Lot 14

Oakland, FL

Close to Everything

Living at Briley Farm means you’re close to just about everything—daily errands, dining, parks, and weekend favorites are all a short drive away. You can enjoy nearby locally owned restaurants and boutiques, spend time outdoors at area parks and nature preserves, and hop on popular walking and biking trails when you want to get outside. For bigger shopping and dining trips, major retail and entertainment hubs are within easy reach, so it’s simple to stay connected without giving up a quieter neighborhood feel.

Schools zoned for Briley Farm in Orange County public schools:

Tildenville Elementary School — Grades K–5

Lakeview Middle School — Grades 6–8

West Orange High School — Grades 9–12

402 N Pollard St, Oakland, FL 34787, USA

Mobile App

Download our App and Search for Homes in Real Time!

Our unique app is available for iphone or android. It allows you the freedom to search anytime at your convenience. Listings are available live just as I see them so there are not delays like you find on those national websites.

“This app is so easy to use” — D. Stewart - Kissimmee, FL

Enjoy features like:

  • Search by Location using our Map Search

  • Numerous Search Filters to pinpoint your preferences

  • Specific information pertaining to each home

Search Homes on Our App

Home Sales near Disney Mobile app

Is there a Home Owners Association (HOA) in Briley Farm of Oakland if so, how much is it?

Yes, the entire community will have HOA fees. Please contact us for information.

Can I buy a new construction home in Briley Farm ?

Contact us for an up-to-date release of home sites as they are being built by different builders. If you prefer to search for resale homes at your leisure, download our mobile app above to search homes in real time and no information delays.

Is the Community Pet friendly?

Yes, however certain breeds only. Please inquire within

What type of economic opportunity is available in Oakland, FL?

Oakland/Winter Garden, Florida, has a diverse and growing economy supported by retail, healthcare, technology, tourism, and professional services. Healthcare through the Orlando Health Central Hospital provides essential services to the area. Because of the tourism in the area, there is consistant hiring in attractions, restaurants, retail centers and construction.

Why buy a home in Briley Farm?

First is location, the community is secluded by nature and you are nestled along the lake and in the winding mature trees close to it all. Briley Farms offers homebuyers a variety of floorplans and home styles as well as amenities for resort style living.

Is Briley Farm a good community for families?

Briley Farm may appeal to families looking for a smaller yet conveniently planned residential community that is close to a historic downtown. There are sidewalks throughout, and even a walk/bike trail called West Orange Trail that comes through the center of town. Numerous quaint shoppes as well as award winning restaurants throughout. Also close to several other shopping/dining areas such as Hamlin and Winter Garden Village just minutes away. Don't forget Disney World, Seaworld and Universal are all within a 30 minute or less drive.

Matthew Montalvo, PA

Realtor

As a specialized real estate agent with La Rosa Realty, Matthew Montalvo provides unparalleled expertise in the Disney World area, helping clients find the perfect vacation home, residence or investment property. About Us

© 2026 Matthew Montalvo
La Rosa Realty 1420 Celebration Ave, Celebration FL 34747

All rights reserved.

Privacy Policy | Terms of Service