Schedule a 30 Minute AppointmentCall or Text Jorge: 407.502.4719WhatsApp Jorge
2024 to 2026Years built
3,800 to 6,400+ sq ftHome size
4 to 6+ bedroomsBedrooms
Historic Town CenterArea
Why people move here

Estate homesites and a full clubhouse, a golf cart ride from the trail.

Briley Farm is the biggest new-construction story in Oakland. Three custom builders are putting up estate homes on homesites from a third of an acre to more than an acre, and most plans start at five bedrooms. These are not production floor plans. You pick the builder, the lot and the finishes.
The clubhouse anchors the community, with a resort pool, a splash pad, pickleball and tennis. Streets are golf cart friendly, so the West Orange Trail and the town center are an easy ride, and the second phase adds private access to the Oakland Nature Preserve and its boardwalk to Lake Apopka.
Upsizers and relocators who want a custom estate home in a small town, not a subdivision.

Briley Farm at a glance

Location: North of Oakland Avenue near the Oakland Nature Preserve, inside the town's golf cart district

Builder: Pioneer Builders, J&J Building and Element Home Builders

Built: 2024 to 2026 (new construction)

Homes: About 141 estate homesites in two phases

Home types: Custom estate homes

Size: About 3,800 to 6,400+ sq ft

Bedrooms: 4 to 6+ bedrooms

Area: Historic Town Center

Life here

What Briley Farm has

🏠Clubhouse
🏊Resort-style pool and splash pad
🎾Pickleball and tennis courts
🏀Half basketball court
🌳Pocket parks
⛳Golf cart access to the West Orange Trail
🌳Private Oakland Nature Preserve access (Phase 2)
🏡Homesites from a third of an acre to over an acre
Proximity

What is close to Briley Farm

  • West Orange Trail by golf cart
  • Oakland Nature Preserve ~0.5 mi
  • Historic Downtown Winter Garden ~3 mi
  • Florida's Turnpike at SR 50 ~3 mi

Approximate distances from the community entrance. Walt Disney World is roughly about 25 minutes away off-peak. SR 50 and the Turnpike interchange back up at rush hour, so send me your work address and I will map your real commute.

Schools

🏫 Tildenville Elementary

🏫 Lakeview Middle

🏫 West Orange High

🏫 Oakland Avenue Charter School (K to 5, enrollment rules apply)

Orange County Public Schools. Zoning changes, so verify every address.

OCPS school locator
The numbers

Briley Farm market snapshot

$3,387,000Median sale priceLast 12 months.
Under 1 weekDays on marketMost sales were builder closings entered at closing.
10Closed salesLast 12 months.
100%Sale-to-list price ratioMedian for the last 12 months.

Stellar MLS, residential closed sales, 12 months ending September 30, 2026. Pulled Oct 15, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.

Live MLS listings

Briley Farm homes for sale right now

Straight from Stellar MLS. Save the search and get new Briley Farm listings the day they hit.

Start of list of properties

Active, 312 BRILEY AVENUE, , ,press enter for more details, To favorite this property press control+s.
$3.295m
$641
Active
312 BRILEY AVENUE
Oakland, FL 34760
6
Beds
,
7
Baths
,
5,144
square feet,
Under Construction. This exceptional luxury residence by Element Home Builders is located in the prestigious Briley Farm community and offers 5, 144 square feet of thoughtfully designed living space on a private 0.5-acre homesite. Featuring 6 bedrooms, 6 full bathrooms, and 1 half bath, this home showcases one of Element's most sought-after floor plans, blending timeless architecture with modern luxury. Designed for both everyday living and elegant entertaining, the open-concept layout features a gourmet chef's kitchen, expansive great room, private office, loft, and spacious covered lanai. Enjoy true Florida living with an extended outdoor entertaining area complete with a resort-style pool, spa, and fully equipped summer kitchen for seamless indoor-outdoor living. Every detail reflects the exceptional craftsmanship, premium finishes, and attention to detail that define Element Home Builders. With construction just beginning, buyers have the rare opportunity to personalize select finishes and own a brand-new custom luxury home in one of Oakland's most desirable communities. Briley Farm is an exclusive enclave just minutes from historic Downtown Winter Garden, the West Orange Trail, top-rated schools, boutique shopping, dining, and major highways, offering convenient access to Downtown Orlando, Walt Disney World, and Orlando International Airport. Experience the perfect blend of luxury, privacy, and convenience in one of Central Florida's premier custom home communities.ning, and major roadways, while maintaining the privacy and charm of luxury estate living. Renderings are for illustration purposes only. Features, specifications, and finishes are subject to change without notice.
Residential
MLS# O6429415 Corcoran Premier Realty
More Details
See all Briley Farm homes for sale
Free guides

Buying or selling in Briley Farm?

Pick your guide, tell me where to send it, and it opens right away.

🏡 Buyer Guide

How buying in Briley Farm works, from new construction versus resale to what to verify on HOA, CDD and school zoning.

🔑 Seller Guide

Pricing, prep and timing for selling your current home, including how to sell and buy at the same time without moving twice.

Questions buyers ask

Briley Farm FAQ

Where is Briley Farm in Oakland?

Briley Farm is in the historic town center along Oakland Avenue and the West Orange Trail, at North of Oakland Avenue near the Oakland Nature Preserve, inside the town's golf cart district.

How far is Briley Farm from Walt Disney World?

Roughly about 25 minutes off-peak from this part of Oakland. I will map the exact drive from the entrance before you choose.

When were homes in Briley Farm built?

2024 to 2026 (new construction), by Pioneer Builders, J&J Building and Element Home Builders.

What amenities does Briley Farm have?

Clubhouse, Resort-style pool and splash pad, Pickleball and tennis courts, Half basketball court, Pocket parks, Golf cart access to the West Orange Trail, Private Oakland Nature Preserve access (Phase 2), Homesites from a third of an acre to over an acre.

Is Briley Farm a gated community?

Briley Farm is not listed as gated. Ask me about gated options nearby.

What schools serve Briley Farm?

Schools commonly listed for this community: Tildenville Elementary, Lakeview Middle, West Orange High, Oakland Avenue Charter School (K to 5, enrollment rules apply). Assignments change, so verify zoning for a specific address with the OCPS School Locator.

Is Briley Farm in the Town of Oakland?

Briley Farm is inside the Town of Oakland, its own incorporated town since 1887 with its own government and police department. Many Oakland homes carry a Winter Garden 34787 mailing address, and a few nearby streets are in Winter Garden city limits or unincorporated Orange County, so I confirm the jurisdiction for every address.

What do homes in Briley Farm sell for?

Per Stellar MLS, the median sale price in Briley Farm was $3,387,000 across 10 closed sales in the 12 months ending September 30, 2026. Call or text me at 407.502.4719 for recent sales that match your home.

Your next step

Thinking about Briley Farm?

Give me 30 minutes and tell me your timeline. I will send back:

  • Recent closed sales in Briley Farm, straight from Stellar MLS
  • Town of Oakland or Winter Garden, HOA, well and septic for the homes that fit
  • Your real commute, mapped from the entrance

No pressure. If you are selling a home somewhere else first, we will plan both sides together.

Semper Fi to your real estate needs. Jorge Martinez, REALTOR®

Schedule a 30 Minute AppointmentCall or Text Jorge: 407.502.4719
More in Historic Town CenterDaniels CoveGrove at OaklandHistoric Town of OaklandOakland PointeRyan CourtAll Oakland communities
Schedule a 30 Minute AppointmentCall or Text Jorge: 407.502.4719WhatsApp Jorge

Information deemed reliable but not guaranteed. Community details come from public sources and change over time; distances are approximate. Market data from Stellar MLS. Buyers should verify Town of Oakland, city or county jurisdiction, school assignments, HOA, CDD, lake access and all property details independently. The JEM Property Group is an independently owned and operated real estate team affiliated with Keller Williams Realty. Equal Housing Opportunity.