Southern Oaks at Oakland Shores
Single-family homes · Built 1996 to 2018, mostly 1998 to 2006 · about 2,250 to 3,950 sq ft
Larger homes on oak-shaded lots near the Lake Apopka shore.
Southern Oaks at Oakland Shores at a glance
Location: Mather Smith Drive and Millholland Street, near the Lake Apopka shore
Builder: Custom and individual builders
Built: 1996 to 2018, mostly 1998 to 2006
Homes: About 45 homes
Home types: Single-family homes
Size: About 2,250 to 3,950 sq ft
Bedrooms: 3 to 5 bedrooms
Area: Lake Apopka Shore & the Preserve
What Southern Oaks at Oakland Shores has
What is close to Southern Oaks at Oakland Shores
- Oakland Nature Preserve ~0.5 mi
- West Orange Trail ~0.5 mi
- Historic Downtown Winter Garden ~3.5 mi
- Florida's Turnpike at SR 50 ~3 mi
Approximate distances from the community entrance. Walt Disney World is roughly 25 to 30 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
🏫 Oakland Avenue Charter School (K to 5, enrollment rules apply)
🏫 Tildenville Elementary
🏫 Lakeview Middle
🏫 West Orange High
Orange County Public Schools. Zoning changes, so verify every address.
Southern Oaks at Oakland Shores market snapshot
Southern Oaks at Oakland Shores had no closed sales in the last 12 months. That is too few for a median that means anything, so I price homes here one at a time.
Get the real numbers for Southern Oaks at Oakland Shores
Call or text me at 407.502.4719 and I will send every recent closed sale in and around Southern Oaks at Oakland Shores, straight from Stellar MLS, with what each one tells us about value.
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.
Southern Oaks at Oakland Shores homes for sale right now
Straight from Stellar MLS. Save the search and get new Southern Oaks at Oakland Shores listings the day they hit.
Buying or selling in Southern Oaks at Oakland Shores?
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🏡 Buyer Guide
How buying in Southern Oaks at Oakland Shores 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.
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Next step: book a 30 minute call and we will walk through it together for Southern Oaks at Oakland Shores.
Southern Oaks at Oakland Shores FAQ
Where is Southern Oaks at Oakland Shores in Oakland?
Southern Oaks at Oakland Shores is in north and west Oakland near the Lake Apopka shore and the Oakland Nature Preserve, at Mather Smith Drive and Millholland Street, near the Lake Apopka shore.
How far is Southern Oaks at Oakland Shores from Walt Disney World?
Roughly 25 to 30 minutes off-peak from this part of Oakland. I will map the exact drive from the entrance before you choose.
When were homes in Southern Oaks at Oakland Shores built?
1996 to 2018, mostly 1998 to 2006. Most homes were built by individual or custom builders.
What amenities does Southern Oaks at Oakland Shores have?
Homesites from about a quarter to over half an acre, Near the Lake Apopka shore, Close to the Oakland Nature Preserve and the trail.
Is Southern Oaks at Oakland Shores a gated community?
Southern Oaks at Oakland Shores is not listed as gated. Ask me about gated options nearby.
What schools serve Southern Oaks at Oakland Shores?
Schools commonly listed for this community: Oakland Avenue Charter School (K to 5, enrollment rules apply), Tildenville Elementary, Lakeview Middle, West Orange High. Assignments change, so verify zoning for a specific address with the OCPS School Locator.
Is Southern Oaks at Oakland Shores in the Town of Oakland?
Southern Oaks at Oakland Shores 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 Southern Oaks at Oakland Shores sell for?
Too few homes sold in Southern Oaks at Oakland Shores in the last 12 months for a reliable median. Call or text me at 407.502.4719 and I will send recent closed sales in and around Southern Oaks at Oakland Shores from Stellar MLS.
Thinking about Southern Oaks at Oakland Shores?
Give me 30 minutes and tell me your timeline. I will send back:
- Recent closed sales in Southern Oaks at Oakland Shores, 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®
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.