2000 to 2009Years built
2,100 to 4,500 sq ftHome size
GatedEntry
Johns Lake & SR 50Area
Why people move here

Gated, two-story homes with a boat ramp on Johns Lake.

Johns Landing is a gated community of about 262 homes on Johns Lake, on the south side of Oakland. Most were built in the early 2000s, with plenty of four and five bedroom plans on quarter to half-acre homesites.
A private boat ramp and dock give every owner a way onto the lake, and there are tennis courts, a playground and ponds inside the gate. Downtown Winter Garden is about four miles away, and the Turnpike is a few minutes from the front gate.
Relocators and upsizers who want a gate, a yard and the lake.

Johns Landing at a glance

Location: Remington Road at Johns Landing Way, on Johns Lake

Builder: Custom and individual builders

Built: 2000 to 2009

Homes: About 262 homes in two phases

Home types: Single-family homes

Size: About 2,100 to 4,500 sq ft

Bedrooms: 3 to 5 bedrooms

Entry: Gated

Area: Johns Lake & SR 50

Life here

What Johns Landing has

🛡Gated entry
⚓Private boat ramp and dock on Johns Lake
🎾Tennis courts
🛠Playground
🌊Ponds and green space
✨Private streets
Proximity

What is close to Johns Landing

  • SR 50 minutes
  • Florida's Turnpike at SR 50 ~2 mi
  • Historic Downtown Winter Garden ~4 mi
  • Winter Garden Village at Fowler Groves ~6 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

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

The numbers

Johns Landing market snapshot

$598,500Median sale priceDown 5.0% from $630,000 the year before.
98 daysDays on marketMedian cumulative days on market.
14Closed sales10 the year before.
98%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

Johns Landing homes for sale right now

Straight from Stellar MLS. Save the search and get new Johns Landing listings the day they hit.

Start of list of properties

Free guides

Buying or selling in Johns Landing?

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

🏡 Buyer Guide

How buying in Johns Landing 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

Johns Landing FAQ

Where is Johns Landing in Oakland?

Johns Landing is in south Oakland near Johns Lake and SR 50, at Remington Road at Johns Landing Way, on Johns Lake.

How far is Johns Landing 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 Johns Landing built?

2000 to 2009. Most homes were built by individual or custom builders.

What amenities does Johns Landing have?

Gated entry, Private boat ramp and dock on Johns Lake, Tennis courts, Playground, Ponds and green space, Private streets.

Is Johns Landing a gated community?

Yes. Johns Landing has a gated entry. I confirm gate type and access rules for any home before you write an offer.

What schools serve Johns Landing?

Schools commonly listed for this community: Tildenville Elementary, Lakeview Middle, West Orange High. Assignments change, so verify zoning for a specific address with the OCPS School Locator.

Is Johns Landing in the Town of Oakland?

Johns Landing 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 Johns Landing sell for?

Per Stellar MLS, the median sale price in Johns Landing was $598,500 across 14 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 Johns Landing?

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

  • Recent closed sales in Johns Landing, 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.