September 3, 2026
On August 10, a 1974-built estate on Tarawood Drive in Bay Hill sold for $2.75 million. It took four days.
Three days later, in the South Bay community, a brand-new 2026-built custom home that had just won Best Custom Home Design at the 2026 Parade of Homes finally closed at $3.45 million. It had been sitting since February. One hundred seventy-seven days on the market.
Same week. Same neighborhood name. Same rough price band. A gap of 173 days between them. If you are reading a "Dr. Phillips median home price" headline and trying to decide what your own search timeline should look like, that gap is the thing you actually need to understand, because the median you saw was built by averaging homes like these two together with condos that turn over in under two weeks. It is not describing one market. It is describing three, and none of them move at the same speed.
Pull the closed-sale log from any recent week in Dr. Phillips and the pattern from that Bay Hill sale repeats itself. In the week of August 17 to 23, a North Bay home on Bay Side Drive sold for $1.5 million after 56 days on the market, while a townhouse at Bella Notte at Vizcaya sold for $535,000 in just 12 days, and a one-bedroom unit at Windhover Condominiums closed for $128,500 in 16. The week before that, a townhouse at Vistas at Phillips Commons took 50 days to sell at $383,000, but a five-bedroom estate at Waters Edge, Boca Pointe at Turtle Creek moved in eight days at $1.248 million.
There is no consistent relationship here between price and speed. A $2.75 million estate sold in four days. A $383,000 townhouse took 50. A $267,000 condo at Sanctuary at Bay Hill sat for 88 days before selling in late July, while a $525,000 townhome at Sandpointe cleared in 17. Whatever is driving days on market in Dr. Phillips right now, it is not simply "expensive homes sit longer" or "cheap homes move faster." It is something closer to property type and condition meeting a buyer pool that is sorted into distinct tiers, each shopping with a different clock.
This is also why two reasonable sources can publish two very different numbers for the same neighborhood in the same month and both be right. As of August 2026, one widely used portal put the active-listing median for Dr. Phillips at $1.05 million, or $331 per square foot. A local brokerage's sold-price figure for the same footprint, also current, showed a median closer to $545,000, up roughly 1.9 percent year over year, with homes averaging 44 to 45 days on market as of mid-August, up from about 37 days the year before, and around two competing offers per home.
Those numbers are not contradicting each other. They are measuring different things. An active-listing median counts what is currently sitting unsold, and the weekly sale logs make clear that expensive, new-construction, and lakefront estates are exactly the properties most likely to still be sitting, sometimes for months, at any given moment. A sold-price median counts what actually closed, and condos and townhomes close far more often per month than seven-figure estates do. Stack more $128,000 to $535,000 closings into the count than $2 million-plus closings, and the sold median drops well below the active median, even though both are describing the same neighborhood on the same day.
Laid out against each other, the recent closed sales sort into three fairly distinct bands, each with its own typical pace.
| Tier | Representative sales (Jul-Aug 2026) | Typical days on market |
|---|---|---|
| Entry and attached, under $600K | Windhover Condominiums ($128.5K-$134K), Sanctuary at Bay Hill condo ($267K), Bella Notte at Vizcaya townhouse ($535K), Sandpointe Townhomes ($525K) | 6 to 88, mostly under three weeks |
| Established single-family core, $600K-$1.6M | Sand Lake Cove ($680K), Orange Tree Country Club ($550K), Waters Edge at Turtle Creek ($1.248M), Torey Pines ($962K), North Bay ($1.5M) | 8 to 63 |
| Lakefront, luxury, and new construction, $2M+ | Bay Hill estate ($2.75M), South Bay estates ($2.25M-$3.45M), Vizcaya lakefront on Big Sand Lake ($2.9M) | 4 to 177 |
Notice that the top tier has both the shortest and the longest days-on-market figures in the entire dataset. A well-priced, well-maintained older estate in Bay Hill sold in four days. A brand-new, higher-priced custom build in South Bay sat for nearly six months. Price alone does not sort these homes. Pricing strategy and condition against a thinner pool of qualified buyers does.
If you're shopping this neighborhood without knowing which of these three tiers your target home actually competes in, the neighborhood-wide median tells you almost nothing useful about how fast it will move or how much room there is to negotiate.
Market reporting from a Dr. Phillips-focused team this month put a number on that top-tier softness: buyers shopping above $2 million are landing average discounts of roughly six percent off list price, even as single-family inventory in established pockets like Emerald Forest and Sand Lake Sound stays tight. That is the mechanism behind the wide swings in the table above. Sellers at the very top are pricing aspirationally, often based on construction cost or a Parade of Homes finish rather than what the thin pool of buyers shopping above $2 million will actually pay quickly, which produces both the occasional fast sale at a realistic price and the multi-month sit at an ambitious one.
That six percent is not evenly distributed across the neighborhood. It shows up almost entirely in the top tier. The entry and mid tiers, where most of the actual transaction volume lives, are still clearing close to list price on a normal timeline.
This same caution applies if you're weighing Dr. Phillips against Windermere, Winter Garden, or another nearby suburb using a single median number from each. A $545,000 sold median in one neighborhood and a $650,000 sold median in another only mean something if you're comparing similar property types and similar price tiers. A Dr. Phillips condo median and a Windermere estate median are not answering the same question, even when they sit side by side in a comparison chart.
Is Dr. Phillips a buyer's market or a seller's market right now? It depends entirely on the tier. Entry-level condos and townhomes under $600K are still moving quickly with multiple offers common. The $2 million-plus lakefront and new-construction tier is showing real room to negotiate, with average discounts near six percent off list and days on market stretching well past 100 in some recent sales.
Why do two sources show such different median prices for the same neighborhood? One is likely measuring active, unsold listings, which skew toward the slower-moving luxury tier. The other is likely measuring closed sales, which are weighted more heavily toward faster-moving condos and townhomes. Always ask which one you're looking at before comparing numbers across sources or neighborhoods.
Does the age of the home matter as much as the price tier? Sometimes more. The fastest sale in the recent data was a 1974-built estate. The slowest was a 2026-built custom home at a higher price point. Construction age alone did not predict speed, but pricing against realistic comparables clearly did.
If you're trying to figure out which Dr. Phillips market your budget and timeline actually put you in, that's the kind of question worth a conversation before you start touring. Mary Rossi works Dr. Phillips block by block, not by median, and can walk you through what's actually happening in your specific price band before you write an offer. Get in Touch.
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