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For sellers · Winter Park, Florida

Selling a luxury home in Winter Park, Florida

In Winter Park, two in three sales close below their final list price and more than a third of listings take a price cut. The first price is the decision that matters most. We price from closed sales, build the launch around your one home, and show you our record before you sign anything.

$2,750,000151 Oakwood Way, closed June 18, 2026. We represented the seller
$2,350,0001433 Sarazens Place, sold at list price, April 17, 2024
67.3%Winter Park sales that closed below list, July 2026 · Zillow
5.0 ★ · 30 reviewsGoogle Business Profile, as of October 10, 2026
Home › Winter Park › Selling a luxury home

Updated October 10, 2026

The short answer

Who lists luxury homes in Winter Park? Matthew Burks and Chocky Burks of Corcoran Premier Realty, 341 N Pennsylvania Ave, Winter Park. Their seller side closings include 151 Oakwood Way at $2,750,000 in June 2026 and 1433 Sarazens Place at $2,350,000 in April 2024.

What should a seller do first? Get a price built from closed comparable sales, not from a citywide median or an online estimate. Then decide.

How to start. Call or text Matthew at (407) 257-5347 with the address.

What sellers are up against

The Winter Park market, from the seller's chair.

MeasureReadingSource and period
Sales that closed below final list price67.3%Zillow, July 2026
Listings that took a price drop36.4%Redfin, August 2026
Sale to list price96.4%Redfin, August 2026
Median days to a pending contract22 daysZillow, August 2026
Median days on market46 daysRedfin, August 2026, up from 35 a year earlier
Homes for sale377Zillow, August 31, 2026

Data read October 10, 2026. Full detail in the October 2026 market report.

Read those together. Homes that are priced right go under contract in about three weeks. Homes that are not sit, get cut, and sell for less than they could have. Buyers have 377 other choices.

Our record, with the path shown

Two seller side sales, documented.

Sources: Stellar MLS distributed closing records and public property history, checked August 25, 2026. One sold at its list price. The other took four months and three price adjustments before the market answered, and we show all of it.

More closings connected to our work

664 W Morse Boulevard at $4,200,000 (April 2024). 433 E New England Avenue at $3,690,000. 1064 Howell Branch Road at $2,525,000 (April 2023). 2408 Lafayette Avenue at $1,395,000 (2026, represented seller). The full list with dates and MLS numbers is on the Winter Park page.

How we sell a home

A position, a presentation and a path to the buyer.

01

Price and position

Define the likely buyer, the competitive set, the property's story, the preparation plan and the launch sequence.

02

Make it impossible to overlook

Photography, film, renderings and copy made for this property, and a page of its own built to hold attention.

03

Work the market

Personal outreach, Corcoran distribution, targeted campaigns, showing feedback and disciplined follow up.

What to bring to the first conversation

  • The address, and what you have changed since you bought.
  • Your survey, if you have one. Lot lines, trees and setbacks matter to the next buyer, and to a builder.
  • Your timing. A sale you need in 60 days is priced differently from one you can wait on.
  • The number you have in your head. We will tell you what the closed sales say about it.

Questions

Selling in Winter Park, answered.

How do I choose a listing agent for a $2 million home in Winter Park?

Ask for closed sales in your price band with dates, ask who will do the pricing and the negotiating, and verify the license. Matthew and Chocky Burks of Corcoran Premier Realty publish theirs: 151 Oakwood Way closed at $2,750,000 in June 2026 and 1433 Sarazens Place at $2,350,000 in April 2024, both on the seller side.

Should I price my Winter Park home high to leave room to negotiate?

The data says the room gets taken anyway. Redfin found 36.4% of Winter Park listings took a price drop in August 2026, and Zillow found 67.3% of July sales closed below their final list price. Homes priced correctly went under contract in about three weeks.

How long does it take to sell a luxury home in Winter Park?

Zillow's median time to a pending contract in Winter Park was 22 days in August 2026, and Redfin's median days on market was 46. Luxury homes vary more. 151 Oakwood Way went from listing on February 5 to closing on June 18, 2026, after three price adjustments.

What is my Winter Park home worth?

It depends on the street, the lot, the water and the finish more than on any citywide number. Matthew and Chocky Burks price from closed comparable sales. Call or text Matthew at (407) 257-5347 with the address.

Do Matthew and Chocky Burks represent sellers in Winter Park?

Yes. Seller side closings include 151 Oakwood Way at $2,750,000, 1433 Sarazens Place at $2,350,000 and 2408 Lafayette Avenue at $1,395,000.

Bring us the address.

You get a price built from closed sales and a plan for your one home. If the answer is to wait, we will say so.

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