Real Estate Agents in Winter Park, FL

1,486 licensed local agents serving Winter Park, FL — every one checked against the state license register. Compare them, or get matched to the best fit in seconds. It's always free to you.

1,486
Licensed agents

Agents serving Winter Park

RS
Robert Sinclair
Licensed agent
License activeView profile
KD
Kevin Dinneen
Licensed agent
License activeView profile
BA
Beatrice Athanas
Licensed agent
License activeView profile
JG
Jean Gillen
The Realty Doctors LLC
License activeView profile
WS
William Segal
Licensed agent
License activeView profile
RM
Ronald Medlock
Licensed agent
License activeView profile
JZ
Jack Zimmer Jr.
Zimmer Land Company LLC
License activeView profile
CB
Charles Brenner
C. E. B. Management Inc
License activeView profile
TV
Thomas von Kamecke
Licensed agent
License activeView profile
LD
Lee Dowd
Lee Dowd Inc
License activeView profile
EW
Edward Werner
Licensed agent
License activeView profile
SC
Scott Caulfield
Caulfield Realty LLC
License activeView profile
LG
Lamont Garber
Eastern General Realty Corp
License activeView profile
SP
Steven Pilchick
Direct Sell Inc
License activeView profile
BR
Bernard Reilly
Reilly Realty & Management Corp
License activeView profile
ES
Erica Saunders
Licensed agent
License activeView profile
JG
John Gassie
Licensed agent
License activeView profile
MM
Marcos Marchena
Proplogik Realty, Inc.
License activeView profile
BW
Betty West
Licensed agent
License activeView profile
RS
Ronald Schwartz
Realty Marketing Associates of Orlando Inc
License activeView profile
MD
Margarita Davis
Florida Prime Properties USA Inc
License activeView profile
JJ
J. Jones
Licensed agent
License activeView profile
DH
Dan Hall
Licensed agent
License activeView profile
ER
Eric Rosoff
Licensed agent
License activeView profile

Winter Park real estate agents at a glance

1,486
Licensed agents
33%
Hold a broker license
12.5
Median years licensed
44
Licensed in the past year

1,486 licensed real estate agents serve Winter Park, FL, from the Florida license register. 484 of them (33%) hold a broker license. The typical agent here has been licensed about 12.5 years, and 889 have ten years or more. 44 were licensed in the past twelve months, so ask how many Winter Park deals an agent has closed, not only how long they have held a license.

The typical Winter Park home is worth $464,563 (+1.5% in a year), per the Zillow Home Value Index for August 2026. See the Winter Park housing market →

Firms with the most agents in Winter Park

  1. Coldwell Banker Residential Real Estate LLC57 agents
  2. Fannie Hillman & Associates Inc40 agents
  3. Charles Rutenberg Realty Orlando LLC31 agents
  4. Premier Properties of Southwest Florida, LLC30 agents
  5. Winter Park Luxury Real Estate LLC29 agents

Nearby cities

Why work with a local Winter Park agent

They price from real comps

Local Winter Park sold data, not an online estimate, sets the right number — whether you're making an offer or listing your home.

They know the neighborhoods

Schools, commutes, and which streets command a premium vary block to block; a Winter Park specialist reads those nuances instantly.

They negotiate where it counts

The right offer terms, the inspection findings that actually matter, and the local customs that win deals.

They run the whole process

Lender, inspector, title, deadlines — a great local agent keeps it all on track to closing.

How to choose the right agent in Winter Park

Interview more than one, ask for recent Winter Park closings in your price range, and ask how they handled problems on past deals. Our guide to choosing a real estate agent lists the exact questions to ask, and the buyer's hub and seller's hub cover what comes next.

Frequently asked questions about Winter Park agents

How many real estate agents are there in Winter Park, FL?

1,486 licensed real estate agents serve Winter Park, FL, according to the Florida license register; 484 of them hold a broker license. Homegrity lists every one of them and re-checks their license status daily.

Which real estate firms have the most agents in Winter Park?

By licensed agents placed in Winter Park: Coldwell Banker Residential Real Estate LLC (57), Fannie Hillman & Associates Inc (40), Charles Rutenberg Realty Orlando LLC (31). The biggest firm is not always the best fit; compare individual agents on this page.

How do I find a good real estate agent in Winter Park?

Look for an agent who actively works Winter Park — recent local closings, client reviews, and fast communication matter far more than a big national name. Every agent on this page holds a license checked against the state register: compare them here, or get matched to the best fit in seconds.

How much does a real estate agent cost in Winter Park?

For buyers and sellers, using Homegrity to find and get matched with a Winter Park agent is completely free, with no obligation. Commissions on a sale are negotiated separately and paid at closing — your agent will explain exactly how that works for your situation.

Are Homegrity's Winter Park agents verified?

Every agent on this page holds a real estate license that we check against the state license register, re-checked daily. We do not hold sales records, so we do not claim to check them.

How are the Winter Park agents on this page ordered?

Agents are ordered by Homegrity Score. Today that score comes only from the state license register — license status, how long they have been licensed, and whether the state names their firm — because that is what we can verify. No one can pay to appear higher.

Can I get matched with a Winter Park agent for free?

Absolutely. Answer a few quick questions and we'll match you with the best-fit local agent for your goals — free, private, and no agent hears from you until you ask. Not the right fit? Re-match in one tap.

Not sure who's right for you?

Answer a few quick questions and we'll match you with the Winter Park agent who fits your goals — with the reasons why.

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