Best Realtor in
Westport, CT
Judy Michaelis has listed more homes in Westport than any other agent from 2016 through 2026. Trusted by sellers since 1994: 600+ homes sold, $600M+ closed — When you hire Judy, you get Judy – not a junior teammate. She is unwaveringly devoted to securing the highest profit for your home in the shortest possible time.
#1 in Westport by closed sales.
Not an award and not a self-assessment. The ranking is a count of closed sales in Westport’s ZIP code, taken from the MLS, from January 2016 to March 2026.
Every input behind the number is listed here, so you can check it yourself.
The basis
- Source
- Multiple Listing Service (MLS)
- Area
- ZIP code 06880, Westport
- Measure
- Total units closed
- Price range
- All price ranges
- Period
- January 1, 2016 – March 13, 2026
- Result
- More units closed than any other agent
*Based on the total number of units closed in ZIP code 06880 across all price ranges, as reported by the MLS for the period from 1/1/2016 through 3/13/2026.
Anyone can call themselves the best. Judy’s reviews and track record prove it:
RealTrends verified
Independently verified as a top agent by sales volume. RealTrends data vs. taking an agent's word for it.
Coldwell Banker International Society of Excellence
Coldwell Banker's highest production tier internationally, awarded on closed volume.
350+ five-star reviews
Across Google, Zillow, Rate My Agent and Fast Expert — Judy's clients continue to rave about her.
6 Twin Circle Drive
$700,000 over asking, in 8 days.
A $5,000,000 Westport listing under a signed contract eight days after it came to market, in cash, at $5,700,000 — $700,000 above the asking price.
At this level the result is decided before the first showing. Pricing, preparation and the marketing plan were settled in advance, so when the offers came there was nothing left to arrange.
Explore the data
What a house like yours sells for in Westport.
Every closed single-family sale in Westport this year, plus four neighboring Fairfield County towns. Filter by neighborhood, price, beds, baths, or style to see how homes like yours are selling right now.
Recent closings
A CPA who sells
real estate.
Before real estate, Judy built a career in accounting and taxation. She holds a CPA designation and a Master of Science in Taxation, and worked at KPMG before moving into brokerage.
That is not a decorative credential. Pricing strategy, net-proceeds modelling, the tax consequences of a sale, capital improvements basis, and how an offer’s structure changes what you actually keep are all financial questions. Most residential agents route them to someone else. Judy answers them in the room.
Where it shows up
- Net proceeds modelled before you choose a list price
- Offer comparison on what you keep, not the headline number
- Basis and capital improvements accounted for properly
- Timing decisions weighed against tax consequences
- Investment and second-home purchases evaluated as investments
You hire Judy.
You get Judy.
Westport’s top of the market is dominated by teams. That is not a weakness on their part, but it does mean the person who won your listing is often not the person who runs it. Judy works alone by choice.
Pricing from the property
A price argued from what the house actually is, defensible at the appraisal, not a number chosen to win the listing.
Preparation and photography
Repair triage, staging decisions and professional photography booked before the listing goes live rather than after.
Marketing beyond Westport
Coldwell Banker Global Luxury distribution, reaching the New York and regional buyers who make up much of the demand.
Offer evaluation
Price, financing, contingencies and timeline weighed together. The highest number is not always the best offer.
Through to closing
Inspection, appraisal and closing coordination handled directly.
Video-First Premium Listings. For Today's Buyer.
Not all video is equal. AI-stitched photos give buyers a slideshow. Real video gives them a scroll-stopping house they want to walk through. Your home’s first showing happens on a screen. Judy makes it count with professional photos and film guaranteed to attract buyers. Judy’s listings are filmed and published as video tours on her YouTube channel. Today, she has more than 400 videos and 1.28 million views to date, with a single home tour reaching 28,000 viewers recently.
- Every new listing video gets over 5,000 views in the first 30 days!
- 58% of buyers expect video as part of their home search
- Listings with aerial drone footage sell 68% faster.
Cinematic Storytelling:
We do not shoot simple phone walk-throughs. We craft immersive visual tours using dynamic camera movement, curated soundtracks, and strategic composition to evoke an immediate, powerful emotional response.
Drone Photography:
Drone work anchors the house in its setting, whether that is four acres, a shoreline, or a long approach through trees. Every Fairfield County property is different, and the aerial is where the difference shows.
Masterful Lighting:
True luxury lives in the details. Our production team understands how to harness natural light and supplement it to highlight high-end finishes, rich textures, and architectural brilliance without looking artificial.
Ready to sell in Westport?
Sell With Judy
Trusted by sellers since 1994.
More than 600 homes sold and over $600 million in closed sales. A founding agent of the Coldwell Banker Westport office and a member of the International Society of Excellence. When you hire Judy, you work directly with Judy — from the pricing conversation through preparation, offers, negotiation and closing.
- Licensed Connecticut Real Estate Broker
- Certified Public Accountant (CPA)
- Graduate, REALTOR® Institute (GRI)
- Seniors Real Estate Specialist® (SRES®)
Choosing an agent
in Westport.
- What does “#1 listing agent” actually measure?
- Units closed on the listing side in ZIP code 06880, across all price ranges, as reported by the MLS from 1/1/2016 through 3/13/2026. It is a count of completed sales, not a marketing award.
- Is a solo agent a disadvantage against a team?
- It depends what you value. A team gives you more people; a solo agent gives you the same person at every stage. At the top of the Westport market the decisions that matter — pricing, offer selection, negotiation — are the ones you want handled by the person you actually hired.
- Does Judy work with buyers as well as sellers?
- Yes, though the practice is weighted toward listings. Buyers in a competitive Westport market benefit from an agent who knows how the other side evaluates offers, because she is usually on that side.
- What does the CPA background change?
- It means pricing, net proceeds and the tax consequences of a sale get discussed properly rather than deferred. Most agents refer those questions out.
Start with a
conversation.
A private, no-obligation discussion about your house, the current market, and your timing.