Michelle Sperry Real Estate

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Michelle Sperry Real Estate

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Coldwell Banker Global Luxury REALTOR® | Westport, CT | Fairfield County Expert | Luxury is how you’re treated. Real Trust. Real Results.

Michelle Sperry, J.D., is a Global Luxury Realtor with Coldwell Banker, specializing in Westport, Weston, and Fairfield County, Connecticut. When it comes to selling a home, the stakes are high — financially and emotionally — which is why Michelle delivers more than real estate expertise. She brings strategy, structure, and a sense of calm to what can often feel like chaos. Backed by Coldwell Banker — the #1 brokerage in Westport and Weston — Michelle combines unmatched market share and global luxury reach with her proprietary Sperry Strategy, a process based on her careers in M&A law, competitive publishing, and nonprofit leadership. This strategy provides sellers with smarter pricing, stronger negotiations, and maximum exposure that consistently outpaces the market, while buyers receive disciplined guidance toward financially sound investments. Every listing leverages Coldwell Banker’s Global Luxury platform, cinematic property films, design-driven staging, and Michelle’s national social media presence of thousands of organic followers — delivering reach and impact that goes far beyond traditional marketing. Before real estate, Michelle built a career in corporate law, advising on multimillion-dollar M&A deals; led national sales initiatives in the publishing industry; launched multiple businesses; and spent nearly two decades as the founder of an arts-based nonprofit that raised over half a million dollars to provide access and opportunity for children. Each chapter sharpened her ability to navigate high-stakes decisions with clarity, creativity, and confidence. Michelle has lived in Fairfield County for over 25 years, raising her four children here and building deep community roots and relationships. Her clients benefit not only from exceptional strategy but also from insider knowledge of the lifestyle, events, neighborhoods, and local culture that only a true local can provide. For Michelle, luxury isn’t a price point — it’s how you’re treated. Luxury is how you’re treated.

10/30/2026

Thinking about selling your home in 2027? 🏡 Before you spend a dollar on renovations, painting, landscaping, or updating that kitchen, I’d suggest we have a conversation.

One of the biggest mistakes homeowners can make is assuming that every improvement will increase their home’s selling price…. It doesn’t always work that way.

Sometimes a fresh coat of paint makes an enormous difference. Sometimes the kitchen you’ve been planning to renovate is perfectly fine for the market you’re selling in. And sometimes a few relatively inexpensive changes can completely transform how buyers respond to a property.

The key is knowing where to spend your money, where to save it, and how to position your home against the competition.

That’s where my approach to selling begins. Long before the first open house, we’re developing a strategy to prepare, price, and present your property.

If you’re considering selling in 2027, even if you’re several months away from making a decision, I’d be happy to walk through your home with you and discuss what I would recommend doing, and just as importantly, what I wouldn’t.

Send me a message with the word SELL, and let’s talk about your plans.

Michelle Sperry, JD
Coldwell Banker Global Luxury

Real Trust. Real Results.
Luxury is how you’re treated.

10/28/2026

Have you ever wondered what goes into building a truly extraordinary luxury home from the ground up? 🏡

For nearly two years, I’ve had the opportunity to follow an incredible custom home project, documenting the process from its earliest stages through construction, design decisions, and all those remarkable details that eventually come together to create a finished home.

Today I was back on-site, capturing another important moment as this project approaches completion.

I’ve accumulated quite a collection of photographs, videos, and stories along the way, and I’ve decided it’s time to take you along for the journey!

Over the coming weeks, I’ll be sharing a behind-the-scenes look at this fascinating process, starting at the very beginning and following it all the way through to the final reveal.

There’s so much more to a luxury home than what you see when you walk through the front door.

Stay tuned. I have quite a story to share!

Michelle Sperry, JD
Coldwell Banker Global Luxury
Luxury is how you’re treated.

10/27/2026

🎃 AROUND TOWN TUESDAY… with a little Halloween insanity! 😂

Apparently, this is what happens when I get involved in community theater!

A little behind-the-scenes fun from Lachat Town Farm’s Spirits of 1776, where I spent the weekend looking considerably older and behaving rather questionably. 👻

I have so much footage from this incredible production, but I thought I’d start with this little gem!

One of my favorite things about Weston is how many talented, creative people come together to make events like this happen. And getting to be part of it was an absolute blast.

I promise I don’t usually look like this when I’m showing houses. 😂

Michelle Sperry, JD
Coldwell Banker Global Luxury
Luxury is how you’re treated.

10/25/2026

🍂 SUNDAY AT HOME 💋

I have a confession. I absolutely love setting a beautiful table. Sometimes I think I enjoy the preparations almost as much as the party itself! 😂

Last weekend I hosted Tiles & Tea, an afternoon of Mahjong, delicious food, wonderful company, and a few more details than I probably needed to fuss over.

But that’s the fun of it for me.

I’ve always believed that a home should be more than a beautiful place to look at. It’s where we entertain, celebrate, laugh, and create memories with the people who walk through our doors.

And whether it’s an elaborate afternoon or a few friends around the kitchen island, there’s something wonderful about opening your home and bringing people together.

So I’m curious…

Are you the person who loves hosting, or the guest who always brings something fabulous? 🥂

Michelle Sperry, JD
Coldwell Banker Global Luxury
Luxury is how you’re treated.

10/24/2026

🍁 HELLO GORGEOUS! STILL MAKING WEEKEND PLANS? 💋

It’s Saturday morning, and there’s plenty of Halloween fun happening around Fairfield County today and tomorrow!

👻 WESTON: Lachat Town Farm’s Spirits of 1776 is happening this weekend, and I’m actually part of the cast! Come experience this spectacular immersive Halloween production. And Sunday morning, cheer on the runners at the Weston Kiwanis Reservoir Run!

🎃 WESTPORT: WestportMoms Fall Festival at Gilbertie’s, pumpkin painting and carving at Earthplace, and the Family Halloween Spooktacular at the YMCA!

🍂 FAIRFIELD & BEYOND: The Enchanted Castle at Burr Mansion, Wilton’s Pumpkin Parade, and Sunday’s Halloween on the Green!

I love that our communities go all out for fall. There’s something for everyone, whether you’re looking for family fun, a little Halloween fright, or a beautiful morning outdoors.

What are YOU doing this weekend? 👇

Save this post and share it with a friend!

Michelle Sperry, JD
Coldwell Banker Global Luxury
Luxury is how you’re treated.

Weston 5K Road Race [email protected] (Westport + Norwalk) Earthplace Fairfield Museum

10/16/2026

🍁 HELLO GORGEOUS! WHAT ARE WE DOING THIS WEEKEND? 💋

October 16–18, and there’s plenty happening around Fairfield County!

🎃 WESTON: Halloween Storytime & Crafts at the library, plus a fascinating look at Alice DeLamar, one of Weston’s most intriguing historical figures.

🎨 WESTPORT: Art Adventures at MoCA CT, a historic walking tour through Winslow Park, and Earthplace’s Woodside Bash for a fabulous Saturday night out!

🍂 FAIRFIELD & BEYOND: Live music with Patty Larkin and Lucy Kaplansky at FTC, the Fairfield Harvest Market with 70+ vendors, and Wilton’s Pumpkin Fest, complete with baby goats!

📣 AND TWO BIG WESTON SAVE THE DATES!

👻 October 22–25: Lachat Town Farm’s Spirits of 1776: A Haunted Experience! An immersive outdoor Halloween production, and guess who’s actually IN IT? ME! 😂💋

Seriously, it’s a spectacular annual event, and tickets can go quickly. Get yours at lachattownfarm.org!

🏃 October 25: The Weston Kiwanis Reservoir Run! Half marathon, 5K, kids’ runs and family fun. Register now!

This is one of the things I love most about living in Fairfield County. There’s always something happening, and some of the very best experiences are right here in our own communities.

So tell me, what’s on YOUR weekend calendar? 👇

Save this post, share it with a friend, and go enjoy our beautiful corner of Connecticut!

Michelle Sperry, JD
Coldwell Banker Global Luxury
Luxury is how you’re treated.

📍 Museum of Contemporary Art \ ConnecticuttEarthplaceeFairfield Theatre CompanyyWeston 5K Road RaceeWeston Historical Societyy

Thanks toWeston [email protected] (Westport + Norwalk))Patchh for keeping us connected!

10/14/2026

Is it summer? Is it fall? Whatever it is, I’ll take it! The drive from Connecticut up to Massachusetts today was absolutely spectacular. The sunshine, the gorgeous weather, the trees showing off every shade of autumn, and leaves floating through the air. It almost felt like summer, except everything around me was screaming FALL! 🍂 But the best part wasn’t the drive.

I came up to surprise my Auntie Em for her birthday, and it turned out my two nephews had the very same idea! 🥳

I’d had groceries delivered ahead of time, so we pulled together a fabulous birthday dinner with all kinds of delicious ingredients. There were presents, cake, ice cream, and LOTS of laughing.

And now I’m heading back to Connecticut tonight. Six hours of driving in one day? A little crazy, perhaps. 😂 But a beautiful fall drive and a few precious hours celebrating someone you love? Absolutely worth it.

One of the things I love about living in Connecticut is being able to have days like this. Happy Birthday, Auntie Em! 🎂💋

10/13/2026

☕ AROUND TOWN TUESDAY 💋
Can we talk about how much prettier coffee tastes when it comes in a gorgeous blue-and-white cup? 😂
A little coffee stop at Maman in Westport, and of course I had to take a picture.

The beautiful china, the tiny flowers on the table, the coffee… it’s those little details that make a place memorable.

One of my favorite things about living and working in Fairfield County is discovering spots like this. Sometimes the best part of the day is simply sitting down for a good cup of coffee.

Now tell me, are you ordering the hot latte or the iced coffee with whipped cream? ☕👇

Michelle Sperry, JD
Coldwell Banker Global Luxury
Luxury is how you’re treated.

10/11/2026

Well, this was a pretty fabulous way to spend a Thursday! 💋I finally got to meet Brunch with Babs!
🌸If you’ve followed her for any length of time, you know why I was excited. The cooking, the entertaining, the little bits of wisdom and the way she makes everyday life feel like something worth celebrating. And getting to actually talk with her was even better!

We chatted about cooking, sharing what you know, and an idea I’ve been carrying around for quite a while: Michele’s Methods.

Her advice? Start sharing. Don’t wait until everything is perfectly figured out. Which, if you know me, is probably exactly what I needed to hear. 😂

One of the things I love about living in Fairfield County is how many interesting people, events and experiences are right here around us. And sometimes you go to a book signing and leave thinking about a whole new chapter of your own.

Are you a Brunch with Babs fan? And have you ever met someone who gave you that little push to try something new?

10/10/2026

🏡 SATURDAY REAL ESTATE Q&A
Will a $100,000 kitchen renovation add $100,000 to your home’s value?
👉🏼Not necessarily! And here’s why.
I walk through a lot of beautiful homes, and I can tell you that buyers LOVE a gorgeous kitchen. But here’s something homeowners often misunderstand: what you spend on a renovation and what it adds to your home’s value are two very different numbers.

A $100,000 kitchen renovation doesn’t automatically make your home worth $100,000 more.

It depends on several things:
🏡 Your neighborhood. Buyers compare your home to others in the same market. You can absolutely over-improve a property.

🔨 What you’re replacing. Updating a severely outdated kitchen may make a bigger difference than replacing one that’s already attractive and functional.

✨ The choices you make. Quality matters, but expensive finishes don’t always translate into equally expensive resale value.

📍 What local buyers expect. A kitchen that makes sense in one price range or neighborhood may be excessive in another.

And here’s something else to consider: Sometimes the value of a renovation isn’t just in the resale price. It’s in enjoying your home while you’re living there.

My advice? If you’re renovating because you plan to stay, create a kitchen you love.

But if you’re renovating because you’re thinking about selling, talk to a knowledgeable local Realtor BEFORE spending that money. You might be surprised which improvements actually make financial sense.

Now I’m curious… If you had $100,000 to spend on your home, would you put it all into the kitchen, or spread it around? 👇

Michelle Sperry, JD
Coldwell Banker Global Luxury
Luxury is how you’re treated.

Address

355 Riverside Avenue
Weston, CT
06880

Telephone

+12032468496

Website

https://www.MichelleSperryRealEstate.com/, https://www.zillow.com/profile/MichelleSperryRE, https://www.homes.com/real-e

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