Betsy Wilson DiMatteo, Luxury Real Estate Agent

Betsy Wilson DiMatteo, Luxury Real Estate Agent Licensed Real Estate Salesperson at William Pitt Sotheby's International Realty She enjoys living in New Canaan with her husband and 5-year-old son.

Betsy Wilson DiMatteo has been a Realtor for 18 years in Connecticut and Colorado, with over $100 million in sales. Betsy has worked with buyers and sellers all over Lower Fairfield County, including New Canaan, Darien, Wilton, Westport, Stamford, Norwalk, and Greenwich. Betsy brings a modern approach to real estate, using technology and market data to help clients in their home search and transaction. She has received awards for Excellence in Service from the Vail Board of Realtors for her work on the MLS & Technologies Committee. Through her keen attention to detail and strong drive for excellence, she is able to produce strong results for her clients. With experience in both residential and storefront commercial real estate. Through her worldwide network, she helps clients with buying and selling homes in all markets, taking great pride in personally working with the referral agent to ensure the clients’ needs are being met appropriately. Born in New York City and raised in New Canaan, Betsy holds a B.A. from New York University. She also attended the Culinary Institute of America to develop her passion for the culinary world. Her hobbies include cooking, listening to music, and boating out on the Long Island Sound! Betsy is a member of the Darien Board of Realtors, the Connecticut Association of Realtors, and the National Association of Realtors. She belongs to the Smart Multiple Listing Service. She is licensed in the entire state of Connecticut. AWARDS:
Gold Award 2017 & 2018
Excellence in Service from the Vail Board of Realtors for her work on the MLS & Technologies Committee

SERVICE AREAS:
New Canaan
Darien
Greenwich
Stamford
Wilton
Norwalk
Westport
Weston
Fairfield

CONTACT INFO:
Phone: +1 203 524 9239
Email: [email protected]
Address:
26 Cherry Street
New Canaan, CT 06840

09/28/2026

🏠 Out of state? No problem! You don’t even have to be here to sell your property.

With digital contracts and a trusted local team, we handle everything on the ground to get your home prepared and sold seamlessly—no matter where you are.

📲 Message me today to learn how easy it is to sell from afar!

09/27/2026

Preparing to sell your luxury home doesn’t have to be overwhelming! Here are 6 essential steps I recommend to every luxury client before we bring their home to market:

1️⃣ Complete all grounds maintenance to boost curb appeal

2️⃣ Power wash your house and clean all windows

3️⃣ Hire a handyman to take care of deferred repairs

4️⃣ Touch up paint for a clean, fresh look

5️⃣ Invest in professional staging & refine lighting

6️⃣ Do a photo and video walkthrough with me to ensure it's marketing-ready!

Thinking about selling your home soon? Send me a message or comment below to start planning your strategy! 🏡✨

09/26/2026

🏡 Navigating the 2026 Connecticut real estate market requires a smart strategy! If you're looking to buy, here is your roadmap to success:

1️⃣ Partner with a Professional: Start by working with an experienced real estate advisor.

2️⃣ Study the Market: Look at previous inventory and recently sold homes to understand local trends.

3️⃣ Prep Your Finances: Get your team in place. Connect with a mortgage advisor, or consult a financial adviser if you plan to make a cash offer.

4️⃣ Expand Your Search: Adjust your search horizontally by looking at inventory slightly above or below your initial needs to find the best fit within your price point.

5️⃣ Win & Close Smoothly: Lean on your advisor to win the deal and rely on your team of professionals to ensure a seamless, well-organized transaction from contract to closing.

Ready to find your next home? Let’s connect and build your winning team today! 💼✨

09/25/2026

Heading to the city? 🚆 Here is what your morning commute looks like from Darien, Connecticut to New York City.
If you're catching the train from the Darien station, you are looking at a 1-hour and 1-minute ride. Commuting from Noroton Heights? You'll be at Grand Central Station in just 58 minutes via the New Haven (Red) line.

09/24/2026

Is AI taking over real estate? 🤖🏡

The short answer: No, but it will change the game.

AI can easily handle the basics—like posting a listing to the MLS, writing a generic description, or filling out standard contract words. But what it can’t do is replace the human element.

AI can't negotiate $30,000 in inspection credits. It can't build trusted relationships within the community, or foster connections with other local agents that help your offer win and ensure a smooth closing.

The average agent might be at risk, but true expertise, local relationships, and heavy-hitting negotiation skills aren't going anywhere.

What are your thoughts on AI in real estate? Drop them below! 👇

09/23/2026

Fall Home Maintenance Tips.

09/22/2026

Morning Commute from New Canaan to Grand Central Station in New York City via Metro-North Red Line (New Haven)

09/21/2026

Did you know that almost all home buyers start their search online? 📱✨ That means your home's very first showing happens on a screen! If it isn't presented well, buyers will simply swipe past.

As your real estate agent, my goal is to tell the complete story and showcase the true value of your home online. We want that first digital impression to leave buyers wanting more, so they book a showing and take the first step toward buying your house. My job is to eliminate the obstacles and get those online viewers through your front door! 🚪🔑

09/20/2026

🏡 Don't leave six figures on the table when selling your home! 📉 Think pricing a luxury property is just averaging the last three neighborhood sales? Think again.

In the $3 million+ luxury market, pricing takes more than just MLS comps. It requires deep market intelligence, including off-market listings, buyer knowledge, and understanding the specific trade-offs that drive premium prices.

Position, market, and present your property the right way. DM me today to get the real numbers for your home! 📩✨

09/19/2026

🏡 Let’s talk about radon! 🌬️

Did you know that radon is an odorless gas found naturally in rock layers? Because it fluctuates with the seasons and weather, it's something many homeowners encounter.

The good news? Short-term exposure isn't the issue—it's long-term exposure (like sleeping in a high-radon basement for 20 years) that carries risks. Even better news? It is completely fixable! Putting in a radon mitigation system is a straightforward safety solution that typically costs around $1,200—nowhere near the expense of putting on a new roof or replacing your windows.

Watch our latest video to learn more about keeping your home safe! 📺✨

Address

26 Cherry Street
New Canaan, CT
06840

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