The Jennifer Leahy Team

The Jennifer Leahy Team CT RES.0798123 Leveraging Compass’ innovative tools and their own creative strategies, they redefine what success means in real estate.

With over $1 billion in closed sales, The Jennifer Leahy Team is a top-performing leader in Connecticut and New York's suburban real estate markets. Recognized as Douglas Elliman’s #1 team in Connecticut from 2019 to 2024, their excellence reflects an unwavering commitment to superior client service and outstanding results. Now at Compass, the team leverages cutting-edge technology and exclusive r

esources, including Compass’ Private Off-Market Exclusive program, to connect buyers with unlisted properties and offer sellers unparalleled discretion and unique opportunities. Renowned for white-glove service, innovative marketing strategies, and comprehensive expertise, the team brings deep local knowledge and a network of connections that ensure every transaction is seamless. Whether partnering with first-time buyers, seasoned sellers, or major developers, The Jennifer Leahy Team’s combined and collaborative expertise, fueled by a relentless passion for excellence, consistently sets industry standards.

Just Sold | 386 North Street, Greenwich, CT | $6,250,000Congratulations to my sellers and the new owners of this excepti...
06/23/2026

Just Sold | 386 North Street, Greenwich, CT | $6,250,000

Congratulations to my sellers and the new owners of this exceptional Mid-Country Greenwich estate.

Set on 2.3 beautifully landscaped acres, this nearly 10,000-square-foot residence seamlessly blends timeless craftsmanship, grand scale, and modern luxury. Highlights include a spectacular chef’s kitchen, soaring great room, six ensuite bedrooms, and an extraordinary primary suite designed for ultimate comfort and privacy.

The resort-inspired grounds feature a 55-foot pool, spa, and expansive 3,000-square-foot sun deck, while the finished lower level offers a 2,000-bottle wine cellar, putting green, sauna, and fitness space.

A special thank you to Yashmin Lloyds for a seamless transaction from start to finish. Compass Connecticut

A rare opportunity in one of Fairfield County’s most extraordinary natural settings.Now offered at $2,995,000, 22 Pent R...
06/19/2026

A rare opportunity in one of Fairfield County’s most extraordinary natural settings.

Now offered at $2,995,000, 22 Pent Road in Weston is an exceptional riverfront retreat where luxury living meets the beauty of nature. Surrounded by the protected woodlands and trails of Devil’s Den Preserve, this extensively renovated modern residence overlooks the Saugatuck River, a private waterfall, and sweeping water views in every direction.

Walls of glass, soaring ceilings, a spectacular four-season sunroom, spa-inspired primary suite with sauna, media room, billiard room, and a pool perched above the river create a lifestyle that is nearly impossible to replicate.

Private. Peaceful. Architectural. And now priced to sell.

📍22 Pent Road, Weston, CT
💲Now Asking $2,995,000

Meet Your Town Expert: Katharine Bunoski | Darien, CTIf you’ve driven through downtown Darien lately, you’ve probably no...
06/18/2026

Meet Your Town Expert: Katharine Bunoski | Darien, CT

If you’ve driven through downtown Darien lately, you’ve probably noticed a lot of changes! Our small town is transforming into a true shopping and dining destination.

From new restaurants and coffee shops to exciting retail openings, there are quite a few businesses that have recently arrived—or are coming soon—to town. Much of this is centered around The Corbin District, but there are new additions popping up all over Darien.

Swipe through to see what’s new, what’s coming, and what should be on your radar.

Which opening are you most excited about?
- Magnolia Bakery
- tuckernuck
- CFCF Coffee ☕️
- Millie's Nantucket
- Hinoki
- The Octagon Cafe
- MakeInspires
- Cups N Cones
- Chopt Creative Salad Co.

If you’re considering a move in Fairfield County, we’re here to provide the market insight, strategy, and guidance needed to make the process as seamless as possible!

Sell with us.
Buy with us.
Rent with us.

With more than $1.25B in career sales, The Jennifer Leahy Team delivers a bespoke real estate experience grounded in market expertise, elevated service, and strategic ex*****on. Trusted by discerning buyers, sellers, and developers, we help clients achieve exceptional results across Connecticut and New York’s most sought-after communities.

06/12/2026

Greenwich continues to reinforce its status as one of the premier luxury real estate markets in the country.

Buyer demand is up 17% year-over-year, inventory remains constrained, and the ultra-luxury segment continues to gain momentum. In 2025, Greenwich recorded 16 home sales above $15 million. Through the first half of 2026, six properties have already surpassed that mark.

Recent headlines have only fueled the conversation. Multiple nine-figure properties have entered the market, and record-setting sales are becoming increasingly common not only in Greenwich, but across top luxury markets nationwide.

What was once considered an extraordinary price point is quickly becoming the new benchmark.

The question is no longer whether Greenwich belongs among the world’s elite luxury markets—it does. The question is how high the ceiling can go.

If current trends continue, another $100 million sale may be closer than many think.

If you’re considering a move in Greenwich, Old Greenwich, Riverside, Cos Cob, or anywhere throughout Fairfield County, we’re here to help you navigate the market with confidence and understand what today’s trends mean for your home and your goals.

Sell with us.
Buy with us.
Rent with us.

With over $1.25 billion in career sales, The Jennifer Leahy Team at Compass delivers a bespoke approach to real estate, combining market expertise, strategic guidance, and elevated service at every stage of the process.

06/10/2026

Thinking about selling your home this year? The window of opportunity is still very much open but strategy matters.

Across Fairfield County, there are still plenty of motivated buyers hoping to secure a home before the next school year begins. While the market traditionally softens as we move through July and August and summer travel takes center stage, serious buyers remain active and engaged.

What we’re seeing, however, is a growing divide between homes that are capturing attention and those that are being overlooked.

The difference often comes down to three things:

• Presentation
• Pricing
• Positioning

The homes generating the strongest activity aren’t necessarily the newest or most expensive—they’re the ones that come to market thoughtfully prepared, priced strategically, and backed by a comprehensive marketing plan from day one.

If selling has been on your mind, now is the time to start the conversation. The most successful sales rarely happen by chance; they happen with a clear strategy and thoughtful preparation long before a home officially hits the market.

Are you considering a move in Fairfield County this year?

If you’re thinking about buying, selling, or renting in Fairfield or Westchester County, we’re here to guide you every step of the way.

Sell with us.
Buy with us.
Rent with us.

With $1.25B+ in closed sales, The Jennifer Leahy Team delivers a bespoke real estate experience rooted in market expertise, elevated service, and strategic ex*****on—helping clients achieve exceptional results across Connecticut and New York’s most sought-after communities.

Giving back to the communities we serve is one of the most rewarding parts of what we do.May was an incredible month of ...
06/09/2026

Giving back to the communities we serve is one of the most rewarding parts of what we do.

May was an incredible month of community involvement, and we were honored to support many local charities, organizations, and events throughout Fairfield County. From fundraising initiatives and educational programs to community celebrations and local causes, each opportunity reflects our commitment to making a meaningful impact beyond real estate.

We are grateful to be part of such vibrant communities and proud to support the people and organizations that make them so special.

Thank you to everyone who works tirelessly to strengthen our neighborhoods and improve the lives of those around us.

06/08/2026

Some homes offer a view. Others offer a feeling.

At 22 Pent Road, the soundtrack is the gentle flow of the river, the rustle of the trees, and the quiet serenity of a setting unlike any other.

Bordering the protected trails and woodlands of Devil’s Den Preserve, this extraordinary modern retreat was designed to immerse you in nature while delivering every luxury of contemporary living. Walls of glass, a dramatic four-season sunroom, resort-inspired outdoor spaces, and breathtaking riverfront vistas create an experience that is as peaceful as it is spectacular.

22 Pent Road, Weston, CT
Offered at $3,595,000

If you’re considering a move in Fairfield or Westchester County, we’re here to guide you every step of the way.

Sell with us.
Buy with us.
Rent with us.

The Jennifer Leahy Team at Compass, with over $1.25B in career sales, delivers a bespoke real estate experience defined by market expertise, elevated service, and strategic ex*****on.

We’re incredibly honored to be recognized among the top 1.5% of real estate professionals nationwide.This achievement is...
06/05/2026

We’re incredibly honored to be recognized among the top 1.5% of real estate professionals nationwide.

This achievement is a reflection of the trust our clients place in us, the support of our colleagues, and the relationships we’ve built throughout the communities we serve. We are deeply grateful for every buyer, seller, landlord, tenant, and referral partner who has entrusted us with such important milestones.

Thank you for your continued confidence and support. We are proud of what we’ve accomplished together and look forward to helping even more clients achieve their real estate goals in the years ahead.

We couldn’t do it without you!

Address

200 Greenwich Avenue, Third Floor
Greenwich, CT
06830

Telephone

+19176992783

Website

Alerts

Be the first to know and let us send you an email when The Jennifer Leahy Team posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to The Jennifer Leahy Team:

Shortcuts

Share

Category