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 resources, 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.

09/23/2026

300 Sturges Ridge Road is the kind of home that keeps surprising you.

Step inside and every room gives you another reason to fall in love - from the oversized, sun-filled living spaces and nearly three acres of beautifully landscaped grounds to the resort-style pool, retro-inspired pool room, serene primary suite, w**e cellar, fully equipped gym and even a private salon.

And that winding staircase? It just keeps going.

Tucked at the end of a private drive, this modern retreat feels like a world of its own - secluded, sophisticated and designed with unexpected details at every turn. A place to entertain, recharge, spread out and truly make your own.

300 Sturges Ridge Road | Wilton, CT
Offered at $4,695,000

Considering a move in Fairfield or Westchester County? Let’s make it happen.

Sell with us. Buy with us. Rent with us.
The Jennifer Leahy Team at Compass | $1.25B+ in closed sales

Just Listed! 300 Sturges Ridge Road, Wilton, CT | Asking $4,695,000We’re thrilled to represent one of Wilton’s most extr...
09/15/2026

Just Listed! 300 Sturges Ridge Road, Wilton, CT | Asking $4,695,000

We’re thrilled to represent one of Wilton’s most extraordinary offerings—a private modern retreat designed for an exceptional way of living.

Set on 2.6 beautifully landscaped acres adjoining protected open space, this architectural residence feels worlds away while remaining within easy reach of Manhattan. Walls of glass, soaring ceilings and abundant natural light create a seamless connection between the striking interiors and their spectacular natural surroundings.

Outside, a heated saltwater pool and spa, multiple terraces, an outdoor kitchen, fire pit and serene Zen garden set the stage for effortless entertaining and total relaxation.

This is luxury that feels personal, not formal—a home for summers by the pool, evenings with friends and quiet mornings surrounded by nature. For those seeking a distinctive modern residence or private weekend retreat near New York City, 300 Sturges Ridge Road is truly one of a kind.

Exclusively listed with Jennifer Leahy & Jennifer Twombly

JUST LISTED ✨ 340 Valley Road  #2 | Cos Cob, CTOffered at $2,795,000Turnkey, beautifully updated, and tucked inside the ...
09/09/2026

JUST LISTED ✨ 340 Valley Road #2 | Cos Cob, CT
Offered at $2,795,000

Turnkey, beautifully updated, and tucked inside the coveted gated community of Valley Ridge.

With more than 4,000 square feet across three elevator-served levels, this home offers incredible space for everyday living and entertaining. Soaring ceilings, sun-filled interiors, a stunning chef’s kitchen, 4 bedrooms, 3.5 bathrooms, and a walkout lower level are just a few of the highlights.

Outside, a private backyard offers plenty of room to play, entertain, and enjoy while North Mianus School, town, and train are all just moments away.

Join me tomorrow, September 10th, from 10:00 AM - 12:30 PM for a broker open house!

340 Valley Road #2 | Cos Cob, CT
Offered at $2,795,000

09/08/2026

Come take a look inside 7 Bailiwick Road, Greenwich, CT

Bright, beautifully designed, and made for the way we live today, this custom-built home offers more than 5,400 square feet of thoughtfully curated living space. From the dramatic double-height foyer and expansive chef’s kitchen to the sun-filled family room and serene primary suite, every detail feels elevated yet effortlessly livable.

Outside, more than 1.4 level acres offer plenty of room to entertain, play, and enjoy the peaceful surroundings of Greenwich’s coveted Bailiwick Association—all just minutes from town.

7 Bailiwick Road | Greenwich, CT
Offered at $4,250,000

DM me to schedule a private showing.

Just Listed | 7 Bailiwick Road, Greenwich, CT | Offered at $4,250,000Join me today for a broker open house from 11:00 a....
09/08/2026

Just Listed | 7 Bailiwick Road, Greenwich, CT | Offered at $4,250,000

Join me today for a broker open house from 11:00 a.m. to 1:30 p.m.

Set on more than 1.4 beautifully level acres in Greenwich’s coveted Bailiwick Association, this exceptional custom-built residence pairs timeless design with effortless modern living.

Spanning more than 5,400 square feet, the five-bedroom transitional Colonial has been thoughtfully designed with exceptional craftsmanship, abundant natural light, and a seamless connection to the outdoors. Mature trees and fresh landscaping create a private, serene setting, while the oversized three-car garage features soaring ceilings with room for lifts and additional parking.

All just minutes from Glenville and approximately 10 minutes from Greenwich Avenue and the train.

Address

200 Greenwich Avenue, Third Floor
Greenwich, CT
06830

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