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Jeffrey Phillips

Real Estate Salesperson

Member of Madonna & Phillips Team

Washington Depot
6 Green Hill Road
PO Box 329
Washington Depot, CT 06794

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About Me About Me

Jeffrey Phillips, a Realtor® with William Pitt Sotheby’s International Realty, embodies professionalism, integrity, and dedication in serving Litchfield County, Connecticut’s residential market. With a decade in hospitality—highlighted by launching a beloved West Village restaurant dubbed the “happiest place on earth”—Jeff transitioned from a finance career that began at NYU’s Stern School of Business and Goldman Sachs. Originally from California’s Bay Area, he settled in Litchfield full-time in 2009, co-founding Community Table Restaurant, drawn by the area’s farms and landscapes.

Awards

Jeff, a nationally recognized top producer according to RealTrends, exemplifies exceptional real estate expertise. He consistently ranks among the top two agents at William Pitt Sotheby’s International Realty in Washington, Connecticut, and is often featured in national publications. Jeff has facilitated landmark transactions, including some of Litchfield County’s highest sales. His entrepreneurial drive and deep market knowledge combine to deliver a powerful mix of local dedication and outstanding performance.

Noteable Sales include Philip Johnson's The Wiley House, Marcel Breuer's Stillman II, Daffodill Hill, Kane Mountain Estate, & The Cooper House

His accolades include Top Office Producer, #1 Dollar Volume, #1 Units, and multiple William Pitt Sotheby’s International Realty distinctions: the Diamond Award, Platinum Award, Gold Award, and Silver Award, further underscoring his consistent excellence in the field. Jeff is also a regular recipient of the Connecticut Magazine Five Star Real Estate Agent Award, an honor recognizing exceptional client service and awarded to only 7% of Connecticut real estate agents.

Jeff is a member of the National Association of Realtors, and the Connecticut Association of Realtors and has a passion for real estate.

For more information: https://madonnaphillipsteam.com/about/

My Awards

Diamond Award
#1 Sales Volume
#2 Sales Volume
RealTrends

My Specialties

Luxury Real Estate Specialist
Private Listings
Estate Properties
Farm Property Specialist

My Listings and Sales

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Testimonials (5)

Jeff was great! A pleasure to work with. Ira Ehrlich Karen Stephanie Ehrlich

This sale was a fantastic performance by Jeff and his team. Everything was very efficient and smoothly processed. We are very satisfied with our sale. Richard Errichetti & Celia Landman

Jeff is a rockstar. He made an otherwise intimidating buying process for my first home seamless, setting me up for success each step of the way. Thanks! Paul Jebara

Madonna and Phillips are the best in town! Not only do they know the residential market but they know how to market in general. From social media to the New York Times, they hit every avenue possible to promote our home. When we come back to buy they are the first call we will make! Thomas & Jennifer Bohn

Jeffrey and Mark are wonderful agents they are very experienced with selling higher end homes and land they always bring a sense of confidence when handling your listing and have an optimistic attitude if issues should arise , very much recommend them.. Stephan W Stephen Worobel

My Communities

Washington

Connecticut

Warren

Connecticut

Roxbury

Connecticut

Bridgewater

Connecticut

Additional Communities

COMMUNITIES: LISTINGS
Woodbury: 88
Sherman: 54
Newtown: 159
Kent: 56
Cornwall: 15

COMMUNITIES: LISTINGS
Southbury: 188
Sharon: 52
Litchfield: 46
Goshen: 37
Bethlehem: 30

Jeffrey Phillips in the News

The New York Times

$950,000 Homes in South Carolina, Connecticut and Colorado…

JAN 27, 2026

365 Collective

A Tranquil Lakeside Retreat…

JUN 26, 2025

CT Insider

Lakefront Connecticut estate on 69 acres with a beach listed for $10.3M…

JUN 25, 2025

Connecticut Cottages & Gardens

Deeds & Don’ts…

FEB 1, 2025

Dwell

This $1.1M Connecticut Midcentury Comes With Over Four Acres of Forest…

OCT 24, 2024

CT Insider

Connecticut farm, with 1700s house restored by Mayflower Inn & Spa builder, listed for $6.25M……

SEP 20, 2024

Contact Me

Jeffrey Phillips
Real Estate Salesperson
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