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.
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.
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.
Read LessMadonna 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!
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
| 2 Beds | 2 Baths | 2,370 Sqft | 4.57 Acres |
Prepare to be captivated by the sophisticated simplicity of this 2-bedroom, 2-bath Mid-Century Modern home, originally designed by celebrated architect Joseph Stein, and recently...
| 4 Beds | 4/2 Baths | 6,228 Sqft | 86.17 Acres |
Situated in the picturesque town of Roxbury, Connecticut—a mere 90 miles from midtown Manhattan—White Tail Farm epitomizes the pinnacle of New England living. This...
| 4 Beds | 4/1 Baths | 4,495 Sqft | 10.36 Acres |
Totally Private & Newly Updated Shingle Style with Modern Edge. Prominent Washington CT Location, Merely 5 Min to Village. 4 Bedrooms, 4.5 Tasteful Modern Baths. Brand New Gunite,...
| 4 Beds | 4/2 Baths | 5,400 Sqft | 0.95 Acres |
| 7 Beds | 6/3 Baths | 8,477 Sqft | 26.23 Acres |
Greyledge Estate aka the Warner House C.1820 sits at the gateway to the Litchfield Hills, only 80 miles from New York City. It is one of the most spectacularly situated properties...
| 5 Beds | 3/2 Baths | 4,396 Sqft | 5.99 Acres |
Location! Location! Location! This gorgeous antique cape is located in the coveted Painter Hill area of Roxbury. Antique charm abounds. There are 5 bedrooms and 3 full and 2 half...
| 4 Beds | 3/1 Baths | 2,900 Sqft |
Designed by legendary Bauhaus architect Marcel Breuer, Stillman II epitomizes the perfect marriage of art, design and luxury. First published by House and Garden in 1967 and, among...
| 6 Beds | 5/2 Baths | 8,408 Sqft | 20 Acres |
Sweet dreams are made of this! It won’t be easy to click out of vacation mode in this exceptionally stylish home designed by iconic architects Demetriades...
| 4 Beds | 2/1 Baths | 2,720 Sqft | 183.5 Acres |
Some of New England’s most dramatic views can be found at Straight Farm in South Kent. Situated at the gateway of Lake Waramaug and encompassing over 183 acres, with open...
| 3 Beds | 3 Baths | 3,539 Sqft | 4.11 Acres |
Meticulously renovated, the 3-bed/3-bath home is equipped with an array of modern amenities and designed with grand-scale windows that capture the surrounding vista....
| 4 Beds | 5/1 Baths | 4,622 Sqft | 45.47 Acres |
A rare bird. AIA award winning modern architecture with big views and total privacy in prestigious South Kent. Designed by Tomas Rossant of Ennead Architects and Allee Design,...
| 3 Beds | 1 Baths | 6,936 Sqft | 25 Acres |
The 7,000±-square-foot Barn/Farm Office, associated buildings and paddocks were constructed by the current owner in 2007. The Barn is sited on an elevated position to ensure...
| 4 Beds | 3/1 Baths | 3,468 Sqft | 85.56 Acres |
Former estate of Grammy and Emmy Award Winner Patti Lupone. 85 acres in the most desirable area of South Kent, Peacefield estate is one of the most beautiful and storied offerings...
Sell Your Home
