Jeffrey Phillips

Jeffrey Phillips

Real Estate Salesperson

Washington Depot Brokerage

6 Green Hill Road
P.O. Box 329
Washington Depot, CT 06794

Jeff Phillips joined William Pitt Sotheby's International Realty following a decade long career in hospitality. After graduating NYU's Stern School of Business and joining Goldman Sachs Investment Banking Group, Jeff launched a restaurant in New York's West Village that was considered by some people to be the "happiest place on earth."

Jeff is originally from Californian's Bay Area, and has lived on the coast of Santa Cruz and Manhattan's financial district. Since 2001, he and his partner have made Litchfield County their choice destination for weekend getaways from New York City. Falling in love with the area's local farms and ever-changing landscape, Jeff made Litchfield his fulltime home in 2009 when he helped open Community Table Restaurant in Washington, Connecticut. 

Today, as a designated Realtor® serving the residential market of Litchfield County, Connecticut, Jeff enjoys being an active participant in the community. With an enthusiastic spirit borne from his entrepreneurial background, Jeff loves keeping up with the latest culinary trends, and learning about wines. 

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

Jeff Phillips joined William Pitt Sotheby's International Realty following a decade long career in hospitality. After graduating NYU's Stern School of Business and joining Goldman Sachs Investment Banking Group, Jeff launched a restaurant in New York's West Village that was considered by some people to be the "happiest place on earth."

Jeff is originally from Californian's Bay Area, and has lived on the coast of Santa Cruz and Manhattan's financial district. Since 2001, he and his partner have made Litchfield County their choice destination for weekend getaways from New York City. Falling in love with the area's local farms and ever-changing landscape, Jeff made Litchfield his fulltime home in 2009 when he helped open Community Table Restaurant in Washington, Connecticut. 

Today, as a designated Realtor® serving the residential market of Litchfield County, Connecticut, Jeff enjoys being an active participant in the community. With an enthusiastic spirit borne from his entrepreneurial background, Jeff loves keeping up with the latest culinary trends, and learning about wines. 

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

Jeff Phillips joined William Pitt Sotheby's International Realty following a decade long career in hospitality. After graduating NYU's Stern School of Business and joining Goldman Sachs Investment Banking Group, Jeff launched a restaurant in New York's West Village that was considered by some people to be the "happiest place on earth."

Jeff is originally from Californian's Bay Area, and has lived on the coast of Santa Cruz and Manhattan's financial district. Since 2001, he and his partner have made Litchfield County their choice destination for weekend getaways from New York City. Falling in love with the area's local farms and ever-changing landscape, Jeff made Litchfield his fulltime home in 2009 when he helped open Community Table Restaurant in Washington, Connecticut. 

Today, as a designated Realtor® serving the residential market of Litchfield County, Connecticut, Jeff enjoys being an active participant in the community. With an enthusiastic spirit borne from his entrepreneurial background, Jeff loves keeping up with the latest culinary trends, and learning about wines. 

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

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  • Specialities
    • Buyers Agent
    • Private Listings
    • Luxury Real Estate Specialist
    • Farm Property Specialist

My Listings

00 Town Line Road $16,000,000 link

00 Town Line Road

Roxbury, CT 06783 | Litchfield County
$16,000,000
10 Beds 6/3 Baths 10,000 Sqft 320 Acres

Greyledge Estate — one of the largest and most spectacularly situated properties in Litchfield County — is available for acquisition for the first time, in its entirety,...

10
bed
6/3
bath
10,000
sqft
144 Gallows Lane $3,800,000 link

144 Gallows Lane

Litchfield, CT 06759 | Litchfield County
$3,800,000
3 Beds 4/1 Baths 4,520 Sqft 1.7 Acres

Listed by Madonna & Phillips Group. Designed by legendary Bauhaus architect Marcel Breuer, Gagarin I (1956−57) is Litchfield’s most monumental Modernist...

3
bed
4/1
bath
4,520
sqft
250 Upper Whittemore Road $2,850,000 link

250 Upper Whittemore Road

Middlebury, CT 06762 | New Haven County
$2,850,000
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 & Walker, whose approach...

6
bed
5/2
bath
8,408
sqft

My Sales

41 Fence Creek Drive $3,250,000 link

41 Fence Creek Drive

Madison, CT 06443 | New Haven County
$3,250,000
4 Beds 4/2 Baths 5,400 Sqft 0.95 Acres

Extraordinary 5400 sf. Peter Jackson designed and Wm. Plunkett built sanctuary, south facing and light filled on breathtaking Fence Creek. Where the ribbon of water bends and wraps...

4
bed
4/2
bath
5,400
sqft
106 Clark Rd $3,125,000 link

106 Clark Rd

Litchfield, CT 06759 | Litchfield County
$3,125,000
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...

4
bed
3/1
bath
2,900
sqft
17 Straight $2,800,000 link

17 Straight

Kent, CT 06757 | Litchfield County
$2,800,000
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...

4
bed
2/1
bath
2,720
sqft
32 Mountain Road $2,550,000 link

32 Mountain Road

Kent, CT 06785 | Litchfield County
$2,550,000
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,...

4
bed
5/1
bath
4,622
sqft
44 Chalybes Road $2,300,000 link

44 Chalybes Road

Roxbury, CT 06783 | Litchfield County
$2,300,000
4 Beds 6/1 Baths 5,936 Sqft

Offered fully furnished as featured in Lonny Magazine, this classic and modern turnkey residence is the epitome of rustic elegance with its bounty of distinctive features....

4
bed
6/1
bath
5,936
sqft
27 Apple Lane $2,000,000 link

27 Apple Lane

Roxbury, CT 06783 | Litchfield County
$2,000,000
4 Beds 6 Baths 7,013 Sqft 50.45 Acres

Classic Reproduction Barn with all the drama & casual elegance of a Gentleman's Country Estate, in scenic Roxbury, set on a secluded 50+ acres of enchanting wooded venues, perennial...

4
bed
6
bath
7,013
sqft
43 Barnes $2,000,000 link

43 Barnes

Washington, CT 06793 | Litchfield County
$2,000,000
5 Beds 6/3 Baths 11,364 Sqft 5.82 Acres

Provence style estate on 5.8 private acres. Overlooking the idyllic Litchfield Hills this home to entertain in has classic elegance and the sophisticated ambience of the South...

5
bed
6/3
bath
11,364
sqft
68 Wheaton Road $1,900,000 link

68 Wheaton Road

Washington, CT 06794 | Litchfield County
$1,900,000
6 Beds 4 Baths 4,530 Sqft 61.74 Acres

Listed by Madonna & Phillips Group. The 1845 Farmhouse and historically significant dairy barn was once home to Yale educated author and American priest, Nathaniel Wheaton,...

6
bed
4
bath
4,530
sqft
127 Anderson $1,900,000 link

127 Anderson

Kent, CT 06757 | Litchfield County
$1,900,000
4 Beds 2/1 Baths 3,008 Sqft 99.48 Acres

For those who value history, preservation, and that special feeling of owning something timeless, this spacious circa 1700s four-bedroom colonial with high ceilings is loaded with...

4
bed
2/1
bath
3,008
sqft
23 Kane Mountain Road $1,875,000 link

23 Kane Mountain Road

Kent, CT 06757 | Litchfield County
$1,875,000
4 Beds 3/1 Baths 4,568 Sqft 15.7 Acres

Please call listing agents Madonna & Phillips at 860.800.3344 to tour this special property.  "The House that Evita Built." Former estate of Grammy and...

4
bed
3/1
bath
4,568
sqft
183 West Shore $1,860,000 link

183 West Shore

Washington, CT 06777 | Litchfield County
$1,860,000
6 Beds 1/1 Baths 2,195 Sqft

Boat house included! Long rolling lawn leads to 150 ft of coveted lake frontage, dock and boathouse. Located on the widest parts of Lake Waramaug, this six-bedroom Queen Anne styled...

6
bed
1/1
bath
2,195
sqft
272 West Cornwall Road $1,725,000 link

272 West Cornwall Road

Sharon, CT 06069 | Litchfield County
$1,725,000
5 Beds 4 Baths 6,800 Sqft 187.12 Acres

Top of the world, 187 acre estate with commanding views of the Litchfield Hills. For those seeking privacy, views, pool, tennis, guest house, ponds and more, this gated property...

5
bed
4
bath
6,800
sqft