Madonna and Phillips Team

Madonna and Phillips Team

Real Estate Professional

Washington Depot Brokerage

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

An award-winning duo and members of Sotheby's exclusive OTN network of trusted agents , the collaboration of Mark Madonna & Jeff Phillips brings together a wealth of experience and resources.

  • Born In:
    New York (Mark), California (Jeff)
  • Live In:
    Warren, CT

ABOUT MADONNA & PHILLIPS TEAM

An award-winning duo and members of Sotheby’s elite OTN network, Madonna & Phillips Team offers unparalleled luxury real estate expertise in Connecticut’s scenic Litchfield Hills, operating under the prestigious umbrella of William Pitt Sotheby’s International Realty. Mark Madonna and Jeffrey Phillips’ collaboration brings together a wealth of experience and success in the luxury market, supported by the most refined resources in the industry. They been recognized as the #1 Producer in Washington Depot for Top Sold Dollar Volume and the #2 for Sold Dollar Volume companywide. They have had record-breaking sales in Kent, Litchfield, Middlebury, Madison, Woodridge Lake, and New Canaan, including the iconic Marcel Breuer’s Stillman II and Philip Johnson’s Wiley House in New Canaan. They have exceeded $200 million in closed transactions, with an average sales price of $1.4 million. Their industry success has been recognized with prestigious awards, including Real Trends Top Real Estate Agents in Connecticut and Connecticut Magazine’s Five Star Real Estate Agent Award; William Pitt Sotheby’s International Realty has consistently honored them for outstanding individual and team sales performance with Diamond, Platinum, Gold, and Silver Awards.

WORKING WITH US

Our success is deeply rooted in the meaningful connections we build with our clients, founded on a commitment to open, honest communication that caters to their distinct needs and lifestyles. We prioritize the quality of service over the quantity of transactions, dedicating ourselves to providing great customer service to earn your trust and business — for the long term. Our commitment to excellence is reflected in our strong reputation; it was cultivated through referrals, reviews, and genuine word-of-mouth, but mostly through trust, care, and consistency. Not only among the people we’ve served, but also with friends, neighbors, and local business owners. We recognize this, and in a small community like ours in Litchfield County, we owe our success to these earnest interactions with others. So we’re so grateful to everyone who joins us on this journey. For us, the true satisfaction is not merely in finding the perfect property or facilitating the sale of a treasured estate, but also in forging lifelong connections that bring us genuine fulfillment.

Through...

ABOUT MADONNA & PHILLIPS TEAM

An award-winning duo and members of Sotheby’s elite OTN network, Madonna & Phillips Team offers unparalleled luxury real estate expertise in Connecticut’s scenic Litchfield Hills, operating under the prestigious umbrella of William Pitt Sotheby’s International Realty. Mark Madonna and Jeffrey Phillips’ collaboration brings together a wealth of experience and success in the luxury market, supported by the most refined resources in the industry. They been recognized as the #1 Producer in Washington Depot for Top Sold Dollar Volume and the #2 for Sold Dollar Volume companywide. They have had record-breaking sales in Kent, Litchfield, Middlebury, Madison, Woodridge Lake, and New Canaan, including the iconic Marcel Breuer’s Stillman II and Philip Johnson’s Wiley House in New Canaan. They have exceeded $200 million in closed transactions, with an average sales price of $1.4 million. Their industry success has been recognized with prestigious awards, including Real Trends Top Real Estate Agents in Connecticut and Connecticut Magazine’s Five Star Real Estate Agent Award; William Pitt Sotheby’s International Realty has consistently honored them for outstanding individual and team sales performance with Diamond, Platinum, Gold, and Silver Awards.

WORKING WITH US

Our success is deeply rooted in the meaningful connections we build with our clients, founded on a commitment to open, honest communication that caters to their distinct needs and lifestyles. We prioritize the quality of service over the quantity of transactions, dedicating ourselves to providing great customer service to earn your trust and business — for the long term. Our commitment to excellence is reflected in our strong reputation; it was cultivated through referrals, reviews, and genuine word-of-mouth, but mostly through trust, care, and consistency. Not only among the people we’ve served, but also with friends, neighbors, and local business owners. We recognize this, and in a small community like ours in Litchfield County, we owe our success to these earnest interactions with others. So we’re so grateful to everyone who joins us on this journey. For us, the true satisfaction is not merely in finding the perfect property or facilitating the sale of a treasured estate, but also in forging lifelong connections that bring us genuine fulfillment.

Through the years, we’ve had the pleasure of serving a diverse clientele, from C-level executives to artists, to international investors and celebrities, to local residents and friends. Our passion is in empowering our clients to enhance their lives through real estate by identifying properties that give them joy and satisfaction. We understand the value of real estate assets in ways that few others can articulate, and we apply our exceptional intuition to maximize returns for our clients. When listing properties, we painstakingly assess market opportunities, guiding our clients with expertise and patience to achieve the best outcome.

Please contact us today and give us the chance to help earn your business too. For more information visit madonnaphillipsteam.com

"Jeffrey Phillips and Mark Madonna have emerged in Washington, CT as a well-calibrated tandem team, with Mark pivoting his prowess for client strategy and negotiation toward his longtime acumen and love for real estate. He predominantly represents the sell-side and is adept at showcasing a property’s unique attributes, drawing upon his post-Wall Street career as a marketing consultant for luxury real estate developments. He and Jeff spent the last 16 years making their home—and their name—in this insular community where celebrities and world-class artists come to hide out. One of their clients, a renowned literary editor has publicly said of them: “Beyond their manifold expertise, they are simply wonderful people to work with. They are good-humored, straightforward, reliable and 100% trustworthy.” Jeff’s personable manner and entrepreneurial background may have something to do with these accolades; he focuses on the buy-side, investing countless hours researching the Litchfield County real estate market and previewing every new offering so his clients not only stay informed, but have the inside track on the best deals at every price point. Their monthly e-newsletter, In the Fold, has somewhat of a cult following."

-Litchfield Magazine

 





 

ABOUT MADONNA & PHILLIPS TEAM

An award-winning duo and members of Sotheby’s elite OTN network, Madonna & Phillips Team offers unparalleled luxury real estate expertise in Connecticut’s scenic Litchfield Hills, operating under the prestigious umbrella of William Pitt Sotheby’s International Realty. Mark Madonna and Jeffrey Phillips’ collaboration brings together a wealth of experience and success in the luxury market, supported by the most refined resources in the industry. They been recognized as the #1 Producer in Washington Depot for Top Sold Dollar Volume and the #2 for Sold Dollar Volume companywide. They have had record-breaking sales in Kent, Litchfield, Middlebury, Madison, Woodridge Lake, and New Canaan, including the iconic Marcel Breuer’s Stillman II and Philip Johnson’s Wiley House in New Canaan. They have exceeded $200 million in closed transactions, with an average sales price of $1.4 million. Their industry success has been recognized with prestigious awards, including Real Trends Top Real Estate Agents in Connecticut and Connecticut Magazine’s Five Star Real Estate Agent Award; William Pitt Sotheby’s International Realty has consistently honored them for outstanding individual and team sales performance with Diamond, Platinum, Gold, and Silver Awards.

WORKING WITH US

Our success is deeply rooted in the meaningful connections we build with our clients, founded on a commitment to open, honest communication that caters to their distinct needs and lifestyles. We prioritize the quality of service over the quantity of transactions, dedicating ourselves to providing great customer service to earn your trust and business — for the long term. Our commitment to excellence is reflected in our strong reputation; it was cultivated through referrals, reviews, and genuine word-of-mouth, but mostly through trust, care, and consistency. Not only among the people we’ve served, but also with friends, neighbors, and local business owners. We recognize this, and in a small community like ours in Litchfield County, we owe our success to these earnest interactions with others. So we’re so grateful to everyone who joins us on this journey. For us, the true satisfaction is not merely in finding the perfect property or facilitating the sale of a treasured estate, but also in forging lifelong connections that bring us genuine fulfillment.

Through the years, we’ve had the pleasure of serving a diverse clientele, from C-level executives to artists, to international investors and celebrities, to local residents and friends. Our passion is in empowering our clients to enhance their lives through real estate by identifying properties that give them joy and satisfaction. We understand the value of real estate assets in ways that few others can articulate, and we apply our exceptional intuition to maximize returns for our clients. When listing properties, we painstakingly assess market opportunities, guiding our clients with expertise and patience to achieve the best outcome.

Please contact us today and give us the chance to help earn your business too. For more information visit madonnaphillipsteam.com

"Jeffrey Phillips and Mark Madonna have emerged in Washington, CT as a well-calibrated tandem team, with Mark pivoting his prowess for client strategy and negotiation toward his longtime acumen and love for real estate. He predominantly represents the sell-side and is adept at showcasing a property’s unique attributes, drawing upon his post-Wall Street career as a marketing consultant for luxury real estate developments. He and Jeff spent the last 16 years making their home—and their name—in this insular community where celebrities and world-class artists come to hide out. One of their clients, a renowned literary editor has publicly said of them: “Beyond their manifold expertise, they are simply wonderful people to work with. They are good-humored, straightforward, reliable and 100% trustworthy.” Jeff’s personable manner and entrepreneurial background may have something to do with these accolades; he focuses on the buy-side, investing countless hours researching the Litchfield County real estate market and previewing every new offering so his clients not only stay informed, but have the inside track on the best deals at every price point. Their monthly e-newsletter, In the Fold, has somewhat of a cult following."

-Litchfield Magazine

 





 

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  • Awards
    • Recognized as the #1 Producing Team in Washington Depot for Top Sold Dollar Volume and #2 in Sold Dollar Volume company-wide.
    • $200M+ in closed sales, with avg sales price of $1.4 million across public and private sales.
    • Record-high sales in Kent, Middlebury, Madison, Woodridge Lake, and New Canaan, including the iconic sales of Marcel Breuer's Stillman II and Philip Johnson's Wiley House, the latter of which set a sales record in New Canaan.
    • Real Trends Top Real Estate Agents in Connecticut
    • Connecticut Magazine's 5-Star Real Estate Agent Award (awarded to only 7% of CT agents for exceptional client service)
    • William Pitt Sotheby's International Realty Diamond, Platinum, Gold, and Silver Award recipient multiple years
  • Specialities
    • Strategic Marketing
    • Luxury Estates

Our Listings

382 Weekeepeemee Road $950,000 link

382 Weekeepeemee Road

Woodbury, CT 06798 | Litchfield County
$950,000
4 Beds 3/1 Baths 3,551 Sqft 6.42 Acres

The Jesse Peck Lambert Homestead The Jesse Peck Lambert Homestead invites you into a story spanning centuries. Built in 1805 and thoughtfully restored, this enchanting 4-bedroom,...

4
bed
3/1
bath
3,551
sqft
455 Milford Street $1,100,000 link

455 Milford Street

Burlington, CT 06013 | Hartford County
$1,100,000
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...

2
bed
2
bath
2,370
sqft

Our Sales

218 Sleepy Hollow Road $5,000,000 link

218 Sleepy Hollow Road

New Canaan, CT 06840 | Fairfield County
$5,000,000
4 Beds 5 Baths 5,616 Sqft 6.33 Acres

One of the stars of New Canaan’s legacy of mid-century modernism, the Wiley House, designed by Philip Johnson in the early 1950’s, was restored by Roger Ferris + Partners....

4
bed
5
bath
5,616
sqft
112 Lower Church Hill Road $3,375,000 link

112 Lower Church Hill Road

Washington, CT 06794 | Litchfield County
$3,375,000
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
bed
4/1
bath
4,495
sqft
125 Town Line Road $3,200,000 link

125 Town Line Road

Bridgewater, CT 06752 | Litchfield County
$3,200,000
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...

7
bed
6/3
bath
8,477
sqft
264 Painter Hill Road $3,150,000 link

264 Painter Hill Road

Roxbury, CT 06783 | Litchfield County
$3,150,000
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...

5
bed
3/2
bath
4,396
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
250 Upper Whittemore Road $2,800,000 link

250 Upper Whittemore Road

Middlebury, CT 06762 | New Haven County
$2,800,000
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...

6
bed
5/2
bath
8,408
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
27 Bell Hill Road $2,600,000 link

27 Bell Hill Road

Washington, CT 06793 | Litchfield County
$2,600,000
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....

3
bed
3
bath
3,539
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
17 Berry Road $2,500,000 link

17 Berry Road

Roxbury, CT 06783 | Litchfield County
$2,500,000
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...

3
bed
1
bath
6,936
sqft
23 Kane Mountain Road $2,500,000 link

23 Kane Mountain Road

Kent, CT 06757 | Litchfield County
$2,500,000
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...

4
bed
3/1
bath
3,468
sqft