Madonna & Phillips Team at William Pitt Sotheby's International Realty

Madonna & Phillips Team at William Pitt Sotheby's International Realty Litchfield County Real Estate | Real Estate Agents and Luxury Realtors We focus on the quality of service, not the quantity of transactions.

As one of the most successful real estate teams in Litchfield County, Connecticut, our goal is to offer a professional, hands-on experience that serves our clients’ best interest. As your partners in real estate, we’re dedicated to providing outstanding customer service and earning your trust and business—for the long term. Please call us today and give us the chance to help earn your business too.

🌟JUST LISTED 🤩 ~81 prime acres with unobstructed views in Washington Ct? Yesss please! 🏷️ Offered at $2.4M | DM for deta...
05/21/2026

🌟JUST LISTED 🤩 ~81 prime acres with unobstructed views in Washington Ct? Yesss please!

🏷️ Offered at $2.4M | DM for details
______________________________________
Madonna & Phillips Team
📞 860.800.3344
✉️ [email protected]
madonnaphillipteam.com


 landforsale

UNDER CONTRACT IN ONE WEEK 🏡✨The historic Benjamin Tallmadge House — a rare piece of American history in the heart of Li...
05/21/2026

UNDER CONTRACT IN ONE WEEK 🏡✨
The historic Benjamin Tallmadge House — a rare piece of American history in the heart of Litchfield. Built circa 1775 and set on nearly an acre , 47 North Street is one of Litchfield’s most historically significant homes with over 6,800 sq ft, preserved architectural detail, gracious scale, and thoughtful updates for modern living. In-town living moments from the Green, shops, dining, and the everyday charm that makes Litchfield so special.

🛏️ 4 bedrooms
🛁 5 baths
📐 6,800+ sq ft

🏷️ Offered at $2.75M | 47 North St, Litchfield CT 
______________________________________
Madonna & Phillips Team
📞 860.800.3344
✉️ [email protected]
madonnaphillipteam.com


 BenjaminTallmadgeHouse HistoricHome

JUST LISTED AND ALREADY UNDER CONTRACT ON DEER ISLAND 🚤🚤One of Deer Island’s most gracious waterfront parcels — approxim...
04/24/2026

JUST LISTED AND ALREADY UNDER CONTRACT ON DEER ISLAND 🚤🚤
One of Deer Island’s most gracious waterfront parcels — approximately 142 feet of Bantam Lake frontage, a boathouse with drive-in docking, a private boat launch, and stone lakefront walls. Inside: a 1920s lake house rebuilt for how people actually want to live at the water — open, light-filled, and grounded by a river stone fireplace. Adjacent buildable lot available for compound living.
4 BD | 5 BA | 3,498 SF | 142 FT LAKE FRONTAGE | $1.M

JUST LISTED IN SOUTH KENT 🌲🌲We’re excited to introduce this rare Kent Hollow compound 🌄—two architecturally distinct hom...
04/23/2026

JUST LISTED IN SOUTH KENT 🌲🌲
We’re excited to introduce this rare Kent Hollow compound 🌄—two architecturally distinct homes on 15+ private acres with sweeping views, a brook, and complete privacy. The main residence is light-filled with walls of glass, multiple fireplaces, and a chef’s kitchen, while a separate midcentury guest house offers flexibility for hosting or creative use.
A true Litchfield County retreat.
7 BD | 7 BA | 4,465 SF | 15.66 AC | $2.35M

✨SOLD ON LITCHFIELD’S SOUTH STREET 🏡One of Litchfield’s most storied addresses — and another home closed on behalf of a ...
04/22/2026

✨SOLD ON LITCHFIELD’S SOUTH STREET 🏡
One of Litchfield’s most storied addresses — and another home closed on behalf of a client we’re grateful to have represented. South Street carries a standard of its own: generational homes, deep lots, the kind of architecture that defines a New England town green. We’re proud to have guided this sale, and congratulations to the new owners on joining one of the county’s most coveted streets. 🌿
$1.3M | Litchfield, CT

JUST LISTED & ALREADY UNDER CONTRACT 🌿✨A c.1805 restored Colonial set on 6.4 private acres, where historic character mee...
04/22/2026

JUST LISTED & ALREADY UNDER CONTRACT 🌿✨
A c.1805 restored Colonial set on 6.4 private acres, where historic character meets refined modern living. Thoughtfully updated throughout, including a chef’s kitchen with premium appliances, this home offers timeless design, a barn, and serene countryside setting just two hours from NYC.
4 BD | 4 BA | 3,551 SF | 6.42 AC | $2.195M

✨ HIGHEST SALE IN LITCHFIELD COUNTY ✨$8.995M ask | NEW PRESTON CT Starting the new year with gratitude! We are incredibl...
01/15/2026

✨ HIGHEST SALE IN LITCHFIELD COUNTY ✨
$8.995M ask | NEW PRESTON CT
Starting the new year with gratitude! We are incredibly humbled to share that we have closed the highest sale in the county in the last 365 days! 🚀
198 Tinker Hill in Washington—a breathtaking modern compound overlooking Lake Waramaug—officially closed last week. From its sleek Peter Talbot design to the 69 premium acres that includes its own beach with almost 300ft of shoreline, this sale is one for the books. It was a true privilege to achieve this goal for our seller clients, who’ve entrusted us with multiple real estate transactions over the past 10+ years.
We couldn’t ask for a better way to kick off the new year. Thank you for putting your trust in our team. Here is to keeping this momentum going in 2026! 🥂👏
LitchfieldCounty LakeWaramaug RealEstate NewYearNewGoals LuxuryRealEstate WashingtonCT

💰$8.995M ask 📍198 TINKER HILL RD NEW PRESTON CT
______________________________________
Madonna & Phillips Team
📞 860.800.3344
✉️ [email protected]
madonnaphillipsteam.com

getsold mptreal MadonnaPhillipsTeam LitchfieldCounty LakeWaramaug LitchfieldCountyRealEstate LuxuryRealEstate MillionDollarListing WeekendHome LuxuryLiving DreamHome NorthofNYC beyondthecity LitchfieldCounty AntiqueCape ConnecticutRealEstate NYCGetaway SothebysRealty JustListed ModernLakeHouse ArchitecturalDesign PrivateRetreat WaterfrontLiving

🏆🏆 A heartfelt thanks to our incredible clients for our continued success at William Pitt Sotheby’s Washington Brokerage...
08/31/2025

🏆🏆 A heartfelt thanks to our incredible clients for our continued success at William Pitt Sotheby’s Washington Brokerage in 2025: #1 REVENUE: TOP PRODUCER AND TOP TEAM, as well as TOP 6 COMPANY-WIDE! Given that, we thought we’d enlist AI to come up with a “rebrand” for us that will match our new “status”—-> Swipe to the end to see what it came up with! What do you think? We’re thinkin billboard maybe??? 😂😂

New to Market | $950,000 | Roxbury, CT
A rare estate opportunity in Southern Roxbury—just 90 minutes from NYC. Set on 8....
07/22/2025

New to Market | $950,000 | Roxbury, CT
A rare estate opportunity in Southern Roxbury—just 90 minutes from NYC. Set on 8.71 acres, this offering includes a c.1817 three-bedroom antique cape (featured in Elle Décor), a two-bedroom guest house overlooking a spring-fed pond, and a separate 6.23-acre buildable lot with long private drive access. Original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and sunlit living spaces define the main home’s character. The guest house has its own septic and sits privately by the water’s edge. Endless potential—for building, weekend retreat, or full-time living—in one of Litchfield County’s most desirable locations.

🛏 5 beds total 🌿 8.71 acres
🏡 Guest house + buildable lot
DM to learn more or schedule a showing.

💰$950,000 | 📍50 Southbury Rd, Roxbury CT
______________________________________
Madonna & Phillips Team
📞 860.800.3344
✉️ [email protected]
madonnaphillipsteam.com

JUST SOLD: A true architectural gem. This 1956 Mid-Century Modern residence, originally designed by Joseph Stein and tho...
06/05/2025

JUST SOLD: A true architectural gem. This 1956 Mid-Century Modern residence, originally designed by Joseph Stein and thoughtfully reimagined by Donald Billinkoff, seamlessly blends classic design with contemporary luxury. Set on 4.57 private acres, the home features floor-to-ceiling glass, a cantilevered screened porch, and interiors adorned with white oak floors, Brazilian slate baths, and Poliform closets. Smart home integrations, radiant heated floors, and curated landscaping complete this serene retreat. Congratulations to our dear seller who was wonderful to work with and has exquisite taste!

$1.1M ask | 2 beds | 2 baths | 2,370 sqft
4.57 acres with stream and mature gardens
______________________________________
Madonna & Phillips Team @
📞 860.800.3344
✉️ [email protected]
madonnaphillipsteam.com

 

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6 Green Hill
Washington, CT
06794

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+18608003344

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