$5,750,000
4 Bed • 3 Bath • 3,810 Sq. Ft.
81-85 Fraleigh Hill Road
Millbrook, NY 12545
Listed with Compass Greater NY, LLC
$4,750,000
Est. $28,265/moPawling, NY 12564 · Dutchess County
Know your budget before you tour. Get pre-qualified
Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approached by a long, winding gated drive, the property reveals itself gradually across 25.5 rolling acres before arriving at a striking Elizabethan style manor that has stood watch over the surrounding countryside for generations. Quaker Hill has long been known as one of the Hudson Valley’s most distinguished enclaves. For more than a century it has quietly attracted artists, writers, diplomats, and those seeking privacy, landscape, and a connection to history. Elmwood Farm stands among the hill’s most recognizable estates, shaped by generations of stewards who helped define the character of this remarkable hamlet. Owning Elmwood Farm is not simply about acquiring a home. It is about becoming part of the long story of Quaker Hill and carrying that legacy forward. The manor itself reflects the craftsmanship and romance of another era. Leaded glass windows cast soft light throughout the interior, while hand carved pilasters and hand painted plaster ceiling motifs reveal the artistry and attention to detail that defined the estate’s original design. Dramatic rooflines with carved timber fascia and Gothic inspired spires create a striking architectural silhouette that rises above the surrounding landscape. At the center of the home, a magnificent figured oak staircase ascends through the interior, its hand carved newel posts adorned with whimsical animal figures that speak to the individuality and charm of the residence. Gracious gathering rooms anchored by ten fireplaces provide spaces that feel both intimate and grand, equally suited for quiet evenings by the fire or lively gatherings with friends. A charming upper wing with hand painted storybook murals adds an unexpected and delightful layer of character that reflects the estate’s long and colorful history. Beyond the main residence, Elmwood Farm unfolds as a true country compound. The property includes two caretaker homes, a carriage house with groom’s quarters, a yoga studio, and a greenhouse, offering extraordinary flexibility for guests, staff, creative pursuits, or wellness focused living. The grounds themselves are equally compelling. Rolling lawns, mature trees, and sweeping views across the surrounding countryside create a sense of scale and serenity that is increasingly rare in today’s world. The landscape feels timeless, a place where mornings begin with mist rising over the hills and evenings conclude with golden sunsets stretching across the valley. For the next owner, Elmwood Farm offers something truly rare. It is an opportunity to become the next steward of one of Quaker Hill’s historic estates and to preserve a remarkable piece of Hudson Valley history while shaping its next chapter for generations to come.
As reported by the listing office; verify enrollment with the district.
Listed with Serhant LLC · Jake Garay · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 3:09 PM ET. ©2026 One Key MLS.
Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and Private Mortgage Insurance.
Estimated Monthly Payment
Representative rates
Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.
Be the first to know when a Dutchess County home hits the market.
Market Insights
Current Listings
New in the last 30 days
11
Sep 2026
Average Price
Active listings
$1,418,953
Sep 2026
Average Days on Market
Active listings
192 days
Sep 2026
Computed from 52 active OneKey MLS listings in Pawling, NY.
$5,750,000
4 Bed • 3 Bath • 3,810 Sq. Ft.
81-85 Fraleigh Hill Road
Millbrook, NY 12545
Listed with Compass Greater NY, LLC
$3,500,000
0.67 Acres
7484 S Broadway
Red Hook, NY 12571
Listed with Staley Real Estate, LLC
$5,250,000
5 Bed • 3.5 Bath • 3,424 Sq. Ft.
4918 Route 82
Salt Point, NY 12578
Listed with Upstate Down