$1,500,000
4 Bed • 3.5 Bath • 3,034 Sq. Ft.
3244 Sharon Turnpike
Millbrook, NY 12545
Listed with Houlihan Lawrence Inc.
$1,799,000
Est. $11,069/moPawling, NY 12564 · Dutchess County
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A Quintessential Quaker Hill Estate with Guest Cottage Perched atop the storied hills of Quaker Hill, this exceptional five-acre estate embodies the romance and elegance of country living at its finest. Privately nestled amid sweeping meadows, renowned equestrian properties, and grand country estates, 43 Meeting House Road offers a rare combination of exclusivity, beauty, and refined luxury just 90 minutes from Manhattan. Thoughtfully reimagined from its original log-home roots, the residence seamlessly blends timeless character with sophisticated modern design. Wide-plank oak floors, gracious entertaining spaces, a sunlit library, and a beautifully appointed chef's kitchen with radiant-heated floors and an oversized island create an atmosphere of effortless elegance. The luxurious primary suite is a retreat unto itself, with soaring 18-foot ceilings, skylights, and a Juliet balcony overlooking rolling lawns, mature specimen plantings, and the pastoral landscape beyond. Additional ensuite bedrooms and flexible living spaces provide exceptional comfort for family and guests. Designed for an elevated indoor-outdoor lifestyle, the estate is surrounded by sweeping lawns ideal for grand-scale outdoor entertaining, garden parties, and relaxed afternoons in the countryside. Expansive decks overlook a tranquil spring-fed pond, while the resort-inspired pool area, complete with cabana, bar, and bath, evokes the atmosphere of a private countryside club. Every detail has been curated for comfort and convenience, from whole-house generators serving both residences and a heated two-car garage to integrated Sonos audio, security systems, advanced climate control, and state-of-the-art connectivity. Enhancing the estate is a beautifully renovated and completely independent two-bedroom guest cottage. Featuring its own kitchen, fireplace, lofted living area, utilities, and septic system, it offers luxurious accommodations for guests, extended family, staff, or a private home office. Rarely does a property combine such privacy, sophistication, and natural beauty. One of Quaker Hill's most compelling offerings, this remarkable estate is a turnkey country sanctuary where sweeping lawns, resort-caliber amenities, and timeless elegance create an unparalleled retreat.
As reported by the listing office; verify enrollment with the district.
Listed with Douglas Elliman Real Estate · Richard Esman · 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.
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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.
$1,500,000
4 Bed • 3.5 Bath • 3,034 Sq. Ft.
3244 Sharon Turnpike
Millbrook, NY 12545
Listed with Houlihan Lawrence Inc.
$1,575,000
5 Bed • 5 Bath • 5,698 Sq. Ft.
162 Crum Elbow Road
Hyde Park, NY 12538
Listed with Serhant LLC
$1,849,000
3 Bed • 3 Bath • 3,681 Sq. Ft.
215 Smith Road
Poughkeepsie, NY 12603
Listed with KW MidHudson