41 and 43 Meeting House Road | Pawling

$1,799,000 | 5 Beds | 6 Baths (5 Full, 1 Half) | 5,390 Sq. Ft.

A Quintessential Quaker Hill Estate with Guest Cottage\n\nPerched 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.\n\nThoughtfully 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.\n\nThe 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.\n\nDesigned 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.\n\nEvery 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.\n\nEnhancing 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.\n\nRarely 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. OneKeyMLS 875119

MLS Listing ID: 
OneKeyMLS 875119
Community Information
School District: 
Pawling Central
Building Details
Details about the building on a property.
Architectural Style: 
Colonial,Log
Year Built: 
1983
Living Area: 
5,390
Basement: 
Full
Interior: 
Beamed Ceilings,Built-in Features,Chefs Kitchen,Eat-in Kitchen,Entrance Foyer,Formal Dining
Fireplaces: 
Gas
Construction
Construction Materials: 
Frame,Log Siding,Wood Siding
Room Details
Details about the rooms in the building.
Total Rooms: 
18
Total Bedrooms: 
5
Total Bathrooms: 
6
Total Full-Bathrooms: 
5
Total Half-Bathrooms: 
1
Utilities
Information about utilities available on the property.
Heating System: 
Forced Air
Cooling System: 
Central Air
Water Source: 
Well
Sewer: 
Septic Tank
Lot/Land Details
Details about the lots and land features included on the property.
Waterfront: 
1
Water Body Category: 
Pond
Lot Features
Parking Type: 
Heated Garage
Fence: 
Partial
Public Record
Parcel Number: 
134089-7157-00-949445-0000
Annual Tax: 
$24,092.57
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
4/21/2026
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Richard Esman
Listing Co-Agent Name: 
Harriet M. Norris
Listing Office Name: 
Douglas Elliman Real Estate
Listing Co-Office Name: 
Douglas Elliman Real Estate