41 and 43 Meeting House Road
Pawling, NY, 12564 $ 1,799,000
Bedrooms5 Baths5.1 Sq 5,390 Monthly Estimate*
$ 11,077
for $1,799,000 with 5 bedrooms and 5 full baths, 1 half bath. This 5,390 square foot home was built in 1983 on a lot size of 5.
Rare 5-Acre Quaker Hill Estate with Guest Cottage: Discover the ultimate sanctuary at the crest of Quaker Hill, where 43 Meeting House Road stands as a testament to refined country living. Situated on a lush 5-acre parcel and set well back from a scenic country road, this estate offers a rare degree of privacy and tranquility, surrounded by sweeping meadows, historic horse farms and prestigious neighboring estates. Originally a log home, the property has been masterly reimagined for the luxury buyer into an elegant, warmly welcoming residence where fine architectural details and high-end finishes are evident at every turn. The main residence is a study in sophisticated design, anchored by wide-plank oak flooring that flows through the living room, sunroom and commanding library-style study. At the heart of the home, a modern chef’s kitchen with radient heated floors, and a generous central island that serve as the perfect stage for both grand entertaining and quiet dinners. A striking steel-clad stairwell leads to the upper level, where the primary suite serves as a private retreat with soaring 18-ft ceilings, skylights, and a Juliet balcony that overlooks a picturesque landscape of mature plantings and rolling hills. Two additional bedrooms with full baths and a large dressing room, a possible fourth bedroom, complete this level. The lifestyle extends seamlessly outdoors, where a wraparound deck overlooks a serene, spring-fed pond. For summer entertaining, a separate deck surrounds a tranquil pool area, fully equipped with a bar, cabana and bathroom. Beyond its aesthetic beauty, the home is engineered for effortless living with a heated 2-car garage, whole-house generator, central vacuum, and integrated security and Sonos systems. Complementing the main house is a charming totally separate two-bedroom guest cottage built in 1920. Fully renovated with its own full kitchen, wood burning fireplace, full bath and lofted living space, utilities, and septic system, it offers a private haven for visitors, a dedicated professional workspace or caretaker's residence. The house has state of the art wi-fi, heating and cooling systems, and an Aprilaire full-house dehumidifier that is integrated with the HVAC system. Heat coils on the gutters and parts of the roof protect the home from ice-dams. Every detail has been attended to that makes this home a true treasure. Located just minutes from the historic Village of Pawling, and under 90 minutes to Manhattan via Metro-North, this property represents the pinnacle of the Quaker Hill lifestyle—a perfect weekend retreat or a permanent paradise.
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Open House
5/2/2026 2:00 PM - 4:00 PM
5/3/2026 12:00 PM - 3:00 PM
41 and 43 Meeting House Road Pawling, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Coming Soon
FeaturesInteriorInterior Amenities Beamed Ceilings Built-in Features Chefs Kitchen Eat-in Kitchen Entrance Foyer Formal Dining
Basement Full
Flooring Hardwood
Total Fireplaces 2
Fireplace Features Gas
Basement Features Full
Basement (Y/N) Y
Half Baths 1
Total Bedrooms 5
Total Baths 6
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GeneralSewer Septic Tank
Heating Forced Air
Cooling Central Air
Utilities Cable Connected Electricity Connected
Appliances Cooktop Dishwasher Electric Oven Electric Range Exhaust Fan Gas Cooktop Microwave Refrigerator Stainless Steel Appliance(s) Washer Wine Refrigerator
Garage Spaces 2
Patio/Porch Features Deck
Architectural Style Colonial Log
Construction Materials Frame Log Siding Wood Siding
Year Built 1983
Property Subtype Single Family Residence
Tax Year 2024
Parcel Number 134089-7157-00-949445-0000
Waterfront Features Pond
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 18
Full Baths 5
High School Pawling High School
City Pawling
Senior Community Y/N N
High School District Pawling
Carport Y/N N
Elementary School Pawling Elementary School
Property Attached Y/N N
Tax Annual Amount 24092.57
Middle/Junior High School Pawling Middle School
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Pawling
Elementary School District Pawling
Tax Assessed Value 329000
Year Built Effective 1983
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ExteriorFencing Partial
Parking Features Heated Garage Heated Garage
Water Source Well
Total Parking 10
Parking Spaces 10
Waterfront Y/N Y
Road Frontage Type County Road
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* Excluded FeaturesList ByRichard EsmanListing Agent
Douglas Elliman Real EstateBroker
Affordability Calculator
- Monthly Principal & Interest
- $11,077
- Monthly Property Taxes
- $2,008
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Pawling, NY
Average List Price $3,229,591
Percent of Sale Price 80%
About Pawling, NY 8,565 Population
14% Since 2002
$ 79,500 Median Income
45.1 Median Age
30% Households with Children
Trends Information provided by ATTOM Data Solutions.
4100768 Elementary School
4099485 Middle School
Pawling High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/21/2026 | $1,799,000 | | Listed Price |