41 and 43 Meeting House Road Pawling, NY $ 1,799,000
41 and 43 Meeting House Road
$ 1,799,000
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41 and 43 Meeting House Road

Pawling, NY, 12564
$ 1,799,000
Bedrooms5 Baths5.1 Sq 5,390

Monthly Estimate*

$ 11,359

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Single Family Home for sale in Pawling, NY

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.

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.

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Single Family Active

Price

$ 1,799,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 24,092

Style

Colonial,Log

Lot Size

5

Year Built

1983

Town/City

Pawling

County/Region

Dutchess

MLS | Web ID

875119

Features
Interior
Interior 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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General
Sewer 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 Active
Middle/Junior School District Pawling
Elementary School District Pawling
Tax Assessed Value 329000
Year Built Effective 1983
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Exterior
Fencing 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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Internal Only
Street Number 1 41
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* Excluded Features
List By
Richard Esman

Listing Agent

Douglas Elliman Real Estate

Broker

914-234-4590

Contact

Affordability Calculator

$13,367
Per Month
85%
15%
0%
Monthly Principal & Interest
$11,359
Monthly Property Taxes
$2,008
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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.
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Nearby
4100768 Elementary School
4099485 Middle School
Pawling High School High School
Pricing History
DatePricePrice ChangeDescription
4/21/2026$1,799,000 Listed Price

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41 and 43 Meeting House Road, Pawling, NY, 12564 is a Single Family Home for sale at $1,799,000 with 5,390 sqft and a lot size of 5. 41 and 43 Meeting House Road has 5 bedrooms, 5.1 baths, and was built in 1983. The property's zip code is 12564 which is in Pawling, NY