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.
For sale
$1,799,000
41 and 43 Meeting House Road, Pawling, NY 12564
5beds
5,390sqft
Single Family Residence, Residential
Built in 1983
5 Acres Lot
$-- Zestimate®
$334/sqft
$-- HOA
What's special
- 67 days |
- 429 |
- 18 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Douglas Elliman Real Estate 914-234-4590,
Richard Esman 914-715-4227,
Harriet M. Norris 917-940-7000,
Douglas Elliman Real Estate
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 875119
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Heating
- Forced Air
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Electric Oven, Electric Range, Exhaust Fan, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
- Laundry: Laundry Room
Features
- Beamed Ceilings, Built-in Features, Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining
- Flooring: Hardwood
- Basement: Full
- Attic: Crawl
- Number of fireplaces: 2
- Fireplace features: Gas
Interior area
- Total structure area: 5,390
- Total interior livable area: 5,390 sqft
Property
Parking
- Total spaces: 10
- Parking features: Heated Garage
- Garage spaces: 2
Features
- Patio & porch: Deck
- Has private pool: Yes
- Fencing: Partial
- On waterfront: Yes
- Waterfront features: Pond, Waterfront
Lot
- Size: 5 Acres
- Features: Front Yard, Landscaped, Views, Wooded
Details
- Parcel number: 1340897157009494450000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Log
- Property subtype: Single Family Residence, Residential
Materials
- Frame, Log Siding, Wood Siding
Condition
- Year built: 1983
- Major remodel year: 1983
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Connected, Electricity Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Pawling
Financial & listing details
- Price per square foot: $334/sqft
- Tax assessed value: $329,000
- Annual tax amount: $24,092
- Date on market: 4/30/2026
- Cumulative days on market: 59 days
- Listing agreement: Exclusive Right To Sell
- Listing terms: Conventional
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
$6,865/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/30/2026 | Listed for sale | $1,799,000$334/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 12564
Nearby schools
GreatSchools rating
- 6/10Pawling Middle SchoolGrades: 5-8Distance: 2.9 mi
- 8/10Pawling High SchoolGrades: 9-12Distance: 2.8 mi
- 6/10Pawling Elementary SchoolGrades: PK-4Distance: 3.5 mi
Schools provided by the listing agent
- Elementary: Pawling Elementary School
- Middle: Pawling Middle School
- High: Pawling High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Dutchess County
- Pawling
- 12564
- 41 and 43 Meeting House Road






