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43 Meeting House Road

$1,799,000

Est. $11,069/mo

Pawling, NY 12564 · Dutchess County

Beds
5
Baths
5.5
Sqft
5,390
Status
Active
On site
177 days

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About this home

Private 5-Acre Hudson Valley Compound with Dual Residences, Pool, Pond & Long Views Description: Welcome to your ultimate year-round sanctuary and summer recreation haven, set on 5 serene acres in picturesque Pawling, NY. Offering total privacy, sweeping open views, and exceptional versatility, this rare multi-dwelling compound features two independent residences with a combined 5–6 bedrooms and 5 bathrooms. Main Residence (43 Meeting House Road): Designed for seamless indoor-outdoor living, this home offers 3–4 light-filled bedrooms and 4 full bathrooms. Warm up in the spacious living room by the classic fireplace, or step outside onto expansive two-level decks built for grand outdoor entertaining, dining, and taking in the panoramic views over the mature grounds. Second Residence / Cottage (41 Meeting House Road): Ideal as a guest house, multi-generational living quarters, or private retreat, the secondary home features 2 bedrooms, 1 full bathroom, and its own cozy living room complete with a fireplace. The Grounds & Outdoor Amenities: Unwind by your private heated swimming pool, stroll through lush lawns framed by mature plantings, or enjoy quiet reflection beside the large, peaceful pond. Whether you are hosting summer pool gatherings, cozy winter evenings by the fireside, or simply craving year-round serenity within easy reach of local amenities, this property delivers an unmatched Hudson Valley lifestyle. Schedule your private tour today!

Listed with Douglas Elliman Real Estate · Richard Esman · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 24, 2026, 11:07 AM ET. ©2026 One Key MLS.

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Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.

$11,069.15Total / mo

Estimated monthly payment

Principal & interest
$8,861.40(80.1%)
Taxes
$2,007.75(18.1%)
Insurance
$200.00(1.8%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market insights

The market around Pawling, NY

Current listings

New in the last 30 days

9

Oct 2026

Average price

Active listings

$1,407,343

Oct 2026

Average days on market

Active listings

219 days

Oct 2026

Computed from 51 active OneKey MLS listings in Pawling, NY.

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