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104 N Garden Drive Pawling, NY $ 39,000,000
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$ 39,000,000 Get more info
104 N Garden Drive
$ 39,000,000
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104 N Garden Drive

Pawling, NY, 12564
$ 39,000,000
Bedrooms9 Baths9.6

Monthly Estimate*

$ 246,250

104 N Garden Drive, Pawling, NY 12564 - Image 1

Single Family Home for sale in Pawling, NY

for $39,000,000 with 9 bedrooms and 9 full baths, 6 half baths. This home was built in 1987 on a lot size of 1337.

Offered for the first time, Woodland Waters is a rare legacy estate spanning nearly 1,338 acres in the heart of the Hudson Valley. Meticulously stewarded for decades, this extraordinary retreat blends luxury, privacy, and natural beauty on an unparalleled scale. At its center stands a magnificent residence, a guest house, Tea House, office complex, and a dedicated security infrastructure complement the estate. More than 20 miles of private roads and trails traverse forests, streams, ponds, and curated landscapes, creating a one-of-a-kind sanctuary where exceptional living and nature exist in perfect harmony.

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Single Family Pending

Price

$ 39,000,000

Bedrooms

9

Full Bath

9

Half Bath

6

Property Type

Single Family

Taxes

$ 935,274

Style

Colonial,Contemporary,Estate

Lot Size

1337

Year Built

1987

Town/City

Pawling

County/Region

Dutchess

MLS | Web ID

936279
Features
Interior
Interior Amenities Cathedral Ceiling(s)
Basement Finished
Flooring Hardwood Tile Wood
Basement Features Finished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 6
Total Bedrooms 9
Total Baths 15
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General
Sewer Septic Tank
Heating Hot Air Oil Propane
Cooling Central Air
Utilities Underground Utilities
Appliances Dishwasher Dryer Gas Oven Gas Range Microwave Refrigerator Washer
Garage Spaces 3
Patio/Porch Features Deck Patio Porch Screened Terrace
Architectural Style Colonial Contemporary Estate
Pool Features Diving Board Electric Heat Indoor
Security Features Building Security
Construction Materials Block Blown-In Insulation Brick Cedar Clapboard Frame Other Stone Wood Siding
Exclusions Ask LA
Year Built 1987
View Mountain(s) Panoramic Skyline Trees/Woods
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 134089-7057-00-977709-0000
Waterfront Features Pond Waterfront
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 30
Full Baths 9
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 935274
Middle/Junior High School Pawling Middle School
Property Condition Actual
Building Area Units Square Feet
Standard Status Pending
Middle/Junior School District Pawling
Elementary School District Pawling
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Exterior
Exterior Amenities Courtyard Dock Fire Pit Juliet Balcony Lighting Tennis Court(s)
Fencing Partial
Parking Features Driveway Garage Driveway Garage
Water Source Well
Inclusions Ask LA
Foundation Details Other Block
Building Area Total 0
Waterfront Y/N Y
Road Frontage Type County Road Private Road
Other Equipment Generator
Road Responsibility Public Maintained Road
Horse Y/N Y
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Internal Only
Street Number 1 104
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* Excluded Features
List By
Amy Smith Sroka

Listing Agent

Julia B Fee Sothebys Int. Rlty

Broker

amy.smith@juliabfee.com

Email

Affordability Calculator

$324,190
Per Month
76%
24%
0%
Monthly Principal & Interest
$246,250
Monthly Property Taxes
$77,940
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
See complete school information
Pricing History
DatePricePrice ChangeDescription
12/24/2025$39,000,000 Listed Price

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104 N Garden Drive, Pawling, NY, 12564 is a Single Family Home for sale at $39,000,000 with a lot size of 1337. 104 N Garden Drive has 9 bedrooms, 9.6 baths, and was built in 1987. The property's zip code is 12564 which is in Pawling, NY

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