20 Smithfield Way Amenia, NY $ 5,500,000
20 Smithfield Way
$ 5,500,000
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20 Smithfield Way

Amenia, NY, 12501
$ 5,500,000
Bedrooms7 Baths3.2 Sq 6,019

Monthly Estimate*

$ 34,313

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Single Family Home for sale in Amenia, NY

for $5,500,000 with 7 bedrooms and 3 full baths, 2 half baths. This 6,019 square foot home was built in 1790 on a lot size of 53.78.

Set on 53+ Bucolic acres in the heart of the Hudson Valley, Smithfield Farm is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four woodburning fireplaces, central air conditioning, and beautifully restored original details. The grand entertaining rooms include a 27-foot-long living room with an adjacent sunroom boasting floor to ceiling windows facing south, east, and west, as well as a formal dining room and billiards room both with original 18th century wood paneling. The ground floor also features a windowed kitchen with a separate windowed breakfast room, a home office and a mudroom. The private quarters upstairs are equally impressive. The primary suite, a corner room, offers a private terrace and an en-suite windowed bathroom with two sinks and a large shower. There is a guest suite with two bedrooms and an en-suite bathroom as well as four additional bedrooms that share a hall bathroom. This wing also has a powder room and laundry room. The home has a generator. A unique highlight of the property is the magnificent Camperdown Elm, located on the expansive terrace of the main house. This rare tree, dating back to the 1940s, provides a beautiful, shaded canopy, perfect for relaxing with cocktails and dinner while enjoying stunning sunsets over the valley. For recreation the estate offers a 48' x 17' heated gunite pool with a hot tub and large terrace, and tennis court discreetly concealed by mature plantings. Additional accommodations include a four-car garage with a two-bedroom, two-bathroom guest apartment above, featuring a living room with a 13'9" ceiling, a wood-burning fireplace, central air-conditioning and a terrace overlooking the paddocks. There is also a caretaker's cottage located at the top of the property, which has three bedrooms. Designed for Polo, Smithfield Farm is ideal for all equestrian or athletic pursuits. The main barn includes 28 stalls, with additional facilities, including two summer barns, jumping and exercise rings, multiple paddocks and turn out areas, and an "infinity" polo field with unmatched views. Smithfield Farm is a combination of historical charm, luxurious amenities, and stunning natural beauty. Co-Exclusive Additional Information: Amenities:Guest Quarters,Soaking Tub,Storage,Tennis,HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Detached.

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Single Family Active

Price

$ 5,500,000

Bedrooms

7

Full Bath

3

Half Bath

2

Property Type

Single Family

Taxes

$ 44,228

Style

Colonial,Cottage

Lot Size

53.78

Year Built

1790

Town/City

Amenia

County/Region

Dutchess

MLS | Web ID

H6318483

Features
Interior
Interior Amenities Cathedral Ceiling(s) Chefs Kitchen Double Vanity Eat-in Kitchen Entrance Foyer Formal Dining High Ceilings Kitchen Island Primary Bathroom Original Details Pantry Walk-In Closet(s) Wet Bar
Basement Bilco Door(s) Full Unfinished Walk-Out Access
Flooring Hardwood
Total Fireplaces 4
Basement Features Bilco Door(s) Full Unfinished Walk-Out Access
Basement (Y/N) Y
Window Features Drapes Floor to Ceiling Windows
Fireplace Y/N Y
Half Baths 2
Total Bedrooms 7
Total Baths 5
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General
Sewer Septic Tank
Heating Forced Air Oil
Cooling Central Air
Utilities Trash Collection Private
Appliances Dishwasher Stainless Steel Appliance(s) Oil Water Heater
Patio/Porch Features Deck Patio
Architectural Style Colonial Cottage
Pool Features In Ground
Security Features Security System
Construction Materials Brick Frame
Exclusions Chandelier(s)
Year Built 1790
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 132000-7068-00-316495-0000
Community Features Tennis Court(s)
County Dutchess County
Property Type Residential
HOA N
Other Structures Arena Barn(s) Outbuilding Stable(s)
Total Rooms 20
Full Baths 3
Directions GPS to property.
High School Webutuck High School
City Amenia
Senior Community Y/N N
High School District Webutuck (Northeast Central)
Elementary School Webutuck Elementary School
Property Attached Y/N N
Tax Annual Amount 44228.27
Showing Instructions Accompany Show - 24 Hour notice
Middle/Junior High School Webutuck
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Webutuck (Northeast Central)
Elementary School District Webutuck (Northeast Central)
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Exterior
Exterior Amenities Balcony Courtyard
Fencing Fenced
Parking Features Detached Garage Door Opener Detached Garage Door Opener
Water Source Well
Waterfront Y/N N
Other Equipment Generator
Horse Y/N Y
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Internal Only
Street Number 1 20
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* Excluded Features
List By
Oliver L. Brown

Listing Agent

Houlihan Lawrence Inc.

Broker

OBrown@houlihanlawrence.com

Contact

Affordability Calculator

$37,999
Per Month
90%
10%
0%
Monthly Principal & Interest
$34,313
Monthly Property Taxes
$3,686
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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
5110569 Elementary School
5110571 Middle School
Webutuck High School High School
Pricing History
DatePricePrice ChangeDescription
11/25/2025$5,500,000 -21.37% Price Down
4/22/2025$6,995,000 -9.74% Price Down
12/3/2024$7,750,000 -13.84% Price Down
7/18/2024$8,995,000 Listed Price

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20 Smithfield Way, Amenia, NY, 12501 is a Single Family Home for sale at $5,500,000 with 6,019 sqft and a lot size of 53.78. 20 Smithfield Way has 7 bedrooms, 3.2 baths, and was built in 1790. The property's zip code is 12501 which is in Amenia, NY