Off market mar 2021 for $3.2M

$3,807,111

•

5,124

sq ft

20 Smithfield Rd, Amenia, NY 12501

About this home

Whitfield - Coveted Smithfield Valley; long vistas, rolling hills dotted with grazing horses and large estate properties. Located at the very heart of the valley, this 41 plus acre property encompasses an early Colonial home, guest house, 3-bay detached garage with full second floor, heated gunite in-ground saltwater pool and spa, stables, paddocks and more. The original late eighteenth century home has been improved upon and expanded over the years and offers multiple opportunities for customization to suit your needs. Without a doubt one of the best properties to enter the market in quite a while. Only 15 minutes to the Villages of Millbrook or Millerton, 10 minutes to the Metro North station and just over 1.5 hours to Manhattan.,APPLIANCES:Water Softener,AboveGrade:5124,ROOF:Fiberglass Shingles,Basement:Interior Access,EQUIPMENT:Carbon Monoxide Detector,InteriorFeatures:Washer Connection,Gas Stove Connection,OTHERROOMS:Formal Dining Room,Foyer,Library/Study,Pantry,Sun Room,Laundry/Util. Room,FOUNDATION:Stone,Block,Heating:Zoned,FLOORING:Wide Board,Wood,Slate,ExteriorFeatures:Landscaped Additional Information: Amenities:Guest Quarters,

Single-familyProperty Type

1790Year Built

41.76 acresLot Size

$743Est. Price/Sq.Ft.

Listing by Paula Redmond • Corcoran Country Living

Bought with Paula Redmond • Corcoran Country Living

Bought with • FNIS

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #M393218

Redfin Estimate

$3,807,111

$585K since sold in March 2021$212K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.8% higher than the average sale price ($3.21M) of 6 comparable homes.

SOLD DEC 22, 2025
$6,250,000
A
5 beds5.5 baths5,162 sq ft
47-49 Crescent Rd, Millbrook, NY 12545
Listing by Elyse Harney Real Estate
SOLD JUL 15, 2026
$440,000
B
5 beds2 baths2,328 sq ft
5627 Route 22, Millerton, NY 12546
Listing by Houlihan Lawrence Inc.
SOLD MAR 9, 2026
$4,970,000
C
5 beds5.5 baths6,310 sq ft
310 Carpenter Hill Rd, Pine Plains, NY 12567
Listing by Corcoran Country Living
SOLD MAR 11, 2026
$5,775,000
D
6 beds8 baths8,117 sq ft
465 Shunpike, Millbrook, NY 12545
Listing by Corcoran Country Living
SOLD JAN 16, 2026
$820,000
E
4 beds4.5 baths3,000 sq ft
1388 Route 83, Pine Plains, NY 12567
Listing by Houlihan Lawrence Inc.
SOLD NOV 14, 2025
$980,000
F
5 beds3.5 baths3,664 sq ft
3715 Route 44, Millbrook, NY 12545
Listing by Compass Greater NY, LLC

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Earn from this home

Sell

$1,287,498

Est. take-home

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Rent

$4,710/mo

Redfin rental estimate

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Market trends in 12501, NY

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

105.2%

+10.3% MoM

Median sale price

$338K

$12K MoM

Avg. days on market

184d

24 days MoM

Recently sold homes

1 MoM

New listings for sale

$6,500,000
3 beds3.5 baths4,000 sq ft
895 Route 83, Amenia, NY 12501
Listing by Compass Greater NY, LLC
See all

Provided by Redfin

Sale history for 20 Smithfield Rd

Date

Event

Price

HVCRMLS #134085

Mar 31, 2021

Sold

$3,221,726

$629/sq ft

Sep 10, 2020

Listed

$3,450,000

$673/sq ft

+24

Coveted Smithfield Valley; long vistas, rolling hills dotted with grazing horses and large estate properties. Located at the very heart of the valley, this 41 plus acre property encompasses an early Colonial home, guest house, 3-bay detached garage with full second floor, heated gunite in-ground saltwater pool and spa, stables, paddocks and more. The original late eighteenth century home has been improved upon and expanded over the years and offers multiple opportunities for customization to suit your needs. Without a doubt one of the best properties to enter the market in quite a while. Only 15 minutes to the Villages of Millbrook or Millerton, 10 minutes to the Metro North station and just over 1.5 hours to Manhattan.

OneKey® MLS as Distributed by MLS Grid #M393218

Mar 31, 2021

Sold

$3,221,726

$629/sq ft

Sep 9, 2020

Listed

$3,450,000

$673/sq ft

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Dutchess County

APN

—

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on May 21, 2023.

Property details

Parking

Parking Information
Parking Features: Detached, Garage

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 4

Heating & Cooling
Cooling: None

Interior Features
Interior Features: Primary Bathroom
Appliances: Dishwasher, Dryer, Refrigerator, Washer
Patio And Porch Features: Porch

Room Information
Basement YN: Yes
Basement: Partial

Bathroom Information
Bathrooms Full: 5
Bathrooms Half: 4

Exterior

Exterior Features
Construction Materials: Frame, Wood Siding
Fencing: Fenced
Other Structures: Barn(s), Stable(s)
Foundation Details: Slab
Waterfront YN: No

Pool Information
Pool Features: In Ground

Lot Information
Additional Parcels YN: No
Lot Features: Level, Views
Zoning: RA

Property Information
Living Area Source: Public Records
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2020
Tax Annual Amount: $30,999

Financial Information
Buyer Financing: Cash, Conventional

Location

School Information
Elementary School: Webutuck Elementary School
Middle Or Junior School: Eugene Brook's
High School: Webutuck High School
High School District: Northeast

Location Information
Hamlet: Amenia
Directions: Rt 44 to Rt 83 to Smithfield, right on Rt 5, first property on right.
County Or Parish: Dutchess County

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Dutchess County
APN: —

Home facts updated by county records on May 21, 2023

Around this home

Schools

Webutuck Elementary School

Public PreK-3 • Assigned • 2.7mi

2/10

Eugene Brooks Middle School

Public 4-8 • Assigned • 2.8mi

6/10

Webutuck High School

Public 9-12 • Assigned • 2.8mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 96° expected this year, 16 days in 30 years

4/10 Wind Factor

16% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Amenia, NY • 12501

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.62M – $4.38M

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Nearby similar homes

$895,000

2 beds1 bath1,126 sq ft

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Listing by Houlihan Lawrence Inc.

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New listings for sale in 12501

$6,500,000

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895 Route 83, Amenia, NY 12501

Listing by Compass Greater NY, LLC

Home values near 20 Smithfield Rd

Data from public records.

Address	Redfin Estimate
11 Smithfield Road, Amenia, NY 3 Beds \| 3 Baths \| 2826 Sq. Ft.	$438,243
508 Smithfield Valley Road, Amenia, NY 4 Beds \| 2 Baths \| 1693 Sq. Ft.	$511,961

Address	Redfin Estimate
2022 Smithfield Road, Amenia, NY 5 Beds \| 5.5 Baths \| 5124 Sq. Ft.	$3,724,932
349 Separate Road, Amenia, NY 2 Beds \| 1 Baths \| 800 Sq. Ft.	$265,370

Address	Redfin Estimate
22 Smithfield Road, Amenia, NY 5 Beds \| 5.5 Baths \| 5124 Sq. Ft.	$3,554,664
603 Smithfield Valley Road, Amenia, NY 4 Beds \| 4 Baths \| 3104 Sq. Ft.	$1,898,976

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

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