OFF MARKET

Off market sep 2024 for $3.6M

$3,540,242

•

5,124

sq ft

20 - 22 Smithfield Rd, Amenia, NY 12501

About this home

Located in the Millbrook hunt countryside and the coveted Smithfield Valley which offers long vistas of rolling hills dotted with grazing horses and cattle. This original late eighteenth century home is nicely set back from the road on a tree lined drive. There are five bedrooms with four full and three half baths on 41 acres. The spacious eat-in kitchen includes a pantry, sitting area and fireplace. For entertaining, there is a formal dining room with fireplace, large living room with fireplace and many other rooms to gather. The front rocking chair porch overlooks a paddock, the beautifully landscaped property and the distant bucolic views. In addition, there is a two bedroom guest house, a three-bay garage with a second floor, and a heated gunite in-ground saltwater pool and spa. The horse facilities include a stable with 9 stalls, outdoor riding ring, five large paddocks with water, and a large storage equipment building. Move into this special offering, located between Millbrook and Millerton and just 10 minutes to Metro North.

Single-familyProperty Type

1900Year Built

41.76 acresLot Size

$691Est. Price/Sq.Ft.

3 car garageParking

Listing by Paula Redmond • Corcoran Country Living - Mill

Bought with non member • Non Member Firm

Redfin checked: 2 minutes ago

•Source:HVCRMLS #152900

Redfin Estimate

$3,540,242

$135K since sold in September 2024$712K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.2% higher than the average sale price ($3.50M) of 6 comparable homes.

SOLD JUL 15, 2026
$440,000
A
5 beds2 baths2,328 sq ft
5627 Route 22, Millerton, NY 12546
Listing by Houlihan Lawrence Inc.
SOLD MAR 9, 2026
$4,970,000
B
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
C
6 beds8 baths8,117 sq ft
465 Shunpike, Millbrook, NY 12545
Listing by Corcoran Country Living
SOLD AUG 11, 2026
$2,725,000
D
3 beds5 baths4,134 sq ft
97 Valley Farm Rd, Millbrook, NY 12545
Listing by George T Whalen Real Estate
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 DEC 22, 2025
$6,250,000
F
5 beds5.5 baths5,162 sq ft
47-49 Crescent Rd, Millbrook, NY 12545
Listing by Elyse Harney Real Estate

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Earn from this home

Sell

$502,947

Est. take-home

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Rent

$4,370/mo

Redfin rental estimate

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Market trends in 12501, NY

Last updated August 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

NEW 22 HRS AGO
$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 - 22 Smithfield Rd

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

132000-7068-00-245780-0000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 19, 2024.

Property details

Parking

Parking/Garage Information
Has Garage
# of Garage Spaces: 3

Interior

Bathroom Information
# of Full Bathrooms: 4
# of Half Bathrooms: 3

Heating & Cooling
Has Heating
Heating: Forced Air, Oil, Radiant Floor

Interior Features
Interior Features: High Speed Internet
Appliances: Built-In Electric Oven, Cooktop, Dryer, Dishwasher, Other, Refrigerator, Washer, Water Heater
Flooring: Other, Stone, Wood
Has Fireplace
# of Fireplaces: 4
Fireplace Features: Dining Room, Kitchen, Living Room, Other, Wood Burning

Room Information
# of Rooms Total: 14
Has Basement
Basement Details: Partial, Unfinished

Exterior

Exterior Features
Patio And Porch Features: Deck, Porch
Roof: Fiberglass, Shingle

Pool Information
Pool Features: Gunite, Heated, In Ground

Building Information
Sq. Ft.: 5124.0
Construction Materials: Other, Wood Siding
Foundation Details: Block, Stone

Property Features
Has View
Other Structures: Barn(s), Guest House, Shed(s)

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Raw Mls Property Sub Type: Single Family Residence

Lot Information
Lot Features: Secluded
Road Surface Type: Paved
Lot Size : 41.76
Lot Size Area: 41.76
Lot Size Units: Acres
Lot Size Acres: 41.76

Financial

Tax Information
Tax Annual Amount: $42,063

Utilities

Utility Information
Water Source: Private, Well
Electric: 200+ Amp Service
Sewer: Septic Tank

Location

Schools Information
High School District: Webutuck Central School District

Location Information
Directions: Rt 44 to Rt 83 to Smithfield, right on Rt 5, first property on right.

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Dutchess County
APN: 132000-7068-00-245780-0000

Home facts updated by county records on Jun 19, 2024

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

$3.36M – $4.07M

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Nearby similar homes

$895,000

2 beds1 bath1,126 sq ft

8 Old North Anson Way, Stanfordville, NY 12581

Listing by Corcoran Country Living

$1,695,000

3 beds2.5 baths2,250 sq ft

1504 Route 83, Pine Plains, NY 12567

Listing by Compass Greater NY, LLC

$339,000

2 beds1 bath1,316 sq ft

85 Bella Vista Rd, Amenia, NY 12501

Listing by Havens Real Estate

$1,200,000

3 beds3 baths2,968 sq ft

572 Hicks Hill Rd, Stanfordville, NY 12581

Listing by Compass Greater NY, LLC

$1,250,000

3 beds2 baths2,645 sq ft

6 Autumn Ln, Amenia, NY 12501

Listing by Compass Greater NY, LLC

$1,399,000

4 beds3 baths3,337 sq ft

5548 Route 82, Clinton Corners, NY 12514

Listing by BHHS Hudson Valley Properties

New listings for sale in 12501

NEW 22 HRS AGO

$6,500,000

3 beds3.5 baths4,000 sq ft

895 Route 83, Amenia, NY 12501

Listing by Compass Greater NY, LLC

Home values near 20 - 22 Smithfield Rd

Data from public records.

Address	Redfin Estimate
11 Smithfield Road, Amenia, NY 3 Beds \| 3 Baths \| 2826 Sq. Ft.	$432,495
508 Smithfield Valley Road, Amenia, NY 4 Beds \| 2 Baths \| 1693 Sq. Ft.	$500,252

Address	Redfin Estimate
2022 Smithfield Road, Amenia, NY 5 Beds \| 5.5 Baths \| 5124 Sq. Ft.	$3,696,814
603 Smithfield Valley Road, Amenia, NY 4 Beds \| 4 Baths \| 3104 Sq. Ft.	$1,855,935

Address	Redfin Estimate
20 Smithfield Road, Amenia, NY 5 Beds \| 7 Baths \| 5124 Sq. Ft.	$4,272,203
570 Smithfield Valley Road, Amenia, NY 4 Beds \| 2.5 Baths \| 2658 Sq. Ft.	$532,971

Property information provided by HVCRMLS when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 12501, NY

Sale history for 20 - 22 Smithfield Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12501

Home values near 20 - 22 Smithfield Rd

More real estate resources