888 Chestnut Ridge Rd, Millbrook, NY 12545

Off market oct 2016 for $1.8M

$5,547,058

Est. refi paymentEst. refi $12,622/mo

•

7,100

sq ft

888 Chestnut Ridge Rd, Millbrook, NY 12545

About this home

Spectacular mountain views from this hilltop residence, sited on 39+acres among the rolling hills of Dutchess County...only 80 miles from Manhattan. In addition to the stunning setting, this property features steel-frame construction, a beautiful in-ground pool, Har-tru tennis court, wood-paneled study/library, guest suite on the main floor, spacious kitchen and family room, and a screened porch. The spacious master bedroom suite has a balcony overlooking pool and mountains. The kitchen, family room and master bath have radiant heated floors. For the equestrian, there is ample room for a barn and paddocks, and for the collector, there is a 3-car detached garage in addition to the 2-car attached. In the event of a power outage, there is also a backup generator. Located a short drive from the Dover train station, and only minutes to the picturesque village of Millbrook for shopping and dining. Additional Information: Amenities:Guest Quarters,Tennis,ParkingFeatures:2 Car Attached,3 Car Detached,

Single-familyProperty Type

2001Year Built

39.68 acresLot Size

$781Est. Price/Sq.Ft.

5 spacesParking

Listing by James Avery • Douglas Elliman Real Estate

Listing by Matthew Berger • Douglas Elliman Real Estate

Bought with Ann Dyal • Houlihan Lawrence Inc.

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4628210

Redfin Estimate

$5,547,058

$3.6M since sold in October 2016$2.8M since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 57.9% higher than the average sale price ($3.51M) of 6 comparable homes.

SOLD JUN 18, 2026
$9,650,000
A
5 beds7 baths5,867 sq ft
1190 Chestnut Ridge Rd, Dover Plains, NY 12522
Listing by Houlihan Lawrence Inc.
SOLD OCT 2, 2026
$4,800,000
B
4 beds5.5 baths5,206 sq ft
790 Stanford Rd, Clinton Corners, NY 12514
Listing by Corcoran Country Living
SOLD APR 24, 2026
$2,650,000
C
7 beds6.5 baths5,486 sq ft
20 Orchard Hill Dr, Millbrook, NY 12545
Listing by William Pitt Sothebys Int Rlty
SOLD SEP 21, 2026
$565,000
D
3 beds2.5 baths2,188 sq ft
226 Cart Rd Unit C, Dover Plains, NY 12522
Listing by K. Fortuna Realty, Inc.
SOLD AUG 11, 2026
$2,725,000
E
3 beds5 baths4,134 sq ft
97 Valley Farm Rd, Millbrook, NY 12545
Listing by George T Whalen Real Estate
SOLD SEP 29, 2026
$687,750
F
2 beds3 baths1,986 sq ft
3881 Route 44, Millbrook, NY 12545
Listing by Corcoran Country Living

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Earn from this home

Refinance

Est. cash available

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Market trends in 12545, NY

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

100.0%

3.9% MoM

Median sale price

$883K

$25K MoM

Avg. days on market

57d

24 days MoM

Recently sold homes

2 MoM

New listings for sale

$1,200,000
4 beds2.5 baths2,714 sq ft
36 Appaloosa Ln, Millbrook, NY 12545
Listing by George T Whalen Real Estate
$1,280,000
3 beds3 baths3,228 sq ft
85 Daniele, Millbrook, NY 12545
Listing by Lynn Nichols Realty, Inc.
$799,000
4 beds6.5 baths5,050 sq ft
3534 Route 82, Millbrook, NY 12545
Listing by BHHS Hudson Valley Properties
See all

Provided by Redfin

Sale history for 888 Chestnut Ridge Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #M346494

Feb 2, 2024

Listing Removed

—

Dec 7, 2015

Listed

$2,295,000

$323/sq ft

OneKey® MLS as Distributed by MLS Grid #HM340973

Feb 2, 2024

Listing Removed

—

Jun 9, 2015

Listed

$2,499,990

$352/sq ft

OneKey® MLS as Distributed by MLS Grid #HM334353

Feb 2, 2024

Listing Removed

—

Nov 5, 2014

Listed

$2,499,000

$352/sq ft

OneKey® MLS as Distributed by MLS Grid #HM318881

Feb 2, 2024

Listing Removed

—

Jul 28, 2013

Listed

$2,499,999

$352/sq ft

OneKey® MLS as Distributed by MLS Grid #M316503

Feb 2, 2024

Listing Removed

—

May 9, 2013

Listed

$2,675,000

$377/sq ft

Public Records

Apr 20, 2023

Sold

$2,050,000

$289/sq ft

HGMLS #4628210

Oct 22, 2016

Sold

$1,897,500

$267/sq ft

Oct 22, 2016

Price Changed

$1,897,500

$267/sq ft

Aug 1, 2016

Contingent

—

Aug 1, 2016

Price Changed

$1,995,000

$281/sq ft

Jun 20, 2016

Listed

$1,995,000

$281/sq ft

OneKey® MLS as Distributed by MLS Grid #H4628210

Oct 21, 2016

Sold

$1,897,500

$267/sq ft

Jun 20, 2016

Listed

$1,995,000

$281/sq ft

OneKey® MLS as Distributed by MLS Grid #M352496

Oct 21, 2016

Sold

$1,897,500

$267/sq ft

Jun 20, 2016

Listed

$1,995,000

$281/sq ft

OneKey® MLS as Distributed by MLS Grid #H4551012

Jun 20, 2016

Listing Removed

—

Dec 7, 2015

Listed

$2,295,000

$323/sq ft

OneKey® MLS as Distributed by MLS Grid #H3323957

Jul 28, 2014

Listing Removed

—

Jul 28, 2013

Listed

$2,499,999

$352/sq ft

OneKey® MLS as Distributed by MLS Grid #M306972

Apr 23, 2013

Listing Removed

—

May 4, 2012

Listed

$2,800,000

$394/sq ft

Tax history for 888 Chestnut Ridge Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

16.84 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Vacant Land

County

Dutchess County

APN

135400A00696300002535700000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 5, 2026.

Property details

Parking

Parking Information
Parking Total: 5
Parking Features: Attached, Detached, Driveway, Garage

Garage Information
Has Garage

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 4

Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Propane

Interior Features
Interior Features: Eat-in Kitchen,Entrance Foyer,Formal Dining,First Floor Bedroom,Granite Counters,Primary Bathroom,Pantry,Walk-In Closet(s)
Appliances: Dishwasher, Dryer, Electric Water Heater, Refrigerator, Washer
Flooring: Hardwood
Patio And Porch Features: Porch

Room Information
Basement YN: Yes
Attic: Walkup
Rooms Total: 18
Basement: Full, Partially Finished, Walk-Out Access

Bathroom Information
Bathrooms Full: 7
Bathrooms Half: 2

Exterior

Exterior Features
Exterior Features: Balcony
Construction Materials: Brick, Clapboard, Frame, Other
Other Structures: Outbuilding
Security Features: Security System
Foundation Details: Other
Waterfront YN: No

Pool Information
Pool Features: In Ground

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

Property Information
Other Equipment: Generator
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2015
Tax Source: Municipality
Tax Annual Amount: $47,662

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Central Hudson
Sewer: Septic Tank
Utilities: Trash Collection Private

Location

School Information
Elementary School: Dover Elementary School
Middle Or Junior School: Dover Middle School
High School: Dover High School
High School District: Dover

Location Information
Directions: 888Chestnut Ridge Road - Do not enter property without an appointment.
County Or Parish: Dutchess County

Community Information
Community Features: Tennis Court(s)

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 16.84 acres
Style: Vacant Land
Year Built: —
Year Renovated: —
County: Dutchess County
APN: 135400A00696300002535700000

Home facts updated by county records on Oct 5, 2026

Around this home

Schools

Dover Elementary School

Public 3-5 • Assigned • 2.5mi

3/10

Dover Middle School

Public 6-8 • Assigned • 4.7mi

7/10

Dover High School

Public 9-12 • Assigned • 4.7mi

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

0.31% chance of being in a wildfire in next 30 years

3/10 Heat Factor

6 days above 94° expected this year, 13 days in 30 years

6/10 Wind Factor

27% 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

Millbrook, NY • 12545

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 4 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$5.27M – $6.38M

Sell confidently with a local market expert in Millbrook. 3 minutes to get started.

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Listing by Lynn Nichols Realty, Inc.

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Listing by BHHS Hudson Valley Properties

Home values near 888 Chestnut Ridge Rd

Data from public records.

Address	Redfin Estimate
979 Chestnut Ridge Rd, Dover Plains, NY 3 Beds \| 3 Baths \| 2448 Sq. Ft.	$828,930
942 Chestnut Ridge Rd, Dover Plains, NY 6 Beds \| 5.5 Baths \| 7044 Sq. Ft.	$2,620,688

Address	Redfin Estimate
895 Chestnut Ridge Rd, Millbrook, NY 3 Beds \| 5.5 Baths \| 5680 Sq. Ft.	$5,384,674
888 Chestnut Ridge Rd, Dover Plains, NY 6 Beds \| 8 Baths \| 5719 Sq. Ft.	$5,739,370

Address	Redfin Estimate
884 Chestnut Ridge Rd, Millbrook, NY 3 Beds \| 3 Baths \| 2379 Sq. Ft.	$879,196
48 Killearn Rd, Millbrook, NY 4 Beds \| 3.5 Baths \| 2207 Sq. Ft.	$1,127,794

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2016. 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 12545, NY

Sale history for 888 Chestnut Ridge Rd

Tax history for 888 Chestnut Ridge Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12545

Home values near 888 Chestnut Ridge Rd

More real estate resources