1335 Chestnut Ridge Rd, Dover Plains, NY 12522

Off Market Oct 2019 for $870K

$1,378,815

Est. refi paymentEst. refi $5,256/mo

•

2,664

sq ft

1335 Chestnut Ridge Rd, Dover Plains, NY 12522

About this home

MILLBROOK COUNTRY HOME WITH OLD WORLD CHARM AND MODERN AMENITIES. PRIVATE DRIVEWAY LEADS TO A COLONIAL STYLE HOME WITH MAHOGANY PORCHES. ALMOST 2700 SQ FT OF LIVING SPACE ON 7.25 ACRES. LIGHT FILLED EAT-IN KITCHEN WITH MARBLE COUNTERTOPS AND LARGE FARM SINK. BEAUTIFUL WIDEBOARD FLOORS THROUGHOUT. MASTER BEDROOM SUITE WITH VAULTED CEILING. THREE ADDITIONAL BEDROOMS ON SECOND FLOOR. 24 HOUR NOTICE REQUIRED FOR ACCOMPANIED SHOWINGS.,Level 1 Desc:KIT, DR, LR, FAM RM, HA BATH,Heating:Zoned,OTHERROOMS:Family Room,Formal Dining Room,Foyer,Breakfast Nook,ExteriorFeatures:Landscaped,AboveGrade:2664,ROOF:Asphalt Shingles,Cooling:Zoned,Ceiling Fan,FLOORING:Wide Board,Wood,Tile,FOUNDATION:Concrete,Level 2 Desc:4 BR, MBA, BA,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors Additional Information: Amenities:Tennis,

Single-familyProperty Type

2006Year Built

7.25 acresLot Size

$518Est. Price/Sq.Ft.

Listing by Patricia Cortese • H.W. GUERNSEY REALTORS INC. ML

Listing by LAUREL KERR

Bought with Margaret Mondello • Mondello Upstate Properties

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #M380935

Redfin Estimate

$1,378,815

$509K since sold in October 2019$5,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 103.7% higher than the average sale price ($677K) of 6 comparable homes.

SOLD MAY 18, 2026
$725,000
A
3 beds2.5 baths2,464 sq ft
269 Milewood Rd, Millbrook, NY 12545
Listing by George T Whalen Real Estate
SOLD MAR 3, 2026
$389,000
B
4 beds3 baths2,912 sq ft
141 Poplar Hill Rd, Wassaic, NY 12592
Listing by Rising Star Realty
SOLD JUL 17, 2026
$600,000
C
4 beds2.5 baths2,464 sq ft
291 Clinton Corners Rd, Clinton Corners, NY 12514
Listing by George T Whalen Real Estate
SOLD MAY 29, 2026
$687,000
D
3 beds2.5 baths2,594 sq ft
4 Theresa Ct, Lagrangeville, NY 12540
Listing by Corcoran Country Living
SOLD APR 7, 2026
$910,000
E
4 beds3 baths3,506 sq ft
121 Valley Farm Rd, Millbrook, NY 12545
Listing by Legacy Land & Homes LLC
SOLD AUG 4, 2026
$750,000
F
3 beds2.5 baths2,426 sq ft
477 Canoe Hill Rd, Millbrook, NY 12545
Listing by William Pitt Sothebys Int Rlty

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Earn from this home

Sell

$697,586

Est. take-home

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Refinance

Est. cash available

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Rent

$3,971/mo

Redfin rental estimate

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Market trends in 12522, NY

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

100.8%

+4.4% MoM

Median sale price

$462K

$108K MoM

Avg. days on market

54d

69 days MoM

Recently sold homes

8 MoM

New listings for sale

$89,999
4 beds2 baths1,884 sq ft
70 May Lane Ext, Dover Plains, NY 12522
Listing by Compass Greater NY, LLC
See all

Provided by Redfin

Sale history for 1335 Chestnut Ridge Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #M380935

Oct 23, 2019

Sold

$870,000

$327/sq ft

May 1, 2019

Listed

$925,000

$347/sq ft

HVCRMLS #126327

May 1, 2019

Listed

$925,000

$347/sq ft

Public Records

Jul 19, 2005

Sold

$150,000

$56/sq ft

Public Records

Aug 10, 2004

Sold

$61,000

$23/sq ft

Public Records

Feb 7, 2003

Sold

$56,000

$21/sq ft

Public Records

Oct 12, 2001

Sold

$26,500

$10/sq ft

Public Records

Sep 14, 2001

Sold

$26,250

$10/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$13,307 (+1.9%)

$151,700 + $450,700

$602,400

2024

$13,058 (+3.8%)

$151,700 + $450,700

$602,400

2023

$12,580 (+0.3%)

$151,700 + $450,700

$602,400

2022

$12,541

$151,700 + $450,700

$602,400

2021

$12,549 (−46.5%)

$151,700 + $450,700

$602,400

2020

$23,438 (+79.2%)

$151,700 + $450,700

$602,400

2019

$13,077 (+3.4%)

$151,700 + $450,700

$602,400

2018

$12,642 (+2.0%)

$151,700 + $450,700

$602,400

2017

$12,389 (+1.3%)

$151,700 + $450,700

$602,400

2016

$12,231 (−2.0%)

$151,700 + $450,700

$602,400

2015

$12,475 (+3.1%)

$151,700 + $450,700

$602,400

2014

$12,096

$151,700 + $450,700

$602,400

Tax history for 1335 Chestnut Ridge Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,307 (+1.9%)

$151,700 + $450,700

$602,400

2024

$13,058 (+3.8%)

$151,700 + $450,700

$602,400

2023

$12,580 (+0.3%)

$151,700 + $450,700

$602,400

2022

$12,541

$151,700 + $450,700

$602,400

2021

$12,549 (−46.5%)

$151,700 + $450,700

$602,400

2020

$23,438 (+79.2%)

$151,700 + $450,700

$602,400

2019

$13,077 (+3.4%)

$151,700 + $450,700

$602,400

2018

$12,642 (+2.0%)

$151,700 + $450,700

$602,400

2017

$12,389 (+1.3%)

$151,700 + $450,700

$602,400

2016

$12,231 (−2.0%)

$151,700 + $450,700

$602,400

2015

$12,475 (+3.1%)

$151,700 + $450,700

$602,400

2014

$12,096

$151,700 + $450,700

$602,400

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

7.25 Acres

Year renovated

—

Sq. Ft.

2,664

Year built

2006

Style

Single Family Residential

County

Dutchess County

APN

135889A00686400007694510000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 31, 2026.

Property details

Parking

Parking Information
Parking Features: Garage, Off Street

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 2

Heating & Cooling
Cooling: Central Air
Heating: Forced Air

Interior Features
Interior Features: Cathedral Ceiling(s),Ceiling Fan(s),High Ceilings,Primary Bathroom
Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer
Levels: Two
Patio And Porch Features: Patio, Porch

Room Information
Basement YN: Yes
Basement: Full

Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Frame, Other, Wood Siding
Fencing: Fenced
Security Features: Security System
Foundation Details: Other, Slab
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Sloped, Views, Wooded
Zoning: RR10

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

Financial

Tax Information
Tax Year: 2019
Tax Annual Amount: $12,641

Financial Information
Buyer Financing: Cash, Conventional

Location

School Information
Elementary School: Elm Drive Elementary School
Middle Or Junior School: Millbrook Middle School
High School: Millbrook High School
High School District: Millbrook

Location Information
Hamlet: Dover Plains
Directions: FROM MILLBROOK VILLAGE, ROUTE 343 EAST TO CHESTNUT RIDGE ROAD TO #1335 WITH STONE PILLARS AT ENTRANCE, ON RIGHT.
County Or Parish: Dutchess County

Community Information
Community Features: Tennis Court(s)

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,664
Stories: 2.0
Lot Size: 7.25 acres
Style: Single Family Residential
Year Built: 2006
Year Renovated: —
County: Dutchess County
APN: 135889A00686400007694510000

Home facts updated by county records on Jul 31, 2026

Around this home

Schools
Places
Transit

Alden Place Elementary School

Public 3-5 • Assigned • 2.5mi

8/10

Millbrook Middle School

Public 6-8 • Assigned • 2.4mi

5/10

Millbrook High School

Public 9-12 • Assigned • 2.4mi

9/10

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

7 days above 94° expected this year, 15 days in 30 years

4/10 Wind Factor

12% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Dover Plains, NY • 12522

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

$1.31M – $1.59M

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Nearby similar homes

$749,000

3 beds2 baths1,706 sq ft

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Listing by Neil Charles Real Estate, LLC

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Listing by Corcoran Country Living

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Listing by Havens Real Estate

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Listing by Corcoran Country Living

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Listing by Compass Greater NY, LLC

New listings for sale in 12522

$89,999

4 beds2 baths1,884 sq ft

70 May Lane Ext, Dover Plains, NY 12522

Listing by Compass Greater NY, LLC

Home values near 1335 Chestnut Ridge Rd

Data from public records.

Address	Redfin Estimate
1190 Chestnut Ridge Road, Dover Plains, NY 5 Beds \| 7 Baths \| 5867 Sq. Ft.	$10,000,127
530 Killearn Road, Millbrook, NY 5 Beds \| 6 Baths \| 5518 Sq. Ft.	$5,945,154

Address	Redfin Estimate
1174 Chestnut Ridge Road, Dover Plains, NY 4 Beds \| 3 Baths \| 3374 Sq. Ft.	$2,270,820
707 Route 343, Millbrook, NY 3 Beds \| 2 Baths \| 1902 Sq. Ft.	$651,123

Address	Redfin Estimate
1305 Chestnut Ridge Road, Dover Plains, NY 4 Beds \| 3 Baths \| 3055 Sq. Ft.	$4,683,159
575 Route 343, Millbrook, NY 2 Beds \| 2 Baths \| 1688 Sq. Ft.	$592,839

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 12522, NY

Sale history for 1335 Chestnut Ridge Rd

Tax history for 1335 Chestnut Ridge Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12522

Home values near 1335 Chestnut Ridge Rd

More real estate resources