3 beds3 baths2,673 sqft/sqft
999 Chestnut Ridge Rd, Dover Plains, NY 12522

Property Details for 999 Chestnut Ridge Road

Status
Off Market
MLS #
-
Days on Market
-
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Other
MLS Type
-
Year Built
1890
Lot Size
27.68 AC / 1,205,741 SF

Recent comparable sales

Median sold price

$519,000

Avg days on market

56

Sale-to-list ratio

98.9%

[Dover Plains, NY]

9 comparable properties found

1

$466,000

Sold 10/31/24

3
Bedrooms
2,640
Square Feet
7.1
Acres
2

$1,450,000

Sold 05/01/25

3
Bedrooms
2
Bathrooms
2,111
Square Feet
45.1
Acres
$465,000 | 1 Craig Lane, Dover Plains, NY 12522
3

$465,000

Sold 09/10/25

3
Bedrooms
2,508
Square Feet
1.2
Acres
4

$800,000

Sold 06/02/25

3
Bedrooms
2
Bathrooms
1,724
Square Feet
50
Acres
$485,000 | 3211 Highway 22, Dover Plains, NY 12522
5

$485,000

Sold 07/02/25

3
Bedrooms
1,976
Square Feet
0.33
Acres
a house view with a garden space
6

$590,000

Sold 01/04/25

4
Bedrooms
3,200
Square Feet
8.8
Acres
$503,500 | 222 High View Road, Dover Plains, NY 12522
7

$503,500

Sold 06/02/26

3
Bedrooms
1,592
Square Feet
3.11
Acres
$542,500 | 503 Chestnut Ridge Road, Dover Plains, NY 12522
8

$542,500

Sold 06/15/26

3
Bedrooms
1,852
Square Feet
2
Acres
a view of balcony with a garden
9

$519,000

Sold 07/08/25

3
Bedrooms
1,540
Square Feet
2.2
Acres

Location

Add your commute

Building Information for 999 Chestnut Ridge Road

Stories2Residences-Year Built1890Lot Size27.68 AC / 1,205,741 SF

Public Records for 999 Chestnut Ridge Road

Taxable ValueLand$541,000Additions$484,200Total$1,025,200
Tax Record2025$22,647 ($1,887 / month)
Home Facts
Beds3Baths4Total Finished SqFt2,673 SqFtAbove Grade Finished SqFt2,673 SqFtStories2Lot Size1,205,741 SqFtStyleMiscellaneous ResidentialYear Built1890Year Renovated2000ZoningRR10CountyDUTCHESSAPN135889 6863-00-984706-0000Fireplace TypeHas Fireplace

Schools near 999 Chestnut Ridge Road

This home is within Millbrook Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Elm Drive Elementary School
PublicPK to 2

Alden Place Elementary School
Public3 to 5

Millbrook Middle School
Public6 to 8

Millbrook High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Square Feet
Unavailable
Acres
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Square Feet
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Acres
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Square Feet
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Acres
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Accepted Offer Cts

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1
Bedrooms
1,080
Square Feet
5
Acres
a front view of a house with a yard and a garage
1/23

Listing Courtesy of BHHS Hudson Valley Properties

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3
Bedrooms
1,200
Square Feet
Unavailable
Acres
$175,000 | 110 Gina Drive, Dover Plains, NY 12522
1/23

Listing Courtesy of Havens Real Estate

$175,000

2
Bedrooms
1,056
Square Feet
Unavailable
Acres
a view of a house with a yard and sitting area
1/19

Listing Courtesy of Elyse Harney Real Estate

$599,408

4
Bedrooms
2,148
Square Feet
2.06
Acres
$499,000 | 256 Hammond Hill Road, Dover Plains, NY 12522
1/15
Listed By Compass

$499,000

3
Bedrooms
1,900
Square Feet
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Acres
an aerial view of a backyard
1/26

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 999 Chestnut Ridge Road, Dover Plains, NY 12522
3
3
2,673
1,205,741
$655,000
4
4,414
263,538
3
1
960
238,273
$450,000
4
4,500
236,095
$2,000,000
4
3,110
475,240
4
2,486
527,076

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: