Last Sold Price
3 beds1,728 sqft$242/sqft
20 Overlook Rd, Pawling, NY 12564

Property Details for 20 Overlook Road

Status
MLS #
-
Days on Market
-
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
1965
Lot Size
1.00 AC / 43,560 SF

Recent comparable sales

Median sold price

$440,000

Avg days on market

83

Sale-to-list ratio

95.8%

Pawling, NY

9 comparable properties found

a view of a house with a garden
1

$405,000

Sold 02/11/26

3
Bedrooms
1,480
Square Feet
0.11
Acres
$467,000 | 45 Fenwood Drive, Pawling, NY 12564
2

$467,000

Sold 12/27/24

3
Bedrooms
1,824
Square Feet
1.15
Acres
$440,000 | 52 Gristmill Lane, Pawling, NY 12564
3

$440,000

Sold 11/18/24

3
Bedrooms
1,818
Square Feet
1
Acres
a front view of a house with a yard covered in snow
4

$535,000

Sold 03/10/26

3
Bedrooms
1,490
Square Feet
0.37
Acres
$436,000 | 36 Elm Street, Pawling, NY 12564
5

$436,000

Sold 12/18/25

3
Bedrooms
1,680
Square Feet
0.27
Acres
$430,000 | 26 Fenwood Drive, Pawling, NY 12564
6

$430,000

Sold 07/22/25

3
Bedrooms
1,500
Square Feet
0.64
Acres
$490,000 | 17 Fenwood Drive, Pawling, NY 12564
7

$490,000

Sold 05/16/25

3
Bedrooms
1,716
Square Feet
1
Acres
$430,000 | 19 Cushing Green South, Pawling, NY 12564
8

$430,000

Sold 09/11/25

3
Bedrooms
1,835
Square Feet
0.09
Acres
a front view of a house with a garden and yard
9

$499,850

Sold 04/28/25

3
Bedrooms
1,876
Square Feet
1.05
Acres

Location

Add your commute

Building Information for 20 Overlook Road

Stories2Year Built1965Building Size-Lot Size1.00 AC / 43,560 SF

Payment Calculator

$2,868 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,127

Property Taxes

$741

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property History for 20 Overlook Road

DateEvent & SourcePriceAppreciation
Jan 29, 2021

Sold (Public Record)

Public Record #1461392593

$418,500
Jan 29, 2021

Sold (Public Record)

Public Record #1453553434

$418,500
Jan 29, 2021

Sold (Public Record)

Public Record #1453553434

$418,500
DateEvent & SourcePrice
01/29/2021

Sold (Public Record)

Public Record #1461392593

$418,500
01/29/2021

Sold (Public Record)

Public Record #1453553434

$418,500
01/29/2021

Sold (Public Record)

Public Record #1453553434

$418,500

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 20 Overlook Road

Taxable ValueLand$22,500Additions$97,200Total$119,700
Tax Record2025$8,893 ($741 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,328 SqFtAbove Grade Finished SqFt1,728 SqFtFinished Basement SqFt600 SqFtStories2Lot Size43,560 SqFtStyleSingle Family ResidenceYear Built1965ZoningR-1CountyDUTCHESSAPN134089 6956-00-447698-0000

Schools near 20 Overlook Road

This home is within Pawling Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Private - PK to 8
Rating
School
Distance
Pawling Elementary School
PublicPK to 4

Pawling Middle School
Public5 to 8

Pawling High School
Public9 to 12

Mizzentop Day School
PrivatePK to 8

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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Acres
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Square Feet
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a front view of a house with a yard table and chairs
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Square Feet
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Acres
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Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 20 Overlook Road, Pawling, NY 12564
$418,500
3
1,728
43,560
3
3
1,748
54,450
$115,000
60,984
3
1,848
48,352
$280,000
3
1,952
60,984
$275,000
4
2,228
56,628

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.

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