Last Sold Price
3 beds2 baths2,368 sqft$127/sqft
27 Overlook Rd, Pawling, NY 12564

Property Details for 27 Overlook Road

Status
MLS #
-
Days on Market
-
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
1970
Lot Size
1.14 AC / 49,658 SF

Recent comparable sales

Median sold price

$615,000

Avg days on market

85

Sale-to-list ratio

94.5%

Pawling, NY

9 comparable properties found

a front view of house with yard and green space
1

$615,000

Sold 04/02/26

3
Bedrooms
2,254
Square Feet
0.57
Acres
a view of a building with many windows
2

$350,000

Sold 05/18/26

3
Bedrooms
1,960
Square Feet
0.04
Acres
$1,125,000 | 39 Overlook Road, Pawling, NY 12564
3

$1,125,000

Sold 10/01/24

3
Bedrooms
2,441
Square Feet
5.77
Acres
$680,000 | Undisclosed Address, Pawling, NY 12564
4

$680,000

Sold 11/15/24

3
Bedrooms
2,599
Square Feet
1.11
Acres
front view of house with a yard
5

$674,900

Sold 05/21/25

3
Bedrooms
2,876
Square Feet
6.9
Acres
a view of a house with a garden
6

$405,000

Sold 02/11/26

3
Bedrooms
1,480
Square Feet
0.11
Acres
a kitchen with stainless steel appliances granite countertop a refrigerator a stove a sink dishwasher and white cabinets with wooden floor
7

$575,000

Sold 12/22/25

3
Bedrooms
2,318
Square Feet
0.97
Acres
a living room with furniture and a fireplace
8

$415,000

Sold 05/22/26

2
Bedrooms
2,596
Square Feet
0.03
Acres
9

$700,000

Sold 09/24/25

4
Bedrooms
2
Bathrooms
2,496
Square Feet
1.1
Acres

Location

Add your commute

Building Information for 27 Overlook Road

Stories2Year Built1970Building Size-Lot Size1.14 AC / 49,658 SF

Payment Calculator

$2,324 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,525

Property Taxes

$799

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property History for 27 Overlook Road

DateEvent & SourcePriceAppreciation
Jul 21, 2014

Sold (Public Record)

Public Record #474179996

$300,000

-5.0% / yr

Mar 30, 2007

Sold (Public Record)

Public Record #272874596

$435,000
Mar 30, 2007

Sold (Public Record)

Public Record #272874596

$435,000
DateEvent & SourcePrice
07/21/2014

Sold (Public Record)

Public Record #474179996

$300,000

-5.0% / yr

03/30/2007

Sold (Public Record)

Public Record #272874596

$435,000
03/30/2007

Sold (Public Record)

Public Record #272874596

$435,000

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

Public Records for 27 Overlook Road

Taxable ValueLand$23,400Additions$105,600Total$129,000
Tax Record2025$9,583 ($799 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,368 SqFtAbove Grade Finished SqFt2,368 SqFtStories2Lot Size49,658 SqFtStyleSingle Family ResidenceYear Built1970ZoningR-1CountyDUTCHESSAPN134089 6956-00-507751-0000

Schools near 27 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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a front view of a house with a yard table and chairs
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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 27 Overlook Road, Pawling, NY 12564
$300,000
3
2
2,368
49,658
3
2
1,080
125,017
3
1.5
1,598
56,628
3
3
1,376
65,340
3
1
1,840
52,272
3
1
1,888
121,968

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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