137 Oswego Rd, Pleasant Valley, NY 12569

Off market aug 2014 for $385K

$821,558

Est. refi paymentEst. refi $2,591/mo

•

3,752

sq ft

137 Oswego Rd, Pleasant Valley, NY 12569

About this home

A TRADITIONAL HOME IS BUILT TO LAST AND THIS CLASSIC COLONIAL BUILT BY PHILLIP MOORE (MOORES MILLS) IN 1840 IS A PERFECT EXAMPLE. WIDEBOARD FLOORS, 2 FIREPLACES, FABULOUS LIVING ROOM, COZY OFFICE. A WONDERFUL COUNTRY KITCHEN, VERY INVITING FRONT PORCH, SUNROOM, GUEST WING. 4.7 PARK-LIKE ACRES GRACED BY MATURE TREES AND FINE PLANTINGS. IN-GROUND POOL. BEAUTIFUL WALKING TRAILS. 3 CAR DETACHED GARAGE. SMALL BARN. SHORT DRIVE TO THE VILLAGE OF MILLBROOK, CONVENIENT TO ROUTE 82.,AboveGrade:3752,FLOORING:Tile,Wide Board,Wood,EQUIPMENT:Smoke Detectors,FOUNDATION:Stone,ROOF:Asphalt Shingles,ExteriorFeatures:Landscaped,Other School:PRIVATE,Basement:Interior Access,OTHERROOMS:Laundry/Util. Room,Level 2 Desc:4 BRS, 2BATHS,LDRY,GUEST WING,Level 1 Desc:EF,LR,DR,LIBRARY,SR,EIK,PR,

Single-familyProperty Type

1840Year Built

4.7 acresLot Size

$219Est. Price/Sq.Ft.

Listing by Susan Whalen • George T Whalen Real Estate

Bought with Susan Whalen • George T Whalen Real Estate

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #M329680

Redfin Estimate

$821,558

$437K since sold in August 2014$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.7% higher than the average sale price ($675K) of 6 comparable homes.

SOLD JUN 19, 2026
$640,000
A
4 beds2.5 baths3,446 sq ft
786 N Clove Rd, Verbank, NY 12585
Listing by Houlihan Lawrence Inc.
SOLD AUG 24, 2026
$502,500
B
4 beds2.5 baths2,560 sq ft
229 N Clove Rd, Verbank, NY 12585
Listing by KW MidHudson
SOLD JUN 18, 2026
$950,000
C
5 beds2.5 baths3,644 sq ft
2101 Bruzgul Rd, Lagrangeville, NY 12540
Listing by BHHS Hudson Valley Properties
SOLD JUL 31, 2026
$559,000
D
4 beds2.5 baths3,460 sq ft
11 Square Woods Dr, Lagrangeville, NY 12540
Listing by K. Fortuna Realty, Inc.
SOLD JUL 31, 2026
$750,000
E
3 beds2.5 baths2,344 sq ft
185 Verbank Village Rd, Millbrook, NY 12545
Listing by Compass Greater NY, LLC
SOLD DEC 17, 2025
$650,000
F
4 beds2.5 baths2,975 sq ft
81 Cooper Dr, Verbank, NY 12585
Listing by Reyes & Elsamad R E Group

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Earn from this home

Sell

$548,316

Est. take-home

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Refinance

Est. cash available

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Rent

$3,508/mo

Redfin rental estimate

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Market trends in 12569, NY

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

101.5%

+2.7% MoM

Median sale price

$564K

$29K MoM

Avg. days on market

34d

41 days MoM

Recently sold homes

5 MoM

New listings for sale

$650,000
3 beds1.5 baths2,132 sq ft
107 Pine Hill Rd, Pleasant Valley, NY 12569
Listing by Unity Lux Realty LLC
$985,000
4 beds2 baths2,311 sq ft
201 Masten Rd, Pleasant Valley, NY 12569
Listing by George T Whalen Real Estate
$459,000
3 beds2 baths1,908 sq ft
725 Traver Rd, Pleasant Valley, NY 12569
Listing by Diane E. Crittenden
3D WALKTHROUGH
$579,900
4 beds2 baths2,200 sq ft
15 Storybook Ln, Pleasant Valley, NY 12569
Listing by Keller Williams Realty Partner
$850,000
4 beds3.5 baths4,841 sq ft
498 Rossway Rd, Pleasant Valley, NY 12569
Listing by Coldwell Banker Realty
3D WALKTHROUGH
$599,000
3 beds3 baths2,336 sq ft
678 Plass Rd, Pleasant Valley, NY 12569
Listing by Hudson Modern Co
See all

Provided by Redfin

Sale history for 137 Oswego Rd

Year

Property tax

Land + Additions

Assessment*

2026

$11,950

$110,000 + $353,100

$463,100

2025

$11,950 (+2.8%)

$110,000 + $353,100

$463,100

2024

$11,629 (−0.9%)

$110,000 + $353,100

$463,100

2023

$11,731

$110,000 + $353,100

$463,100

2022

$11,724 (+5.0%)

$110,000 + $353,100

$463,100

2021

$11,161 (+3.7%)

$110,000 + $353,100

$463,100

2020

$10,765 (+204.9%)

$110,000 + $353,100

$463,100

2019

$3,530 (−65.5%)

$110,000 + $353,100

$463,100

2018

$10,226 (+0.9%)

$110,000 + $353,100

$463,100

2017

$10,138 (+0.5%)

$110,000 + $331,000

$441,000

2016

$10,089 (+16.0%)

$110,000 + $331,000

$441,000

2015

$8,700 (+48.3%)

$110,000 + $331,000

$441,000

2014

$5,865

$152,000 + $224,000

$376,000

Tax history for 137 Oswego Rd

Year

Property tax

Land + Additions

Assessment*

2026

$11,950

$110,000 + $353,100

$463,100

2025

$11,950 (+2.8%)

$110,000 + $353,100

$463,100

2024

$11,629 (−0.9%)

$110,000 + $353,100

$463,100

2023

$11,731

$110,000 + $353,100

$463,100

2022

$11,724 (+5.0%)

$110,000 + $353,100

$463,100

2021

$11,161 (+3.7%)

$110,000 + $353,100

$463,100

2020

$10,765 (+204.9%)

$110,000 + $353,100

$463,100

2019

$3,530 (−65.5%)

$110,000 + $353,100

$463,100

2018

$10,226 (+0.9%)

$110,000 + $353,100

$463,100

2017

$10,138 (+0.5%)

$110,000 + $331,000

$441,000

2016

$10,089 (+16.0%)

$110,000 + $331,000

$441,000

2015

$8,700 (+48.3%)

$110,000 + $331,000

$441,000

2014

$5,865

$152,000 + $224,000

$376,000

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

4.7 Acres

Year renovated

2000

Sq. Ft.

3,752

Year built

1820

Style

Single Family Residential

County

Dutchess County

APN

135400A00666200002730430000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 5, 2026.

Property details

Parking

Parking Information
Parking Features: Detached, Garage

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 2

Heating & Cooling
Cooling: None
Heating: Forced Air

Interior Features
Appliances: Dishwasher, Dryer, Refrigerator, Washer
Patio And Porch Features: Porch

Room Information
Basement YN: Yes
Basement: Full

Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Wood Siding
Other Structures: Shed(s)
Foundation Details: Slab
Waterfront YN: No

Pool Information
Pool Features: In Ground

Lot Information
Additional Parcels YN: No
Lot Features: Sloped, Wooded
Zoning: RA3

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

Financial

Tax Information
Tax Year: 2014
Tax Annual Amount: $5,842

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: Pleasant Valley
Directions: From Millbrook, Route 82 South to Moores Mills, take a left on to Oswego Road. #137 on left.
County Or Parish: Dutchess County

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,752
Stories: 2.0
Lot Size: 4.7 acres
Style: Single Family Residential
Year Built: 1820
Year Renovated: 2000
County: Dutchess County
APN: 135400A00666200002730430000

Home facts updated by county records on Oct 5, 2026

Around this home

Schools

Alden Place Elementary School

Public 3-5 • Assigned • 6.3mi

8/10

Millbrook Middle School

Public 6-8 • Assigned • 6.2mi

5/10

Millbrook High School

Public 9-12 • Assigned • 6.1mi

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

4/10 Wind Factor

13% 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

Pleasant Valley, NY • 12569

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 8.7 hours in June and 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$781,000 – $945,000

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Nearby similar homes

$599,000

Land— sq ft

24 Villa Ln, Poughkeepsie, NY 12603

Listing by KW MidHudson

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136 Rombout Rd, Pleasant Valley, NY 12603

Listing by Houlihan Lawrence Inc.

NEW CONSTRUCTION

$1,250,000

4 beds3.5 baths3,196 sq ft

43 Maple Hill Dr, Millbrook, NY 12545

Listing by BHHS Hudson Valley Properties

$799,000

4 beds3 baths3,114 sq ft

60 Traver Rd, Pleasant Valley, NY 12569

Listing by KW MidHudson

$575,000

4 beds2.5 baths2,319 sq ft

156 Verbank Village Rd, Verbank, NY 12585

Listing by Keller Williams Realty Partner

$549,000

4 beds3 baths1,856 sq ft

80 N Cross Rd, Lagrangeville, NY 12540

Listing by K. Fortuna Realty, Inc.

New listings for sale in 12569

$650,000

3 beds1.5 baths2,132 sq ft

107 Pine Hill Rd, Pleasant Valley, NY 12569

Listing by Unity Lux Realty LLC

$985,000

4 beds2 baths2,311 sq ft

201 Masten Rd, Pleasant Valley, NY 12569

Listing by George T Whalen Real Estate

$459,000

3 beds2 baths1,908 sq ft

725 Traver Rd, Pleasant Valley, NY 12569

Listing by Diane E. Crittenden

3D WALKTHROUGH

$579,900

4 beds2 baths2,200 sq ft

15 Storybook Ln, Pleasant Valley, NY 12569

Listing by Keller Williams Realty Partner

$850,000

4 beds3.5 baths4,841 sq ft

498 Rossway Rd, Pleasant Valley, NY 12569

Listing by Coldwell Banker Realty

3D WALKTHROUGH

$599,000

3 beds3 baths2,336 sq ft

678 Plass Rd, Pleasant Valley, NY 12569

Listing by Hudson Modern Co

Home values near 137 Oswego Rd

Data from public records.

Address	Redfin Estimate
90 Oswego Rd, Pleasant Valley, NY 3 Beds \| 1.5 Baths \| 1712 Sq. Ft.	$504,642
151 Oswego Rd, Pleasant Valley, NY 4 Beds \| 2.5 Baths \| 3776 Sq. Ft.	$699,311

Address	Redfin Estimate
136 Oswego Rd, Pleasant Valley, NY 3 Beds \| 2 Baths \| 2542 Sq. Ft.	$542,444
101 Oswego Rd, Pleasant Valley, NY 3 Beds \| 2.5 Baths \| 2140 Sq. Ft.	$753,820

Address	Redfin Estimate
181 Oswego Rd, Pleasant Valley, NY 3 Beds \| 2 Baths \| 1236 Sq. Ft.	$386,413
183 Oswego Rd, Pleasant Valley, NY 3 Beds \| 2 Baths \| 2004 Sq. Ft.	$505,960

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2014. 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 12569, NY

Sale history for 137 Oswego Rd

Tax history for 137 Oswego Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12569

Home values near 137 Oswego Rd

More real estate resources