Google street view image for 27 Oswego Rd, Pleasant Valley, NY 12569

Off market oct 1984 for $60K

$398,711

Est. refi paymentEst. refi $404/mo

•

1.5 ba

•

1,760

sq ft

27 Oswego Rd, Pleasant Valley, NY 12569

About this home

27 Oswego Rd is a 1,760 square foot house on a 0.55 acre lot with 3 bedrooms and 1.5 bathrooms. - it last sold on October 05, 1984 for $60,000. Based on Redfin's Pleasant Valley data, we estimate the home's value is $398,711.

Single-familyProperty Type

1800Year Built

0.55 acresLot Size

$227Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$398,711

$339K since sold in October 1984$8,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.3% lower than the average sale price ($534K) of 6 comparable homes.

SOLD JUN 29, 2026
$715,000
A
3 beds1.5 baths1,308 sq ft
30 Wilcox Rd, Verbank, NY 12585
Listing by Houlihan Lawrence, Inc
SOLD JUN 29, 2026
$715,000
B
3 beds1.5 baths1,308 sq ft
30 Wilcox Rd, Lagrangeville, NY 12540
Listing by Houlihan Lawrence
SOLD SEP 9, 2026
$359,050
C
3 beds2 baths1,392 sq ft
81 Verbank Rd, Millbrook, NY 12545
Listing by KW MidHudson
SOLD MAY 27, 2026
$475,000
D
3 beds1.5 baths1,701 sq ft
29 Mcallister Dr, Pleasant Valley, NY 12569
Listing by BHHS Hudson Valley Properties
SOLD SEP 21, 2026
$454,900
E
3 beds2 baths2,200 sq ft
164 Bloomer Rd, Lagrangeville, NY 12540
Listing by KW MidHudson
SOLD APR 27, 2026
$485,000
F
3 beds2 baths1,726 sq ft
7 Nied Dr, Pleasant Valley, NY 12569
Listing by BHHS Hudson Valley Properties

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Earn from this home

Sell

$373,740

Est. take-home

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Refinance

Est. cash available

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Rent

$2,241/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 27 Oswego Rd

Year

Property tax

Land + Additions

Assessment*

2026

$5,945

$64,200 + $138,800

$203,000

2025

$5,945 (+6.5%)

$64,200 + $138,800

$203,000

2024

$5,584 (+0.4%)

$64,200 + $138,800

$203,000

2023

$5,560 (+1.4%)

$64,200 + $138,800

$203,000

2022

$5,486 (−1.3%)

$64,200 + $138,800

$203,000

2021

$5,555 (+22.1%)

$64,200 + $138,800

$203,000

2020

$4,550 (+5.2%)

$64,200 + $138,800

$203,000

2019

$4,327 (−3.2%)

$64,200 + $138,800

$203,000

2018

$4,469 (+3.0%)

$64,200 + $138,800

$203,000

2017

$4,341 (+1.7%)

$64,200 + $131,000

$195,200

2016

$4,269 (+1.6%)

$64,200 + $131,000

$195,200

2015

$4,201 (+1.4%)

$64,200 + $131,000

$195,200

2014

$4,141

$64,200 + $131,000

$195,200

Tax history for 27 Oswego Rd

Year

Property tax

Land + Additions

Assessment*

2026

$5,945

$64,200 + $138,800

$203,000

2025

$5,945 (+6.5%)

$64,200 + $138,800

$203,000

2024

$5,584 (+0.4%)

$64,200 + $138,800

$203,000

2023

$5,560 (+1.4%)

$64,200 + $138,800

$203,000

2022

$5,486 (−1.3%)

$64,200 + $138,800

$203,000

2021

$5,555 (+22.1%)

$64,200 + $138,800

$203,000

2020

$4,550 (+5.2%)

$64,200 + $138,800

$203,000

2019

$4,327 (−3.2%)

$64,200 + $138,800

$203,000

2018

$4,469 (+3.0%)

$64,200 + $138,800

$203,000

2017

$4,341 (+1.7%)

$64,200 + $131,000

$195,200

2016

$4,269 (+1.6%)

$64,200 + $131,000

$195,200

2015

$4,201 (+1.4%)

$64,200 + $131,000

$195,200

2014

$4,141

$64,200 + $131,000

$195,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Bathroom Information
# of Full Baths: 1
# of 1/2 Baths: 1

Heating & Cooling
Heating Fuel Type: Electric
Heating Type: Hot Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Exterior Information
Physical Condition: Fair
Building Style Type: Old
Exterior Wall: Wood

Property Information
Living Sq. Ft: 1,760
Ground Floor Sq. Ft: 1,140
# of Stories: 2
Legal Description: .55 AC (C) 1311 0450

Parking & Garage Information
Parking Type: Detached Garage
Garage/Parking Sq. Ft: 192
Garage / Carport Type: Detached

Lot Information
# of Buildings: 1
Land Sq. Ft: 23,958
Legal Lot Number: 24
Legal Block Number: 3
School Tax District: MILLBROOK
Municipality Name: LA GRANGE
Acres: 0.55
Zoning Code: H
State Use Description: SINGLE FAMILY RESID

Utility Information
Electricity / Wiring Type: Available
Sewer Type: Private
Water Service Type: Private

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,760
Stories: 2.0
Lot Size: 0.55 acres
Style: Single Family Residential
Year Built: 1800
Year Renovated: —
County: Dutchess County
APN: 133400A00666200030241440000

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

$379,000 – $459,000

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Nearby similar homes

$599,000

Land— sq ft

24 Villa Ln, Poughkeepsie, NY 12603

Listing by KW MidHudson

$339,000

2 beds1.5 baths1,766 sq ft

33 North Ave, Pleasant Valley, NY 12569

Listing by George T Whalen Real Estate

$560,000

3 beds3 baths2,300 sq ft

16 Exeter Rd, Poughkeepsie, NY 12603

Listing by eRealty Advisors, Inc

$495,000

3 beds1.5 baths2,576 sq ft

6 Route 343, Millbrook, NY 12545

Listing by Corcoran Country Living

$995,000

5 beds3.5 baths3,463 sq ft

11 Potters Ln, Lagrangeville, NY 12540

Listing by BHHS Hudson Valley Properties

$599,000

3 beds3 baths2,576 sq ft

12 Denim Dr, Wappingers Falls, NY 12590

Listing by KW MidHudson

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 27 Oswego Rd

Data from public records.

Address	Redfin Estimate
32 Oswego Rd, Pleasant Valley, NY 3 Beds \| 1.5 Baths \| 1476 Sq. Ft.	$844,597
37 Oswego Rd, Pleasant Valley, NY 5 Beds \| 3 Baths \| 4307 Sq. Ft.	$682,192

Address	Redfin Estimate
7 Oswego Rd Apt 9, Pleasant Valley, NY - Beds \| - Baths \| 10518 Sq. Ft.	—
31 Oswego Rd, Pleasant Valley, NY 4 Beds \| 3.5 Baths \| 2995 Sq. Ft.	$788,987

Address	Redfin Estimate
56 Oswego Rd, Pleasant Valley, NY 3 Beds \| 2.5 Baths \| 2433 Sq. Ft.	$579,209
24 Oswego Rd, Pleasant Valley, NY 7 Beds \| 4 Baths \| 3240 Sq. Ft.	$571,528

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