Pending

$393,000

Est. $2,817/mo —

•

1,005

sq ft

23 Dupay Rd, Pleasant Valley, NY 12569

About this home

Welcome to 23 DuPay Road in Pleasant Valley! Nestled on a beautifully landscaped lot surrounded by mature trees, this charming ranch offers the perfect blend of comfort, character, and convenience. Featuring 2 spacious bedrooms, 1 full bath and 1/2 bath, and gleaming hardwood floors throughout most of the home, this property is move-in ready while still offering room to make it your own. The inviting living room showcases a beautiful brick fireplace, creating a warm and welcoming focal point for gatherings and cozy evenings at home. The oversized eat-in kitchen offers abundant cabinet and counter space, stainless steel appliances, and plenty of room for everyday dining and entertaining. Convenient first-floor laundry adds to the ease of one level living. The home is equipped with energy-efficient ductless mini-split systems, providing zoned heating and cooling for personalized comfort throughout the year. One of the home’s standout features is the 3-season room, thoughtfully staged to help buyers envision its endless possibilities whether as a sunroom, reading retreat, hobby space, home office, or entertaining area. Outside, enjoy a peaceful backyard surrounded by nature, offering plenty of space for gardening, outdoor gatherings, or simply relaxing. Additional features include a one-car attached garage, driveway parking, and a quiet neighborhood location close to shopping, dining, schools, and commuter routes. Don’t miss the opportunity to own this charming Pleasant Valley ranch with character, flexibility, and beautiful outdoor space! ???

Single-familyProperty Type

1968Year Built

0.28 acresLot Size

$391Price/Sq.Ft.

1 garage spacesParking

Listing by Ingrid Leiladhar • eXp Realty

Listing updated: Sep 18, 2026 at 12:03pm

Redfin checked: 3 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #1012874

Payment calculator

$2,817 per month

Principal and interest$2,145

Property taxes

$617

HOA dues

Home insurance

$56

Utilities

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Open houses

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Nearby open houses (10)

OPEN SAT, 11AM TO 2PM
$265,000
1 bed1 bath730 sq ft
128 Vineyard Ave #204, Highland, NY 12528
Listing by Corcoran Country Living
OPEN SAT, 11AM TO 2PM
$265,000
1 bed1 bath730 sq ft
128 Vineyard Ave #208, Highland, NY 12528
Listing by Corcoran Country Living
OPEN SAT, 11AM TO 2PM
$340,000
2 beds1 bath1,117 sq ft
128 Vineyard Ave #202, Highland, NY 12528
Listing by Corcoran Country Living
OPEN SAT, 11AM TO 2PM
$270,000
1 bed1 bath803 sq ft
128 Vineyard Ave #108, Highland, NY 12528
Listing by Corcoran Country Living
OPEN SAT, 11AM TO 2PM
$265,000
1 bed1 bath730 sq ft
128 Vineyard Ave #201, Highland, NY 12528
Listing by Corcoran Country Living
OPEN SAT, 11:30AM TO 1:30PM
$1,375,000
4 beds3 baths3,962 sq ft
663 Camby Rd, Millbrook, NY 12545
Listing by William Pitt Sothebys Int Rlty
OPEN SAT, 12PM TO 2PM
$465,000
3 beds2 baths2,072 sq ft
23 Mcintosh Dr, Poughkeepsie, NY 12603
Listing by BHHS Hudson Valley Properties
OPEN SAT, 12PM TO 3PM
$450,000
3 beds1 bath1,080 sq ft
3 Kinderhook Dr, Poughkeepsie, NY 12603
Listing by Houlihan Lawrence Inc.
OPEN SAT, 1PM TO 3PM3D WALKTHROUGH
$495,000
2 beds2.5 baths1,945 sq ft
14 Luty Dr, Hyde Park, NY 12538
Listing by Compass Greater NY, LLC
OPEN OCT 3, 12PM TO 2PM
$500,000
3 beds3 baths1,802 sq ft
42 Streit Ave, Poughkeepsie, NY 12603
Listing by RE/MAX Town & Country

Around this home

Schools

K - 12
Preschool & daycare

West Road/d'Aquannis Intermediate School

Public 3-5 • Assigned • 0.8mi

6/10

Lagrange Middle School

Public 6-8 • Assigned • 5.8mi

3/10

Arlington High School

Public 9-12 • Assigned • 4.9mi

6/10

Provided by GreatSchools

About Timothy

Heights

Timothy Heights, located between Pleasant Valley Hamlet and the Taconic State Parkway, is a residential and semi-rural Pleasant Valley neighborhood with wooded ridgelines and winding country lanes. The character concentrates around the Pleasant Valley Town Center corridor near Main Street and West Road, where small storefronts, cafés, and civic buildings set a steady, day-to-day rhythm. Housing reads as a mix of mid-century ranches, newer colonials, and tucked-back homes on larger lots, with stone walls and mature trees shaping the streetscape. Trailheads and open fields frame weekend routines, while the driveways and back roads keep the setting quiet and spread out. Community touchstones include the Pleasant Valley Free Library, the Pleasant Valley Farmers Market, and the nearby James Baird State Park for long walks and picnic loops.

Provided by Walk Score and Local Logic

Market insights

23 Dupay Rd · $393,000

DAYS ON MARKET

The average home goes pending in 36 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

LIST PRICE

Median sale price in this area is $548,202. (39% higher than this home)

PRICE DROP

17% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
First-floor bedroom
First-floor full bathroom
Eat-in kitchen
Storage
Patio
Porch
Pull-down attic stairs
Full, partially finished basement

Bedrooms
One-level home

Bathrooms
1 full bathroom
1 half bathroom

Kitchen
Dishwasher
Range
Microwave
Refrigerator

Laundry & utility
Washer
Dryer
Inside laundry with electric dryer hookup

Heating & cooling
Baseboard heating
Heat pump
Oil heating
Ductless cooling
Wall/window units
Zoned cooling

Sale and tax history for 23 Dupay Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1012874

Sep 9, 2026

Pending

—

Jun 12, 2026

Listed

$393,000

$391/sq ft

OneKey® MLS as Distributed by MLS Grid #H6292885

May 1, 2024

Sold

$324,000

$322/sq ft

Apr 5, 2024

Pending

—

Mar 7, 2024

Listed

$329,000

$327/sq ft

Welcome to 23 Dupay Rd, a 2 Bedroom 1 Bath Ranch in move in condition. The home has a spacious living room with natural light and a fireplace. There are hardwood floors throughout most of the home. Enjoy the conveniences of having the washer and dryer upstairs. There is 1 full bath in the hallway near the bedrooms and another near the washer dryer area featuring a standup shower and toilet. The basement has a utility room and other room for a possible game room or use as it suites you best. The garage has direct access to the basement. The backyard is spacious and has endless possibilities. The septic tank was just replaced a few months ago. Affordable, well built, well maintained, low maintenance home, updated eik w/ new stainless steel appliances. like new hardwood floors, fireplace in LR, Laundry off kitchen. large Master BR w/his&hers closets. Tiled bath, loads of storage space, Pull DownStairs to Attic. Quiet neighborhood. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

OneKey® MLS as Distributed by MLS Grid #M311329

Mar 19, 2013

Sold

$167,350

$167/sq ft

Oct 12, 2012

Listed

$179,900

$179/sq ft

Affordable, well built, well maintained, low maintenance home, updated eik w/ new stainless steel appliances. like new hardwood floors, fireplace in LR, Laundry off kitchen. large Master BR w/his&hers closets. Tiled bath, loads of storage space, Pull DownStairs to Attic. Quiet neighborhood. Perfect for seniors or younguns. Present all offers.,FOUNDATION:Concrete,Block,HandMod:Yes,EQUIPMENT:Smoke Detectors,InteriorFeatures:Washer Connection,FLOORING:Wood,Laminate,Heating:Zoned,ROOF:Composition,AboveGrade:1200,Level 1 Desc:LIVING ROOM, KITCHEN, 2 BRS. 2 FULL BATHS, 3 SEASON PORCH,Basement:Garage Access,Interior Access,ExteriorFeatures:Outside Lighting,Cooling:Ceiling Fan,Garage:RV/Boat Pad,Unfinished Square Feet:600,Below Grnd Sq Feet:884,Level 2 Desc:PULL DOWN STAIRS TO ATTIC

Year

Property tax

Land + Additions

Assessment*

2025

$7,401 (+10.0%)

$18,400 + $153,600

$172,000

2024

$6,726 (+4.6%)

$18,400 + $153,600

$172,000

2023

$6,432 (−1.5%)

$18,400 + $153,600

$172,000

2022

$6,532 (−1.0%)

$18,400 + $153,600

$172,000

2021

$6,596 (+74.7%)

$18,400 + $153,600

$172,000

2020

$3,775 (+4.7%)

$18,400 + $153,600

$172,000

2019

$3,607 (−3.1%)

$18,400 + $153,600

$172,000

2018

$3,723 (+38.6%)

$18,400 + $153,600

$172,000

2017

$2,687 (+1.4%)

$18,400 + $153,600

$172,000

2016

$2,649 (−2.7%)

$18,400 + $121,200

$139,600

2015

$2,723

$18,400 + $121,200

$139,600

2014

$2,722

$18,400 + $121,200

$139,600

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.28 Acres

Year renovated

—

Finished Sq. Ft.

884

Unfinished Sq. Ft.

—

Total Sq. Ft.

884

Year built

1968

Style

Single Family Residential

County

Dutchess County

APN

134400A00636300155403410000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 31, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

4/10 Wind Factor

12% 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

95/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 28% for direct sun exposure in Pleasant Valley. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.4 hrs

6.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 23 Dupay Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $277,850 and $485,000.

Nearby comparable homes

The Redfin Estimate uses 5 recent nearby sales, priced between $278K to $485K.

SOLD MAY 28, 2026
$399,000 Last sold price
3 beds2.5 baths1,800 sq ft
1400 Route 44, Pleasant Valley, NY 12569
Listing by KFortuna All Aspects Realty
$169/sq ft
larger lot
23 years older
SOLD JUL 13, 2026
$277,850 Last sold price
2 beds1 bath925 sq ft
163 Bower Rd, Poughkeepsie, NY 12603
Listing by Keller Williams Realty Partner
$91/sq ft
larger lot
37 years older
SOLD NOV 20, 2025
$440,000 Last sold price
3 beds1.5 baths1,702 sq ft
19 Gleason Blvd, Pleasant Valley, NY 12569
Listing by Keller Williams Realty Partner
$132/sq ft
larger lot
18 years older
SOLD JUN 23, 2026
$485,000 Last sold price
2 beds2.5 baths1,549 sq ft
106 Wigsten Rd, Pleasant Valley, NY 12569
Listing by Kirchhoff Brokerage LLC
$78/sq ft
larger lot
20 years older
SOLD FEB 20, 2026
$350,000 Last sold price
3 beds1 bath920 sq ft
387 Freedom Rd, Pleasant Valley, NY 12569
Listing by KW MidHudson
$11/sq ft
larger lot
3 years newer

This home is pending

The seller has accepted an offer, and this property is now .

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Details provided by OneKey® MLS as Distributed by MLS Grid and may not match the public record. Learn more.

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About this home

Payment calculator

Open houses

Nearby open houses (10)

Around this home

Schools

Market insights

Property details

Sale and tax history for 23 Dupay Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 23 Dupay Rd

This home is pending

Questions? Redfin partner agents are here to help

Nearby similar homes

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