Off market sep 2020 for $240K

$432,934

Est. refi paymentEst. refi $1,732/mo

•

2 ba

•

1,326

sq ft

21 Chestnut St, Poughkeepsie, NY 12601

About this home

A wonderful home & a pleasure to show! Home has been totally remodeled & updated; including kitchen appliances, hardwood flooring,newly configured second story,replacement windows,roof w/ ice & water shield,gutters & downspouts; new front porch; usable basement w/ storage, laundry room & mechanicals; nicely landscaped property w/ shed; oversized garage w/ new roof, work & storage areas. ****The first picture in the listing is the back of the home.****** Additional Information: Amenities:Storage,ParkingFeatures:1 Car Detached,

Single-familyProperty Type

1955Year Built

9,583 sq ftLot Size

$326Est. Price/Sq.Ft.

1 spaceParking

Listing by Charles Deppe • Houlihan Lawrence Inc.

Bought with Non Non Member-MLS • Buyer Representation Office

Source:OneKey® MLS as Distributed by MLS Grid #H3208879

Redfin Estimate

$432,934

$193K since sold in September 2020$5,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.4% higher than the average sale price ($427K) of 6 comparable homes.

SOLD OCT 2, 2026
$380,000
A
3 beds2 baths2,064 sq ft
1 Lawrence Rd, Poughkeepsie, NY 12601
Listing by Century 21 Hudson Valley Rlty.
SOLD JUN 29, 2026
$510,000
B
3 beds2.5 baths2,028 sq ft
8 Eagle Ln, Poughkeepsie, NY 12601
Listing by The Select Team, LLC
SOLD AUG 6, 2026
$425,000
C
3 beds2 baths1,687 sq ft
4 Crestwood Blvd, Poughkeepsie, NY 12603
Listing by United RE Hudson Valley Edge
SOLD SEP 30, 2026
$485,000
D
3 beds2.5 baths1,817 sq ft
14 Lyford Ln, Poughkeepsie, NY 12601
Listing by Coldwell Banker Realty
SOLD MAR 5, 2026
$390,000
E
3 beds2 baths1,424 sq ft
42 Clark St, Poughkeepsie, NY 12601
Listing by KW MidHudson
SOLD SEP 8, 2026
$373,000
F
3 beds2.5 baths1,922 sq ft
10 Mahar Dr, Poughkeepsie, NY 12601
Listing by K. Fortuna Realty, Inc.

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$236,999

Est. take-home

List your home with Redfin and save $4,329

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,300/mo

Redfin rental estimate

List your home for rent

Market trends in 12601, NY

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.8%

0.6% MoM

Median sale price

$397K

$20K MoM

Avg. days on market

43d

7 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN SAT, 11AM TO 1PM
$375,000
4 beds1 bath1,527 sq ft
28 Center Ave, Poughkeepsie, NY 12601
Listing by Keller Williams Realty
COMING SOON
$300,000
3 beds1.5 baths1,040 sq ft
100 Rinaldi Blvd, Poughkeepsie, NY 12601
Listing by RE/MAX Town & Country
NEW 1 DAY AGO
$450,000
4 beds2 baths1,840 sq ft
19 Lexington Ave #2, Poughkeepsie, NY 12601
Listing by KFortuna All Aspects Realty
$399,900
4 beds2 baths2,299 sq ft
38 Roosevelt Ave, Poughkeepsie, NY 12601
Listing by Houlihan Lawrence Inc.
$399,000
3 beds2 baths1,764 sq ft
20 Yates Ave, Poughkeepsie, NY 12601
Listing by Serhant LLC
$275,000
2 beds1 bath1,021 sq ft
8 E Dorsey Ln, Poughkeepsie, NY 12601
Listing by eXp Realty
$289,000
2 beds1 bath1,076 sq ft
26 Bahret Ave, Poughkeepsie, NY 12601
Listing by Century 21 Hudson Valley Rlty.
$219,900
1 bed1 bath900 sq ft
160 Academy St Unit 10G, Poughkeepsie, NY 12601
Listing by Houlihan Lawrence Inc.
$499,000
3 beds1.5 baths2,092 sq ft
143 Hooker Ave, Poughkeepsie, NY 12601
Listing by BHHS Hudson Valley Properties
$194,900
2 beds1 bath980 sq ft
166 Rinaldi Blvd Unit A, Poughkeepsie, NY 12601
Listing by Inspire Realty
See all

Provided by Redfin

Sale history for 21 Chestnut St

Date

Event

Price

Public Records

Sep 30, 2020

Sold

$240,000

$181/sq ft

HGMLS #3208879

Jun 22, 2012

Sold

$188,000

$142/sq ft

Apr 29, 2012

Delisted

—

Apr 29, 2012

Price Changed

$219,000

$165/sq ft

Mar 20, 2012

Listed

$188,000

$142/sq ft

A wonderful home & a pleasure to show! Home has been totally remodeled & updated; including kitchen appliances, hardwood flooring, newly configured second story, replacement windows, roof w/ ice & water shield, gutters & downspouts; new front porch; usable basement w/ storage, laundry room & mechanicals; nicely landscaped property w/ shed; oversized garage w/ new roof, work & storage areas. * * * * The first picture in the listing is the back of the home. * * * * * *

OneKey® MLS as Distributed by MLS Grid #H3208879

Jun 22, 2012

Sold

$188,000

$142/sq ft

Mar 20, 2012

Listed

$219,000

$165/sq ft

Public Records

Jan 22, 2002

Sold

$115,500

$87/sq ft

Public Records

May 23, 1989

Sold

$109,000

$82/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$11,207

$49,000 + $229,000

$278,000

2025

$11,207 (+2.2%)

$49,000 + $229,000

$278,000

2024

$10,968 (+2.9%)

$49,000 + $229,000

$278,000

2023

$10,663 (−6.0%)

$49,000 + $229,000

$278,000

2022

$11,348 (+6.5%)

$44,500 + $222,500

$267,000

2021

$10,655 (+24.0%)

$44,500 + $187,500

$232,000

2020

$8,592 (+3.0%)

$44,500 + $166,000

$210,500

2019

$8,344 (+4.1%)

$44,500 + $166,000

$210,500

2018

$8,014 (−1.4%)

$44,500 + $166,000

$210,500

2017

$8,131 (+2.1%)

$44,500 + $154,500

$199,000

2016

$7,963 (+2.5%)

$44,500 + $156,000

$200,500

2015

$7,771 (+5.7%)

$44,500 + $156,000

$200,500

2014

$7,355

$52,000 + $136,000

$188,000

Tax history for 21 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2026

$11,207

$49,000 + $229,000

$278,000

2025

$11,207 (+2.2%)

$49,000 + $229,000

$278,000

2024

$10,968 (+2.9%)

$49,000 + $229,000

$278,000

2023

$10,663 (−6.0%)

$49,000 + $229,000

$278,000

2022

$11,348 (+6.5%)

$44,500 + $222,500

$267,000

2021

$10,655 (+24.0%)

$44,500 + $187,500

$232,000

2020

$8,592 (+3.0%)

$44,500 + $166,000

$210,500

2019

$8,344 (+4.1%)

$44,500 + $166,000

$210,500

2018

$8,014 (−1.4%)

$44,500 + $166,000

$210,500

2017

$8,131 (+2.1%)

$44,500 + $154,500

$199,000

2016

$7,963 (+2.5%)

$44,500 + $156,000

$200,500

2015

$7,771 (+5.7%)

$44,500 + $156,000

$200,500

2014

$7,355

$52,000 + $136,000

$188,000

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

Zoning

R-20

Residence, Single-family 20,000 Square Foot District

This district recognizes and is intended to preserve the principally single-family residential development pattern within the Town's established neighborhoods by promoting continuing opportunity for single-family residential and smaller-scale community facility uses within these neighborhoods consistent with their established character. To the extent undeveloped land within this district is available for major subdivision, the use of open space preservation techniques such as clustering of homes is encouraged in order to establish links to existing open space areas.

Permitted uses

Include but are not limited to:

Housing-Group
Housing-Single unit

Property details

Interior

Basement Information
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Fuel Type: Electric
Heating Type: Hot Water Steam

Room Information
# of Rooms: 4

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Cape Cod
Exterior Wall: Aluminum/Vinyl

Property Information
Subdivision Name: FAIRVIEW IMPROV CO
Living Sq. Ft: 1,326
Ground Floor Sq. Ft: 728
# of Stories: 1.7
Legal Description: 0.225 AC (D) 1835 0679 1679 0320

Parking & Garage Information
Parking Type: Detached Garage
Garage/Parking Sq. Ft: 480
Garage / Carport Type: Detached

Lot Information
# of Buildings: 1
Land Sq. Ft: 9,583
Legal Lot Number: 467
Legal Block Number: 10
School Tax District: HYDE PARK
Municipality Name: POUGHKEEPSIE
Acres: 0.22
Depth Footage: 195
Front Footage: 50
Zoning Code: R20
State Use Description: SINGLE FAMILY RESID

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

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 2.0
Sq. Ft.: 1,326
Stories: 1.7
Lot Size: 9,583 square feet
Style: Single Family Residential
Year Built: 1955
Year Renovated: 1985
County: Dutchess County
APN: 134689A00616200104677370000

Home facts updated by county records on Oct 16, 2026

Around this home

Schools

Violet Avenue School

Public K-5 • Assigned • 0.5mi

6/10

Haviland Middle School

Public 6-8 • Assigned • 3.5mi

4/10

Franklin D Roosevelt Senior High School

Public 9-12 • Assigned • 7.3mi

4/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

4/10 Wind Factor

11% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Poughkeepsie, NY • 12601

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

8.8 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$412,000 – $498,000

Reach more buyers when you sell with Redfin. Save up to $4,329 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

OPEN SAT, 11AM TO 1PM

$375,000

4 beds1 bath1,527 sq ft

28 Center Ave, Poughkeepsie, NY 12601

Listing by Keller Williams Realty

$289,000

2 beds2 baths1,064 sq ft

152 N Clinton St, Poughkeepsie, NY 12601

Listing by Clarke Realty & Associates LLC

$399,900

3 beds1 bath1,650 sq ft

64 Crestwood Blvd, Poughkeepsie, NY 12603

Listing by Century 21 Hudson Valley Rlty.

$289,000

2 beds1 bath1,076 sq ft

26 Bahret Ave, Poughkeepsie, NY 12601

Listing by Century 21 Hudson Valley Rlty.

$998,500

3 beds3.5 baths3,472 sq ft

74 Bellevue Rd, Highland, NY 12528

$329,900

2 beds1 bath902 sq ft

25 Rymph Blvd, Poughkeepsie, NY 12601

Listing by McNiff Real Estate LTD

New listings for sale in 12601

OPEN SAT, 11AM TO 1PM

$375,000

4 beds1 bath1,527 sq ft

28 Center Ave, Poughkeepsie, NY 12601

Listing by Keller Williams Realty

COMING SOON

$300,000

3 beds1.5 baths1,040 sq ft

100 Rinaldi Blvd, Poughkeepsie, NY 12601

Listing by RE/MAX Town & Country

NEW 1 DAY AGO

$450,000

4 beds2 baths1,840 sq ft

19 Lexington Ave #2, Poughkeepsie, NY 12601

Listing by KFortuna All Aspects Realty

$399,900

4 beds2 baths2,299 sq ft

38 Roosevelt Ave, Poughkeepsie, NY 12601

Listing by Houlihan Lawrence Inc.

$399,000

3 beds2 baths1,764 sq ft

20 Yates Ave, Poughkeepsie, NY 12601

Listing by Serhant LLC

$275,000

2 beds1 bath1,021 sq ft

8 E Dorsey Ln, Poughkeepsie, NY 12601

Listing by eXp Realty

$289,000

2 beds1 bath1,076 sq ft

26 Bahret Ave, Poughkeepsie, NY 12601

Listing by Century 21 Hudson Valley Rlty.

$219,900

1 bed1 bath900 sq ft

160 Academy St Unit 10G, Poughkeepsie, NY 12601

Listing by Houlihan Lawrence Inc.

$499,000

3 beds1.5 baths2,092 sq ft

143 Hooker Ave, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Home values near 21 Chestnut St

Data from public records.

Address	Redfin Estimate
30 Chestnut St, Poughkeepsie, NY 2 Beds \| 1.5 Baths \| 1032 Sq. Ft.	$361,044
26 Chestnut St, Poughkeepsie, NY 5 Beds \| 2.5 Baths \| 2598 Sq. Ft.	$316,957

Address	Redfin Estimate
7 Chestnut St, Poughkeepsie, NY 4 Beds \| 2 Baths \| 1712 Sq. Ft.	$435,260
28 Chestnut St, Poughkeepsie, NY 5 Beds \| 2 Baths \| - Sq. Ft.	$465,680

Address	Redfin Estimate
8 Chestnut St, Poughkeepsie, NY 4 Beds \| 3 Baths \| 3375 Sq. Ft.	$654,263
19 Chestnut St, Poughkeepsie, NY 3 Beds \| 2 Baths \| 1732 Sq. Ft.	$452,489

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

12528 homes for sale
12601 homes for sale
12603 homes for sale
12538 homes for sale

Houses for rent in Fairview	Agents near me	White Plains, NY homes for sale	Fairview Housing Market
Houses for sale near me	New York, NY homes for sale	Yonkers, NY homes for sale
Land for sale near me	Manhattan, NY homes for sale	Scarsdale, NY homes for sale
Open Houses near me	Rochester, NY homes for sale	Fairview Property Records
Condos for sale near me	Buffalo, NY homes for sale	NY New Listings

Kingston homes for sale
Poughkeepsie homes for sale
Beacon homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 12601, NY

Sale history for 21 Chestnut St

Tax history for 21 Chestnut St

Zoning

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12601

Home values near 21 Chestnut St

More real estate resources