Off market sep 2025 for $327K

$349,669

Est. refi paymentEst. refi $2,109/mo

•

960

sq ft

29 Chestnut St, Poughkeepsie, NY 12601

About this home

Fall in love with this adorable 2-bedroom, 1-bath home that blends timeless charm with thoughtful updates—truly a gem that’s been meticulously cared for over the years. Step inside to discover rich hardwood floors flowing throughout, creating a warm and welcoming vibe in every room. Stay cool and comfortable with central air, and enjoy peace of mind with a brand new roof (2023) and radon mitigation system (2022) already in place. Out back, your private oasis awaits! The level, fully fenced-in .29-acre lot is perfect for a vibrant garden, backyard games, or hosting unforgettable gatherings with friends and family. Tucked into the Hyde Park school district, this home checks all the boxes—move-in ready, full of character, and perfectly located. Come see it for yourself and fall in love!

Single-familyProperty Type

1963Year Built

0.29 acresLot Size

$364Est. Price/Sq.Ft.

1 car garageParking

Listing by Kaitlynn MacIsaac • eXp Realty

Bought with Nicole Carpenter • eXp Realty

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #876248

Redfin Estimate

$349,669

$22K since sold in September 2025$1,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.2% lower than the average sale price ($373K) of 6 comparable homes.

BOUGHT WITH REDFIN OCT 16, 2026
$388,000
A
2 beds1 bath1,482 sq ft
35 Lakeview Ave, Poughkeepsie, NY 12601
Listing by BHHS Hudson Valley Properties
SOLD JUL 6, 2026
$320,000
B
3 beds1 bath875 sq ft
8 Van Wyck Dr, Poughkeepsie, NY 12601
Listing by RE/MAX Town & Country
SOLD SEP 4, 2026
$320,000
C
2 beds1 bath925 sq ft
2 Hennessey Pl, Poughkeepsie, NY 12601
Listing by eXp Realty
SOLD FEB 27, 2026
$309,999
D
3 beds1 bath900 sq ft
22 Van Wyck Dr, Poughkeepsie, NY 12601
Listing by BHHS Hudson Valley Properties
SOLD DEC 3, 2025
$379,000
E
2 beds1 bath1,023 sq ft
105 Buckingham Ave, Poughkeepsie, NY 12601
Listing by Hudson Valley Home Connection
SOLD OCT 30, 2026
$520,000
F
3 beds1.5 baths1,468 sq ft
5 Clark St, Poughkeepsie, NY 12601
Listing by BHHS Hudson Valley Properties

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

Earn from this home

Sell

$71,513

Est. take-home

List your home with Redfin and save $3,497

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$1,956/mo

Redfin rental estimate

List your home for rent

Market trends in 12601, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.8%

+1.3% MoM

Median sale price

$417K

$12K MoM

Avg. days on market

49d

7 days MoM

Recently sold homes

7 MoM

New listings for sale

NEW 17 HRS AGO
$399,000
3 beds1 bath1,403 sq ft
23 Underhill Ave, Poughkeepsie, NY 12601
Listing by Ally Realty
COMING SOON
$595,000
7 beds4 baths2,736 sq ft
48 Marshall St, Poughkeepsie, NY 12601
Listing by MS Realty Group USA, Inc
OPEN SAT, 12PM TO 2PM
$289,950
3 beds1 bath1,200 sq ft
194 Smith St, Poughkeepsie, NY 12601
Listing by KW MidHudson
$249,690
3 beds1 bath1,292 sq ft
44 Woodlawn Ave, Poughkeepsie, NY 12601
Listing by Greene Realty Group
$275,000
3 beds— baths— sq ft
22 Reservoir Sq, Poughkeepsie, NY 12601
Listing by Keller Williams Realty Partner
$250,000
2 beds2 baths1,064 sq ft
152 N Clinton St, Poughkeepsie, NY 12601
Listing by Clarke Realty & Associates LLC
$219,000
2 beds1.5 baths923 sq ft
3 Hook Rd Unit 64K, Poughkeepsie, NY 12601
Listing by Century 21 Hudson Valley Rlty.
$339,999
3 beds1.5 baths1,491 sq ft
163 N Hamilton St, Poughkeepsie, NY 12601
Listing by Century 21 KR Realty
$299,500
4 beds2 baths2,048 sq ft
26 Thompson St, Poughkeepsie, NY 12601
Listing by KW MidHudson
$408,500
4 beds2 baths2,304 sq ft
16 Mansion St, Poughkeepsie, NY 12601
Listing by Hudson Property Services, LLC
See all

Provided by Redfin

Redfin agents who toured

Lots of potential in this home - needs updating.
5 years ago• May not reflect the current state of the home
Donna Gray
Redfin Premier agent

Sale history for 29 Chestnut St

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #876248

Sep 10, 2025

Sold

$327,500

$341/sq ft

Jul 24, 2025

Pending

—

Jun 11, 2025

Listed

$310,000

$323/sq ft

Public Records

Jun 28, 2022

Sold

$280,000

$292/sq ft

OneKey® MLS as Distributed by MLS Grid #M407683

Jul 28, 2022

Listing Removed

—

Apr 28, 2022

Listed

$269,000

$280/sq ft

Public Records

Jul 10, 2000

Sold

$122,500

$128/sq ft

Public Records

Oct 15, 1991

Sold

$50,000

$52/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$10,522

$55,000 + $206,000

$261,000

2025

$10,522 (+2.2%)

$55,000 + $206,000

$261,000

2024

$10,297 (+2.8%)

$55,000 + $206,000

$261,000

2023

$10,012 (+6.1%)

$55,000 + $206,000

$261,000

2022

$9,439 (+14.1%)

$50,000 + $172,000

$222,000

2021

$8,271 (+37.4%)

$50,000 + $130,000

$180,000

2020

$6,022 (+3.8%)

$50,000 + $118,000

$168,000

2019

$5,799 (+14.6%)

$50,000 + $118,000

$168,000

2018

$5,061 (+1.8%)

$50,000 + $118,000

$168,000

2017

$4,971 (−8.7%)

$50,000 + $97,000

$147,000

2016

$5,445 (−6.2%)

$50,000 + $94,500

$144,500

2015

$5,805 (+2.4%)

$50,000 + $93,500

$143,500

2014

$5,671

$57,000 + $106,500

$163,500

Tax history for 29 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2026

$10,522

$55,000 + $206,000

$261,000

2025

$10,522 (+2.2%)

$55,000 + $206,000

$261,000

2024

$10,297 (+2.8%)

$55,000 + $206,000

$261,000

2023

$10,012 (+6.1%)

$55,000 + $206,000

$261,000

2022

$9,439 (+14.1%)

$50,000 + $172,000

$222,000

2021

$8,271 (+37.4%)

$50,000 + $130,000

$180,000

2020

$6,022 (+3.8%)

$50,000 + $118,000

$168,000

2019

$5,799 (+14.6%)

$50,000 + $118,000

$168,000

2018

$5,061 (+1.8%)

$50,000 + $118,000

$168,000

2017

$4,971 (−8.7%)

$50,000 + $97,000

$147,000

2016

$5,445 (−6.2%)

$50,000 + $94,500

$144,500

2015

$5,805 (+2.4%)

$50,000 + $93,500

$143,500

2014

$5,671

$57,000 + $106,500

$163,500

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

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.29 Acres

Year renovated

1978

Sq. Ft.

960

Year built

1963

Style

Single Family Residential

County

Dutchess County

APN

134689A00616200104337310000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 16, 2026.

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

Parking

Parking Information
Carport YN: No
Parking Features: Attached, Driveway, Off Street

Garage Information
Garage Spaces: 1
Has Garage

Interior

Heating & Cooling
Cooling: Central Air
Heating: Baseboard, Oil

Interior Features
Interior Features: First Floor Bedroom,First Floor Full Bath,Eat-in Kitchen,Formal Dining
Appliances: Dishwasher, Oven, Range, Refrigerator

Room Information
Basement YN: Yes
Attic: Scuttle
Rooms Total: 6
Basement: Full, Unfinished, Walk-Out Access

Bathroom Information
Bathrooms Full: 1

Exterior

Exterior Features
Construction Materials: Frame
Waterfront YN: No

Property Information
Living Area Source: Public Records
Living Area (Sq. Ft.): 960.00
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2024
Tax Source: Municipality
Tax Annual Amount: $10,297.47

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Sewer: Public Sewer
Utilities: Electricity Connected, Sewer Connected, Trash Collection Private, Water Connected

Location

School Information
Elementary School: Violet Avenue School
Elementary School District: Hyde Park
Middle Or Junior School: Haviland Middle School
Middle Or Junior School District: Hyde Park
High School: Franklin D Roosevelt Senior High School
High School District: Hyde Park

Location Information
Directions: Use GPS
County Or Parish: Dutchess County

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 960
Stories: 1.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: 1978
County: Dutchess County
APN: 134689A00616200104337310000

Home facts updated by county records on Oct 16, 2026

Around this home

Schools

K - 12
Preschool & daycare

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

15% 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)

33°

18°

37°

19°

54°

32°

64°

42°

71°

50°

83°

60°

87°

66°

81°

59°

78°

54°

64°

43°

53°

34°

38°

22°

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

$333,000 – $403,000

Reach more buyers when you sell with Redfin. Save up to $3,497 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

NEW 17 HRS AGO

$399,000

3 beds1 bath1,403 sq ft

23 Underhill Ave, Poughkeepsie, NY 12601

Brick fireplace • Hardwood floors • Stained glass window

Listing by Ally Realty

$998,500

3 beds3.5 baths3,472 sq ft

74 Bellevue Rd, Highland, NY 12528

Hudson river views • Two story foyer • Open floor plan

$419,900

3 beds2 baths2,056 sq ft

10 Degarmo Pl, Poughkeepsie, NY 12601

Off street parking • Whole house basement • Two root cellars

Listing by McNiff Real Estate LTD

$198,000

2 beds1 bath850 sq ft

149 South Ave, Poughkeepsie, NY 12601

5,227 sq ft lot • 3 parking spots • Built 1935

Listing by K. Fortuna Realty, Inc.

$395,000

4 beds2 baths2,299 sq ft

38 Roosevelt Ave, Poughkeepsie, NY 12601

Stone walkways • Covered front porch • Coffered ceilings

Listing by Houlihan Lawrence Inc.

$469,000

3 beds2.5 baths1,872 sq ft

44 Inwood Ave, Poughkeepsie, NY 12601

Built in planters • Fire-pit • Updated kitchen

Listing by Century 21 Alliance Rlty Group

New listings for sale in 12601

NEW 17 HRS AGO

$399,000

3 beds1 bath1,403 sq ft

23 Underhill Ave, Poughkeepsie, NY 12601

Brick fireplace • Hardwood floors • Stained glass window

Listing by Ally Realty

COMING SOON

$595,000

7 beds4 baths2,736 sq ft

48 Marshall St, Poughkeepsie, NY 12601

2,178 sq ft lot • 2 garage spots • Built 1900

Listing by MS Realty Group USA, Inc

OPEN SAT, 12PM TO 2PM

$289,950

3 beds1 bath1,200 sq ft

194 Smith St, Poughkeepsie, NY 12601

Brick fireplace • Vaulted ceilings • White cabinetry

Listing by KW MidHudson

$249,690

3 beds1 bath1,292 sq ft

44 Woodlawn Ave, Poughkeepsie, NY 12601

In-ground pool • Backyard • 5,663 sq ft lot

Listing by Greene Realty Group

$275,000

3 beds— baths— sq ft

22 Reservoir Sq, Poughkeepsie, NY 12601

Two-family property • Spacious duplex unit • Separate unit

Listing by Keller Williams Realty Partner

$250,000

2 beds2 baths1,064 sq ft

152 N Clinton St, Poughkeepsie, NY 12601

Renovated home • Modern kitchen • Decorative fireplace

Listing by Clarke Realty & Associates LLC

$219,000

2 beds1.5 baths923 sq ft

3 Hook Rd Unit 64K, Poughkeepsie, NY 12601

Onsite laundry room • Close to shopping • Close to hospitals

Listing by Century 21 Hudson Valley Rlty.

$339,999

3 beds1.5 baths1,491 sq ft

163 N Hamilton St, Poughkeepsie, NY 12601

Solar panels • Updated kitchen • Laundry area

Listing by Century 21 KR Realty

$299,500

4 beds2 baths2,048 sq ft

26 Thompson St, Poughkeepsie, NY 12601

Two family home • Hardwood floors • Original woodwork

Listing by KW MidHudson

Home values near 29 Chestnut St

Data from public records.

Address	Redfin Estimate
30 Chestnut St, Poughkeepsie, NY 2 Beds \| 1.5 Baths \| 1032 Sq. Ft.	$358,436
26 Chestnut St, Poughkeepsie, NY 5 Beds \| 2.5 Baths \| 2598 Sq. Ft.	$305,459
34 Chestnut St, Poughkeepsie, NY 5 Beds \| 2 Baths \| 1200 Sq. Ft.	$426,411
32 Chestnut St, Poughkeepsie, NY 5 Beds \| 2 Baths \| 2000 Sq. Ft.	$488,327
36 Chestnut St, Poughkeepsie, NY 3 Beds \| 2 Baths \| 2825 Sq. Ft.	$517,377
90 East Cedar St, Poughkeepsie, NY 3 Beds \| 1 Baths \| 1458 Sq. Ft.	$325,597
98 East Cedar St, Poughkeepsie, NY 4 Beds \| 1.5 Baths \| 1873 Sq. Ft.	$493,440

Address	Redfin Estimate
35 Chestnut St, Poughkeepsie, NY 3 Beds \| 2 Baths \| 1347 Sq. Ft.	$411,244
28 Chestnut St, Poughkeepsie, NY 5 Beds \| 2 Baths \| - Sq. Ft.	$466,698
27 Chestnut St, Poughkeepsie, NY 3 Beds \| 1 Baths \| 1194 Sq. Ft.	$343,355
23 Chestnut St, Poughkeepsie, NY 2 Beds \| 1 Baths \| 1048 Sq. Ft.	$275,186
39 Chestnut St, Poughkeepsie, NY 4 Beds \| 2.5 Baths \| 1998 Sq. Ft.	$460,465
87 East Cedar St, Poughkeepsie, NY 4 Beds \| 2.5 Baths \| 2184 Sq. Ft.	$526,821
7 Amato Dr, Poughkeepsie, NY 3 Beds \| 2 Baths \| 1660 Sq. Ft.	$420,291

Address	Redfin Estimate
21 Chestnut St, Poughkeepsie, NY 5 Beds \| 2 Baths \| 1326 Sq. Ft.	$441,992
19 Chestnut St, Poughkeepsie, NY 3 Beds \| 2 Baths \| 1732 Sq. Ft.	$460,538
25 Chestnut St, Poughkeepsie, NY 3 Beds \| 1 Baths \| 1950 Sq. Ft.	$433,529
37 Chestnut St, Poughkeepsie, NY 3 Beds \| 1.5 Baths \| 2000 Sq. Ft.	$435,532
38 Chestnut St, Poughkeepsie, NY 3 Beds \| 1.5 Baths \| 1856 Sq. Ft.	$426,081
94 East Cedar St, Poughkeepsie, NY 3 Beds \| 1.5 Baths \| 1388 Sq. Ft.	$393,857
82 East Cedar St, Poughkeepsie, NY 3 Beds \| 2 Baths \| 1961 Sq. Ft.	$497,962

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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.

Redfin Brokerage Licenses

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

Redfin agents who toured

Sale history for 29 Chestnut St

Tax history for 29 Chestnut St

Public record

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 29 Chestnut St

More real estate resources