29 Chestnut Street, Poughkeepsie, NY 12601
OFF MARKET

$349,400

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 960 sqft (on 0.29 acres)

29 Chestnut Street, Poughkeepsie, NY 12601

Fairview
Est. Refi. Payment $2,488/mo*
Refinance Your Home
Currently Off Market - Sold Sep 10, 2025 for $327,500

Home Value

Trulia Estimate
$349K
Since last month
Increased$3K (+0.8%)
Since last year
Increased$40K (+12.9%)
Since last sale
Increased$24K (+7.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +139% in the last 10 years
MonthEstimated value
2026
September 2026$351K
August 2026$350K
July 2026$348K
June 2026$353K
May 2026$338K
April 2026$342K
March 2026$337K
February 2026$338K
January 2026$338K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
105 Buckingham Avenue, Poughkeepsie, NY
0.26
Single-Family Home
$379,000
12/03/25
2
1
1,023
8 Van Wyck Drive, Poughkeepsie, NY
0.32
Single-Family Home
$320,000
07/06/26
3
1
875
22 Van Wyck Drive, Poughkeepsie, NY
0.41
Single-Family Home
$309,999
02/27/26
3
1
900
2 Treadwell Circle, Poughkeepsie, NY
0.33
Single-Family Home
$365,000
10/30/25
3
1
1,421
118 E Cedar Street, Poughkeepsie, NY
0.17
Single-Family Home
$375,000
05/15/26
3
1.5
1,424
46 Van Wyck Drive, Poughkeepsie, NY
0.59
Single-Family Home
$300,000
01/15/26
2
1
875
88 Buckingham Avenue, Poughkeepsie, NY
0.19
Single-Family Home
$250,000
02/20/26
3
1
1,513
31 Peter Cooper Drive, Poughkeepsie, NY
0.51
Single-Family Home
$322,500
09/30/25
3
1
875
37 Chestnut Street, Poughkeepsie, NY
0.04
Single-Family Home
$425,000
09/26/25
3
1.5
2,000

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
30 Chestnut Street, Poughkeepsie, NY 12601
0.04
$351,200
2
1.5
1,032
Off Market
37 Chestnut Street, Poughkeepsie, NY 12601
0.04
$452,000
3
1.5
2,000
Off Market
34 Chestnut Street, Poughkeepsie, NY 12601
0.06
$405,200
5
2
1,200
Off Market
82 E Cedar Street, Poughkeepsie, NY 12601
0.04
$572,400
3
2
1,961
Off Market
94 E Cedar Street, Poughkeepsie, NY 12601
0.05
$365,700
3
1.5
1,388
Off Market
5 EUGENE EAST Court, Poughkeepsie, NY 12601
0.12
$424,200
3
2
1,660
Off Market
3 EUGENE Court E, Poughkeepsie, NY 12601
0.13
$439,100
3
2
1,800
Off Market
103 E CEDAR, Poughkeepsie, NY 12601
0.12
$458,400
3
1.5
1,900
Off Market
107 E Cedar Street, Poughkeepsie, NY 12601
0.14
$399,000
3
1.5
1,892
For Sale
61 Violet Avenue, Poughkeepsie, NY 12601
0.16
$378,600
4
1
1,465
Off Market
7 Forest Avenue, Poughkeepsie, NY 12601
0.13
$627,000
4
3.5
2,782
Off Market

Local Information

  • Map ViewExplore the area around 29 Chestnut Street.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1963
0.29 acre lot
960 sqft
$364/sqft
Garage

About this House

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!
29 Chestnut Street, Poughkeepsie, NY 12601 is a 2 bedroom, 1 bathroom, 960 sqft single-family home in Fairview, built in 1963. It last sold for $327,500 on Sep 10, 2025 (6% above the $310,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $349,400, with a rent estimate of $2,318/month.
Last check for updates: about 9 hours ago
Listed by Kaitlynn MacIsaac, (845) 706-8166
eXp Realty, (888) 276-0630
Bought with: Nicole Carpenter, (845) 389-5134, eXp Realty, (888) 276-0630
Source: OneKey® MLS as distributed by MLS GRID, MLS#876248

Home Details for 29 Chestnut Street

Interior Features

Interior Details
Basement: Full,Unfinished,Walk-Out AccessNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 960 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Sewer Connected, Trash Collection Private, Water ConnectedAppliances: Dishwasher, Oven, Range, RefrigeratorDishwasherRefrigerator
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Gas & Electric
Has Electric on Property

Exterior Features

Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 1Parking: Attached,Driveway,Off Street
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 43

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Not Attached Property
Property Information
Parcel Number: 1346896162104337310000

Price & Status

Price
List Price: $310,000
Status Change & Dates
Off Market Date: Thu Jul 24 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Poughkeepsie
School Information
Elementary School: Violet Avenue SchoolJr High / Middle School: Haviland Middle SchoolHigh School: Franklin D Roosevelt Senior High SchoolHigh School District: Hyde Park

Building

Building Area
Building Area: 960 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.29 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 876248Attic: ScuttleShowing Requirements: Combination Lock Box, Showing Service

Price and Tax history

DateEventPrice
Sep 10, 2025
Source: OneKey® MLS as distributed by MLS GRID #876248
Sold
$327,500
Jul 24, 2025
Source: OneKey® MLS as distributed by MLS GRID #876248
Pending
$310,000
Jun 11, 2025
Source: OneKey® MLS as distributed by MLS GRID #876248
Listed For Sale
$310,000
Feb 13, 2024
Source: MHMLS #407683
ListingRemoved
Jul 29, 2022
Source: MHMLS #407683
ListingRemoved
$269,000

Market trends in Poughkeepsie

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$431K
$23.33KMoM
Sale-to-List Price
101.0%
0.1%MoM
Price per sq ft
$244
$7MoM
Available listings
243
26MoM

Around this home

Neighborhood Overview

Fairview
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Fairview

At least 1 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say kids play outside

  • 100 % Say neighbors are friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 100 % Say there are sidewalks

  • 100 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-18 01:03:35 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Frequently asked questions about 29 Chestnut Street

  • What is 29 Chestnut Street estimated to be worth?
    Trulia's estimated value for 29 Chestnut Street in Poughkeepsie, NY is $349,400.
  • What is the price history for 29 Chestnut Street?
    29 Chestnut Street in Poughkeepsie, NY last sold for $327,500 in September 2025.
  • Is Poughkeepsie a buyer's or seller's market?
    Poughkeepsie is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Poughkeepsie?
    The median sale price in Poughkeepsie is $431K. That is up $23.33K from the prior month.
  • Does 29 Chestnut Street have air conditioning?
    Yes, 29 Chestnut Street in Poughkeepsie, NY has air conditioning.
  • How big is the lot at 29 Chestnut Street?
    The lot at 29 Chestnut Street in Poughkeepsie, NY is about 0.29 acres (12,632 sq ft).

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