29 Chestnut Street
Poughkeepsie, NY 12601
Fairview- 2 Beds
- 1 Bath
- 960 sqft (on 0.29 acres)
$327,500
Last Sold: Sep 10, 2025
6% over list $310K
$341/sqft
Est. Refi. Payment $2,216/mo*
$327,500
Last Sold: Sep 10, 2025
6% over list $310K
$341/sqft
Est. Refi. Payment $2,216/mo*
2 Beds
1 Bath
960 sqft
(on 0.29 acres)
Local Information
-- mins to
Description
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!
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). It is currently off market. The Trulia Estimate is $349,700, with a rent estimate of $2,444/month.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$341/sqft
Listed
180+ days ago
Home Details for 29 Chestnut Street
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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 |
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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 |
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Cumulative Days on Market: 43 |
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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 |
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Price List Price: $310,000Price Per Sqft: $341/sqft |
Status Change & Dates Off Market Date: Thu Jul 24 2025 |
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MLS Status: Sold |
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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 |
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Building Area Building Area: 960 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 0.29 acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 876248Attic: ScuttleShowing Requirements: Combination Lock Box, Showing Service |
Last check for updates: about 7 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

Price History for 29 Chestnut Street
| Date | Price | Event | Source |
|---|---|---|---|
| 09/10/2025 | $327,500 | Sold | OneKey® MLS as distributed by MLS GRID #876248 |
| 07/24/2025 | $310,000 | Pending | OneKey® MLS as distributed by MLS GRID #876248 |
| 06/11/2025 | $310,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #876248 |
| 02/13/2024 | ListingRemoved | MHMLS #407683 | |
| 07/29/2022 | $269,000 | ListingRemoved | MHMLS #407683 |
| 05/01/2022 | $269,000 | Pending | MHMLS #407683 |
| 04/29/2022 | $269,000 | Listed For Sale | MHMLS #407683 |
| 07/10/2000 | $122,500 | Sold | N/A |
Market trends in Poughkeepsie
Last updated May 2026
Avg. sale price
$380K
$4KMoM
Sale-to-List Price
100.0%
0.1%MoM
Price per sq ft
$236
$2MoM
Available listings
192
28MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $293,300 |
Home facts updated by county records
Comparable Sales for 29 Chestnut Street
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $379,000 | 12/03/25 | 2 | 1 | 1,023 | |
0.37 | Single-Family Home | $300,000 | 09/08/25 | 2 | 1 | 1,000 | |
0.32 | Single-Family Home | $320,000 | 07/06/26 | 3 | 1 | 875 | |
0.41 | Single-Family Home | $309,999 | 02/27/26 | 3 | 1 | 900 | |
0.33 | Single-Family Home | $348,000 | 08/13/25 | 3 | 1 | 1,300 | |
0.33 | Single-Family Home | $365,000 | 10/30/25 | 3 | 1 | 1,421 | |
0.17 | Single-Family Home | $375,000 | 05/15/26 | 3 | 1.5 | 1,424 | |
0.08 | Single-Family Home | $235,000 | 08/01/25 | 3 | 1.5 | 1,666 | |
0.59 | Single-Family Home | $300,000 | 01/15/26 | 2 | 1 | 875 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 29 Chestnut Street.
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.
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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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