59 Winchester Ave
Peekskill, NY 10566
- 2 Beds
- 3 Baths
- 1,254 sqft
2 Beds
3 Baths
1,254 sqft
Home Value
Trulia Estimate
$412KSince last month
Decreased$6K (-1.5%)Since last year
Decreased$2K (-0.4%)Since last sale
Increased$84K (+25.6%)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 +62% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $410K |
| July 2026 | $416K |
| June 2026 | $413K |
| May 2026 | $419K |
| April 2026 | $406K |
| March 2026 | $401K |
| February 2026 | $399K |
| January 2026 | $404K |
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 |
|---|---|---|---|---|---|---|---|
0.03 | Condo | $455,000 | 02/03/26 | 2 | 2.5 | 1,200 | |
0.03 | Condo | $372,000 | 01/21/26 | 2 | 2 | 1,200 | |
0.03 | Condo | $372,000 | 12/04/25 | 2 | 2 | 1,200 | |
0.03 | Condo | $370,000 | 10/09/25 | 2 | 2 | 1,100 | |
0.01 | Condo | $510,000 | 04/08/26 | 2 | 2.5 | 1,800 | |
0.05 | Condo | $417,123 | 05/11/26 | 2 | 2 | 1,200 | |
0.11 | Condo | $340,000 | 09/19/25 | 2 | 2 | 1,100 | |
0.11 | Condo | $366,000 | 12/29/25 | 2 | 2 | 1,100 | |
0.08 | Condo | $492,875 | 04/06/26 | 2 | 2.5 | 1,780 | |
0.03 | Condo | $525,000 | 06/12/26 | 3 | 2.5 | 1,472 |
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 |
|---|---|---|---|---|---|---|
0.03 | $398,300 | 2 | 2 | 1,200 | Off Market | |
0.02 | $476,400 | 2 | 2.5 | 1,295 | Off Market | |
0.02 | $455,900 | 2 | 2.5 | 1,290 | Off Market | |
0.03 | $404,300 | 2 | 2 | 1,205 | Off Market | |
0.03 | $425,000 | 2 | 2 | 1,200 | For Sale | |
0.03 | $372,000 | 2 | 2 | 1,200 | Recently Sold | |
0.01 | $510,000 | 2 | 2.5 | 1,800 | Recently Sold | |
0.04 | $400,200 | 2 | 2 | 1,100 | Off Market | |
0.02 | $460,100 | 2 | 2.5 | 1,300 | Off Market | |
0.02 | $502,900 | 3 | 2.5 | 1,600 | Off Market | |
0.04 | $433,400 | 2 | 2 | 1,221 | Off Market | |
0.07 | $453,600 | 2 | 2.5 | 1,550 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Condo
Year Built
1988
Living Area
1,254 sqft
Price/Sqft
$328
About this House
Bright and sunny 2 bedroom 2 1/2 bath town home in sparkling condition in Society Hill II complex. Loads of updates. Kitchen and all baths newly tiled. New kitchen counter and tumbled marble backspash, kitchen appliances and dryer, doors and mouldings. New carpets up and down. Large usable attic. Pool, exercise room and club house in complex and included in common charges. Convenient commute to NYC via Metro North.
59 Winchester Ave, Peekskill, NY 10566 is a 2 bedroom, 3 bathroom, 1,254 sqft condo built in 1988. It last sold for $326,480 on Dec 4, 2006. It is currently off market. The Trulia Estimate is $411,800, with a rent estimate of $3,255/month.
Home Details for 59 Winchester Ave
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Year Built Year Built: 1988 |
Property Type / Style Property Type: Condo |
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Units in Building: 1 |
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Lot Area: 435 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Mar 13, 2012 Source: Agent Provided | ListingRemoved | $170,000 |
Dec 22, 2011 Source: Agent Provided | PriceChange | $170,000 Price decreased by 6% |
Nov 23, 2011 Source: Agent Provided | PriceChange | $180,000 Price decreased by 5% |
Nov 11, 2011 Source: Agent Provided | PriceChange | $190,000 Price decreased by 7% |
Sep 8, 2011 Source: Agent Provided | PriceChange | $205,000 Price decreased by 2% |
Jul 22, 2011 Source: Agent Provided | Listed For Sale | $210,000 |
Feb 23, 2011 Source: Agent Provided | ListingRemoved | $199,900 |
Nov 14, 2010 Source: Agent Provided | PriceChange | $199,900 Price decreased by 15% |
Oct 16, 2010 Source: Agent Provided | PriceChange | $234,900 Price decreased by 2% |
Sep 11, 2010 Source: Agent Provided | PriceChange | $239,900 Price decreased by 4% |
Jul 10, 2010 Source: Agent Provided | PriceChange | $249,000 Price decreased by 6% |
Jun 12, 2010 Source: Agent Provided | PriceChange | $265,000 Price decreased by 4% |
Jun 5, 2010 Source: Agent Provided | PriceChange | $275,000 Price decreased by 8% |
May 23, 2010 Source: Agent Provided | Listed For Sale | $299,900 |
Dec 4, 2006 Source: N/A | Sold | $326,480 |
Sep 3, 2002 Source: N/A | Sold | $221,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $259,342 |
Home facts updated by county records
Market trends in Peekskill
Last updated July 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
70
8MoM
Around this home
What Locals Say about Peekskill
At least 317 Trulia users voted on each feature.
81 % Say it's dog friendly
78 % Say there are sidewalks
76 % Say car is needed
73 % Say it's walkable to restaurants
72 % Say there's holiday spirit
71 % Say yards are well-kept
68 % Say parking is easy
66 % Say it's walkable to grocery stores
66 % Say kids play outside
63 % Say people would walk alone at night
61 % Say streets are well-lit
59 % Say neighbors are friendly
58 % Say it's quiet
56 % Say there's wildlife
55 % Say they plan to stay for at least 5 years
47 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 59 Winchester Ave
- What is 59 Winchester Ave estimated to be worth?Trulia's estimated value for 59 Winchester Ave in Peekskill, NY is $411,800.
- What is the price history for 59 Winchester Ave?59 Winchester Ave in Peekskill, NY last sold for $326,480 in December 2006.
- Is Peekskill a buyer's or seller's market?Peekskill is currently a seller's market, based on recent for-sale activity.
- What do residents say about Peekskill?Residents describe Peekskill, NY as dog-friendly, pedestrian-friendly, and walkable to restaurants. See recently sold homes in Peekskill, NY.