57 Winchester Ave
Peekskill, NY 10566
- 2 Beds
- 2.5 Baths
- 1,200 sqft
2 Beds
2.5 Baths
1,200 sqft
Home Value
Trulia Estimate
$422KSince last month
Decreased$4K (-1%)Since last year
Increased$6K (+1.4%)Since last sale
Increased$183K (+76.2%)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 +59% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $423K |
| July 2026 | $427K |
| June 2026 | $425K |
| May 2026 | $426K |
| April 2026 | $418K |
| March 2026 | $411K |
| February 2026 | $408K |
| January 2026 | $415K |
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 |
|---|---|---|---|---|---|---|---|
0.27 | Condo | $490,000 | 08/21/26 | 2 | 2.5 | 1,693 | |
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 | |
0.03 | Condo | $455,000 | 02/03/26 | 2 | 2.5 | 1,200 | |
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 | |
0.11 | Condo | $425,000 | 03/09/26 | 2 | 2 | 1,100 | |
0.07 | Condo | $385,000 | 10/30/25 | 2 | 2.5 | 1,147 |
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 | $441,200 | 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
1,200 sqft
Price/Sqft
$352
About this House
Society Hill II lifestyle with large Living Rm/Dining Rm - Great Room with hardwood floor opening to a large patio and level backyard and powder room and large updated eat-in-kitchen with stainless steel appliances and tile floor complete the first floor. 2 bedrooms, 2 full baths, and laundry conveniently located on 2nd floor. Enjoy the amenities of the Clubhouse with heated pool, full basketball court, fitness center, racquetball court, library room and sauna. Additional for some classes. Also a playground down the street from the unit. You are close to shopping, minutes to the Metro North train and highways making this an easy commute. This is a Short Sale.
57 Winchester Ave, Peekskill, NY 10566 is a 2 bedroom, 3 bathroom, 1,200 sqft condo built in 1988. It last sold for $239,900 on Dec 21, 2017. It is currently off market. The Trulia Estimate is $421,900, with a rent estimate of $3,486/month.
Home Details for 57 Winchester Ave
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Year Built Year Built: 1988 |
Property Type / Style Property Type: Condo |
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Pool Pool |
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Units in Building: 1 |
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Lot Area: 435 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Dec 21, 2017 Source: OneKey® MLS as distributed by MLS GRID #H4645178 | Sold | $239,900 |
Jul 25, 2017 Source: Agent Provided | ListingRemoved | $239,900 |
Jul 25, 2017 Source: Agent Provided | Pending | $239,900 |
Mar 25, 2017 Source: Agent Provided | Listed For Sale | $239,900 |
Dec 29, 2016 Source: Agent Provided | ListingRemoved | $239,900 |
Dec 29, 2016 Source: Agent Provided | Pending | $239,900 |
Oct 17, 2016 Source: Agent Provided | Listed For Sale | $239,900 |
Nov 29, 2002 Source: N/A | Sold | $220,000 |
Jul 24, 1998 Source: N/A | Sold | $79,000 |
May 15, 1998 Source: N/A | Sold | $113,050 |
| 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
—
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 57 Winchester Ave
- What is 57 Winchester Ave estimated to be worth?Trulia's estimated value for 57 Winchester Ave in Peekskill, NY is $421,900.
- What is the price history for 57 Winchester Ave?57 Winchester Ave in Peekskill, NY last sold for $239,900 in December 2017.
- 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.
- Does 57 Winchester Ave have a pool?Yes, 57 Winchester Ave in Peekskill, NY has a pool.

