5 Winchester Ave
Peekskill, NY 10566
- 2 Beds
- 3 Baths
- 1,800 sqft
2 Beds
3 Baths
1,800 sqft
Home Value
Trulia Estimate
$494KSince last month
Decreased$6K (-1.2%)Since last year
Increased$7K (+1.5%)Since last sale
Increased$245K (+98.2%)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 +98% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $494K |
| July 2026 | $499K |
| June 2026 | $504K |
| May 2026 | $501K |
| April 2026 | $490K |
| March 2026 | $479K |
| February 2026 | $462K |
| January 2026 | $481K |
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 | $510,000 | 04/08/26 | 2 | 2.5 | 1,800 | |
0.10 | Condo | $492,875 | 04/06/26 | 2 | 2.5 | 1,780 | |
0.01 | Condo | $455,000 | 02/03/26 | 2 | 2.5 | 1,200 | |
0.04 | Condo | $372,000 | 12/04/25 | 2 | 2 | 1,200 | |
0.04 | Condo | $372,000 | 01/21/26 | 2 | 2 | 1,200 | |
0.03 | Condo | $525,000 | 06/12/26 | 3 | 2.5 | 1,472 | |
0.05 | Condo | $370,000 | 10/09/25 | 2 | 2 | 1,100 | |
0.07 | Condo | $417,123 | 05/11/26 | 2 | 2 | 1,200 | |
0.12 | Condo | $340,000 | 09/19/25 | 2 | 2 | 1,100 | |
0.12 | Condo | $366,000 | 12/29/25 | 2 | 2 | 1,100 |
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 | $700,200 | 4 | 2.5 | 2,240 | Off Market | |
0.01 | $538,000 | 2 | 2.5 | 1,800 | Off Market | |
0.01 | $455,000 | 2 | 2.5 | 1,200 | Recently Sold | |
0.03 | $510,000 | 2 | 2.5 | 1,800 | Recently Sold | |
0.07 | $780,000 | 4 | 3.5 | 3,000 | For Sale | |
0.03 | $525,000 | 3 | 2.5 | 1,472 | Recently Sold | |
0.03 | $502,900 | 3 | 2.5 | 1,600 | Off Market | |
0.03 | $460,100 | 2 | 2.5 | 1,300 | Off Market | |
0.08 | $725,000 | 4 | 2.5 | 3,535 | Recently Sold | |
0.09 | $767,100 | 4 | 3.5 | 3,000 | Off Market | |
0.05 | $455,900 | 2 | 2.5 | 1,290 | Off Market | |
0.05 | $476,400 | 2 | 2.5 | 1,295 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Condo
Living Area
1,800 sqft
Price/Sqft
$274
About this House
Bright and spacious Tri-level townhouse with openfloor plan located in a picturesque community, conveniently locatedoff of Route 6. Enter into main level - Eat-in-Kitchen, PowderRoom, Dining Room and Living Room with Sliding Glass Doors to Deck.Upper level features two master bedrooms each with full baths,double closets and laundry room is conveniently located on thisfloor. Walk into lower level to a large finished walkout basementwith sliding glass doors to yard, great for entertaining. Plenty ofcloset space throughout this townhouse and lots storage space bothin attic and lower level. Assigned parking and visitors parking foryour guests. Enjoy all the amenities - Clubhouse with heated pool,full basketball court, fitness center, racquetball court, libraryroom and sauna. Playgrounds on ground areas. Just minutes to MetroNorth, easy commute to NYC, bus, parkways, shops andrestaurants.
5 Winchester Ave, Peekskill, NY 10566 is a 2 bedroom, 3 bathroom, 1,800 sqft condo. It last sold for $249,000 on Nov 13, 2015. It is currently off market. The Trulia Estimate is $494,000, with a rent estimate of $3,999/month.
Home Details for 5 Winchester Ave
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Property Type / Style Property Type: CondoArchitecture: Other |
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Exterior Home Features DeckPatio |
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Units in Building: 1 |
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Lot Area: 435 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Nov 13, 2015 Source: N/A | Sold | $249,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $294,868 |
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 5 Winchester Ave
- What is 5 Winchester Ave estimated to be worth?Trulia's estimated value for 5 Winchester Ave in Peekskill, NY is $494,000.
- What is the price history for 5 Winchester Ave?5 Winchester Ave in Peekskill, NY last sold for $249,000 in November 2015.
- 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.