49 Winchester Ave
Peekskill, NY 10566
- 2 Beds
- 2.5 Baths
- 1,147 sqft
2 Beds
2.5 Baths
1,147 sqft
Home Value
Trulia Estimate
$430KSince last month
Decreased$6K (-1.4%)Since last year
Increased$7K (+1.6%)Since last sale
Increased$70K (+19.5%)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 +134% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $430K |
| July 2026 | $436K |
| June 2026 | $431K |
| May 2026 | $431K |
| April 2026 | $425K |
| March 2026 | $422K |
| February 2026 | $418K |
| January 2026 | $421K |
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 |
|---|---|---|---|---|---|---|---|
0.28 | Condo | $490,000 | 08/21/26 | 2 | 2.5 | 1,693 | |
0.03 | Condo | $372,000 | 12/04/25 | 2 | 2 | 1,200 | |
0.03 | Condo | $372,000 | 01/21/26 | 2 | 2 | 1,200 | |
0.03 | Condo | $370,000 | 10/09/25 | 2 | 2 | 1,100 | |
0.02 | 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 | $366,000 | 12/29/25 | 2 | 2 | 1,100 | |
0.11 | Condo | $340,000 | 09/19/25 | 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 |
|---|---|---|---|---|---|---|
0.02 | $525,000 | 3 | 2.5 | 1,472 | Recently Sold | |
0.02 | $502,900 | 3 | 2.5 | 1,600 | Off Market | |
0.02 | $455,000 | 2 | 2.5 | 1,200 | Recently Sold | |
0.02 | $460,100 | 2 | 2.5 | 1,300 | Off Market | |
0.03 | $372,000 | 2 | 2 | 1,200 | Recently Sold | |
0.04 | $441,200 | 2 | 2 | 1,221 | Off Market | |
0.03 | $425,000 | 2 | 2 | 1,200 | For Sale | |
0.04 | $400,200 | 2 | 2 | 1,100 | Off Market | |
0.01 | $538,000 | 2 | 2.5 | 1,800 | Off Market | |
0.03 | $404,300 | 2 | 2 | 1,205 | Off Market | |
0.05 | $417,123 | 2 | 2 | 1,200 | Recently Sold | |
0.02 | $455,900 | 2 | 2.5 | 1,290 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Condo
Year Built
1989
Living Area
1,147 sqft
Price/Sqft
$375
About this House
PRIVATE END UNIT TOWNHOME~LOW LOW LOW TAXES! 2 bedroom, 2 1/2 baths. Full eat in kitchen with updated appliances. Spacious Dining room and living room with sliders that open out to back private patio. Large Master suite with private full bath. Second bedroom also has private full bath. Laundry on second floor~convenient to bedrooms. Complex offers many amenities such as an indoor pool, clubhouse, basketball court, fitness center and playground. Just a few minutes to all shopping, Metro North Rail and major highways. The lifestyle in this area offers a lot. River front walks along the Scenic Hudson River, trendy restaurants and shops. Art galleries and live music at area theaters and restaurants. Taxes are $4526 with STAR savings. Don't miss this gem!
49 Winchester Ave, Peekskill, NY 10566 is a 2 bedroom, 3 bathroom, 1,147 sqft condo built in 1989. It last sold for $360,000 on Dec 21, 2022. It is currently off market. The Trulia Estimate is $429,700, with a rent estimate of $3,437/month.
Home Details for 49 Winchester Ave
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Heating & Cooling Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas |
Interior Details Number of Rooms: 5 |
Appliances & Utilities DishwasherDryerRefrigeratorWasher |
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Year Built Year Built: 1989 |
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 |
|---|---|---|
Dec 21, 2022 Source: OneKey® MLS as distributed by MLS GRID #H6210959 | Sold | $360,000 |
Oct 28, 2022 Source: OneKey® MLS as distributed by MLS GRID #H6210959 | Pending | $375,000 |
Oct 23, 2022 Source: OneKey® MLS as distributed by MLS GRID #H6210959 | ListingRemoved | |
Sep 22, 2022 Source: OneKey® MLS as distributed by MLS GRID #H6210959 | Listed For Sale | $375,000 |
May 30, 2019 Source: OneKey® MLS as distributed by MLS GRID #H4911654 | Sold | $285,000 |
Apr 18, 2019 Source: Agent Provided | Pending | $289,000 |
Mar 16, 2019 Source: Agent Provided | Listed For Sale | $289,000 |
Dec 11, 2013 Source: N/A | Sold | $172,500 |
Sep 20, 2013 Source: N/A | Sold | $172,500 |
Apr 25, 2003 Source: N/A | Sold | $244,500 |
Oct 25, 2000 Source: N/A | Sold | $149,000 |
| 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 49 Winchester Ave
- What is 49 Winchester Ave estimated to be worth?Trulia's estimated value for 49 Winchester Ave in Peekskill, NY is $429,700.
- What is the price history for 49 Winchester Ave?49 Winchester Ave in Peekskill, NY last sold for $360,000 in December 2022.
- 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 49 Winchester Ave have air conditioning?Yes, 49 Winchester Ave in Peekskill, NY has air conditioning.
- Does 49 Winchester Ave have laundry facilities?Yes, 49 Winchester Ave in Peekskill, NY has in-unit laundry.

