39 Winchester Ave
Peekskill, NY 10566
- 3 Beds
- 2.5 Baths
- 1,293 sqft
3 Beds
2.5 Baths
1,293 sqft
Home Value
Trulia Estimate
$470KSince last month
Increased$2K (+0.4%)Since last year
Increased$4K (+0.9%)Since last sale
Increased$152K (+47.5%)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 +59% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $472K |
| July 2026 | $473K |
| June 2026 | $470K |
| May 2026 | $470K |
| April 2026 | $462K |
| March 2026 | $458K |
| February 2026 | $455K |
| January 2026 | $455K |
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 |
|---|---|---|---|---|---|---|---|
0.05 | Condo | $525,000 | 06/12/26 | 3 | 2.5 | 1,472 | |
0.04 | Condo | $372,000 | 01/21/26 | 2 | 2 | 1,200 | |
0.04 | Condo | $372,000 | 12/04/25 | 2 | 2 | 1,200 | |
0.04 | Condo | $370,000 | 10/09/25 | 2 | 2 | 1,100 | |
0.04 | Condo | $455,000 | 02/03/26 | 2 | 2.5 | 1,200 | |
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 | |
0.01 | Condo | $510,000 | 04/08/26 | 2 | 2.5 | 1,800 | |
0.12 | Condo | $425,000 | 03/09/26 | 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 |
|---|---|---|---|---|---|---|
0.05 | $427,000 | 2 | 2.5 | 1,600 | Recently Sold | |
0.05 | $456,400 | 2 | 2.5 | 1,550 | Off Market | |
0.06 | $395,000 | 2 | 2.5 | 1,600 | Recently Sold | |
0.01 | $510,000 | 2 | 2.5 | 1,800 | Recently Sold | |
0.06 | $459,900 | 3 | 2.5 | 1,600 | For Sale | |
0.03 | $476,400 | 2 | 2.5 | 1,295 | Off Market | |
0.03 | $465,700 | 2 | 2.5 | 1,290 | Off Market | |
0.03 | $541,700 | 2 | 2.5 | 1,800 | Off Market | |
0.04 | $398,300 | 2 | 2 | 1,200 | Off Market | |
0.04 | $404,300 | 2 | 2 | 1,205 | Off Market | |
0.06 | $704,800 | 4 | 2.5 | 2,240 | Off Market | |
0.04 | $468,500 | 2 | 2.5 | 1,300 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Condo
Year Built
1988
Living Area
1,293 sqft
Price/Sqft
$364
About this House
This light filled three-bedroom townhouse is located at the sought-after Society Hill II. Spacious open concept living-dining room is perfect for entertaining. Large kitchen with new ceramic flooring and private patio is an ideal space for summer celebrations. First floor has powder room and private laundry room with new washer and dryer. The master bedroom upstairs has a large walk-in closet and updated bathroom with shower. Two other bedrooms share an updated bathroom with a bathtub. Society Hill II offers great clubhouse with pool, fitness center, racquetball, basketball courts as well as library and sauna. New playground area is around the corner. Conveniently located close to shopping and historic Peekskill. Easy 1-hour commute to NYC via Metro North or car.
39 Winchester Ave, Peekskill, NY 10566 is a 3 bedroom, 3 bathroom, 1,293 sqft condo built in 1988. It last sold for $320,000 on Nov 25, 2020. More recently, it was listed as a rental in May 2018 with an asking price of $2,500 per month. That rental listing was removed on June 20, 2018. It is currently off market. The Trulia Estimate is $470,400, with a rent estimate of $4,136/month.
Home Details for 39 Winchester Ave
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Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Master Bath |
Appliances & Utilities DishwasherDryerRefrigeratorWasher |
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Year Built Year Built: 1988 |
Property Type / Style Property Type: CondoArchitecture: Other |
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Parking & Garage Parking: Off Street |
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Units in Building: 1 |
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Lot Area: 39 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Nov 25, 2020 Source: OneKey® MLS as distributed by MLS GRID #H6027350 | Sold | $320,000 |
Aug 21, 2020 Source: Agent Provided | ListingRemoved | $340,000 |
Mar 31, 2020 Source: Agent Provided | Listed For Sale | $340,000 |
Feb 1, 2020 Source: Agent Provided | ListingRemoved | $340,000 |
Oct 10, 2019 Source: Agent Provided | PriceChange | $340,000 Price decreased by 3% |
Aug 22, 2019 Source: Agent Provided | Listed For Sale | $350,000 |
Jun 20, 2018 Source: Agent Provided | ListingRemoved | $2,500 |
May 1, 2018 Source: Agent Provided | Listed For Rent | $2,500 |
Jun 11, 2016 Source: Agent Provided | ListingRemoved | $2,500 |
Mar 22, 2015 Source: N/A | ListingRemoved | $2,100 |
Mar 12, 2015 Source: N/A | Listed For Rent | $2,100 |
Aug 3, 2006 Source: N/A | Sold | $327,200 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $319,737 |
Home facts updated by county records
Market trends in Peekskill
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
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.
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Frequently asked questions about 39 Winchester Ave
- What is 39 Winchester Ave estimated to be worth?Trulia's estimated value for 39 Winchester Ave in Peekskill, NY is $470,400.
- What is the price history for 39 Winchester Ave?39 Winchester Ave in Peekskill, NY last sold for $320,000 in November 2020.
- 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 39 Winchester Ave have air conditioning?Yes, 39 Winchester Ave in Peekskill, NY has air conditioning.
- Does 39 Winchester Ave have laundry facilities?Yes, 39 Winchester Ave in Peekskill, NY has in-unit laundry.

