21 Winchester Avenue
Peekskill, NY 10566
- 2 Beds
- 2.5 Baths
- 1,800 sqft
2 Beds
2.5 Baths
1,800 sqft
Local Information
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Description
Turnkey is an understatement! Just unpack your bags at this meticulously maintained townhouse located in Society Hill II in Peekskill. Laminate floors throughout the main level which boasts a large living room with sliding glass doors to your private deck, dining area, half bath and updated kitchen with stainless steel appliances & tiled backsplash. The 2nd level offers two large bedrooms both with their own bathrooms and new washer/dryer. Head downstairs to the large family room with sliding glass doors to the backyard. Society Hill II offers: a clubhouse, indoor pool, gym, racquetball court, basketball court, library and playground (which is RIGHT across this unit!) The complex is directly across the street from a large shopping center, and minutes to Metro-North Peekskill.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from November 16, 2024
Home Highlights
Parking
1 Parking Spaces
Outdoor
No Info
A/C
Heating & Cooling
HOA
$410/Monthly
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 21 Winchester Avenue
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Interior Details Basement: Finished,Full,Walk-Out AccessNumber of Rooms: 8 |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 1800 Square Feet |
Appliances & Utilities Utilities: Trash Collection PrivateAppliances: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Microwave, Refrigerator, Washer, Gas Water HeaterDishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air |
Windows, Doors, Floors & Walls Window: Blinds, Drapes, ScreensFlooring: CarpetCommon Walls: Center |
Levels, Entrance, & Accessibility Stories: 3Levels: Three Or MoreFloors: Carpet |
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Exterior Home Features Exterior: Mailbox |
Parking & Garage No CarportParking Spaces: 1Parking: Assigned,Unassigned |
Pool Pool: Community |
Frontage Responsible for Road Maintenance: Public Maintained Road |
Water & Sewer Sewer: Public Sewer |
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Year Built Year Built: 1988 |
Property Type / Style Property Type: ResidentialProperty Subtype: Condominium, Residential |
Building Construction Materials: BrickAttached To Another Structure |
Property Information Included in Sale: Air Filter System, Door Hardware, Flat Screen TV Bracket, Light Fixtures, Oven/RangeParcel Number: 12000230150000200000010204 |
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Price List Price: $425,000 |
Status Change & Dates Off Market Date: Tue Feb 21 2023 |
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MLS Status: Sold |
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Direction & Address City: PeekskillCommunity: Society Hill II |
School Information Jr High / Middle School: Peekskill Middle SchoolHigh School: Peekskill High SchoolHigh School District: Peekskill |
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Building Area Building Area: 1800 Square Feet |
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Community Features: Clubhouse, Park, PoolNot Senior Community |
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HOA Fee Includes: Common Area Maintenance, Maintenance Structure, Other, Snow Removal, Trash, WaterHOA Name: Westchester PropertyHOA Phone: 914-686-9500Has an HOAHOA Fee: $410/Monthly |
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Lot Area: 39 sqft |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: H6230126Attic: Pull Stairs, UnfinishedAttribution Contact: (914) 962-0007Showing Requirements: Occupied, Showing Service |
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HOA Amenities: Clubhouse,Park,Trash |
Last check for updates: about 22 hours ago
Listed by Louis Cardillo
Keller Williams Realty Partner, (914) 962-0007
Bought with: Joanne Clemente, (914) 260-6237, Christie's Int. Real Estate, (845) 512-5112
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6230126

Price History for 21 Winchester Avenue
| Date | Price | Event | Source |
|---|---|---|---|
| 05/10/2023 | $451,000 | Sold | OneKey® MLS as distributed by MLS GRID #H6230126 |
| 02/22/2023 | $425,000 | Pending | OneKey® MLS as distributed by MLS GRID #H6230126 |
| 02/08/2023 | $425,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #H6230126 |
| 09/20/2006 | $340,000 | Sold | N/A |
| 05/24/2004 | $260,000 | Sold | N/A |
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $355,263 |
Home facts updated by county records
Comparable Sales for 21 Winchester Avenue
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.01 | Condo | $510,000 | 04/08/26 | 2 | 2.5 | 1,800 | |
0.10 | Condo | $492,875 | 04/06/26 | 2 | 2.5 | 1,780 | |
0.02 | Condo | $455,000 | 02/03/26 | 2 | 2.5 | 1,200 | |
0.05 | Condo | $405,000 | 07/15/25 | 2 | 2 | 1,221 | |
0.07 | Condo | $427,000 | 12/08/25 | 2 | 2.5 | 1,600 | |
0.07 | Condo | $417,123 | 05/11/26 | 2 | 2 | 1,200 | |
0.04 | Condo | $372,000 | 12/04/25 | 2 | 2 | 1,200 | |
0.08 | Condo | $395,000 | 10/15/25 | 2 | 2.5 | 1,600 | |
0.12 | Condo | $425,000 | 03/09/26 | 2 | 2 | 1,100 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 21 Winchester Avenue.
What Locals Say about Peekskill
At least 316 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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Homes for sale near 21 Winchester Avenue
Off Market Homes Near 21 Winchester Avenue

Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information
Homes for rent near 21 Winchester Avenue
21 Winchester Avenue, Peekskill, NY 10566 is a 2 bedroom, 3 bathroom, 1,800 sqft condo built in 1988. This property is not currently available for sale. 21 Winchester Avenue was last sold on May 10, 2023 for $451,000 (6% higher than the asking price of $425,000). The current Trulia Estimate for 21 Winchester Avenue is $530,100.