27 Winchester Ave
Peekskill, NY 10566
- 2 Beds
- 3 Baths
- 1,900 sqft
2 Beds
3 Baths
1,900 sqft
Local Information
© Google
-- mins to
Description
Updated 3 level unit in Society Hill II. 1st floor: powder room, eat-in kitchen, counter-tops, stove, microwave, dishwasher and title floors. Kitchen has a pass-through to dining area/living room w/hardwood floors, sliding glass doors lead to balcony. 2nd floor: 2 bedrooms both w/ renovated full baths. Entire 2nd floor has hardwood floors. washer and gas dryer conveniently located on the 2nd floor. Lower level: half bathroom, den/ office/ workout room and family room with sliding glass doors to the patio. 5 min walk to Beach Shopping Center. 2 min walk to the clubhouse, enjoy community amenities including resort-style indoor pool with lovely sundeck, racquetball, exercise room, basketball, meeting rooms with kitchen, and a full schedule of classes. One assigned parking space; plenty of guest parking.
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.
Home Highlights
Parking
None
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 27 Winchester Ave
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Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Interior Details Number of Rooms: 6 |
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher |
Levels, Entrance, & Accessibility Floors: Hardwood |
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Exterior Home Features Roof: OtherExterior: Brick |
Parking & Garage Parking: None |
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Year Built Year Built: 1988 |
Property Type / Style Property Type: ApartmentArchitecture: Other |
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Units in Building: 1 |
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Lot Area: 435 sqft |
Price History for 27 Winchester Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 06/12/2022 | ListingRemoved | BHHS broker feed | |
| 06/09/2022 | $3,000 | Listed For Rent | BHHS broker feed #H6186695 |
| 05/29/2022 | ListingRemoved | BHHS broker feed | |
| 05/21/2022 | $3,000 | Listed For Rent | BHHS broker feed #H6186695 |
| 08/27/2017 | $2,500 | ListingRemoved | Agent Provided |
| 08/16/2017 | $2,500 | Listed For Rent | Agent Provided |
| 08/10/2016 | $2,375 | ListingRemoved | Agent Provided |
| 04/22/2016 | $2,500 | ListingRemoved | Agent Provided |
| 02/14/2015 | $2,350 | ListingRemoved | Agent Provided |
| 02/14/2015 | $2,350 | Pending | Agent Provided |
| 02/07/2015 | $2,350 | PriceChange | Agent Provided |
| 01/29/2015 | $2,450 | PriceChange | Agent Provided |
| 01/10/2015 | $2,500 | Listed For Rent | Agent Provided |
| 12/13/2011 | $175,000 | Sold | N/A |
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $321,711 |
Home facts updated by county records
Comparable Sales for 27 Winchester Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Apartment | $340,000 | 10/08/25 | 2 | 2 | 1,100 | |
1.18 | Apartment | $595,000 | 12/24/25 | 2 | 2.5 | 1,300 | |
0.87 | Apartment | $700,000 | 09/23/25 | 1 | 1 | 700 | |
0.87 | Apartment | $240,000 | 10/09/25 | 1 | 1 | - | |
0.05 | Apartment | $405,000 | 07/24/25 | - | - | ||
1.08 | Apartment | $216,900 | 07/07/25 | 1 | 1 | - | |
0.80 | Apartment | $210,000 | 11/03/25 | 1 | 1 | - | |
0.80 | Apartment | $175,000 | 10/14/25 | - | - | ||
0.80 | Apartment | $170,000 | 08/21/25 | - | - | ||
0.79 | Apartment | $200,000 | 10/01/25 | - | - |
Home facts updated by county records
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 27 Winchester Ave.
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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27 Winchester Ave, Peekskill, NY 10566 is a 2 bedroom, 3 bathroom, 1,900 sqft apartment built in 1988. This property is not currently available for sale. 27 Winchester Ave was last sold on Dec 13, 2011 for $175,000.

