Google street view image for 59 Winchester Ave Unit ., Peekskill, NY 10566

Off market jul 2012 for $161K

$400,344

Est. refi paymentEst. refi $1,243/mo

•

2.5 ba

•

1,254

sq ft

59 Winchester Ave Unit ., Peekskill, NY 10566

About this home

CondoProperty Type

1988Year Built

$319Est. Price/Sq.Ft.

1 spaceParking

Listing by • Houlihan Lawrence Inc.

Bought with • North Country Sotheby's International Realty

Redfin checked: over 7 days ago

•Source:HGMLS #3122697

Redfin Estimate

$400,344

$239K since sold in July 2012$3,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.9% lower than the average sale price ($487K) of 6 comparable homes.

SOLD OCT 21, 2026
$419,000
A
2 beds2 baths1,200 sq ft
9 Edinburgh Dr, Peekskill, NY 10566
Listing by Howard Hanna Rand Realty
SOLD SEP 15, 2026
$692,427
B
2 beds2.5 baths1,400 sq ft
114 Ridgeview Ln #114, Yorktown Heights, NY 10598
Listing by Howard Hanna Rand Realty
SOLD FEB 3, 2026
$455,000
C
2 beds2.5 baths1,200 sq ft
16 Winchester Ave, Peekskill, NY 10566
Listing by Coldwell Banker Realty
SOLD MAY 11, 2026
$417,123
D
2 beds2 baths1,200 sq ft
4 Nottingham Cir, Peekskill, NY 10566
Listing by Coldwell Banker Realty
SOLD JUN 24, 2026
$536,000
E
2 beds2.5 baths1,290 sq ft
85 Hemlock Cir, Peekskill, NY 10566
Listing by Coldwell Banker Realty
SOLD FEB 17, 2026
$405,000
F
2 beds2.5 baths1,200 sq ft
1 Juniper Ct, Peekskill, NY 10566
Listing by Howard Hanna Rand Realty

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Sell

$289,280

Est. take-home

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Est. cash available

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Rent

$2,433/mo

Redfin rental estimate

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Market trends in 10566, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

102.3%

0.6% MoM

Median sale price

$520K

$40K MoM

Avg. days on market

31d

5 days MoM

Recently sold homes

12 MoM

New listings for sale

OPEN SAT, 1PM TO 3PM
$495,000
3 beds1 bath1,634 sq ft
306 N James St, Peekskill, NY 10566
Listing by Keller Williams Realty Partner
$530,000
2 beds1.5 baths1,750 sq ft
9 Hemlock Cir, Peekskill, NY 10566
Listing by Locqube New York, Inc.
$124,900
1 bed1 bath770 sq ft
1840 Crompond Rd Unit 8A8, Peekskill, NY 10566
Listing by William Raveis Real Estate
$155,000
1 bed1 bath750 sq ft
1879 Crompond Rd Unit E14, Peekskill, NY 10566
Listing by Keller Williams Realty Partner
$499,000
3 beds1 bath1,200 sq ft
1010 Hudson Ave, Peekskill, NY 10566
Listing by Coldwell Banker Realty
$449,000
2 beds2.5 baths1,300 sq ft
107 Hemlock Cir, Peekskill, NY 10566
Listing by Marc Jason
$675,000
3 beds3.5 baths2,714 sq ft
315 Viewpoint Ter, Peekskill, NY 10566
Listing by Coldwell Banker Realty
$395,000
2 beds1 bath800 sq ft
2 Cayuga Dr, Peekskill, NY 10566
Listing by Compass Greater NY, LLC
$1,100,000
3 beds1 bath2,759 sq ft
1130 Orchard St, Peekskill, NY 10566
Listing by Gary Sanguino
$150,000
1 bed1 bath750 sq ft
1879 Crompond Rd Unit AA, Peekskill, NY 10566
Listing by Houlihan Lawrence Inc.
See all

Provided by Redfin

Sale history for 59 Winchester Ave Unit .

Date

Event

Price

HGMLS #3122697

Mar 15, 2014

Price Changed

$161,500

$129/sq ft

Jul 31, 2012

Sold

$161,500

$129/sq ft

Jul 11, 2012

Delisted

—

Jun 5, 2012

Contingent

—

Jun 5, 2012

Relisted

—

Jun 5, 2012

Price Changed

$170,000

$136/sq ft

May 31, 2012

Delisted

—

Mar 12, 2012

Contingent

—

Jan 4, 2012

Relisted

—

Jan 1, 2012

Delisted

—

Dec 21, 2011

Price Changed

$170,000

$136/sq ft

Nov 22, 2011

Price Changed

$180,000

$144/sq ft

Nov 10, 2011

Price Changed

$190,000

$152/sq ft

Sep 7, 2011

Price Changed

$205,000

$163/sq ft

Jul 13, 2011

Listed

$210,000

$167/sq ft

Public Records

Aug 9, 2012

Sold

$161,500

$129/sq ft

HGMLS #3022813

Feb 20, 2011

Contingent

—

Public Records

Dec 4, 2006

Sold

$326,480

$260/sq ft

Public Records

Sep 3, 2002

Sold

$221,000

$176/sq ft

Public Records

Jun 13, 2000

Sold

$176,000

$140/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$7,453 (+0.9%)

$1,500 + $4,413

$5,913

2025

$7,384 (+1.4%)

$1,500 + $4,413

$5,913

2024

$7,282 (+1.5%)

$1,500 + $4,413

$5,913

2023

$7,173 (+1.1%)

$1,500 + $4,413

$5,913

2022

$7,095 (+2.1%)

$1,500 + $4,413

$5,913

2021

$6,947 (+2.0%)

$1,500 + $4,413

$5,913

2020

$6,813 (+3.6%)

$1,500 + $4,413

$5,913

2019

$6,576

$1,500 + $4,413

$5,913

2018

$1,500 + $4,413

$5,913

2017

$1,500 + $4,413

$5,913

2016

$1,500 + $4,413

$5,913

2014

$1,500 + $4,413

$5,913

2013

$1,500 + $4,413

$5,913

2012

$1,500 + $4,413

$5,913

2011

$1,500 + $4,413

$5,913

2010

$1,500 + $5,070

$6,570

2009

$1,500 + $5,070

$6,570

2008

$1,500 + $5,070

$6,570

Tax history for 59 Winchester Ave Unit .

Year

Property tax

Land + Additions

Assessment*

2026

$7,453 (+0.9%)

$1,500 + $4,413

$5,913

2025

$7,384 (+1.4%)

$1,500 + $4,413

$5,913

2024

$7,282 (+1.5%)

$1,500 + $4,413

$5,913

2023

$7,173 (+1.1%)

$1,500 + $4,413

$5,913

2022

$7,095 (+2.1%)

$1,500 + $4,413

$5,913

2021

$6,947 (+2.0%)

$1,500 + $4,413

$5,913

2020

$6,813 (+3.6%)

$1,500 + $4,413

$5,913

2019

$6,576

$1,500 + $4,413

$5,913

2018

$1,500 + $4,413

$5,913

2017

$1,500 + $4,413

$5,913

2016

$1,500 + $4,413

$5,913

2014

$1,500 + $4,413

$5,913

2013

$1,500 + $4,413

$5,913

2012

$1,500 + $4,413

$5,913

2011

$1,500 + $4,413

$5,913

2010

$1,500 + $5,070

$6,570

2009

$1,500 + $5,070

$6,570

2008

$1,500 + $5,070

$6,570

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Condo/Co-op

County

Westchester County

APN

551200R02301500020010000506

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

Property details

Parking

Parking Information
Assigned, Unassigned

Interior

Bathroom Information
# of Baths (Full): 2
# of Baths (1/2): 1

Interior Features
Attic: Storage

Cooling & Heating
A/C: Central
Heating: Hot Air

Room Information
# of Finished Rooms (Total): 5

Room 1 Information
Room Level: 1
Room Description: Enty Hall, Eat-in-Kitchen, Dining Room/ Living Rm w/slider to Patio w/storage, Powder Room

Room 2 Information
Room Level: 2
Room Description: Master Bedroom/Bath,Bedroom/Bath,laundry

Exterior

Building Information
Levels in Complex: 2
Vinyl

Property Information
Management: Exclusive Management
Management Phone: (914) 739-5105
Floor Number: 1
Property Sub-Type: Attached
Amenities: Close to Bus, Close to Railroad, Close to Shops, Clubhouse, Eat-In Kitchen, Exercise Room, In-Ground Pool, Master Bath, Patio, Powder Room, Security System
Pet Restrictions: No Restrictions
Included: Dishwasher, Dryer, Microwave, Wall to Wall Carpet, Washer

Lot Information
Sq. Ft. (Total): 1,254

Financial

Tax Information
Tax Year: 2009
Other (See Remarks)
Tax Amount: $5,981

Lease Information
Renting Allowed: Yes

Utilities

Utility Information
Heating Fuel: Natural Gas

Location

HOA Information
Monthly HOA Fee: $333

School Information
School District: Peekskill
Elementary School: Peekskill
Junior Middle High School: Peekskill
High School: Peekskill

Location Information
Complex Name: Society Hill II
Village: None
City: Peekskill
County/Parish: Westchester County
Post Office: Peekskill

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Condo/Co-op
Year Built: —
Year Renovated: —
County: Westchester County
APN: 551200R02301500020010000506

Home facts updated by county records on Sep 25, 2026

Around this home

Schools

K - 12
Preschool & daycare

Hillcrest School

Public 3-5 • Assigned • 0.8mi

6/10

Peekskill Middle School

Public 6-8 • Assigned • 1.8mi

3/10

Peekskill High School

Public 9-12 • Assigned • 1.4mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Peekskill, NY • 10566

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$381,000 – $461,000

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Home values near 59 Winchester Ave Unit .

Data from public records.

Address	Redfin Estimate
61 Winchester Avenue, Peekskill, NY 3 Beds \| 2.5 Baths \| 1334 Sq. Ft.	$401,244
14 Winchester Avenue, Peekskill, NY 2 Beds \| 2.5 Baths \| 1147 Sq. Ft.	$416,856
63 Winchester Avenue #5-H, Peekskill, NY 3 Beds \| 2.5 Baths \| 1293 Sq. Ft.	$559,808
26 Edinburgh Drive, Peekskill, NY 2 Beds \| 2 Baths \| 1200 Sq. Ft.	—
30 Edinburgh Drive, Peekskill, NY 2 Beds \| 2 Baths \| 1100 Sq. Ft.	$399,466

Address	Redfin Estimate
57 Winchester Avenue, Peekskill, NY 2 Beds \| 2.5 Baths \| 1200 Sq. Ft.	$391,013
16 Winchester Avenue, Peekskill, NY 2 Beds \| 2.5 Baths \| 1200 Sq. Ft.	$465,095
179 Benefield Boulevard, Peekskill, NY 4 Beds \| 2.5 Baths \| 2240 Sq. Ft.	$680,062
31 Edinburgh Drive, Peekskill, NY 2 Beds \| 2 Baths \| 1200 Sq. Ft.	$406,083

Address	Redfin Estimate
49 Winchester Avenue, Peekskill, NY 2 Beds \| 2.5 Baths \| 1147 Sq. Ft.	$440,030
47 Winchester Avenue #47, Peekskill, NY 3 Beds \| 2.5 Baths \| 1400 Sq. Ft.	$456,799
24 Nottingham Circle, Peekskill, NY 2 Beds \| 2 Baths \| 1100 Sq. Ft.	$404,797
30 Edinburgh Drive #30, Peekskill, NY 2 Beds \| 2 Baths \| 1100 Sq. Ft.	$388,858

Property information provided by HGMLS when last listed in 2011. This data may not match . Learn more.

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