$459,500
- 2 Beds
- 2.5 Baths
- 1,290 sqft
81 Winchester Avenue, Peekskill, NY 10566
Est. Refi. Payment $3,063/mo*
Refinance Your HomeCurrently Off Market - Sold Nov 27, 2024 for $418,000
Home Value
Trulia Estimate
$460KSince last month
Decreased$4K (-0.9%)Since last year
Increased$23K (+5.2%)Since last sale
Increased$43K (+10.4%)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 +74% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $461K |
| August 2026 | $460K |
| July 2026 | $466K |
| June 2026 | $461K |
| May 2026 | $456K |
| April 2026 | $456K |
| March 2026 | $456K |
| February 2026 | $445K |
| January 2026 | $450K |
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 | $417,123 | 05/11/26 | 2 | 2 | 1,200 | |
0.04 | Condo | $455,000 | 02/03/26 | 2 | 2.5 | 1,200 | |
0.02 | Condo | $372,000 | 01/21/26 | 2 | 2 | 1,200 | |
0.02 | Condo | $372,000 | 12/04/25 | 2 | 2 | 1,200 | |
0.09 | Condo | $425,000 | 03/09/26 | 2 | 2 | 1,100 | |
0.03 | Condo | $510,000 | 04/08/26 | 2 | 2.5 | 1,800 | |
0.09 | Condo | $366,000 | 12/29/25 | 2 | 2 | 1,100 | |
0.07 | Condo | $492,875 | 04/06/26 | 2 | 2.5 | 1,780 | |
0.10 | Condo | $340,000 | 09/19/25 | 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 |
|---|---|---|---|---|---|---|
0.02 | $398,400 | 2 | 2 | 1,200 | Off Market | |
0.00 | $484,100 | 2 | 2.5 | 1,295 | Off Market | |
0.01 | $450,000 | 2 | 2.5 | 1,400 | For Sale | |
0.02 | $402,300 | 2 | 2 | 1,205 | Off Market | |
0.02 | $415,000 | 2 | 2 | 1,200 | For Sale | |
0.02 | $372,000 | 2 | 2 | 1,200 | Recently Sold | |
0.03 | $510,000 | 2 | 2.5 | 1,800 | Recently Sold | |
0.03 | $398,200 | 2 | 2 | 1,100 | Off Market | |
0.03 | $461,000 | 2 | 2.5 | 1,300 | Off Market | |
0.03 | $505,300 | 3 | 2.5 | 1,600 | Off Market | |
0.04 | $440,900 | 2 | 2 | 1,221 | Off Market |
Local Information
-- mins to
Home Highlights
Condo
Built in 1988
1,290 sqft
$356/sqft
1 Parking Spaces
HOA $410/mo
About this House
Discover the perfect blend of modern comfort and tranquil living in this beautifully updated 2-bedroom, 2.5-bath corner unit located in the desirable Society Hills community of Peekskill. This home offers an exceptional opportunity for those seeking a stylish residence in a vibrant area, where convenience meets natural beauty. As you step inside, you are greeted by an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The spacious layout is perfect for entertaining friends or enjoying quiet evenings at home. Large windows flood the space with natural light, enhancing the warm, welcoming ambiance. The updated kitchen is a chef’s delight, featuring contemporary cabinetry, sleek countertops, and stainless-steel appliances. Whether you’re preparing a gourmet meal or enjoying a quick breakfast, this kitchen is both functional and stylish. The adjacent dining area is perfect for hosting dinner parties or family gatherings. Both bedrooms are generously sized, offering ample closet space and serene views. The primary suite includes an en-suite bath, providing a private retreat with modern fixtures and finishes. The second bedroom is versatile, ideal for guests, a home office, or a workout space. With 2.5 bathrooms, your guests will appreciate the convenience of a well-appointed powder room. One of the standout features of this corner unit is the private patio, providing an outdoor oasis where you can unwind, garden, or host summer barbecues. This space enhances your living experience, allowing you to enjoy the beauty of nature right at home. Society Hills is known for its well-maintained grounds and welcoming community atmosphere. Residents enjoy access to amenities such as a community pool, tennis courts, and walking paths, all within a short distance from your doorstep. This is more than just a place to live; it’s a lifestyle choice that encourages active, social living. Peekskill itself is a hidden gem in Westchester County. Nestled along the Hudson River, it boasts a rich history and a vibrant arts scene. Explore the charming downtown area, filled with boutiques, galleries, and an array of restaurants offering diverse culinary experiences. Whether you’re in the mood for casual dining or fine cuisine, you’ll find something to suit your taste. Outdoor enthusiasts will appreciate the proximity to numerous parks and recreational areas. The nearby Peekskill Riverfront Green offers stunning views of the Hudson River and a perfect spot for picnics, walking, or simply enjoying a sunset. The local parks provide trails for hiking and biking, making it easy to embrace an active lifestyle. Commuters will find convenience in Peekskill’s location, with easy access to major highways and a Metro-North train station that connects you to New York City in just over an hour. This makes it an ideal choice for professionals who want the tranquility of suburban life while remaining connected to the hustle and bustle of the city. What truly sets this unit apart is its thoughtful updates and meticulous care. It’s move-in ready, allowing you to settle in and start enjoying your new home immediately. The corner location offers additional privacy and natural light, making it feel even more spacious and inviting.
81 Winchester Avenue, Peekskill, NY 10566 is a 2 bedroom, 3 bathroom, 1,290 sqft condo built in 1988. It last sold for $418,000 on Nov 27, 2024 (4% below the $435,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $459,500, with a rent estimate of $3,634/month.
Last check for updates: about 16 hours ago
Listed by Kimberly Cacace, (914) 844-9282
Howard Hanna Rand Realty, (914) 328-0333
Bought with: Cecilia Feng, (914) 426-4316, BHHS River Towns Real Estate, (914) 739-5300
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6326244

Home Details for 81 Winchester Avenue
|
|---|
Interior Details Number of Rooms: 6 |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 1290 Square Feet |
Appliances & Utilities Utilities: See RemarksAppliances: Electric Water HeaterLaundry: Inside |
Heating & Cooling Heating: Electric,BaseboardHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric |
Windows, Doors, Floors & Walls Flooring: Hardwood, Carpet |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Hardwood, Carpet |
|
|---|
Exterior Home Features Patio / Porch: Patio |
Parking & Garage No CarportParking Spaces: 1Parking: Assigned |
Pool Pool: Community, In Ground |
Frontage Responsible for Road Maintenance: Private Maintained Road |
Water & Sewer Sewer: Public Sewer |
|
|---|
Cumulative Days on Market: 62 |
|
|---|
Year Built Year Built: 1988 |
Property Type / Style Property Type: ResidentialProperty Subtype: Condominium, Residential |
Building Construction Materials: Vinyl SidingAttached To Another Structure |
Property Information Condition: EstimatedParcel Number: 12000230150000200000010901 |
|
|---|
Price List Price: $435,900 |
Status Change & Dates Off Market Date: Mon Nov 11 2024 |
|
|---|
MLS Status: Sold |
|
|---|
Direction & Address City: PeekskillCommunity: Society Hill II |
School Information Jr High / Middle School: Peekskill Middle SchoolHigh School: Peekskill High SchoolHigh School District: Peekskill |
|
|---|
Building Area Building Area: 1290 Square Feet |
|
|---|
Community Features: PoolNot Senior Community |
|
|---|
HOA Fee Includes: Common Area Maintenance, Maintenance Structure, Snow Removal, Trash, WaterHOA Name: Westchester PropertyHOA Phone: 914-986-9500Has an HOAHOA Fee: $410/Monthly |
|
|---|
Lot Area: 436 sqft |
|
|---|
Listing Agreement Type: Exclusive Right To Sell |
|
|---|
Mls Number: H6326244Attic: Full, Pull Stairs, UnfinishedAttribution Contact: 914-328-0333Showing Advance Notice: 24Showing Requirements: Lockbox |
|
|---|
HOA Amenities: Park,Clubhouse,Fitness Center,Trash |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Nov 27, 2024 Source: OneKey® MLS as distributed by MLS GRID #H6326244 | Sold | $418,000 |
Nov 11, 2024 Source: OneKey® MLS as distributed by MLS GRID #H6326244 | Pending | $435,900 |
Sep 26, 2024 Source: OneKey® MLS as distributed by MLS GRID #H6326244 | Listed For Sale | $435,900 |
Dec 18, 2020 Source: OneKey® MLS as distributed by MLS GRID #H6077190 | Sold | $325,000 |
Oct 21, 2020 Source: Agent Provided | Pending | $329,000 |
Oct 14, 2020 Source: Agent Provided | Listed For Sale | $329,000 |
Aug 4, 2016 Source: OneKey® MLS as distributed by MLS GRID #H4610949 | Sold | $266,250 |
Jul 20, 2016 Source: Agent Provided | Pending | $277,000 |
Jul 20, 2016 Source: Agent Provided | Listed For Sale | $277,000 |
Jun 16, 2016 Source: Agent Provided | ListingRemoved | $277,000 |
May 31, 2016 Source: Agent Provided | Pending | $277,000 |
Mar 16, 2016 Source: Agent Provided | Listed For Sale | $277,000 |
Aug 29, 2014 Source: Agent Provided | ListingRemoved | $265,000 |
Aug 15, 2014 Source: Agent Provided | Listed For Sale | $265,000 |
Oct 20, 2008 Source: N/A | Sold | $290,000 |
May 12, 2008 Source: Agent Provided | ListingRemoved | $314,724 |
May 6, 2008 Source: Agent Provided | PriceChange | $314,724 Price decreased by 3% |
Feb 23, 2008 Source: Agent Provided | Listed For Sale | $324,724 |
Sep 26, 2002 Source: N/A | Sold | $220,000 |
Jan 8, 1999 Source: N/A | Sold | $85,000 |
Aug 14, 1998 Source: N/A | Sold | $110,700 |
| 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
—
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-11 01:04:17 PDT 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
Frequently asked questions about 81 Winchester Avenue
- What is 81 Winchester Avenue estimated to be worth?Trulia's estimated value for 81 Winchester Avenue in Peekskill, NY is $459,500.
- What is the price history for 81 Winchester Avenue?81 Winchester Avenue in Peekskill, NY last sold for $418,000 in November 2024.
- 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 81 Winchester Avenue have air conditioning?Yes, 81 Winchester Avenue in Peekskill, NY has air conditioning.
- Does 81 Winchester Avenue have a pool?Yes, 81 Winchester Avenue in Peekskill, NY has a pool.