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$599,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1,316 Sq. Ft.
  • 2 Car Garage
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A beautifully cared-for 1929 Colonial with the sweetest feel, 16 Sherwood blends timeless character, warmth, and everyday ease. This darling home offers original charm, with beautiful wood floors, restored original interior doors with glass knobs, and thoughtful details throughout. A welcoming vestibule opens to a spacious living room anchored by a wood-burning fireplace with built-ins on either side. A French door leads to a wonderful three-season enclosed porch, extending the living space and creating the perfect spot for morning coffee, reading, or relaxed evenings. The formal dining room offers a classic setting for gathering, while the vintage charming kitchen has been meticulously maintained and includes a dishwasher, gas cooking, and easy access to the composite deck and lower level. Upstairs are three comfortable bedrooms and a nicely sized full bath. The lower level offers laundry, storage, and flexible space. Additional highlights include ductless AC, gas heat, a private driveway, detached two-car garage, low-maintenance deck, a welcoming front walkway, and beautifully established plantings that frame both the front and rear of the property. Set on a level property in one of Ossining's lovely neighborhoods, close to parks, schools, shops, restaurants, the Hudson River, village conveniences, and under two miles to Metro-North. Classic, comfortable, and truly special.

Full Property Details for 16 Sherwood Ave

General

  • Price: $599,000
  • Taxes: $13,548
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1010005
  • Updated: 6/25/2026
  • Added to Site: 34 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Built-in Features, Entrance Foyer, Formal Dining, Natural Woodwork, Original Details, Walk Through Kitchen
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Dryer, Gas Cooktop, Gas Oven, Refrigerator, Washer
  • Laundry Facilities: Yes
  • Flooring: Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Basement

Exterior

  • Exterior Features: Garden
  • Porch/Patio/Deck: Deck, Patio, Porch, Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Detached, Driveway, Garage

Location

  • County: Westchester County

School Information

  • High School District: Ossining
  • Elementary School: Brookside
  • Middle School: Anne M Dorner Middle School
  • High School: Ossining High School

Heating & Cooling

  • Cooling Type: Ductless
  • Heating Type: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Aluminum Siding
  • Basement: Yes
  • Basement Desc.: Full Basement, Unfinished
  • Building Size: 1316
  • Square Feet: 1,316
  • Year Built: 1929

Additional Structures

  • Other Structures: Garage(s)

Lot Features

  • Lot Size (Acres): 0.1605
  • Lot Size (Sq. Ft.): 6,992
  • Road Maintenance: Public Maintained Road
  • Lot Features: Back Yard, Front Yard, Level

Financial Considerations

  • Taxes Include: Trash
  • Tax Amount: $13,548

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 4203-089-016-00000-000-0021-000-0-3

Listed by Compass Greater NY, LLC

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Listing agent

— 16 Sherwood Ave —

  • Compass Greater NY, LLC

914-238-0676

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 16 Sherwood Ave

School District:Ossining Union Free School District
NameGradesDistance
Claremont School
2 Claremont Road, Ossining, NY 10562
3-50.5 mi
Park School
22 Edward Street, Ossining, NY 10562
PK-K1.1 mi
Brookside School
Pinesbridge Road, Ossining, NY 10562
1-21.4 mi
Anne M Dorner Middle School
Van Cortlandt Avenue, Ossining, NY 10562
6-80.5 mi
Ossining High School
29 South Highland Avenue, Ossining, NY 10562
9-120.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 16 Sherwood Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/10/2026
Listed
$599,000
41.94%
MLS
5/19/2008
Sold
$422,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 16 Sherwood Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,658
100%
$439,900
8%
2024
100%
$406,100
6%
2020
100%
$382,600
9%
2020
100%
$351,200
12%
2020
-100%
$313,600
-5%
2020
$13,891
21%
$330,000
1%
2018
$11,497
60%
$327,200
2%
2017
$7,176
-93%
$320,900
2%
2017
$109,309
1185%
$314,600
1998%
2016
$8,507
-1%
$14,995
—
2015
$8,595
-19%
$14,995
—
2013
$10,560
—
$14,995
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 16 Sherwood Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Compass Greater NY, LLC

16 Sherwood Avenue, Ossining, NY 10562 (MLS# 1010005) is a Single Family property with 3 bedrooms and 1 full bathroom. 16 Sherwood Avenue is currently listed for $599,000 and was received on June 10, 2026. Want to learn more about 16 Sherwood Avenue? Do you have questions about finding other Single Family real estate for sale in Ossining? You can browse all Ossining real estate or contact a Coldwell Banker agent to request more information.

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