166 Pinesbridge Road, Ossining, NY 10562
OFF MARKET

166 Pinesbridge Road
Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 1,598 sqft (on 0.97 acres)

$942,700

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $6,030/mo*
Refinance Your Home

$942,700

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $6,030/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,598 sqft
(on 0.97 acres)

Local Information

  • Map ViewExplore the area around 166 Pinesbridge Road.
  • Schools1 Preschool School4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1961
Lot Size
0.97 acres
Living Area
1,598 sqft
Price/Sqft
$590
Parking
Garage

About this House

This charming Colonial is set on nearly an acre of beautiful, private, and partially wooded grounds in a serene setting. The home offers numerous updates, including a kitchen with stainless steel appliances, ample cabinetry, quartz countertops, and an open layout that flows into a formal dining room. Sliding doors lead to a large flagstone patio, perfect for outdoor entertaining. The living room exudes warmth with a wood-burning brick fireplace, a picturesque wall of built-ins, and classic crown moldings. A powder room is conveniently located on the first floor. Upstairs, the spacious primary bedroom features an updated en-suite bathroom. Two additional generously sized bedrooms and a renovated hall bath complete the upper level. Wood floors throughout the first and second floors add to the home's timeless appeal. The basement offers a cozy rec room, laundry room, and access to a one-car attached garage. A newer detached two-car garage sits behind a long driveway, providing ample storage and parking. Recent updates include central AC, a new boiler, and a hot water heater, ensuring peace of mind. Despite its private, peaceful setting, this home is conveniently located just one block from the Taconic Parkway, one exit from DeCicco's Market, and a short drive to the Chappaqua Train Station and Recreation Center. This property offers the perfect blend of tranquility and accessibility, all less than an hour from NYC. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,2 Car Detached,
166 Pinesbridge Road, Ossining, NY 10562 is a 3 bedroom, 3 bathroom, 1,598 sqft single-family home built in 1961. It last sold for $820,000 on Nov 6, 2024 (9% above the $749,000 asking price). It is currently off market. The Trulia Estimate is $942,700, with a rent estimate of $5,220/month.

Home Details for 166 Pinesbridge Road

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1598 Square Feet
Appliances & Utilities
Utilities: Trash Collection PrivateAppliances: Stainless Steel Appliance(s), Tankless Water Heater, Dishwasher, Dryer, Microwave, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Oil,BaseboardHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: BlindsFlooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: PatioVegetation: Partially WoodedExterior: Mailbox
Parking & Garage
No CarportGarageParking Spaces: 3Parking: Attached,Detached,Garage Door Opener
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Not Attached Property
Property Information
Condition: ActualIncluded in Sale: Light Fixtures, Oven/RangeParcel Number: 3600080015000010000011

Price & Status

Price
List Price: $749,000
Status Change & Dates
Off Market Date: Sat Sep 21 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Ossining
School Information
Jr High / Middle School: Anne M Dorner Middle SchoolHigh School: Ossining High SchoolHigh School District: Ossining

Building

Building Area
Building Area: 1598 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.97 acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6325505Attic: FullAttribution Contact: 914 7627200Showing Requirements: Lockbox
Last check for updates: about 2 hours ago
Listed by Valerie Cascione, (914) 424-6903
Houlihan Lawrence Inc., (914) 762-7200
Bought with: Sasha Nosworthy, (646) 938-9749, Howard Hanna Rand Realty, (914) 328-0333
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6325505

Price History for 166 Pinesbridge Road

DatePriceEventSource
11/06/2024$820,000Sold
OneKey® MLS as distributed by MLS GRID #H6325505
09/21/2024$749,000PendingOneKey® MLS as distributed by MLS GRID #H6325505
09/03/2024$749,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6325505
06/26/2017$532,000Sold
OneKey® MLS as distributed by MLS GRID #H4708580
04/02/2017$519,000PendingAgent Provided
03/08/2017$519,000Listed For SaleAgent Provided
06/25/2014$310,000Sold
OneKey® MLS as distributed by MLS GRID #H4405343

Market trends in Ossining

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
60
9MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$100,000
Home facts updated by county records

Comparable Sales for 166 Pinesbridge Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Ichabod Lane, Ossining, NY
0.09
Single-Family Home
$875,000
03/09/26
3
2.5
2,030
9 Possum Road, Ossining, NY
0.66
Single-Family Home
$721,000
02/27/26
3
2
1,528
18 Adams Road, Ossining, NY
0.68
Single-Family Home
$816,000
04/22/26
3
2
1,658
20 Highview Road, Ossining, NY
0.81
Single-Family Home
$845,000
06/26/26
3
2
1,672
83 Inningwood Road, Millwood, NY
0.69
Single-Family Home
$1,090,000
10/15/25
4
2
1,874
403 Saw Mill River Road, Millwood, NY
0.79
Single-Family Home
$737,500
09/15/25
3
2
1,644
90 Shingle House Road, Millwood, NY
0.67
Single-Family Home
$850,000
09/12/25
4
3
2,318
58 Hidden Hollow Lane, Millwood, NY
0.82
Single-Family Home
$1,225,047
03/04/26
3
2.5
2,144
448 Saw Mill River Road, Millwood, NY
0.91
Single-Family Home
$709,000
11/19/25
3
2
1,500
400 Saw Mill River Road, Millwood, NY
0.83
Single-Family Home
$770,200
09/10/25
3
2
1,687

Nearby homes

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Assigned Schools

These are the assigned schools for 166 Pinesbridge Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Ossining

At least 374 Trulia users voted on each feature.

  • 83 % Say it's dog friendly

  • 75 % Say car is needed

  • 75 % Say there's holiday spirit

  • 71 % Say there are sidewalks

  • 69 % Say yards are well-kept

  • 69 % Say people would walk alone at night

  • 66 % Say streets are well-lit

  • 66 % Say parking is easy

  • 65 % Say it's walkable to grocery stores

  • 64 % Say it's walkable to restaurants

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say kids play outside

  • 60 % Say it's quiet

  • 53 % Say neighbors are friendly

  • 50 % Say there's wildlife

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Patricia Carrion
    "I never had any pets and the neighborhood residents are cordial to others. No one has given me any problems "
    0
    Flag
  • Katie Scarlett Ninivaggi
    "Concerts are offered in the summer, and the weekend farmer’s market is reliable in the warmer months. "
    0
    Flag
  • Katie
    "People are generally very kind and neighborly. There are many town events and small businesses that make an effort to cultivate community. "
    0
    Flag
  • Stetson Hundgen
    "Best Rivertown to be in. Fantastic diverse community full of great people. Best view on the Hudson. Close to so many great hikes and the city. "
    0
    Flag
  • Justin Lawrence
    "This neighborhood is wonderful. The people look out for one another and it’s safe. Been here for over nine years."
    0
    Flag
  • Brookelynn R.
    "I don't like the green color in the kitchen. For this wall it has to be one color how about cracked pepper or a darker hue. "
    0
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  • Marco Barros
    "It’s a quiet town and our family and friends have been walking late at night around town and the feel safe "
    0
    Flag
  • Afay69
    "All historical towns in Hudson valley are beautiful and unique and town of Ossining are bee one of them."
    0
    Flag
  • SEONGUK LIM
    "The roads are bad with potholes, and the school district is not good. North Ossining can be somewhat unsafe."
    0
    Flag
  • Milton Sandoval
    "I’ve lived in this neighborhood for more than 20 years. Since 2003, I attended AMD and OHS best town."
    6
    Flag
  • Gustavo D. L. P.
    "Plenty of space for having fun with a dog. Walking distance to parks. Little dogs have to be careful of coyotes and foxes. "
    13
    Flag
  • Edit
    "Many families, great parks, close to Hudson and other recreational areas, park school is great. Mostly Latino population; nice people in general. Stores are close and well stock, if you don’t want to leave the town you can find pretty much everything here."
    18
    Flag
  • Lupe G.
    "forest Of fears, river front summer Friday nights, tree lighting, trick-or-treat, culrural festivals, 4th of July fire works, summer street fair. learn and explore weekend sessions. library movie nights. "
    10
    Flag
  • Stetson H.
    "The Ossining Farmers market is one of the best in Westchester. There are several community events throughout the year down by the waterfront. "
    3
    Flag
  • Maramaidhah
    "It is safe and it is full of lights I love it so much. I also like the neighborhood that is around me."
    2
    Flag
  • Jmarques525
    "A lot of activities for kids through the town programs. These is a big sence of community here with diversity. "
    3
    Flag
  • Marco D.
    "I lived in this neighborhood for three years and it’s been lovely. The area is changing and a lot of new upgrades coming to the community. "
    2
    Flag
  • Dave B.
    "Very diverse, right by the water, very close to the train station and an easy ride to NYC. Good food and good people so you can’t go wrong. "
    2
    Flag
  • Dave B.
    "Historical feel, big town but small town feeling, train station right on the water and very quick train ride into NYC "
    0
    Flag
  • Savannah M.
    "It’s a very friendly community without a lot of crowds. It feels very small town and that’s very nice. "
    0
    Flag
  • Veronica A. C.
    "It is a great school district and a nice Town to enjoy in parks, lot of restaurants and a very nice library "
    1
    Flag
  • Daniela .
    "I don’t own a dog, but my neighbor is pet friendly and very clean. All dogs get alone well and owners clean very nicely afterwards. Happy place for everyone. "
    0
    Flag
  • Edisonlatin32
    "It’s nice live here it’s quiet no loud music no noises no drogs I love this town but I don’t like the traffic and the police and the taxi drivers "
    1
    Flag
  • Jessica P.
    "Safe. School districts the best in education. Ossining has a big library for kids to study. Open door clinics in ossining and along other close hospital like Phelps "
    2
    Flag
  • Mvportilla
    "Nice town to have family, great schools with very good and humanity teachers. So many parks for kids, beautifull Hudson River view ."
    3
    Flag
  • Vera G.
    "It’s quiet, rural and the neighbors are nice. There is tons of wildlife including birds and deer. It is serene and beautiful."
    0
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  • Stacie A.
    "I’ve lived here for 2 years. It’s quite. Nice neighborhood for people with children. I love the waterfront and seeing people walking their dogs "
    0
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  • Vera G.
    "My neighborhood is quiet and the rural part of town, but within 2 -4 miles of everything. There is plenty of open space"
    5
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  • Gk4sk
    "It is a very nice place to raise family. It has an easy commute to New York City. Also has lot of parks and play grounds. "
    1
    Flag
  • Gk4sk
    "Ossining has nice school district, large numbers of parks and playgrounds and easy commute to NewYork city."
    1
    Flag

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Explore by feature - Pet Friendly

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Homes for sale near 166 Pinesbridge Road

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Off Market Homes Near 166 Pinesbridge Road

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Based on information submitted to the MLS GRID as of 2026-07-30 22:23:00 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