205 Pinesbridge Rd, Ossining, NY 10562
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Property image
OFF MARKET

205 Pinesbridge Rd
Ossining, NY 10562

  • 5 Beds
  • 2.5 Baths
  • 3,724 sqft (on 3.03 acres)

$1,364,800

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $8,641/mo*
Refinance Your Home

$1,364,800

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $8,641/mo*
Refinance Your Home
5 Beds
2.5 Baths
3,724 sqft
(on 3.03 acres)

Local Information

  • Map ViewExplore the area around 205 Pinesbridge Rd.
  • Schools1 Preschool School4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

A peaceful and private lifestyle can be yours in this builder's own solidly built, meticulously clean and well maintained Colonial. This home includes sun filled rooms, blue sky views, and expansive land with room for a pool & garden yet minutes to highways & shopping. The convenient location is within walking distance to nature trails & near community lake for, swimming, relaxing on the beach or enjoying small-boat fun all summer. Favorite features of this impressive home include a 2-story foyer, open flowing floorplan, hardwood floors, 2 fireplaces, a second floor bonus room (that would make a wonderful work space or 5th bedroom) tremendous storage, driveway & garage parking, plus an oversized rear patio where hummingbirds and butterflies abound. Within the town of New Castle, Chappaqua's Metro North Railway opportunities are included. This offering is a sanctuary for those seeking more "at home" living any time of the year. Zoom walk-throughs are available upon request. Convenient and private location with large yard and patio. The builder is available and happy to share his knowledge about the home. The 5 bedroom septic system is located in the front year and therefore it may be possible to build a swimming pool in the large rear yard. There is plenty of lawn for activities in both the front and rear yards. The generous patio is great for entertaining friends and family with room for grills. Walk into the kitchen from the patio. Additionally there is a breeze way between the kitchen and the garage. This is a convenient area to use as a pantry. Or, add a rear stairwell to the second floor. The Attic is huge storage where you can stand. It also has natural sunlight. The lower level basement is also generous in size with high ceilings. The garage too has high ceilings. There isa ton of storage space here. The driveway has multi car parking capacity. Please contact Dana Bieff for additional information or to schedule an appointment. 914.912.6004
205 Pinesbridge Rd, Ossining, NY 10562 is a 5 bedroom, 3 bathroom, 3,724 sqft single-family home built in 2007. It last sold for $910,000 on Apr 29, 2021. It is currently off market. The Trulia Estimate is $1,364,800, with a rent estimate of $6,753/month.

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 205 Pinesbridge Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Interior Details
Number of Rooms: 9Types of Rooms: Dining Room, Master Bath
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other
Pool
Pool
Parking & Garage
GarageParking: Garage Attached, Garage Detached

Property Information

Year Built
Year Built: 2007
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.03 acres

Price History for 205 Pinesbridge Rd

DatePriceEventSource
04/29/2021$910,000Sold
OneKey® MLS as distributed by MLS GRID #H6012595
03/08/2021$939,000PendingOneKey® MLS as distributed by MLS GRID #H6012595
02/19/2020$939,000Listed For SaleAgent Provided
03/21/2016$1,195,000ListingRemovedAgent Provided
01/06/2016$1,195,000PendingAgent Provided
08/12/2015$1,195,000PriceChange
Agent Provided
06/12/2015$1,295,000PriceChange
Agent Provided
05/06/2015$1,345,000Listed For SaleAgent Provided
06/01/2011$829,900ListingRemovedAgent Provided
03/29/2011$829,900PriceChange
Agent Provided
03/14/2011$839,000PriceChange
Agent Provided
03/03/2011$849,000Listed For SaleAgent Provided
12/03/2010$849,000ListingRemovedAgent Provided
11/05/2010$849,000PriceChange
Agent Provided
10/24/2010$869,000PriceChange
Agent Provided
09/19/2010$899,000PriceChange
Agent Provided
06/07/2010$949,000PriceChange
Agent Provided
04/10/2010$998,000PriceChange
Agent Provided
01/30/2010$1,039,000Listed For SaleAgent Provided
12/22/2009$989,000ListingRemovedAgent Provided
11/27/2009$989,000PriceChange
Agent Provided
05/22/2009$999,999PriceChange
Agent Provided
05/16/2009$1,059,000Listed For SaleAgent Provided
03/20/2007$400,000Sold
N/A

Market trends in Ossining

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
4MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$160,400
Home facts updated by county records

Comparable Sales for 205 Pinesbridge Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
196 Pinesbridge Road, Ossining, NY
0.13
Single-Family Home
$999,000
07/16/25
4
4
2,700
18 Adams Road, Ossining, NY
0.30
Single-Family Home
$816,000
04/22/26
3
2
1,658
83 McDonald Road, Ossining, NY
0.77
Single-Family Home
$1,075,000
10/15/25
5
3
3,972
6 Ichabod Lane, Ossining, NY
0.48
Single-Family Home
$875,000
03/09/26
3
2.5
2,030
9 Possum Road, Ossining, NY
0.37
Single-Family Home
$721,000
02/27/26
3
2
1,528
16 Gregory Lane, Millwood, NY
0.58
Single-Family Home
$1,200,000
07/31/25
4
2.5
2,251
51 Hidden Hollow Lane, Millwood, NY
0.55
Single-Family Home
$1,325,000
08/07/25
4
2.5
2,665
20 Pamela Place, Millwood, NY
0.65
Single-Family Home
$1,436,000
12/05/25
4
2.5
3,103
81 Hidden Hollow Lane, Millwood, NY
0.61
Single-Family Home
$1,040,000
11/25/25
4
2.5
2,368
90 Shingle House Road, Millwood, NY
0.67
Single-Family Home
$850,000
09/12/25
4
3
2,318

Nearby homes

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Assigned Schools

These are the assigned schools for 205 Pinesbridge Rd.
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 372 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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

14 pet-friendly rentals in Ossining, NY

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Homes for sale near 205 Pinesbridge Rd

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Off Market Homes Near 205 Pinesbridge Rd

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