20 Highview Road, Ossining, NY 10562
SOLD
JUN 26, 2026

20 Highview Road
Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,672 sqft (on 1.09 acres)

$845,000

Last Sold: Jun 26, 2026
15% over list $735K
$505/sqft
Est. Refi. Payment $5,436/mo*
Refinance Your Home

$845,000

Last Sold: Jun 26, 2026
15% over list $735K
$505/sqft
Est. Refi. Payment $5,436/mo*
Refinance Your Home
3 Beds
2 Baths
1,672 sqft
(on 1.09 acres)

Home Value

Trulia Estimate
$852K
Since last month
Increased$7K (+0.9%)
Since last year
Increased$53K (+6.6%)
Since last sale
Increased$8K (+1%)
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 +59% in the last 10 years
MonthEstimated value
2026
August 2026$853K
July 2026$852K
June 2026$846K
April 2026$795K
March 2026$811K
February 2026$792K
January 2026$771K
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
83 Inningwood Road, Millwood, NY
0.46
Single-Family Home
$1,090,000
10/15/25
4
2
1,874
6 Ichabod Lane, Ossining, NY
0.71
Single-Family Home
$875,000
03/09/26
3
2.5
2,030
119 Edgewood Road, Ossining, NY
0.63
Single-Family Home
$1,041,000
08/04/26
4
2.5
2,032
55 Hoags Cross Road, Ossining, NY
0.88
Single-Family Home
$865,000
08/04/26
3
2
2,292
111 Naragansett Avenue, Ossining, NY
0.55
Single-Family Home
$830,000
08/28/25
3
2.5
2,720
7 Bracken Road, Ossining, NY
1.08
Single-Family Home
$760,000
05/07/26
3
1.5
2,151
9 Possum Road, Ossining, NY
1.41
Single-Family Home
$721,000
02/27/26
3
2
1,528

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
2 Highview Road, Ossining, NY 10562
0.03
$975,100
3
2.5
2,719
Off Market
28 Highview Road, Ossining, NY 10562
0.07
$1,046,500
5
2.5
3,299
Off Market
25 Highview Road, Ossining, NY 10562
0.06
$886,600
4
2.5
2,460
Off Market
15 Inningwood Road, Ossining, NY 10562
0.14
$1,350,000
5
3.5
4,828
For Sale
93 Pinesbridge Road, Ossining, NY 10562
0.17
$1,777,000
4
3.5
4,884
Off Market
64 Orchard Drive, Ossining, NY 10562
0.17
$849,800
4
2
1,458
Off Market
28 Inningwood Road, Ossining, NY 10562
0.16
$929,000
3
2
1,917
For Sale
22 Inningwood Road, Ossining, NY 10562
0.16
$901,600
4
2.5
1,888
Off Market
51 Pinesbridge Road, Ossining, NY 10562
0.26
$1,750,000
9
7
5,337
For Sale
4 Inningwood Road, Ossining, NY 10562
0.25
$1,549,300
4
4.5
4,140
Off Market
57 Inningwood Road, Millwood, NY 10546
0.28
$1,202,500
4
3
2,653
Off Market

Local Information

  • Map ViewExplore the area around 20 Highview Road.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Lot Size
1.09 acres
Living Area
1,672 sqft
Price/Sqft
$505/sqft
Parking
Garage

About this House

Welcome to 20 Highview Road! Tucked away on a beautiful cul-de-sac in the desirable town of New Castle, this charming ranch offers a wonderful blend of comfort, functionality, and the opportunity to make it your own.

Inside, you’ll find a bright, inviting layout featuring a spacious living room with a wood-burning fireplace, hardwood floors, and large windows that fill the space with natural light and warmth. The charming kitchen offers a practical design with ample cabinet storage and opens to the dining area, making everyday living and entertaining effortless.

From there, step outside to a private patio overlooking a beautiful, level yard—perfect for relaxing, entertaining, or enjoying outdoor activities. Three first-floor bedrooms and two full bathrooms, including a primary bedroom with a full en-suite bath, complete the main level.

Downstairs, the lower level offers a large, untapped flexible space with ample storage, a workshop area, and a dedicated laundry room. A pull-down attic provides additional storage. A one-car garage and spacious driveway make parking a breeze.

With easy access to the Taconic State Parkway, Route 9A, and Metro-North Railroad, commuting to NYC is easy. Enjoy close proximity to Gedney Park, Teatown Lake Reservation, Hudson Hills Golf Course, scenic hiking trails, DeCicco & Sons, Tazza Cafe, and a variety of local restaurants and shops.

With its desirable ranch layout and great potential, this home is an exceptional opportunity to enjoy the best of both Ossining and Chappaqua communities.
20 Highview Road, Ossining, NY 10562 is a 3 bedroom, 2 bathroom, 1,672 sqft single-family home built in 1959. It last sold for $845,000 on Jun 26, 2026 (15% above the $735,000 asking price). It is currently off market. The Trulia Estimate is $851,700, with a rent estimate of $4,744/month.

Home Details for 20 Highview Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1672 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Trash Collection Public, Water ConnectedAppliances: Cooktop, Dishwasher, Dryer, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), WasherDishwasherDryerLaundry: In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living Room, Wood BurningHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Hardwood, Other
Levels, Entrance, & Accessibility
Levels: Bi-LevelFloors: Hardwood, Other
Security
Security: Security System

Exterior Features

Exterior Home Features
Patio / Porch: PatioNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 1Parking: Driveway,Garage
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 6

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Construction Materials: Brick, Cedar, FrameNot Attached Property
Property Information
Parcel Number: 3600080018000010000007

Price & Status

Price
List Price: $735,000Price Per Sqft: $505/sqft
Status Change & Dates
Off Market Date: Wed Apr 15 2026

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 1672 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.09 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 961773Attic: Pull StairsAttribution Contact: 914-238-0676Showing Requirements: Lockbox
Last check for updates: about 20 hours ago
Listed by Yarden Ronen-van Heerden, (347) 239-7040
Compass Greater NY, LLC, (914) 238-0676
Bought with: Jessica A. Broomhead, (214) 497-8819, Compass Greater NY, LLC, (914) 238-0676
Source: OneKey® MLS as distributed by MLS GRID, MLS#961773

Price and Tax history

DateEventPrice
Jun 26, 2026
Source: OneKey® MLS as distributed by MLS GRID #961773
Sold
$845,000
Apr 20, 2026
Source: OneKey® MLS as distributed by MLS GRID #961773
Pending
$735,000
Apr 15, 2026
Source: OneKey® MLS as distributed by MLS GRID #961773
ListingRemoved
$735,000
Apr 9, 2026
Source: OneKey® MLS as distributed by MLS GRID #961773
Listed For Sale
$735,000
Dec 5, 2018
Source: OneKey® MLS as distributed by MLS GRID #H4835450
Sold
$495,000

Market trends in Ossining

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
60
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Around this home

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
    Flag
  • 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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Homes for sale near 20 Highview Road

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Off Market Homes Near 20 Highview Road

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Frequently asked questions about 20 Highview Road

  • What is 20 Highview Road estimated to be worth?
    Trulia's estimated value for 20 Highview Road in Ossining, NY is $851,700.
  • What is the price history for 20 Highview Road?
    20 Highview Road in Ossining, NY last sold for $845,000 in June 2026.
  • Is Ossining a buyer's or seller's market?
    Ossining is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Ossining?
    Residents describe Ossining, NY as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Ossining, NY.
  • Does 20 Highview Road have air conditioning?
    Yes, 20 Highview Road in Ossining, NY has air conditioning.
  • Does 20 Highview Road have laundry facilities?
    Yes, 20 Highview Road in Ossining, NY has in-unit laundry.
Based on information submitted to the MLS GRID as of 2026-08-12 15:13:19 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