64 Underhill Rd, Ossining, NY 10562
OFF MARKET

64 Underhill Rd
Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 1,971 sqft (on 0.56 acres)

$852,000

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $5,378/mo*
Refinance Your Home

$852,000

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $5,378/mo*
Refinance Your Home
4 Beds
2 Baths
1,971 sqft
(on 0.56 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Charming cape on absolutely gorgeous, level property. Four nice sized bedrooms and 2 updated baths. Two car garage with Breezeway from the garage to the house. Refinished hardwood floors, freshly painted, new dishwasher, new washing machine and new microwave in 2017. Recently painted deck. Updates such as windows, vinyl siding, gutters, and roof were new within the last 5 years. Many areas for great storage and closets. This home is in the Briarcliff Village so enjoy the Briarcliff recreation, as well as the Scarborough train station with valet parking. Close to shopping..
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

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

Home Details for 64 Underhill Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1.5
Interior Details
Number of Rooms: 8
Appliances & Utilities
DishwasherRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1949
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.56 acres

Price History for 64 Underhill Rd

DatePriceEventSource
01/06/2021$600,000Sold
OneKey® MLS as distributed by MLS GRID #H6077375
10/16/2020$579,888Listed For SaleAgent Provided
06/02/2017$549,900Sold
OneKey® MLS as distributed by MLS GRID #H4711839
05/08/2017$549,900PendingAgent Provided
04/10/2017$549,900Listed For SaleAgent Provided
03/22/2014$535,000ListingRemovedAgent Provided
01/14/2014$535,000Listed For SaleAgent Provided
10/12/2006$595,000Sold
N/A

Market trends in Briarcliff Manor

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
8MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$789,400
Home facts updated by county records

Comparable Sales for 64 Underhill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
256 Macy Road, Briarcliff Manor, NY
0.11
Single-Family Home
$920,000
08/07/25
3
3
2,435
59 Watson Avenue, Ossining, NY
0.16
Single-Family Home
$649,222
05/08/26
3
2
1,730
23 Apple Lane, Briarcliff Manor, NY
0.25
Single-Family Home
$867,900
05/20/26
3
2.5
2,302
23 Brookville Avenue, Ossining, NY
0.40
Single-Family Home
$660,000
07/29/25
3
2
1,338
33 Belleview Avenue, Ossining, NY
0.29
Single-Family Home
$623,000
08/16/25
3
1.5
1,588
40 Magnolia Road, Briarcliff Manor, NY
0.39
Single-Family Home
$870,000
02/12/26
3
3
2,614
25 Brookville Avenue, Ossining, NY
0.39
Single-Family Home
$645,000
08/13/25
3
1.5
1,673
94 Meadow Road, Briarcliff Manor, NY
0.39
Single-Family Home
$905,000
04/30/26
4
3
2,292
2 Oak Hill Terrace, Ossining, NY
0.24
Single-Family Home
$995,000
01/30/26
4
3.5
3,300
31 Magnolia Road, Briarcliff Manor, NY
0.41
Single-Family Home
$925,000
11/07/25
3
3
2,550

Nearby homes

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Assigned Schools

These are the assigned schools for 64 Underhill 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 Briarcliff Manor

At least 67 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 88 % Say parking is easy

  • 86 % Say car is needed

  • 83 % Say there's holiday spirit

  • 82 % Say it's quiet

  • 76 % Say yards are well-kept

  • 72 % Say people would walk alone at night

  • 71 % Say they plan to stay for at least 5 years

  • 67 % Say there's wildlife

  • 63 % Say kids play outside

  • 60 % Say neighbors are friendly

  • 56 % Say there are community events

  • 54 % Say it's walkable to restaurants

  • 51 % Say it's walkable to grocery stores

  • 42 % Say streets are well-lit

  • 40 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Bill Richards
    "We all have dogs so it’s all about the dogs. There are plenty of parks as well. A great place to live overall. "
    0
    Flag
  • Adrianna M.
    "It’s a beautiful community with a small town feel. I would highly recommend someone moving here! It’s a great community and you feel very safe within it. "
    4
    Flag
  • Annemarie
    "I grew up in Briarcliff. It’s a pretty quiet neighborhood where I’ve always felt safe, and there seem to be more and more young families moving into the area. At least in my area, a car is definitely needed to get around—no public transit options nearby. For parents considering moving to Briarcliff and looking at the public schools, note that parts of Briarcliff are within the neighboring town (Ossining) school district."
    12
    Flag
  • Whaidjrs
    "Metro North Train Station gets me to Grand Central in 45 minutes. Comfortable affordable ride to work in Midtown Manhattan. "
    0
    Flag
  • FlowerPower
    "Lack of sidewalks and rare street lights makes walk uncomfortable during dark times. The Rockefeller State Park being such a ‘gem’ for dog walks is so close!"
    10
    Flag
  • Eleanor B.
    "Croton aqueduct North county trail Rockefeller state park Hudson River views Safe neighborhood Quiet and peaceful "
    0
    Flag
  • Charly-ann O.
    "Very dog friendly community. Lots of parks and a beautiful river walk where people bring their dogs. "
    1
    Flag
  • Ossining Resident
    "Ossining is a beautifully diverse community with lots of lovely parks, a vibrant Main Street, and a fantastic waterfront. We’ve lived here for 15 years and wouldn’t want to raise our children anywhere else. "
    3
    Flag
  • Monicacmandek
    "Beautiful area, but very limited diversity. There’s two sides to town. 9A divides them. One side is uber wealthy, the other side is dual income families. I lived on the working family side for 29 years. "
    0
    Flag
  • Lyn1103
    "Amazing place to live. Everyone is so friendly. I love how there are many different races here. Everyone is very accepting and kind. This is great place to live"
    6
    Flag
  • Bobohanlon
    "In the Rockwell Era neighbor, most neighbors are friendly and there when you need them. Its a good family neighborhood with lots of kids of all ages "
    1
    Flag
  • cookingforkidswithjim
    "amazing place it is located in beautiful Hudson Valley with lots of woods and friendly rich people"
    4
    Flag
  • rosarioladuca
    "A real community of people that care about one another."
    0
    Flag
  • miotto4home
    "This area in the town of Ossining (unincorporated) has the best of both worlds. Quiet neighborhoods with great safety and yards for young families and accessibility to all major highways within minutes. Up and coming schools and great parks. Wish I could return but our job took our family out of the area a few years back."
    0
    Flag
  • Lvanporter
    "Family neighborhood, no thru street, all houses in good condition."
    0
    Flag

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64 Underhill Rd, Ossining, NY 10562 is a 4 bedroom, 2 bathroom, 1,971 sqft single-family home built in 1949. This property is not currently available for sale. 64 Underhill Rd was last sold on Jan 6, 2021 for $600,000. The current Trulia Estimate for 64 Underhill Rd is $852,000.