Off market aug 2022 for $945K

$1,441,306

Est. refi paymentEst. refi $7,404/mo

•

3,528

sq ft

52 Underhill Rd, Ossining, NY 10562

About this home

A/O 6/14 - Built in 1929 this classic Georgian Colonial Chilmark home with seasonal river views has been updated and renovated to fit today's lifestyle. As you enter through the stained glass framed front door you are struck by all of the beautiful architectural details including high ceilings, arched doorways, crown moldings and wood floors. From the open front foyer you step down into the spacious living room with a wood burning fireplace leading into a newly renovated four season room. The other side of the foyer is flanked by both the family room and large dining room. The renovated kitchen has Thermador, Sub Zero and Bosch appliances including a wine refrigerator. Beyond the kitchen is a bedroom and full bath that is currently used as a home office. The primary bedroom is on the second floor and includes a carrera marble bathroom and large walk-in closet. The second floor also has three additional bedrooms and a renovated marble bath, The outdoor space is incredible with an expansive deck for entertaining and a flat play area with a playground. The gardens were designed by a botanist from the New York Botanical Gardens and there is a walking path to the Chilmark Village Park. Additional Information: Amenities:Marble Bath,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1929Year Built

0.77 acresLot Size

$409Est. Price/Sq.Ft.

2 spacesParking

Listing by Debra Goldenberg • Compass Greater NY, LLC

Listing by Victoria Miller • Compass Greater NY, LLC

Bought with L. Sharleen Fleming • Julia B Fee Sothebys Int. Rlty

Redfin checked: 3 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6187447

Redfin Estimate

$1,441,306

$496K since sold in August 2022$22K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 51.1% higher than the average sale price ($954K) of 6 comparable homes.

SOLD AUG 5, 2026
$860,000
A
4 beds2.5 baths3,551 sq ft
1 Noel Dr, Ossining, NY 10562
Listing by Mark Seiden Real Estate Team
SOLD SEP 29, 2026
$810,000
B
4 beds3 baths2,302 sq ft
54 Holbrook Rd, Briarcliff Manor, NY 10510
Listing by Compass Greater NY, LLC
SOLD SEP 17, 2026
$875,000
C
4 beds3.5 baths2,426 sq ft
28 Argyle Pl, Briarcliff Manor, NY 10510
Listing by Mark Seiden Real Estate Team
SOLD MAY 14, 2026
$1,150,000
D
4 beds3.5 baths2,860 sq ft
20 Meadow Rd, Briarcliff Manor, NY 10510
Listing by Compass Greater NY, LLC
SOLD JAN 30, 2026
$995,000
E
4 beds3.5 baths3,300 sq ft
2 Oak Hill Ter, Ossining, NY 10562
Listing by William Raveis-New York, LLC
SOLD JUL 9, 2026
$1,035,000
F
3 beds3 baths3,492 sq ft
47 Willow Dr, Briarcliff Manor, NY 10510
Listing by Houlihan Lawrence Inc.

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Sell

$659,490

Est. take-home

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Refinance

Est. cash available

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Rent

$4,604/mo

Redfin rental estimate

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Market trends in 10562, NY

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

105.8%

+1.7% MoM

Median sale price

$712K

$17K MoM

Avg. days on market

28d

2 days MoM

Recently sold homes

1 MoM

New listings for sale

$675,000
2 beds2.5 baths1,390 sq ft
172 Woods Brooke Cir, Ossining, NY 10562
Listing by Compass Greater NY, LLC
$599,000
2 beds1.5 baths1,557 sq ft
125 Whitetail Cir, Ossining, NY 10562
Listing by Coldwell Banker Realty
$675,000
1 bed2.5 baths1,248 sq ft
113 Woods Brooke Cir, Ossining, NY 10562
Listing by Corcoran Legends Realty
$649,999
3 beds1.5 baths1,567 sq ft
24 Seneca Rd, Ossining, NY 10562
Listing by Compass Greater NY, LLC
$450,000
2 beds1.5 baths1,452 sq ft
21 Knoll Vw, Ossining, NY 10562
Listing by eXp Realty
$599,000
2 beds2.5 baths1,195 sq ft
37 Hudson Watch Dr, Ossining, NY 10562
Listing by Houlihan Lawrence Inc.
COMING SOON
$565,000
3 beds1.5 baths1,257 sq ft
18 Linden Ave, Ossining, NY 10562
Listing by Douglas Elliman Real Estate
$223,000
2 beds1 bath950 sq ft
135 South Highland Ave Unit 3B3, Ossining, NY 10520
Listing by BHHS Hudson Valley Properties
$215,000
1 bed1 bath719 sq ft
135 Main St #302, Ossining, NY 10562
Listing by Keller Williams Prestige Prop
$1,349,500
4 beds2.5 baths3,102 sq ft
115 Pinesbridge Rd, Ossining, NY 10562
Listing by Houlihan Lawrence Inc.
See all

Provided by Redfin

Sale history for 52 Underhill Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H6187447

Aug 16, 2022

Sold

$945,000

$268/sq ft

Jun 30, 2022

Pending

—

Jun 29, 2022

Listing Removed

—

Jun 18, 2022

Relisted

—

Jun 18, 2022

Listing Removed

—

Jun 4, 2022

Listed

$969,000

$275/sq ft

Jun 1, 2022

Coming Soon

$969,000

$275/sq ft

HGMLS #4639665

Jan 28, 2017

Sold

$799,999

$227/sq ft

Nov 14, 2016

Contingent

—

Sep 30, 2016

Listed

$799,999

$227/sq ft

One of the original Macy homes of Chilmark, this stunning and meticulously restored 1928 Georgian Colonial features old world charm & modern luxury at every turn. Beautiful architectural details abound room after gorgeous room, including stained glass, crown mouldings, high ceilings & arches galore. Cook for 2 or 20 in the fabulous gourmet kitchen equipped with Sub Zero, Thermador, GE & Bosch appliances, a wine fridge, two sinks & loads of storage. Luxuriate in exquisite updated marble bathrooms w/ both walk-in showers & bathtubs, enjoy a fire in the elegant living room w/ oversized Marvin Windows, entertain in DR with a beautiful bay window or relax in the library, sunroom or backyard amongst trees. This home boasts convenient upstairs laundry, huge & plentiful closets, central air conditioning, all new windows, a slate roof, an oversized driveway, two-car garage, covered porches, a slate patio & lovely manicured terraced grounds w/ underground sprinkler systems. Absolutely a jewel. .. ..

OneKey® MLS as Distributed by MLS Grid #H4639665

Jan 27, 2017

Sold

$799,999

$227/sq ft

Sep 30, 2016

Listed

$799,999

$227/sq ft

One of the original Macy homes of Chilmark, this stunning and meticulously restored 1928 Georgian Colonial features old world charm & modern luxury at every turn. Beautiful architectural details abound room after gorgeous room, including stained glass, crown mouldings, high ceilings & arches galore. Cook for 2 or 20 in the fabulous gourmet kitchen equipped with Sub Zero, Thermador, GE & Bosch appliances, a wine fridge, two sinks & loads of storage. Luxuriate in exquisite updated marble bathrooms w/both walk-in showers & bathtubs, enjoy a fire in the elegant living room w/oversized Marvin Windows, entertain in DR with a beautiful bay window or relax in the library, sunroom or backyard amongst trees. This home boasts convenient upstairs laundry, huge & plentiful closets, central air conditioning, all new windows, a slate roof, an oversized driveway, two-car garage, covered porches, a slate patio & lovely manicured terraced grounds w/underground sprinkler systems. Absolutely a jewel..... Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Public Records

Dec 17, 2009

Sold

$720,000

$204/sq ft

HGMLS #2922231

Oct 9, 2009

Contingent

—

Public Records

Mar 11, 1986

Sold

$325,000

$92/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$35,628 (+0.8%)

$280,000 + $874,000

$1,154,000

2025

$35,356 (+0.4%)

$280,000 + $874,000

$1,154,000

2024

$35,221 (+5.3%)

$184,300 + $902,300

$1,086,600

2023

$33,460 (−0.3%)

$184,300 + $857,500

$1,041,800

2022

$33,548 (+13.7%)

$184,300 + $740,900

$925,200

2021

$29,493 (−13.3%)

$184,300 + $649,200

$833,500

2020

$34,008 (−0.5%)

$184,300 + $649,200

$833,500

2019

$34,176

$216,800 + $591,100

$807,900

2018

$216,800 + $591,100

$807,900

2017

$216,800 + $583,200

$800,000

2016

$216,800 + $498,900

$715,700

2014

$10,200 + $28,500

$38,700

2013

$10,200 + $28,500

$38,700

2012

$10,200 + $28,500

$38,700

2011

$10,200 + $28,500

$38,700

2010

$10,200 + $28,500

$38,700

2009

$10,200 + $26,800

$37,000

2008

$10,200 + $26,800

$37,000

Tax history for 52 Underhill Rd

Year

Property tax

Land + Additions

Assessment*

2026

$35,628 (+0.8%)

$280,000 + $874,000

$1,154,000

2025

$35,356 (+0.4%)

$280,000 + $874,000

$1,154,000

2024

$35,221 (+5.3%)

$184,300 + $902,300

$1,086,600

2023

$33,460 (−0.3%)

$184,300 + $857,500

$1,041,800

2022

$33,548 (+13.7%)

$184,300 + $740,900

$925,200

2021

$29,493 (−13.3%)

$184,300 + $649,200

$833,500

2020

$34,008 (−0.5%)

$184,300 + $649,200

$833,500

2019

$34,176

$216,800 + $591,100

$807,900

2018

$216,800 + $591,100

$807,900

2017

$216,800 + $583,200

$800,000

2016

$216,800 + $498,900

$715,700

2014

$10,200 + $28,500

$38,700

2013

$10,200 + $28,500

$38,700

2012

$10,200 + $28,500

$38,700

2011

$10,200 + $28,500

$38,700

2010

$10,200 + $28,500

$38,700

2009

$10,200 + $26,800

$37,000

2008

$10,200 + $26,800

$37,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

3.5

Stories

—

Lot width

—

Lot depth

—

Lot size

0.77 Acres

Year renovated

—

Sq. Ft.

3,528

Year built

1929

Style

Single Family Residential

County

Westchester County

APN

554203A09700800010090000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

S-100

Single-Family Residence District

To maintain the character, scale and density of existing single-family residential neighborhoods in the Village of Ossining consistent with the protection and promotion of public health, safety and general welfare.; To encourage homeowners to maintain and improve their properties in keeping with the character of the surrounding neighborhood.

Permitted uses

Include but are not limited to:

Housing-Single unit
Public service
Recreation

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Attached, Driveway, Garage Door Opener

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Hot Water, Oil

Interior Features
Interior Features: Eat-in Kitchen,Entrance Foyer,Formal Dining,First Floor Bedroom,Marble Counters,Primary Bathroom,Walk-In Closet(s)
Appliances: Dishwasher, Dryer, Refrigerator, Washer, Oil Water Heater
Flooring: Hardwood
Levels: Two

Room Information
Basement YN: Yes
Attic: Walkup
Rooms Total: 10
Basement: Partial, Unfinished
Additional Rooms: Library/Den,Office

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Gas Grill
Construction Materials: Brick, Clapboard, Frame
Security Features: Security System
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Near Public Transit, Near School, Near Shops, Sloped, Sprinklers In Front, Sprinklers In Rear

Property Information
Stories: 2
Living Area Source: Public Records
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2021
Tax Source: Municipality
Tax Annual Amount: $33,843

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Con-Edison
Sewer: Public Sewer
Utilities: Trash Collection Public

Location

HOA Information
Association Amenities: Park

School Information
Middle Or Junior School: Anne M Dorner Middle School
High School: Ossining High School
High School District: Ossining

Location Information
Village: Ossining
Directions: Pleasantville Road to Underhill Rd to #52
County Or Parish: Westchester County

Community Information
Community Features: Park

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,528
Stories: —
Lot Size: 0.77 acres
Style: Single Family Residential
Year Built: 1929
Year Renovated: —
County: Westchester County
APN: 554203A09700800010090000000

Home facts updated by county records on Sep 25, 2026

Around this home

Schools

Park School

Public PreK-K • Assigned • 0.6mi

Anne M Dorner Middle School

Public 6-8 • Assigned • 0.9mi

6/10

Ossining High School

Public 9-12 • Assigned • 0.4mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 100° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Ossining, NY • 10562

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.37M – $1.66M

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Home values near 52 Underhill Rd

Data from public records.

Address	Redfin Estimate
33 Underhill Rd, Ossining, NY 3 Beds \| 2.5 Baths \| 2989 Sq. Ft.	$958,109
65 Underhill Rd, Ossining, NY 2 Beds \| 2 Baths \| 1416 Sq. Ft.	$692,928

Address	Redfin Estimate
27 Underhill Rd, Ossining, NY 3 Beds \| 2 Baths \| 2370 Sq. Ft.	$959,286
61 Underhill Rd, Ossining, NY 4 Beds \| 2.5 Baths \| 3378 Sq. Ft.	—

Address	Redfin Estimate
25 Underhill Rd, Ossining, NY 4 Beds \| 2.5 Baths \| 2436 Sq. Ft.	$931,678
47 Underhill Rd, Ossining, NY 5 Beds \| 3 Baths \| 3623 Sq. Ft.	$1,181,501

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2022. This data may not match . Learn more.

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