Off market jun 2020 for $1.1M

$1,860,006

Est. refi paymentEst. refi $8,385/mo

•

4,706

sq ft

66 Leroy Rd, Chappaqua, NY 10514

About this home

Stunning, light-filled renovated Colonial nestled on majestic .93 private acres with breathtaking natural beauty. Gracious entry with stone walls, renovated bathrooms and gourmet eat-in kitchen, finished lower level, manicured lawn and year-round vistas. Three open and airly finished levels with expansive walkup unfinished attic space. House lives like a 3 bedroom. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

2007Year Built

0.93 acresLot Size

$395Est. Price/Sq.Ft.

2 spacesParking

Listing by Cindy Glynn • William Raveis-New York, LLC

Bought with Deena Bouchier • Houlihan Lawrence Inc.

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6035350

Redfin Estimate

$1,860,006

$760K since sold in June 2020$22K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.5% lower than the average sale price ($2.05M) of 6 comparable homes.

SOLD OCT 30, 2026
$2,700,000
A
4 beds3.5 baths4,461 sq ft
10 Crestview Dr, Pleasantville, NY 10570
Listing by Julia B Fee Sothebys Int. Rlty
SOLD MAY 8, 2026
$1,850,000
B
3 beds3.5 baths4,780 sq ft
790 Hardscrabble Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JUN 12, 2026
$2,375,000
C
3 beds3.5 baths3,960 sq ft
24 North Way, Chappaqua, NY 10514
Listing by Douglas Elliman Real Estate
SOLD AUG 24, 2026
$1,299,000
D
3 beds3 baths2,444 sq ft
816 Hardscrabble Rd, Chappaqua, NY 10514
Listing by eXp Realty
SOLD MAY 15, 2026
$2,551,201
E
4 beds2.5 baths4,500 sq ft
00 Gray Rock Ln, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JAN 20, 2026
$1,550,000
F
3 beds2.5 baths2,971 sq ft
100 Old Farm Rd N, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.

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$982,157

Est. take-home

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Est. cash available

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Rent

$4,807/mo

Redfin rental estimate

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Market trends in 10514, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

111.3%

2.1% MoM

Median sale price

$1.6M

$140K MoM

Avg. days on market

17d

0 days MoM

Recently sold homes

6 MoM

New listings for sale

OPEN TODAY, 12PM TO 2PM
$799,000
2 beds2.5 baths1,244 sq ft
13 Deer Run, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
See all

Provided by Redfin

Sale history for 66 Leroy Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H6035350

Jun 23, 2020

Sold

$1,100,000

$234/sq ft

May 5, 2020

Pending

—

Apr 30, 2020

Listed

$1,100,000

$234/sq ft

Public Records

Jul 10, 2014

Sold

$1,130,000

$240/sq ft

HGMLS #3311571

Jun 26, 2014

Price Changed

$1,130,000

$240/sq ft

Jun 26, 2014

Sold

$1,130,000

$240/sq ft

May 11, 2014

Contingent

—

May 10, 2014

Price Changed

$1,175,000

$250/sq ft

Apr 16, 2013

Listed

$1,175,000

$250/sq ft

* New taxes $32,927. Five year young colonial built w/ charm & sophistication on a beautiful country road. Nestled on . 93 private acres of breathtaking natural beauty. Set high, on a scenic setting with useable property, gracious pillared lit entry, stone walls, manicured lawns, yr-round vistas. Immaculate condition, 2 fireplaces, 3 finished levels. 2nd level w/ extra living space. Lives like a 3 br home. Large unfinished attic space. Lives large. * Taxes grieved. New assessment $17,600.

OneKey® MLS as Distributed by MLS Grid #H3311571

Jun 26, 2014

Sold

$1,130,000

$240/sq ft

Apr 16, 2013

Listed

$1,175,000

$250/sq ft

* New taxes $32,927. Five year young colonial built w/charm & sophistication on a beautiful country road. Nestled on .93 private acres of breathtaking natural beauty. Set high, on a scenic setting with useable property, gracious pillared lit entry, stone walls, manicured lawns, yr-round vistas. Immaculate condition, 2 fireplaces, 3 finished levels. 2nd level w/extra living space. Lives like a 3 br home. Large unfinished attic space. Lives large. *Taxes grieved. New assessment $17,600. Additional Information: ParkingFeatures:2 Car Attached,

OneKey® MLS as Distributed by MLS Grid #H3213070

Apr 1, 2013

Listing Removed

—

Apr 23, 2012

Listed

$1,149,000

$244/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$31,419 (+1.2%)

$5,000 + $9,100

$14,100

2025

$31,057 (+1.8%)

$5,000 + $9,100

$14,100

2024

$30,517 (−2.2%)

$5,000 + $9,100

$14,100

2023

$31,197 (−2.8%)

$5,000 + $9,100

$14,100

2022

$32,109 (+7.1%)

$5,000 + $9,100

$14,100

2021

$29,988 (−2.2%)

$5,000 + $9,100

$14,100

2020

$30,668 (−13.3%)

$5,000 + $9,100

$14,100

2019

$35,378

$5,000 + $12,600

$17,600

2018

$5,000 + $12,600

$17,600

2017

$5,000 + $12,600

$17,600

2016

$5,000 + $12,600

$17,600

2014

$5,000 + $16,750

$21,750

2013

$5,000 + $16,750

$21,750

2012

$5,000 + $16,750

$21,750

2011

$5,000 + $16,000

$21,000

2010

$5,000 + $16,000

$21,000

2009

$5,000 + $16,000

$21,000

2008

$5,000 + $16,000

$21,000

Tax history for 66 Leroy Rd

Year

Property tax

Land + Additions

Assessment*

2026

$31,419 (+1.2%)

$5,000 + $9,100

$14,100

2025

$31,057 (+1.8%)

$5,000 + $9,100

$14,100

2024

$30,517 (−2.2%)

$5,000 + $9,100

$14,100

2023

$31,197 (−2.8%)

$5,000 + $9,100

$14,100

2022

$32,109 (+7.1%)

$5,000 + $9,100

$14,100

2021

$29,988 (−2.2%)

$5,000 + $9,100

$14,100

2020

$30,668 (−13.3%)

$5,000 + $9,100

$14,100

2019

$35,378

$5,000 + $12,600

$17,600

2018

$5,000 + $12,600

$17,600

2017

$5,000 + $12,600

$17,600

2016

$5,000 + $12,600

$17,600

2014

$5,000 + $16,750

$21,750

2013

$5,000 + $16,750

$21,750

2012

$5,000 + $16,750

$21,750

2011

$5,000 + $16,000

$21,000

2010

$5,000 + $16,000

$21,000

2009

$5,000 + $16,000

$21,000

2008

$5,000 + $16,000

$21,000

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

Public record

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

0.93 Acres

Year renovated

—

Sq. Ft.

4,706

Year built

2007

Style

Single Family Residential

County

Westchester County

APN

553489A09900600020210000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Attached, Driveway

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Oil

Interior Features
Interior Features: Cathedral Ceiling(s),Eat-in Kitchen,Primary Bathroom,Walk-In Closet(s),Wet Bar
Appliances: Oil Water Heater
Levels: Two
Patio And Porch Features: Deck, Patio

Room Information
Basement YN: Yes
Attic: Unfinished
Rooms Total: 7
Basement: Finished, Walk-Out Access

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Balcony
Construction Materials: Frame, Stone, Wood Siding
Security Features: Security System
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Cul-De-Sac, Near Shops

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

Financial

Tax Information
Tax Year: 2020
Tax Source: Municipality
Tax Annual Amount: $35,342

Financial Information
Buyer Financing: Conventional

Utilities

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

Location

School Information
Elementary School: Roaring Brook
Middle Or Junior School: Robert E Bell School
High School: Horace Greeley High School
High School District: Chappaqua

Location Information
Hamlet: Chappaqua
Directions: Hamilton Road, right on Leroy to #68 on left.
County Or Parish: Westchester County

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 4,706
Stories: —
Lot Size: 0.93 acres
Style: Single Family Residential
Year Built: 2007
Year Renovated: —
County: Westchester County
APN: 553489A09900600020210000000

Home facts updated by county records on Sep 25, 2026

Around this home

Schools

K - 12
Preschool & daycare

Some nearby schools may not be within this home's attendance zone. Please check the Chappaqua Central School District website to verify.

Robert E Bell School

Public 5-8 • 0.7mi

9/10

Horace Greeley High School

Public 9-12 • 1.9mi

10/10

Bedford Road School

Public K-4 • 1.3mi

6/10

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 99° expected this year, 14 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Chappaqua, NY • 10514

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 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.77M – $2.14M

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Home values near 66 Leroy Rd

Data from public records.

Address	Redfin Estimate
5 Leroy Place, Chappaqua, NY 4 Beds \| 3 Baths \| 2776 Sq. Ft.	$1,485,136
25 Leroy Road, Chappaqua, NY 3 Beds \| 3 Baths \| 4280 Sq. Ft.	$1,652,017
69 Leroy Road, Chappaqua, NY 4 Beds \| 4.5 Baths \| 6541 Sq. Ft.	$2,970,710
10 Leroy Place, Chappaqua, NY 2 Beds \| 1.5 Baths \| 1492 Sq. Ft.	$854,501
63 Martha Place, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3229 Sq. Ft.	$1,647,244
51 Greenbriar Drive, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2765 Sq. Ft.	$1,541,588
46 Greenbriar Drive, Chappaqua, NY 3 Beds \| 3.5 Baths \| 2600 Sq. Ft.	$1,338,647

Address	Redfin Estimate
19 Leroy Road, Chappaqua, NY 4 Beds \| 4 Baths \| 4866 Sq. Ft.	$2,560,584
12 Leroy Road, Chappaqua, NY 4 Beds \| 2 Baths \| 2345 Sq. Ft.	$1,251,844
64 Leroy Place, Chappaqua, NY 4 Beds \| 3 Baths \| 3592 Sq. Ft.	$1,634,641
15 Leroy Place, Chappaqua, NY 3 Beds \| 4.5 Baths \| 3143 Sq. Ft.	$1,869,386
64 Martha Place, Chappaqua, NY 4 Beds \| 4 Baths \| 3102 Sq. Ft.	$1,566,236
45 Greenbriar Drive, Chappaqua, NY 3 Beds \| 3 Baths \| 2585 Sq. Ft.	$1,528,105
49 Greenbriar Drive, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2858 Sq. Ft.	$1,351,472

Address	Redfin Estimate
64 Leroy Road, Chappaqua, NY 6 Beds \| 4 Baths \| 3446 Sq. Ft.	$1,689,620
14 Leroy Place, Chappaqua, NY 4 Beds \| 2 Baths \| 2571 Sq. Ft.	$2,722,577
68 Leroy Road, Chappaqua, NY 4 Beds \| 3 Baths \| 5571 Sq. Ft.	$2,366,558
14 Leroy Place, Chappaqua, NY 4 Beds \| 4 Baths \| 5536 Sq. Ft.	$2,759,654
40 Greenbriar Drive, Chappaqua, NY 3 Beds \| 2 Baths \| 2483 Sq. Ft.	$1,587,163
41 Greenbriar Drive, Chappaqua, NY 4 Beds \| 3 Baths \| 2457 Sq. Ft.	$1,521,837

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

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