Off market sep 2021 for $2.2M

$3,113,727

Est. refi paymentEst. refi $17,530/mo

•

3 ba

•

4,863

sq ft

292 Douglas Rd, Chappaqua, NY 10514

About this home

The Kipp Gill House. Historic C. 1790 estate totally renovated with meticulous attention towards preserving its period charm & character while offering luxurious state-of-the-art amenities. Exquisitely appointed 5 BR 5.1 bath 4863-sf interior distinguished by generous millwork, trims & casings, wide-plank floors, extensive built-ins, two fireplaces, restored windows, fine materials & superb craftsmanship. Elegant spaces for lavish entertaining & intimate areas for everyday enjoyment highlighted by sophisticated formal living & dining rooms; library/family room; sensational gourmet eat-in-kitchen with butler’s pantry & adjoining sitting room; expansive master suite with study, dressing room & marble bath; & lower level wine cellar & tasting room. Over four stunning, deer-fenced acres with verdant gardens, specimen plantings, pool & spa, fully-equipped pool house w bth, tennis court, greenhouse, & carriage house w two-car garage, studio & workshop.Within walking distance to town & train. Additional Information: Amenities:Tennis,ParkingFeatures:2 Car Detached,

Single-familyProperty Type

1790Year Built

4.43 acresLot Size

$640Est. Price/Sq.Ft.

2 spacesParking

Listing by Sena Baron • William Raveis-New York, LLC

Bought with Lindsey MacWilliam • Douglas Elliman Real Estate

Bought with Nancy Strong • Douglas Elliman Real Estate

Source:OneKey® MLS as Distributed by MLS Grid #H4848040

Redfin Estimate

$3,113,727

$914K since sold in September 2021$26K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.6% higher than the average sale price ($2.62M) of 6 comparable homes.

SOLD JUL 14, 2026
$2,875,000
A
6 beds3.5 baths6,532 sq ft
276 Quaker Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD OCT 23, 2026
$3,389,000
B
4 beds6.5 baths5,563 sq ft
40 Algonquin Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD AUG 12, 2026
$2,555,000
C
5 beds3.5 baths4,166 sq ft
111 Prospect Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD MAY 8, 2026
$1,850,000
D
3 beds3.5 baths4,780 sq ft
790 Hardscrabble Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD SEP 8, 2026
$2,280,000
E
5 beds4.5 baths4,594 sq ft
630 Chappaqua Rd, Briarcliff Manor, NY 10510
Listing by Compass Greater NY, LLC
SOLD DEC 8, 2025
$2,800,000
F
4 beds6.5 baths5,488 sq ft
500 Hardscrabble Rd, Briarcliff Manor, NY 10510
Listing by Houlihan Lawrence Inc.

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Earn from this home

Sell

$1,347,914

Est. take-home

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Refinance

Est. cash available

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Rent

$5,706/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 292 Douglas Rd

Date

Event

Price

Public Records

Sep 20, 2021

Sold

$2,200,000

$452/sq ft

OneKey® MLS as Distributed by MLS Grid #H4848040

Sep 3, 2019

Sold

$1,867,500

$384/sq ft

Aug 6, 2019

Pending

—

Apr 24, 2019

Price Changed

$1,999,500

$411/sq ft

Feb 18, 2019

Listed

$2,250,000

$463/sq ft

Public Records

Aug 24, 2000

Sold

$1,795,000

$369/sq ft

Public Records

Aug 24, 2000

Sold

$349,000

$72/sq ft

Public Records

Mar 6, 1984

Sold

$475,000

$98/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$63,434 (+0.2%)

$110,000 + $270,905

$380,905

2025

$63,307 (+1.9%)

$110,000 + $270,905

$380,905

2024

$62,147 (+2.4%)

$110,000 + $270,905

$380,905

2023

$60,682 (+2.2%)

$110,000 + $270,905

$380,905

2022

$59,360 (+0.9%)

$110,000 + $270,905

$380,905

2021

$58,802 (+1.6%)

$110,000 + $270,905

$380,905

2020

$57,884 (−5.8%)

$110,000 + $270,905

$380,905

2019

$61,469

$110,000 + $270,905

$380,905

2018

$110,000 + $300,220

$410,220

2017

$110,000 + $300,220

$410,220

2016

$110,000 + $300,220

$410,220

2014

$110,000 + $300,220

$410,220

2013

$110,000 + $300,220

$410,220

2012

$110,000 + $300,220

$410,220

2011

$110,000 + $390,000

$500,000

2010

$110,000 + $390,000

$500,000

2009

$110,000 + $390,000

$500,000

2008

$110,000 + $390,000

$500,000

Tax history for 292 Douglas Rd

Year

Property tax

Land + Additions

Assessment*

2026

$63,434 (+0.2%)

$110,000 + $270,905

$380,905

2025

$63,307 (+1.9%)

$110,000 + $270,905

$380,905

2024

$62,147 (+2.4%)

$110,000 + $270,905

$380,905

2023

$60,682 (+2.2%)

$110,000 + $270,905

$380,905

2022

$59,360 (+0.9%)

$110,000 + $270,905

$380,905

2021

$58,802 (+1.6%)

$110,000 + $270,905

$380,905

2020

$57,884 (−5.8%)

$110,000 + $270,905

$380,905

2019

$61,469

$110,000 + $270,905

$380,905

2018

$110,000 + $300,220

$410,220

2017

$110,000 + $300,220

$410,220

2016

$110,000 + $300,220

$410,220

2014

$110,000 + $300,220

$410,220

2013

$110,000 + $300,220

$410,220

2012

$110,000 + $300,220

$410,220

2011

$110,000 + $390,000

$500,000

2010

$110,000 + $390,000

$500,000

2009

$110,000 + $390,000

$500,000

2008

$110,000 + $390,000

$500,000

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

Property details

Interior

Basement Information
Basement Type: Full

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Air Conditioning Type: Central
Heating Type: Hot Water Steam

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Exterior Wall: Frame Wood

Pool Information
Pool Type: Hot Tub/Jacuzzi
Has Pool

Property Information
Subdivision Name: TOWN/NEW CASTLE
Living Sq. Ft: 4,863
Ground Floor Sq. Ft: 2,260
Building Sq. Ft: 4,863

Parking & Garage Information
Parking Type: Finished Garage
Garage/Parking Sq. Ft: 754
Garage / Carport Type: Finished

Lot Information
# of Buildings: 1
Land Sq. Ft: 192,772
Legal Lot Number: 1
Legal Block Number: 2
School Tax District: CHAPPAQUA
Municipality Name: NEW CASTLE
Acres: 4.4254
Zoning Code: R-1A
State Use Description: SINGLE FAMILY RESID

Utility Information
Water Service Type: Commercial

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 4,863
Stories: —
Lot Size: 4.43 acres
Style: Single Family Residential
Year Built: 1790
Year Renovated: —
County: Westchester County
APN: 553600A10000600020010000000

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 • 0.9mi

9/10

Horace Greeley High School

Public 9-12 • 1.7mi

10/10

Roaring Brook School

Public K-4 • 1.3mi

10/10

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, 15 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

$2.96M – $3.58M

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New listings for sale in 10514

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Home values near 292 Douglas Rd

Data from public records.

Address	Redfin Estimate
222 Douglas Road, Chappaqua, NY 5 Beds \| 3 Baths \| 3876 Sq. Ft.	$1,807,761
293 Douglas Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2577 Sq. Ft.	$1,345,504
260 Douglas Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2921 Sq. Ft.	$1,464,422
310 Douglas Road, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2366 Sq. Ft.	$1,363,048
255 Douglas Road, Chappaqua, NY 2 Beds \| 1 Baths \| 1242 Sq. Ft.	$845,788
2 Elizabeth Street, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2438 Sq. Ft.	$1,203,886
83 Kipp Street, Chappaqua, NY 5 Beds \| 2.5 Baths \| 3115 Sq. Ft.	$2,433,319

Address	Redfin Estimate
221 Douglas Road, Chappaqua, NY 2 Beds \| 2 Baths \| 1518 Sq. Ft.	$908,327
318 Douglas Road, Chappaqua, NY 4 Beds \| 4.5 Baths \| 3610 Sq. Ft.	$2,292,735
304 Douglas Road, Chappaqua, NY 3 Beds \| 3 Baths \| 2828 Sq. Ft.	$1,409,392
325 Douglas Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4400 Sq. Ft.	$2,134,988
235 Douglas Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1912 Sq. Ft.	$1,059,921
24 Glen Terrace, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2539 Sq. Ft.	$1,683,760
16 Glen Terrace, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2191 Sq. Ft.	$1,614,224

Address	Redfin Estimate
280 Douglas Road, Chappaqua, NY 5 Beds \| 5 Baths \| 5717 Sq. Ft.	$3,333,837
300 Douglas Road, Chappaqua, NY 5 Beds \| 2.5 Baths \| 2582 Sq. Ft.	$1,671,807
302 Douglas Road, Chappaqua, NY 3 Beds \| 3 Baths \| 3526 Sq. Ft.	$1,731,207
329 Douglas Road, Chappaqua, NY 5 Beds \| 3.5 Baths \| 3338 Sq. Ft.	$1,586,719
4 Oak Hill Road, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2195 Sq. Ft.	$1,409,427
11 Elizabeth Street, Chappaqua, NY 3 Beds \| 3.5 Baths \| 2332 Sq. Ft.	$1,297,368
8 Oak Hill Road, Chappaqua, NY 3 Beds \| 4 Baths \| 5670 Sq. Ft.	$2,300,782

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