Off Market Aug 2024 for $3M

$3,379,030

Est. refi paymentEst. refi $22,491/mo

•

5,717

sq ft

280 Douglas Rd, Chappaqua, NY 10514

About this home

Wonderful Westchester estate on almost 6 beautiful acres. Supremely private, the property is gated and accessed by a winding and circular drive. The homesite is elevated and open-a perfect blend of rolling lawn, curated gardens and towering trees. The house, comprising five bedrooms and five full baths, combines traditional colonial architecture with modern elements. Floor to ceiling Palladian windows flood the living and family rooms with natural light. Triple French doors access a handsome brick terrace, A large open kitchen centers on an island and is adjacent to a lovely screen porch. The tennis and pool complexes are separate from the house and include a newly renovated cabana and an oversized saltwater pool. Located one mile from town and train, the house and property offer all the amenities of a cherished vacation destination with the convenience of village life. A very special offering within The Chappaqua School District. Additional Information: Amenities:Tennis,ParkingFeatures:2 Car Detached,

Single-familyProperty Type

1982Year Built

5.8 acresLot Size

$591Est. Price/Sq.Ft.

2 spacesParking

Listing by David Turner • Compass Greater NY, LLC

Contact: (914) 953-6010

Bought with Jennifer Harris • Compass Greater NY, LLC

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6285307

Redfin Estimate

$3,379,030

$379K since sold in August 2024$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.9% higher than the average sale price ($2.75M) of 6 comparable homes.

SOLD JUL 31, 2026
$2,725,033
A
4 beds3.5 baths3,988 sq ft
21 Hemlock Hls, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD JUN 9, 2026
$2,450,000
B
4 beds5 baths5,767 sq ft
5 Morning View Ct, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD JUL 14, 2026
$2,500,000
C
4 beds4.5 baths5,012 sq ft
15 Haights Cross Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD JUN 15, 2026
$4,000,000
D
4 beds4 baths4,236 sq ft
12 Haights Cross Rd, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
SOLD JUL 14, 2026
$2,875,000
E
6 beds3.5 baths6,532 sq ft
276 Quaker Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD AUG 7, 2026
$1,950,000
F
4 beds3 baths2,953 sq ft
105 Cross Rdg, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC

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Earn from this home

Sell

$870,989

Est. take-home

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Refinance

Est. cash available

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Rent

$6,426/mo

Redfin rental estimate

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Market trends in 10514, NY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

113.8%

0.3% MoM

Median sale price

$1.8M

$130K MoM

Avg. days on market

17d

2 days MoM

Recently sold homes

9 MoM

New listings for sale

NEW 17 HRS AGO
$1,800,000
4 beds3.5 baths2,913 sq ft
406 Bedford Rd, Chappaqua, NY 10514
Listing by Howard Hanna Rand Realty
$1,325,000
3 beds3 baths2,238 sq ft
35 Marcourt Dr, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
See all

Provided by Redfin

Sale history for 280 Douglas Rd

Year

Property tax

Land + Additions

Assessment*

2026

$63,070 (−2.2%)

$89,600 + $289,100

$378,700

2025

$64,481 (+6.0%)

$89,600 + $289,100

$378,700

2024

$60,856 (+2.6%)

$89,600 + $289,100

$378,700

2023

$59,288 (+2.7%)

$89,600 + $275,000

$364,600

2022

$57,747 (+1.0%)

$89,600 + $275,000

$364,600

2021

$57,158 (+1.4%)

$89,600 + $275,000

$364,600

2020

$56,376 (+1.3%)

$89,600 + $275,000

$364,600

2019

$55,665

$89,600 + $275,000

$364,600

2018

$89,600 + $275,000

$364,600

2017

$89,600 + $275,000

$364,600

2016

$89,600 + $275,000

$364,600

2014

$89,600 + $275,000

$364,600

2013

$89,600 + $275,000

$364,600

2012

$89,600 + $275,000

$364,600

2011

$89,600 + $275,000

$364,600

2010

$89,600 + $275,000

$364,600

2009

$89,600 + $275,000

$364,600

2008

$89,600 + $275,000

$364,600

Tax history for 280 Douglas Rd

Year

Property tax

Land + Additions

Assessment*

2026

$63,070 (−2.2%)

$89,600 + $289,100

$378,700

2025

$64,481 (+6.0%)

$89,600 + $289,100

$378,700

2024

$60,856 (+2.6%)

$89,600 + $289,100

$378,700

2023

$59,288 (+2.7%)

$89,600 + $275,000

$364,600

2022

$57,747 (+1.0%)

$89,600 + $275,000

$364,600

2021

$57,158 (+1.4%)

$89,600 + $275,000

$364,600

2020

$56,376 (+1.3%)

$89,600 + $275,000

$364,600

2019

$55,665

$89,600 + $275,000

$364,600

2018

$89,600 + $275,000

$364,600

2017

$89,600 + $275,000

$364,600

2016

$89,600 + $275,000

$364,600

2014

$89,600 + $275,000

$364,600

2013

$89,600 + $275,000

$364,600

2012

$89,600 + $275,000

$364,600

2011

$89,600 + $275,000

$364,600

2010

$89,600 + $275,000

$364,600

2009

$89,600 + $275,000

$364,600

2008

$89,600 + $275,000

$364,600

*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

5.28 Acres

Year renovated

—

Sq. Ft.

5,247

Year built

1982

Style

Single Family Residential

County

Westchester County

APN

553600A10000600020020000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 30, 2026.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Detached

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Hydro Air, Natural Gas

Interior Features
Interior Features: Chefs Kitchen,Eat-in Kitchen,Formal Dining,First Floor Bedroom,Kitchen Island,Primary Bathroom,Walk-In Closet(s)
Appliances: Dishwasher, Dryer, Refrigerator, Washer, Indirect Water Heater
Patio And Porch Features: Patio, Porch, Terrace

Room Information
Basement YN: Yes
Attic: Pull Stairs
Rooms Total: 12
Basement: Partially Finished
Additional Rooms: Library/Den,Office

Bathroom Information
Bathrooms Full: 5

Exterior

Exterior Features
Exterior Features: Balcony
Construction Materials: Frame
Fencing: Fenced
Security Features: Security Gate, Security System
Waterfront YN: No

Pool Information
Pool Features: In Ground

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

Property Information
Other Equipment: Generator, Pool Equip/Cover
Living Area Source: Public Records
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2023
Tax Source: Municipality
Tax Annual Amount: $59,288

Financial Information
Buyer Financing: Cash

Utilities

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

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: Douglas to #280. Gated driveway.
County Or Parish: Westchester County

Community Information
Community Features: Tennis Court(s)

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 5,247
Stories: —
Lot Size: 5.28 acres
Style: Single Family Residential
Year Built: 1982
Year Renovated: —
County: Westchester County
APN: 553600A10000600020020000000

Home facts updated by county records on Jul 30, 2026

Around this home

Schools

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 • 0.8mi

9/10

Horace Greeley High School

Public 9-12 • 1.7mi

10/10

Roaring Brook School

Public K-4 • 1.4mi

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, 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

$3.21M – $3.89M

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Nearby similar homes

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Home values near 280 Douglas Rd

Data from public records.

Address	Redfin Estimate
222 Douglas Rd, Chappaqua, NY 5 Beds \| 3 Baths \| 3876 Sq. Ft.	$1,785,138
220 Douglas Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2508 Sq. Ft.	$1,291,547

Address	Redfin Estimate
221 Douglas Rd, Chappaqua, NY 2 Beds \| 2 Baths \| 1518 Sq. Ft.	$950,726
224 Douglas Rd, Chappaqua, NY 3 Beds \| 3.5 Baths \| 2720 Sq. Ft.	$1,317,192

Address	Redfin Estimate
293 Douglas Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 2577 Sq. Ft.	$1,328,841
300 Douglas Rd, Chappaqua, NY 5 Beds \| 2.5 Baths \| 2582 Sq. Ft.	$1,632,596

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2024. This data may not match . Learn more.

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