OFF MARKET

Off market may 2018 for $995K

$1,807,695

Est. refi paymentEst. refi $8,032/mo

•

4,155

sq ft

286 Millwood Rd, Chappaqua, NY 10514

About this home

Industrial chic farmhouse on secluded, park-like property marked by a long driveway offers a wonderful setting for this C. 1917 Farmhouse w separate 2-story guesthouse. Beautifully renovated to preserve its vintage character, the main residence is an enchanting gem w reclaimed wide-plank floors, beamed ceilings & sunny exposures. Entry foyer opens to a sensational Great Room w 20-ft cathedral ceiling & stone FPL. Inviting library w sitting area & abundant built-ins leads to remodeled kitchen w Viking range, large center island, breakfast area & adjoining playroom. 2 bedrooms & full bath on 1st floor. The spacious master suite with walk-in closet, master bath & large dressing rm is privately situated on the second level. A breezeway connects to the two-car garage with workshop & guest house encompassing a generous living area with wood-burning stove, full bath & two upper level guest rooms with walk-in closets. Convenient location is near the park, schools & shops. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

Single-familyProperty Type

1917Year Built

1.3 acresLot Size

$435Est. Price/Sq.Ft.

4 spacesParking

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

Bought with Valerie Kopelman • Julia B Fee Sothebys Int. Rlty

Redfin checked: 3 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4733273

Redfin Estimate

$1,807,695

$813K since sold in May 2018$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26.5% higher than the average sale price ($1.43M) of 6 comparable homes.

SOLD JUL 15, 2026
$1,955,000
A
4 beds2.5 baths3,496 sq ft
34 Turner Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD JUL 31, 2026
$1,350,000
B
3 beds3 baths3,155 sq ft
10 North Ln, Chappaqua, NY 10514
Listing by Keller Williams Realty Partner
SOLD SEP 24, 2026
$1,551,000
C
4 beds3 baths2,715 sq ft
50 Ludlow Dr, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD AUG 26, 2026
$715,000
D
3 beds2.5 baths2,270 sq ft
10 Lakeview Rd, Ossining, NY 10562
Listing by Mark Seiden Real Estate Team
SOLD JUL 30, 2026
$1,375,000
E
3 beds2.5 baths2,407 sq ft
86 Seven Bridges Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD AUG 10, 2026
$1,625,000
F
3 beds2.5 baths2,096 sq ft
14 Garey Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC

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Earn from this home

Sell

$1,045,849

Est. take-home

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Refinance

Est. cash available

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Rent

$4,995/mo

Redfin rental estimate

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Market trends in 10514, NY

Last updated September 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

$829,000
3 beds2.5 baths1,600 sq ft
4 Hillside Pl, Chappaqua, NY 10514
Listing by Houlihan Lawrence Inc.
$1,396,000
3 beds2.5 baths2,420 sq ft
676 Hardscrabble Rd, Chappaqua, NY 10514
Listing by Corcoran Legends Realty
See all

Provided by Redfin

Redfin agents who toured

This home has been tastefully renovated from top to bottom. There are beautiful wide plank floors and a beamed cathedral ceiling. The lot is very deep and you don’t hear any road noise. The rooms are spacious with good closet space.
9 years ago• May not reflect the current state of the home
Steven Weiss
Redfin Premier agent

Sale history for 286 Millwood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$26,937 (+0.4%)

$70,000 + $87,410

$157,410

2025

$26,840 (+1.1%)

$70,000 + $87,410

$157,410

2024

$26,534 (+2.3%)

$70,000 + $87,410

$157,410

2023

$25,929 (+2.4%)

$70,000 + $87,410

$157,410

2022

$25,321 (+1.2%)

$70,000 + $87,410

$157,410

2021

$25,030 (+1.6%)

$70,000 + $87,410

$157,410

2020

$24,635 (+1.4%)

$70,000 + $87,410

$157,410

2019

$24,299

$70,000 + $87,410

$157,410

2018

$70,000 + $87,410

$157,410

2017

$70,000 + $87,410

$157,410

2016

$70,000 + $87,410

$157,410

2014

$70,000 + $87,410

$157,410

2013

$70,000 + $87,410

$157,410

2012

$70,000 + $87,410

$157,410

2011

$70,000 + $75,425

$145,425

2010

$70,000 + $75,425

$145,425

2009

$70,000 + $90,000

$160,000

2008

$70,000 + $90,000

$160,000

Tax history for 286 Millwood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$26,937 (+0.4%)

$70,000 + $87,410

$157,410

2025

$26,840 (+1.1%)

$70,000 + $87,410

$157,410

2024

$26,534 (+2.3%)

$70,000 + $87,410

$157,410

2023

$25,929 (+2.4%)

$70,000 + $87,410

$157,410

2022

$25,321 (+1.2%)

$70,000 + $87,410

$157,410

2021

$25,030 (+1.6%)

$70,000 + $87,410

$157,410

2020

$24,635 (+1.4%)

$70,000 + $87,410

$157,410

2019

$24,299

$70,000 + $87,410

$157,410

2018

$70,000 + $87,410

$157,410

2017

$70,000 + $87,410

$157,410

2016

$70,000 + $87,410

$157,410

2014

$70,000 + $87,410

$157,410

2013

$70,000 + $87,410

$157,410

2012

$70,000 + $87,410

$157,410

2011

$70,000 + $75,425

$145,425

2010

$70,000 + $75,425

$145,425

2009

$70,000 + $90,000

$160,000

2008

$70,000 + $90,000

$160,000

*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

56,776

Year renovated

—

Sq. Ft.

4,155

Year built

1917

Style

Single Family Residential

County

Westchester County

APN

553600A08101400020120000000

Parking Spaces

Basement

Accessible

HOA Dues

—

Garage

Yes

Features

Green

Last updated by owner on Sep 10, 2023.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Detached, Garage Door Opener

Interior

Virtual Tour Information

Fireplace Information
Has Fireplace
Fireplaces Total: 1

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

Interior Features
Interior Features: Built-in Features,Cathedral Ceiling(s),Ceiling Fan(s),Eat-in Kitchen,First Floor Bedroom,Primary Bathroom,Walk-In Closet(s)
Window Features: Blinds
Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Indirect Water Heater, Wine Refrigerator
Flooring: Hardwood
Levels: Two
Patio And Porch Features: Patio

Room Information
Basement YN: Yes
Attic: Partial
Rooms Total: 10
Basement: Crawl Space

Bathroom Information
Bathrooms Full: 3

Exterior

Exterior Features
Construction Materials: Frame, Shingle Siding
Other Structures: Workshop
Foundation Details: Slab
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Near Public Transit, Near School, Near Shops

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

Financial

Tax Information
Tax Year: 2017
Tax Source: Municipality
Tax Annual Amount: $23,721

Financial Information
Buyer Financing: Conventional

Utilities

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

Location

HOA Information
Association Amenities: Park

School Information
Elementary School: Westorchard
Middle Or Junior School: Seven Bridges Middle School
High School: Horace Greeley High School
High School District: Chappaqua

Location Information
Hamlet: Chappaqua
Directions: Rt 133 (Millwood Rd) to # 286, down long sweeping level gravel drive past swing to main house, garage & guest cottage
County Or Parish: Westchester County

Community Information
Community Features: Park

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 4,155
Stories: —
Parking Spaces: 4
Basement: No
Accessible: No
Lot Size: 1.3 acres
Style: Single Family Residential
Year Built: 1917
Year Renovated: —
County: Westchester County
APN: 553600A08101400020120000000
HOA Dues: —
Garage: Yes
Features: Green

Home facts updated by owner on Sep 10, 2023

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.

Westorchard School

Public K-4 • 0.5mi

10/10

Seven Bridges Middle School

Public 5-8 • 0.8mi

8/10

Horace Greeley High School

Public 9-12 • 1.9mi

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

5/10 Wind Factor

26% 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 4.2 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

$1.88M – $2.27M

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Home values near 286 Millwood Rd

Data from public records.

Address	Redfin Estimate
284 Millwood Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3332 Sq. Ft.	$1,904,046
283 Millwood Rd, Chappaqua, NY 4 Beds \| 2 Baths \| 2321 Sq. Ft.	$1,423,659

Address	Redfin Estimate
299 Millwood Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 3645 Sq. Ft.	$1,637,728
301 Millwood Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 4061 Sq. Ft.	$1,924,632

Address	Redfin Estimate
305 Millwood Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2656 Sq. Ft.	$1,652,729
300 Millwood Rd, Chappaqua, NY 7 Beds \| 6.5 Baths \| 7145 Sq. Ft.	$3,324,760

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2018. This data may not show owner updates. Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 10514, NY

Redfin agents who toured

Sale history for 286 Millwood Rd

Tax history for 286 Millwood Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 10514

Home values near 286 Millwood Rd

More real estate resources