Off market aug 2019 for $2.1M

$3,865,105

Est. refi paymentEst. refi $9,259/mo

•

9,774

sq ft

275 Bedford Rd, Chappaqua, NY 10514

About this home

Impressive Country Manor endures as one of Chappaqua’s finest estates. Unrivaled for its innate beauty and many luxuries, the residence has been re-styled to show the best of period craftsmanship combined with traditional décor poised for entertaining both formal and casual. Enhanced with sleek interior design, the home blends Old-World artistry and extraordinary style with a wealth of modern comforts. The kitchen is a tour de force, with the space and amenities to please the serious chef and adjacent to inviting family room with fireplace. Stand-out recreation spaces include an indoor sports court, gym, game area and an expansive second floor recreation space. This architectural masterwork overlooks spectacular 7+ acre grounds with a pool, pool house, tennis/sports court, putting green and a 2620 square foot 2-bedroom 2 bath guest house. Walk to town and train. Additional Information: Amenities:Guest Quarters,Tennis,HeatingFuel:Oil Below Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1775Year Built

7.24 acresLot Size

$395Est. Price/Sq.Ft.

2 spacesParking

Listing by Joanne Georgiou • Houlihan Lawrence Inc.

Bought with Joanne Georgiou • Houlihan Lawrence Inc.

Redfin checked: 3 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4810978

Redfin Estimate

$3,865,105

$1.7M since sold in August 2019$4,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 48.1% higher than the average sale price ($2.61M) of 6 comparable homes.

SOLD OCT 23, 2026
$3,389,000
A
4 beds6.5 baths5,563 sq ft
40 Algonquin Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD JUL 14, 2026
$2,875,000
B
6 beds3.5 baths6,532 sq ft
276 Quaker Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD AUG 14, 2026
$1,925,000
C
5 beds4.5 baths4,058 sq ft
765 King St, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD AUG 12, 2026
$2,555,000
D
5 beds3.5 baths4,166 sq ft
111 Prospect Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD DEC 5, 2025
$2,060,000
E
5 beds4.5 baths4,172 sq ft
77 Haights Cross Rd, Chappaqua, NY 10514
Listing by Julia B Fee Sothebys Int. Rlty
SOLD MAY 7, 2026
$2,850,000
F
4 beds6 baths5,536 sq ft
211 Bedford Rd, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC

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Sell

$2,171,163

Est. take-home

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Est. cash available

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Rent

$6,601/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

$1.5M

$131K MoM

Avg. days on market

20d

3 days MoM

Recently sold homes

10 MoM

New listings for sale

$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 275 Bedford Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H4810978

Aug 5, 2019

Sold

$2,156,000

$221/sq ft

Apr 12, 2019

Pending

—

Sep 20, 2018

Price Changed

$2,500,000

$256/sq ft

May 9, 2018

Price Changed

$2,995,000

$306/sq ft

Mar 22, 2018

Listed

$3,500,000

$358/sq ft

OneKey® MLS as Distributed by MLS Grid #H4746860

Jan 18, 2018

Listing Removed

—

Oct 23, 2017

Listed

$3,500,000

$358/sq ft

OneKey® MLS as Distributed by MLS Grid #H4446771

Aug 16, 2017

Listing Removed

—

Jun 6, 2016

Price Changed

$4,275,000

$437/sq ft

Jan 18, 2016

Price Changed

$4,950,000

$506/sq ft

Jul 9, 2015

Price Changed

$5,400,000

$552/sq ft

Feb 3, 2015

Listed

$6,200,000

$634/sq ft

Public Records

Feb 11, 1997

Sold

$525,000

$54/sq ft

Public Records

May 9, 1986

Sold

$1,225,000

$125/sq ft

Tax history for 275 Bedford Rd

*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

4.38 Acres

Year renovated

—

Sq. Ft.

9,774

Year built

1775

Style

Single Family Residential

County

Westchester County

APN

553600D10000800030510000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jan 18, 2023.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Attached

Interior

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

Interior Features
Interior Features: Cathedral Ceiling(s),Eat-in Kitchen,Entrance Foyer,Formal Dining,Marble Counters,Primary Bathroom,Walk-In Closet(s)
Appliances: Indirect Water Heater
Levels: Three Or More
Patio And Porch Features: Porch

Room Information
Basement YN: Yes
Attic: Partial
Rooms Total: 18
Basement: Unfinished

Bathroom Information
Bathrooms Full: 5
Bathrooms Half: 3

Exterior

Exterior Features
Construction Materials: Clapboard, Frame
Waterfront YN: No

Pool Information
Pool Features: In Ground

Lot Information
Lot Features: Near Public Transit, Near School, Near Shops, Views

Property Information
Stories: 3
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2019
Tax Source: Municipality
Tax Annual Amount: $84,246

Financial Information
Buyer Financing: Conventional

Utilities

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

Location

School Information
Elementary School: Douglas G Grafflin School
Middle Or Junior School: Robert E Bell School
High School: Horace Greeley High School
High School District: Chappaqua

Location Information
Hamlet: Chappaqua
Directions: Bedford Road to #275
County Or Parish: Westchester County

Community Information
Community Features: Tennis Court(s)

Public facts

Beds: 13
Baths: 7.0
Sq. Ft.: 9,774
Stories: —
Lot Size: 4.38 acres
Style: Single Family Residential
Year Built: 1775
Year Renovated: —
County: Westchester County
APN: 553600D10000800030510000000

Home facts updated by county records on Jan 17, 2023

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.

Douglas G Grafflin School

Public PreK-4 • 0.7mi

10/10

Robert E Bell School

Public 5-8 • 0.8mi

9/10

Horace Greeley High School

Public 9-12 • 0.8mi

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 98° 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 4.3 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

$3.67M – $4.45M

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New listings for sale in 10514

$799,000

2 beds2.5 baths1,244 sq ft

13 Deer Run, Chappaqua, NY 10514

Renovated condo • $625 HOA • Garage

Listing by Compass Greater NY, LLC

Home values near 275 Bedford Rd

Data from public records.

Address	Redfin Estimate
303 Bedford Road, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2474 Sq. Ft.	$1,328,846
25 Paulding Drive, Chappaqua, NY 3 Beds \| 3 Baths \| 2754 Sq. Ft.	$1,674,884
6 Evergreen Lane Unit A, Chappaqua, NY 3 Beds \| 2.5 Baths \| 1950 Sq. Ft.	$1,146,446
22 Kitchawan Drive, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3510 Sq. Ft.	$1,640,822
8 Evergreen Lane, Chappaqua, NY 3 Beds \| 2.5 Baths \| 1849 Sq. Ft.	$1,357,845
4 Evergreen Lane, Chappaqua, NY 4 Beds \| 2 Baths \| 2517 Sq. Ft.	$1,297,154
14 Kitchawan Drive, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3856 Sq. Ft.	$1,850,131

Address	Redfin Estimate
236 Bedford Road, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3439 Sq. Ft.	$1,985,113
6 Kitchawan Drive, Chappaqua, NY 4 Beds \| 4 Baths \| 4000 Sq. Ft.	$2,634,585
21 Kitchawan Drive, Chappaqua, NY 4 Beds \| 2.5 Baths \| 3956 Sq. Ft.	$2,234,107
201 Orchard Ridge Road, Chappaqua, NY 4 Beds \| 3 Baths \| 2988 Sq. Ft.	$1,672,841
185 Orchard Ridge Road, Chappaqua, NY 3 Beds \| 2 Baths \| 1744 Sq. Ft.	$1,166,890
11 Paulding Drive, Chappaqua, NY 4 Beds \| 3 Baths \| 2761 Sq. Ft.	$1,817,660
18 Paulding Drive, Chappaqua, NY 4 Beds \| 4.5 Baths \| 3932 Sq. Ft.	$1,838,370

Address	Redfin Estimate
245 Bedford Road, Chappaqua, NY 3 Beds \| 4 Baths \| 3219 Sq. Ft.	$1,663,748
10 Kitchawan Drive, Chappaqua, NY 4 Beds \| 3 Baths \| 3391 Sq. Ft.	$1,792,396
10 Paulding Drive, Chappaqua, NY 3 Beds \| 3.5 Baths \| 1974 Sq. Ft.	$1,296,867
6 Evergreen Lane, Chappaqua, NY 4 Beds \| 4 Baths \| 3444 Sq. Ft.	$2,061,810
3 Evergreen Lane, Chappaqua, NY 5 Beds \| 3 Baths \| 3298 Sq. Ft.	$1,307,810
19 Paulding Drive, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2145 Sq. Ft.	$1,446,964
18 Kitchawan Drive, Chappaqua, NY 3 Beds \| 2 Baths \| 1876 Sq. Ft.	$1,133,973

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

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