Off market jul 2015 for $2.5M

$3,093,415

Est. refi paymentEst. refi $19,275/mo

•

3,834

sq ft

66 Upper Shad Rd, Pound Ridge, NY 10576

About this home

Ultra sophisticated, waterfront, high quality home with wonderful views. Completely renovated and expanded with custom everything - cabinetry, millwork, kitchen, baths, waterworks fixtures, etc. Extraordinary property abuts Russell Nature Preserve for total privacy. Stone walls, spectacular gardens, cobblestoned drive, slate patio with outdoor fireplace & built-in bar and grill, ponds with docks for boating, fishing & ice skating, exceptional pool with infinity-edge spa, 3,000 s.f patio, full outdoor kitchen, shower, living & dining room. Top-of-the line Kitchen with white Calacatta marble, gorgeous baths, Marvin windows & doors, 6 zone central air & heat, full house Generac generator, copper gutters, sound system & reasonable taxes. A one-of-a-kind offering. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1960Year Built

3.86 acresLot Size

$807Est. Price/Sq.Ft.

2 spacesParking

Listing by Angela Kessel • Houlihan Lawrence Inc.

Bought with Angela Kessel • Houlihan Lawrence Inc.

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4507404

Redfin Estimate

$3,093,415

$543K since sold in July 2015$172K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 59.4% higher than the average sale price ($1.94M) of 6 comparable homes.

SOLD AUG 19, 2026
$1,400,000
A
4 beds3.5 baths3,909 sq ft
29 E Kinnicutt Rd, Pound Ridge, NY 10576
Listing by Howard Hanna Rand Realty
SOLD JUL 9, 2026
$1,650,000
B
4 beds3.5 baths3,192 sq ft
5 S Bedford Rd, Pound Ridge, NY 10576
Listing by Julia B Fee Sothebys Int. Rlty
SOLD JUL 13, 2026
$3,050,000
C
5 beds5 baths4,803 sq ft
105 Old Corner Rd, Bedford, NY 10506
Listing by Houlihan Lawrence Inc.
SOLD MAR 30, 2026
$2,595,000
D
4 beds5 baths3,985 sq ft
104 Ramhorne Rd, New Canaan, CT 06840
SOLD SEP 10, 2026
$1,725,000
E
4 beds3 baths3,333 sq ft
10 Apple Tree Ln, Pound Ridge, NY 10576
Listing by William Raveis Real Estate
SOLD AUG 5, 2026
$1,225,000
F
4 beds3.5 baths4,324 sq ft
49 Spring Hill Ln N, Stamford, CT 06903

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Earn from this home

Sell

$1,385,768

Est. take-home

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Refinance

Est. cash available

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Rent

$4,495/mo

Redfin rental estimate

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Market trends in 10576, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

103.0%

2.2% MoM

Median sale price

$1.6M

$93K MoM

Avg. days on market

23d

4 days MoM

Recently sold homes

2 MoM

New listings for sale

NEW 27 HRS AGO
$2,950,000
5 beds4.5 baths6,965 sq ft
11 S Eastern Farm Rd, Pound Ridge, NY 10576
Listing by William Raveis-New York LLC
$3,400,000
5 beds6.5 baths6,706 sq ft
143 Lower Shad Rd, Pound Ridge, NY 10576
Listing by Houlihan Lawrence Inc.
See all

Provided by Redfin

Sale history for 66 Upper Shad Rd

Date

Event

Price

HGMLS #4507404

Jul 1, 2015

Sold

$2,550,000

$665/sq ft

Jul 1, 2015

Price Changed

$2,095,000

$546/sq ft

Jul 1, 2015

Price Changed

$2,550,000

$665/sq ft

Apr 28, 2015

Contingent

—

Apr 21, 2015

Listed

$2,095,000

$546/sq ft

Ultra sophisticated, waterfront, high quality home with wonderful views. Completely renovated and expanded with custom everything - cabinetry, millwork, kitchen, baths, waterworks fixtures, etc. Extraordinary property abuts Russell Nature Preserve for total privacy. Stone walls, spectacular gardens, cobblestoned drive, slate patio with outdoor fireplace & built-in bar and grill, ponds with docks for boating, fishing & ice skating, exceptional pool with infinity-edge spa, 3,000 s. f patio, full outdoor kitchen, shower, living & dining room. Top-of-the line Kitchen with white Calacatta marble, gorgeous baths, Marvin windows & doors, 6 zone central air & heat, full house Generac generator, copper gutters, sound system & reasonable taxes. A one-of-a-kind offering.

OneKey® MLS as Distributed by MLS Grid #H4507404

Jul 1, 2015

Sold

$2,550,000

$665/sq ft

Apr 21, 2015

Listed

$2,095,000

$546/sq ft

Public Records

Jun 27, 1995

Sold

$375,000

$98/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$39,157 (+2.2%)

$65,000 + $200,000

$265,000

2025

$38,322 (+7.8%)

$65,000 + $200,000

$265,000

2024

$35,540 (+3.6%)

$65,000 + $200,000

$265,000

2023

$34,310 (+5.4%)

$65,000 + $200,000

$265,000

2022

$32,554 (+1.3%)

$65,000 + $200,000

$265,000

2021

$32,140 (−1.0%)

$65,000 + $200,000

$265,000

2020

$32,460 (−0.8%)

$65,000 + $200,000

$265,000

2019

$32,719

$65,000 + $200,000

$265,000

2018

$65,000 + $200,000

$265,000

2017

$65,000 + $200,000

$265,000

2016

$65,000 + $200,000

$265,000

2014

$65,000 + $200,000

$265,000

2013

$65,000 + $200,000

$265,000

2012

$65,000 + $200,000

$265,000

2011

$65,000 + $200,000

$265,000

2010

$65,000 + $200,000

$265,000

2009

$65,000 + $200,000

$265,000

2008

$50,000 + $190,000

$240,000

Tax history for 66 Upper Shad Rd

Year

Property tax

Land + Additions

Assessment*

2026

$39,157 (+2.2%)

$65,000 + $200,000

$265,000

2025

$38,322 (+7.8%)

$65,000 + $200,000

$265,000

2024

$35,540 (+3.6%)

$65,000 + $200,000

$265,000

2023

$34,310 (+5.4%)

$65,000 + $200,000

$265,000

2022

$32,554 (+1.3%)

$65,000 + $200,000

$265,000

2021

$32,140 (−1.0%)

$65,000 + $200,000

$265,000

2020

$32,460 (−0.8%)

$65,000 + $200,000

$265,000

2019

$32,719

$65,000 + $200,000

$265,000

2018

$65,000 + $200,000

$265,000

2017

$65,000 + $200,000

$265,000

2016

$65,000 + $200,000

$265,000

2014

$65,000 + $200,000

$265,000

2013

$65,000 + $200,000

$265,000

2012

$65,000 + $200,000

$265,000

2011

$65,000 + $200,000

$265,000

2010

$65,000 + $200,000

$265,000

2009

$65,000 + $200,000

$265,000

2008

$50,000 + $190,000

$240,000

*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

3.68 Acres

Year renovated

1973

Sq. Ft.

3,834

Year built

1960

Style

Single Family Residential

County

Westchester County

APN

554600A00932000000210000000

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

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 3

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

Interior Features
Interior Features: Eat-in Kitchen,Entrance Foyer,Formal Dining,First Floor Bedroom,Marble Counters,Primary Bathroom,Walk-In Closet(s)
Appliances: Dishwasher, Dryer, Refrigerator, Washer, Oil Water Heater, Wine Refrigerator
Flooring: Hardwood
Levels: Three Or More
Patio And Porch Features: Deck, Patio

Room Information
Basement YN: Yes
Attic: Full
Rooms Total: 10
Basement: Finished, Full, Walk-Out Access

Bathroom Information
Bathrooms Full: 4
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Frame, Shingle Siding
Fencing: Fenced
Security Features: Security Gate, Security System
Waterfront YN: Yes

Pool Information
Pool Features: In Ground

Lot Information
Additional Parcels YN: No
Lot Features: Level, Sprinklers In Front, Sprinklers In Rear, Views

Property Information
Stories: 3
Living Area Source: Other
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2015
Tax Source: Municipality
Tax Annual Amount: $30,329

Financial Information
Buyer Financing: Cash

Utilities

Utility Information
Electric Company: NYSEG
Sewer: Septic Tank
Utilities: Trash Collection Private

Location

School Information
Elementary School: Pound Ridge Elementary School
Middle Or Junior School: Fox Lane Middle School
High School: Fox Lane High School
High School District: Bedford

Location Information
Directions: High Ridge Rd to left on Upper Shad. #66 on right through large iron gates.
County Or Parish: Westchester County

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 3,834
Stories: —
Lot Size: 3.68 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: 1973
County: Westchester County
APN: 554600A00932000000210000000

Home facts updated by county records on Sep 25, 2026

Around this home

Schools

K - 12
Preschool & daycare

Pound Ridge Elementary School

Public K-5 • Assigned • 1.8mi

10/10

Fox Lane Middle School

Public 6-8 • Assigned • 5.7mi

7/10

Fox Lane High School

Public 9-12 • Assigned • 5.8mi

7/10

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

4/10 Heat Factor

7 days above 99° expected this year, 16 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, 7 days in 30 years

Provided by First Street

Historical weather

Pound Ridge, NY • 10576

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

$2.94M – $3.56M

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Nearby similar homes

$525,000

Land— sq ft

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Listing by Coldwell Banker Realty

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Listing by Houlihan Lawrence Inc.

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OPEN SUN, 12PM TO 2PM

$2,350,000

3 beds2.5 baths4,250 sq ft

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Private studio above • 2019 renovation • 0.27 acre lot

Listing by Compass Greater NY, LLC

$3,400,000

5 beds6.5 baths6,706 sq ft

143 Lower Shad Rd, Pound Ridge, NY 10576

Custom colonial • Landscaped grounds • Chef kitchen

Listing by Houlihan Lawrence Inc.

New listings for sale in 10576

NEW 27 HRS AGO

$2,950,000

5 beds4.5 baths6,965 sq ft

11 S Eastern Farm Rd, Pound Ridge, NY 10576

Gated entry • Custom millwork • 3.18 acre lot

Listing by William Raveis-New York LLC

$3,400,000

5 beds6.5 baths6,706 sq ft

143 Lower Shad Rd, Pound Ridge, NY 10576

Custom colonial • Landscaped grounds • Chef kitchen

Listing by Houlihan Lawrence Inc.

Home values near 66 Upper Shad Rd

Data from public records.

Address	Redfin Estimate
88 Upper Shad Rd, Pound Ridge, NY 3 Beds \| 2.5 Baths \| 2377 Sq. Ft.	$1,345,282
67 Upper Shad Rd, Pound Ridge, NY 5 Beds \| 3 Baths \| 2883 Sq. Ft.	$1,550,309
45 Upper Shad Rd, Pound Ridge, NY 4 Beds \| 3 Baths \| 1898 Sq. Ft.	$911,618
83 Upper Shad Rd, Pound Ridge, NY 3 Beds \| 3.5 Baths \| 3467 Sq. Ft.	$1,465,081
35 Old Snake Hill Rd, Pound Ridge, NY 4 Beds \| 6 Baths \| 4021 Sq. Ft.	$2,767,016
31 Old Snake Hill Rd, Pound Ridge, NY 5 Beds \| 5.5 Baths \| 8230 Sq. Ft.	$3,707,236
39 Old Snake Hill Rd, Pound Ridge, NY 5 Beds \| 5.5 Baths \| 4718 Sq. Ft.	—

Address	Redfin Estimate
50 Upper Shad Rd, Pound Ridge, NY 3 Beds \| 2.5 Baths \| 4000 Sq. Ft.	$2,298,287
63 Upper Shad Rd, Pound Ridge, NY 3 Beds \| 2.5 Baths \| 2016 Sq. Ft.	$1,131,604
65 Upper Shad Rd, Pound Ridge, NY 4 Beds \| 3 Baths \| 3162 Sq. Ft.	$1,193,012
70 Upper Shad Rd, Pound Ridge, NY 4 Beds \| 3.5 Baths \| 2514 Sq. Ft.	$1,231,048
89 High Ridge Rd, Pound Ridge, NY 2 Beds \| 2 Baths \| 1900 Sq. Ft.	$1,072,993
84 High Ridge Rd, Pound Ridge, NY 3 Beds \| 3 Baths \| 2361 Sq. Ft.	$1,116,541
29 Old Snake Hill Rd, Pound Ridge, NY 5 Beds \| 3.5 Baths \| 6237 Sq. Ft.	$3,475,328

Address	Redfin Estimate
57 Upper Shad Rd, Pound Ridge, NY 4 Beds \| 2.5 Baths \| 2040 Sq. Ft.	$955,880
47 Upper Shad Rd, Pound Ridge, NY 3 Beds \| 3 Baths \| 2398 Sq. Ft.	$1,125,637
49 Upper Shad Rd, Pound Ridge, NY 4 Beds \| 3 Baths \| 3234 Sq. Ft.	$1,220,214
81 High Ridge Rd, Pound Ridge, NY 3 Beds \| 2.5 Baths \| 2916 Sq. Ft.	$1,096,947
87 High Ridge Rd, Pound Ridge, NY 3 Beds \| 2 Baths \| 2406 Sq. Ft.	$821,580
25 Old Snake Hill Rd, Pound Ridge, NY 3 Beds \| 3 Baths \| 3034 Sq. Ft.	$1,390,595
28 Old Snake Hill Rd, Pound Ridge, NY 4 Beds \| 3 Baths \| 2820 Sq. Ft.	$1,373,339

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2015. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 10576, NY

Sale history for 66 Upper Shad Rd

Tax history for 66 Upper Shad Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 10576

Home values near 66 Upper Shad Rd

More real estate resources