20 Upper Shad Rd, Pound Ridge, NY 10576
OFF MARKET

20 Upper Shad Rd
Pound Ridge, NY 10576

  • 4 Beds
  • 3 Baths
  • 2,539 sqft (on 2 acres)

$1,443,700

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $9,272/mo*
Refinance Your Home

$1,443,700

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $9,272/mo*
Refinance Your Home
4 Beds
3 Baths
2,539 sqft
(on 2 acres)

Home Value

Trulia Estimate
$1.44M
Since last month
Increased$2K (+0.1%)
Since last year
Increased$162K (+12.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +91% in the last 10 years
MonthEstimated value
2026
August 2026$1.44M
July 2026$1.44M
June 2026$1.43M
May 2026$1.4M
April 2026$1.36M
March 2026$1.35M
February 2026$1.32M
January 2026$1.32M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Hemlock Hill Road, Pound Ridge, NY
0.15
Single-Family Home
$1,510,000
10/24/25
3
3.5
3,261
32 Pine Drive, Pound Ridge, NY
0.27
Single-Family Home
$1,390,000
09/04/25
4
3.5
5,020
99 High Ridge Road, Pound Ridge, NY
0.47
Single-Family Home
$1,175,000
09/03/25
2
3
2,485
5 S Bedford Road, Pound Ridge, NY
0.76
Single-Family Home
$1,650,000
07/09/26
4
3.5
3,192
496 Trinity Pass Road, New Canaan, CT
0.69
Single-Family Home
$1,650,000
08/24/26
4
3.5
2,522
160 Barnegat Road, Pound Ridge, NY
0.91
Single-Family Home
$1,758,000
09/29/25
3
2.5
2,006
89 Horseshoe Hill Rd, Pound Ridge, NY
1.04
Single-Family Home
$700,000
12/18/25
4
3
2,093
142 High Ridge Road, Pound Ridge, NY
0.63
Single-Family Home
$950,000
07/24/26
2
1.5
1,363
29 E Kinnicutt Road, Pound Ridge, NY
1.18
Single-Family Home
$1,400,000
08/19/26
4
3.5
3,909
15 Laurel Road, Pound Ridge, NY
1.51
Single-Family Home
$805,000
07/01/26
4
2.5
2,274

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
12 Hemlock Hill Road, Pound Ridge, NY 10576
0.15
$1,623,300
3
3.5
3,261
Off Market
8 Hemlock Hill Road, Pound Ridge, NY 10576
0.19
$1,724,800
4
3
3,772
Off Market
106 Westchester Avenue, Pound Ridge, NY 10576
0.18
$1,427,300
3
3.5
2,854
Off Market
26 Hemlock Hill Road, Pound Ridge, NY 10576
0.19
$3,657,600
4
4.5
4,260
Off Market
8 Bayberry Way, Pound Ridge, NY 10576
0.22
$1,078,200
5
4
3,719
Off Market
32 Pine Drive, Pound Ridge, NY 10576
0.27
$1,499,500
4
3.5
5,020
Off Market
47 Upper Shad Road, Pound Ridge, NY 10576
0.31
$1,023,900
3
3
2,398
Off Market
99 High Ridge Road, Pound Ridge, NY 10576
0.47
$1,267,800
2
3
2,485
Off Market
39 Old Snake Hill Road, Pound Ridge, NY 10576
0.52
$3,500,000
5
5.5
4,718
For Sale
39 Lower Trinity Pass Road, Pound Ridge, NY 10576
0.55
$1,066,400
3
3
2,904
Off Market
61 Fancher Road, Pound Ridge, NY 10576
0.55
$2,679,500
4
4.5
6,484
Off Market
15A High Ridge Road, Pound Ridge, NY 10576
0.58
$525,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 20 Upper Shad Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1971
Lot Size
2 acres
Living Area
2,539 sqft
Price/Sqft
$569
Parking
Garage

About this House

This single-family home is located at 20 Upper Shad Rd, Pound Ridge, NY. 20 Upper Shad Rd is in Pound Ridge, NY and in ZIP code 10576. This property has 4 bedrooms, 3 bathrooms and approximately 2,539 sqft of floor space. This property has a lot size of 2.00 acres and was built in 1971.
20 Upper Shad Rd, Pound Ridge, NY 10576 is a 4 bedroom, 3 bathroom, 2,539 sqft single-family home built in 1971. It is currently off market. The Trulia Estimate is $1,443,700, with a rent estimate of $7,679/month.

Home Details for 20 Upper Shad Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: ElectricAir ConditioningCooling System: CentralHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1971Year Updated: 1973
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Exterior Features

Exterior Home Features
Exterior: Brick
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price and Tax history

YearProperty taxTax assessment
2025Unavailable
$1,281,847
Home facts updated by county records

Market trends in Pound Ridge

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
8MoM

Around this home

What Locals Say about Pound Ridge

At least 25 Trulia users voted on each feature.

  • 97 % Say it's quiet

  • 94 % Say parking is easy

  • 91 % Say yards are well-kept

  • 89 % Say car is needed

  • 88 % Say it's dog friendly

  • 88 % Say there's wildlife

  • 77 % Say they plan to stay for at least 5 years

  • 73 % Say people would walk alone at night

  • 66 % Say there's holiday spirit

  • 59 % Say neighbors are friendly

  • 57 % Say there are community events

  • 44 % Say kids play outside

  • 38 % Say it's walkable to restaurants

  • 22 % Say it's walkable to grocery stores

  • 21 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Keren Richter
    "It’s a car based area. If you take the train, you have to drive to the station in another town (Mt Kisco or Bedford Hills)"
    0
    Flag
  • Thomasbuczkowski
    "Space and privacy are great for dogs. Many people place invisible fences so pets can roam but stay inside boundaries."
    0
    Flag
  • Kevin B.
    "Beautiful place to live especially with a young family. Lots of privacy and small town feel. A little slice of heaven. "
    2
    Flag
  • John E.
    "Amazing town. Unpretentious, friendly with people who deeply care about the town. Also, the road maintenance is second to none. Major windstorm,no problem cleanedsday. "
    0
    Flag
  • John E.
    "Pound Ridge is amazing, but Is spread out, so be prepared to drive Your kids. Great schools and very, very safe!"
    0
    Flag
  • Maritza
    "nature, peaceful, quite, people are friendly and courteous, just beautiful small town yet close to nyc"
    2
    Flag
  • Maritza
    "check the schools and amenities, it’s a quiet town and simple lifestyle, nature is beautiful, close other great towns "
    0
    Flag
  • Asia L.
    "There are tons of family activities and events for all. Cute restaurants, parks, hiking trails and stunning views. Pound Ridge is an exclusive town, breathtaking."
    0
    Flag
  • pschantz
    "Pound Ridge has a very rural feel, despite being only 45 miles from Manhattan and 12 miles from Stamford. If you enjoy country living but want to be near major urban areas, this is definitely your spot."
    0
    Flag
  • pschantz
    "Lovely area if you like country living and privacy with a 50 minute drive to Midtown Manhattan."
    0
    Flag
  • Italianews
    "I love living here. It has that small town atmosphere, yet you're 20 minutes from downtown Stamford and less than an hour from NYC"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 20 Upper Shad Rd

  • What is 20 Upper Shad Rd estimated to be worth?
    Trulia's estimated value for 20 Upper Shad Rd in Pound Ridge, NY is $1,443,700.
  • Is Pound Ridge a buyer's or seller's market?
    Pound Ridge is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Pound Ridge?
    Residents describe Pound Ridge, NY as quiet, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Pound Ridge, NY.
  • What are the closest schools to 20 Upper Shad Rd?
    The closest schools to 20 Upper Shad Rd in Pound Ridge, NY are Fox Lane High School (rated 7/10), Fox Lane Middle School (rated 7/10), Pound Ridge Elementary School (rated 10/10).
  • Does 20 Upper Shad Rd have air conditioning?
    Yes, 20 Upper Shad Rd in Pound Ridge, NY has air conditioning.
  • How big is the lot at 20 Upper Shad Rd?
    The lot at 20 Upper Shad Rd in Pound Ridge, NY is about 2 acres.

Explore by feature - Air Conditioning

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