255 Stone Hill Rd, Pound Ridge, NY 10576
OFF MARKET

255 Stone Hill Rd
Pound Ridge, NY 10576

  • 3 Beds
  • 3 Baths
  • 2,302 sqft (on 1.94 acres)

$1,251,900

Trulia Estimate
as of Jun 9, 2026
Est. Refi. Payment $7,912/mo*

$1,251,900

Trulia Estimate
as of Jun 9, 2026
Est. Refi. Payment $7,912/mo*
3 Beds
3 Baths
2,302 sqft
(on 1.94 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

3 bedroom 3 bath farmhouse on 2 acres with pond and inground pool. Town records show build date in the late 1800s but lots of modern updates with a few of the original touches. Hardwood floors with some of the original wide plank floors. Massive great room with fireplace, additional parlor with fireplace, updated tiled baths. Level yard has playhouse, tool shed and boat dock on the pond.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 255 Stone Hill Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Other, OilCooling System: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Vinyl, Wood
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1860Year Updated: 0
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.94 acres

Price History for 255 Stone Hill Rd

DatePriceEventSource
04/06/2018$520,000Sold
OneKey® MLS as distributed by MLS GRID #H4729865
03/03/2018$599,900PendingAgent Provided
11/20/2017$599,900PriceChange
Agent Provided
07/25/2017$629,900Listed For SaleAgent Provided
05/22/2017$657,591Sold
N/A
03/31/2017$659,900Listed For SaleAgent Provided
09/21/2016$735,000ListingRemovedAgent Provided
06/10/2016$735,000PriceChange
Agent Provided
05/13/2016$750,000PriceChange
Agent Provided
05/05/2016$775,000PriceChange
Agent Provided
04/28/2016$795,000PriceChange
Agent Provided
04/18/2016$799,000PriceChange
Agent Provided
04/11/2016$840,000PriceChange
Agent Provided
02/27/2016$875,000Listed For SaleAgent Provided
07/29/2014$850,000Sold
OneKey® MLS as distributed by MLS GRID #H3334401
06/25/2014$875,000PendingAgent Provided
01/23/2014$875,000PriceChange
Agent Provided
05/08/2013$895,000Listed For SaleAgent Provided
03/08/2011$1,099,000ListingRemovedAgent Provided
03/07/2011$1,099,000Listed For SaleAgent Provided
10/18/2008$1,099,000ListingRemovedAgent Provided
05/19/2008$1,099,000Listed For SaleAgent Provided

Market trends in Pound Ridge

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
28
16
MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$820,064
Home facts updated by county records

Comparable Sales for 255 Stone Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.75
Single-Family Home
$596,000
05/01/26
3
2
1,732
0.52
Single-Family Home
$1,200,000
08/25/25
4
3
3,546
0.55
Single-Family Home
$1,365,000
12/11/25
4
3.5
3,212
0.53
Single-Family Home
$1,395,000
11/25/25
3
2.5
3,449
0.91
Single-Family Home
$1,275,000
07/08/25
4
3
3,014
0.91
Single-Family Home
$1,275,000
06/30/25
4
3
3,014
0.84
Single-Family Home
$1,565,000
07/14/25
4
2.5
2,632
0.58
Single-Family Home
$1,600,000
06/16/25
5
4.5
4,050
0.98
Single-Family Home
$1,175,000
08/27/25
4
2.5
2,632
0.78
Single-Family Home
$1,850,000
09/09/25
3
4
3,660

Nearby homes

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Assigned Schools

These are the assigned schools for 255 Stone Hill Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 72 % Say people would walk alone at night

  • 66 % Say there's holiday spirit

  • 59 % Say neighbors are friendly

  • 55 % 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)"
  • Thomasbuczkowski
    "Space and privacy are great for dogs. Many people place invisible fences so pets can roam but stay inside boundaries."
  • Kevin B.
    "Beautiful place to live especially with a young family. Lots of privacy and small town feel. A little slice of heaven. "
  • 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. "
  • John E.
    "Pound Ridge is amazing, but Is spread out, so be prepared to drive Your kids. Great schools and very, very safe!"
  • Maritza
    "nature, peaceful, quite, people are friendly and courteous, just beautiful small town yet close to nyc"
  • Maritza
    "check the schools and amenities, it’s a quiet town and simple lifestyle, nature is beautiful, close other great towns "
  • 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."
  • 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."
  • pschantz
    "Lovely area if you like country living and privacy with a 50 minute drive to Midtown Manhattan."
  • 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"

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Homes for sale near 255 Stone Hill Rd

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255 Stone Hill Rd, Pound Ridge, NY 10576 is a 3 bedroom, 3 bathroom, 2,302 sqft single-family home built in 1860. This property is not currently available for sale. 255 Stone Hill Rd was last sold on Apr 6, 2018 for $520,000. The current Trulia Estimate for 255 Stone Hill Rd is $1,251,900.