$2,350,000
 $12,615 est/mo Sourced by Back At You

259 Westchester Avenue,Pound Ridge, NY 10576

Pound Ridge, NY 10576

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Description

A live/work compound in the heart of Pound Ridge, 259 Westchester Avenue brings together a sophisticated street-level showroom, designed three-bedroom residence, separate two-story studio barn, landscaped grounds, and off-street parking lot-directly across from The Inn at Pound Ridge by Jean-Georges. Originally built in 1860 as the Samuel Parker House, this property has been transformed into a flexible commercial and residential offering with the character, infrastructure, and versatility to support a wide range of owner-user, investment, and creative business uses. The property presents an opportunity for an owner-user, luxury retail or design brand, creative entrepreneur, studio or gallery operator, or investor seeking both income potential and long-term flexibility. Rather than a conventional commercial building, 259 Westchester Avenue offers multiple complementary components that can function together or independently: a prominent street-level commercial space, a three-bedroom residence above, and a separate heated and air-conditioned two-story barn. The street-level commercial space is currently configured as an elevated retail showroom, with wide-plank flooring, architectural ceilings, custom lighting, fitting room, office, design workspace, powder room, and kitchen. Its open, finished layout lends itself to a variety of commercial uses and provides a strong platform for retail, showroom, design, creative, office, gallery, or other owner-user concepts. The space offers flexibility for a future owner. Above the commercial space is a three-bedroom residence with soaring vaulted beamed ceilings, abundant natural light, a great room, appointed kitchen with soapstone countertops, primary suite with walk-in closet, two additional bedrooms, and thoughtfully designed baths. The residential component creates the opportunity to live directly above the business while maintaining separation between the two uses. A separate two-story barn further expands the property's commercial potential. Heated and air-conditioned, the barn offers a first level suitable for a showroom, studio, workshop, business use, inventory, receiving, storage, entertaining, or other permitted use, along with a second-level studio or office. The separation between the main commercial space, residence, and barn provides flexibility rarely found in a property of this scale and location. Professionally landscaped grounds, private garden and intimate outdoor entertaining areas provide additional space for client gatherings, private events, product launches, seasonal activations, or simply extending the property's commercial and residential uses outdoors, subject to applicable approvals. Extensively renovated between 2017 and 2019 under acclaimed New York interior designer Jenny Wolf of The Huntress, the property combines historic character with substantially updated infrastructure and systems. Improvements include updated electrical, plumbing, HVAC, well systems, a whole-property standby generator, and commercial-grade infrastructure, creating a turnkey foundation for property's next chapter. Located in the heart of Pound Ridge's charming hamlet and directly across from The Inn at Pound Ridge by Jean-Georges, the property benefits from a visible and walkable setting within one of Northern Westchester's most distinctive communities. Its location, configuration, parking, multiple structures, and combination of commercial and residential space create an uncommon opportunity for a business owner, creative enterprise, investor, or owner-user seeking a property that can evolve with their needs. Show. Create. Host. Live. 259 Westchester Avenue offers something increasingly difficult to find in Northern Westchester: a property where commerce, creativity, hospitality, and residential life can exist at one address.

Details

MLS #1019874
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1860
Days On Site101
Listing Provided ByCompass Greater NY, LLC | Jan Pierre Chavez

Features

Bed(s)3
Bath(s) 3 Total
SQ Feet4,250
BasementY
Story(s)2
Acreage0.27

Interior

CoolingCentral Air
HeatingForced Air, Propane
Interior FeaturesBeamed Ceilings, Galley Type Kitchen, High Ceilings, Open Floorplan, Soaking Tub, Stone Counters, Storage, Walk-In Closet(s), Washer/Dryer Hookup
AppliancesDishwasher, Dryer, Electric Range

Exterior

Exterior FeaturesAwning(s), Garden
Security FeaturesVideo Cameras
Construction MaterialsFrame
FencingFenced

Parking

Garage Yes / NoNo
Parking FeaturesAssigned, Detached, Driveway

Utilities

UtilitiesElectricity Connected
SewerSeptic Tank

Taxes

Tax Year2025
Tax Assessed Value165700
Tax Annual Amount23961.86

Area Information

StateNY
CountyWestchester County
CityPound Ridge
Zip Code10576
School DistrictFox Lane High School
Elementary SchoolPound Ridge Elementary School
High SchoolFox Lane High School
Listing VS Median (in 10576)
Price:
$2,350,000
low | high
Med:
$1,550,000
84.042553191489% of Average
sqft:
4,250
low | high
Med:
2,903
81.694117647059% of Average
$ / sqft:
$553
low | high
Med:
$534
53.438116108794% of Average
On site:
101
low | high
Med:
60
100% of Average
Sourced by Back At You

Market Activity 10576

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Learn More About This Property

StateNY
CountyWestchester County
CityPound Ridge
Zip Code10576
School DistrictFox Lane High School
Elementary SchoolPound Ridge Elementary School
High SchoolFox Lane High School
Listing VS Median (in 10576)
Price:
$2,350,000
low | high
Med:
$1,550,000
84.042553191489% of Average
sqft:
4,250
low | high
Med:
2,903
81.694117647059% of Average
$ / sqft:
$553
low | high
Med:
$534
53.438116108794% of Average
On site:
101
low | high
Med:
60
100% of Average
Sourced by Back At You
Listing Updated: October 5, 2026 at 12:43:10 AM PDT