63-73 Old Chester Road, Goshen, New York image 1
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63-73 Old Chester Road

Goshen, NY 10924
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$2,999,999 $12,648/Mo
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Bed 17

Bed

Bath 10

Bath

SqFt12,128

Sqft

Acres10.40

Acres(Lot)

A Rare Multi-Generational Compound with Verified Historic Pedigree — Goshen, New York Set on 10.4 rolling acres in the heart of Orange County's storied horse country, this remarkable six-residence compound offers a truly singular combination of history, character, and income diversity rarely found in the Hudson Valley market. Anchored by a main dwelling dating to 1860 and a beautifully preserved two-story barn built in 1861, the property carries a documented pedigree that few estates can claim: Owned by Henry Herman Westinghouse, engineer, industrialist, and brother of inventor George Westinghouse — a legacy reflected in the property's own name, Westinghouse Farm. It was once home to legendary Parisian art dealer Paul Rosenberg, the internationally renowned champion of modern art and deal er to Picasso, Braque, and Matisse. Spanning over 12,000 square feet across six thoughtfully maintained and appointed residences, the compound blends timeless architectural character — original wood exterior, hand-hewn barn framing and classic period details — with the kind of ongoing care and updates that today's buyers expect. Each residence has been maintained to a high standard, and the grounds reflect the same attention to detail throughout. What truly distinguishes this offering is its diversified and resilient income profile. Four of the six residences (#67, #69, #71, and #73) have been home to long-term tenants for years, providing the kind of dependable, established rental history that speaks to strong financial character and low turnover risk. The remaining two residences (#63 and #65) operate as licensed short-term rentals under an active Orange County Hotel and Motel Occupancy Tax Certificate of Authority, with a well-documented multi-year booking history on major platforms. There has been 7 years of continuous SUPER HOST STATUS ranked in the top 5% in guest reviews. Rounding out the offering are two additional income components — the Butterhouse Storage building and the Doghouse Shop, the latter offering clear upside potential as a future rental conversion. This is a compound built for flexibility. It will appeal equally to the sophisticated investor seeking a diversified, multi-stream income property with a compelling historic story, and to the owner-operator who envisions living in one of the residences while continuing — and potentially expanding — the established short-term rental business across the balance of the property. Either path offers a rare opportunity to own a piece of documented Hudson Valley history with a proven, adaptable income foundation beneath it. Ideally located in Goshen — home to LEGOLAND New York and long known as the "Cradle of the American Trotting Horse" — the property offers easy access to Route 17 and the NY State Thruway, with Manhattan roughly an hour's drive away and Metro-North's Port Jervis Line accessible via the nearby Campbell Hall Station and Middletown-Town of Wallkill station. Few properties on the market today offer this rare intersection of verified history, architectural character, and genuine income diversity — all within reach of New York City.

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Detail Ic Property Details

Property Type : Residential

Price : $2,999,999

AD Id : 91296538

MLS Id : 1051458

Beds : 17

Lot Size : 10.40 Acres

Living Area Size : 12,128 Sq. Ft

Tax Amount : $24,843

Year Built : 1860

County : Orange

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Feature Features

  • Bedroom Information

    Total beds: 17

    Bathroom Information

    Total Baths: 10 Full Baths: 9 Half Baths: 1

    Room Information

    Rooms Total: 36

  • Interior Features

    Beamed Ceilings, Natural Woodwork Appliances: Other, Range, Refrigerator

  • Heating & Cooling

    Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Ductless, Multi Units

  • Building Information

    Year Built: 1860 Building Area Total: 12182 Construction Materials: Other Private Pool: No View: Mountain(s), Panoramic

  • Lot Information

    Lot Size Acres: 10.4 Lot Size Square Feet: 453024 Lot Description: Sloped, Private, Rolling Slope, See Remarks, Views

  • Listing Price Information

    Listing Price: $2999999

  • Tax Information

    Parcel Number: 333089-008-000-0001-009.212-0000 Tax Lot: 9.212 Tax Block: 1 Annual Tax: $24843

  • Parking Information

    Private

  • School Information

    Elementary School: Chester Elementary School
    Junior High School: Chester Academy-Middle/High School
    Senior High School: Chester Academy-Middle/High School

  • Utility Information

    Cable Connected, Electricity Connected, Propane, See Remarks

  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
4 Sulky Way, Goshen, NY, 10924 $550,000 2 3 1,671 --
10 Sulky Way, Goshen, NY, 10924 $550,000 2 3 1,671 --
34 Woodcrest Lane, Goshen, NY, 10924 $1,499,000 5 5 3,586 2.80 Acres
173 Hasbrouck Road, Goshen, NY, 10924 $599,900 4 3 2,235 5.30 Acres
165 Hasbrouck Road, Goshen, NY, 10924 $3,500,000 3 4 2,929 88.30 Acres
15 White Tail Drive, Goshen, NY, 10924 $1,399,999 4 4 3,995 1.80 Acres
3 Broadlea Road, Goshen, NY, 10924 $899,000 4 3 2,700 3.87 Acres
225 Knoell Road, Goshen, NY, 10924 $539,000 3 2 2,088 0.56 Acre
155 Arcadia Road, Goshen, NY, 10924 $4,500,000 18 11 1,843 23.10 Acres
157 Arcadia Road, Goshen, NY, 10924 $2,500,000 6 6 6,090 5 Acres

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The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 10/06/2026 @ 04:56

MLS: 1051458 LISTED BY: Steven Brown, Hudson Valley Realty & Busines 845-629-2223 SOURCE: OneKey MLS

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