63-73 Old Chester RD, Goshen, NY 10924
63-73 Old Chester RD, Goshen, NY 10924
63-73 Old Chester RD, Goshen, NY 10924
63-73 Old Chester RD, Goshen, NY 10924
63-73 Old Chester RD, Goshen, NY 10924
63-73 Old Chester RD, Goshen, NY 10924
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$ 2,999,999
Est. payment | /mo

17 Beds

10 Baths

12,128 SqFt


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$ 2,999,999
Est. payment | /mo
Save

17 Beds

10 Baths

12,128 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 12,128 sqft

Price per Sqft $247

MLS Listing ID 1051458

Style Farmhouse

Bedrooms 17

Full Baths 9

Half Baths 1

HOA Y/N No

Rental Info No

Year Built 1860

Annual Tax Amount $24,843

Lot Size 10.400 Acres

Acres 10.4

Property Sub-Type Single Family Residence

Source onekey2

Property Description

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 dealer 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.

Location

State NY

County Orange County

Rooms

Basement See Remarks

Interior

Interior Features Beamed Ceilings, Natural Woodwork, Original Details

Heating Oil

Cooling Ductless, Multi Units

Fireplace No

Appliance Other, Range, Refrigerator

Exterior

Parking Features Private

Utilities Available Cable Connected, Electricity Connected, Propane, See Remarks

View Mountain(s), Panoramic

Garage false

Private Pool No

Building

Lot Description Near School, Near Shops, Part Wooded, Private, Rolling Slope, See Remarks, Views

Foundation Other

Sewer Septic Tank

Water Well

Structure Type Other

Schools

Elementary Schools Chester Elementary School

Middle Schools Chester Academy-Middle/High School

High Schools Chester

School District Chester

Others

Senior Community No

Special Listing Condition None

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
Listed by Hudson Valley Realty & Busines • Steven Brown

Nearby Locations

GET MORE INFORMATION

Jeffrey Jimenez
Jeffrey Jimenez

Licensed Real Estate Salesperson License ID: 10401267947

+1(631) 953-7864

150 Motor Pkwy, Hauppauge, NY 11788, USA

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63-73 Old Chester RD