441 Scotchtown Collabar Road, Middletown, NY 10941

$999,500

Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm.… Read More An architecturally inspired contemporary wing clad in cedar was added in the 1980s, creating a spacious, chic, light-filled interior, and a seamless blend of old and new. The property is punctuated outside with towering pines and mature, perennial plantings. The antique portion of the home maintains beamed ceilings and crafted wood details in the main room, and it flows to the soaring, light-filled section, on two levels. On the main level, the large contemporary living room, and an open-concept kitchen and dining room are designed for modern, sophisticated living. This open main living room has slider doors to the pool area and sitting areas at the back of the home. A home office, a large entry foyer, a den and full bath round out the main level. Upstairs a luxurious sun-soaked primary suite with a sitting room, serves as a private retreat along with three other cozy bedrooms and a hall bath in the antique portion of the home. Original details of stonework, wood accents, and early craftsmanship - are preserved and accented throughout, while modern amenities bring comfort and ease. With four bedrooms, three full baths, and a lower level home gym, this exceptional property offers design aesthetic and daily utility in one. The outdoor spaces are a true escape. At the rear of the home, an expansive deck and stone patio surround a sparkling in-ground pool, cloistered into a private alcove and framed by a beautiful cedar pergola. The sprawling rear lawn is perfect for outdoor entertaining or imaginative uses. A detached 2-car garage has bonus space above, perfect for a studio, more exercise space or further creative pursuits. The property offers a viewshed of Highland Lakes State Park with over 3,000 acres of preserved woodlands, trails, and lakes for year round recreation. Ideally located in central Orange County in NY’s Hudson Valley, this special home is about 90 minutes from New York City and approximately 35 minutes to the Catskills and Shawangunks. The region is renowned for its leading cultural and entertainment institutions, medical and educational institutions, vibrant farm-to-table dining, the Shawangunk wine trail, Bethel Woods, Storm King Art Center and more. Completely unique and stunningly beautiful in every aspect, here is a one of one lifestyle opportunity, not to be missed. Read Less

Listing Courtesy of Ellis Sotheby's Intl Realty, 845-353-4250.

Listing Snapshot

Days Online

265

Last Updated

Jun 15, 2026

Property Type

Single Family Residence

Beds

Full Baths

Square Ft.

2,787

Year Built

1791

Property Tax

$11,924

MLS Number

908720

30 Days Snapshot Of 10941

$459k

-2%

(avg) sold price

-50%

homes sold

114

-31%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: "Dishwasher", "Dryer", "Electric Oven", "Gas Cooktop", "Oven", "Refrigerator", "Stainless Steel Appliance(s)", "Washer", "Indirect Water Heater", "Water Purifier Owned"

Basement

Description: "Partially Finished"

Building

Area: 2787, Architecture: "Colonial", "Contemporary", Construction Materials: "Cedar", "Stone", Levels: "Two", Year Built: 1791

Cooling

Details: "Ductless"

Fireplaces

Total Fireplaces: 2

Garage

Garage Spaces: 2

Heating

Heating: "Oil"

Laundry

Description: "In Basement"

Lot

Acres: 0.829

Pool

Features: "In Ground", "Outdoor Pool", "Solar Cover", Private Pool

Utilities

Sewer: "Septic Tank", Water Source: "Well", Utilities: "Cable Available", "Electricity Connected"

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Debra A Chiappetta, Real Estate Broker

Debra A Chiappetta, Real Estate Broker