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232 Tally Ho Road

Middletown, NY 10940
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Bed 4

Bed

Bath 5

Bath

SqFt4,522

Sqft

Acres17

Acres(Lot)

A Rare Country Estate Rich in History, Character & Timeless Beauty. Nestled off the road and surrounded by approximately 17 private, wooded acres, this remarkable circa 1820 estate offers an extraordinary opportunity to own a piece of Hudson Valley history. Lovingly expanded over generations while preserving its original character, this one of a kind residence encompasses over 4,500 square feet of thoughtfully designed living space where historic craftsmanship and modern comfort exist in perfect harmony. From the moment you arrive, the setting is unforgettable. Mature trees, rolling lawns, handcrafted stone walls, beautifully landscaped gardens, and multiple patios create a peaceful retreat where nature becomes part of everyday life. Inside, authentic architectural details celebrate the ho me's rich heritage. Original woodwork, custom built-ins, exposed beams, hardwood floors, handcrafted moldings, and three fireplaces create warmth and character throughout. Every room offers a unique glimpse into the home's remarkable history while providing comfortable spaces for today's lifestyle. The stunning great room is truly the heart of the home, showcasing reclaimed hand-hewn beams salvaged from a local barn and an impressive floor to ceiling stone fireplace crafted from stone found right on the property. Nearby, an incredible sunroom with soaring wood ceilings, skylights, walls of glass, and beautiful terracotta style flooring invites you to relax while enjoying panoramic views of the surrounding landscape in every season. A thoughtfully designed private wing introduces a distinctive Southwestern-inspired aesthetic, creating an exceptional primary suite complete with a fireplace, spacious ensuite bath, private balcony, and adjoining first-floor living area. Whether used as a luxurious owner's retreat, guest quarters, or a comfortable multi-generational living space, this flexible wing offers endless possibilities while adding a unique architectural dimension to the home. Outside, the property continues to impress. A classic original barn featuring horse stalls, electric service, and an expansive loft provides incredible versatility for equestrian enthusiasts, hobby farmers, livestock, workshops, storage, or future creative pursuits. With acres of wooded privacy and open areas for horses, chickens, goats, gardening, or simply enjoying the outdoors, the possibilities are limited only by your imagination. As an added opportunity, an adjoining 16.7-acre parcel is also available for purchase, allowing the next owner to create an even more extraordinary private estate. Steeped in nearly two centuries of history yet thoughtfully adapted for modern living, this is more than a home it's a legacy property waiting for its next chapter.

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Detail Ic Property Details

Property Type : Residential

Price : $850,000

AD Id : 88910495

MLS Id : 1032582

Beds : 4

Lot Size : 17 Acres

Living Area Size : 4,522

Year Built : 1820

County : Orange

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Rooms Total: 12 Basement: Partial, Storage Space, Unfinished
  • Flooring Information

    Carpet, Hardwood, Tile
  • Interior Features

    Eat-in Kitchen, Natural Woodwork Appliances: Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Washer Laundry Features: In Bathroom Window Features: Skylight(s)
  • Heating & Cooling

    Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Attic Fan, Wall/Window Unit(s)

  • Building Information

    Year Built: 1820 Building Area Total: 4522 Construction Materials: Aluminum Siding, Vinyl Siding Patio And Porch Features: Covered, Patio, Porch Private Pool: No
  • Exterior Features

    Exterior Features: Balcony, Garden

  • Lot Information

    Lot Size Acres: 17 Lot Size Square Feet: 740520 Lot Description: Back Yard, Front Yard, Landscaped, Level, Secluded

  • Listing Price Information

    Listing Price: $850000

  • Tax Information

    Parcel Number: 334489-012-000-0001-018.100-0000 Annual Tax: $17413.75

  • Parking Information

    Driveway, Oversized

  • School Information

    Elementary School: Minisink Valley Elementary
    Junior High School: Minisink Valley Middle School
    Senior High School: Minisink Valley High School
  • Utility Information

    Electricity Connected, Propane
  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

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6 Charlotte Mews, Middletown, NY, 10940 $370,000 3 2 1,413 1,413 SqFt
7 Allan Park Mews, Middletown, NY, 10940 $375,000 3 2 1,650 1,650 SqFt
11 5th Street, Middletown, NY, 10940 $339,000 2 2 960 960 SqFt
81 Silver Lake Sctn Road, Middletown, NY, 10940 $499,999 3 3 1,660 1,660 SqFt

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 08/18/2026 @ 03:15

MLS: 1032582 LISTED BY: Patricia Sassi, RE/MAX Benchmark Realty Group 845-341-0004 SOURCE: OneKey MLS

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