232 Tally Ho Road Middletown, NY $ 850,000
232 Tally Ho Road
$ 850,000
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232 Tally Ho Road

Middletown, NY, 10940
$ 850,000
Bedrooms4 Baths4.1 Sq 4,522

Monthly Estimate*

$ 5,367

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Single Family Home for sale in Middletown, NY

for $850,000 with 4 bedrooms and 4 full baths, 1 half bath. This 4,522 square foot home was built in 1820 on a lot size of 17.

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 home'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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Single Family Coming Soon

Price

$ 850,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 17,413

Style

Colonial,Farmhouse

Lot Size

17

Year Built

1820

Town/City

Middletown

County/Region

Orange

MLS | Web ID

1032582

Features
Interior
Interior Amenities Eat-in Kitchen Formal Dining Natural Woodwork Original Details Primary Bathroom Washer/Dryer Hookup
Basement Partial Storage Space Unfinished
Flooring Carpet Hardwood Tile
Total Fireplaces 3
Fireplace Features Gas Wood Burning
Basement Features Partial Storage Space Unfinished
Basement (Y/N) Y
Window Features Oversized Windows Skylight(s)
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 5
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General
Sewer Septic Tank
Heating Oil
Cooling Attic Fan Wall/Window Unit(s)
Utilities Electricity Connected Propane Trash Collection Private
Appliances Dishwasher Dryer Electric Range Microwave Refrigerator Washer
Patio/Porch Features Covered Patio Porch
Architectural Style Colonial Farmhouse
Construction Materials Aluminum Siding Vinyl Siding
Year Built 1820
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 334489-012-000-0001-018.100-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N N
Other Structures Barn(s)
Total Rooms 12
Full Baths 4
High School Minisink Valley High School
City Mount Hope
Disclosures Lead Paint Seller Property Disclosure
Senior Community Y/N N
High School District Minisink Valley
Carport Y/N N
Elementary School Minisink Valley Elementary
Property Attached Y/N N
Tax Annual Amount 17413.75
Middle/Junior High School Minisink Valley Middle School
Property Condition Actual
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Minisink Valley
Elementary School District Minisink Valley
Tax Assessed Value 287400
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Exterior
Exterior Amenities Balcony Garden Mailbox
Parking Features Driveway Oversized Driveway Oversized
Water Source Well
Foundation Details Stone
Building Area Total 4522
Waterfront Y/N N
Road Frontage Type Municipal
Road Responsibility Public Maintained Road
Horse Y/N Y
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Internal Only
Street Number 1 232
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* Excluded Features
List By
Patricia M Sassi

Listing Agent

Re/Max Benchmark Realty Group

Broker

845-341-0004

Contact

Affordability Calculator

$6,818
Per Month
79%
21%
0%
Monthly Principal & Interest
$5,367
Monthly Property Taxes
$1,451
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892502 Elementary School
4100735 Middle School
Minisink Valley High School High School
Pricing History
DatePricePrice ChangeDescription
7/31/2026$850,000 Listed Price

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232 Tally Ho Road, Middletown, NY, 10940 is a Single Family Home for sale at $850,000 with 4,522 sqft and a lot size of 17. 232 Tally Ho Road has 4 bedrooms, 4.1 baths, and was built in 1820. The property's zip code is 10940 which is in Middletown, NY