523 Old Mountain Road Middletown, NY $ 2,500,000
523 Old Mountain Road
$ 2,500,000
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523 Old Mountain Road

Middletown, NY, 10963
$ 2,500,000
Bedrooms4 Baths3.1 Sq 3,662

Monthly Estimate*

$ 15,393

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Single Family Home for sale in Middletown, NY

for $2,500,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,662 square foot home was built in 1990 on a lot size of 189.

523 Old Mountain Road, A Private Sky-Top Estate Above the Hudson Valley. Set behind a gated entrance and reached by a sweeping, fully paved drive, this extraordinary mountaintop retreat is the definition of refined seclusion. Perched high above the Hudson Valley, the property unfolds like a private sanctuary in the sky, where panoramic vistas stretch endlessly and every sunrise and sunset feels like a personal masterpiece. At the heart of the home, a breathtaking great room commands attention with soaring ceilings, dramatic floor-to-ceiling glass, and a wide-open expanse framed by substantial structural beams, all anchored by a striking stone fireplace that stands as a true architectural centerpiece. Natural light pours in from every angle, drawing the outdoors in and framing views so captivating they feel almost unreal. This truly is heaven on earth. Designed for both elevated entertaining and everyday comfort, the residence offers four spacious bedrooms, including two exceptional primary suites. The main-level suite is a retreat of its own, complete with private veranda access overlooking the rolling landscape beyond. Both suites were intentionally designed with expansive windows, ensuring abundant natural light and that the views remain front and center from the moment you wake. A second floor loft provides an additional layer of living space, perfect for relaxed seating, conversation, or quiet reflection above the main living area. The kitchen is both beautiful and functional, opening seamlessly into a dining area positioned to take full advantage of the surrounding natural beauty. Outdoors, the estate transforms into a resort-caliber experience. Masterfully crafted stonework leads to a stunning infinity-edge pool with a cascading spillover into a lower pool, all enhanced by professional lighting that creates an unforgettable nighttime ambiance. Layers of stone patios provide a multitude of space for sunbathing and entertaining. Whether hosting under the stars or enjoying a quiet evening by the fire feature, the setting is nothing short of spectacular. For equestrian or lifestyle enthusiasts, the property is fully equipped with a four-stall stable barn, three paddocks, and thoughtfully designed outbuilding including a deluxe chicken coop for farm-fresh living. Behind the home the land itself invites exploration, with private trails and open space that connect you directly to nature. Additional features include central air conditioning, a whole-house generator, a two-car garage, a dedicated sauna room, and a spacious unfinished walkout basement offering exceptional storage and future expansion potential. Recent upgrades, highlighted by a brand new roof, full exterior repaint, and professionally designed landscaping and hardscaping underscore the exceptional level of care and maintenance throughout. Despite its tranquil setting, the property remains remarkably accessible just over an hour from the George Washington Bridge. Enjoy close proximity to the Hudson Valley’s most beloved destinations, including local wineries, farm stands, and nearby attractions like Echo Fields in Westtown. A rare offering where luxury, privacy, and natural beauty converge, 523 Old Mountain Road is not just a home, it’s an experience.

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Single Family Coming Soon

Price

$ 2,500,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 33,012

Style

Contemporary

Lot Size

189

Year Built

1990

Town/City

Middletown

County/Region

Orange

MLS | Web ID

972009

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Beamed Ceilings Breakfast Bar Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) Double Vanity Entrance Foyer High Ceilings Natural Woodwork Primary Bathr
Basement Full Unfinished
Flooring Tile Wood
Total Fireplaces 1
Fireplace Features Family Room
Basement Features Full Unfinished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 4
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General
Sewer Septic Tank
Heating Baseboard Oil
Cooling Central Air
Utilities Electricity Connected
Appliances Oven Refrigerator
Garage Spaces 2
Patio/Porch Features Deck Patio
Architectural Style Contemporary
Pool Features In Ground Infinity
Security Features Security Gate
Construction Materials Frame
Year Built 1990
View Mountain(s) Panoramic Skyline
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 4089-072-0-0001-037-000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Stable(s)
Total Rooms 10
Full Baths 3
High School Minisink Valley High School
City Mount Hope
Senior Community Y/N N
High School District Minisink Valley
Carport Y/N N
Spa Features Bath
Elementary School Otisville Elementary School
Property Attached Y/N N
Tax Annual Amount 33012.26
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 519300
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Exterior
Exterior Amenities Balcony Fire Pit Lighting
Parking Features Attached Driveway Attached Driveway
Water Source Well
Waterfront Y/N N
Other Equipment Generator Pool Equip/Cover
Horse Y/N Y
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Internal Only
Street Number 1 523
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* Excluded Features
List By
Frank Muccari

Listing Agent

Cronin & Company Real Estate

Broker

845-744-6275

Contact

Affordability Calculator

$18,144
Per Month
85%
15%
0%
Monthly Principal & Interest
$15,393
Monthly Property Taxes
$2,751
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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
4099162 Elementary School
4100735 Middle School
Minisink Valley High School High School
Pricing History
DatePricePrice ChangeDescription
4/30/2026$2,500,000 Listed Price

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523 Old Mountain Road, Middletown, NY, 10963 is a Single Family Home for sale at $2,500,000 with 3,662 sqft and a lot size of 189. 523 Old Mountain Road has 4 bedrooms, 3.1 baths, and was built in 1990. The property's zip code is 10963 which is in Middletown, NY