289 Pine Grove Road
Middletown, NY, 10940 $ 899,000
Bedrooms-- Baths0.0 Sq 174,240 Monthly Estimate*
$ 6,209
for $899,000. This 174,240 square foot home was built in 1989 on a lot size of 4.
Tucked away on 4 sprawling, private acres, this 5,360-square-foot contemporary estate delivers the rare combination of country seclusion, equestrian-ready grounds, and true move-in luxury. Whether you're searching for a peaceful retreat, room to bring your horses, or a multigenerational layout with built-in flexibility, 289 Pine Grove Road checks every box. Step through the soaring foyer into a light-filled main level anchored by cathedral ceilings, skylights, and rich hardwood floors throughout. The gourmet eat-in kitchen, with granite countertops and a generous pantry flows into a formal dining room built for hosting, while the sunken living room and enclosed sunroom with its own wet bar create effortless indoor entertaining space. Upstairs, the primary suite is a true retreat: vaulted ceilings, a cozy fireplace, a dedicated sitting area, and a private balcony overlooking sweeping water and countryside views. The spa-inspired primary bath features custom stone finishes, and two additional spacious bedrooms plus a second full bath complete the upper level. The fully finished, walk-out lower level adds exceptional flexibility, with its own kitchen, full bath, bedroom and additional office/den makes it the perfect accessory apartment, guest suite, or home office setup. Outside, the property truly sets itself apart: mature barn structures and stables ready for horses, a peaceful stream winding through the land, a custom Koi pond, and a charming gazebo overlooking the fenced yard. Multiple deck, patio, and balcony areas make it easy to take in the Hudson Valley sunsets from every angle. Rounding out the offering is a 2-car attached garage all set within the highly regarded Minisink Valley Central School District. Properties combining this much land, living space, and equestrian infrastructure rarely come to market. Schedule your private tour today before it's gone.
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Multi-Family ActiveContemporary,Includes Legal Accessory Apartment
FeaturesInteriorInterior Amenities Beamed Ceilings Breakfast Bar Cathedral Ceiling(s) Ceiling Fan(s) Chandelier Chefs Kitchen Eat-in Kitchen Entrance Foyer Formal Dining Granite Counters High Ceilings In-Law Floorplan Natural Woodwork
Basement Partially Finished Walk-Out Access
Flooring Ceramic Tile Combination Hardwood
Total Fireplaces 3
Fireplace Features Bedroom Family Room Wood Burning
Basement Features Partially Finished Walk-Out Access
Basement (Y/N) Y
Window Features Skylight(s)
Fireplace Y/N Y
Total Bedrooms 0
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GeneralSewer Septic Tank
Heating Forced Air Oil
Cooling Central Air Electric Multi Units
Utilities Cable Connected Electricity Connected Phone Connected Trash Collection Private Water Connected
Garage Spaces 2
Patio/Porch Features Deck Patio
Architectural Style Contemporary Includes Legal Accessory Apartment
Construction Materials Stone Wood Siding
Year Built 1989
View Mountain(s) Panoramic Trees/Woods
Property Subtype Duplex
Tax Year 2025
Parcel Number 334489-001-000-0001-047.100-0000
County Orange County
Property Type Residential Income
Garage Y/N Y
Other Structures Arena Gazebo Stable(s) Workshop
Full Baths 0
High School Minisink Valley High School
City Middletown
Senior Community Y/N N
High School District Minisink Valley
Number Of Units Total 2
Carport Y/N N
Spa Features Bath
Elementary School Otisville Elementary School
Property Attached Y/N N
Tax Annual Amount 12845.21
Middle/Junior High School Minisink Valley Middle School
Property Condition Updated/Remodeled
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Minisink Valley
Elementary School District Minisink Valley
Tax Assessed Value 212000
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ExteriorExterior Amenities Balcony Mailbox
Fencing Back Yard Fenced Partial
Parking Features Driveway Garage Driveway Garage
Water Source Well
Total Parking 4
Parking Spaces 4
Spa N
Waterfront Y/N N
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* Excluded FeaturesList ByPedro GarciaListing Agent
Curasi Realty, Inc.Broker
Affordability Calculator
- Monthly Principal & Interest
- $6,209
- Monthly Property Taxes
- $1,070
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% 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.
Learn more about how to save NearbyMulti-family listings in Middletown, NY
Average List Price $547,677
Percent of Sale Price 39%
About Middletown, NY 3,497 Population
-14% Since 2002
$ 43,415 Median Income
52.6 Median Age
21% Households with Children
Trends Information provided by ATTOM Data Solutions.
4099162 Elementary School
4100735 Middle School
Minisink Valley High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 11/5/2026 | $899,000 | | Listed Price |