289 Pine Grove Road, Middletown, NY

$1,150,000

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4

Beds

4

Baths

5,360

Square feet

4.00

Acres

About 289 Pine Grove Road

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.

Features of 289 Pine Grove Road

MLS® # 1046894
Price $1,150,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 5,360
Acres 4.00
Year Built 1989
Type Residential
Sub-Type Single Family Residence
Style Contemporary, Includes Legal Accessory Apartment
Status Active

Community Information

Address 289 Pine Grove Road
City Middletown
County Orange County
State NY
Zip Code 10940

Amenities

Utilities Cable Connected, Electricity Connected, Phone Connected, Trash Collection Private, Water Connected
Parking Spaces 4
Parking Driveway, Garage
# of Garages 2
View Mountain(s), Panoramic, Trees/Woods
Is Waterfront No
Has Pool No

Interior

Interior Ceramic Tile, Combination, Hardwood
Interior Features 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, Open Kitchen, Primary Bathroom, Soaking Tub, Storage, Walk-In Closet(s), Wet Bar
Appliances Dishwasher, Disposal, Dryer, Electric Oven, Electric Range, Microwave, Refrigerator, Washer, Oil Water Heater, Water Softener Owned
Heating Forced Air, Oil
Cooling Central Air, Electric, Multi Units
Has Basement Yes
Basement Partially Finished, Walk-Out Access
Fireplace Yes
# of Fireplaces 3
Fireplaces Bedroom, Family Room, Wood Burning

Exterior

Exterior Features Balcony, Mailbox
Windows Skylight(s)
Construction Stone, Wood Siding

School Information

District Minisink Valley
Elementary Otisville Elementary School
Middle Minisink Valley Middle School
High Minisink Valley High School

Additional Information

Date Listed September 8th, 2026
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCurasi Realty, Inc.

Listing Map

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