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
| Office | Curasi Realty, Inc. |
|---|

