Single Family
289 Pine Grove Road
Active · Middletown · Orange County, NY 10940
- Bedrooms
- 4 Beds
- Bathrooms
- 4 Baths
- Year built
- 1989
- Est. monthly taxes
- $1,070.43
Upcoming open house
- Saturday, October 31, 202612:00 PM–2:00 PMNew York local timeActiveAsk about this open house
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About this home
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.
Listing snapshot
- Days on site
- 49 days
- Listed on MLS
- Sep 8, 2026
- Full baths
- 3
- Half baths
- 1
- Annual property tax (MLS)
- $12,845.21
- Tax year
- 2025
- Area source (MLS)
- Public Records
- Listing brokerage
- Curasi Realty, Inc.
- MLS ID
- KEY1046894
- Last updated
- Oct 27, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1989
- Garage
- Yes
- Garage spaces
- 2
- Total parking
- 4
- Parking
- Driveway, Garage
- Water source
- Well
- Sewer
- Septic Tank
- Utilities
- Cable Connected, Electricity Connected, Phone Connected, Trash Collection Private, Water Connected
Interior features
- Basement
- Partially Finished, Walk-Out Access
- Heating
- Forced Air, Oil
- Cooling
- Central Air, Electric, Multi Units
- Interior
- 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
- Flooring
- Ceramic Tile, Combination, Hardwood
- Fireplace
- Yes
- Fireplaces
- 3
Exterior features
- Architectural style
- Contemporary, Includes Legal Accessory Apartment
- Construction materials
- Stone, Wood Siding
- Exterior
- Balcony, Mailbox
- Private pool
- No
Schools (MLS)
- Elementary school
- Otisville Elementary School
- Elementary school district
- Minisink Valley
- Middle school
- Minisink Valley Middle School
- Middle school district
- Minisink Valley
- High school
- Minisink Valley High School
- High school district
- Minisink Valley
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
