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289 Pine Grove Road

$1,150,000

Est. $6,935/mo

Middletown, NY 10940 · Orange County

Beds
4
Baths
3.5
Sqft
5,360
Status
Active
On site
10 days

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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.

Listed with Curasi Realty, Inc. · Pedro Garcia · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 18, 2026, 7:07 AM ET. ©2026 One Key MLS.

Estimate Your Monthly Payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and Private Mortgage Insurance.

$6,935.01Total / mo

Estimated Monthly Payment

Principal & interest
$5,664.60 (81.7%)
Taxes
$1,070.42 (15.4%)
Insurance
$200.00 (2.9%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market Insights

The market around Middletown, NY

Current Listings

New in the last 30 days

77

Sep 2026

Average Price

Active listings

$558,142

Sep 2026

Average Days on Market

Active listings

153 days

Sep 2026

Computed from 326 active OneKey MLS listings in Middletown, NY.

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