289 Pine Grove Road Middletown, NY $ 1,150,000
289 Pine Grove Road
$ 1,150,000
Recently Listed
Open House 9/13 12pm - 3pm
Share Save

289 Pine Grove Road

Middletown, NY, 10940
$ 1,150,000
Bedrooms4 Baths3.1 Sq 5,360

Monthly Estimate*

$ 7,261

289 Pine Grove Road, Middletown, NY 10940 - Image 1
289 Pine Grove Road, Middletown, NY 10940 - Image 2
289 Pine Grove Road, Middletown, NY 10940 - Image 3
289 Pine Grove Road, Middletown, NY 10940 - Image 4
289 Pine Grove Road, Middletown, NY 10940 - Image 5
289 Pine Grove Road, Middletown, NY 10940 - Image 6
289 Pine Grove Road, Middletown, NY 10940 - Image 7
289 Pine Grove Road, Middletown, NY 10940 - Image 8
289 Pine Grove Road, Middletown, NY 10940 - Image 9
289 Pine Grove Road, Middletown, NY 10940 - Image 10
289 Pine Grove Road, Middletown, NY 10940 - Image 11
289 Pine Grove Road, Middletown, NY 10940 - Image 12
289 Pine Grove Road, Middletown, NY 10940 - Image 13
289 Pine Grove Road, Middletown, NY 10940 - Image 14
289 Pine Grove Road, Middletown, NY 10940 - Image 15
289 Pine Grove Road, Middletown, NY 10940 - Image 16
289 Pine Grove Road, Middletown, NY 10940 - Image 17
289 Pine Grove Road, Middletown, NY 10940 - Image 18
289 Pine Grove Road, Middletown, NY 10940 - Image 19
289 Pine Grove Road, Middletown, NY 10940 - Image 20
289 Pine Grove Road, Middletown, NY 10940 - Image 21
289 Pine Grove Road, Middletown, NY 10940 - Image 22
289 Pine Grove Road, Middletown, NY 10940 - Image 23
289 Pine Grove Road, Middletown, NY 10940 - Image 24
289 Pine Grove Road, Middletown, NY 10940 - Image 25
289 Pine Grove Road, Middletown, NY 10940 - Image 26
289 Pine Grove Road, Middletown, NY 10940 - Image 27
289 Pine Grove Road, Middletown, NY 10940 - Image 28
289 Pine Grove Road, Middletown, NY 10940 - Image 29
289 Pine Grove Road, Middletown, NY 10940 - Image 30
289 Pine Grove Road, Middletown, NY 10940 - Image 31
289 Pine Grove Road, Middletown, NY 10940 - Image 32
289 Pine Grove Road, Middletown, NY 10940 - Image 33
289 Pine Grove Road, Middletown, NY 10940 - Image 34
289 Pine Grove Road, Middletown, NY 10940 - Image 35
289 Pine Grove Road, Middletown, NY 10940 - Image 36
289 Pine Grove Road, Middletown, NY 10940 - Image 37
289 Pine Grove Road, Middletown, NY 10940 - Image 38
289 Pine Grove Road, Middletown, NY 10940 - Image 39
289 Pine Grove Road, Middletown, NY 10940 - Image 40
289 Pine Grove Road, Middletown, NY 10940 - Image 41
289 Pine Grove Road, Middletown, NY 10940 - Image 42
289 Pine Grove Road, Middletown, NY 10940 - Image 43
289 Pine Grove Road, Middletown, NY 10940 - Image 44
289 Pine Grove Road, Middletown, NY 10940 - Image 45
289 Pine Grove Road, Middletown, NY 10940 - Image 46
289 Pine Grove Road, Middletown, NY 10940 - Image 47
289 Pine Grove Road, Middletown, NY 10940 - Image 48
289 Pine Grove Road, Middletown, NY 10940 - Image 49
289 Pine Grove Road, Middletown, NY 10940 - Image 50
View a Virtual Tour

Single Family Home for sale in Middletown, NY

for $1,150,000 with 4 bedrooms and 3 full baths, 1 half bath. This 5,360 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.

See more

Open House

9/13/2026 12:00 PM - 3:00 PM
289 Pine Grove Road Middletown, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,150,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 12,845

Style

Contemporary,Includes Legal Accessory Apartment

Lot Size

4

Year Built

1989

Town/City

Middletown

County/Region

Orange

MLS | Web ID

1046894

Features
Interior
Interior 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
Half Baths 1
Total Bedrooms 4
Total Baths 4
See more
General
Sewer Septic Tank
Heating Forced Air Oil
Cooling Central Air Electric Multi Units
Utilities Cable Connected Electricity Connected Phone Connected Trash Collection Private Water Connected
Appliances Dishwasher Disposal Dryer Electric Oven Electric Range Microwave Refrigerator Washer Oil Water Heater Water Softener Owned
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 Single Family Residence
Tax Year 2025
Parcel Number 334489-001-000-0001-047.100-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Arena Gazebo Stable(s) Workshop
Total Rooms 12
Full Baths 3
High School Minisink Valley High School
City Middletown
Disclosures Seller Property Disclosure
Senior Community Y/N N
High School District Minisink Valley
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
Virtual Tour https://dl.dropboxusercontent.com/scl/fi/wzc7u01eusbmpmpiq5im5/0907.mp4?rlkey=a6zzdfev0ti1i1oauperpu8pa&raw=1 https://dl.dropboxusercontent.com/scl/fi/wzc7u01eusbmpmpiq5im5/0907.mp4?rlkey=a6zzdfev0ti1i1oauperpu8pa&raw=1
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Minisink Valley
Elementary School District Minisink Valley
Tax Assessed Value 212000
See more
Exterior
Exterior 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
See more
Internal Only
Street Number 1 289
See more
* Excluded Features
List By
Pedro Garcia

Listing Agent

Curasi Realty, Inc.

Broker

914-850-1909

Contact

Affordability Calculator

$8,332
Per Month
87%
13%
0%
Monthly Principal & Interest
$7,261
Monthly Property Taxes
$1,070
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4099162 Elementary School
4100735 Middle School
Minisink Valley High School High School
Pricing History
DatePricePrice ChangeDescription
9/8/2026$1,150,000 Listed Price

Map


See all

289 Pine Grove Road, Middletown, NY, 10940 is a Single Family Home for sale at $1,150,000 with 5,360 sqft and a lot size of 4. 289 Pine Grove Road has 4 bedrooms, 3.1 baths, and was built in 1989. The property's zip code is 10940 which is in Middletown, NY