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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.
Luxurious farmhouse-style living on four acres of beautiful land. Three bedrooms, three and a half baths, including a stable and a barn. Do you want more? Well, we also have a gazebo overlooking gorgeous views with a custom Koi pond next to it. Inside you are greeted by spacious living areas from a sunken living room, kitchen with granite countertops, formal dining room, sunroom next to your very own wet bar. As we go upstairs, you will notice skylights that give plenty of natural light, and the master bedroom is a stunning sight high ceiling, a fireplace, and an exit to a private balcony with a view. The Master bathroom is simply breathtaking and custom-built to transport you to a place of tranquility. However, if you want a change from that, you also have the option of the steam room for healthy living. The finished basement can be used as an accessory dwelling unit (A.K.A Mother/daughter) with a full bathroom, two potential bedrooms, and its own kitchen. Additional Information: ParkingFeatures:2 Car Attached,
OneKey® MLS as Distributed by MLS Grid #H6008747
Mar 26, 2020
Listing Removed
—
Feb 11, 2020
Price Changed
$469,000
$88/sq ft
Jan 27, 2020
Listed
$499,900
$93/sq ft
OneKey® MLS as Distributed by MLS Grid #H4606312
May 1, 2017
Sold
$360,000
$67/sq ft
Feb 28, 2017
Contingent
—
Jan 21, 2017
Price Changed
$349,000
$65/sq ft
Nov 8, 2016
Price Changed
$364,000
$68/sq ft
Aug 25, 2016
Price Changed
$375,000
$70/sq ft
Jul 28, 2016
Price Changed
$389,900
$73/sq ft
Apr 26, 2016
Price Changed
$399,900
$75/sq ft
Feb 17, 2016
Listed
$425,000
$79/sq ft
Public Records
Feb 25, 2009
Sold
$402,000
$75/sq ft
Public Records
Aug 8, 2002
Sold
$443,000
$83/sq ft
Public Records
Nov 30, 1976
Sold
$32,500
$6/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$12,845
$37,500 + $174,500
$212,000
2025
$12,845 (+3.9%)
$37,500 + $174,500
$212,000
2024
$12,361 (+0.5%)
$37,500 + $174,500
$212,000
2023
$12,304 (−1.4%)
$37,500 + $174,500
$212,000
2022
$12,484 (+3.9%)
$37,500 + $174,500
$212,000
2021
$12,011 (−1.7%)
$37,500 + $174,500
$212,000
2020
$12,214 (+3.3%)
$37,500 + $174,500
$212,000
2019
$11,826 (+3.0%)
$37,500 + $174,500
$212,000
2018
$11,480 (+8.2%)
$37,500 + $174,500
$212,000
2017
$10,612 (−1.5%)
$37,500 + $162,500
$200,000
2016
$10,776 (+4.3%)
$37,500 + $162,500
$200,000
2015
$10,334 (−1.9%)
$37,500 + $162,500
$200,000
2014
$10,530
$37,500 + $162,500
$200,000
Public record
Beds
3
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
4 Acres
Year renovated
—
Finished Sq. Ft.
5,360
Unfinished Sq. Ft.
—
Total Sq. Ft.
5,360
Year built
1989
Style
Single Family Residential
County
Orange County
APN
334489A00100000010471000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 8, 2026.
Climate risks
6/10 Flood Factor
Estimated 67-75% chance of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
4/10 Heat Factor
7 days above 98° expected this year, 15 days in 30 years
4/10 Wind Factor
10% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Middletown, NY • 10940
Average low and high temperatures (°F)
31
16
35
19
53
31
62
40
69
49
80
59
84
64
79
56
75
52
64
41
51
33
36
21
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
85/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.1 hrs
5.6 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 289 Pine Grove Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $530,000 and $740,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $530K to $740K.