Enjoy the perfect blend of privacy, comfort, and country charm in this inviting log home set on approximately 15 acres of land. Filled with natural light, the home offers a warm and welcoming atmosphere throughout. The spacious great room features soaring vaulted ceilings, exposed beams, creating an ideal space for relaxing or entertaining. The open layout connects seamlessly to an eat-in kitchen with stainless steel appliances, custom cabinetry. Step outside to the expansive deck for outdoor dining and summer gatherings, or unwind in the charming three-season porch. Three first-floor bedrooms and a flexible loft provide versatile space for family, guests, a home office, or recreation. Conveniently located near shopping, approximately 3 miles from Orange Regional Medical Center and just 20 minutes from Woodbury Common Premium Outlets, this unique property offers a peaceful retreat with convenient access to everyday amenities.
Looking for privacy, tranquility but not seclusion? Stop right here! This charming log home sits on 15 acres of level property surrounded by nature's best. Enjoy balmy evenings on your lemonade porch overlooking gorgeous perennial gardens & water views of the neighboring lake. There's a lovely hot tub and pond with a waterfall providing a relaxing ambiance. The huge deck is an ideal spot for entertaining & enjoying summer BBQ's. Inclement weather? No problem, take the party inside to the 3 season porch. The huge great room offers vaulted ceiling, beams & majestic stone fireplace with the modern eat in kitchen adjoining, featuring SS appliances, & custom cabinetry with leaded window details. 3 1st floor bedrooms plus bonus loft overlooking the first floor. Walkout basement. Possible sub-division & ideal for horses. This property is minutes to shopping, 3 miles to Orange Regional Hospital and 45 miles to NYC. Check out the Visual Tour. It's truly too special to pass you by. Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,
Public Records
May 21, 2004
Sold
$375,000
$162/sq ft
Public Records
Aug 25, 1980
Sold
$20,000
$9/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$12,531
$18,400 + $58,300
$76,700
2025
$12,531 (+5.5%)
$18,400 + $58,300
$76,700
2024
$11,881 (−1.1%)
$18,400 + $58,300
$76,700
2023
$12,019 (−3.0%)
$18,400 + $58,300
$76,700
2022
$12,388 (−3.7%)
$18,400 + $58,300
$76,700
2021
$12,861 (+246.5%)
$18,400 + $58,300
$76,700
2020
$3,711 (+3.4%)
$18,400 + $58,300
$76,700
2019
$3,590 (−73.2%)
$18,400 + $58,300
$76,700
2018
$13,380 (+19.4%)
$18,400 + $58,300
$76,700
2017
$11,202 (+232.8%)
$18,400 + $58,300
$76,700
2016
$3,366 (−71.0%)
$18,400 + $58,300
$76,700
2015
$11,593 (−3.4%)
$18,400 + $58,300
$76,700
2014
$11,999
$18,400 + $62,500
$80,900
Public record
Beds
3
Baths
2
Stories
1.5
Lot width
—
Lot depth
—
Lot size
15.2 Acres
Year renovated
—
Finished Sq. Ft.
2,220
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,220
Year built
1982
Style
Single Family Residential
County
Orange County
APN
335200A04000000010283100000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 8, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
6 days above 100° expected this year, 13 days in 30 years
3/10 Wind Factor
8% 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
99/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 3% for direct sun exposure in Middletown. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
11.7 hrs
7.1 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 33 O'brian Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $450,000 and $565,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $450K to $565K.