Seeking privacy and tranquility without complete seclusion? This charming log home sits on 15 acres surrounded by natural beauty (partially wetlands) and peaceful views of a neighboring lake. The expansive deck is ideal for entertaining and summer barbecues, while the three-season porch provides a cozy retreat in any weather.
Inside, the great room impresses with vaulted ceilings, exposed beams, and a striking stone fireplace, creating a warm and inviting gathering space. It flows seamlessly into a modern eat-in kitchen featuring stainless steel appliances and custom cabinetry with elegant leaded-glass details. Three bedrooms on the first floor, along with a versatile loft above, offer flexible living options for guests, work, or recreation.
Conveniently located just minutes from shopping, approximately three miles from Orange Regional Hospital, and about 45 miles (roughly a 1–1.5 hour drive) from New York City, this special property offers a wonderful balance of comfort, charm, and peaceful country living.
Note: The last five images are virtually staged. The property will be delivered either semi-furnished or vacant and broom-cleaned.
For sale
$650,000
33 O'Brian Road, Middletown, NY 10940
3beds
2,320sqft
Single Family Residence, Residential
Built in 1982
15.2 Acres Lot
$-- Zestimate®
$280/sqft
$-- HOA
What's special
Log homeExposed beams
- 11 days |
- 3,507 |
- 197 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: March 14, 2026 at 12:09pm
Listing by:
Corcoran Country Living 845-338-5832,
Kokoshen Li 929-688-2233,
Jocelyn X. Ling 908-812-4530,
CPRE Elite Inc
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 957946
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
Heating
- Electric, Oil
Cooling
- Electric
Appliances
- Included: Range, Refrigerator, Stainless Steel Appliance(s)
Features
- First Floor Bedroom, Beamed Ceilings, Eat-in Kitchen, Open Floorplan, Open Kitchen, Storage
- Basement: Full
- Attic: None
Interior area
- Total structure area: 2,320
- Total interior livable area: 2,320 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage, Garage Door Opener
- Garage spaces: 2
Lot
- Size: 15.2 Acres
Details
- Parcel number: 3352000400000001028.3100000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence, Residential
Materials
- Log, Log Siding
Condition
- Year built: 1982
Utilities & green energy
- Sewer: Septic Tank
- Utilities for property: Sewer Available
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $280/sqft
- Tax assessed value: $76,700
- Annual tax amount: $12,077
- Date on market: 3/6/2026
- Cumulative days on market: 5 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/6/2026 | Listed for sale | $650,000+64.6%$280/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #957946 Report a problem | ||
| 7/13/2017 | Sold | $395,000-4.8%$170/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H4709515 Report a problem | ||
| 5/24/2017 | Listed for sale | $415,000$179/sqft |
Source: GLOBAL PROPERTY SYSTEMS REAL ESTATE LLC #10375622 Report a problem | ||
| 5/24/2017 | Pending sale | $415,000$179/sqft |
Source: GLOBAL PROPERTY SYSTEMS REAL ESTATE LLC #10375622 Report a problem | ||
| 3/9/2017 | Listed for sale | $415,000+10.7%$179/sqft |
Source: Global Property Systems Rl Est #4709515 Report a problem | ||
| 5/21/2004 | Sold | $375,000$162/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $76,700 |
| 2023 | -- | $76,700 |
| 2022 | -- | $76,700 |
| 2021 | -- | $76,700 |
| 2020 | -- | $76,700 |
| 2019 | -- | $76,700 |
| 2018 | -- | $76,700 |
| 2017 | $10,637 | $76,700 |
| 2016 | -- | $76,700 -5.2% |
| 2015 | -- | $80,900 |
| 2014 | -- | $80,900 +0.6% |
| 2013 | -- | $80,400 |
| 2012 | -- | $80,400 |
| 2011 | -- | $80,400 |
| 2010 | -- | $80,400 |
| 2009 | -- | $80,400 |
| 2007 | -- | $80,400 |
| 2006 | -- | $80,400 |
| 2005 | -- | $80,400 |
| 2004 | -- | $80,400 |
| 2002 | -- | $80,400 |
| 2001 | -- | $80,400 |
| 2000 | -- | $80,400 |
Find assessor info on the county website
BuyAbility℠ payment
Estimated monthly payment
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Neighborhood: 10940
Nearby schools
GreatSchools rating
- 4/10Presidential Park Elementary SchoolGrades: K-5Distance: 1.7 mi
- 4/10Middletown Twin Towers Middle SchoolGrades: 6-8Distance: 1.8 mi
- 5/10Middletown High SchoolGrades: 9-12Distance: 1.7 mi
Schools provided by the listing agent
- Elementary: William A Carter School
- Middle: Monhagen Middle School
- High: Middletown High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 10940
- New York
- Orange County
- Middletown
- 10940
- 33 O'Brian Road
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