For Sale11d on marketHistoric · 205 yrs
255 Howells Road
Middletown, NY, 10940 • 10940 • Orange County
$979,900
$233/sqft
Down payment assistance available
5Beds
5Baths
4,200Sqft
36.8 acLot
1821Built
Property DNA
Waterfront Property
Pond, Water Access
Lake Views
Lake
Colonial,Estate Style
Built 1821 · 205 years of history
Enhanced Security
Fire Alarm · Security Lights
5-Car Garage
Driveway · Garage · Private
Hardwood Floors
Quality flooring throughout
This home is getting attention
Listed 11 days ago · 774 views · 33 saves
Market activity
Demand and pricing signals for this listing
774 views
People checking out this listing
33 saves
Buyers have saved this home
11 days on market
Recently listed
$233/sqft
Price per square foot
About this home
Single Family · Built 1821 · Historic
Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas complete the setting. The original 1821 Colonial estate serves as the main house, blending historic character with thoughtfully updated features throughout. The expansive grounds provide abundant opportunities for recreation, including horseback riding, farming, snowmobiling, four-wheeling, fishing, and more. With numerous updates and an array of versatile structures, this exceptional property offers a rare combination of privacy, history, and functionality. The land is also subdivisible, providing potential for future development. Amenities: Storage, multiple barns, natural pond, extensive acreage.
Standout features identified
Our analysis highlights array of versatile structures, extensive acreage, and expansive grounds as key attractions of this home.
Estimated monthly payment
Based on current rates
$6,051/month
Principal & Interest$4,744
Property Tax$980
Insurance$327
Down payment20% ($195,980)
3%50%
Est. 6.09% rate · 30yr fixed · $783,920 loan
Full calculator →At a glance
Key facts and listing details
TypeSingle Family Residence, Residential
Year Built1821
HeatingBaseboard, Propane
CoolingCentral Air
Parking5 Garage spaces
Lot36.80 Acres
Days on Zillow11 Days
Price/sqft$233
Property
Home typeSingle Family
Sub-typeSingle Family Residence, Residential
StyleColonial,Estate
Year built1821
Systems
HeatingBaseboard, Propane
CoolingCentral Air
Water / SewerSeptic Tank
Parking & Outdoor
ParkingDriveway, Garage, Private
Garage5 spaces
BasementStorage Space,Unfinished
Fireplaces2
Lot36.80 Acres
Location & Tax
Neighborhood10940
Annual tax$10,690
Parcel3352002112031
Bathrooms & Fees
Full baths4
Features & details
11 categories of property features
Interior Features
Interior
First Floor Bedroom
First Floor Full Bath
Breakfast Bar
Cathedral Ceiling(s)
Eat-in Kitchen
His and Hers Closets
Recessed Lighting
Storage
Walk Through Kitchen
Appliances
Cooktop
Dishwasher
Dryer
Gas Cooktop
Gas Oven
Refrigerator
Washer
Flooring
Hardwood
Heating
Baseboard
Propane
Cooling
Central Air
Laundry
Washer/Dryer Hookup
Gas Dryer Hookup
Inside
Laundry Room
Washer Hookup
Fireplace
Family Room
Living Room
Wood Burning
Exterior Features
Parking
Driveway
Garage
Private
Security
Fire Alarm
Security Lights
Views
Lake
Utilities
Cable Available
Electricity Connected
Propane
Sewer Connected
Water Connected
Room details
14 rooms detailed
Master Bedroom
FirstMaster Bedroom
SecondMaster Bathroom
FirstMaster Bathroom
SecondBathroom3
SecondBathroom3
Listing insights
Market data and value estimates
StatusFor Sale
Days on market11
Tax rate1.94%
Price/sqft$233
On marketApr 3, 2026
PostedApr 3, 2026
Last sold$222,500
MLS updatedApr 4, 2026
Tour days9
Views774
Favorites33
How are the schools in Middletown?
3 schools rated nearby
Location
Middletown, NY, 10940
Price history
15 events
DateEventPrice$/sqftSource
Apr 3, 2026Listed For Sale$979,900$233OneKey® MLS as distributed by MLS GRID
Apr 1, 2026Listing Removed$979,880$233OneKey® MLS as distributed by MLS GRID
Feb 2, 2026Price Change$979,880$233OneKey® MLS as distributed by MLS GRID
Jan 4, 2026Listed For Sale$979,900$233OneKey® MLS as distributed by MLS GRID
Jan 1, 2026Listing Removed$975,000$232OneKey® MLS as distributed by MLS GRID
Nov 5, 2025Price Change$975,000$232OneKey® MLS as distributed by MLS GRID
Oct 8, 2025Listed For Sale$998,000$238OneKey® MLS as distributed by MLS GRID
Oct 7, 2025Listing Removed$999,900$238OneKey® MLS as distributed by MLS GRID
Jul 2, 2025Price Change$999,900$238OneKey® MLS as distributed by MLS GRID
May 30, 2025Listed For Sale$1,125,000$268OneKey® MLS as distributed by MLS GRID
Apr 1, 2025Listing Removed$1,225,000$292OneKey® MLS as distributed by MLS GRID
Nov 5, 2024Listed For Sale$1,225,000$292OneKey® MLS as distributed by MLS GRID
Jan 13, 2023Listing Removed——OneKey® MLS as distributed by MLS GRID
Jul 16, 2022Listed For Sale$650,000$155OneKey® MLS as distributed by MLS GRID
Oct 31, 1992Sold$222,500$53Agent Provided
Listed For Sale$979,900
Apr 3, 2026•$233/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed$979,880
Apr 1, 2026•$233/sqft•OneKey® MLS as distributed by MLS GRID
Price Change$979,880
Feb 2, 2026•$233/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$979,900
Jan 4, 2026•$233/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed$975,000
Jan 1, 2026•$232/sqft•OneKey® MLS as distributed by MLS GRID
Price Change$975,000
Nov 5, 2025•$232/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$998,000
Oct 8, 2025•$238/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed$999,900
Oct 7, 2025•$238/sqft•OneKey® MLS as distributed by MLS GRID
Price Change$999,900
Jul 2, 2025•$238/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$1,125,000
May 30, 2025•$268/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed$1,225,000
Apr 1, 2025•$292/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$1,225,000
Nov 5, 2024•$292/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed—
Jan 13, 2023•OneKey® MLS as distributed by MLS GRID
Listed For Sale$650,000
Jul 16, 2022•$155/sqft•OneKey® MLS as distributed by MLS GRID
Sold$222,500
Oct 31, 1992•$53/sqft•Agent Provided
Tax history
21 years of records
YearTax paidAssessed value
Apr 15, 2022—$65,700
Apr 15, 2021—$65,700
Apr 15, 2020—$65,700
Apr 15, 2019—$65,700
Apr 15, 2018—$65,700
Apr 15, 2017$8,023$65,700
Apr 15, 2016—$65,700
Apr 15, 2015—$65,700
Apr 15, 2014—$65,700
Apr 15, 2013—$65,700
Apr 15, 2012—$69,600
Apr 15, 2011—$69,600
Apr 15, 2010—$77,300
Apr 15, 2009—$77,300
Apr 15, 2007—$77,700
Apr 15, 2006—$77,700
Apr 15, 2005—$77,700
Apr 15, 2004—$77,700
Apr 15, 2002—$78,100
Apr 15, 2001—$78,500
Apr 15, 2000—$78,500
Nearby homes
Neighborhood details
Local context around this listing
Middletown, NY • Orange County
Nearby neighborhoods
MechanicstownScotchtownWashington Heights
Nearby cities
ChesterGoshenMiddletownMonroeMontgomeryNew WindsorNewburghPort Jervis
Nearby zip codes
1091510932109401094110943
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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. [Click here for more information](/mls-disclaimers/#778)
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