NEW 24 HRS AGO

For sale

$879,000

Est. $5,887/mo —

•

4,200

sq ft

255 Howells Rd, Middletown, NY 10940

About this home

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.

Single-familyProperty Type

1821Year Built

36.8 acresLot Size

$209Price/Sq.Ft.

5 car garageParking

Listing by Jonathon Lee • KW Hudson Valley United

Contact: 845-610-6065

Listing updated: Oct 16, 2026 at 05:01am

Redfin checked: 3 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #1062930

Payment calculator

$5,887 per month

Principal and interest$4,857

Property taxes

$891

HOA dues

Home insurance

$139

Utilities

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Open houses

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Nearby open houses (10)

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Around this home

Schools

K - 12
Preschool & daycare

Otisville Elementary School

Public K-5 • Assigned • 4.7mi

6/10

Minisink Valley Middle School

Public 6-8 • Assigned • 7.4mi

5/10

Minisink Valley High School

Public 9-12 • Assigned • 7.4mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Breakfast bar
Cathedral ceilings
Eat-in kitchen
His-and-hers closets
Recessed lighting
Storage
Walk-through kitchen
Walk-in closet
Full, unfinished basement with storage space
Full attic

Bedrooms
First-floor bedroom

Bathrooms
4 full bathrooms
1 half bathroom
First-floor full bathroom

Kitchen
Cooktop
Gas cooktop
Gas oven
Dishwasher
Refrigerator

Laundry & utility
Inside laundry room
Washer and dryer
Washer hookup
Gas dryer hookup

Flooring
Hardwood flooring

Heating & cooling
Baseboard and propane heating
Central air conditioning
Two wood-burning fireplaces, in the family room and living room

Sale and tax history for 255 Howells Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1062930

Oct 14, 2026

Listed

$879,000

$209/sq ft

OneKey® MLS as Distributed by MLS Grid #1026134

Oct 1, 2026

Listing Removed

—

Aug 20, 2026

Price Changed

$899,900

$214/sq ft

Jul 14, 2026

Listed

$899,000

$214/sq ft

OneKey® MLS as Distributed by MLS Grid #980314

Jul 1, 2026

Listing Removed

—

Jun 26, 2026

Price Changed

$895,000

$213/sq ft

Apr 3, 2026

Listed

$979,900

$233/sq ft

OneKey® MLS as Distributed by MLS Grid #947943

Apr 1, 2026

Listing Removed

—

Feb 2, 2026

Price Changed

$979,880

$233/sq ft

Jan 4, 2026

Listed

$979,900

$233/sq ft

OneKey® MLS as Distributed by MLS Grid #922246

Jan 1, 2026

Listing Removed

—

Nov 5, 2025

Price Changed

$975,000

$232/sq ft

Oct 8, 2025

Listed

$998,000

$238/sq ft

OneKey® MLS as Distributed by MLS Grid #868726

Oct 7, 2025

Listing Removed

—

Jul 2, 2025

Price Changed

$999,900

$238/sq ft

May 29, 2025

Listed

$1,125,000

$268/sq ft

OneKey® MLS as Distributed by MLS Grid #H6335451

Apr 1, 2025

Listing Removed

—

Nov 5, 2024

Listed

$1,225,000

$292/sq ft

OneKey® MLS as Distributed by MLS Grid #H6199335

Jul 15, 2022

Listed

$650,000

$155/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$10,545 (−0.6%)

$42,500 + $23,200

$65,700

2022

$10,605 (−4.1%)

$42,500 + $23,200

$65,700

2021

$11,060 (+24.8%)

$42,500 + $23,200

$65,700

2020

$8,862 (+6.8%)

$42,500 + $23,200

$65,700

2019

$8,299 (−0.9%)

$42,500 + $23,200

$65,700

2018

$8,371 (+0.4%)

$42,500 + $23,200

$65,700

2017

$8,334 (−14.4%)

$42,500 + $23,200

$65,700

2016

$9,738 (+18.3%)

$42,500 + $23,200

$65,700

2015

$8,231 (−2.8%)

$42,500 + $23,200

$65,700

2014

$8,472

$42,500 + $23,200

$65,700

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

79.1 Acres

Year renovated

1821

Finished Sq. Ft.

4,200

Unfinished Sq. Ft.

—

Total Sq. Ft.

4,200

Year built

1821

Style

Vacant Land

County

Orange County

APN

335200A02100000010203100000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Feb 8, 2024.

Historical weather

Middletown, NY • 10940

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

100/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 1% for direct sun exposure in Middletown. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.3 hrs

6.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 255 Howells Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $425,000 and $1,260,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $425K to $1.3M.

SOLD FEB 13, 2026
$1,260,000 Last sold price
6 beds5.5 baths4,650 sq ft
80 Pine Grove Rd, Middletown, NY 10940
Listing by Realty Promotions Inc
$62/sq ft
larger lot
179 years newer
SOLD JUL 29, 2026
$670,000 Last sold price
3 beds2.5 baths2,736 sq ft
39 Goffredo Ct, Middletown, NY 10940
Listing by Serhant LLC
$36/sq ft
smaller lot
183 years newer
SOLD AUG 13, 2026
$425,000 Last sold price
8 beds3 baths2,121 sq ft
29 Columbia Ave, Middletown, NY 10940
Listing by HomeSmart Homes & Estates
$9/sq ft
smaller lot
102 years newer
SOLD AUG 11, 2026
$748,200 Last sold price
3 beds2.5 baths2,678 sq ft
428 Prosperous Valley Rd, Middletown, NY 10940
Listing by Keller Williams Realty
$70/sq ft
smaller lot
192 years newer
SOLD AUG 11, 2026
$550,000 Last sold price
4 beds2 baths1,704 sq ft
18 Maureen Ln, Middletown, NY 10940
Listing by Howard Hanna Rand Realty
$114/sq ft
smaller lot
151 years newer
SOLD SEP 17, 2026
$599,000 Last sold price
3 beds2.5 baths2,192 sq ft
311 New Vernon Rd, Middletown, NY 10940
Listing by RE/MAX Benchmark Realty Group
$64/sq ft
smaller lot
173 years newer

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