Pending

$389,999

Est. $2,373/mo —

•

1,080

sq ft

44 Orchard Hl, Middletown, NY 10941

About this home

Welcome to 44 Orchard Hill Road, a classic ranch set on a tree-lined lot in the Pine Bush School District, with mature trees and a wide flat backyard. Inside, the kitchen has been refreshed with stainless appliances and a gas range, opening into a bright family room with a reclaimed wood accent wall. Down the hall, three bedrooms and a full bath keep things simple and comfortable. The walkout basement has a finished lounge and bar area, plus a full attic and additional storage for everything else. Heating and cooling are covered from every angle, with forced hot air, a pellet stove, and central air conditioning. Municipal water and a below ground septic system round out a property that's been kept functional and move-in ready. Step outside and the backyard opens wide, with a patio for entertaining and plenty of room to spread out. This home offers easy access to Route 17 and everything Middletown has to offer, from local shopping and dining to the commute corridors that make Orange County living convenient.

Single-familyProperty Type

1956Year Built

0.34 acresLot Size

$361Price/Sq.Ft.

Listing by John Scarano • Keller Williams Realty

Contact: 845-928-8000

Listing updated: Jul 31, 2026 at 03:20pm

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #1020594

Payment calculator

$2,373 per month

Principal and interest$1,946

Property taxes

$368

HOA dues

Home insurance

$58

Utilities

Add

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Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

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Around this home

Schools

K - 12
Preschool & daycare

Circleville Elementary School

Public PreK-5 • Assigned • 1.6mi

3/10

Circleville Middle School

Public 6-8 • Assigned • 1.6mi

7/10

Pine Bush Senior High School

Public 9-12 • Assigned • 8.4mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

44 Orchard Hl · $389,999

DAYS ON MARKET

The average home goes pending in 39 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

LIST PRICE

Median sale price in this area is $478,728. (23% higher than this home)

PRICE DROP

19% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
First-floor bedroom
First-floor full bathroom
Eat-in kitchen
Main bedroom on the ground floor
Unfinished walk-out basement
Dormer attic (full, unfinished)

Bedrooms
Total rooms: 6 (includes bedrooms and living spaces)

Bathrooms
1 full bathroom

Kitchen
Oven
Refrigerator
Eat-in kitchen layout

Laundry & utility
Basement access for utilities and laundry (unfinished)

Heating & cooling
Forced air heating
Central air conditioning
Pellet stove

Sale and tax history for 44 Orchard Hl

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1020594

Jul 31, 2026

Pending

—

Jul 11, 2026

Listed

$389,999

$361/sq ft

Jul 7, 2026

Coming Soon

$389,999

$361/sq ft

OneKey® MLS as Distributed by MLS Grid #H6302252

Jun 26, 2024

Sold

$350,000

$324/sq ft

May 21, 2024

Pending

—

Apr 29, 2024

Price Changed

$359,999

$333/sq ft

Apr 26, 2024

Listed

$329,999

$306/sq ft

Apr 21, 2024

Coming Soon

$329,999

$306/sq ft

ADORABLE home located in the sought after Pine Bush School District! Nicely situated on a cul-de-sac, this home is perfect for first time home buyers or anyone needed to downsize. The backyard has raised gardens for all of your vegetable growing! Strawberry, blueberry and raspberry plants are already bursting out of the ground. A cozy yet spacious 3 bedroom, 1 bathroom home, is perfect for all of your needs. Sit outside on the deck and watch your plants grow. Entertain in your enclosed porch area. This is a move in ready home! New Central Lennox A/C(2021) New Hot water heater (2021), New Lennox furnace (2021), Newer Washer and Dryer (2020), New Whirlpool Refrigerator (2021). There's also a generator hookup, New stone landscaping, french drains, oak floors (5 years), New bay window (2015). Septic cleaned in Nov. 2023, The location of this home is perfect! Nearby shopping centers, bike trails, walking trails, wineries, restaurants, and only 1/4 mile Park and Ride Bus, 15 minutes to all train stations. Schedule your showing today to see this adorable home! Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,

Public Records

Nov 18, 1974

Sold

$28,000

$26/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$4,413 (−9.7%)

$9,400 + $23,400

$32,800

2024

$4,889 (+1.7%)

$9,400 + $23,400

$32,800

2023

$4,806 (−4.7%)

$9,400 + $23,400

$32,800

2022

$5,044 (−1.2%)

$9,400 + $23,400

$32,800

2021

$5,103 (+72.2%)

$9,400 + $21,600

$31,000

2020

$2,964 (+7.6%)

$9,400 + $21,600

$31,000

2019

$2,755 (+4.8%)

$9,400 + $21,600

$31,000

2018

$2,629 (−0.1%)

$9,400 + $21,600

$31,000

2017

$2,632 (−45.0%)

$9,400 + $21,600

$31,000

2016

$4,787 (+83.0%)

$9,400 + $21,600

$31,000

2015

$2,616 (−14.8%)

$9,400 + $21,600

$31,000

2014

$3,069

$9,400 + $21,600

$31,000

Public record

Beds

Baths

Stories

Lot width

100 ft.

Lot depth

150 ft.

Lot size

0.34 Acres

Year renovated

1961

Finished Sq. Ft.

1,080

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,080

Year built

1956

Style

Single Family Residential

County

Ulster County

APN

335200A01800000020040000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 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

7 days above 98° expected this year, 15 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 • 10941

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

96/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.4 hrs

6.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 44 Orchard Hl

$392,620

$2,621 over list price of $390K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $350K to $450K.

SOLD MAY 15, 2026
$365,000 Last sold price
3 beds2 baths1,752 sq ft
29 Van Burenville Rd, Middletown, NY 10940
Listing by Compass Greater NY, LLC
$153/sq ft
larger lot
36 years older
SOLD JUL 24, 2026
$415,000 Last sold price
3 beds2 baths1,513 sq ft
366 Van Burenville Rd, Middletown, NY 10940
Listing by Howard Hanna Rand Realty
$87/sq ft
larger lot
86 years older
SOLD DEC 17, 2025
$405,000 Last sold price
3 beds1.5 baths1,856 sq ft
53 Fair Oaks Rd, Middletown, NY 10940
Listing by Coldwell Banker Realty
$143/sq ft
larger lot
7 years newer
SOLD JUN 1, 2026
$350,000 Last sold price
3 beds1 bath1,200 sq ft
548 Dosen Rd, Middletown, NY 10940
Listing by Real Estate Circuit Inc
$69/sq ft
smaller lot
36 years older
SOLD DEC 9, 2025
$450,000 Last sold price
3 beds2.5 baths1,561 sq ft
17 Pine Ct, Middletown, NY 10941
Listing by Corcoran Baer & McIntosh
$73/sq ft
larger lot
9 years newer
SOLD NOV 3, 2025
$442,500 Last sold price
3 beds3 baths2,496 sq ft
411 Fair Oaks Rd, Middletown, NY 10940
Listing by Keller Williams Hudson Valley
$184/sq ft
larger lot
17 years newer

Rental earnings

Est. $1,972 per month, based on comparable rentals

This home is pending

The seller has accepted an offer, and this property is now .

Questions? Redfin partner agents are here to help

Typically responds in about 1 minute.

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Details provided by OneKey® MLS as Distributed by MLS Grid and may not match the public record. Learn more.

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