$299,999
3 Bed • 1 Bath • 1,046 Sq. Ft.3 bd · 1 ba · 1,046 sqft
14 School Street
Chester, NY 10918
Listed with Howard Hanna Rand Realty
$399,999
Est. $2,857/moMiddletown, NY 10940 · Orange County
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**Welcome Home to Middletown! Updated, Comfortable Living in a Convenient Location** Discover the perfect blend of comfort, convenience, and community in this inviting three-bedroom, three-bathroom home offering 1,608 square feet of living space. Built in 1999, this two-story residence features thoughtful updates, a functional layout, and access to desirable community amenities. The main living area offers an open flow between the living room, dining area, and kitchen, creating a welcoming space for everyday living and entertaining. Enjoy cozy evenings by the gas fireplace or gather around the kitchen island for casual meals and conversation. Sliding glass doors lead to a private patio and fenced backyard, offering a lovely outdoor retreat for relaxing or entertaining. A convenient laundry alcove adds to the home's practical design. Recent improvements include a **new roof with warranty, an updated primary bathroom, a new garage door, a new front entry door, and upgraded windows**. The attached garage features an epoxy-coated floor and automatic opener, with additional parking available in the paved driveway. Enjoy a well-maintained community with amenities that include tennis courts, a basketball court, playgrounds, and landscaped common areas. The monthly HOA fee of $194 covers garbage service, landscaping, snow removal, and driveway maintenance, among other services, helping make day-to-day homeownership more convenient. Location is another standout feature. With convenient access to Routes 17 and I-84, commuting and traveling throughout the Hudson Valley and beyond is made easier. Metro-North rail service is approximately eight minutes away by car, offering an additional commuting option. Local shopping, dining, and the natural beauty of Orange County are also within reach. Whether you're a first-time buyer, looking to downsize, or searching for a comfortable home with valuable updates and community amenities, this Middletown property is full of possibilities. Come explore the comfort, convenience, and lifestyle this home has to offer! **Additional Information:** - Three bedrooms and three bathrooms - 1,608 square feet of living space - New roof with warranty - Updated primary bathroom - New garage door and front entry door - Upgraded windows - Attached garage with epoxy-coated floor and automatic opener - Fenced backyard and private patio - Monthly HOA: $194 - Municipal water and sewer - Natural gas service through Orange & Rockland - Cable service available through Spectrum
As reported by the listing office; verify enrollment with the district.
Listed with Locqube New York, Inc. · Regina L. Rodriguez · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 3, 2026, 11:09 AM ET. ©2026 One Key MLS.
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Market insights
Current listings
New in the last 30 days
83
Nov 2026
Average price
Active listings
$538,768
Nov 2026
Average days on market
Active listings
154 days
Nov 2026
Computed from 331 active OneKey MLS listings in Middletown, NY.
$299,999
3 Bed • 1 Bath • 1,046 Sq. Ft.3 bd · 1 ba · 1,046 sqft
14 School Street
Chester, NY 10918
Listed with Howard Hanna Rand Realty
$299,999
2 Bed • 1.5 Bath • 1,260 Sq. Ft.2 bd · 1.5 ba · 1,260 sqft
350 N Water Street #7-4
Newburgh, NY 12550
Listed with Keller Williams Realty
$499,000
3 Bed • 2 Bath • 1,984 Sq. Ft.3 bd · 2 ba · 1,984 sqft
57 5th Avenue
Newburgh, NY 12550
Listed with Cronin & Company Real Estate