Skip to main content

MLS ID KEY1016146Last updated Sep 11, 2026

Single Family

44 Wilson Road

Pending · Chester Town · Orange County, NY 10950

Bedrooms
3 Beds
Bathrooms
3 Baths
Year built
1977
Est. monthly taxes
$1,052.47
Property gallery0 / 42
Loading photo…Photo unavailable

About this home

Welcome to this beautifully maintained 3-bedroom, 3-bath ranch nestled on a quiet dead-end street in the Lake Hill Farms community in the Town of Chester, within the Monroe-Woodbury School District. Offering municipal services, central air conditioning, and exceptional pride of ownership, this home is truly move-in ready. Step inside to a bright and inviting floor plan featuring a spacious living room, dining area, and comfortable family room. The beautifully renovated kitchen is the heart of the home, showcasing granite countertops, modern finishes, and sliding glass doors that lead to a deck overlooking the level backyard—an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. The primary suite offers a private retreat with its own bath, while the tastefully renovated hall bathroom serves the additional two bedrooms with style and convenience. The bright, above-grade finished lower level dramatically expands the home’s living space surrounded by walls of closets.  This incredibly versatile tiled area of the home is perfect for a family room, media room, playroom, or even a recreation area with room for a dinette. A generously sized additional enclosed space with a full bathroom across the hall provides so much opportunity for a variety of needs- a perfect space for a home office or exercise room- there are so many possibilites.  We can't forget the wet bar, a separate entrance, and an expansive storage room, which all add even more flexibility.  This lower level truly gives you a space ideal for guests, multi-generational living, a home business, or simply adding more comfort to everyday living. Thoughtfully designed with abundant storage and endless possibilities, it adds beautifully to the home’s functionality.  Additional features include an oversized driveway, a two-car garage, and plentiful storage throughout the home. Perfectly situated for commuters, this home is just minutes from major highways, bus and rail transportation, shopping, restaurants, parks, and schools. Enjoy everything the Hudson Valley has to offer, including nearby Mount Peter, Bellvale Farms Creamery, local wineries, breweries, farmers markets, and miles of scenic hiking trails. If you’ve been searching for a home that combines comfort, convenience and generous living space, this is one you won’t want to miss. Schedule your private showing today!

Listing snapshot

Days on site
59 days
Listed on MLS
Jul 4, 2026
Full baths
3
Half baths
0
Annual property tax (MLS)
$12,629.69
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
Keller Williams Realty
MLS ID
KEY1016146
Last updated
Sep 11, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1977
Garage
Yes
Garage spaces
1
Total parking
6
Parking
Driveway, Garage
Water source
Public
Sewer
Public Sewer
Utilities
Cable Available, Electricity Connected, Natural Gas Available, Phone Available, Sewer Connected, Trash Collection Public, Underground Utilities, Water Connected

Interior features

Basement
Finished
Heating
Oil
Cooling
Central Air
Interior
First Floor Bedroom, First Floor Full Bath, Built-in Features, Ceiling Fan(s), In-Law Floorplan, Natural Woodwork, Open Floorplan, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Storage
Appliances
Dishwasher, Dryer, Electric Oven, Electric Range, Humidifier, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater, Water Softener Owned
Flooring
Carpet, Hardwood, Tile
Fireplace
No

Exterior features

Architectural style
Ranch
Construction materials
Frame
Private pool
No

Schools (MLS)

Elementary school
Pine Tree Elementary School
Elementary school district
Monroe-Woodbury
Middle school
Monroe-Woodbury Middle School
Middle school district
Monroe-Woodbury
High school
Monroe-Woodbury High School
High school district
Monroe-Woodbury

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Chester Town · Orange County, NY 10950Show interactive map
44 Wilson Road

Chester Town · Orange County, NY 10950

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.