Pending
Sale Pending at 44 Wilson Rd, Chester Town, NY 10950 | MLS# 1016146 | Listing updated on 2026-09-11
Photo 1 of Sale Pending at 44 Wilson Rd, Chester Town, NY 10950 | MLS# 1016146 | Listing updated on 2026-09-11
Photo 2 of Sale Pending at 44 Wilson Rd, Chester Town, NY 10950 | MLS# 1016146 | Listing updated on 2026-09-11
Photo 3 of Sale Pending at 44 Wilson Rd, Chester Town, NY 10950 | MLS# 1016146 | Listing updated on 2026-09-11
Photo 4 of Sale Pending at 44 Wilson Rd, Chester Town, NY 10950 | MLS# 1016146 | Listing updated on 2026-09-11
38+
Beds Icon

Street View

$549,000

Monthly Est:$2,733

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,374sqft

44 Wilson Rd, Chester Town, NY 10950

$2,733/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1977

  • $-- HOA

  • 15,100 sqft lot

  • $231/sq.ft

Description

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!

  • Houzeo last checked: 5 minutes ago
  • Listing updated: September 11, 2026 at 7:10 am
  • Listing Provided by: Claudia Lepore (347) 837-7011 | Keller Williams Realty (845) 928-8000
  • Source: OneKey MLS-NY | MLS#: 1016146 OneKey MLS-NY

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Chester Town

  • Neighborhood

    --

  • Year Built

    1977

  • HOA Fees

    -

  • Finished Area

    2,374 sqft

  • Lot Size

    15,100 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1016146

  • MLS Status

    Pending

  • Days on Market

    98

  • Cumulative Days on Market

    68

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

  • Living Room

    Level: First

  • Dining Room

    Level: First

  • Kitchen

    Level: First

  • Family Room

    Level: First

  • Bedroom 1

    Level: First

  • Bathroom 1

    Level: First

  • Bedroom 2

    Level: First

  • Bedroom 3

    Level: First

  • Bathroom 2

    Level: First

  • Basement

    Level: Basement

  • Bathroom 3

    Level: Basement

Interior

  • Cooling

    Central Air

  • Heating

    Oil

  • Flooring

    Carpet, Hardwood, Tile

  • Interior Features

    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

  • Sewer

    Public Sewer

  • Appliances

    Dishwasher, Dryer, Electric Oven, Electric Range, Humidifier, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater, Water Softener Owned

Construction

  • Year Built

    Year Built: 1977

  • Home type

    Single Family Residence

  • Architectural Style

    Ranch

  • Construction Materials

    Frame

Utilities & Energy

  • Laundry Features

    In Basement

  • Water Source

    Public

  • Basement

    Finished

  • Utilities

    Cable Available, Electricity Connected, Natural Gas Available, Phone Available, Sewer Connected, Trash Collection Public, Underground Utilities, Water Connected

  • Parking Features

    Driveway, Garage

Other Features

  • Subdivision Name

    Lake Hill Farms

Price History

DateEventPrice

09/10/2026

Source: mls_logoOneKey MLS-NY #KEY1016146

Pending

$549,000

$231/sqft

07/30/2026

Source: mls_logoOneKey MLS-NY #KEY1016146

Price Decreased

$549,000 -1.79%

$231/sqft

07/04/2026

Source: mls_logoOneKey MLS-NY #KEY1016146

Listed for Sale

$559,000

$235/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 10, 2026, 10:46PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group