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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!

  • Bedrooms
    3
  • Bathrooms
    3
  • Year Built
    1977
  • Architectural Style
    Ranch
  • Construction Materials
    Frame
  • Garage Spaces
    1.0
  • Parking Features
    Driveway, Garage
  • Living Area
    2374.0
  • Interior Features
    Ceiling Fan(s), Storage, In-Law Floorplan, Recessed Lighting, Open Floorplan, Built-in Features, Natural Woodwork
  • Appliances
    Dryer, Dishwasher, Electric Range, Refrigerator, Washer, Range, Oven, Humidifier, Water Softener Owned, Electric Oven, Stainless Steel Appliance(s)
  • Flooring
    Hardwood, Tile, Carpet
  • Cooling
    Central Air
  • Heating
    Oil
  • Basement
    Finished

  • Acres
    0.3466
  • Utilities
    Cable Available, Natural Gas Available, Electricity Connected, Sewer Connected, Water Connected, Phone Available, Underground Utilities
  • Water
    Public


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Frequently Asked Questions

How do I schedule a tour of 44 Wilson Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 44 Wilson Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 44 Wilson Rd?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 3 bath, listed for $549,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Monroe, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 44 Wilson Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 44 Wilson Rd at around $4,177. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 44 Wilson Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Orange County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 44 Wilson Rd?

In most cases, yes. Whether 44 Wilson Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Monroe's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 44 Wilson Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Monroe and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $549,000 with 2,374 sqft of space—that comes out to approximately $231 per square foot.

How long has this property been on the market?

44 Wilson Rd was listed on July 04, 2026, which means it's been on the market for 130 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1977, making it approximately 49 years old.

What is the lot size of this property?

44 Wilson Rd sits on a 0.35-acre lot, which is 15,246 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Pine Tree Elementary School
  • Middle: Monroe-Woodbury Middle School
  • High: Monroe-Woodbury High School

Want to see how these schools compare? Check out our Orange County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 44 Wilson Rd?

The most recent public record shows annual property taxes for 44 Wilson Rd were approximately $12,630. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 44 Wilson Rd still available for sale?

This home is pending sale, which means the seller has accepted an offer. You can favorite it to track status or ask our expert to help you find similar homes in this area. We'll also let you know if this property comes back on the market.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' 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 deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: November 11, 2026 at 06:27AM | Source: OneKey MLS | MLS#: 1016146