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Charming Historic Farmhouse – 55 Smith St., Pleasant Valley, NY 12569 Step back in time and fall in love with the charm and character of this beautiful 1812 farmhouse! Rich in history and timeless appeal, this inviting home offers 1,740 square feet of living space, featuring 3 bedrooms and 1.5 baths. Set on a picturesque 1.02-acre property, this classic farmhouse showcases the character and craftsmanship of a bygone era, including beautiful wide-plank floors that add warmth, authenticity, and a sense of history throughout the home. With its blend of historic charm, comfortable living space, and country setting, this special property offers a wonderful opportunity to enjoy the best of Hudson Valley living. Whether you're drawn to its historic character, spacious grounds, or the peaceful appeal of Pleasant Valley, this farmhouse is full of possibilities. A rare opportunity to own a piece of history and make it your own. Come experience the charm of this special 1812 farmhouse!

Highlights

  • Residential
  • Single Family Residence
  • Built in 1812
  • 1.02 Acre Lot
  • 7 days on Market

  • Bedrooms
    3
  • Bathrooms
    1 full · 1 half
  • Year Built
    1812
  • Architectural Style
    Farmhouse
  • Construction Materials
    Vinyl Siding
  • Parking Features
    Driveway
  • Living Area
    1740.0
  • Interior Features
    Eat-in Kitchen, Pantry, Open Floorplan
  • Appliances
    Microwave, Refrigerator, Gas Range, Oven, Stainless Steel Appliance(s)
  • Cooling
    Wall/Window Unit(s)
  • Heating
    Oil
  • Basement
    Full, Unfinished

  • Acres
    1.02
  • Utilities
    Electricity Connected, Water Connected
  • Water
    Public, Private, Well

  • County
    Dutchess
  • City
    Pleasant Valley
  • Zip Code
    12569
  • High School
    Arlington High School
  • Middle School
    Lagrange Middle School
  • Elementary School
    West Road/D'Aquannis Intermediate School

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Frequently Asked Questions

How do I schedule a tour of 55 Smith 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 55 Smith 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 55 Smith Rd?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 1 bath, listed for $469,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Pleasant Valley, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 55 Smith Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 55 Smith Rd at around $3,294. 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 55 Smith 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 Dutchess 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 55 Smith Rd?

In most cases, yes. Whether 55 Smith Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Pleasant Valley'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 55 Smith Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Pleasant Valley 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 $469,000 with 1,740 sqft of space—that comes out to approximately $270 per square foot.

How long has this property been on the market?

55 Smith Rd was listed on November 01, 2026, which means it's been on the market for 7 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 1812, making it approximately 214 years old.

What is the lot size of this property?

55 Smith Rd sits on a 1.02-acre lot, which is 44,431 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: West Road/D'Aquannis Intermediate School
  • Middle: Lagrange Middle School
  • High: Arlington High School

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

What are the property taxes for 55 Smith Rd?

The most recent public record shows annual property taxes for 55 Smith Rd were approximately $9,012. 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 55 Smith Rd still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

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 08, 2026 at 02:26AM | Source: OneKey MLS | MLS#: 1069683