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Spacious 4-bedroom Colonial filled with character and potential in a convenient in-town location near parks and local amenities. Features a welcoming front porch, formal sitting room, large living room, formal dining room, kitchen, and bright sun porch. Beautiful hardwood floors run throughout much of the home, showcasing its classic charm. An unfinished rear room offers excellent potential for a larger expanded kitchen and future second bathroom. Unique period details include an original servant's staircase. Detached 2-car garage provides ample storage and parking. With generously sized rooms and a flexible floor plan, this home offers endless possibilities for restoration and customization. Property needs updating and repairs but is well worth the investment for owner-occupants, investors, or renovation enthusiasts looking to build equity and restore a classic New England home.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1825
  • 0.18 Acre Lot
  • 1 Car Garage
  • 4 days on Market

  • Bedrooms
    4
  • Bathrooms
    1
  • Year Built
    1825
  • Architectural Style
    Colonial, Antique
  • Foundation
    Brick/Mortar, Stone
  • Garage Spaces
    1.0
  • Parking Features
    Paved, Detached, Off Street
  • Living Area
    2775.0
  • Cooling
    None
  • Heating
    Hot Water, Oil, Steam
  • Basement
    Full

  • Acres
    0.18
  • Lot Features
    Corner Lot
  • Water
    Public


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Frequently Asked Questions

How do I schedule a tour of 37 Pleasant St?

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 37 Pleasant St.

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 37 Pleasant St?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 1 bath, listed for $189,900. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Ware, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 37 Pleasant St?

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 37 Pleasant St at around $1,329. 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 37 Pleasant St?

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 Hampshire 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 37 Pleasant St?

In most cases, yes. Whether 37 Pleasant St is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Ware'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 37 Pleasant St?

We can handle that for you. Our preferred local agent specializes in residentials in Ware 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 $189,900 with 2,775 sqft of space—that comes out to approximately $68 per square foot.

How long has this property been on the market?

37 Pleasant St was listed on November 06, 2026, which means it's been on the market for 4 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 1825, making it approximately 201 years old.

What is the lot size of this property?

37 Pleasant St sits on a 0.18-acre lot, which is 7,841 square feet.

What are the property taxes for 37 Pleasant St?

The most recent public record shows annual property taxes for 37 Pleasant St were approximately $2,985. 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 37 Pleasant St 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, MLS Property Information Network (MLS PIN). All rights reserved.

Last Updated: November 10, 2026 at 04:37PM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73599912