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Opportunity awaits in the Berkshires! Situated on 6+ private, sun-bathed acres, this 2 BDR single-level home is a quiet & special spot ready for your updates & personal touch. Rolling lawns, open pastures, & pine trees grace the property's exterior, offering a rare blend of tranquil country living & space to breathe. Ideal for hobby farmers & horse enthusiasts, complete with a small horse paddock, versatile outbuildings, & open fields framed by beautiful views of the surrounding hills. Whether you are dreaming of an equestrian haven or a serene retreat, this quiet, sun-filled property offers unlimited possibilities. Bring your vision & elevate it to the next level. Minutes away from world-class Berkshire cultural attractions - Tanglewood, Berkshire Theatre, local farmers markets & hiking.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1991
  • 6.77 Acre Lot
  • $66/mo HOA
  • 5 days on Market

  • Bedrooms
    2
  • Bathrooms
    1
  • Year Built
    1991
  • Architectural Style
    Ranch, Contemporary
  • Construction Materials
    Wood Siding, Frame
  • Foundation
    Slab
  • Living Area
    1345.0
  • Appliances
    Dishwasher, Microwave, Refrigerator, Electric Cooktop
  • Cooling
    Ceiling Fan(s)
  • Basement
    None

  • Acres
    6.77
  • Lot Features
    Rolling Slope, Cleared
  • Water
    Well

  • County
    Berkshire
  • City
    Sheffield
  • Zip Code
    01222
  • High School
    Per Board of Ed
  • Elementary School
    Per Board of Ed

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Frequently Asked Questions

How do I schedule a tour of 88 Hillside Ln?

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 88 Hillside Ln.

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 88 Hillside Ln?

Click Ask a Question to talk with our team. You already know it is a 2 bed, 1 bath, listed for $535,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Sheffield, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 88 Hillside Ln?

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 88 Hillside Ln at around $3,490. 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 88 Hillside Ln?

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 Berkshire 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 88 Hillside Ln?

In most cases, yes. Whether 88 Hillside Ln is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Sheffield'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 88 Hillside Ln?

We can handle that for you. Our preferred local agent specializes in residentials in Sheffield 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 $535,000 with 1,345 sqft of space—that comes out to approximately $398 per square foot.

How long has this property been on the market?

88 Hillside Ln was listed on November 09, 2026, which means it's been on the market for 5 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 1991, making it approximately 35 years old.

What is the lot size of this property?

88 Hillside Ln sits on a 6.77-acre lot, which is 294,901 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Per Board of Ed
  • High: Per Board of Ed

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

What are the property taxes for 88 Hillside Ln?

The most recent public record shows annual property taxes for 88 Hillside Ln were approximately $5,349. 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 there an HOA fee for this property, and what does it cover?

This home has an HOA fee of $66 paid monthly.

Is 88 Hillside Ln 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. Copyright 2026, SmartMLS. All rights reserved.

Last Updated: November 14, 2026 at 05:17AM | Source: SmartMLS | MLS#: 24220583