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Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes -one a four bedroom home and a 1000 sq ft guest house-both surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming 1BR guest cottage, with large living room and mini-splits, is ideal for rental income or private guests. Spacious garage allows room for cars, hobbies and workshop, perfect pool site, and privacy ensured by abutting protected land. Generator for both houses.Access to town beach. A generous seller credit opportunity toward buyer's preferred improvements upon acceptable offer. Online psf is in error. Actual is $469 psf

  • Bedrooms
    4
  • Bathrooms
    2
  • Year Built
    1939
  • Architectural Style
    NE Farmhouse
  • Parking Features
    Oversized, Detached, Off Street
  • Living Area
    2200.0
  • Interior Features
    In-Law Floorplan
  • Appliances
    Dryer, Refrigerator, Washer, Range
  • Flooring
    Ceramic Tile, Wood
  • Security Features
    Security System
  • Heating
    Oil
  • Basement
    Full, Other

  • Acres
    3.6
  • Utilities
    Cable Available
  • Water
    Private


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Frequently Asked Questions

How do I schedule a tour of 5 Glendale 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 5 Glendale 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 5 Glendale Rd?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 2 bath, listed for $1,490,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Stockbridge, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 5 Glendale 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 5 Glendale Rd at around $8,946. 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 5 Glendale 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 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 5 Glendale Rd?

In most cases, yes. Whether 5 Glendale Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Stockbridge'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 5 Glendale Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Stockbridge 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 $1,490,000 with 2,200 sqft of space—that comes out to approximately $677 per square foot.

How long has this property been on the market?

5 Glendale Rd was listed on July 25, 2025, which means it's been on the market for 472 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 1939, making it approximately 87 years old.

What is the lot size of this property?

5 Glendale Rd sits on a 3.6-acre lot, which is 156,816 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Muddy Brook Reg.
  • Middle: W.E.B. Du Bois Reg.
  • High: Monument Mountain

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 5 Glendale Rd?

The most recent public record shows annual property taxes for 5 Glendale Rd were approximately $5,600. 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 5 Glendale 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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