88 Winthrop Rd , Chester, CT 06412

How do I schedule a tour of 88 Winthrop 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 88 Winthrop 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 88 Winthrop Rd?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 2 bath, listed for $499,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Chester, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 88 Winthrop 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 88 Winthrop Rd at around $3,541. 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 Winthrop 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 Middlesex 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 Winthrop Rd?

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

We can handle that for you. Our preferred local agent specializes in residentials in Chester 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 $499,000 with 2,240 sqft of space—that comes out to approximately $223 per square foot.

How long has this property been on the market?

88 Winthrop Rd was listed on September 10, 2026, which means it's been on the market for 64 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 1980, making it approximately 46 years old.

What is the lot size of this property?

88 Winthrop Rd sits on a 33.97-acre lot, which is 1,479,733 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 Middlesex County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 88 Winthrop Rd?

The most recent public record shows annual property taxes for 88 Winthrop Rd were approximately $8,410. 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 88 Winthrop Rd still available for sale?