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Once in a blue moon does a home like this become available! Nestled in the Webb Mountain region of Monroe, this 7.5-acre property features a 4 BD, 2.5 BTH Cape-style home with all the comforts and updates for today's living, while preserving the peaceful, serene charm of yesteryear. Step back in time & enjoy bucolic open fields, a gardener's paradise with raspberry bushes & homegrown vegetables of every kind & plenty of land where pets can roam freely! A lovely custom cabana, fully fenced I/G pool & patio create the perfect setting for entertaining. With 3,074 SQFT plus a finished LL with a second FPL, this spacious home boasts numerous upgrades & improvements within the last 2 years. Features include spacious BDS, gleaming refinished H/W floors, C/A, elegant built-ins, remodeled BTH, recessed lighting, fresh interior paint, walkin closets, cedar closet, mudroom with pantry, and all new: boiler, oil tank, hot water heater, interior French drain system, gutters, updated electrical, flooring, pool pump/filter, washer/dryer & so much more (see attached list)! Work from home in the remodeled, heated/cooled home office above the garage while overlooking naturally beautiful conservation land. An addl 3rd garage, outbuildings/sheds, walkin attic & full basement offer even more storage. Hiking trails from the property, Webb Mtn Discovery Zone nearby, minutes to everything! From the moment you enter this lovingly maintained home with a true homestead feel, life just seems to simplify!

  • Bedrooms
    4
  • Bathrooms
    2 full · 1 half
  • Year Built
    1940
  • Architectural Style
    Cape Cod
  • Construction Materials
    Wood Siding, Frame
  • Foundation
    Stone, Concrete Perimeter
  • Garage Spaces
    3.0
  • Parking Features
    Attached
  • Living Area
    3074.0
  • Appliances
    Dryer, Dishwasher, Electric Range, Microwave, Refrigerator, Washer
  • Exterior Features
    Garden
  • Patio And Porch
    Patio
  • Pool Features
    In Ground, Outdoor Pool, Vinyl
  • Security Features
    Security System
  • Cooling
    Ceiling Fan(s), Central Air
  • Heating
    Hot Water, Oil
  • Basement
    Full, Partially Finished, Sump Pump, Storage Space

  • Acres
    7.49
  • Lot Features
    Wooded, Level
  • Water
    Well

  • County
    Fairfield
  • City
    Monroe
  • Zip Code
    06468
  • High School
    Masuk
  • Middle School
    Jockey Hollow
  • Elementary School
    Fawn Hollow

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Frequently Asked Questions

How do I schedule a tour of 195 Webb Cir?

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 195 Webb Cir.

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 195 Webb Cir?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 2 bath, listed for $920,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Monroe, and can even get you in to see the property quickly.

How do I get a virtual tour of 195 Webb Cir?

Yes! A virtual tour is available for 195 Webb Cir. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 195 Webb Cir?

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 195 Webb Cir at around $6,566. 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 195 Webb Cir?

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 Fairfield 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 195 Webb Cir?

In most cases, yes. Whether 195 Webb Cir is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Monroe'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 195 Webb Cir?

We can handle that for you. Our preferred local agent specializes in residentials in Monroe 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 $920,000 with 3,074 sqft of space—that comes out to approximately $299 per square foot.

How long has this property been on the market?

195 Webb Cir was listed on September 25, 2026, which means it's been on the market for 51 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 1940, making it approximately 86 years old.

What is the lot size of this property?

195 Webb Cir sits on a 7.49-acre lot, which is 326,264 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Fawn Hollow
  • Middle: Jockey Hollow
  • High: Masuk

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

What are the property taxes for 195 Webb Cir?

The most recent public record shows annual property taxes for 195 Webb Cir were approximately $15,967. 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 195 Webb Cir still available for sale?

This home is under contract, but may still accept backup offers. Click ♥ to track updates or connect with our local expert to see if it's still worth pursuing.

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 15, 2026 at 12:32AM | Source: SmartMLS | MLS#: 24208554