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Step inside this beautifully updated 3-bedroom custom ranch, originally built as a builder's own home, offering desirable one-level living in a sought-after location with walking distance to the town of Middlebury! An inviting foyer leads to a fully renovated eat-in kitchen featuring newer stainless steel appliances and soft-close cabinetry. The dining area boasts cathedral ceilings and oversized windows overlooking the backyard. The expansive, fully wood-paneled living room features soaring ceilings, skylights, abundant natural light, and a large gas fireplace. Three generously sized bedrooms include a spacious primary suite with private en-suite bath and ample closet space. The renovated lower level offers additional versatile living space. Enjoy the private backyard and outdoor entertaining with a newer custom above-ground pool, representing a seller investment of nearly $28,000! Additional features include an irrigation system and an $8,000 basement water filtration system. Recent updates include a roof approximately 3 years old, fresh paint throughout, updated garage doors, hot water heater, dishwasher, refrigerator, and garbage disposal. Hardwood flooring, vaulted ceilings, and abundant natural light complete this special home. Enjoy custom craftsmanship & one level living. MOVE QUICK!

Highlights

  • Residential
  • Single Family Residence
  • Built in 1965
  • 0.35 Acre Lot
  • 2 Car Garage
  • 3 days on Market

Open House

  • November 8, 2026
    12:00pm - 2:00pm

This open house information was last updated on 11/06/2026 03:39PM

  • Bedrooms
    3
  • Bathrooms
    2 full · 1 half
  • Year Built
    1965
  • Architectural Style
    Ranch
  • Construction Materials
    Frame, Stone, Block
  • Foundation
    Concrete Perimeter
  • Garage Spaces
    2.0
  • Parking Features
    Attached
  • Living Area
    3018.0
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Gas Range
  • Cooling
    Central Air
  • Heating
    Natural Gas, Hot Water
  • Basement
    Finished, Full

  • Acres
    0.35
  • Lot Features
    Level
  • Water
    Public


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Frequently Asked Questions

How do I schedule a tour of 157 Southwind 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 157 Southwind 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 157 Southwind Rd?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 2 bath, listed for $475,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Waterbury, and can even get you in to see the property quickly.

Are there any upcoming open houses for this property?

Yes—an open house is scheduled for . Let us connect you with our local expert before you go so they can help you prepare questions, highlight key features, and arrange a private tour if that time doesn't work.

How much is the monthly mortgage payment for 157 Southwind Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 157 Southwind Rd at around $3,502. 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 157 Southwind 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 New Haven 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 157 Southwind Rd?

In most cases, yes. Whether 157 Southwind Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Waterbury'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 157 Southwind Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Waterbury 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 $475,000 with 3,018 sqft of space—that comes out to approximately $157 per square foot.

How long has this property been on the market?

157 Southwind Rd was listed on November 05, 2026, which means it's been on the market for 3 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 1965, making it approximately 61 years old.

What is the lot size of this property?

157 Southwind Rd sits on a 0.35-acre lot, which is 15,246 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 New Haven County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 157 Southwind Rd?

The most recent public record shows annual property taxes for 157 Southwind Rd were approximately $11,122. 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 157 Southwind Rd 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 08, 2026 at 03:25AM | Source: SmartMLS | MLS#: 24217911