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Welcome to this beautifully updated home in the desirable Lake Hills Association, where comfortable living comes with lake and beach access. Larger than the typical Cape, this 3 bed, 2 bath home offers a bright, open floor plan with hardwood floors, generous living spaces, and an easy flow for everyday life and entertaining. At the heart of the home is the updated kitchen, featuring white cabinetry, quartz countertops, stainless steel appliances, a tile backsplash, and an oversized island with seating. The kitchen opens to the living and dining areas, creating a spacious gathering space filled with natural light and highlighted by a charming fireplace. Just off the main living area, the screened three-season porch with removable windows offers a peaceful place to relax and enjoy the surrounding greenery. Recent updates include crown molding, hardwood flooring, walk-in showers, and a refreshed lower level. The partially finished basement offers flexible space for a family room, office, gym, or recreation area, while the unfinished portion and oversized attic provide excellent storage. Major improvements include a new furnace, new oil tank, and new blown-in insulation. With its welcoming curb appeal, updated interior, flexible living space, and lake and beach access, this home is ready to enjoy year round. Island pendant lights are excluded from the sale. Second basement area, under the addition great for additional storage, access from outside, separate from main basement area. Washer dryer hook up option in first floor bathroom closet.

  • Bedrooms
    3
  • Bathrooms
    2
  • Year Built
    1952
  • Architectural Style
    Cape Cod
  • Construction Materials
    Wood Siding, Frame
  • Foundation
    Concrete Perimeter
  • Parking Features
    Driveway, Paved
  • Living Area
    2135.0
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range, Oven
  • Patio And Porch
    Patio, Porch
  • Cooling
    Window Unit(s), Wall Unit(s)
  • Heating
    Hot Water, Oil
  • Basement
    Full, Partially Finished, Storage Space

  • Acres
    0.29
  • Lot Features
    Level
  • Water Front Features
    Beach Access
  • Water
    Public

  • County
    Fairfield
  • City
    Fairfield
  • Zip Code
    06824
  • High School
    Fairfield Ludlowe
  • Middle School
    Fairfield Woods
  • Elementary School
    Osborn Hill

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Frequently Asked Questions

How do I schedule a tour of 366 Brookside Dr?

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 366 Brookside Dr.

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 366 Brookside Dr?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 2 bath, listed for $715,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Fairfield, and can even get you in to see the property quickly.

How do I get a virtual tour of 366 Brookside Dr?

Yes! A virtual tour is available for 366 Brookside Dr. 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 366 Brookside Dr?

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 366 Brookside Dr at around $4,899. 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 366 Brookside Dr?

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 366 Brookside Dr?

In most cases, yes. Whether 366 Brookside Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Fairfield'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 366 Brookside Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Fairfield 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 $715,000 with 2,135 sqft of space—that comes out to approximately $335 per square foot.

How long has this property been on the market?

366 Brookside Dr was listed on September 15, 2026, which means it's been on the market for 54 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 1952, making it approximately 74 years old.

What is the lot size of this property?

366 Brookside Dr sits on a 0.29-acre lot, which is 12,632 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Osborn Hill
  • Middle: Fairfield Woods
  • High: Fairfield Ludlowe

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 366 Brookside Dr?

The most recent public record shows annual property taxes for 366 Brookside Dr were approximately $9,962. 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 $550 paid annually.

This covers access to community features including: Beach Access.

Is 366 Brookside Dr 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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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 11:27PM | Source: SmartMLS | MLS#: 24207176