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$715,000

  • For Sale
  • Under Contract
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,135 Sq. Ft.
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366 Brookside Drive, Fairfield, CTVideo Tour of 366 Brookside Drive, Fairfield, CT.
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.

Full Property Details for 366 Brookside Dr

General

  • Price: $715,000
  • HOA FEE: $46/month
  • HOA FEE FREQ.: Annually
  • Taxes: (July 2026-June 2027)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24207176
  • Updated: 10/23/2026
  • Added to Site: 56 day(s) ago

Interior

  • Number of Rooms: 8
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: Remodeled, Stall Shower, Tile Floor, Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Walk-In Closet, Hardwood Floor, Main
  • Bedroom 1: Bedroom - Wall/Wall Carpet, Upper
  • Bedroom 2: Bedroom - Wall/Wall Carpet, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Sliders, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, Quartz Counters, Eating Space, Island, Hardwood Flo, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Vinyl Floor, Lower
  • Rec Room: Vinyl Floor, Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Porch, Gutters, Patio

Parking

  • Total Spaces: 4
  • Parking: Driveway

Location

  • County: Fairfield
  • Driving Directions: GPS Friendly

School Information

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

Community

  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Lake/Beach Access

Heating & Cooling

  • Cooling Type: Wall Unit, Window Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Storage, Interior Access, Partially Finished
  • Roof: Shingle
  • Attic: Yes
  • Square Feet: 2,135
  • Above Ground: 1,635 Sq. Ft.
  • Below Ground: 500 Sq. Ft.
  • Year Built: 1952

Lot Features

  • Lot Size (Acres): 0.29
  • Driveway/Sidewalk: Paved
  • Zoning: A
  • Lot Description: Level Lot

Water Features

  • Water Front Desc.: Walk to Water, Beach Rights, Water Community

Financial Considerations

  • Association Fee: $550
  • Assoc Fee Freq.: Annually
  • Assessment Amount: $519,120
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 125460

Listed by Keller Williams Realty, Geo Crume

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Listing agent

— 366 Brookside Dr —

  • Geo Crume

    Keller Williams Realty

Agent Contact: (203) 692-5915 Office Contact: (203) 429-4020

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 366 Brookside Dr

School District:Fairfield School District
NameGradesDistance
Osborn Hill School
760 Stillson Road, Fairfield, CT 06824
K-50.3 mi
Fairfield Woods Middle School
1115 Fairfield Woods Rd., Fairfield, CT 06824
6-80.7 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-122.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 366 Brookside Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/07/2026
Price Reduced
$715,000
-7.74%
MLS
9/30/2026
Price Reduced
$775,000
-3%
MLS
9/17/2026
Listed
$799,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 366 Brookside Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,446
2%
$297,500
—
2023
$8,300
1%
$297,500
—
2023
$8,184
1%
$297,500
—
2022
$8,104
1%
$297,500
—
2021
$8,027
-4%
$297,500
-4%
2020
$8,330
—
$310,940
—
2019
$8,330
2%
$310,940
—
2018
$8,196
2%
$310,940
—
2017
$8,028
1%
$310,940
—
2016
$7,913
21%
$310,940
18%
2015
$6,526
2%
$263,270
—
2014
$6,424
2%
$263,270
—
2011
$6,300
—
$263,270
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 366 Brookside Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Keller Williams Realty, Geo Crume

366 Brookside Drive, Fairfield, CT 06824 (MLS# 24207176) is a Single Family property with 3 bedrooms and 2 full bathrooms. 366 Brookside Drive is currently listed for $715,000 and was received on September 15, 2026. Want to learn more about 366 Brookside Drive? Do you have questions about finding other Single Family real estate for sale in Fairfield? You can browse all Fairfield real estate or contact a Coldwell Banker agent to request more information.

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