Date
Details
Price
Change
Source
9/17/2026
Listed
$799,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/26
$799,000 Just Listed
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Property Description & Video
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
Full Property Details for 366 Brookside Dr
General
- Price: $799,000
- HOA FEE: $46/month
- HOA FEE FREQ.: Annually
- Taxes: (July 2026-June 2027)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24207176
- Updated: 9/17/2026
- Added to Site: 4 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
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 366 Brookside Dr —
Geo Crume
Keller Williams Realty
Agent Contact: (203) 692-5915 Office Contact: (203) 429-4020
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 366 Brookside Dr
School District:Fairfield School District
| Name | Grades | Distance |
|---|---|---|
Osborn Hill School 760 Stillson Road, Fairfield, CT 06824 | K-5 | 0.3 mi |
Fairfield Woods Middle School 1115 Fairfield Woods Rd., Fairfield, CT 06824 | 6-8 | 0.7 mi |
Fairfield Ludlowe High School 785 Unquowa Road, Fairfield, CT 06824 | 9-12 | 2.2 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
Tax History
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
—
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
Estimate the Cost for 366 Brookside Dr
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- Single Family
- Active
- Updated 13 days ago
- 3Beds
- 2Total Baths
- 1,680Sq. Ft.
- Single Family
- Active
- Updated 10 days ago
- 3Beds
- 2Total Baths
- 1,902Sq. Ft.
- Single Family
- Active
- Updated 8 days ago
- 3Beds
- 2Total Baths
- 1,736Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 1,922Sq. Ft.
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- Single Family
- Active
- Updated 5 hours ago
- 3Beds
- 3Total Baths
- 2,016Sq. Ft.
- Townhouse
- Active
- Updated 4 days ago
- 2Beds
- 1Total Bath
- 662Sq. Ft.
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- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 2Total Baths
- 1,520Sq. Ft.
Listed by Rafat Fahim (203) 300-9575
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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 $799,000 and was received on September 17, 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.