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$1,649,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,007 Sq. Ft.
  • Updated 1 hour ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 10/10 1:00 PM - 3:00 PM

27 Lakeside Avenue,Darien, CT 06820

27 Lakeside AvenueDarienCT06820

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Join us at 27 Lakeside Avenue on:

  • Open House: 1:00 PM - 3:00 PM

    Sunday 10/11 1:00 PM - 3:00 PM

    27 Lakeside Avenue,Darien, CT 06820
    27 Lakeside AvenueDarienCT06820
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A rare opportunity to live on Tilley Pond Park - with stunning park and water views, on a coveted street that offers a lifestyle like no other. This storybook blend of scenic beauty and coastal charm offers an idyllic walk to all, with newly expanded shopping and restaurants of downtown Darien and the train just steps away. Have it all with beautiful nearby beaches and award-winning schools. Take in one of Darien's most picturesque locations every day, from the ultimate place to curl up with a book or a morning coffee - your enchanting, heated front porch with wrap-around windows. Or choose a cozy spot in front of your beautiful living room fireplace. Everyday living and entertaining are a breeze with a bright and spacious open first floor that also includes a family room with built-ins and dining room with bay window. The newer kitchen with vaulted ceiling, Wolf range and breakfast bar has Carrera marble counters, heated floors and sliders to a generous bluestone patio, perfect for outdoor dining. The level fenced-in yard offers privacy, professionally maintained mature plantings and handy garden shed. A convenient first floor bedroom and full bath complete the first level. Find two more bedrooms on the second floor of this romantic cottage-style home, including a large sunny primary bedroom with skylight, walk-in closet and full bath. The finished lower level provides even more living space with another full bath, a recreation room with built-ins, laundry & generous storage

Full Property Details for 27 Lakeside Ave

General

  • Price: $1,649,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24211645
  • Updated: Today (10/9/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 7
  • Interior Features: Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Primary Bathroom: Primary Bath - Full, 11 x 8, Upper
  • Full Bath: Full Bath, Stall Shower, Tile Floor, 10 x 7, Lower

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Skylight, Full Bath, Walk-In Closet, Hardwood Floor, 17 x 16, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 10 x 10, Main
  • Bedroom 2: Bedroom - Hardwood Floor, 14 x 10, Upper

Other Rooms

  • Living Room: Living Room - Gas Log Fireplace, Hardwood Floor, 19 x 14, Main
  • Family Room: Family Room - Built-Ins, Entertainment Center, Hardwood Floor, 12 x 11, Main
  • Kitchen: Kitchen - Vaulted Ceiling, Breakfast Bar, Sliders, Tile Floor, 12 x 10, Main
  • Dining Room: Dining Room - Bay/Bow Window, Hardwood Floor, 12 x 9, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Porch-Heated, Porch-Enclosed, Shed, Porch, Lighting, Underground Sprinkler, Patio
  • Color: Light Gray

Parking

  • Total Spaces: 4
  • Parking: Paved, Driveway

Location

  • County: Fairfield
  • Driving Directions: Take West Ave or Sedgwick Rd to Lakeside Ave

School Information

  • Elementary School: Royle
  • Middle School: Middlesex
  • High School: Darien

Heating & Cooling

  • Cooling Type: Ceiling Fans, Split System, Wall Unit
  • Heating Type: Hot Water, Radiant, Radiator, Zoned, Electric, Oil
  • Heating Fuel: Electric, Oil
  • Water Heater: Electric, Domestic

Utilities

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

Structural Information

  • Architectural Style: Cottage
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Full, Sump Pump, Storage, Interior Access, Partially Finished, Liveable Space
  • Roof: Asphalt Shingle
  • Square Feet: 2,007
  • Above Ground: 1,557 Sq. Ft.
  • Below Ground: 450 Sq. Ft.
  • Year Built: 1923

Lot Features

  • Lot Size (Acres): 0.14
  • Driveway/Sidewalk: Private, Paved, Asphalt
  • Zoning: R13
  • Lot Description: Level Lot, Professionally Landscaped, Water View

Water Features

  • Water Front Desc.: Walk to Water, View

Financial Considerations

  • Assessment Amount: $795,130
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: Dining Rm Chandelier, 3 second floor shades,
  • Property ID: 104451

Listed by Compass Connecticut, LLC, Marchesi Team at Compass, Diane Farrell and Compass Connecticut, LLC, Maureen DeBoisbriand

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Listing agents

— 27 Lakeside Ave —

  • Diane Farrell

    Compass Connecticut, LLC

  • Maureen DeBoisbriand

    Compass Connecticut, LLC

Agent Contact: (203) 984-0644 Office Contact: (203) 423-3100

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 27 Lakeside Ave

School District:Darien School District
NameGradesDistance
Royle Elementary School
133 Mansfield Avenue, Darien, CT 06820
K-50.5 mi
Middlesex Middle School
204 Hollow Tree Ridge Road, Darien, CT 06820
6-81.3 mi
Darien High School
80 High School Lane, Darien, CT 06820
9-121 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 27 Lakeside Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/09/2026
Listed
$1,649,000
92.87%
MLS
5/16/2006
Sold
$855,000
—
Public Record
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 27 Lakeside Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,309
5%
$795,130
—
2023
$11,680
14%
$795,130
37%
2023
$10,246
2%
$581,840
—
2022
$10,025
2%
$581,840
—
2021
$9,798
3%
$581,840
—
2020
$9,501
-1%
$581,840
—
2019
$9,583
2%
$581,840
—
2018
$9,383
—
$583,520
—
2017
$9,430
2%
$583,520
—
2016
$9,202
3%
$583,520
—
2015
$8,957
2%
$583,520
—
2014
$8,759
8%
$583,520
-5%
2012
$8,104
—
$615,370
—
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.

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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 Compass Connecticut, LLC, Marchesi Team at Compass, Diane Farrell and Compass Connecticut, LLC, Maureen DeBoisbriand

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27 Lakeside Avenue, Darien, CT 06820 (MLS# 24211645) is a Single Family property with 3 bedrooms and 3 full bathrooms. 27 Lakeside Avenue is currently listed for $1,649,000 and was received on October 09, 2026. Want to learn more about 27 Lakeside Avenue? Do you have questions about finding other Single Family real estate for sale in Darien? You can browse all Darien real estate or contact a Coldwell Banker agent to request more information.

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