27 Lakeside Avenue

Darien, CT 06820

$1,649,000Active$16,490 Buyer Rebate*
3
beds
3
baths
2,007
SF

Our Take

27 Lakeside Avenue in Darien is on Tilley Pond Park and has park and water views. The 1923 cottage-style home has an inviting heated front porch with wrap-around windows, a living room fireplace, and an open first floor with a family room, built-ins, dining room, and bay window. Its kitchen includes a vaulted ceiling, Wolf range, breakfast bar, Carrera marble counters, heated floors, and patio access. Two upper-floor bedrooms join a first-floor bedroom, while the finished lower level adds a recreation room, full bath, laundry, and storage.

Property Details

Listing Facts

Acres
0.14
Year built
1923
Taxes (July 2025-June 2026)
$12,309 (July 2025-June 2026)
Price/SF
$822
Days on Market
19 Days
MLS number
24211645

Highlights

  • Park and water views at Tilley Pond Park
  • Heated front porch with wrap-around windows
  • Living room fireplace
  • Kitchen with Wolf range and Carrera marble counters
  • Bluestone patio for outdoor dining
  • Level fenced yard with mature plantings
  • First-floor bedroom and full bath
  • Finished lower level with recreation room and full bath
Read the full listing description

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

Schools

Elementary
Royle
Middle
Middlesex
High
Darien

School assignments as reported by SmartMLS.

Price History

DateEventPrice
Listed$1,649,000

Listing Agent

Compass Connecticut, LLC · (203) 423-3100
Diane Farrell · (203) 984-0644

Map

27 Lakeside Avenue, Darien, CT 06820

Homes for Sale in Darien ↗

Nearby Properties for Sale

Homes for Sale in Darien ↗

Nearby sold homes

Sold Homes in Darien ↗

Could this be your next home?

Let’s talk about the property and what working with Cress could save you.

Make an Offer →

Save an estimated $16,490 with Cress*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 40% rebate. Actual savings depend on final purchase price and commission received.

SmartMLS · Listing #24211645 · Active

Listing data checked: Oct 28, 2026, 6:00 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

For personal, noncommercial use to identify properties you may be interested in purchasing.

27 Lakeside Avenue · Darien, CT

Have you toured 27 Lakeside Avenue yet?