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 Please submit offers by noon on Tuesday, October 13th.
For sale
$1,649,000
27 Lakeside Avenue, Darien, CT 06820
3beds
2,007sqft
Single Family Residence
Built in 1923
6,098 Square Feet Lot
$-- Zestimate®
$822/sqft
$-- HOA
What's special
Carrera marble countersLaundry and generous storageBreakfast barFamily room with built-insCoveted streetHeated floorsWalk-in closet
- 7 days
- 3,912
- 335
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Marchesi Team at Compass,
Diane Farrell (203)984-0644,
Compass Connecticut, LLC 203-423-3100,
Co-Listing Agent: Maureen DeBoisbriand 917-975-9843,
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24211645
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Skylight, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 272 Square Feet
- Dimensions: 16 x 17
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 100 Square Feet
- Dimensions: 10 x 10
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 140 Square Feet
- Dimensions: 10 x 14
Primary bathroom
- Features: Full Bath, Tub w/Shower, Tile Floor
- Level: Upper
- Area: 88 Square Feet
- Dimensions: 8 x 11
Bathroom
- Features: Full Bath, Tub w/Shower, Tile Floor
- Level: Main
- Area: 56 Square Feet
- Dimensions: 7 x 8
Bathroom
- Features: Full Bath, Stall Shower, Tile Floor
- Level: Lower
- Area: 70 Square Feet
- Dimensions: 7 x 10
Dining room
- Features: Bay/Bow Window, Hardwood Floor
- Level: Main
- Area: 108 Square Feet
- Dimensions: 9 x 12
Family room
- Features: Built-in Features, Entertainment Center, Hardwood Floor
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 x 12
Kitchen
- Features: Vaulted Ceiling(s), Breakfast Bar, Sliders, Tile Floor
- Level: Main
- Area: 120 Square Feet
- Dimensions: 10 x 12
Living room
- Features: Gas Log Fireplace, Hardwood Floor
- Level: Main
- Area: 266 Square Feet
- Dimensions: 14 x 19
Heating
- Hot Water, Radiant, Radiator, Zoned, Electric, Oil
Cooling
- Ceiling Fan(s), Ductless, Wall Unit(s)
Appliances
- Included: Gas Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Lower Level
Features
- Open Floorplan
- Basement: Full,Sump Pump,Storage Space,Interior Entry,Partially Finished,Liveable Space
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 2,007
- Total interior livable area: 2,007 sqft
- Finished area above ground: 1,557
- Finished area below ground: 450
Property
Parking
- Total spaces: 4
- Parking features: Paved, Driveway, Private, Asphalt
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Enclosed, Patio
- Exterior features: Lighting, Underground Sprinkler
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Walk to Water
Lot
- Size: 6,098 Square Feet
- Features: Level, Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 104451
- Zoning: R13
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Masonry, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1923
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Library, Paddle Tennis, Park, Playground, Near Public Transport, Shopping/Mall, Tennis Court(s)
HOA
- Has HOA: No
Location
- Region: Darien
Financial & listing details
- Price per square foot: $822/sqft
- Tax assessed value: $795,130
- Annual tax amount: $12,309
- Date on market: 10/9/2026
- Exclusions: Dining Rm Chandelier, 3 second floor shades,
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/9/2026 | Listed for sale | $1,649,000+73.6%$822/sqft |
Source:  Smart MLS #24211645 Report a problem | ||
| 10/25/2019 | Sold | $950,000+0.1%$473/sqft |
Source: Smart MLS #170231909 Report a problem | ||
| 9/16/2019 | Pending sale | $949,000$473/sqft |
Source: Compass Connecticut, LLC #170231909 Report a problem | ||
| 9/10/2019 | Listed for sale | $949,000+11%$473/sqft |
Source: Compass Connecticut, LLC #170231909 Report a problem | ||
| 5/16/2006 | Sold | $855,000+17.9%$426/sqft |
Source: Public Record Report a problem | ||
| 5/10/2004 | Sold | $725,000+20.8%$361/sqft |
Source: Public Record Report a problem | ||
| 3/18/2002 | Sold | $600,000$299/sqft |
Source: Smart MLS #98111650 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,309 +5.4% | $795,130 |
| 2024 | $11,680 +14% | $795,130 +36.7% |
| 2023 | $10,246 +2.2% | $581,840 |
| 2022 | $10,025 +2.3% | $581,840 |
| 2021 | $9,798 +2.9% | $581,840 |
| 2020 | $9,519 -0.7% | $581,840 |
| 2019 | $9,583 +2.1% | $581,840 -0.3% |
| 2018 | $9,383 -0.5% | $583,520 |
| 2017 | $9,430 +2.5% | $583,520 |
| 2016 | $9,202 +2.7% | $583,520 |
| 2015 | $8,957 +2.3% | $583,520 |
| 2014 | $8,759 +8.1% | $583,520 -5.2% |
| 2013 | $8,104 +3.9% | $615,370 |
| 2012 | $7,803 +3.9% | $615,370 |
| 2011 | $7,508 +3.9% | $615,370 |
| 2010 | $7,224 +3.2% | $615,370 |
| 2009 | $6,997 +13.1% | $615,370 +44.7% |
| 2008 | $6,187 +4.9% | $425,250 |
| 2007 | $5,898 +3.5% | $425,250 |
| 2006 | $5,698 -28% | $425,250 -30% |
| 2005 | $7,910 +55.6% | $607,500 +42.9% |
| 2004 | $5,082 +48.3% | $425,250 +62% |
| 2003 | $3,427 -6.8% | $262,430 |
| 2001 | $3,679 +7.4% | $262,430 -30% |
| 2000 | $3,427 +3.3% | $374,900 +100.3% |
| 1999 | $3,317 | $187,180 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: Downtown
Nearby schools
Schools provided by the listing agent
- Elementary: Royle
- Middle: Middlesex
- High: Darien
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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