19 Circle Road is located near the end of a quiet, private street, backing-up on three sides into the serene and tranquil Selleck's Woods Nature Preserve. An updated five-bedroom home offers a thoughtful floorplan, privacy, and convenience just minutes to downtown Darien. The large eat-in-kitchen by DEANE is the heart of the home, opening to a bright sunroom with peaceful wooded views. The flexible layout includes a first floor bedroom with full bath, ideal for guests or a home office. A gracious living and dining room with wet bar creates an easy flow for everyday living and entertaining. Upstairs features a spacious primary suite plus three additional bedrooms with balcony overlooking the backyard. A generous laundry room finishes the second floor. The oversized family room above the garage is filled with natural light and conveniently located off of the eat-in kitchen. With three full baths, one half bath, a full basement for storage, and a walk-up third floor with expansion potential, this home offers both comfort and future opportunity. Enjoy the rare combination of privacy backing to nature while being moments from everything Darien has to offer.
Under contract
$2,695,000
19 Circle Road, Darien, CT 06820
5beds
3,438sqft
Est.:
Single Family Residence
Built in 1963
1.84 Acres Lot
$-- Zestimate®
$784/sqft
$33/mo HOA
What's special
- 37 days |
- 394 |
- 8 |
Zillow last checked: 7 hours ago
Listing updated: March 03, 2026 at 02:30pm
Listed by:
Pinnacle Team at Compass,
Robin Halsey (913)530-4367,
Compass Connecticut, LLC 203-423-3100,
Co-Listing Agent: Kelly Connell 203-561-7115,
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24155174
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Balcony/Deck, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
Bedroom
- Features: Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Dining room
- Features: Balcony/Deck, Wet Bar, Sliders, Hardwood Floor
- Level: Main
Family room
- Features: Vaulted Ceiling(s), Built-in Features, Fireplace, Hardwood Floor
- Level: Upper
Kitchen
- Features: Remodeled, Balcony/Deck, Dining Area, French Doors, Hardwood Floor
- Level: Main
Living room
- Features: Bay/Bow Window, Fireplace, Hardwood Floor
- Level: Main
Sun room
- Features: Balcony/Deck, Composite Floor
- Level: Main
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Doors: French Doors
- Basement: Full,Sump Pump,Garage Access
- Attic: Storage,Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 3,438
- Total interior livable area: 3,438 sqft
- Finished area above ground: 3,438
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Patio & porch: Deck
- Exterior features: Balcony
- Fencing: Wood,Full
- Waterfront features: Beach Access
Lot
- Size: 1.84 Acres
- Features: Few Trees, Level, Cul-De-Sac
Details
- Additional structures: Shed(s)
- Parcel number: 106302
- Zoning: R-1
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Block, Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1963
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
Community & HOA
Community
- Features: Golf, Library, Park, Private School(s), Shopping/Mall
HOA
- Has HOA: Yes
- Services included: Road Maintenance
- HOA fee: $400 annually
Location
- Region: Darien
Financial & listing details
- Price per square foot: $784/sqft
- Tax assessed value: $1,384,670
- Annual tax amount: $21,435
- Date on market: 2/26/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/3/2026 | Pending sale | $2,695,000$784/sqft |
Source:  Smart MLS #24155174 Report a problem | ||
| 2/27/2026 | Listed for sale | $2,695,000+58.5%$784/sqft |
Source: Smart MLS #24155174 Report a problem | ||
| 7/2/2007 | Sold | $1,700,000$494/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $21,435 +5.4% | $1,384,670 |
| 2024 | $20,341 +0.6% | $1,384,670 +20.6% |
| 2023 | $20,215 +2.2% | $1,147,930 |
| 2022 | $19,779 +2.3% | $1,147,930 |
| 2021 | $19,331 +3.1% | $1,147,930 |
| 2020 | $18,746 -0.8% | $1,147,930 |
| 2019 | $18,906 +0.6% | $1,147,930 -1.8% |
| 2018 | $18,800 -0.5% | $1,169,140 |
| 2017 | $18,893 +2.5% | $1,169,140 |
| 2016 | $18,437 +2.7% | $1,169,140 |
| 2015 | $17,946 +2.3% | $1,169,140 |
| 2014 | $17,549 +9.6% | $1,169,140 -3.8% |
| 2013 | $16,007 +3.9% | $1,215,410 |
| 2012 | $15,411 +3.9% | $1,215,410 |
| 2011 | $14,828 +3.9% | $1,215,410 |
| 2010 | $14,269 +3.3% | $1,215,410 |
| 2009 | $13,819 +3.4% | $1,215,410 +32.3% |
| 2008 | $13,369 +4.9% | $918,820 |
| 2007 | $12,744 +3.5% | $918,820 |
| 2006 | $12,312 -28% | $918,820 -30% |
| 2005 | $17,090 +55.6% | $1,312,600 +42.9% |
| 2004 | $10,980 +49.6% | $918,820 +63.5% |
| 2003 | $7,340 -6.9% | $562,030 |
| 2001 | $7,880 +7.4% | $562,030 -30% |
| 2000 | $7,340 -4.5% | $802,900 +85.2% |
| 1999 | $7,683 | $433,580 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$17,515/mo
Principal & interest
$13687
Property taxes
$3795
HOA Fees
$33
More affordability tools
Climate risks
Neighborhood: 06820
Nearby schools
GreatSchools rating
- 8/10Tokeneke Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 9/10Middlesex Middle SchoolGrades: 6-8Distance: 2.2 mi
- 10/10Darien High SchoolGrades: 9-12Distance: 1.8 mi
Schools provided by the listing agent
- Elementary: Tokeneke
- 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.
Local experts in 06820
- Connecticut
- Fairfield County
- Darien
- 06820
- 19 Circle Road
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