Set within Darien's coveted private Tokeneke Association, 5 Cross Road is a quintessential stone Colonial gracefully positioned on a private .70 acre property. Timeless architectural character, exceptional privacy, and inviting living spaces define this distinctive residence in one of the town's most sought-after coastal neighborhoods.The thoughtfully updated kitchen serves as the heart of the home, while an extraordinary family room with soaring ceilings and abundant natural light offers a dramatic yet welcoming setting for everyday living and entertaining. A desirable first-floor primary suite provides comfort and convenience, creating an ideal layout for modern living. Classic details and generous rooms throughout complement the home's enduring stone facade and beautifully secluded grounds. Enjoy the rare combination of a tranquil residential setting, private association lifestyle, and convenient access to Darien's village, schools, train, beaches, and waterfront. A special Tokeneke offering where classic New England charm meets effortless, refined living.
For sale
$3,795,000
5 Cross Road, Darien, CT 06820
4beds
4,361sqft
Single Family Residence
Built in 1932
0.7 Acres Lot
$-- Zestimate®
$870/sqft
$112/mo HOA
What's special
- 16 days
- 7,067
- 471
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Deirdre Robbins McGovern (203)554-0897,
Compass Connecticut, LLC 203-423-3100
Source: Smart MLS,MLS#: 24210059
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Rooms
- Room types: Laundry
Primary bedroom
- Features: Bedroom Suite, Full Bath, Walk-In Closet(s)
- Level: Main
- Area: 225 Square Feet
- Dimensions: 15 x 15
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 210 Square Feet
- Dimensions: 14 x 15
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 266 Square Feet
- Dimensions: 14 x 19
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 216 Square Feet
- Dimensions: 12 x 18
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 288 Square Feet
- Dimensions: 16 x 18
Family room
- Features: Vaulted Ceiling(s), Beamed Ceilings, Built-in Features, Fireplace, Hardwood Floor
- Level: Upper
- Area: 456 Square Feet
- Dimensions: 19 x 24
Kitchen
- Features: Dining Area, Kitchen Island, Pantry, Hardwood Floor
- Level: Main
- Area: 540 Square Feet
- Dimensions: 20 x 27
Living room
- Features: Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 540 Square Feet
- Dimensions: 20 x 27
Office
- Features: Hardwood Floor
- Level: Upper
- Area: 273 Square Feet
- Dimensions: 13 x 21
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
- Laundry: Main Level
Features
- Entrance Foyer
- Basement: Crawl Space,Unfinished
- Attic: Storage
- Number of fireplaces: 2
Interior area
- Total structure area: 4,361
- Total interior livable area: 4,361 sqft
- Finished area above ground: 4,361
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Patio & porch: Patio
- Exterior features: Awning(s), Garden
- Waterfront features: Walk to Water, Water Community
Lot
- Size: 0.7 Acres
- Features: Secluded, Corner Lot, Level, Landscaped, In Flood Zone
Details
- Parcel number: 109261
- Zoning: R-1
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Stone
- Foundation: Concrete Perimeter, Stone
- Roof: Slate
Condition
- New construction: No
- Year built: 1932
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Subdivision: Tokeneke
HOA
- Has HOA: Yes
- Services included: Security, Snow Removal, Road Maintenance
- HOA fee: $1,349 annually
Location
- Region: Darien
Financial & listing details
- Price per square foot: $870/sqft
- Tax assessed value: $2,031,050
- Annual tax amount: $31,441
- Date on market: 9/28/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/1/2026 | Listed for sale | $3,795,000+41.1%$870/sqft |
Source:  Smart MLS #24210059 Report a problem | ||
| 10/14/2016 | Sold | $2,689,000+1.5%$617/sqft |
Source: Smart MLS #99150094 Report a problem | ||
| 6/17/2016 | Listed for sale | $2,649,000+63.1%$607/sqft |
Source: Halstead Property #99150094 Report a problem | ||
| 5/13/1998 | Sold | $1,624,545+77.5%$373/sqft |
Source: Public Record Report a problem | ||
| 7/31/1992 | Sold | $915,000$210/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $31,441 +5.4% | $2,031,050 |
| 2024 | $29,836 +7.7% | $2,031,050 +29.1% |
| 2023 | $27,705 +2.2% | $1,573,250 |
| 2022 | $27,107 +2.3% | $1,573,250 |
| 2021 | $26,494 +3.1% | $1,573,250 |
| 2020 | $25,691 -0.8% | $1,573,250 |
| 2019 | $25,911 +23.1% | $1,573,250 +20.2% |
| 2018 | $21,048 -0.5% | $1,308,930 |
| 2017 | $21,152 +3.4% | $1,308,930 +0.9% |
| 2016 | $20,449 +2.7% | $1,296,680 |
| 2015 | $19,904 +2.3% | $1,296,680 |
| 2014 | $19,463 -0.3% | $1,296,680 -12.5% |
| 2013 | $19,518 +3.9% | $1,481,970 |
| 2012 | $18,791 +3.9% | $1,481,970 |
| 2011 | $18,080 +3.9% | $1,481,970 |
| 2010 | $17,398 +3.3% | $1,481,970 |
| 2009 | $16,850 +0.9% | $1,481,970 +29.1% |
| 2008 | $16,706 +4.9% | $1,148,210 |
| 2007 | $15,926 +3.5% | $1,148,210 |
| 2006 | $15,386 -28% | $1,148,210 -30% |
| 2005 | $21,357 +55.7% | $1,640,300 +42.9% |
| 2004 | $13,721 -21.1% | $1,148,210 -13.8% |
| 2003 | $17,387 +29.8% | $1,331,330 +39.3% |
| 2001 | $13,400 +7.4% | $955,780 -30% |
| 2000 | $12,482 +35.2% | $1,365,400 +162% |
| 1999 | $9,235 | $521,150 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Tokeneke
Nearby schools
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.
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