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$3,795,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2 Partial Baths
  • 4,361 Sq. Ft.
  • 2 Car Garage
  • Updated 3 hours ago
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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.

Full Property Details for 5 Cross Rd

General

  • Price: $3,795,000
  • HOA FEE: $112/month
  • HOA FEE FREQ.: Annually
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24210059
  • Updated: Today (10/1/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 9
  • Rooms/Areas: Foyer, Laundry Room
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 3
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Bedroom Suite, Full Bath, Walk-In Closet, 15 x 15, Main
  • Bedroom 1: Bedroom - Hardwood Floor, 15 x 14, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 18 x 12, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 19 x 14, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, French Doors, Hardwood Floor, 27 x 20, Main
  • Family Room: Family Room - Vaulted Ceiling, Beams, Built-Ins, Fireplace, Hardwood Floor, 24 x 19, Upper
  • Eat In Kitchen: Eat-In Kitchen - Dining Area, Island, Pantry, Hardwood Floor, 27 x 20, Main
  • Dining Room: Dining Room - Hardwood Floor, 18 x 16, Main
  • Office: Office - Hardwood Floor, 21 x 13, Upper
  • Laundry: Main Level

Exterior

  • Exterior Features: Awnings, Garden Area, Patio
  • Color: stone

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Tokeneke
  • Driving Directions: Old Farm Rd to Tokeneke Trail to Cross Road

School Information

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

Community

  • Community Name: Tokeneke
  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Security Service, Snow Removal, Road Maintenance

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Tank Size Unknown

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Stone
  • Basement Desc.: Crawl Space, Unfinished
  • Roof: Slate
  • Attic: Yes
  • Square Feet: 4,361
  • Above Ground: 4,361 Sq. Ft.
  • Year Built: 1932

Lot Features

  • Lot Size (Acres): 0.7
  • Zoning: R-1
  • Lot Description: Secluded, Corner Lot, Level Lot, Professionally Landscaped

Water Features

  • Water Front Desc.: Walk to Water, Water Community

Financial Considerations

  • Association Fee: $1,349
  • Assoc Fee Freq.: Annually
  • Assessment Amount: $2,031,050
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Flood Zone: Yes
  • Property ID: 109261

Listed by Compass Connecticut, LLC, Deirdre Robbins McGovern

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Listing agent

— 5 Cross Rd —

  • Deirdre Robbins McGovern

    Compass Connecticut, LLC

Agent Contact: (203) 554-0897 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 5 Cross Rd

School District:Darien School District
NameGradesDistance
Tokeneke Elementary School
7 Old Farm Road, Darien, CT 06820
K-50.7 mi
Middlesex Middle School
204 Hollow Tree Ridge Road, Darien, CT 06820
6-82.3 mi
Darien High School
80 High School Lane, Darien, CT 06820
9-122.4 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 5 Cross Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2026
Listed
$3,795,000
41.13%
MLS
10/17/2016
Sold
$2,689,000
—
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 5 Cross Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$31,441
5%
$2,031,050
—
2023
$29,836
8%
$2,031,050
29%
2023
$27,705
2%
$1,573,250
—
2022
$27,107
2%
$1,573,250
—
2021
$26,494
3%
$1,573,250
—
2020
$25,691
-1%
$1,573,250
—
2019
$25,911
23%
$1,573,250
20%
2018
$21,048
—
$1,308,930
—
2017
$21,152
3%
$1,308,930
1%
2016
$20,449
3%
$1,296,680
—
2015
$19,904
2%
$1,296,680
—
2014
$19,463
—
$1,296,680
-13%
2012
$19,518
—
$1,481,970
—
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.

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with our affiliated lender
NMLS#: 1598647

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Listed by Compass Connecticut, LLC, Deirdre Robbins McGovern

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5 Cross Road, Darien, CT 06820 (MLS# 24210059) is a Single Family property with 4 bedrooms, 3 full bathrooms and 2 partial bathrooms. 5 Cross Road is currently listed for $3,795,000 and was received on October 01, 2026. Want to learn more about 5 Cross Road? Do you have questions about finding other Single Family real estate for sale in Tokeneke? You can browse all Tokeneke real estate or contact a Coldwell Banker agent to request more information.

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