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$8,695,000
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Property Description
25 Tokeneke Trail - Where the Sky meets the Sea. Wake up to breathtaking sunrises, spend afternoons on the water, and end each day with sunset views from your private terrace. 25 Tokeneke Trail isn't just a home-it's a lifestyle. Perfectly perched above the shoreline and not in a flood zone, this stunning waterfront retreat offers direct access to the water with its own private beach and dock. Designed for seamless indoor-outdoor living, nearly every room frames panoramic water views. Multiple stone terraces, a firepit, and lush landscaping create the perfect setting for entertaining or quiet relaxation. Inside, over 6,000 sq. ft. of refined living space includes five bedrooms, seven baths, and a private studio suite over the detached garage ideal for a guest house or private retreat. Minutes from downtown Darien and the train to NYC, this rare property blends the serenity of coastal living with the best of modern luxury.
Full Property Details
Full Property Details for 25 Tokeneke Trail
General
- Sold For: $8,695,000
- HOA FEE: $208/month
- HOA FEE FREQ.: Annually
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24126696
- Added to Site: 157 day(s) ago
Interior
- Number of Rooms: 15
- Rooms/Areas: Foyer, Gym, Wine Cellar
- Interior Features: Audio System, Auto Garage Door Opener, Cable - Available
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Gas Cooktop, Oven/Range, Microwave, Range Hood, Icemaker, Dishwasher, Instant Hot Water Tap, Washer, Gas Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 8
- Full Bathrooms: 5
- Half Bathrooms: 3
- Primary Bathroom: Primary Bath - Doubl, 12.03 x 10.09, Upper
- Full Bath: Tub w/Shower, On 3rd Floor, 11.02 x 7.1, Upper
Bedrooms
- Total Bedrooms: 5
- Primary Suite: 9 ft+ Ceilings, Balcony/Deck, Bedroom Suite, Built-In, 16.03 x 16.02, Upper
- Bedroom 1: Bedroom - Beams, Bedroom Suite, Cedar Closet, On 3rd Floor, 14.07 x 17.09, Upper
- Bedroom 2: Bedroom - 9 ft+ Ceilings, Hardwood Floor, 15.05 x 15.1, Upper
- Bedroom 3: Bedroom - 9 ft+ Ceilings, Hardwood Floor, 15.05 x 27.05, Upper
- Bedroom 4: Bedroom - 9 ft+ Ceilings, Built-Ins, Hardwood Floor, 17.04 x 10.06, Upper
Other Rooms
- Living Room: Living Room - 9 ft+ Ceilings, Built-Ins, Fireplace, Patio/Terrace, Sliders, Hardwood Floor, 17.04 x 23.07, Main
- Kitchen: Kitchen - 9 ft+ Ceilings, Breakfast Nook, Built-Ins, Dining Area, Pantry, Hardwood Floor, 14.07 x 14.1, Main
- Dining Room: Dining Room - Bay/Bow Window, 9 ft+ Ceilings, Hardwood Floor, 17.09 x 1.04, Main
- Office: Office - 9 ft+ Ceilings, Built-Ins, Full Bath, 15.03 x 13.03, Main
- Laundry: Main Level
Exterior
- Exterior Features: Terrace, Gutters, Lighting, Guest House, French Doors, Patio, Underground Utilities, Awnings, Underground Sprinkler
- Color: White
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 4
- Total Spaces: 4
- Parking: Attached Garage, Detached Garage, Driveway
Location
- County: Fairfield
- Neighborhood: Tokeneke
- Driving Directions: Tokeneke Rd to Old Farm to Tokeneke Trail
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 Air, Hot Water, Propane
- Heating Fuel: Propane
- Water Heater: 100 Gallon Tank
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Shingle
- Basement Desc.: Full, Heated, Cooled, Full With Walk-Out
- Roof: Shingle
- Attic: Yes
- Disability Access: 32" Minimum Door Widths, Hallways 36+ Inches Wide
- Square Feet: 6,108
- Above Ground: 5,583 Sq. Ft.
- Below Ground: 525 Sq. Ft.
- Year Built: 1910
Lot Features
- Lot Size (Acres): 0.6
- Driveway/Sidewalk: Private, Crushed Stone
- Zoning: R-1
- Lot Description: Level Lot, Professionally Landscaped, Water View
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: L. I. Sound Frontage, Dock or Mooring, Beach Rights, Association Required
Financial Considerations
- Association Fee: $2,500
- Assoc Fee Freq.: Annually
- Assessment Amount: $4,098,500
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Exclusions: Please see Inc/Exc List in Attachments.
- Property ID: 109260
Listed and Sold by William Raveis Real Estate, Team AFA at William Raveis Real Estate, Nellie Snell
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Schools
Schools serving 25 Tokeneke Trail
School District:Darien School District
| Name | Grades | Distance |
|---|---|---|
Tokeneke Elementary School 7 Old Farm Road, Darien, CT 06820 | K-5 | 1 mi |
Middlesex Middle School 204 Hollow Tree Ridge Road, Darien, CT 06820 | 6-8 | 2.1 mi |
Darien High School 80 High School Lane, Darien, CT 06820 | 9-12 | 2.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 25 Tokeneke Trail
Date
Details
Price
Change
Source
11/21/2025
Sold
$8,695,000
—
MLS
9/16/2025
Listed
$8,695,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
25 Tokeneke Trail, Darien, CT 06820 (MLS# 24126696) is a Single Family property that was sold at $8,695,000 on November 21, 2025. Want to learn more about 25 Tokeneke Trail? 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.

