61 Five Mile River Road
Darien, Connecticut 06820
Reduced from $4,750,000
- Beds
- 4
- Baths
- 3
- SqFt
- 3,207
- Acres
- 0.24
- Year Built
- 1966
- Neighborhood
- Tokeneke
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the turnkey 4-bedroom, 3-bath home features a light-filled floor plan with vaulted ceilings, a chef's kitchen appointed with a new Sub-Zero refrigerator, Wolf oven, and gas cooktop, and seamless indoor-outdoor living extending to a private, enclosed waterfront yard, perfect for entertaining or enjoying sunrises over the harbor. Equipped with a full-house generator, underground irrigation, and abundant storage. Ideally located within walking distance of Rowayton Village, Metro-North, and the scenic roads of Tokeneke, this exceptional home offers the best of Fairfield County's coastal lifestyle. Spend your days enjoying Darien's beaches, charming cafes, boutique shops, and local restaurants, while taking advantage of a direct commute to Manhattan, less than an hour away. Combining an all-tide dock, expansive water frontage, and unparalleled access to both nature and amenities, this is a rare offering in one of Fairfield County's most coveted coastal communities. The listing agent can secure your private appointment. Available to move in immediately (before closing).
Key Facts
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
26
24 under contract
Median List Price
$3.88M
26 active listings
Median Closed Price
$2.87M
214 sales
Median Days on Market
48
26 active listings
Median $ / Sq Ft
$757
26 active listings
Sale-to-List Ratio
106.0%
214 sales
How this home compares
List Price
$4.50M
vs $3.88M median
16.0% above median
Price / Sq Ft
$1,402
vs $757 median
85.2% above median
Days on Market
60 days
vs 48 days median
12 days longer than median
Based on 26 active and 214 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of October 7, 2026.
Location
61 Five Mile River Road, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$24,604
- Property Taxes$2,224
- Insurance$1,498
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1966
- New Construction
- No/Resale
- Living Area
- 3,207 sq ft
Schools
- Elementary
- Tokeneke
- High
- Darien
Interior
- Heating
- Hydro AirRadiantZoned
- Heat Fuel
- Propane
- Cooling
- Ceiling FansCentral AirZoned
- Fireplaces
- 2
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorSubzeroIcemakerDishwasherDisposalWasherDryer
- Basement
- None
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerOpen Floor PlanSecurity System
- Additional Rooms
- Laundry Room
Exterior & Lot
- Lot Size
- 0.24 acres
- Zoning
- R12
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- HarborRiverWalk to WaterDock or MooringBeach RightsWater CommunityViewAccess
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Construction
- ShingleCedarWood
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyTerraceShedGuttersUnderground SprinklerPatio
- Lot Description
- Fence - PartialProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $26,689 / Annually
- Days on Market
- 60
- MLS #
- 24196499
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/7/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 10/7/2026 at 8:45 PM UTC.