24 Arrowhead Way
Darien, Connecticut 06820
- Beds
- 5
- Baths
- 7 | 2
- SqFt
- 8,388
- Acres
- 1.78
- Year Built
- 1925
- Neighborhood
- Tokeneke
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
In the prestigious Tokeneke Association, this elegant 8,300sf Colonial on 1.78 acres sits above lawns and beautiful gardens. Almost a 50% new addition and extensive renovations in 2006, the owners respected the architectural heritage while introducing the ease and refinement of contemporary living. The pool and spa sit within the back wraparound terrace, now an exceptional outdoor living sanctuary. A living room, sunroom, formal dining room, the connecting kitchen and family room with fireplace and the spectacular first floor primary wing all open through French doors onto the sunlit terrace and sweeping lawns. The vaulted primary suite with fireplace, his/her baths and dressing rooms leads to your own patio. Steps from the entry foyer is an elegant living and dining room, and a beautiful kitchen with an impressive nine-foot marble island opens onto the family room with fireplace and breakfast room all opening to the gardens, creating a natural flow from formal living to relaxed everyday life. Upstairs is a second primary suite with fireplace and sitting room and three additional en suite bedrooms. A cathedral ceiling great room with exposed beams and attached bath creates the ultimate in an entertaining space. A playroom is on the third floor. The walk-out lower level features a stone and wood office with fireplace, bar and wine cellar and exercise room. A two car garage cottage has heated upstairs office/sleeping room. Serene and private. 47 miles NYC. The best of Darien
Key Facts
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
33
24 under contract
Median List Price
$4.00M
33 active listings
Median Closed Price
$2.87M
216 sales
Median Days on Market
28
33 active listings
Median $ / Sq Ft
$745
33 active listings
Sale-to-List Ratio
106.0%
216 sales
How this home compares
List Price
$6.25M
vs $4.00M median
56.4% above median
Price / Sq Ft
$745
vs $745 median
In line with median
Days on Market
0 days
vs 28 days median
28 days fresher than median
Based on 33 active and 216 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of October 20, 2026.
Location
24 Arrowhead Way, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$34,619
- Property Taxes$3,989
- Insurance$2,083
- HOA$171
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
- 1925
- New Construction
- No/Resale
- Living Area
- 8,388 sq ft
Schools
- Elementary
- Tokeneke
- High
- Darien
Interior
- Heating
- Hot Air
- Heat Fuel
- OilPropane
- Cooling
- Central Air
- Fireplaces
- 5
- Laundry
- Lower LevelUpper Level
- Appliances
- Oven/RangeWall OvenMicrowaveRefrigeratorFreezerDishwasherWasherElectric DryerWine Chiller
- Basement
- PartialPartial With Walk-Out
- In-Law Apartment
- Possible
- Interior Features
- Auto Garage Door OpenerCable - AvailableSecurity System
- Additional Rooms
- FoyerGymMud RoomSitting RoomWine Cellar
Exterior & Lot
- Lot Size
- 1.78 acres
- Zoning
- R-1
- Garage / Parking
- 4 garage spaces18 total parking spacesAttached GarageDetached GaragePavedDrivewayPrivateAsphalt
- Waterfront Details
- Beach RightsAssociation Required
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GuniteHeatedSpaAlarmIn Ground Pool
- Construction
- Shingle
- Color
- Gray
- Roof
- Wood Shingle
- Foundation
- ConcreteStone
- Exterior Features
- TerraceGuttersLightingHot TubFrench DoorsGrillGarden AreaStone WallUnderground Sprinkler
- Lot Description
- Fence - PartialSecludedSome WetlandsLightly WoodedOn Cul-De-SacProfessionally Landscaped
HOA / Association
- Fee
- $2,049 / Annually
Listing & Financials
- Property Taxes
- $47,871 / Annually
- Days on Market
- 0
- MLS #
- 24214699
- 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 10/20/2026. 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 10/20/2026 at 8:55 PM UTC.