82 Arrowhead Way
Darien, CT 06820
Tokeneke
5 Beds
5.5 Baths
5,823 sqft (on 2.11 acres)
5 Beds
5.5 Baths
5,823 sqft
(on 2.11 acres)
Home Highlights
Outdoor
Pool
Climate Control
Heating & Cooling
HOA
$333/Monthly
Price/Sqft
$1,485
Listed
53 days ago
Local Information
- Map ViewExplore the area around 82 Arrowhead Way.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
Tokeneke Waterfront. Short Rocks Manor.
Poised at the very tip of Arrowhead Way, this extraordinary 1925 English-style stone manor sits on 2.11 private acres commanding breathtaking views of Scotts Cove and Long Island Sound. Nearly 5,800 square feet of timeless, custom-built craftsmanship houses five bedrooms -- including a charming private-entrance apartment perfect for guests or extended family. It also includes a huge swimming pool with its own secluded garden, a private dock, and outdoor viewing terrace. Your Dock. Your Cove. Your Manor. Your Sea!
Poised at the very tip of Arrowhead Way, this extraordinary 1925 English-style stone manor sits on 2.11 private acres commanding breathtaking views of Scotts Cove and Long Island Sound. Nearly 5,800 square feet of timeless, custom-built craftsmanship houses five bedrooms -- including a charming private-entrance apartment perfect for guests or extended family. It also includes a huge swimming pool with its own secluded garden, a private dock, and outdoor viewing terrace. Your Dock. Your Cove. Your Manor. Your Sea!
Home Details for 82 Arrowhead Way
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Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 5823 Square Feet |
Appliances & Utilities Laundry: Laundry Room |
Heating & Cooling Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water |
Fireplace & Spa Number of Fireplaces: 4Spa: BathHas a FireplaceHas a Spa |
View Has a ViewView: Water |
Security Security: Security System |
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Exterior Home Features Roof: SlatePatio / Porch: TerraceOther Structures: Garage ApartmentExterior: DockHas a Private Pool |
Pool Pool |
Frontage WaterfrontWaterfront: LI Sound, Tidal, WaterfrontOn Waterfront |
Water & Sewer Sewer: Septic Tank |
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Days on Market: 53 |
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Year Built Year Built: 1925 |
Property Type / Style Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Wood Siding, Stone |
Property Information Included in Sale: Call LBParcel Number: 70 48 |
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Price List Price: $8,650,000Price Per Sqft: $1,485 |
Status Change & Dates Off Market Date: Thu Jun 11 2026 |
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MLS Status: Pending |
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Direction & Address City: Darien |
School Information Elementary School: Out of TownJr High / Middle School: Out of Town |
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Listing Agent Listing ID: 125177 |
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Building Area Building Area: 5823 Square Feet |
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Has an HOAHOA Fee: $4,000/Annually |
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Lot Area: 2.11 Acres |
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Mobile Home Park Mobile Home Units: Feet |
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Mls Number: 125177Water ViewWater View: Water |
Last check for updates: about 15 hours ago
Listing courtesy of Rebecca Munro, (203) 858-6182
Brown Harris Stevens LLC
Source: Greenwich MLS, Inc., MLS#125177
Market trends in Darien
Last updated June 2026
Avg. sale price
$2.73M
Sale-to-List Price
105.6%
Price per sq ft
$787
Available listings
54
11MoM
Price History for 82 Arrowhead Way
| Date | Price | Event | Source |
|---|---|---|---|
| 06/11/2026 | $8,650,000 | Pending | Smart MLS #24180009 |
| 06/03/2026 | $8,650,000 | Listed For Sale | Smart MLS #24180009 |
| 08/07/2014 | $5,797,500 | Sold | Smart MLS #99034912 |
| 06/05/2014 | $5,995,000 | PriceChange | Agent Provided |
| 04/26/2014 | $6,250,000 | PriceChange | Agent Provided |
| 02/05/2014 | $6,450,000 | PriceChange | Agent Provided |
| 01/09/2014 | $6,950,000 | PriceChange | Agent Provided |
| 11/08/2013 | $7,450,000 | PriceChange | Agent Provided |
| 07/19/2013 | $7,900,000 | Listed For Sale | Agent Provided |
| 10/17/1995 | $1,740,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $65,686 |
| Assessment | $4,243,260 |
Home facts updated by county records
Comparable Sales for 82 Arrowhead Way
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | $7,200,000 | 05/18/26 | 5 | 7 | 7,941 | |
0.49 | Single-Family Home | $6,000,000 | 08/08/25 | 6 | 5.5 | 6,586 | |
0.18 | Single-Family Home | $8,695,000 | 11/21/25 | 5 | 6.5 | 6,108 | |
0.36 | Single-Family Home | $6,500,000 | 04/20/26 | 6 | 7 | 6,959 | |
0.53 | Single-Family Home | $9,420,000 | 03/30/26 | 6 | 4.5 | 7,174 | |
0.56 | Single-Family Home | $6,000,000 | 04/22/26 | 6 | 5 | 4,807 | |
0.37 | Single-Family Home | $3,800,000 | 06/22/26 | 4 | 4 | 4,662 | |
0.42 | Single-Family Home | $2,875,000 | 10/07/25 | 5 | 4.5 | 3,400 | |
0.67 | Single-Family Home | $4,350,000 | 05/04/26 | 5 | 5 | 6,517 | |
0.61 | Single-Family Home | $3,750,000 | 08/01/25 | 5 | 4.5 | 5,475 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDMAY 18, 2026Compass Connecticut, LLC
OFF MARKETWilliam Raveis Real Estate
SOLDNOV 21, 2025William Raveis Real Estate
SOLDJUL 15, 2026Brown Harris Stevens LLC
SOLDAPR 20, 2026William Raveis Real Estate
OFF MARKETCT Waterfront Properties
Assigned Schools
These are the assigned schools for 82 Arrowhead Way.
- Darien High School
- 9-12
- Public
- 1382 Students
10/10GreatSchools RatingParent Rating AverageExcellent in every respect. Rich choice of activities and academics. Experienced counselors and teachers and positive atmosphere. Strong support for IEP and 509.Parent Review6y ago - Middlesex Middle School
- 6-8
- Public
- 1043 Students
10/10GreatSchools RatingParent Rating AverageBullying at Middlesex is rampant and the administration goes out of their way to ignore the issue and place kids with bullies without taking corrective action.Parent Review2y ago - Tokeneke Elementary School
- PK-5
- Public
- 439 Students
9/10GreatSchools RatingParent Rating AverageThis school is rapidly going imploding with their horrible response to the COVID virus. Their remote schooling was implemented poorly for 2020-2021 and they actively tried to embarrass and ridicule the remote learners by facing the camera and tv on the other children so that they were on display for the class to see as some strange kid.During the recent BOE meeting for 2021-2022 school year, I was horrified. Every parent that spoke was fiercely against the state's mask mandate and it was clear as day the pressure they were putting on the district's physician to permit a local option that would not require masks.Darien is a horrible city in that it is filled with horrible people that not only support the right-wing fascist movement in the US and wear it with a badge of honor.Ask yourself, would you want your child being taught in a school that rejects science?Parent Review4y ago 
Check out schools near 82 Arrowhead Way.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Rebecca Munro, Brown Harris Stevens LLC
Agent Phone: (203) 858-6182
Listing data courtesy of Greenwich MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to
identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.