Hay Island
Darien, CT 06820
Tokeneke
6 Beds
7.5 Baths
8,684 sqft (on 18.15 acres)
$26,500,000
Last Sold: Nov 14, 2025
10% below list $29.5M
$3,052/sqft
Est. Refi. Payment $170,559/mo*
$26,500,000
Last Sold: Nov 14, 2025
10% below list $29.5M
$3,052/sqft
Est. Refi. Payment $170,559/mo*
6 Beds
7.5 Baths
8,684 sqft
(on 18.15 acres)
Local Information
- Map ViewExplore the area around Hay Island.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom, seven-bathroom main house is adorned with exquisite millwork, high-end finishes, and six fireplaces. An infinity-edge pool overlooks one of two sandy beaches and the glittering waves, with the historic Greens Ledge Lighthouse in the distance. The island also includes a two-bedroom guest house, a pool house equipped with a kitchenette and full bathroom, a dock, separate spa and a freshwater pond. ELEVATIONS: Main House Door Sill Elevation is 19.38 Cottage Door Sill Elevation is 16.31 Pool House Door Sill Elevation is 14.68
Home Highlights
Parking
3 Car Garage
Outdoor
Porch, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$3,052/sqft
Listed
180+ days ago
Home Details for Hay Island
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Interior Details Basement: PartialNumber of Rooms: 16Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Kitchen, Library, Living Room, Office, Rec Play Room |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 8Number of Bathrooms (full): 7Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 8684 Square Feet |
Appliances & Utilities Appliances: Gas Cooktop, Oven, Refrigerator, FreezerLaundry: Upper Level,Mud RoomRefrigerator |
Heating & Cooling Heating: OtherHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Other |
Fireplace & Spa Number of Fireplaces: 5Spa: HeatedHas a Fireplace |
View Has a ViewView: Water |
Security Security: Security System |
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Exterior Home Features Roof: WoodPatio / Porch: Wrap Around, Screened, Terrace, Porch, DeckOther Structures: Guest House, Shed(s), Pool HouseExterior: Balcony, Outdoor Grill, GardenFoundation: Concrete PerimeterGardenHas a Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached |
Pool Pool: Heated, Infinity, In GroundPool |
Frontage WaterfrontWaterfront: Waterfront, Beach, Dock or MooringOn Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 8684 Square Feet |
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Year Built Year Built: 2010 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Not Included in Sale: Call LB.Parcel Number: 999999999 |
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Price List Price: $29,500,000Price Per Sqft: $3,052/sqft |
Status Change & Dates Off Market Date: Tue Nov 11 2025Possession Timing: Immediate |
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MLS Status: Closed |
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Direction & Address City: DarienCommunity: Hay Island |
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed |
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Building Area Building Area: 8684 Square Feet |
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Community Features: Park |
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No HOA |
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Lot Area: 18.15 Acres |
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Energy Efficiency Features: HVAC |
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BasementMls Number: 24078034Attic: Pull Down StairsWater ViewWater View: WaterAttribution Contact: (917) 539-3654Above Grade Unfinished Area: 8684 |
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Park |
Last check for updates: about 13 hours ago
Listed by Leslie McElwreath, (917) 539-3654
Sotheby's International Realty, (203) 869-4343
Bought with: Sheree Frank, (203) 249-9396, Houlihan Lawrence, (203) 655-8238
Source: Smart MLS, MLS#24078034
Price History for Hay Island
| Date | Price | Event | Source |
|---|---|---|---|
| 11/14/2025 | $26,500,000 | Sold | Smart MLS #24078034 |
| 11/11/2025 | $29,500,000 | Pending | Smart MLS #24078034 |
| 05/27/2025 | $29,500,000 | PriceChange | Smart MLS #24078034 |
| 03/12/2025 | $35,000,000 | Listed For Sale | Smart MLS #24078034 |
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
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Comparable Sales for Hay Island
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.07 | Single-Family Home | $26,500,000 | 11/14/25 | 6 | 7.5 | 8,684 | |
0.32 | Single-Family Home | $13,428,423 | 07/31/25 | 6 | 8 | 10,579 | |
0.33 | Single-Family Home | $8,775,000 | 11/12/25 | 5 | 6.5 | 6,689 | |
0.93 | Single-Family Home | $6,000,000 | 08/08/25 | 6 | 5.5 | 6,586 | |
0.98 | Single-Family Home | $4,060,000 | 09/23/25 | 6 | 6 | 8,500 | |
1.10 | Single-Family Home | $7,200,000 | 05/18/26 | 5 | 7 | 7,941 | |
1.01 | Single-Family Home | $8,695,000 | 11/21/25 | 5 | 6.5 | 6,108 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDNOV 14, 2025Sotheby's International Realty
OFF MARKETDouglas Elliman of Connecticut
OFF MARKETHoulihan Lawrence
OFF MARKETBHHS Darien/New Canaan
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SOLDNOV 12, 2025Brown Harris Stevens
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Assigned Schools
These are the assigned schools for Hay Island.
- 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 
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Neighborhood Overview
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