259 Middlesex Road, Darien, CT 06820
OFF MARKET

259 Middlesex Road
Darien, CT 06820

  • 6 Beds
  • 8 Baths
  • 8,552 sqft (on 1.06 acres)

$6,425,500

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $41,480/mo*
Refinance Your Home

$6,425,500

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $41,480/mo*
Refinance Your Home
6 Beds
8 Baths
8,552 sqft
(on 1.06 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Discover the epitome of luxury living in this newly constructed 8,552 square foot home, meticulously designed to cater to a sophisticated lifestyle. Nestled within easy access to Darien and Noroton Heights train stations, this residence offers a seamless commute to New York City, blending convenience with upscale suburbia.The heart of the home, an exquisitely appointed chef's kitchen, features Subzero / Wolf appliances, a generous island, and a Julian workstation sink - sure to delight culinary enthusiasts. Luxury resonates in the primary suite, a sanctuary embellished with a vaulted ceiling, limestone FP, two stunning closets, and two lavish bathrooms. Every bedroom in this six-bedroom abode is an ensuite, promising personal retreats for all. Entertain and unwind in your outdoor oasis, complete with exquisite stone work, a Gunite pool with a spa, an outdoor kitchen area, and dual patios - one covered with an architectural stone fireplace, the other featuring a cozy gas fire-pit. Working from home is a pleasure in the dedicated office complete with a fireplace, French doors and a bar. Venture down to the lower level where a family room equipped with a fireplace, bedroom and full bath awaits. Six fireplaces, impeccable millwork, designer lighting, and high-efficiency mechanicals elevate this property into a league of its own. With its blend of extraordinary craftsmanship and prime location, this home isn't just a statement-it's a conversation starter. (taxes TBD)
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 28, 2025

Home Highlights

Parking
3 Car Garage
Outdoor
Porch, Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 259 Middlesex Road

Interior Features

Interior Details
Basement: Full,Heated,Cooled,Partially Finished,Liveable SpaceNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom, Dining Room, Great Room, Kitchen, Library, Office, Other, Rec Play Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 9Number of Bathrooms (full): 7Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 8552 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Gas Cooktop, Oven, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Water Heater, Tankless Water HeaterDishwasherDisposalDryerLaundry: Upper Level,Mud RoomMicrowaveWasher
Heating & Cooling
Heating: Hydro Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air
Fireplace & Spa
Number of Fireplaces: 6Spa: HeatedHas a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane WindowsDoor: French Doors
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Patio, Porch, CoveredExterior: Lighting, Garden, Stone Wall, Underground SprinklerFoundation: 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,Garage Door Opener
Pool
Pool: Gunite, Heated, Pool/Spa Combo, Alarm, Salt Water, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 6952 Square FeetFinished Area (below surface): 1600 Square Feet

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Farm House
Building
Construction Materials: Cedar, Stone, Metal SidingIncludes Home Warranty
Property Information
Condition: Completed/Never OccupiedParcel Number: 103874

Price & Status

Price
List Price: $6,470,000
Status Change & Dates
Off Market Date: Thu Jan 16 2025Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: Darien
School Information
Elementary School: Ox RidgeJr High / Middle School: Per Board of EdHigh School: Darien

Building

Building Area
Building Area: 8552 Square Feet

Community

Community Features: Golf, Library, Medical Facilities, Paddle Tennis, Public Rec Facilities, Shopping/Mall, Stables/Riding, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 1.06 Acres

Energy

Energy Efficiency Features: Insulation, Thermostat, Windows

Miscellaneous

BasementMls Number: 24048979Attic: Floored, Walk-upAbove Grade Unfinished Area: 6952

Additional Information

GolfLibraryMedical FacilitiesPaddle TennisPublic Rec FacilitiesShopping/MallStables/RidingTennis Court(s)
Last check for updates: about 2 hours ago
Listed by Diane Dupont, (203) 506-4218
William Pitt Sotheby's Int'l, (203) 245-6700
Bought with: Stephanie O'Grady, (561) 504-5504, Houlihan Lawrence, (203) 655-8238
Source: Smart MLS, MLS#24048979

Price History for 259 Middlesex Road

DatePriceEventSource
03/26/2025$6,100,000Sold
Smart MLS #24048979
01/18/2025$6,470,000PendingSmart MLS #24048979
11/01/2024$6,470,000Listed For SaleSmart MLS #24048979
01/31/2022$1,490,000Sold
Smart MLS #170456783
01/14/2022$1,490,000ContingentSmart MLS #170456783
12/13/2021$1,490,000Listed For SaleSmart MLS #170456783
07/09/2021$1,360,000Sold
Smart MLS #170370533
01/15/2021ListingRemovedN/A
06/24/2020$1,499,000PriceChange
N/A
05/07/2019$1,400,000Listed For SaleN/A
02/27/2019$1,400,000ListingRemovedN/A
11/29/2018$1,400,000Listed For SaleN/A
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Property Tax and Assessment

Year2025
Tax$42,300
Assessment$2,732,590
Home facts updated by county records

Comparable Sales for 259 Middlesex Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
25 Libby Lane, Darien, CT
0.14
Single-Family Home
$4,325,000
07/29/25
5
6
5,545
10 Stony Brook Rd, Darien, CT
0.52
Single-Family Home
$5,660,000
04/14/26
6
7.5
8,680
300 Hollow Tree Ridge Road, Darien, CT
0.43
Single-Family Home
$4,900,000
09/02/25
5
7
6,118
12 Kona Road, Darien, CT
0.49
Single-Family Home
$4,400,000
05/29/25
5
6.5
6,805
5 Shields Lane, Darien, CT
0.13
Single-Family Home
$4,602,000
05/01/26
4
6
4,748
261 Hollow Tree Ridge Road, Darien, CT
0.45
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
6 Bouton Lane, Darien, CT
0.22
Single-Family Home
$3,250,000
07/02/25
6
8
6,233
29 Stony Brook Road, Darien, CT
0.38
Single-Family Home
$4,200,000
07/14/25
4
4.5
5,308
130 West Avenue, Darien, CT
0.42
Single-Family Home
$2,800,000
12/31/25
6
5.5
6,794

Nearby homes

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Assigned Schools

These are the assigned schools for 259 Middlesex Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Darien

At least 147 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say parking is easy

  • 87 % Say car is needed

  • 84 % Say there's holiday spirit

  • 81 % Say people would walk alone at night

  • 80 % Say kids play outside

  • 73 % Say there's wildlife

  • 71 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 58 % Say there are community events

  • 58 % Say there are sidewalks

  • 55 % Say it's walkable to restaurants

  • 48 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kimrichardnyc
    "Happy, safe and friendly place to live and raise children. Need more diversification like in wesport CT though. "
    0
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  • Trulia User
    "This is the best town to raise kids and build friendships. The beaches, parks, restaurants, nature and proximity to NYC also makes a great place to live. We have found the people generally friendly and welcoming. "
    0
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  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
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  • Jessica_hatch7
    "NA commute to the city is an easy 65 minute train ride. We have two stations in Darien, both easily accessible. "
    3
    Flag
  • Peter S.
    "Holidays and school events. Dining and activities such as sports, the arts and many many social events"
    0
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  • Mzengo8
    "My neighborhood plays kid lacrosse/ basketball or football games. And we have parties on almost every holiday. Which is very fun for all of the kids on the block "
    0
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  • Bill T.
    "Dead end but on a hill and has a loop so kids can run around, play and explore. Lots of trees and woods surround the neighborhood."
    3
    Flag
  • Tad
    "My commute is five minutes to the train station, five minute walk from parking lot to the tracks, then an hour on the train to grand central each work day. "
    1
    Flag
  • Allison w.
    "They would love it, such a friendly area. Dogs are everywhere and appreciated. I have 2 dogs and I am so glad there are a ton of dogs around. "
    0
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  • Chad W.
    "Darien is as family friendly as it gets. There is a lot of money here. Some are kind, but many are snobby. It's a bit of a bubble, which is why many families move here."
    0
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  • Jessica_hatch7
    "The people are amazing and the schools are fantastic. We are only 60 minutes from the city and the trains run very frequently. "
    2
    Flag
  • Victoria_belluscio
    "Great place to raise children- excellent schools- everything is 5-10 min away so good for busy schedules! 2 train stations for easy commuting, beaches, parks and more!"
    0
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  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
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  • Bill T.
    "Big circle where no cars or trucks visit unless they live here or have business in the neighborhood... great place for kids"
    1
    Flag
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Homes for rent near 259 Middlesex Road

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259 Middlesex Road, Darien, CT 06820 is a 6 bedroom, 9 bathroom, 8,552 sqft single-family home built in 2024. This property is not currently available for sale. 259 Middlesex Road was last sold on Mar 26, 2025 for $6,100,000 (6% lower than the asking price of $6,470,000). The current Trulia Estimate for 259 Middlesex Road is $6,425,500.