86 Middlesex Rd

Darien, CT 06820

$1,899,000
Price
4
Beds
2,850 Sq. Ft.
$666 / Sq. Ft.
2,850
Sq. Ft.
$666
per Sq. Ft.
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Description

This gem of a home, in a prime Darien location, is ideal for both entertaining and casual living! As the charming entry sweeps you in, you immediately are surprised by the vaulted ceilings in the spacious living room which is centered around a soaring wood burning fireplace, clad in shiplap and marble. The library serves both as a place to read a book or grab a drink while entertaining in the adjoining family room which is flooded with light and made cozy by a gas fireplace. The dining area is spacious...This gem of a home, in a prime Darien location, is ideal for both entertaining and casual living! As the charming entry sweeps you in, you immediately are surprised by the vaulted ceilings in the spacious living room which is centered around a soaring wood burning fireplace, clad in shiplap and marble. The library serves both as a place to read a book or grab a drink while entertaining in the adjoining family room which is flooded with light and made cozy by a gas fireplace. The dining area is spacious enough for large gatherings and opens to the updated and well-equipped kitchen, with adjacent mudroom and laundry area. Upstairs, the primary suite has a spacious dressing area, an updated bath, and a treasured balcony overlooking the property and providing tranquil sunset views. There are three additional bedrooms, an updated, full bath and the most picturesque, interior balcony where you can grab a moment away. Outside the patio is a favorite gathering spot and overlooks the fully fenced yard with plenty of space to play catch or kick a soccer ball. Getting your steps in, playing fetch with your dog, or simply enjoying the peaceful privacy afforded by Woodland Park Nature Preserve adds to the allure of this home. 1-car garage. Walk to schools, restaurants and the train, this fresh and modern cape is one you shouldn't miss.
  1. Listed by Serena A Richards • Brown Harris Stevens
    P: (203)-273-2073 C: (203)-273-2073 srichards@bhsusa.com

Property Details for 86 Middlesex Road

Basement Description
Partial, Unfinished
Direct Waterfront
No
Expected Active Date
03-26-2026
Garages Number
1
Neighborhood
N/A
Style
Cape Cod
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 03/29/2026 07:15 PM

Property Details for 86 Middlesex Road

StatusActive
MLS #24160884
Days on Market4
Taxes$14,751 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1938
Lot Size0.30 AC / 13,068 SF
CountyFairfield County
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Location

Listing Courtesy of Brown Harris Stevens, Serena A Richards
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Building Information for 86 Middlesex Road

Stories-Year Built1938Building Size-Lot Size0.30 AC / 13,068 SF

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$10,445 per month

30 year fixed, 6.11% Interest

Principal and Interest

$9,216

Property Taxes

$1,229

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 86 Middlesex Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Hollow Tree Ridge to Middlesex Road.
  • Elementary School: Holmes
  • High School: Darien
  • Latitude: 41.077435
  • Longitude: -73.50634
  • Middle Jr High School: Middlesex
  • Neighborhood Amenities: Health Club, Library, Medical Facilities, Park, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $14,751
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Terrace, Shed, Deck, French Doors
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 2
  • Laundry Room Info: Main Level
  • Rooms Additional: Laundry Room, Mud Room
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Cathedral Ceiling,Fireplace,Interior Balcony
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 16.0
Room 2
  • Room Entry Order: 2
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.0
Room 3
  • Room Entry Order: 3
  • Room Features: Bay/Bow Window,Island
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 10.0
Room 4
  • Room Entry Order: 4
  • Room Features: Book Shelves,Built-Ins,Dry Bar
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Library
  • Room Width: 10.0
Room 5
  • Listing Key: 4D63C8E07D61A704E063E201100A53A0
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Built-Ins,Ceiling Fan,Fireplace,French Doors
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 14.0
Room 6
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Dressing Room,Full Bath,Sliders
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 14.0
Room 7
  • Room Entry Order: 7
  • Room Features: Walk-In Closet
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 8
  • Room Entry Order: 8
  • Room Features: Walk-In Closet
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.0
Room 9
  • Listing Key: 4D63C8E07D61A704E063E201100A53A0
  • Room Entry Order: 9
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.0
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Block
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1938
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2850
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 105270
  • Sq Ft Est Heated Above Grade: 2850.0
  • Sq Ft Total: 2850.0
  • Zoning: R13
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, 40 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 86 Middlesex Road

Taxable ValueLand$601,370Additions$351,540Total$952,910
Tax Record2024$14,751 ($1,229 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,850 SqFtAbove Grade Finished SqFt2,850 SqFtStories2Lot Size13,068 SqFtStyleSingle Family ResidenceYear Built1938ZoningR13CountyFAIRFIELDAPNDARI M:24 B:42Fireplace TypeHas Fireplace

Schools near 86 Middlesex Road

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Holmes Elementary School
Public - PK to 5
Middlesex Middle School
Public - 6 to 8
Darien High School
Public - 9 to 12
Rating
School
Distance
Holmes Elementary School
PublicPK to 5

Middlesex Middle School
Public6 to 8

Darien High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 86 Middlesex Road, Darien, CT 06820

86 Middlesex Road is a single family home for sale in Darien, CT 06820. This property was listed for sale on March 25, 2026 by Brown Harris Stevens, it's currently listed at $1,899,000. This listing's school district is Darien School District. Nearby schools include Holmes Elementary School, Middlesex Middle School and Darien High School. 86 Middlesex Road is a 4-bed, 3-bath, 2,850 sqft single family home built in 1938.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Brown Harris Stevens, Serena A Richards

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.