5 Middlesex RoadDarien, CT 06820

Single Family · 5 Beds · 4 Full Baths · 1 Half Bath · 6,195 Sq. ft. | 0.69 Acres
$2,995,000 Active

5 Middlesex Road Overview

Time on Site:
12 days

Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to the train, elementary school, downtown shopping/dining, and parks. Situated on over half an acre this home also enjoys access to a private Cul de sac ideal for bike rides and walks, creating a true neighborhood feel. As you enter the home, you are greeted by a two-story foyer and 6,195 sqft of character, elegance, and modern convenience. The gourmet kitchen is thoughtfully appointed with a large center island, six-burner gas range, Sub-Zero refrigeration, warming drawer, wet bar, and a convenient back staircase to the second level. Two potential primary suites provide exceptional flexibility, each offering spa-like baths and peaceful retreats. SOME RECENT UPDATES include all new central air(2023 & 2024), new boiler, water heater, natural gas conversion & new flat roof. Integrated sound runs throughout the main living areas, primary suite, and veranda. A stunning formal living room with a soaring 12-ft ceiling is among the home's most impressive features, highlighted by a beautiful bow window and opening to the veranda and sun-filled garden room with heated slate floors. This extraordinary space creates an unforgettable first impression and is even more impressive in person than photos can capture. Rich hardwood flooring, natural wood beams, intricate moldings, and three fireplaces showcase timeless craftsmanship rarely found today.

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5 Middlesex Road Facts & Features

  • Type Single Family
  • Sq. ft. 6,195
  • Price/Sq.ft. $483
  • Lot 0.69 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Holmes
  • Middle Or Junior School: Middlesex
  • High School: Darien

Listing Information

  • Bank Owned Property: No
  • Potential Short Sale: No

Building Information

  • Year Built: 1880

Location/Region

  • County Or Parish: Fairfield
  • Neighborhood: N/A

Building Exterior/Construction

  • New Construction Type: No/Resale

Tax Information

  • Tax Annual Amount: $23,029.00
  • Tax Year: July 2025-June 2026

General Information

  • Parcel Number: 105522
  • Property Type: Single Family For Sale
  • Zoning: R13

Interior

Parking Information

  • Garage Spaces: 2

Beds/Baths

  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total: 5
  • Bedrooms Total: 5

Building Interior

  • Attic Description: Unfinished, Access Via Hatch
  • Attic: Yes
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Other
  • Laundry Room Info: Upper Level

General Information

  • Appliances: Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Gas Dryer, Wine Chiller
  • Basement: Partial, Unfinished
  • Cooling: Central Air, Zoned
  • Fireplaces Total: 1
  • Foundation Details: Stone
  • Heating: Hot Water
  • Interior Features: Audio System, Auto Garage Door Opener, Security System
  • Living Area: 6195

Exterior

Building Information

  • Driveway Type: Private, Paved, Crushed Stone

Parking Information

  • Parking Features: Attached Garage, Paved, Driveway
  • Parking Total: 6

Lot Information

  • Lot Features: Fence - Partial, Treed, Level Lot, Professionally Landscaped
  • Lot Size Acres: 0.69
  • Lot Size Source: Public Records
  • Water Source: Public Water Connected

Waterfront/View

  • Waterfront Features: Not Applicable
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Colonial
  • Color: White
  • Construction Materials: Clapboard
  • Roof: Asphalt Shingle

General Information

  • Exterior Features: Terrace, Deck, Gutters, Garden Area, Lighting, Stone Wall, Underground Sprinkler, Patio
  • Pool Private: No
  • Sewer: Septic

Room Information

Room: Dining Room

  • Level: Main
  • Description: Bay/Bow Window,Hardwood Floor

Room: Eat-In Kitchen

  • Level: Main
  • Description: Balcony/Deck,Breakfast Bar,Wet Bar,Eating Space,Island,Hardwood Floor

Room: Family Room

  • Level: Main
  • Description: Built-Ins,Fireplace,Hardwood Floor

Room: Library

  • Level: Main
  • Description: Book Shelves,Hardwood Floor

Room: Living Room

  • Level: Main
  • Description: Bay/Bow Window,9 ft+ Ceilings,Fireplace,Patio/Terrace,Hardwood Floor

Room: Sun Room

  • Level: Main
  • Description: Wet Bar,Slate Floor

Room: Bedroom

  • Level: Upper
  • Description: Bay/Bow Window,Wide Board Floor

Room: Bedroom

  • Level: Upper
  • Description: Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Description: Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Description: Beams,Full Bath,Wide Board Floor

Room: Den

  • Level: Upper
  • Description: Hardwood Floor,On 3rd Floor

Room: Other

  • Level: Upper
  • Description: Hardwood Floor,On 3rd Floor

Room: Other

  • Level: Upper
  • Description: Full Bath,Hardwood Floor,On 3rd Floor

Room: Primary Bedroom

  • Level: Upper
  • Description: Balcony/Deck,Beams,Gas Log Fireplace,Full Bath,Walk-In Closet,Hardwood Floor

5 Middlesex Road Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

5 Middlesex Road Market Data

Based on the last 30 days in this zip code

$4,449,233
Average List Price
$957
Average Price per Square Foot
36
Properties Sold
66
Average Days on Market
107
Properties for Sale
Calculations provided by Reliance Network

5 Middlesex Road History

Date Event Value Agent
6/17/2026Source: Smart MLS Added to Database
June 17, 2026
6/20/2022Source: Smart MLS Added to Database
September 13, 2021
6/20/2022Source: Smart MLS Added to Database
February 20, 2022
5/2/2022Source: Smart MLS Status Change
Closed
3/5/2022Source: Smart MLS Status Change
Under Contract
3/2/2022Source: Smart MLS Status Change
Active
3/1/2022Source: Smart MLS Status Change
Under Contract - Continue to Show
2/23/2022Source: Smart MLS Status Change
Active
Listing provided courtesy of William Raveis Real Estate- MLS# 24184412MLS ProviderContact Information: (203) 216-2462