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5 Middlesex Road

Darien, CT 06820
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Bed 5

Bed

Bath 5

Bath

SqFt6,195

Sqft

Acres0.69

Acre(Lot)

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. S ome of the recent updates include new central air(2023 & 2024), a new boiler, natural gas conversion and 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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Detail Ic Property Details

Property Type : Residential

Price : $3,245,000

AD Id : 76641660

MLS Id : 24157558

Beds : 5

Lot Size : 0.69 Acre

Living Area Size : 6,195

Year Built : 1880

Garage : 2

County : Fairfield

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Rooms Total: 10 Has Basement: Yes Basement: Partial, Unfinished
  • Roofing Information

    Asphalt
  • Interior Features

    Sound System Roof: Asphalt Appliances: Dishwasher, Gas Range, Microwave, Washer, Dryer, Range Hood, Wine Cooler
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Forced Air, Zoned Has Cooling: Yes Cooling: Central Air, Zoned

  • Building Information

    Year Built: 1880 Building Area Total: 6195 Construction Materials: Frame, Clapboard Patio And Porch Features: Deck, Patio Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 0.69 Lot Description: Level, Wooded

  • Listing Price Information

    Listing Price: $3245000 Original Price: $3495000

  • Tax Information

    Parcel Number: 105522 Annual Tax: $23029

  • Parking Information

    Parking Total: 6 Gravel, Paved, Garage Door Opener, Private, Driveway, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Holmes
    Junior High School: Middlesex
    Senior High School: Darien
  • Location Information

    Direction: Middlesex to #5. Please use front driveway. Enter thru stone pillars WaterSource: Public Security Features: Security System
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
13 Edgehill Drive, Darien, CT, 06820 $5,895,000 5 5 3,240 3,240 SqFt
14 Five Mile River Road, Darien, CT, 06820 $5,997,000 6 9 5,720 5,720 SqFt
107 Raymond Street, Darien, CT, 06820 $3,995,000 5 6 6,764 6,764 SqFt
16 East Trail, Darien, CT, 06820 $8,495,000 9 10 8,188 8,188 SqFt
28 East Lane, Darien, CT, 06820 $1,695,000 4 4 2,956 2,956 SqFt
20 Locust Hill Road, Darien, CT, 06820 $3,649,000 5 5 4,859 4,859 SqFt
207-209 Long Neck Point.., Darien, CT, 06820 $19,000,000 5 8 7,610 7,610 SqFt
18 Tokeneke Trail, Darien, CT, 06820 $8,500,000 7 10 9,649 9,649 SqFt
13 Sunswyck Road, Darien, CT, 06820 $5,490,000 5 6 5,202 5,202 SqFt
72 Old Kings Highway, Darien, CT, 06820 $4,225,000 5 6 400 400 SqFt

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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/04/2026 @ 14:57

MLS: 24157558 LISTED BY: Allison Santopietro, William Raveis Real Estate SOURCE: SmartMLS

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