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366 Hollow Tree Ridge Road

Darien, CT 06820
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Bed 6

Bed

Bath 6

Bath

SqFt6,101

Sqft

Acres1.75

Acres(Lot)

Set along one of Hollow Tree Ridge Road's most desirable stretches, 366 Hollow Tree Ridge Road is a masterfully restored and expanded residence that artfully blends historic character with refined modern living. Reimagined by renowned builder Bo Malpass, the home offers 6 bds, 5.1 baths across 7,356 sq feet. Original character is preserved through antique beams and wide plank wood floors, while modern updates introduce a seamless flow and elevated functionality. Interiors curated by Kristen Fine enhance the home's cohesive aesthetic with understated luxury and timeless finishes. Sun-drenched living spaces unfold effortlessly, creating an ideal setting for both everyday living and elegant entertaining. The custom-designed Poggenpohl kitchen serves as the heart of the home, complemented by m ultiple inviting gathering spaces. A spacious primary suite and well-appointed secondary bedrooms provide comfort, scale, and flexibility. Set on 1.75 acres of beautifully landscaped grounds, the property features a Gunite pool and a charming guest cottage connected by a breezeway ideal as an in-law suite, private retreat, or dedicated work-from-home space. Ideally located with convenient access to town, train, and Darien's top-rated schools, this exceptional offering presents a rare opportunity to own a turnkey home where historic integrity and modern sophistication converge.

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Detail Ic Property Details

Property Type : Residential

Price : $6,195,000

AD Id : 76918139

MLS Id : 24165040

Beds : 6

Lot Size : 1.75 Acres

Living Area Size : 6,101

Year Built : 1776

Garage : 4

County : Fairfield

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 6

    Bathroom Information

    Total Baths: 6 Full Baths: 5 Half Baths: 1

    Room Information

    Rooms Total: 10 Has Basement: Yes Basement: Full, Partial, Walk-Out Access
  • Roofing Information

    Wood
  • Interior Features

    Sound System, Central Vacuum Roof: Wood Appliances: Dishwasher, Dryer, Range, Oven, Refrigerator, Washer Laundry Features: Main Level, Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Hot Water Has Cooling: Yes Cooling: Central Air, Ductless

  • Building Information

    Year Built: 1776 Building Area Total: 7356 Construction Materials: Frame, Clapboard Patio And Porch Features: Patio Pool Features: Gunite, Heated, Outdoor Pool, In Ground Private Pool: No Water front Features: Beach Access

  • Lot Information

    Lot Size Acres: 1.75 Lot Description: Level

  • Listing Price Information

    Listing Price: $6195000

  • Tax Information

    Parcel Number: 103743 Annual Tax: $45738

  • Parking Information

    Garage Door Opener, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 4

  • School Information

    Elementary School: Ox Ridge
    Junior High School: Middlesex
    Senior High School: Darien
  • Location Information

    Direction: Hollow Tree Ridge Rd 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
82 Arrowhead Way, Darien, CT, 06820 $8,650,000 5 6 5,823 5,823 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
13 Sunswyck Road, Darien, CT, 06820 $5,250,000 5 6 5,202 5,202 SqFt
72 Old Kings Highway, Darien, CT, 06820 $3,800,000 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 06/12/2026 @ 09:32

MLS: 24165040 LISTED BY: Ashley Dineen, Compass Connecticut, LLC SOURCE: SmartMLS

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