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21 School Road

Wilton, CT 06897
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Bed 6

Bed

Bath 7

Bath

SqFt7,793

Sqft

Acres4.35

Acres(Lot)

Welcome to an unparalleled masterpiece of living, nestled within a completely fenced, four-plus-acre private paradise in the very heart of Wilton, Connecticut. This extraordinary estate perfectly balances absolute serene privacy with the effortless convenience of town life. Approached via double-gated entries, the winding driveway unveils a residence meticulously crafted for the epicurean, the entertainer, and the modern visionary. The heart of the home centers around a true chef's kitchen, anchored by a roaring fireplace that radiates warmth and timeless character. Designed for both casual mornings and grand-scale catering, it features premium commercial appliances, a designated coffee bar room for your morning rituals, and endless custom storage to keep the aesthetic flawless. Just off t he kitchen, a walk-in wine room awaits your private collection. For seamless entertaining, the formal sitting room features a fully equipped walk-in bar, transitioning beautifully into a stunning screened-in porch and a massive outside deck overlooking the grounds. Offering a total of six luxurious bedrooms, the home's layout is brilliantly engineered for ultimate privacy. The Owner's Suite and Family Quarters are situated in the main expanse of the home, offering opulent retreats with peaceful views of the estate. The Private Guest Wing is a separate, self-contained wing housing two of the six bedrooms - perfect for multi-generational living, long-term guests, or an au pair - offering independent tranquility without disconnecting from the home's central energy. Outside, the estate transforms into a private resort and botanical wonderland. Stunning flower gardens frame the property in ever-changing colors, while dedicated raised beds yield abundant fruits and vegetables. At the center of the outdoor oasis sits a sparkling gunite pool, surrounded by sprawling stone patios. The lower level of the residence features a light-filled walk-out basement, offering immediate access to the lower lawns and pool deck. Stepping away from the main house, a substantial separate barn offers endless possibilities. Currently utilized as a state-of-the-art home gym, this massive secondary structure can easily pivot into an art studio, a collector's car garage, a recording studio, or a detached home office block.

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Detail Ic Property Details

Property Type : Residential

Price : $3,999,999

AD Id : 91706820

MLS Id : 24212467

Beds : 6

Lot Size : 4.35 Acres

Living Area Size : 7,793 Sq. Ft

Tax Amount : $50,521

Year Built : 1966

Garage : 3

County : Fairfield

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Feature Features

  • Bedroom Information

    Total beds: 6

    Bathroom Information

    Total Baths: 7 Full Baths: 5 Half Baths: 2

    Room Information

    Rooms Total: 13 Has Basement: Yes Basement: Full, Walk-Out Access
  • Roofing Information

    Wood
  • Interior Features

    Sound System Roof: Wood Appliances: Dishwasher, Dryer, Gas Cooktop, Oven, Washer, Range Hood, Wine Cooler Laundry Features: Main Level, Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Forced Air Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1966 Building Area Total: 7793 Construction Materials: Wood Siding, Frame Patio And Porch Features: Deck, Porch, Screened Pool Features: Gunite, Heated, Outdoor Pool, Salt Water, In Ground Private Pool: No
  • Exterior Features

    Exterior Features: Garden, Barbecue

  • Lot Information

    Lot Size Acres: 4.35 Lot Description: Level, Sloped

  • Listing Price Information

    Listing Price: $3999999

  • Tax Information

    Parcel Number: 1926289 Annual Tax: $50521

  • Parking Information

    Garage Door Opener, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Miller-Driscoll
    Junior High School:
    Senior High School: Wilton
  • Location Information

    Direction: GPS Friendly WaterSource: Well Security Features: Security System
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
267 Westport Road, Wilton, CT, 06897 $1,595,000 4 4 5,335 2 Acres
253 Rivergate Drive, Wilton, CT, 06897 $2,995,000 5 8 9,032 2.01 Acres
89 Chestnut Hill Road, Wilton, CT, 06897 $2,395,000 6 5 5,576 2.01 Acres
143 Chestnut Hill Road, Wilton, CT, 06897 $2,375,000 6 6 5,455 2.45 Acres
20 Overidge Lane, Wilton, CT, 06897 $979,000 4 3 2,628 2.12 Acres
146 Westport Road, Wilton, CT, 06897 $895,000 3 4 2,798 1.86 Acres
149 Dudley Road, Wilton, CT, 06897 $2,995,000 5 6 5,940 5.34 Acres
33 Coley Road, Wilton, CT, 06897 $1,849,900 4 4 3,708 2.05 Acres
20 Cherry Lane, Wilton, CT, 06897 $2,495,000 6 6 7,200 2.45 Acres
70 Coley Road, Wilton, CT, 06897 $1,295,000 3 3 2,644 2 Acres

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 10/07/2026 @ 07:26

MLS: 24212467 LISTED BY: Mersene Norbom, William Pitt Sotheby's Int'l SOURCE: SmartMLS

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