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6 Beds
7 Baths
7,793 sqft

$3,999,999

21 School Road, Wilton CT, 06897

Price per sqft$513.28
Built in1966
Property size7,793 sqft
Property typeResidential

Overview

Active

Listed Oct 13, 2026

Updated 2 days ago

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 the 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.

$26,612/mo

Est. mortgage payment based on a $3,999,999 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
24212467
Available since
October 13, 2026

Interior Features

Bedrooms
6
Bathrooms
7
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
4.35 Acres

Other Property Details

Garage
Yes

 Courtesy of LM Homes Team | William Pitt Sotheby's International Realty

Based on information from DASH - Sotheby's International Realty (SIR) as of 10/13/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

©2026 DASH - Sotheby's International Realty (SIR). All rights reserved. 

Data last updated 7:06 PM UTC, 10/13/2026

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