About This Home

This 6-bedroom, 7-bathroom single family at 21 School Road in Wilton, CT is listed for $3,999,999 ($513 per sqft). Built in 1966, the home offers 7,793 sqft of living space on a 4.35 acres lot.

Key Features

  • Built in 1966
  • 4.35 acre lot
  • Fireplace

Property Details

5 full, 2 half
3-car garage
1966

Amenities

FireplaceA/C
Listing Description

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.

Monthly Cost Estimate

$21,393/mo

20% down · 6.5% · 30 years

Principal$2,893
Interest$17,333
Insurance$1,167

Estimates only. Actual payments may vary.

Location

21 School Road

Wilton, CT 06897

Features & Amenities

Interior Features

Audio System,Auto Garage Door Opener,Cable - Available,Security System

Exterior Features

Porch-Screened,Wrap Around Deck,Barn,Lighting,French Doors,Grill,Porch,Deck,Garden Area,Underground Sprinkler

Property Details

Outdoor Features

Porch

Cooling

Central Air

Appliances

Gas CooktopWall OvenRange HoodSubzeroDishwasherWasherDryerWine Chiller

Questions & Answers

This 6-bedroom, 7-bathroom single family at 21 School Road is listed at $3,999,999 ($513/sqft). The estimated monthly payment is $21,393 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1966, 4.35 acre lot, Fireplace. Interior Features: Audio System,Auto Garage Door Opener,Cable - Available,Security System. Exterior Features: Porch-Screened,Wrap Around Deck,Barn,Lighting,French Doors,Grill,Porch,Deck,Garden Area,Underground Sprinkler.

This property is listed by Mersene Norbom.

MN

Mersene Norbom

Agent at William Pitt Sotheby's International Realty

Listed by William Pitt Sotheby's International Realty · Broker phone: 2032271246 · View on Broker Site · Broker website

MLS# 24212467· Source: SmartMLS, Inc.· 21 days on PropertySimple

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

21 School Road, Wilton, CT 06897

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