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$3,999,999
30 Days On Site

21 School Road
Wilton, CT 06897

For Sale|Single Family Residence|Active
6
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
7,793
SqFt
$513
/SqFt
1966
Built
County:
Fairfield
Listing courtesy of Mersene Norbom of William Pitt Sotheby's Int'l Office Phone: (203) 227-1246 Broker Contact: (203) 644-6172

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Call Now: 1-860-573-4349
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1-860-573-4349
21 School Road21 School Road21 School Road21 School Road
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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.

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Listing Snapshot
Price 
$3,999,999
Days On Site 
30 Days
Bedrooms 
6
Inside Area (SqFt) 
7,793 sqft
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Lot Size 
4.35 Acres
Year Built 
1966
MLS Number 
24212467
Status 
Active
Property Tax 
$50,521
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 weeks agoListing updated with changes from the MLS
4 weeks agoStatus changed to Active
a month agoListing first seen on site
General Features
Acres 
4.35
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
3
Parking 
Garage Door OpenerAttached
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
SqFt Total 
7793
Style 
Colonial
Water Source 
Well
Zoning 
R-2
Interior Features
Appliances 
DishwasherDryerGas CooktopOvenWasherRange HoodWine Cooler
Basement 
FullWalk-Out Access
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
4
Heating 
OilForced Air
Interior 
Sound System
Laundry Features 
Main LevelLaundry Room
Spa 
Yes
Rec/Play Room 
Dimensions - 25.8 x 17.4Level - Lower
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Exterior Features
Construction Details 
Wood SidingFrame
Exterior 
GardenBarbecue
Fencing 
Fenced
Lot Features 
LevelSloped
Other Structures 
Barn(s)
Patio And Porch 
DeckPorchScreened
Pool Features 
GuniteHeatedOutdoor PoolSalt WaterIn Ground
Roof 
Wood
Spa 
Yes
Windows/Doors 
French Doors
Community Features
Community Features 
Tennis Court(s)
Schools
School District
Unknown
Elementary School
Miller-Driscoll
Middle School
Unknown
High School
Wilton
Listing courtesy of Mersene Norbom of William Pitt Sotheby's Int'l Office Phone: (203) 227-1246 Broker Contact: (203) 644-6172



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Last checked: 2026-11-07 12:40 AM UTC.

Neighborhood & Commute
Source: Walkscore
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