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21 School Road
Wilton CT 06897 US

$3,999,999

Active Listing ID 24212467
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6 bed
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7,793 square feet
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7.00 Bath (5 Full , 2 Half)
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Lot: 4.35 Acres
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Other

$3,999,999

Active Listing ID 24212467
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21 School Road 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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Property Features

  • Facts
  • Lot Size: 4.35 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Porch-Screened, Wrap Around Deck, Barn, Lighting, French Doors, Grill, Porch, Deck, Garden Area, Underground Sprinkler
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Miller-Driscoll(Elementary)
  • Wilton(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 3999999
  • unparsedaddress: 21 School Road
  • postalcity: Wilton
  • stateorprovince: CT
  • country: US
  • postalcode: 06897
  • bathroomsfull: 5
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 4.35
  • lotsizeunits: Acres
  • lotsizearea: 4.35
  • livingarea: 7793
  • livingareaunits: Square Feet
  • latitude: 41.206124
  • longitude: -73.445283
  • listagentfullname: Mersene Norbom
  • listagentemail: mnorbom@wpsir.com
  • listagentkey: 3yd-CTMLS-16252
  • listagentmlsid: 16252
  • listagentpreferredphone: 2036446172
  • listagentofficephone: 2032271246
  • listofficekey: 3yd-CTMLS-PSOTH102
  • listofficemlsid: PSOTH102
  • disclaimer: 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.
  • sourcesystemid: CTMLS
  • yearbuilt: 1966
  • listingcontractdate: 2026-10-07
  • listagenturl: http://www.williampitt.com
  • countyorparish: Fairfield
  • elementaryschool: Miller-Driscoll
  • highschool: Wilton
  • appliances: Gas Cooktop, Wall Oven, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
  • cooling: Central Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: False
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Audio System, Auto Garage Door Opener, Cable - Available, Security System
  • exteriorfeatures: Porch-Screened, Wrap Around Deck, Barn, Lighting, French Doors, Grill, Porch, Deck, Garden Area, Underground Sprinkler
  • architecturalstyle: Colonial
  • rooms: Bathroom 1, Bedroom 4, Bedroom 6, Bedroom 5, Bedroom 2, Bathroom 7, Laundry Room, Bathroom 4, Bathroom 2, Bedroom 1, Basement, Bedroom 3, Bathroom 3, Bathroom 5, Bathroom 6
  • securityfeatures: Security System
  • patioandporchfeatures: Porch
  • basement: Full
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.44528, 41.206123
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Listing Changed: 10/13/2026 4:10:18 AM GMT
Source Updated Date: 10/13/2026 12:34:59 PM GMT

Courtesy of: Mersene Norbom, William Pitt Sotheby's Int'l, mnorbom@wpsir.com

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.