Wilton, CT / SOLD

21 School RoadWilton, CT 06897

The buyer could have saved $35,313 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$2,825,000ClosedDecember 7, 2022

Our Take

21 School Road is a 1966 Wilton home set on 4.35 acres, with six bedrooms and five full and two half baths. The property includes a pool, barn, patio, covered deck, screened porch, landscaped grounds, level play areas, and a sledding hill. Inside, the kitchen features multiple islands, high-end appliances, and a fireplace, opening to a family room with a stone fireplace. Additional spaces include a pool room with bar, two offices, a primary suite with spa bath, guest accommodations, and a finished lower-level recreation room.

21 School Road — exterior photo
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Estimated buyer rebate

The buyer could have saved $35,313 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #170527107
Bedrooms
6
BathroomsBaths
5 full / 2 half
Square feet
7,001
Year built
1966
Acres
4.35
Property taxes
$44,393

July 2022-June 2023

What stands out

  • Pool, barn, patio, and sledding hill
  • Kitchen with multiple islands and fireplace
  • Family room opening to elevated covered deck
  • Screened porch beside the pool area
  • Separate office located in the barn
  • Three ensuite bedrooms on the second floor
  • Additional bedroom suite over the garage
  • Finished recreation room opening to patio
Read the full listing description

A once in a lifetime opportunity to own a classic estate on over 4 beautifully landscaped acres in the heart of Wilton.A truly special place to call home with a backyard oasis with pool,barn,acres of level play areas,patio,covered deck,and an amazing sledding hill.When you enter the home you feel the warmth and quality throughout.(A true architectural masterpiece from reknowned, Louise Brooks) Cook your favorite meal in the amazing kitchen with top of the line appliances, multiple islands to gather and a fireplace.The kitchen is open to family room with large stone fireplace and 2 sets of oversized doors to elevated deck covered in beautiful wisteria vine trellis with stunning views of property. Plenty of room to entertain and watch the big games or overflow into the living room with pool table,bar,and 2 sets of doors to screened in porch steps away from the pool area.This home was built for enjoying life.After a long day of work in the tucked away office in the home or the separate office in the barn,retire to your luxurious master suite with spa bath for relaxing. The 3 other bedrooms on the second floor are ensuite and elegantly large.Over the garage there is another suite of bedrooms and bath to spoil your guests in,steps off the back hall and kitchen.The lower level is finished with another recreation room that opens to patio and gorgeous yard. Vacation everyday at home or enjoy all Fairfield county has to offer from this convenient location. You will love living here!

Schools

Elementary
Miller-Driscoll
Middle
Middlebrook
High
Wilton

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$2,825,000
Original list price$2,989,000

Intermediate price changes and previous listings may not be included.

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Nearby sold homes

Closest recorded sales

*Estimate: $2,825,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $35,313. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by Higgins Group Real Estate

Carol McMorris

SmartMLS · Listing #170527107 · Closed

Listing data checked: Sep 26, 2026, 1:36 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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