Wilton, CT / SOLD

21 Woods End DriveWilton, CT 06897

The buyer could have saved $18,400 in brokerage fees*

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

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*Estimate assumes a 2.5% buyer-agent commission and a 40% 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$1,840,000ClosedMay 5, 2026

Our Take

21 Woods End Drive is a contemporary home on a quiet cul-de-sac in South Wilton, with landscaped grounds, Thayer Pond views, and a private dock. Natural light, a chef’s kitchen with granite counters, gas cooktop, and double ovens, and a vaulted family room with a wood stove shape the main living spaces. A sunroom opens to an expansive deck for pond-view dining. Every bedroom has a private ensuite bath, while the walkout lower level includes recreation space and an area suited to an office, gym, or studio.

21 Woods End Drive — exterior photo
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Estimated buyer rebate

The buyer could have saved $18,400 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 40% 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 #24150415
Bedrooms
4
BathroomsBaths
5 full / 0 half
Square feet
5,976
Year built
1983
Acres
2.66
Property taxes
$27,211

July 2025-June 2026

What stands out

  • Private dock with Thayer Pond views
  • Chef’s kitchen with granite counters and double ovens
  • Vaulted family room with a wood stove
  • Sunroom opening to a pond-view deck
  • Every bedroom has a private ensuite bathroom
  • Primary suite with fireplace and dressing room
  • First-floor office adjacent to a full bath
  • Walkout lower level with recreation room and ensuite bedroom
Read the full listing description

Tucked away on a quiet cul-de-sac in coveted South Wilton, just moments from Wilton and New Canaan town centers, this striking contemporary blends architectural elegance, refined finishes, and serene natural beauty. Surrounded by lush landscaping with sweeping views of Thayer Pond, the property offers a rare private dock: an ideal setting for year-round enjoyment. This friendly, walkable neighborhood is ideal for biking, running, or leisurely strolls with your dog. Bathed in natural light, the home features expansive interiors and seamless indoor-outdoor living. The chef's kitchen with granite countertops, gas cooktop, and double ovens opens to a dramatic family room with vaulted ceilings and a wood-stove, perfect for everyday living and entertaining. A sunroom flows effortlessly to the expansive deck, creating a stunning setting for year-round dining with pond views. The first floor office, (possible bedroom?), is adjacent to a full bath. Every bedroom in the home enjoys its own private ensuite bathroom, offering privacy and convenience.The luxurious primary suite features a fireplace, dressing room, and spa-inspired bath.Two additional ensuite bedrooms capture peaceful treetop and pond views.The walkout lower level provides excellent in-law or au pair potential, featuring a spacious recreation room, an ensuite bedroom, and an expansive storage area with large windows for an office, gym, or studio.This home is moments away from top Wilton schools, Lake Club, & Metro North.

Schools

Elementary
Miller-Driscoll
Middle
Middlebrook
High
Wilton

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

Price history

DateEventPrice
Closed price$1,840,000
Original list price$1,895,000

Intermediate price changes and previous listings may not be included.

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Closest recorded sales

*Estimate: $1,840,000 closed price × assumed 2.5% buyer-agent commission × 40% rebate = $18,400. 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 · (203) 762-2020

Alice Morgan

SmartMLS · Listing #24150415 · Closed

Listing data checked: Sep 26, 2026, 1:18 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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