Weston, CT / SOLD

24 Deepwood RoadWeston, CT 06883

The buyer could have saved $7,650 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 30% 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$1,020,000ClosedJune 24, 2025

Our Take

24 Deepwood Road is a three-bedroom, three-bath modern home on a private promontory setting, designed and built by architect Michael Greenberg. Its multi-level layout pairs balconies, decks, expansive glass windows, and skylights with rock outcroppings, moss, mature woodland, a brook, and waterfall. Inside, a great room includes hardwood floors and a native fieldstone fireplace, while the open floor plan includes an updated kitchen with a handmade tile backsplash. The top-floor primary suite includes walls of glass, a spa bath, and dressing room.

24 Deepwood Road — exterior photo
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Estimated buyer rebate

The buyer could have saved $7,650 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 30% 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 #24088908
Bedrooms
3
BathroomsBaths
3 full / 0 half
Square feet
2,310
Year built
1984
Acres
2.28
Property taxes
$12,314

July 2024-June 2025

What stands out

  • Designed and built by architect Michael Greenberg
  • Multi-level layout with balconies and decks
  • Great room with hardwood floors and fieldstone fireplace
  • Updated kitchen with handmade tile backsplash
  • Recent improvements include HVAC and deck repairs
  • Top-floor primary suite with walls of glass
  • Spa bath with soaking tub and radiant floor
  • Access to Compo Beach and two train stations
Read the full listing description

Surreal, private, promontory setting surrounds this tree-top modern, designed & built by esteemed architect, Michael Greenberg, whose passion for artistry is reflected throughout this one of a kind home. The home's multi-level design combines balconies & decks w/expansive glass windows & skylights to blend seamlessly into the spectacular natural backdrop of massive rock outcroppings, pillowy moss & mature woodland, complete w/babbling brook & waterfall. While inspired by the likes of Philip Johnson & Mies van der Rohe, this sophisticated home maintains the warmth of a CT country house featuring inviting great room w/hardwood floors & native fieldstone fireplace. The open floor plan is ideal for entertaining w/multiple atrium glass doors to the wrap around deck, sunny dining area, plus updated kitchen w/handmade tile backsplash by Bantam Tileworks, new fridge, D/W, & fixtures. Over $200K of recent improvements incl. new HVAC, electrical panel, water systems, rebuilt chimney/flu, structural repairs to decks w/new staircase & more. Total 2,310 sf w/3 BRs & 3 full baths including the stunning "penthouse" primary suite comprising the entire top floor w/walls of glass for panoramic sunrise/moonrise views. The suite's spa bath features a deep soaking tub, large frameless glass shower, radiant heated floor plus spacious dressing room. Top lower Weston location plus access to Compo Beach in neighboring Westport, with world-class shopping, dining, cultural venues & two train stations.

Schools

Elementary
Hurlbutt
Middle
Weston
High
Weston

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

Price history

DateEventPrice
Closed price$1,020,000
Original list price$995,000

Intermediate price changes and previous listings may not be included.

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Closest recorded sales

*Estimate: $1,020,000 closed price × assumed 2.5% buyer-agent commission × 30% rebate = $7,650. 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 William Pitt Sotheby's Int'l

Laura Ancona

SmartMLS · Listing #24088908 · Closed

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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