Weston, CT / 162 DAYS ON MARKET

32 Steep Hill RoadWeston, CT 06883

Asking price$2,495,000ActiveReduced $100,000 (3.9%) from original price · Price history ↓

Open house

  • Sunday, September 20, 202612:00 am – 2:00 pm ET

Our Take

32 Steep Hill Road in Weston combines an 18th-century antique home with later expansion on nearly four acres. The grounds include a brook-fed pond, a long stone-and-maple driveway, raised vegetable beds, berries, and Concord grapes. A two-minute drive reaches Weston Town Center and the K-12 school campus. Interior features include a 2025-new heating system, a fireplace-equipped office with private entrance, a central kitchen, five entertaining areas, and a bonus room with its own full kitchen.

Estimated buyer rebate

Buy with Cress and Save $31,188 on 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 50% rebate. Actual savings depend on final purchase price and commission received.

At a glance

Active · MLS #24160708
Bedrooms
6
BathroomsBaths
6 full / 1 half
Square feet
7,050
Year built
1750
Acres
3.92
Property taxes
$28,264

July 2025-June 2026

What stands out

  • Brook-fed pond with visiting egrets
  • 450-foot stone-and-maple-lined driveway
  • Two-minute drive to Weston Town Center and K-12 campus
  • Raised vegetable beds, blackberries, and Concord grapes
  • 2025-new heating system
  • Office with fireplace and private entrance
  • Six-hundred-square-foot bonus room with full kitchen
  • Kitchen central to five entertaining areas
Read the full listing description

A RARE property. The 28- year owners lovingly restored their 18th century antique and expanded it to 6,050 SF of modern comfort on its 4 acres including a 11/4 ac. pond. Albeit, the renovation of the property's antique 1,100 SF, 2 BR continually-rented cottage may be the financial coup for 42% marginal tax bracket (Fed+CT) buyers who assume a 6.25%, 80% ($2,080,000 of 2.6M asking) 30 yr. fixed mortgage. The rent, presently $30,000/yr., and tax advantaged deductions will contribute funds that amortize $915,000 of the 2.080M. Accordingly, the effective purchase price could be $1,685,000. High-quality finishes aside, consider the setting: brook-fed pond for large-mouth-bass anglers and visiting egrets; stunning fall foliage surrounding the pond; 450 ft. long, bleached-stone, maple tree-lined driveway to the main house; just a 2-minute drive to the Weston Town Center and K-12 school campus; 150 SF of veggie-intensive raised beds along with wild blackberries, and Concord grapes where you meander; pool site plans rendered and readied for the buyer; oversized-windows and 3rd floor balcony offering sweeping views; and a massive front lawn for that Great Tent celebration. Inside, a 2025-new heating system slashes the gas bill; a home office space w/ fireplace has its own private entrance; and the former, acclaimed NYC chef/owner's professionally equipped kitchen is central to the home's 5 entertaining areas, while a 600 SF bonus room with its own full kitchen invites countless uses.

Schools

Elementary
Hurlbutt
Middle
Weston
High
Weston

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

A closer look at the location

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32 Steep Hill Road, Weston, CT 06883

Price history

DateEventPrice
Latest asking price$2,495,000
Originally listed$2,595,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $2,495,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $31,188. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by Brown Harris Stevens · (203) 221-0666

Mark Gilrain

SmartMLS · Listing #24160708 · Active

Listing data checked: Sep 17, 2026, 7:10 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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