George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
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.
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
Open Google Maps ↗32 Steep Hill Road, Weston, CT 06883
Price history
| Date | Event | Price |
|---|---|---|
| Latest asking price | $2,495,000 | |
| Originally listed | $2,595,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
*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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