Tashna Bowes

32 Steep Hill Road

Weston, CT
$ 2,495,000 Beds 6 Baths 6.5 Sq 7,050
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 2,495,000
  • City
  • Weston
  • Bedrooms
  • 6
  • Full Bathrooms
  • 6
  • County
  • Fairfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 3.92 Acres
  • Zip
  • 06883
  • Sqr Footage
  • 7,050
  • Year Built
  • 1750
  • Taxes
  • $ 28264
  • Style
  • MLS#
  • 24160708
Listed By: Mark Gilrain 917-287-2451 with Brown Harris Stevens. - (203) 221-0666
Data Source: Smart MLS

Features

General

Zoning R
Neighborhood Lower Weston
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 3.92
Directions Take Good Hill Rd north. Left on Glenwood which becomes Farrell. Drive to Stop sign w/ Steephill Road. #32 can be seen ahead to the right beyond the 1.24 acre pond. Left on Steep Hill and driveway is on the right. Stone driveway. House set back.
High School Weston
City Weston
Elementary School Hurlbutt
Sq Ft Total 7050
DOM 163
Year Built 1750
Style Colonial,Farm House
Year Built Source Public Records
Energy Features Humidistat,Programmable Thermostat,Ridge Vents,Storm Windows,Thermopane Windows

Interior Features

Cooling System Central Air,Zoned
Total Rooms 19
Basement Description Crawl Space,Partial,Unfinished,Concrete Floor,Partial With Walk-Out

Exterior Features

Water Source Private Well
Lot Description Some Wetlands,Treed,Level Lot,Sloping Lot,Water View,Open Lot
Color Taupe

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
Agent Photo

Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Hurlbutt Elementary School
Middle School Unknown Middle School
High School Weston High School

Price History

4/7/2026 Listed $2,595,000
9/8/2026 4% - $2,495,000

Property vs Zip Code Average in 06883

Price
AVG $1.86M
$2.5M
Taxes
AVG $21,955
$28,264
Year Built
AVG 1968
1750

In The Neighborhood

Areas That We Cover

32 Steep Hill Road Weston, CT is a Single Family Home for sale at $2495000 with 7050 sqft and a lot size of 3.92 Acres Acre(s). 32 Steep Hill Road Weston has 6 bedrooms, 6 baths and was built in 1750. The property's zip code is 06883 which is in Weston, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Tashna Bowes

Tashna Bowes

347-698-0908

By pressing Contact Me, you agree that Weichert® may contact you via phone about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our Privacy Policy