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158 Steep Hill RoadWeston, CT 06883

For Sale

$1,795,000

Smart Buyer Rebate $17,950

Light-filled, beautifully renovated and wonderfully versatile, this striking Weston 5/6 bedroom contemporary OFFERS OVER 5,000 square feet of living space in a private yet convenient setting. From the moment you enter, the home impresses with a dramatic great room featuring soaring cathedral ceilings, skylights and walls of windows that bring the outdoors in. Designed for everyday living and entertaining, the open, airy floor plan features two fireplaces and multiple decks for relaxing and enjoying the surrounding landscape. The renovated kitchen offers brand-new appliances, generous workspace and an easy connection to the living and dining areas. The main-level primary suite provides the ease of one-floor living, while additional bedrooms offer plenty of room for family and guests. A private space above the garage is ideal as an au pair suite, guest quarters or home office. The finished lower level adds even more flexibility with space for a possible 6th BR, recreation/media room, fitness area and kitchenette. Numerous decks overlook the beautiful private yard. Just minutes from charming Weston Center and Weston's top-rated schools, residents also enjoy beach rights at Westport's Compo Beach. A rare combination of space, style, privacy and convenience. Enjoy the best of Weston living-peaceful surroundings, award-winning schools (bus stop at end of driveway!), a welcoming town center and easy access to Westport's shopping, dining, train and beaches.

Listed by Christine Oleynick

·

Keller Williams Realty

·

(203) 912-9712

Last updated September 13, 2026

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Source: SmartMLS #24205738

Listing Facts

  • TypeSingle-family
  • NeighborhoodWeston
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu6
  • Taxes$17,976/year
  • Size4,577 sqft
  • Price per sqft$392

Location

Mortgage Calculator

Listing History

09/09/2026
Listed by Keller Williams Realty
$1,795,000
  1. 09/09/2026$1,795,000
    Listed by Keller Williams Realty

Property Details for 158 Steep Hill Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1978
  • Year Built Details: Public Records
  • Architectural Style: Contemporary
  • Construction Materials: Frame
  • Exterior Features: Balcony, Porch, Deck, Gutters, Lighting, Covered Deck

Features

  • Waterfront Features: Beach Rights

Measurements

  • Lot Features: Sloping Lot
  • Lot Size Acres: 2.15

Financial

Taxes

  • Parcel Number: 404954
  • Tax Annual Amount: $17,976.00
  • Tax Year: 25

Interior

Features

  • Appliances: Cook Top, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Fireplaces Total: 2
  • Interior Features: DROPEN, CABLE, OPEN

Measurements

  • Living Area: 3,518

Rooms

  • Basement: Full, Heated, Garage Access, Cooled, Interior Access, Liveable Space, Full With Walk-Out
  • Bathrooms Full: 4
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Rooms Total: 8

Other

General

  • Exclusions: Ask for exclusion list

Parking

Parking

  • Attached Garage: Attached Garage, Paved, Driveway
  • Garage Spaces: 2
  • Parking Total: 4

Schools

Elementary School

  • Elementary School: Hurlbutt

High School

  • High School: Weston

Middle or Junior School

  • Middle Or Junior School: Weston

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Air
  • Laundry Features: Main Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 4 bathrooms in this single-family home at 158 Steep Hill Road.

What schools are nearby to 158 Steep Hill Road?

Nearby schools include the Hurlbutt Elementary School, Weston Middle School, and Weston High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 158 Steep Hill Road.

What are the annual taxes for 158 Steep Hill Road?

Annual taxes for this single-family home are estimated at $17,976.

How does 158 Steep Hill Road compare to other single-family homes in Weston?

This single-family home is listed 2% below the average price for single-family homes in Weston and has been on the market for 66 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,577 sqft.

158 Steep Hill Road is a 5-bedroom, 4-bath single-family home for sale in Weston CT 06883. Available on Prevu for 6 days at $1,795,000. This residence features 4,577 square feet of living space, located in Weston. The median listing price for single-family homes in this area is $1,599,000. Nearby schools include Hurlbutt Elementary School, Weston Middle School, and Weston High School. Browse more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.