About This Home

This 5-bedroom, 4-bathroom single family at 158 Steep Hill Road in Weston, CT is listed for $1,695,000 ($370 per sqft). Built in 1978, the home offers 4,577 sqft of living space on a 2.15 acres lot.

Key Features

  • Built in 1978
  • 2.15 acre lot
  • 4 parking spaces
  • Fireplace

Property Details

4 full
2-car garage
1978

Amenities

FireplaceA/C
Listing Description

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.

Monthly Cost Estimate

$9,065/mo

20% down · 6.5% · 30 years

Principal$1,226
Interest$7,345
Insurance$494

Estimates only. Actual payments may vary.

Location

158 Steep Hill Road

Weston, CT 06883

Features & Amenities

Interior Features

Auto Garage Door Opener,Cable - Available,Open Floor Plan

Exterior Features

Balcony,Porch,Deck,Gutters,Lighting,Covered Deck

Property Details

Outdoor Features

Porch

Cooling

Central Air

Appliances

Cook TopOven/RangeMicrowaveRefrigeratorDishwasherWasherDryer

Questions & Answers

This 5-bedroom, 4-bathroom single family at 158 Steep Hill Road is listed at $1,695,000 ($370/sqft). The estimated monthly payment is $9,065 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1978, 2.15 acre lot, 4 parking spaces, Fireplace. Interior Features: Auto Garage Door Opener,Cable - Available,Open Floor Plan. Exterior Features: Balcony,Porch,Deck,Gutters,Lighting,Covered Deck.

This property is listed by Christine Oleynick.

CO

Christine Oleynick

Agent at Keller Williams Realty

Listed by Keller Williams Realty · Broker phone: (203) 438-9494 · View on Broker Site · Broker website

MLS# 24205738· Source: SmartMLS, Inc.· 47 days on PropertySimple

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

158 Steep Hill Road, Weston, CT 06883

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