158 Steep Hill Road, Weston, CT 06883
Single Family For Sale
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About This Home
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 (203) 912-9712 with Keller Williams Realty (203) 429-4020
Listing Snapshot
| Price | $1,695,000 | Days on Our Site | 47 days |
| Property Tax | $17,976/yr | Style | Contemporary |
| Year Built | 1978 | Total Sq Ft | 4,577 |
| Lot Size | 2.15 acres | HOA Fees | N/A |
| Bedrooms | 5 | Full Bathrooms | 4 |
| Total Rooms | 8 | Half Baths | 0 |
Key Features
- Auto Garage Door Opener
- Cable - Available
- Open Floor Plan
- Cook Top
- Oven/Range
- Microwave
- Refrigerator
- Dishwasher
- Washer
- Dryer
- Balcony
- Porch
- Deck
- Gutters
- Lighting
- Covered Deck
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Oct 21, 2026 | Price Reduced | $1,695,000 |
| Sep 9, 2026 | Listed | $1,795,000 |
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Listing Agent
Christine Oleynick · (203) 912-9712
Keller Williams Realty · (203) 429-4020
MLS# 24205738 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Oct 25, 2026 10:40 PM UTC
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158 Steep Hill Road, Weston CT, 06883
$1,695,000 • Active
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