# 158 Steep Hill Road, Weston, CT 06883 > **TL;DR:** 5bd/4ba single family, $1,695,000 ($370/sqft), built 1978, 4,577 sqft. > Fireplace, A/C, 2-car garage. Est. $9,065/mo. Listed 53 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,695,000 | | Price/sqft | $370 | | Bedrooms | 5 | | Bathrooms | 4 full | | Square Feet | 4,577 | | Year Built | 1978 | | Lot Size | 93,654 sqft (2.15 acres) | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 53 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $8,571 | | Estimated Insurance | $494 | | **Total** | **$9,065** | ## Nearby Schools - **Elementary:** Hurlbutt - **High:** Weston ## Key Amenities - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 1978 - 2.15 acre lot - 4 parking spaces - Fireplace ## Description ### Agent 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. ## Location - **Address:** 158 Steep Hill Road, Weston, CT 06883 - **County:** Fairfield - **Coordinates:** 41.225911, -73.355384 - **Google Maps:** https://www.google.com/maps?q=41.225911,-73.355384 ## Listing Agent - **Name:** Christine Oleynick - **Brokerage:** Keller Williams Realty - **Broker Phone:** (203) 438-9494 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/158-Steep-Hill-Rd_Weston_CT_06883_M38700-12198?f=listhub&s=CTMLS&m=24205738&c=propsimple) ## Photos ![158 Steep Hill Road - Photo 1](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f270154444r.jpg) ![158 Steep Hill Road - Photo 2](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f50844894r.jpg) ![158 Steep Hill Road - Photo 3](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f1793665365r.jpg) ![158 Steep Hill Road - Photo 4](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f2279874208r.jpg) ![158 Steep Hill Road - Photo 5](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f580343908r.jpg) ![158 Steep Hill Road - Photo 6](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f2478125080r.jpg) ![158 Steep Hill Road - Photo 7](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f2909352638r.jpg) ![158 Steep Hill Road - Photo 8](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f4196165544r.jpg) ![158 Steep Hill Road - Photo 9](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f1534963941r.jpg) ![158 Steep Hill Road - Photo 10](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f1686461546r.jpg) ![158 Steep Hill Road - Photo 11](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3322689230r.jpg) ![158 Steep Hill Road - Photo 12](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3672135794r.jpg) ![158 Steep Hill Road - Photo 13](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f702447910r.jpg) ![158 Steep Hill Road - Photo 14](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f1308908535r.jpg) ![158 Steep Hill Road - Photo 15](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3156873528r.jpg) ![158 Steep Hill Road - Photo 16](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f2443906497r.jpg) ![158 Steep Hill Road - Photo 17](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3465097579r.jpg) ![158 Steep Hill Road - Photo 18](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f693978540r.jpg) ![158 Steep Hill Road - Photo 19](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f672666249r.jpg) ![158 Steep Hill Road - Photo 20](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3196985065r.jpg) ![158 Steep Hill Road - Photo 21](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f668869006r.jpg) ![158 Steep Hill Road - Photo 22](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3600572767r.jpg) ![158 Steep Hill Road - Photo 23](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f1719797759r.jpg) ![158 Steep Hill Road - Photo 24](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3328940713r.jpg) ![158 Steep Hill Road - Photo 25](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f787920504r.jpg) ![158 Steep Hill Road - Photo 26](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f2600375535r.jpg) ![158 Steep Hill Road - Photo 27](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f134265600r.jpg) ![158 Steep Hill Road - Photo 28](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f2973770441r.jpg) ![158 Steep Hill Road - Photo 29](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f473173486r.jpg) ![158 Steep Hill Road - Photo 30](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3720963889r.jpg) ![158 Steep Hill Road - Photo 31](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3768606030r.jpg) ![158 Steep Hill Road - Photo 32](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3715115946r.jpg) ![158 Steep Hill Road - Photo 33](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f1230962314r.jpg) ![158 Steep Hill Road - Photo 34](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3843653207r.jpg) ![158 Steep Hill Road - Photo 35](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3913580894r.jpg) ![158 Steep Hill Road - Photo 36](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f2191831434r.jpg) ![158 Steep Hill Road - Photo 37](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3718472158r.jpg) ![158 Steep Hill Road - Photo 38](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f614551051r.jpg) ![158 Steep Hill Road - Photo 39](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f1835333218r.jpg) ![158 Steep Hill Road - Photo 40](http://lh.rdcpix.com/b7366fcf238ec70288ed22918415662cl-f3717535246r.jpg) --- **MLS#:** 24205738 | **Updated:** 2026-10-27 **Source:** listhub *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.* [View on PropertySimple](https://www.propertysimple.ai/listing/158-steep-hill-road-weston-ct-06883-43427e1c42d7428da9170ededc996c99) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/158-steep-hill-road-weston-ct-06883-43427e1c42d7428da9170ededc996c99#listing", "url": "https://www.propertysimple.ai/listing/158-steep-hill-road-weston-ct-06883-43427e1c42d7428da9170ededc996c99", "name": "158 Steep Hill Road, Weston, CT 06883", "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. 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