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158 Steep Hill Road, 
Weston, CT 06883

$1,795,000


5

Beds


4

Baths


4,577

Sq Ft


Single Family

Active

Listed by

Christine Oleynick, (203) 912-9712

Keller Williams Realty, (203) 429-4020

(203) 429-4020

Last updated:

September 14, 2026, 11:55 AM

MLS#

24205738

Source:

CT

About This Home

158 Steep Hill Road

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.

Home Facts

Single Family

4 Baths

5 Bedrooms

Built in 1978

Price Summary

1,795,000

$392 per Sq. Ft.

MLS #:

24205738

Last Updated:

September 14, 2026, 11:55 AM

Added:

6 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

4

Interior

Living Area:

4,577 Sq. Ft.


Structure

Structure

Architectural Style:

Contemporary

Building Area:

4,577 Sq. Ft.

Year Built:

1978


Lot

Lot Size (Sq. Ft):

93,654


Finances & Disclosures

Finances

Price:

$1,795,000

Price per Sq. Ft:

$392 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.