158 Steep Hill Road, Weston, Connecticut

$1,795,000

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5

Beds

4

Baths

4,577

Square feet

2.15

Acres

About 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.

Features of 158 Steep Hill Road

MLS® # 24205738
Price $1,795,000
Bedrooms 5
Bathrooms 4.00
Full Baths 4
Square Footage 4,577
Acres 2.15
Type Single Family For Sale
Style Contemporary
Status Active

Community Information

Address 158 Steep Hill Road
Area Lower Weston
City Weston
County Fairfield
State Connecticut
Zip Code 06883

Amenities

Parking Spaces 4
Parking Attached Garage, Paved, Driveway
# of Garages 2
Is Waterfront No
Waterfront Beach Rights
Has Pool No

Interior

Interior Features Auto Garage Door Opener, Cable - Available, Open Floor Plan
Appliances Cook Top, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Air, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Full, Heated, Garage Access, Cooled, Interior Access, Liveable Space, Full With Walk-Out

Exterior

Exterior Shingle
Exterior Features Balcony, Porch, Deck, Gutters, Lighting, Covered Deck
Lot Description Sloping Lot
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Hurlbutt
Middle Weston
High Weston

Additional Information

Date Listed September 10th, 2026
Days on Market 23
Zoning R
RE / Bank Owned No

Listing Details

OfficeKeller Williams Realty

Listing Map

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Listing information last updated on October 4th, 2026 at 8:14pm EDT.