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For sale
    • $1,795,000

    158 Steep Hill Road, Weston, CT 06883

    5beds
    4,577sqft
    : 
    $12,415/mo
    Get pre-qualified
    Single Family Residence
    Built in 1978
    2.15 Acres Lot
    $-- Zestimate®
    $392/sqft
    $-- HOA
    This home is also for rent. View listing

    What's special

    Two fireplacesSoaring cathedral ceilingsMain-level primary suiteGenerous workspaceBrand-new appliancesOpen airy floor planDramatic great room
    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.
    34 days
    699
    55

    Zillow last checked:

    Listing updated:

    Listed by:

    THE CHRISTINE OLEYNICK TEAM,

    Christine F. Oleynick (203)912-9712,

    Keller Williams Realty 203-429-4020

    Source: Smart MLS,MLS#: 24205738MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 4
      Primary bedroom
      • Features: Balcony/Deck, Bedroom Suite, Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Dining room
      • Features: Skylight, High Ceilings, Balcony/Deck, Beamed Ceilings, Patio/Terrace, Hardwood Floor
      • Level: Main
      Family room
      • Features: Engineered Wood Floor
      • Level: Lower
      Kitchen
      • Features: Balcony/Deck, Breakfast Bar, Quartz Counters, Eating Space, Hardwood Floor
      • Level: Main
      Living room
      • Features: Balcony/Deck, Fireplace, Hardwood Floor
      • Level: Main
      Other
      • Features: Patio/Terrace, Sliders, Engineered Wood Floor
      • Level: Lower
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Main Level
      Features
      • Open Floorplan
      • Basement: Full,Heated,Garage Access,Cooled,Interior Entry,Liveable Space
      • Attic: Access Via Hatch
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 4,577
      • Total interior livable area: 4,577 sqft
      • Finished area above ground: 3,518
      • Finished area below ground: 1,059

      Property

      Parking
      • Total spaces: 4
      • Parking features: Attached, Paved, Driveway, Garage Door Opener, Private, Circular Driveway
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Porch, Deck, Covered
      • Exterior features: Balcony, Rain Gutters, Lighting
      • Waterfront features: Beach Access
      Lot
      • Size: 2.15 Acres
      • Features: Sloped
      Details
      • Parcel number: 404954
      • Zoning: R

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1978

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Subdivision: Lower Weston
      HOA
      • Has HOA: No
      Location
      • Region: Weston

      Financial & listing details

      • Price per square foot: $392/sqft
      • Tax assessed value: $752,150
      • Annual tax amount: $17,976
      • Date on market: 9/10/2026
      • Exclusions: Ask for exclusion list

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/9/2026Price change$9,500-13.6%$2/sqft
        Source: Smart MLS #24202959 Report a problem
        9/10/2026Listed for sale$1,795,000+112.1%$392/sqft
        Source: Smart MLS #24205738 Report a problem
        8/30/2026Listed for rent$11,000$2/sqft
        Source: Smart MLS #24202959 Report a problem
        6/28/2002Sold$846,250+88.7%$185/sqft
        Source: Smart MLS #98127383 Report a problem
        12/15/1997Sold$448,500+1.9%$98/sqft
        Source: Smart MLS #97029992 Report a problem
        8/2/1994Sold$440,000$96/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$17,976 +1.8%$752,150
        2024$17,653 +0.4%$752,150 +41.4%
        2023$17,585 +0.3%$531,900
        2022$17,537 +0.2%$531,900
        2021$17,510 +1.7%$531,900
        2020$17,218 $531,900
        2019$17,218 +1.2%$531,900 -8.1%
        2018$17,008 +2.2%$578,700 +0.5%
        2017$16,643 +1.2%$575,700
        2016$16,442 -0.4%$575,700
        2015$16,505 +1.5%$575,700
        2014$16,258 +1.2%$575,700 -14.4%
        2013$16,061 -0.5%$672,300
        2012$16,149 +0.3%$672,300
        2011$16,095 +0.3%$672,300
        2010$16,041 +1.1%$672,300
        2009$15,873 -3.4%$672,300 -1.6%
        2008$16,436 +2.8%$683,410
        2007$15,985 +2.8%$683,410
        2006$15,548 +3.2%$683,410
        2005$15,069 +8.9%$683,410
        2004$13,839 +11.9%$683,410 +38.2%
        2003$12,366 +11.5%$494,620
        2001$11,089 +5.6%$494,620 0%
        2000$10,502 +28.3%$494,700 +45.3%
        1997$8,187 $340,420
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 06883

        Getting around

        0 / 100
        Car-Dependent
        14 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Hurlbutt
        • Middle: Weston
        • High: Weston

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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