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Under contract
    • $4,999,000

    42 Hillcrest Road, New Canaan, CT 06840

    5beds
    8,534sqft
    : 
    Single Family Residence
    Built in 2016
    1.03 Acres Lot
    $5,162,500 Zestimate®
    $586/sqft
    $-- HOA

    What's special

    A masterpiece of modern luxury, this 8,400 sq ft estate by Arena Development has been meticulously crafted to elevate everyday living. Thoughtfully designed and majestically sited with a dynamic, light-filled layout, the home unfolds across four exquisitely finished levels, anchored by a spectacular chef's kitchen and expansive family room that form the true heart of the residence. Five beautifully appointed en suite bedrooms offer refined comfort, while the home's position on the coveted West Side places you just minutes from the transportation and village. Every detail speaks to sophistication and craftsmanship-soaring ceilings, four elegant fireplaces, graceful transitions between living spaces, and a stunning walkout lower level designed for recreation and relaxation. Outdoors, a brand-new pool and spa transform the property into a private resort, complemented by a three-car garage and serene, manicured grounds. Built to the highest standards of performance, the residence combines luxury with efficiency. Energy Star construction, a 7-zone dual-fuel heating system, and a suite of advanced smart-home technologies ensure effortless comfort in every season. High-performance insulation, intuitive smart thermostats, and integrated whole-home automation complete this exceptional offering. Refined, innovative, and beautifully executed-this is modern living at its most luxurious
    63 days
    |
    154
    |
    4
    |

    Zillow last checked: 7 hours ago

    Listing updated: January 30, 2026 at 02:16pm

    Listed by:

    Schuyler Morris (610)505-6888,

    Brown Harris Stevens 203-966-7800

    Source: Smart MLS,MLS#: 24134781MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 8
      • Full bathrooms: 6
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Bonus Room, Laundry
      Primary bedroom
      • Features: Balcony/Deck, Bedroom Suite, Gas Log Fireplace, Fireplace, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 297.5 Square Feet
      • Dimensions: 17.5 x 17
      Bedroom
      • Features: Bedroom Suite, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 255 Square Feet
      • Dimensions: 17 x 15
      Bedroom
      • Features: Bedroom Suite, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 221 Square Feet
      • Dimensions: 17 x 13
      Bedroom
      • Features: Bedroom Suite, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 216 Square Feet
      • Dimensions: 18 x 12
      Bedroom
      • Features: Bedroom Suite, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 250 Square Feet
      • Dimensions: 20 x 12.5
      Dining room
      • Level: Main
      • Area: 272 Square Feet
      • Dimensions: 17 x 16
      Family room
      • Features: Bookcases, Built-in Features, Gas Log Fireplace, Patio/Terrace, Sliders, Hardwood Floor
      • Level: Main
      • Area: 297.5 Square Feet
      • Dimensions: 17.5 x 17
      Kitchen
      • Level: Main
      • Area: 608 Square Feet
      • Dimensions: 19 x 32
      Living room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      • Area: 331.5 Square Feet
      • Dimensions: 19.5 x 17
      Office
      • Features: High Ceilings, Cathedral Ceiling(s), Vaulted Ceiling(s), Hardwood Floor
      • Level: Main
      • Area: 188.5 Square Feet
      • Dimensions: 14.5 x 13
      Other
      • Features: Laminate Floor
      • Level: Lower
      • Area: 604.5 Square Feet
      • Dimensions: 39 x 15.5
      Other
      • Features: Patio/Terrace, Sliders, Laminate Floor
      • Level: Lower
      • Area: 175 Square Feet
      • Dimensions: 14 x 12.5
      Rec play room
      • Features: Gas Log Fireplace, Fireplace, Full Bath, Laminate Floor
      • Level: Lower
      • Area: 600 Square Feet
      • Dimensions: 37.5 x 16
      Heating
      • Forced Air, Zoned, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Microwave, Range Hood, Refrigerator, Ice Maker, Dishwasher, Washer, Wine Cooler, Water Heater, Tankless Water Heater, Humidifier
      • Laundry: Upper Level, Mud Room
      Features
      • Sound System, Sauna, Smart Thermostat
      • Windows: Thermopane Windows
      • Basement: Full,Heated,Finished,Cooled,Interior Entry,Liveable Space
      • Attic: Heated,Finished,Walk-up
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 8,534
      • Total interior livable area: 8,534 sqft
      • Finished area above ground: 6,334
      • Finished area below ground: 2,200
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Paved, Driveway, Garage Door Opener, Private, Asphalt
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Terrace, Patio, Porch
      • Exterior features: Lighting, Outdoor Grill, Garden, Stone Wall, Underground Sprinkler
      • Has private pool: Yes
      • Pool features: Heated, Pool/Spa Combo, Salt Water, Solar Cover, In Ground
      • Spa features: Heated
      Lot
      • Size: 1.03 Acres
      • Features: Landscaped, Rolling Slope
      Details
      • Parcel number: 189713
      • Zoning: 1AC
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt,Metal
      Condition
      • New construction: No
      • Year built: 2016

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Available
      Green energy
      • Energy efficient items: Insulation, Thermostat, Windows

      Community & HOA

      Community
      • Security: Security System
      • Subdivision: Ponus Ridge
      HOA
      • Has HOA: No
      Location
      • Region: New Canaan

      Financial & listing details

      • Price per square foot: $586/sqft
      • Tax assessed value: $2,376,710
      • Annual tax amount: $39,667
      • Date on market: 1/14/2026
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        Estimated market value

        $5,162,500

        $4.90M - $5.42M

        $21,205/mo

        Price history

        Price history
        DateEventPrice
        1/30/2026Pending sale$4,999,000$586/sqft
        Source: Smart MLS #24134781 Report a problem
        1/14/2026Listed for sale$4,999,000+87.2%$586/sqft
        Source: Halstead / Brown Harris Stevens #24134781 Report a problem
        5/19/2017Sold$2,670,000-2.9%$313/sqft
        Source: Smart MLS #99171298 Report a problem
        3/28/2017Pending sale$2,750,000$322/sqft
        Source: Halstead Property #99171298 Report a problem
        1/20/2017Price change$2,750,000-8.3%$322/sqft
        Source: Halstead Property #99171298 Report a problem
        10/7/2016Price change$2,999,000-6.3%$351/sqft
        Source: Halstead Property #99171298 Report a problem
        3/29/2016Listed for sale$3,199,000+299.9%$375/sqft
        Source: Halstead Property #99138912 Report a problem
        10/10/2014Sold$800,000-11.1%$94/sqft
        Source: Smart MLS #99077056 Report a problem
        9/9/2014Price change$899,900-2.7%$105/sqft
        Source: William Raveis Real Estate #99077056 Report a problem
        8/19/2014Listed for sale$925,000$108/sqft
        Source: William Raveis Real Estate #99076942 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$39,667 +3.4%$2,376,710
        2024$38,360 +11.5%$2,376,710 +30.8%
        2023$34,403 +3.1%$1,816,430
        2022$33,368 +2.6%$1,816,430 +1.4%
        2021$32,522 $1,790,880
        2020$32,522 -0.4%$1,790,880
        2019$32,666 -1.5%$1,790,880 -8.4%
        2018$33,166 +1.7%$1,955,520
        2017$32,599 +233%$1,955,520 +225.8%
        2016$9,789 -0.3%$600,180 -2.2%
        2015$9,817 +2.9%$613,970
        2014$9,541 -6.4%$613,970 -12.1%
        2013$10,193 +3.6%$698,600
        2012$9,836 +1.7%$698,600
        2011$9,676 +2%$698,600
        2010$9,487 +1.7%$698,600
        2009$9,326 +12.4%$698,600 +27.3%
        2008$8,296 +4%$548,700
        2007$7,978 +3.6%$548,700
        2006$7,704 +4.9%$548,700
        2005$7,347 +5.8%$548,700
        2004$6,947 -6.6%$548,700 +3.2%
        2003$7,440 +15.2%$531,790 +71.9%
        2001$6,458 +2%$309,300 +0%
        2000$6,334 +5%$309,260
        1999$6,031 $309,260

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $32,819/mo
        Principal & interest
        $25779
        Property taxes
        $7040
        More affordability tools

          Climate risks

          Neighborhood: 06840

          Getting around

          0 / 100
          Car-Dependent
          11 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: West
          • Middle: Saxe Middle
          • High: New Canaan

          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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