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For sale
  • $4,999,000

    42 Hillcrest Road, New Canaan, CT 06840

    5beds
    8,534sqft
    : 
    Single Family Residence
    Built in 2016
    1.03 Acres Lot
    $4,920,300 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
    13 days
    |
    3,073
    |
    108
    |

    Zillow last checked: 8 hours ago

    Listing updated: January 20, 2026 at 03:40pm

    Listed by:

    Schuyler Morris (610)505-6888,

    Brown Harris Stevens 203-966-7800

    Source: Smart MLS,MLS#: 24134781MLS Logo

    Tour with a local agent

    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

    $4,920,300

    $4.67M - $5.17M

    $21,205/mo

    Price history

    Price history
    DateEventPrice
    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

    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

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $28,174/mo
    Principal & interest
    $19384
    Property taxes
    $7040
    Home insurance
    $1750

      Climate risks

      Neighborhood: 06840

      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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