$4,999,000

42 Hillcrest Road, New Canaan, CT 06840

5 beds |
8 baths |
8,534 sqft

Single-Family Home
Built in 2016
1.03acre lot
3 car garage
$586/sqft
Listed 2 months ago

Property Description

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

Listing Status:: Pending
Date Added:: January 14, 2026
Data Last Updated:: March 27, 2026 at 8:50PM
Listing Office:: Brown Harris Stevens : (203) 966-7800
Listing Agent:: Schuyler Morris : (610) 505-6888
MLS ID:: 24134781

General: Audio SystemAuto Garage Door OpenerCable - AvailableHumidifierSaunaSecurity System
Rooms: Bonus RoomLaundry RoomMud Room
Appliances: Gas RangeMicrowaveRange HoodRefrigeratorIcemakerDishwasherWasherWine Chiller
Laundry: Upper Level
Basement: FullHeatedFully FinishedCooledInterior AccessLiveable SpaceFull With Walk-Out
A/C: Central Air
Heating: Hot AirZonedPropane
Fireplace: Fireplaces: 4

General: TerraceLightingHot TubPatioGrillPorchGarden AreaStone WallUnderground Sprinkler
Style: Colonial
Pool: HeatedSpaSalt WaterSolar CoverIn Ground Pool
Parking: Parking spaces: 3

Roofing: Asphalt ShingleMetal

County: Fairfield

Driveway: PrivatePavedAsphalt
Zoning: 1AC189713

Water: Private Well
Sewer: Septic

This listing courtesy of Schuyler Morris , Brown Harris Stevens

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

West School

769 Ponus Rdg, New Canaan, CT, 06840

Grades PK-4

1.47 miles away

Saxe Middle School

468 South Ave, New Canaan, CT, 06840

Grades 5-8

1.35 miles away

New Canaan High School

11 Farm Rd, New Canaan, CT, 06840

Grades 9-12

1.08 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.