42 Hillcrest Rd New Canaan, CT, 06840

single family home
$ 4,999,000 For Sale Active Jan 14, 2026
  • 5 beds
  • 8 baths
  • 8,534 sq ft
  • 1.03 acres
  • 2016 year built
  • in ground pool
  • 3 cars garage
Open House

About the Home

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

Rooms & Interior

5 bedrooms beds
6 full + 2 half baths
8,534 square feet sq ft

Room Details

  • Office (Main Level) 9 ft+ Ceilings, Cathedral Ceiling, Vaulted Ceiling, Hardwood Floor
  • Other (Lower Level) Laminate Floor
  • Eat In Kitchen (Main Level)
  • Family Room (Main Level) Book Shelves, Built-Ins, Gas Log Fireplace, Patio/Terrace, Sliders, Hardwood Floor
  • Bedroom (Upper Level) Bedroom Suite, Full Bath, Walk-In Closet, Hardwood Floor
  • Other (Lower Level) Patio/Terrace, Sliders, Laminate Floor
  • Dining Room (Main Level)
  • Rec/Play Room (Lower Level) Gas Log Fireplace, Fireplace, Full Bath, Laminate Floor
  • Living Room (Main Level) Fireplace, Hardwood Floor
  • Primary Bedroom (Upper Level) Balcony/Deck, Bedroom Suite, Gas Log Fireplace, Fireplace, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Bedroom Suite, Full Bath, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Bedroom Suite, Full Bath, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Bedroom Suite, Full Bath, Walk-In Closet, Hardwood Floor
  • Other Rooms Bonus room, Laundry room, Mud room

Home Features

Heating

  • Fireplaces: 4
  • Heating: hot air, zoned
  • Heat fuel type: propane
  • Fuel tank: in ground

Cooling

  • Central air

Interior Features

  • Audio system
  • Auto garage door opener
  • Cable - available
  • Humidifier
  • Sauna
  • Security system

Appliances

  • Gas range
  • Microwave
  • Range hood
  • Refrigerator
  • Icemaker
  • Dishwasher
  • Washer
  • Wine chiller

Home Automation

  • Built in audio
  • Lighting
  • Security system
  • Thermostat(s)

Attic

  • Heated
  • Finished
  • Walk-up

Basement

  • Full
  • Heated
  • Fully finished
  • Cooled
  • Interior access
  • Liveable space
  • Full with walk-out

Laundry

  • Location: 2nd floor
  • Upper level

Energy Features

  • Extra insulation
  • Generator
  • Programmable thermostat
  • Thermopane windows

Exterior Features

  • Terrace
  • Lighting
  • Hot tub
  • Patio
  • Grill
  • Porch
  • Garden area
  • Stone wall
  • Underground sprinkler

Property Details

Parking

  • Garage spaces: 3
  • Attached garage
  • Paved
  • Driveway

Swimming Pool

  • Heated
  • Spa
  • Salt water
  • Solar cover
  • In ground pool

Lot Details

  • Lot surface: 1.03 acres
  • Professionally landscaped
  • Rolling

Driveway

  • Private
  • Paved
  • Asphalt

Utilities

  • Water: private well
  • Sewage: septic

Construction Details

Style
colonial

Construction year
2016

Exterior Siding
shingle

Foundation
concrete

Roof
asphalt shingle, metal


Open Houses

There is 1 scheduled open house for 42 Hillcrest Road, New Canaan, CT.
January 20, 2026 Jan 20, 2026 11:00 - 13:00 (broker)

Area & Town

This home is located in Talmadge Hill neighborhood, in the town of New Canaan.

Finance & Listing Info

Status Active
Listing date January 14, 2026
List price $ 4,999,000
Current price $ 4,999,000
Tax amount $ 39,667
Tax year july 2025-june 2026
MLS ID #24134781
List Agent Schuyler Morris
List Office Brown Harris Stevens

42 Hillcrest Road Home Photos

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