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
Listed by Schuyler Morris
·
Brown Harris Stevens
·
(610) 505-6888
Last updated January 27, 2026
·
Source: SmartMLS #24134781
Listing Facts
TypeSingle-family
NeighborhoodNew Canaan
Bedrooms5
Bathrooms8
Days on Prevu16
Taxes$39,667/year
Size8,534 sqft
Price per sqft$586
Location
Mortgage Calculator
Listing History
01/21/2026
Status changed to Active
$4,999,000
01/20/2026
Status changed to Removed from Feed
$4,999,000
01/14/2026
Listed by Brown Harris Stevens
$4,999,000
Property Details for 42 Hillcrest Road
Exterior
Construction
New Construction: No/Resale
Roof: Asphalt Shingle, Metal
Year Built: 2016
Year Built Details: Public Records
Architectural Style: Colonial
Construction Materials: Frame
Exterior Features: Terrace, Lighting, Hot Tub, Patio, Grill, Porch, Garden Area, Stone Wall, Underground Sprinkler
Features
Pool Features: Heated, Spa, Salt Water, Solar Cover, In Ground Pool
Pool Private: Yes
Waterfront Features: Not Applicable
Measurements
Lot Features: Professionally Landscaped, Rolling
Lot Size Acres: 1.03
Financial
Taxes
Parcel Number: 189713
Tax Annual Amount: $39,667.00
Tax Year: 25
Interior
Features
Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Wine Chiller
Basement: Full, Heated, Fully Finished, Cooled, Interior Access, Liveable Space, Full With Walk-Out
Bathrooms Full: 6
Bathrooms Half: 2
Bathrooms Total Integer: 8
Bedrooms Total: 5
Rooms Total: 12
Parking
Parking
Attached Garage: Attached Garage, Paved, Driveway
Garage Spaces: 3
Parking Total: 3
Schools
Elementary School
Elementary School: West
High School
High School: New Canaan
Middle or Junior School
Middle Or Junior School: Saxe Middle
Utilities
Equipment
Cooling: Central Air
Heating: Hot Air, Zoned
Laundry Features: Upper Level
Sewer: Septic
Water Source: Private Well
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 5 bedrooms and 8 bathrooms in this single-family home at 42 Hillcrest Road.
What schools are nearby to 42 Hillcrest Road?
Nearby schools include the West Elementary School, Saxe Middle, and New Canaan High School.
Does this single-family home have parking?
Yes, there are 3 parking spaces available for 42 Hillcrest Road.
What are the annual taxes for 42 Hillcrest Road?
Annual taxes for this single-family home are estimated at $39,667.
How does 42 Hillcrest Road compare to other single-family homes in New Canaan?
This single-family home is listed 1% above the average price for single-family homes in New Canaan and has been on the market for 126 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 8,534 sqft.
42 Hillcrest Road is a 5-bedroom, 8-bath single-family home for sale in New Canaan CT 06840. On Prevu for 16 days at $4,999,000. This property features 8,534 square feet of living space, located in New Canaan. The median listing price for single-family homes in this area is $2,745,000. Nearby schools include West Elementary School, Saxe Middle, and New Canaan High School. Browse more single-family home listings in Fairfield County.
The data relating to real estate for sale on this website appears in part through the
SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property
listing data between licensed real estate brokerage firms, and is provided by SMARTMLS
through a licensing agreement. Listing information is from various brokers who participate
in the SMARTMLS IDX program and not all listings may be visible on the site. The property
information being provided on or through the website is for the personal, non-commercial
use of consumers and such information may not be used for any purpose other than to identify
prospective properties consumers may be interested in purchasing. Some properties which appear
for sale on the website may no longer be available because they are for instance, under
contract, sold or are no longer being offered for sale. Property information displayed is
deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.
