Home / Recently Sold / New Canaan
Closed · For Sale
$4,999,000
42 Hillcrest Road, New Canaan, Connecticut 06840
5 beds 8 baths 8,534 sq ft Single Family For Sale Built 2016
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About this 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

Status
Closed
Type
Single Family For Sale
Price
$4,999,000
Beds
5
Baths
8
Interior
8,534 sq ft
Lot
1.03 ac
Year Built
2016
MLS #
24134781
ZIP
06840
Days on Market
10
Heat
Propane · Hot Air, Zoned
Cooling
Central Air
Water
Private Well
Sewer
Septic
Parking
Attached Garage, Paved, Driveway (3-car)
Laundry
Upper Level — 2nd floor

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
West
Middle / Jr High
Saxe Middle
High School
New Canaan

Taxes

Property tax
$39,667 (July 2025-June 2026)
Assessed value
$2,376,710

Interior

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
Attic
Heated, Finished, Walk-up
Fireplaces
4
Total rooms
12

Building & Exterior

Style
Colonial
Roof
Asphalt Shingle, Metal
Siding
Shingle
Exterior features
Terrace, Lighting, Hot Tub, Patio, Grill, Porch, Garden Area, Stone Wall, Underground Sprinkler
Foundation
Concrete
Pool
Heated, Spa, Salt Water, Solar Cover, In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
1AC
Lot
Professionally Landscaped, Rolling

Energy

Energy features
Extra Insulation, Generator, Programmable Thermostat, Thermopane Windows

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-04-06Sold — $4,855,000 asked $4,999,000 (this listing)MLS 24134781

Public record

From the New Canaan assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built2016
Living area6,334 sq ft
Total rooms12
Lot size1.03 acres
Stories2
HeatForced Hot Air
ExteriorWood Shingles
Assessed value$2,376,710
Town appraisal$3,395,300
Last recorded sale2017 — $2,670,000
Listing courtesy of Brown Harris Stevens — Schuyler Morris · (203) 966-7800

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