42 Hillcrest Rd

New Canaan, CT 06840

$4,999,000
Price
5
Beds
8,534 Sq. Ft.
$586 / Sq. Ft.
8,534
Sq. Ft.
$586
per Sq. Ft.
an aerial view of a house with swimming pool and garden
a front view of a house with a yard
a front view of a house with a garden and trees
a view of entryway with a front door
a very nice looking room with wooden floor and white walls
a view of a dining room with furniture window and wooden floor
a living room with furniture and a fireplace
a living room with furniture and a large window
a living room with furniture and a large window
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances granite countertop a stove and a refrigerator
a kitchen that has a table and chairs in it
a view of living room with granite countertop furniture and a fireplace
a kitchen with a sink and cabinets
a workspace with furniture and a window
a bathroom with a tub and shower
a bathroom with a sink a mirror and a shower
a bedroom with a bed and wooden floor
a bed room with a bed and a fireplace
a bathroom with a tub a potted plant and a shower
a view of a hallway with wooden floor
a spacious bedroom with a bed and a window
a bathroom with a sink a toilet and shower
a bedroom with a bed and wooden floor
a bathroom with a sink a toilet and shower
a bedroom with furniture and a window
a bathroom with a granite countertop sink a toilet and shower
a living room with furniture and a window
a living room with furniture a couch and a wall painting
a view of a room with gym equipment
a view of a dining room with a table and chairs
a view of backyard with sitting area and tub
a roof deck with a couches and potted plants
a view of a house with a yard table and chairs
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an aerial view of a house

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...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
  1. Listed by Schuyler Morris • Brown Harris Stevens
    P: (610)-505-6888 C: (610)-505-6888 smorris@bhsusa.com

Property Details for 42 Hillcrest Road

Basement Description
Full, Heated, Fully Finished, Cooled, Interior Access, Liveable Space, Full With Walk-Out
Direct Waterfront
No
Expected Active Date
01-20-2026
Garages Number
3
Neighborhood
Ponus Ridge
Style
Colonial
Garage Parking Info
Attached Garage, Paved, Driveway
Swimming Pool
Yes
LISTING UPDATED: 01/20/2026 11:40 PM

Property Details for 42 Hillcrest Road

StatusActive
MLS #24134781
Days on Market5
Taxes$39,667 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built2016
Lot Size1.03 AC / 44,866 SF
CountyFairfield County

Location

Listing Courtesy of Brown Harris Stevens, Schuyler Morris
Add your commute

Building Information for 42 Hillcrest Road

Stories-Year Built2016Building Size-Lot Size1.03 AC / 44,866 SF

Payment Calculator

$27,670 per month

30 year fixed, 6.15% Interest

Principal and Interest

$24,364

Property Taxes

$3,306

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 42 Hillcrest Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Jelliff Mill to Springwater Ln. to Hillcrest
  • Elementary School: West
  • High School: New Canaan
  • Latitude: 41.12258
  • Longitude: -73.508643
  • Middle Jr High School: Saxe Middle
  • State: Connecticut
Parking
  • Parking Total Spaces: 3
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $39,667
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace, Lighting, Hot Tub, Patio, Grill, Porch, Garden Area, Stone Wall, Underground Sprinkler
  • Pool Description: Heated, Spa, Salt Water, Solar Cover, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Microwave, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Wine Chiller
  • Attic Description: Heated, Finished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Home Automation: Built In Audio, Lighting, Security System, Thermostat(s)
  • Interior Features: Audio System, Auto Garage Door Opener, Cable - Available, Humidifier, Sauna, Security System
  • Laundry Room Info: Upper Level
  • Laundry Room Location: 2nd floor
  • Rooms Additional: Bonus Room, Laundry Room, Mud Room
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 19.5
Room 2
  • Room Entry Order: 10
  • Room Features: Bedroom Suite,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 12.5
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 20.0
Room 3
  • Room Entry Order: 11
  • Room Features: Gas Log Fireplace,Fireplace,Full Bath,Laminate Floor
  • Room Length: 16.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 37.5
Room 4
  • Room Entry Order: 12
  • Room Features: Laminate Floor
  • Room Length: 15.5
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 39.0
Room 5
  • Listing Key: 41995415637EDD13E063E201100AF62E
  • Room Entry Order: 13
  • Room Features: Patio/Terrace,Sliders,Laminate Floor
  • Room Length: 12.5
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 14.0
Room 6
  • Room Entry Order: 2
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 17.0
Room 7
  • Room Entry Order: 3
  • Room Length: 32.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 19.0
Room 8
  • Room Entry Order: 4
  • Room Features: Book Shelves,Built-Ins,Gas Log Fireplace,Patio/Terrace,Sliders,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 17.5
Room 9
  • Listing Key: 41995415637EDD13E063E201100AF62E
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Cathedral Ceiling,Vaulted Ceiling,Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 14.5
Room 10
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Bedroom Suite,Gas Log Fireplace,Fireplace,Walk-In Closet,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 17.5
Room 11
  • Room Entry Order: 7
  • Room Features: Bedroom Suite,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 17.0
Room 12
  • Room Entry Order: 8
  • Room Features: Bedroom Suite,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 17.0
Room 13
  • Room Entry Order: 9
  • Room Features: Bedroom Suite,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 18.0
Property
Property and Assessments
  • Color: white
  • Construction Description: Frame
  • Driveway Type: Private, Paved, Asphalt
  • Exterior Siding: Shingle
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Metal
  • Year Built: 2016
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: 836 Finished 3rd Floor
  • Sq Ft Est Heated Below Grade: 2200
  • Living Area SQFT Per Public Records: 5498
Lot Information
  • Lot Description: Professionally Landscaped, Rolling
  • Parcel Number: 189713
  • Sq Ft Est Heated Above Grade: 6334.0
  • Sq Ft Total: 8534.0
  • Zoning: 1AC
Utilities
  • Energy Features: Extra Insulation, Generator, Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Tankless Hotwater
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 42 Hillcrest Road

DateEvent & SourcePriceAppreciation
May 19, 2017

Closed (Public Record)

Public Record #597113989

$2,670,000

+58.8% / yr

Oct 10, 2014

Closed (Public Record)

Public Record #472186369

$800,000—
DateEvent & SourcePrice
05/19/2017

Closed (Public Record)

Public Record #597113989

$2,670,000

+58.8% / yr

10/10/2014

Closed (Public Record)

Public Record #472186369

$800,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 42 Hillcrest Road

Taxable ValueLand$654,500Additions$1,722,210Total$2,376,710
Tax Record2024$39,667 ($3,306 / month)
Home Facts
Beds5Baths7Total Finished SqFt5,498 SqFtAbove Grade Finished SqFt5,498 SqFtUnfinished Basement SqFt2,500 SqFtStories2Lot Size44,867 SqFtStyleSingle Family ResidenceYear Built2016Zoning1ACCountyFAIRFIELDAPNNCAN M:0024 B:241 L:00092Fireplace TypeHas Fireplace

Schools near 42 Hillcrest Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
West School
Public - PK to 4
Saxe Middle School
Public - 5 to 8
New Canaan High School
Public - 9 to 12
New Canaan Country School
Private - PK to 9
Rating
School
Distance
West School
PublicPK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 to 12

New Canaan Country School
PrivatePK to 9

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 42 Hillcrest Road, New Canaan, CT 06840

42 Hillcrest Road is a single family home for sale in New Canaan, CT 06840. This property was listed for sale on January 14, 2026 by Brown Harris Stevens, it's currently listed at $4,999,000. It has been on the market for a total of 5 days and was last sold on May 19, 2017. This listing's school district is New Canaan School District. Nearby schools include West School, Saxe Middle School and New Canaan High School. 42 Hillcrest Road is a 5-bed, 8-bath, 8,534 sqft single family home built in 2016.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Brown Harris Stevens, Schuyler Morris

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.