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25 Hillcrest Road

New Canaan, Connecticut 06840

ACTIVE$3,995,000
Beds
6
Baths
6 | 1
SqFt
7,900
Acres
1.00
Year Built
2022
Matt Caiola

Matt Caiola

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About This Home

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Colonial,Farm House
Year Built
2022
Days on Market
137 days
Beds
6
Baths
6 full · 1 half
Living Area
7,900 sq ft
Lot Size
1.00 acres
Garage / Parking
3 garage
Property Taxes
$40,214 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

61

30 active listings

Median $ / Sq Ft

$678

30 active listings

Sale-to-List Ratio

102.2%

212 sales

How this home compares

List Price

$4.00M

vs $3.27M median

22.1% above median

Price / Sq Ft

$506

vs $678 median

25.4% below median

Days on Market

137 days

vs 61 days median

76 days longer than median

Based on 30 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 8, 2026.

Location

25 Hillcrest Road, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$25,327

per month

  • Principal & Interest$20,644
  • Property Taxes$3,351
  • Insurance$1,332
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
New Canaan
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial,Farm House
Year Built
2022
New Construction
No/Resale
Living Area
7,900 sq ft
Below Grade
1,100 sq ft

Schools

Elementary
West
High
New Canaan

Interior

Heating
Hot Water
Heat Fuel
Propane
Cooling
Central AirZoned
Fireplaces
1
Laundry
Upper Level
Laundry Location
Laundry Room
Appliances
Gas RangeMicrowaveRange HoodRefrigeratorDishwasherWine Chiller
Basement
PartialHeatedStorageCooledPartial With Walk-Out
Interior Features
Auto Garage Door OpenerCable - Pre-wiredOpen Floor PlanSecurity System

Exterior & Lot

Lot Size
1.00 acres
Zoning
1AC
Garage / Parking
3 garage spacesTandemAttached GarageUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
ClapboardHardie Board
Color
White
Roof
Asphalt ShingleMetal
Foundation
Block
Exterior Features
Porch
Lot Description
DryCleared

Listing & Financials

Property Taxes
$40,214 / Annually
Days on Market
137
MLS #
24169909
MLS Status
Active

Similar Properties

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Listed By

Todd Sell

(973) 975-6217

William Pitt Sotheby's Int'l

(203) 966-2633

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/8/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/8/2026 at 9:30 AM UTC.