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758 Smith Ridge Road

New Canaan, Connecticut 06840

ACTIVE - NEW$2,850,000
Beds
5
Baths
4 | 1
SqFt
4,630
Acres
2.22
Year Built
1924
Matt Caiola

Matt Caiola

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2-Car Garage2 Fireplaces

About This Home

Nestled at the end of a private lane off sought after Smith Ridge Road, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens seamlessly into the family room for effortless everyday living. The spacious living room showcases French doors that lead to a breathtaking park-like setting with a built-in outdoor grill and stone fireplace. The first-floor primary suite is approached through a cozy sitting room with a fireplace, creating an intimate and inviting entry. Four beautifully finished bedrooms complete the home, each crafted with thoughtful detail and classic appeal. The expansive bonus room above the garage-complete with a full bathroom and steam shower-offers exceptional versatility, perfect for a home gym, recreation room, private office, or guest suite. Brand new septic system!

Key Facts

City/Town
New Canaan
Neighborhood
Smith Ridge
Property / Style
Single Family · Cape Cod
Year Built
1924
Days on Market
4 days
Beds
5
Baths
4 full · 1 half
Living Area
4,630 sq ft
Lot Size
2.22 acres
Garage / Parking
2 garage
Property Taxes
$18,729 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

View area

Median Days on Market

41

34 active listings

Median $ / Sq Ft

$658

34 active listings

Sale-to-List Ratio

100.6%

212 sales

How this home compares

List Price

$2.85M

vs $3.02M median

5.8% below median

Price / Sq Ft

$616

vs $658 median

6.4% below median

Days on Market

4 days

vs 41 days median

37 days fresher than median

Based on 34 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 27, 2026.

Location

758 Smith Ridge Road, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$17,042

per month

  • Principal & Interest$14,531
  • Property Taxes$1,561
  • Insurance$950
  • HOA$0

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

Location

City/Town
New Canaan
Neighborhood
Smith Ridge
County
Fairfield

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1924
New Construction
No/Resale
Living Area
4,630 sq ft

Schools

Elementary
East
High
New Canaan

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Laundry Location
Main level
Appliances
Gas CooktopCook TopMicrowaveRefrigeratorDishwasherWasherElectric Dryer
Basement
PartialUnfinishedInterior AccessPartial With Walk-Out
Interior Features
Audio SystemAuto Garage Door OpenerCable - AvailableSecurity System

Exterior & Lot

Lot Size
2.22 acres
Zoning
4AC
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Shingle
Color
White
Roof
Asphalt Shingle
Foundation
Block
Exterior Features
GrillTerraceGarden AreaFrench DoorsUnderground SprinklerPatio
Lot Description
Level Lot

Listing & Financials

Property Taxes
$18,729 / Annually
Days on Market
4
MLS #
24193634
MLS Status
Active

Similar Properties

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Listed By

Catherine Welch DiChiara

(917) 833-2837

William Raveis Real Estate

(203) 966-3555

Co-Listed By

Kerry O' Dea

William Raveis Real Estate

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 7:15 PM UTC.