758 Smith Ridge Road
New Canaan, Connecticut 06840
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 4,630
- Acres
- 2.22
- Year Built
- 1924
- Neighborhood
- Smith Ridge
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
34
51 under contract
Median List Price
$3.02M
34 active listings
Median Closed Price
$2.74M
212 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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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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.