100 Harrison Avenue
New Canaan, Connecticut 06840
- Beds
- 4
- Baths
- 3
- SqFt
- 2,635
- Acres
- 0.32
- Year Built
- 1917
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Versatile Gem: Walkable and with Income Potential - This light-filled Cape Cod offers a rare blend of flexible living and a prime location on one of New Canaan's most coveted streets. Whether you envision a grand 4-bedroom, 3-bath single-family home or a savvy investment using the upstairs 2-bedroom apartment, this home currently features a main-floor primary suite, an additional bedroom and bath, open concept dining and living rooms, a dedicated office, and a striking family room with beams and cathedral ceilings (currently serving as a 3rd bedroom for the sellers). The kitchen flows seamlessly onto a private backyard terrace, while the separate second-floor 2-bedroom, 1-bath apartment serves as a legal, $2,000+/month income-producing suite or an ideal in-law residence. Outside, the large and grassy lot acts as a peaceful retreat and a detached two-car garage featuring a workshop and a large loft recreation room. Just steps from the train station, fine dining, and boutique shopping, this property represents an exceptional opportunity to create your dream lifestyle with many living options in a perfect neighborhood setting.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1917
- Days on Market
- 143 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 2,635 sq ft
- Lot Size
- 0.32 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $15,353 / 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
$2.75M
211 sales
Median Days on Market
42
34 active listings
Median $ / Sq Ft
$636
34 active listings
Sale-to-List Ratio
100.5%
211 sales
How this home compares
List Price
$1.79M
vs $3.02M median
40.7% below median
Price / Sq Ft
$681
vs $636 median
7.1% above median
Days on Market
143 days
vs 42 days median
101 days longer than median
Based on 34 active and 211 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 28, 2026.
Location
100 Harrison Avenue, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$9,152
- Property Taxes$1,279
- Insurance$598
- 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
- Cape Cod
- Year Built
- 1917
- New Construction
- No/Resale
- Living Area
- 2,635 sq ft
Schools
- Elementary
- South
- High
- New Canaan
Interior
- Heating
- Hot Water
- Heat Fuel
- Electric
- Cooling
- Central Air
- Laundry
- Main LevelUpper Level
- Appliances
- Electric CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- None
- In-Law Apartment
- PossibleSecond Floor
- Interior Features
- Cable - AvailableOpen Floor Plan
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 0.32 acres
- Zoning
- BRES
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Shingle
- Color
- Tan
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceGuttersLighting
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $15,353 / Annually
- Days on Market
- 143
- MLS #
- 24157409
- MLS Status
- Under Contract
Similar Properties
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Co-Listed By
Kendall Sneddon
William Pitt Sotheby's Int'l
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.