63 Oak Street
New Canaan, Connecticut 06840
- Beds
- 5
- Baths
- 2 | 2
- SqFt
- 2,352
- Acres
- 0.21
- Year Built
- 1966
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
A rare in-town investment opportunity: this charming side-by-side duplex sits on .21 acres. 63 Oak Street features three bedrooms, updated kitchen and baths, an open floor plan, laundry, storage, private outdoor patio, and a new furnace. 65 Oak Street offers two bedrooms, updated bathrooms and an open floor plan, laundry, and a private patio. Both units offer off street parking. Excellent potential to renovate, reimagine, or build new. Unit 65 is occupied. Advance notice is required for showing Unit 65.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1966
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 2 full · 2 half
- Living Area
- 2,352 sq ft
- Lot Size
- 0.21 acres
- Property Taxes
- $13,023 / Annually
Market Snapshot
The New Canaan Market
Multi-Family · trailing 12 months
Active Listings
4
1 under contract
Median List Price
$1.50M
4 active listings
Median Closed Price
$1.26M
4 sales
Median Days on Market
63
4 active listings
Median $ / Sq Ft
$673
4 active listings
Sale-to-List Ratio
95.7%
4 sales
How this home compares
List Price
$1.50M
vs $1.50M median
In line with median
Price / Sq Ft
$638
vs $673 median
5.2% below median
Days on Market
0 days
vs 63 days median
63 days fresher than median
Based on 4 active and 4 closed sales (trailing 12 mo) of multi-family in New Canaan. Source: SmartMLS · As of August 7, 2026.
Location
63 Oak Street, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$7,712
- Property Taxes$1,085
- Insurance$500
- 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
- Multi-Family
- Subtype
- Duplex
- Style
- Units are Side-by-Side
- Year Built
- 1966
- New Construction
- No/Resale
- Living Area
- 2,352 sq ft
Schools
- Elementary
- South
- High
- New Canaan
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Laundry
- Washer/Dryer All Units
- Laundry Location
- basement
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.21 acres
- Zoning
- BRES
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- ShingleWood
- Color
- beige
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersPatio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $13,023 / Annually
- Days on Market
- 0
- MLS #
- 24194638
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/7/2026. 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 8/7/2026 at 1:40 AM UTC.