38 Gerrish Lane
New Canaan, Connecticut 06840
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 5,374
- Acres
- 1.54
- Year Built
- 1948
- Neighborhood
- Oenoke Ridge
- Property Type
- Single 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
Set on 1.5 beautifully landscaped acres along coveted Gerrish Lane, this 1948 Colonial compound pairs timeless architecture with thoughtful updates and an effortless connection between indoors and out. Mature plantings and distinctive gardens surround the residence, creating a rare sense of privacy and tranquility just minutes from town. Generous living spaces and refined details define the home throughout. The first floor offers a gracious and versatile layout, with an open family room and kitchen at the heart of the home. French doors connect the family room and living room to the surrounding grounds, creating an easy flow between indoor and outdoor living. A formal dining room provides an elegant setting for entertaining, while a step down library offers a more intimate retreat. A first floor bedroom with full bath can serve as an alternate primary suite or home office. The primary suite is a true retreat, featuring separate baths, walk-in closets, and a balcony overlooking the lawn and gardens. Above the garage, a studio with full bath and kitchenette offers flexibility as an au pair suite, playroom, office, or guest quarters. A separate 1,146 square foot cottage includes a living room, bedroom, full kitchen, and 1.5 baths, ideal for guests, extended family, or a private workspace. A charming storage shed completes the property. 38 Gerrish Lane offers a rare balance of pastoral serenity and modern day ease in one of New Canaan's
Key Facts
- City/Town
- New Canaan
- Neighborhood
- Oenoke Ridge
- Property / Style
- Single Family · Colonial
- Year Built
- 1948
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 5 full · 1 half
- Living Area
- 5,374 sq ft
- Lot Size
- 1.54 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $29,790 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
31
20 under contract
Median List Price
$3.05M
31 active listings
Median Closed Price
$2.80M
212 sales
Median Days on Market
60
31 active listings
Median $ / Sq Ft
$676
31 active listings
Sale-to-List Ratio
102.2%
212 sales
How this home compares
List Price
$3.90M
vs $3.05M median
27.7% above median
Price / Sq Ft
$725
vs $676 median
7.2% above median
Days on Market
0 days
vs 60 days median
60 days fresher than median
Based on 31 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 8, 2026.
Location
38 Gerrish Lane, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$20,128
- Property Taxes$2,483
- Insurance$1,298
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Canaan
- Neighborhood
- Oenoke Ridge
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1948
- New Construction
- No/Resale
- Living Area
- 5,374 sq ft
Schools
- Elementary
- South
- High
- New Canaan
Interior
- Heating
- BaseboardHot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central AirWindow Unit
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- In lower level
- Appliances
- Cook TopWall OvenRange HoodRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullUnfinished
- In-Law Apartment
- PossibleOver GarageSeparate Entry
- Interior Features
- Cable - Pre-wiredSecurity System
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 1.54 acres
- Zoning
- 1AC
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Clapboard
- Color
- Yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GrillTerraceFruit TreesGarden AreaGuest HouseStone WallFrench Doors
- Lot Description
- Level LotOn Cul-De-SacOpen Lot
Listing & Financials
- Property Taxes
- $29,790 / Annually
- Days on Market
- 0
- MLS #
- 24197589
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Nikki Glazer
Compass Connecticut, LLC
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 6:05 PM UTC.