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38 Gerrish Lane

New Canaan, Connecticut 06840

COMING SOON - NEW$3,895,000
Beds
5
Baths
5 | 1
SqFt
5,374
Acres
1.54
Year Built
1948
Matt Caiola

Matt Caiola

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Guest House2-Car Garage2 Fireplaces

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

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$23,909

per 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.

Listed By

Christine Saxe

(203) 273-1548

Compass Connecticut, LLC

(203) 442-6626

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.