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34 Sherwood Lane

New Canaan, Connecticut 06840

COMING SOON - NEW$3,695,000
Beds
6
Baths
5 | 3
SqFt
7,102
Acres
3.74
Year Built
1962
Matt Caiola

Matt Caiola

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Wine CellarPool4-Car Garage3 Fireplaces

About This Home

Gracious colonial set on 3.74 private acres along a quiet west-side cul-de-sac. This cherished estate setting offers an exceptional blend of privacy, recreation, and convenience, just two miles from town and the train. The private grounds feature a Glengate Gunite pool, cabana with bath, and a barn with stables where the owners once kept horses for riding on nearby Land Trust trails. Offered for the first time in more than 50 years, this center-hall Colonial features six bedrooms, five full and three half baths, with 6,300 square feet of living space, and an additional 800 square feet of finished lower-level space. Thoughtfully renovated and expanded by Judith Larsen designs in 2005, the residence includes a beautifully appointed kitchen, an open family room with vaulted ceilings, lovely breakfast room overlooking grounds and a private in-law suite with its own entrance . Other features are 4 car garage, full house generator, pond views and driveway alert. Beautifully proportioned interiors and multiple gathering spaces make the home equally suited to comfortable everyday living and gracious entertaining. French doors spanning the rear of the residence open directly to the grounds, creating a seamless connection among the home, pool, cabana, and expansive property. A truly rare and treasured offering in one of New Canaan's most desirable west-side settings.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1962
Days on Market
0 days
Beds
6
Baths
5 full · 3 half
Living Area
7,102 sq ft
Lot Size
3.74 acres
Garage / Parking
4 garage
Property Taxes
$34,299 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

60

41 active listings

Median $ / Sq Ft

$681

41 active listings

Sale-to-List Ratio

101.5%

221 sales

How this home compares

List Price

$3.69M

vs $3.00M median

23.4% above median

Price / Sq Ft

$520

vs $681 median

23.6% below median

Days on Market

0 days

vs 60 days median

60 days fresher than median

Based on 41 active and 221 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 29, 2026.

Location

34 Sherwood Lane, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$23,816

per month

  • Principal & Interest$19,726
  • Property Taxes$2,858
  • Insurance$1,232
  • 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
Colonial
Year Built
1962
New Construction
No/Resale
Living Area
7,102 sq ft
Below Grade
800 sq ft

Schools

Elementary
West
High
New Canaan

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Main Level
Laundry Location
1st Floor
Appliances
Electric CooktopWall OvenConvection OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
Basement
FullStoragePartially Finished
In-Law Apartment
YesOver GarageSeparate Entry
Interior Features
Auto Garage Door OpenerCable - AvailableSecurity System
Additional Rooms
Laundry RoomMud RoomSolariumWine CellarWorkshop

Exterior & Lot

Lot Size
3.74 acres
Zoning
2AC
Garage / Parking
4 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GunitePool HouseIn Ground Pool
Construction
Clapboard
Color
white
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
TerraceShedCabanaGarden AreaStableFrench DoorsUnderground SprinklerPatio
Lot Description
Rolling

Listing & Financials

Property Taxes
$34,299 / Annually
Days on Market
0
MLS #
24203727
MLS Status
Coming Soon

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Sheila Clemente

(203) 321-5447

Houlihan Lawrence

(203) 966-3507

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/29/2026. 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 9/29/2026 at 8:25 PM UTC.