34 Sherwood Lane
New Canaan, Connecticut 06840
- Beds
- 6
- Baths
- 5 | 3
- SqFt
- 7,102
- Acres
- 3.74
- Year Built
- 1962
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
41
20 under contract
Median List Price
$3.00M
41 active listings
Median Closed Price
$2.79M
221 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per 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
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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 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.