327 Jelliff Mill Road
New Canaan, Connecticut 06840
- Beds
- 5
- Baths
- 5
- SqFt
- 3,383
- Acres
- 1.46
- Year Built
- 1932
- 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
Step into a seamless blend of historic charm and modern luxury, ideally located in the heart of New Canaan. Nestled on 1.46 lush, private acres, this beautifully maintained Farmhouse Colonial offers the quintessential New England lifestyle. Spanning 3,383 square feet, this unique home has been thoughtfully updated to feature 5 spacious bedrooms and 5 full bathrooms. From the moment you step inside, you are greeted by pristine interiors and gleaming refinished floors. The inviting, sun-drenched layout is tailor-made for both relaxed everyday living and elegant entertainment. Outside, a true sanctuary awaits. Spend your summers enjoying the sparkling pool, running across the expansive play space, or picking fruit from your very own apple trees. Attached is a year-round pool house featuring a full bath and a gym room. A standout feature of this property is the spectacular detached guest house. Complete with a kitchenette, a spacious great room, and a beautifully appointed bathroom, it offers unmatched versatility. Whether you envision a welcoming suite for extended family and au pairs, a quiet home office away from the main house, or a creative studio for music and art, this space easily adapts to your imagination. Ideally located just minutes from the train, the Merritt Parkway, and award-winning schools, this move-in-ready gem delivers absolute convenience without sacrificing tranquility. A true retreat that won't last long, come and write its next chapter!
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1932
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 5 full
- Living Area
- 3,383 sq ft
- Lot Size
- 1.46 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $16,473 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
45
18 under contract
Median List Price
$3.00M
45 active listings
Median Closed Price
$2.80M
218 sales
Median Days on Market
28
45 active listings
Median $ / Sq Ft
$676
45 active listings
Sale-to-List Ratio
101.7%
218 sales
How this home compares
List Price
$2.00M
vs $3.00M median
33.3% below median
Price / Sq Ft
$591
vs $676 median
12.6% below median
Days on Market
0 days
vs 28 days median
28 days fresher than median
Based on 45 active and 218 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 16, 2026.
Location
327 Jelliff Mill Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$10,388
- Property Taxes$1,373
- Insurance$667
- 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
- 1932
- New Construction
- No/Resale
- Living Area
- 3,383 sq ft
Schools
- Elementary
- West
- High
- New Canaan
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- OilPropane
- Cooling
- Central AirSplit System
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Located off Bonus Room
- Appliances
- Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- PartialUnfinishedSump PumpInterior Access
- In-Law Apartment
- YesDetachedSecond Floor
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
- Additional Rooms
- Bonus RoomExercise RoomWine Cellar
Exterior & Lot
- Lot Size
- 1.46 acres
- Zoning
- 2AC
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- Pool HouseSafety FenceIn Ground Pool
- Construction
- ShingleStoneWood
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- ConcreteSlab
- Exterior Features
- TerracePorchGuest House
- Lot Description
- Fence - WoodFence - PartialFence - RailTreedLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $16,473 / Annually
- Days on Market
- 0
- MLS #
- 24206478
- MLS Status
- Active
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Co-Listed By
Becky Walsh
William Pitt Sotheby's Int'l
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. 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 9/16/2026 at 9:30 PM UTC.