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327 Jelliff Mill Road

New Canaan, Connecticut 06840

ACTIVE - NEW$2,000,000
Beds
5
Baths
5
SqFt
3,383
Acres
1.46
Year Built
1932
Matt Caiola

Matt Caiola

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Guest HouseWine CellarPool2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$12,428

per 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

Similar Properties

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

Listed By

Cristina Hungria

(347) 610-3270

William Pitt Sotheby's Int'l

(203) 655-8234

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.