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284 Park Street

New Canaan, Connecticut 06840

COMING SOON - NEW$3,450,000
Beds
5
Baths
4 | 1
SqFt
3,715
Acres
0.47
Year Built
1875
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Pool2-Car Garage3 Fireplaces

About This Home

A rare find in the heart of New Canaan - walkable to both town and train - this beautifully renovated (2012-2014) 4/5 bedroom, 5 bath home features a backyard oasis few properties can match. Inside, a beamed cathedral ceiling soars above the great room, where a grand arched hearth of rare scale invites long fireside evenings. Mornings, gather around the marble island in the chef's kitchen, outfitted with top-of-the-line appliances and open to the family room. A den/study, bedroom or office, full bath, powder room, huge mudroom, and laundry complete this level's easy flow. The upper floors feature a primary bedroom with its own fireplace, walk-in closet and marble bath; two additional bedrooms; a third-floor suite with bath - and there's even an exercise room over the garage. Then comes the surprise: behind the house, towering evergreens and fieldstone walls enclose a secret garden so private you'd never guess that town is steps away. As dusk falls, the heated pool and spa glow, while the fire pit flickers. This special property is not to be missed.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1875
Days on Market
0 days
Beds
5
Baths
4 full · 1 half
Living Area
3,715 sq ft
Lot Size
0.47 acres
Garage / Parking
2 garage
Property Taxes
$32,228 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

59

41 active listings

Median $ / Sq Ft

$681

41 active listings

Sale-to-List Ratio

101.4%

220 sales

How this home compares

List Price

$3.45M

vs $3.00M median

15.2% above median

Price / Sq Ft

$929

vs $681 median

36.4% above median

Days on Market

0 days

vs 59 days median

59 days fresher than median

Based on 41 active and 220 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 28, 2026.

Location

284 Park Street, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$22,254

per month

  • Principal & Interest$18,418
  • Property Taxes$2,686
  • Insurance$1,150
  • 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
1875
New Construction
No/Resale
Living Area
3,715 sq ft

Schools

Elementary
South
High
New Canaan

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Main Level
Appliances
Oven/RangeMicrowaveFreezerSubzeroDishwasherWasherDryer
Basement
PartialPartially Finished
Interior Features
Cable - Pre-wiredSecurity System
Additional Rooms
Exercise RoomFoyerLaundry RoomMud RoomSitting Room

Exterior & Lot

Lot Size
0.47 acres
Zoning
BRES
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Pool
HeatedSpaIn Ground Pool
Construction
Wood
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GrillTerracePorchLightingFrench DoorsUnderground SprinklerPatio
Lot Description
Professionally Landscaped

Listing & Financials

Property Taxes
$32,228 / Annually
Days on Market
0
MLS #
24207854
MLS Status
Coming Soon

Similar Properties

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

Listed By

John Dunn

(203) 388-5353

Compass Connecticut, LLC

(203) 442-6626

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/28/2026. 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 9/28/2026 at 8:05 AM UTC.