Skip to main content

21 Hickory Drive

New Canaan, Connecticut 06840

PENDING$1,695,000
Beds
5
Baths
3 | 1
SqFt
3,112
Acres
1.60
Year Built
1959
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage1 FireplaceVirtual Tour

About This Home

PLEASE PRESENT HIGHEST & BEST OFFERS BY 4:00PM MONDAY JUNE 8TH. Nestled on 1.67 beautiful park-like acres in a charming neighborhood just minutes from town, this classic 5-bedroom, 3.5-bath Colonial offers timeless appeal, comfortable living spaces, and a lovely natural setting. Thoughtfully maintained throughout, the home features generously sized rooms, a gracious living room with fireplace, family room with custom built-ins, formal dining room, and inviting spaces designed for both everyday living and entertaining. The sun-filled walkout lower level provides wonderful additional living space, featuring a large recreation room/playroom with a wall of glass sliders opening directly to the patio and expansive backyard. Overlooking sweeping lawns and mature landscaping, the property provides a beautiful backdrop for outdoor enjoyment. A spacious deck and patio offer ideal settings for relaxing, dining al fresco, or gathering with family and friends, while the level yard provides endless possibilities for recreation and play. Conveniently located close to town, schools, and parks, this special property offers the perfect blend of classic charm, comfortable living, and a picturesque setting.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1959
Days on Market
55 days
Beds
5
Baths
3 full · 1 half
Living Area
3,112 sq ft
Lot Size
1.60 acres
Garage / Parking
2 garage · 2 total
Property Taxes
$14,282 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

42

34 active listings

Median $ / Sq Ft

$636

34 active listings

Sale-to-List Ratio

100.5%

211 sales

How this home compares

List Price

$1.70M

vs $3.02M median

44.0% below median

Price / Sq Ft

$545

vs $636 median

14.3% below median

Days on Market

55 days

vs 42 days median

13 days longer than median

Based on 34 active and 211 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 28, 2026.

Location

21 Hickory Drive, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,397

per month

  • Principal & Interest$8,642
  • Property Taxes$1,190
  • Insurance$565
  • 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
1959
New Construction
No/Resale
Living Area
3,112 sq ft
Below Grade
600 sq ft

Schools

Elementary
East
High
New Canaan

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Appliances
Gas RangeRange HoodSubzeroDishwasherWasherDryer
Basement
FullHeatedStorageFully FinishedWalk-out
Additional Rooms
Foyer

Exterior & Lot

Lot Size
1.60 acres
Zoning
2AC
Garage / Parking
2 garage spaces2 total parking spacesAttached GaragePavedDrivewayPrivatePavedAsphalt
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Shingle
Roof
Asphalt Shingle
Foundation
Block
Exterior Features
GazeboDeckGuttersStone WallPatio
Lot Description
Level Lot

Listing & Financials

Property Taxes
$14,282 / Annually
Days on Market
55
MLS #
24168485
MLS Status
Under Contract

Similar Properties

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

Listed By

Bettina Hegel

(917) 842-3349

Brown Harris Stevens

(203) 966-7800

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:15 AM UTC.