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16 Middlebrook Lane

Wilton, Connecticut 06897

PENDING$3,375,000
Beds
5
Baths
7 | 4
SqFt
11,570
Acres
4.19
Year Built
2009
Matt Caiola

Matt Caiola

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Elevator3-Car Garage4 Fireplaces

About This Home

Welcome to 16 Middlebrook Lane, a stunning custom-built Colonial in one of Wilton's most desirable cul-de-sac neighborhoods. Set on more than four park-like acres and surrounded by conservation land, this exceptional home offers elegance, craftsmanship, privacy, and comfort. A dramatic main hall creates an immediate sense of arrival with a sweeping staircase and refined architectural details. The chef's kitchen features two large islands, honed marble countertops, high-end appliances, generous storage, and French doors to the rear patio. The kitchen opens to an inviting dining and living area with a wood-burning fireplace, while the formal dining room offers coffered ceilings and an adjoining butler's pantry/bar. Oversized windows fill the formal living room with natural light, complemented by a fireplace and bar, and flowing into a custom office with built-ins and its own fireplace. Upstairs, the extraordinary primary suite lives like a private residence with a sitting room, coffee bar, private balcony, generous walk-in closets, and spa-like bath with soaking tub and steam shower. A private staircase leads to the third floor with half bath, ideal for an office, studio, or retreat. Four additional en-suite bedrooms, laundry, and a bonus room complete the second floor. The finished lower level offers recreation space, gym, game room, and full bath. An elevator serving all four levels adds rare ease and flexibility.

Key Facts

City/Town
Wilton
Neighborhood
South Wilton
Property / Style
Single Family · Colonial
Year Built
2009
Days on Market
62 days
Beds
5
Baths
7 full · 4 half
Living Area
11,570 sq ft
Lot Size
4.19 acres
Garage / Parking
3 garage · 10 total
Property Taxes
$53,945 / Annually

Market Snapshot

The Wilton Market

Single Family · trailing 12 months

View area

Median Days on Market

20

29 active listings

Median $ / Sq Ft

$407

29 active listings

Sale-to-List Ratio

105.4%

213 sales

How this home compares

List Price

$3.38M

vs $1.80M median

87.6% above median

Price / Sq Ft

$292

vs $407 median

28.3% below median

Days on Market

62 days

vs 20 days median

42 days longer than median

Based on 29 active and 213 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of July 28, 2026.

Location

16 Middlebrook Lane, Wilton, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$22,828

per month

  • Principal & Interest$17,208
  • Property Taxes$4,495
  • Insurance$1,125
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Wilton
Neighborhood
South Wilton
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2009
New Construction
No/Resale
Living Area
11,570 sq ft
Below Grade
2,900 sq ft

Schools

Elementary
Miller-Driscoll
Middle
Cider Mill
High
Wilton

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
4
Laundry
Upper Level
Laundry Location
Upper Level
Appliances
Gas CooktopMicrowaveRange HoodRefrigeratorFreezerSubzeroIcemakerDishwasherDisposalWasherDryerWine Chiller
Basement
FullHeatedStorageFully FinishedCooledInterior AccessLiveable Space
In-Law Apartment
PossibleUpper Level
Interior Features
Auto Garage Door OpenerCable - Pre-wiredElevatorOpen Floor PlanSecurity System

Exterior & Lot

Lot Size
4.19 acres
Zoning
R-2
Garage / Parking
3 garage spaces10 total parking spacesAttached GarageOff Street ParkingDrivewayUnpavedPrivateGravel
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
ShingleCedar
Roof
Wood Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesShedGuttersGarden AreaCovered DeckStone WallUnderground SprinklerPatio
Lot Description
Lightly WoodedDryOn Cul-De-SacProfessionally LandscapedRollingOpen Lot

Listing & Financials

Property Taxes
$53,945 / Annually
Days on Market
62
MLS #
24178405
MLS Status
Under Contract

Similar Properties

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

Listed By

Ben Howell

(917) 837-9328

Coldwell Banker Realty

(203) 227-8424

Co-Listed By

Bre Howell

Coldwell Banker Realty

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.